Shawna

I met Shawna several years ago while I was working as a waiter at a local diner. At first, she didn't strike me as the type of girl I normally dated. Although I must admit, I found her physically attractive, especially her massive breasts. Other than her looks, I didn't really find her all that attractive. She was loud and rambunctious, maybe even a little obnoxious. She struck me as being very needy and demanding. She was also visibly pregnant, and while I wouldn't mind dating a pregnant girl, they're usually spoken for. I waited on her table, and as always, I found myself flirting with her, like I did with most of my customers. However, unlike most of my customers, Shawna flirted back with me. I didn't think much of it at the time, maybe she was just a flirtatious type of person. As the night progressed, I found her flirting a lot more with me, and I even started feeling some sexual tension building up between us. I wasn't sure how to approach the situation. If I made a move and got rejected, that could ruin my tip. If I didn't make a move, I'd never know. Either way I decided to make act. Not so much because I wanted her, it was more out of curiosity. I wanted to know if she was interested in me, even if that meant I had to put myself out there.

When the time came to pay the check, Shawna and her friends all wanted separate checks. I managed to pull a few strings and got Shawna's meal comped. I took a blank piece of receipt paper and wrote down my number along with a message reading "You're cute, so I covered your meal. Call me sometime, and we can have some fun." I took all the checks and delivered them face down in front of the appropriate persons. After I did that I went about my normal waiting duties, acting as if nothing had happened. She also acted as if nothing had happened, but just before she walked out the door, we locked eyes, and she smiled at me.

The following day she called me. We chatted casually for a few minutes before she invited me to a party scheduled later that evening. I told her I didn't want to go, trying to fish a more intimate encounter out of her, like a one on one date, but she insisted I come. After a few minutes of one sided haggling, I realized she wasn't going to take no for an answer, so I accepted her invitation.

That evening I was really contemplating not going. Not that I didn't want to see Shawna, but more because I didn't want to go to a party full of strangers. Plus I didn't think Shawna and I had any chemistry. Although I did find her physically attractive, her personality was a little too bold  for me. While I was debating all this, I noticed I was officially a half hour late. Shawna called me, wanting to know where I was. I didn't have the heart to tell her I didn't feel like going, so I just made something up. She saw through my clever plan and insisted that I come. Arguing with her was often one sided and pointless for me, so I eventually agreed to go.

When I showed up, there weren't many people there. Shawna was extra flirtatious that evening. She would often touch me or tell me dirty things she wanted to do to me. She came off very strong, which I really liked. Even her friends were trying to hook us up. I knew it wasn't going to take much effort to get into her pants. I learned that evening that Shawna was only in town for a week or so before she was moving back to her home in Texas. I found that very appealing, because at that point in my life, I preferred short and sweet relationships, or something with no strings attached. Shawna was really becoming more appealing too me.

As the party drew to a close, Shawna wanted to go back to my place. It didn't come as a surprise to me. We were flirting heavily all night, and sex was defiantly in our near future. When we got back to my place I didn't waste any time. I took her straight to my bedroom, dimmed the lights, put on my panty dropper playlist, and kissed her. I laid her down on my bed and continued kissing her, while I started removing her clothes. It took me all of five minutes before I had all our clothes off. I usually take a little more time, but Shawna really managed to turn me on. Maybe it was her consistent flirting, or her very direct approach. Or maybe I secretly have a fetish for pregnant women. Either way I she really got me going. I put on a condom, positioned myself on top of her, and teased her for a few minutes, before I slid myself inside of her. Within the first few minutes I could tell we were really sexually compatible. She knew how to work her hips against my rhythm very well.  It didn't come as a surprise to me, as we both seemed familiar with sex. After a few more minutes, I noticed I wasn't getting her off. I though maybe I needed to use my foolproof harder, deeper, faster method. After a few more minutes of that I still didn't think she was was going to cum for me. I told her I wanted her to cum for me, but she said she didn't want to. I found that odd, and started asking questions as to why not. She explained that she tends to squirt when she gets off, and she didn't want to make a mess. For some reason that REALLY turned me on. I'd never been with a squirter before and it really peaked my curiosity. I told her not to worry about it, and to cum for me. After a few seconds of hesitation, she agreed to my request. She had me slow down, almost to a stop, while she slowly moved her hips to get herself off. It took her a little less than a minute before I felt a strong pressure building up inside her. After a few more seconds, she screamed loudly while I felt the pressure being released. I felt her juices squirting out around my manhood, and hitting my thighs. That really turned me on for some strange, and possibly deranged, reason. I made her do it a few more times, more out of curiosity than anything else. I was truly fascinated by the elusive female ejaculation. Eventually I finished we both rolled out of the wet spot. We chatted casually for a while, mostly about sex. I found Shawna to be a lot more down to earth than I originally thought she was. Our conversations were also very intelligent and deep as well. I suspect she was more comfortable being herself around me, than her friends. We chatted for several more hours, before we decided to have sex again. The sex this time lasted a lot longer, but it was pretty much the same as it was before. We were up until dawn pleasing each other, before I dropped her off at her friends house.


Shawna and I made the best of the short week we had together. We saw each other everyday and had sex every night. It was a fairly nice relationship while it lasted. On the day she had to leave, we both agreed to keep in touch via Myspace. We exchanged messages here and there over the course of the next few years, before she came out to visit again. Our relationship picked up where it left off, while she was in town, but unfortunately it was also a short stay and she would have to leave again soon. On the day she left, we again agreed to keep in touch. Over time we started exchanging messages less frequently. I only saw her once after that, she looked me up a few years ago, while she was in town. We met up at my place for the night and had a long night of passionate sex. We were both in relationships at the time, well, mine being open and casual, but that didn't stop us from ravaging each other. I haven't heard from her since then. I still have her on my Myspace, but I rarely check it. I doubt I'll ever see her again, but I'll leave my Myspace account open just for her.

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Mrs. Robinson

I met Mrs. Robinson when I was fifteen. That isn't her real name, but that's how I'll refer to her in this post for the sake of anonymity. I attended a private school back then, and Mrs. Robinson was one of the substitute teachers. I rarely ever saw her during my first few years, because my normal teachers usually had excellent attendance. The few times I did see her, I was very strongly attracted to her. She was gorgeous. She had long blond hair, a youthful face, a slender build, and a good sized rack. She was everything a fifteen year old could want, and the fact that she was my teacher, just made me want her so much more.

During my last year at that high school, my math teacher became very ill, and took a leave of absence. Although there were several rumors why she left, spread no doubt by the students, no one really knew why she left. Fortunately for me, Mrs. Robinson, became the temporary replacement. Needless to say, myself, along with all the other students, were very excited.

During the course of my first few classes, I found that Mrs. Robinson, was a very different kind of teacher. She would often use inappropriate language, and she was far from politically correct. She was very down to earth, and human, which is why I think I liked her so much. I often found myself staying late after class just to be near her. I would do little things like feed the fish, empty the waste baskets, vacuum, or clear the chalk board. I often noticed she would rub her neck, almost as if she was trying to relieve some pain. One day, after class was out and I was clearing the chalk board, I asked her why she rubbed her neck so often.  She laughed and mentioned it was a girl thing. Out of curiosity, I asked her if it was related to her breasts. She smiled and mentioned that they weren't even her breasts. She went on to explain how her ex-husband "bought" them for her, as a birthday present to himself. It was a very unusual teacher/student conversation, but like I said, Mrs. Robinson was a very different kind of teacher. I told her to let me have a crack at it, thinking maybe I could help. I moved behind her, and placed my hands on her shoulders. I'd never given a massage before, but apparently I was very good at it. She seemed to love it when I rubbed her shoulders and neck. After about a minute she moved her bra strap down her shoulder, through her shirt, as it was bothering her.  I was very aroused by that. A few minutes later the bell rang, officially making me late for my next class. Mrs. Robinson told me to hurry along, mentioning we needed to do this again sometime.

Over the course of the next few days, I continued to stay late after class to help Mrs. Robinson. I often found myself rushing through my cleaning duties so I could rub her neck and shoulders. We would chat here and there while I was cleaning. I learned a few things about her during our conversations. She would talk about her ex-husband and how he only married her because he was rich, and wanted a trophy wife. She mentioned that he eventually wanted kids, and she was unable to have them, and that was the reason why they split up. We had very "adult" conversations, but the topic never really steered towards sex. After I finished cleaning up, I always managed to find myself massaging her neck and shoulders. She rarely spoke while I massaged her. She usually just moved her bra strap down and let me do my thing. She would occasionally moan softly, which really turned me on. I wanted to make a move, but I was very young and shy back then. Plus I don't think there is a proper approach for hitting on your teacher.

That following weekend, I was a public pool with a friend, and I noticed Mrs Robinson there. She was wearing a bikini, and sun bathing near the deep end of the pool. I walked over and said hello. She smiled and returned my greeting. She went on to explain how she was babysitting her neighbors kids and charged me with helping her keep an eye on them. Seeing her in a two piece, really turned me on, so much in fact I needed to get in the water to hide my incoming erection. Shortly after I got in the water, the lifeguard blew the whistle indicating adult swim. I was in no position to exit the pool so I stayed in and tried to act like I belonged there. Shortly afterwards Mrs. Robinson got up and hopped in the pool next to me. She leaned up against the pool edge and was instructing the children she was babysitting  to behave during the adult swim time. It was the deep end of the pool and I moved in close to her just treading water near her. We just started a conversation, when a lifeguard walked by and asked me how old I was. I lied and said I was eighteen, trying my hardest to act casual. He looked at Mrs. Robinson, with a puzzled look, and she gave him a reassuring nod, before he walked off. I thanked her for covering for me, and she assured me I was more of a adult than most of her friends. I never really knew what exactly she meant by that, but I guess it doesn't matter. Shortly after that, a rather large man dove into the pool, causing a large stir in the mostly still water. The force of the resulting wave knocked me into Mrs. Robinson. I awkwardly tried to avoid the inevitable collision, but there wasn't much I could do. The sudden wave, it pushed my body into hers, jabbing my fully erect penis right into her hip, before it slid off and ran down her lower back. I was very embarrassed, but I tried to play it off as if nothing had happened. She looked at me and smiled and asked me "what was that?" I fumbled with my words while I tried to explain how she was very attractive, and seeing her in a two piece really got me going. I was so embarressed I could barely speak. She assured me it was okay, and explained how it my hormones were probably out of control at my age. She even blushed a little, and thanked me for making her feel sexually attractive. I was so embarrassed, I wanted to die, but somehow she managed me assure me that it wasn't really a big deal.

The following Monday, Mrs. Robinson announced that she was going to need some help with yard work at her house, and asked if anyone could donate their time. Several of the male students raised their hands, but I casually said out loud "I'll do it." She accepted my offer to help, and told me to stay late after class for further details. After class was over, while I was doing my usual duties, she explained to me that she needed some help mowing her grass, and trimming hedges. I thought it was an unusual request for a teacher to make, but then again she was a very different kind of teacher. After I was finished with my duties, I offered to rub her neck and shoulders as always, and she of course accepted. She started moaning again, and this time, just to make a joke, I mentioned if she continued moaning like that, she might get accidentally poked again. She laughed and explained that she couldn't help herself, claiming I had magic hands, and I was going to make  some lucky girl very happy one day. After she said that she started moaning louder, and even a little more seductively, despite my warning. She even said "oh Bones you make me feel so good" (Bones is my name) I wasn't sure if she was flirting with me, or subtly mocking me. Looking back on it now, I'm sure she was flirting with me, but I was only fifteen at the time, and I had no idea what her intentions were.

Over the course of the next few days, Mrs. Robinson increased her flirtatious actions with me. One day she told me to massage her chest, just under her collar bone. While I was doing that, she unbuttoned her blouse slightly, and insisted I move my hands just inside her shirt to do it. The next day she insisted I massage the same area, but this time she guided my hands lower, inside of her shirt, moving them just along the top of her breasts. By this point I knew she was coming onto me, but I had no idea how to respond.

That following weekend, I took the bus to Mrs. Robinson's house, and knocked on her door. It was a very large house, and much nicer than I expected it to be, considering she was living on a substitute teachers salary. When she answered the door, I noticed she was dressed a lot sexier than she usually was in class. She smiled, invited me inside, and offered me something to drink. I accepted her offer, and asked what she had. She said mostly booze and offer to mix me a drink. I reminded her of my age, but all she did was smile and say "I can keep a secret if you can." After I assured her I could, she made me my first ever, Vodka Collins. By the time I finished it she had already had three. I asked what she needed done as far as yard work, and she said we could get to that later, mentioning she wanted a massage first. She guided me upstairs into her bedroom, and started taking off her shirt. I averted my eyes out of respect, but somehow I felt as if that wasn't necessary. She laid down on the bed, face down, and instructed me to grab the bottle of oil on her night stand. I grabbed it, sat down next to her, and poured some onto her back. I started slowly rubbing the oil evenly over her entire back, then I moved into her shoulder and neck region. She once again started moaning, telling me how good I was at making her feel good. After a few minutes she turned over, exposing her bare breasts, and instructed me to massage her chest. I was trying my hardest not to stare, and I think she sensed that I was feeling a little unsettled. She asked me if I was okay, and mentioned we could stop at any time if I was uncomfortable with the naked female body. After I assured her it was fine, she instructed me to continue. I started where I normally did, just below her collar bone. She moaned slightly, and told me to go lower. I moved just above her breasts, rubbing in the crevice where her chest met her breasts. She told me not to be shy and rub her lower. I assumed she wanted me to rub her breasts, so I slid my hands gently over them and started rubbing them. I had no idea how to massage them, but I did my best, thinking if I messed up, she would probably forgive me. I rubbed them for several minutes while she moaned in pleasure. I was extremely turned on, probably more so than I have ever been in my entire life, but I tried my hardest to hide it. She sat up momentarily, looked me right in my eyes, and asked me if I could keep this all a secret. She explained if people found out what we were doing, she could lose her job. I assured her I wouldn't ever tell anyone. She smiled at me and assured me, that's what she wanted to hear. Just after that she leaned in and kissed me.

We kissed for several minutes, before she leaned against me, laying me down on my back. She had one hand behind my back, and she started using her other hand to slowly rub my neck and chest. Soon after she started unbuttoning my shirt and rubbing my chest and stomach. My mind was racing with thoughts of sex. It had been a long time since I last got laid, and I was finally about to get some, from my very attractive teacher no less. She moved her hand down and started rubbing my fully erected manhood, through the fabric of my jeans. I hastily moved my hands down to unbutton my pants, but Mrs. Robinson stopped me, telling me to just relax and let her do it. I think she sensed my overwhelming anticipation, and she started slowly unbuttoning them for me. She pulled my manhood out, grasping it gently, and started slowly kissing her was down my neck, chest, and stomach. The anticipation was killing me, because she was moving so slow. When she finally made it down to my throbbing member, she didn't put it in her mouth right away. She licked the tip for a while just to tease me. She mentioned that I was probably going to cum right away, and if I did that would be okay. I didn't know what she meant by that at the time, but before I could process it, she put my entire manhood into her mouth and started moving her head up and down extremely fast. It felt amazing, and after only twenty seconds I warned her I was about to cum. She didn't stop or slow down at all. I tried my hardest to resist but she was very good at pleasuring me. Soon afterwards I came. My whole body jerked spastically. Looking back on it, it was probably the best orgasm I've ever had in my entire life. She looked up at me and smiled. She mentioned that we weren't done yet, while she put on a robe. She said she was going to go fix us a few more drinks and mentioned that there were cigarettes on her nightstand if I wanted one.

I lit up a smoke while she was gone, and took this time to soak in my surroundings. Her place was unbelievably nice. I was ashing my cigarette in a crystal ashtray that rested on her marble topped nightstand. Her walls were covered in original artwork, and her bed was huge and probably custom made. It had a very masculine feel to it with the color scheme being mostly black, grey, and blue. When she came back into the room, bearing our drinks, I told her that her place was very nice, and asked how she could afford it on a teachers salary. She handed me my drink and told me it was all her ex-husbands, and that she got it all from the divorce process. She mentioned that she didn't want to talk about it, and I never brought it up again. We sat there chatting, smoking and drinking for about fifteen minutes, before she asked me if I was ready to go again. I didn't know how to respond, and while I was trying to think of a way to tell her I needed a little more time, she said "well there's really only one way to find out." While she said the she removed her robe, once again exposing her bare breasts, and she leaned in and kissed me.

Mrs. Robinson didn't take her time with me this time around. She almost immediately reached her hand down into my unbuttoned pants, and grabbed my near fully erected member. She looked at me and smiled, gloating how all she had to do was take her robe off and kiss me, to get me hard. I cockily pointed out it wasn't fully hard, and maybe she should do something about it. She smiled and leaned down and started giving me head once again. She was truly amazing and pleasuring me with her mouth, and within only ten seconds or so, I was fully erect, and ready to go again. To this day, after sleeping with more that eighty women, Mrs. Robinson is still the only woman I've ever know, that put my entire manhood fully inside her mouth. After a few minutes of that, she moved back up and kissed me again. I moved my hands down and started unbuttoning her shorts. She didn't stop me this time, and let me do my thing. I slid them down quickly and went right for her genitals. She stopped kissing me and smiled. She said to take my time and be gentle with her, because it had been a while. She rolled over onto her back, and instructed me to go slowly. I didn't quite know what to do, so I thought I'd just do all the things to her that she did to me. I leaned down and kissed her and started slowly rubbing her clit with my fingers. She parted her legs a little and started moaning slightly. Her moaning really turned me on, and I wanted to hear her moaning louder and more frequently, so I slid my finger inside of her and started thrusting it back and forth vigorously. Much to my surprise, she stopped moaning. She interrupted our kissing, and once again smiled at me and told me to go slower. She mentioned that women were different than men when it comes to sex, and while most me can be turned on in a matter of seconds, women take a little longer. I nodded to express my understanding of her, and continued kissing her. This time, I was much slower. I drug my fingertips all around her genitals, keeping track of the areas that made her twitch and moan. I started slowly rubbing her clit, and once again she started moaning. After several minutes I started rubbing a little faster, and applying more pressure. She moaned even louder. After several more minutes had passed, I slowly slid my finger inside of her, and started thrusting it in a slow yet firm manor. She moaned a little less but didn't interrupt me this time. After a few minutes I tried increasing speed. She didn't stop me but she told me "do it like this" while she moved her hand up and indicated a "come here" motion with her finger. I started using her technique, slowly at first and then eventually, at a much faster pace. She started moaning a lot louder and even screaming at certain points. She reached her hand down into my pants, and started stroking my manhood. She moved her head up to my ear and whispered "I want you inside of me now" I took off my pants and positioned myself on top of her. I told her I didn't have a condom, and she told me not to worry about it. She reached her hand down and guided my manhood inside of her. She was warm and velvety feeling. Tight and wet. It was incredible to finally be having sex with her, after hours of foreplay, weeks of flirting, and months of fantasizing about her. She moaned louder as I increased my speed. I kept to a steady rhythmic pace for fear of her stopping me for going too fast. After several minutes, she told me she wanted it harder, deeper, and faster. I did as I was told, an started doing her as she instructed. She moaned louder, and screamed several times. I didn't know it at the time but every time I made her scream, I was making her cum. I really liked making her scream, and I continued my harder, deeper, faster, rotation long after I was out of energy and completely exhausted. About an hour into it, I was ready to cum again and I told her I was getting close. She told me she wanted me to cum inside of her, and I did as I was told. It was a great feeling, that being the first time I've ever had unprotected sex and came inside a woman. Soon after I collapsed on top of her, totally exhausted, and struggling to catch my breath. She was out of breath as well, and we laid there for about five minutes just trying to catch our breaths.

I eventually rolled over and asked her if I could have another one of her cigarettes. She told me that would be okay, and to light her up one as well. She smiled and mentioned she had never slept with one of her students before. I laughed and mentioned it was my first time with a teacher as well. We laid there and chatted for about an hour. She gave me all kinds of useful tips on sex, that I still use to this day. She explained to me that I was awesome at the sex part, but I needed to work on my foreplay and seduction. She also mentioned I should never let a woman go that far without making a move. I didn't understand what she meant, and she told me, no girl is ever going to let you massage her everyday, and even touch her breasts, without wanting you to make a move. She went on to explain how even after I had her topless and rubbing her breasts in a bed, I still didn't make a move, and she even had to kiss me before I finally knew what was going on. I was astonished to learn she was stringing me along the whole time. I was curious why she picked me, out of a class full of male students, and she simply replied "because you were the cutest and most mature." Our after sex conversation was filled with insight about sex, foreplay, and seduction. I learned more from her than she could ever possibly know. After we finished talking, it was nearly dusk, and she told me I had better get going. I got dressed and told her we should do this again sometime. She smiled and agreed, but reminded me to keep it a secret.

The following Monday I saw her again in class. She was wearing a skirt, which I thought was incredibly sexy. She of course acted as if nothing had happened, as did I. After class was over I started doing my usually cleaning duties. Just after the last student left Mrs.Robinson told me to stop what I was doing, close the blinds, and lock the two doors. I did as I was told, hoping this was going to be what I thought it was. After I finished up I went over to her desk and started kissing her. She told me she was proud of me for making the first move this time. She positioned herself on her desk, spreading her legs and lifting her skirt. I started touching her through the fabric of her panties but she assured me we didn't have time for that. She reached down and undid my pants, grabbed my manhood, and slid it past her panties, inside of her. It was one thing to be having sex with my teacher, but the excitement of doing it in class made it so much hotter. She was much quieter this time, for obvious reasons, but that made it harder for me to tell when I was going to make her cum. I just stuck with the harder, deeper, faster method she had taught me, for about five minutes, before I came. She seemed impressed with my performance, but we barely had time to talk about it. As soon we were decent, I got up and unlocked the door. The moment I did that a student opened it, came in, and took a seat. I was going to be late for my next class anyways so I left.

During the course of our sex charged relationship, I learned a lot from Mrs. Robinson. It was mostly about sex, seduction, and foreplay. I think I learned so much because of her abilities as a teacher, and the fact that all we really did was have sex. We had a lot of sex over the course of about three months. I stopped by her home almost every day, and some nights I even stayed there. We stopped having sex in class a few weeks into our relationship, because we almost got caught. Three days before my sixteenth birthday, I graduated and moved far away. We both knew our relationship would eventually come to an end, and even though there were no strings attached or feelings involved, I was still crushed when we parted. Even to this day I still miss her and think very highly of her.

Other than this post, I've never mentioned what happened between myself and Mrs. Robinson to anyone ever. I left out her name, photos, and a lot of key details to keep her anonymous. I made her a promise I would never tell anyone of our experiences, and I'd like to think, even after this post, that I've managed to keep that promise. So here's to you Mrs. Robinson.

Keep in mind this is not her picture
I just felt like this post needed a little eye candy

(pictures came from maxim.com)

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Rebecca

I met Rebecca several years ago while I was working as a waiter at a local diner. It was technically my first day on the job, but I've worked at that peculiar restaurant before. Rebecca came in late that evening and was seated in my section. While I was serving her, I naturally flirted with her. I used to flirt with all of my customers, because it increased my tips. Rebecca was one of the customers who flirted back. It was fairly slow that evening, so I eventually sat across from her, and started hitting on her. I could tell right away, that she was into me. We chatted and flirted casually with one another for about an hour, before I had to start doing my closing work. On her way out the door, she mentioned that she'd be at a local bar with few friends, just across the street, and if I got off work before they closed, I should join her. I told her I'd be there.

After I was finished with work, I stopped by that bar for a drink, and also too see if she was there. She held true to her promise and was there waiting for me when I arrived. I could tell she had already had a few drinks, maybe even too many, because she was much more flirty and direct with me. I ordered a drink and joined her, and her friends, at their table. Rebecca was being extra flirtatious with me, she sat very close to me, and was fooling around with me under the table. I had a few drinks with her, and we shared some rather naughty conversation. It was getting close to the bars closing time, so I knew I had to make a move. I eventually offered to take her back to my place after the bar closed, for some "coffee." Before she could respond, one of her friends TOTALLY COCK BLOCKED ME, saying she didn't think it was a good idea for her to go home with someone she just met. I've been in these situations before, and I know only bad things can come from trying to argue. I just smiled and said "that's cool then, can't blame a guy for trying" That seemed to win over her friends, but I still knew Rebecca wanted me. I wrote down my number on a bar napkin, and slipped it to her. I whispered in her ear, "if you wanna meet up later, here's my number." I finished my drink, covered the bar tab for the entire table, and left.

Shortly after I got home, Rebecca called me to thank me for paying the tab for her and her friends. They didn't know I covered the bill until after I left. She asked if I was home already, and I told her I was. She asked where I lived and I explained it was only about a block away from the bar. She asked me for directions, because she really needed to use my restroom. I knew I was set at that point. When she arrived, she immediately went to my restroom. I went to my bedroom, dimmed the lights and put on some music. I was pondering how I was going to get in her pants. After she was finished in my restroom, she came into my bedroom and started kissing me. It was a very direct move on her part, and it took a lot of the guess work out on my end. We kissed for a few minutes before we moved to my actual bed, and she started taking off her clothes. Apparently she only needed a few minutes of foreplay, which is always nice. I eventually put on a condom and positioned myself on top of her. I was going to tease her for a few minutes, but I could tell that wasn't necessary in this case. I thrust myself deep inside of her, and she moaned in pleasure. She was very loud in bed which really turns me on. I got her off several times during the course of our alcohol fueled passion. She screamed every time I made her cum, which always really turns me on, but I'm sure it pissed of my neighbors. Eventually I finished, rolled over on my back, and lit up a smoke. I smiled and thanked her for deciding to stop by. She got up and started getting dressed, saying she needed to leave. I asked her if she was going to be okay to drive, and even offered her the opportunity to stay the night. She told me her babysitter wouldn't appreciate that, and insisted she had to go.

The next day Rebecca called me, wanting to hang out again. I offered to take her to lunch and she accepted. I had her meet me at a really upscale sushi place. Over lunch we chatted, and flirted casually. I really seemed to impress her with my intellect and class, because she kept mentioning it. I could tell she was really into me, from how she spoke to me. I explained to her how I wasn't looking for anything serious, and we should keep our little relationship casual. She agreed, claiming she just got out of a relationship herself with her children's father. We made plans too meet up later that evening, after I got off of work.

She came over later that evening, and everything went pretty much that same as it did the night before. She went to the restroom, came into me room, kissed me, and we had sex. Not much changed except this time we were both sober, and she seemed to be a little louder this time around. Personally, I love when a girl is loud in bed, but I lived in a condo at the time, and I'm sure my neighbors didn't share my enthusiasm. One of them even changed their wifi name to "we can hear you having sex" shortly after I started dating Rebecca, which I thought was hilarious. Eventually, for the sake of my neighbors, I started spending the night at her place, where she was much quieter because her kids were usually sleeping a few rooms away.

Over the course of the next several weeks, Rebecca started demanding more of my free time, and I could tell her kids were starting to get attached to me, as I would often get them gifts when I visited. Things were moving a little fast for me and I told Rebecca how I felt. She didn't respond to it well, but she respected my decision to slow things down a bit. Over the course of the next few weeks, although we did see each other a lot less, Rebecca became increasingly needy. She started borrowing money from me, which I didn't mind that much because I had it to spare, but it seemed to me like she was growing dependent on me. I defiantly felt as if she was looking for a father for her children and something more long term than what she initially led me to believe. Eventually I told her we needed to end our relationship because I couldn't meet the needs she had for herself and her children. She was sad to see me go, but I think she knew all along I wasn't what she was looking for.

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Tammy

I met Tammy a few years ago. There is a local coffee shop where the owner would display local artists on the walls. I don't consider myself much of an art buff, but I noticed one of Tammy's paintings, and it caught my attention. It was an abstract piece, almost like a Salvador Dali or a Picasso. I really liked it, and it was very reasonably priced. At the bottom of the painting, on the frame, there was her name and email address. I sent her an email asking questions about her painting, and for more information. A few days later she responded to my email, asking when I wanted to meet her at the coffee place, and discuss her painting in further detail. I made plans to meet her the following week.

When I finally met Tammy, she wasn't at all what I expected. I imagined her as an older woman, maybe in her forties, quiet, artistic, deep, ect. She turned out to be much younger than I imagined, I guessed maybe seventeen years old, (twenty four, I later found out) and she was a little quirky or nerdy. We talked about the painting for a few minutes before I finally decided to buy it. She gave me her phone number and wanted to set a time for me to visit her place, too look at more of her paintings. I wasn't going to call her, but I really did like her work, plus she was pretty cute. On my way out to my car I noticed she was carrying another painting into the coffee shop, to replace the one I bought. I didn't get a good view of it, but from what I remember seeing, it was another really good piece. I decided to call her and set up an appointment.

A few days later I called Tammy to look at more of her art works. I wasn't planning on buying anything, but I really wanted to see what she had to offer. Plus she was really cute, and I thought maybe I'd try my luck at asking her out if things went smoothly. She agreed to have me over to her place to have a look at what she was selling. When I arrived, Tammy greeted me and invited me in. She was looking very sexy, and I immediately noticed a strong attraction to her. I wasn't sure if she shared that same attraction with me, as she was mostly just trying to sell me paintings, and keeping it strictly business. I ended up buying two more of her paintings. She was very happy to be selling her art works, and mentioned I was her first buyer ever. I told her I was happy to oblige and offered to take her out for drinks sometime to celebrate. She accepted my offer, out of excitement, and we made plans for that following evening.

I met Tammy the following evening at a local  jazz lounge, Jay's Bistro. I noticed she had a new Louis Vuitton purse, probably bought with the money I paid her. I complimented her on her purse, and she seemed impressed by my knowledge of fashion. We ordered a bottle of champagne to celebrate. We had a few glasses, and eventually finished the bottle. Soon after we ordered more drinks, and we were getting good and drunk. By that point I didn't feel as if she was into me, and I wasn't sure why at the time, so I just kept it casual. I could tell she had a few too many, because her speech started too slur and our conversation became  more bolder. She mentioned at some point, that her friend Gary, would absolutely adore me. I was very confused by that. Did she think I was gay? I asked her why she thought that, and she laughed and said "you're gay aren't you?" She mentioned my taste in art, my knowledge of women's handbags, the swanky jazz bar, my nice clothes and peak physical condition. I laughed for about a good five minutes, uncontrollably, and assured her I was straight. She refused to believe me at first, insisting I fit most gay stereotypes. It took a little convincing, but eventually, she believed me. She looked more embarrassed than anyone I've ever seen. We both had a good laugh after that, and that's when I noticed she seemed a lot more interested in me. She asked me "are you single?" I assured her I was, and she said "I can't believe someone like you is single." We talked and flirted with each other for about another hour, before she decided it was late and she needed to head home. I called her a cab, while she was in the restroom, because clearly she wasn't ready to drive. After she came back from the restroom I told her a cab was on the way, and she thanked me. When the cab arrived I walked her out and helped her into it. She kissed me softly on my neck while I did that, and thanked me for being so sweet and understanding. I gave the cab driver a twenty and told him to take her home.

The next day Tammy called me and wanted to apologize for her behavior the night before. I assured her an apology wasn't necessary, but she insisted on it. She mentioned how rude it was for her to make such an assumption of me. I told her it really wasn't a problem and offered to take her out again. She asked if it would be a date, and I told her I was feeling a little demasculinated after my sudden realization that everyone might think I'm gay. I told her I always thought she was cute and mentioned yes it would be a date. After a little hesitation, something about not wanting to get involved with clients, she eventually agreed, and we made plans for the following evening.

I picked her up the following evening, and we set out for dinner and drinks at one of my favorite date spots, The Moot House. She was looking very sexy that evening, wearing a spaghetti strapped shirt and a skirt. I immediately started flirting with her and hitting on her. She responded to my advances with a little flirting of her own. I started feeling a strong sexual tension between us. During the course of our meal I started making more vulgar sexual advances and suggestions, just to see where the line was, and each time I thought I might have crossed it, she responded positively to my crudeness. It's rare to find a girl like that, a girl that likes you so much, they let you get away with just about anything. They will usually do almost anything to please you, but that period of time usually only lasts for so long. Eventually she asked about her paintings. I told her I had them framed and hanging in my living room, and she insisted she wanted to stop by my place after dinner to see it. I knew that was just her way of saying "take me back to your place and make love too me" but I played along anyways.

Soon after dinner we set off for my place, so she could see her paintings. I poured us a few glasses of wine while she examined her art work. She was very impressed with the frames I bought for them, and how they were displayed. We sat on my couch and drank our wine, while we examined her art work and chatted casually. It didn't take long before I made my move, leaning over and kissing her. We kissed for several minutes, before I started exploring her body with my hands, and slowly undressing her. She was a little chatty while I did this and I found that very annoying. I usually try to pay attention to what I'm doing while I'm kissing someone, but she seemed more focused on keeping the conversation rolling. Eventually I made me way up her skirt and started fooling around, thinking maybe that would shut her up, but she was still talking my ear off, making it very hard for me to get in the mood. Try to imagine yourself in my position, you have your fingers inside a cute girl, trying to please her, and she keeps saying stuff like "oh you're good at that" "I bet you do this to all the girls you meet" "I still can't believe I thought you were gay" "I can't believe I'm letting my first customer get this far" It's gets really annoying. It was very hard for me to tell what she liked ,or whether or not if I was even turning her on. I thought maybe she'd stop talking if we were having sex, so I offered to take her into my bedroom. She accepted, and I led her into my room, by the small of her back.

The sex, at first, was no different than the foreplay. She kept talking to me, even while I was inside of her. It was a very unusual experience for me and I really didn't like it. I've had girls talk to me in bed before, but it was usually just short quick instructions like "faster" "deeper" "that hurts" "oh god" "oh daddy" or even "wrong hole" Tammy was more interested in having a full out conversation with me. It made me feel as if I wasn't doing a good job, and I couldn't get her in the mood. It was very hard for me to focus as well. Eventually, out of sheer frustration, I said "shut up and take my cock." That little phrase immediately turned her on, and just after I said that, she started moaning. It took maybe twenty seconds, before I made her cum. She got off several more times over the course of the next fifteen minutes, before I myself finished. I rolled over onto my side and she mentioned my little phrase. She said something about how that turned her on more than she had ever been in her life. She said she loved how I took control and showed her my dominance, and how it really turned her on that I talked so dirty to her. I didn't have the heart to tell her that phrase was actually literal, but at least now I knew what to do in the future.

I dated Tammy for a few weeks. I told her I wasn't looking for anything serious, and she assured me that was fine with her. She seemed mostly interested in sex, which was fine with me. I told her the dirtiest things every time we had sex, and she just loved it. It seemed like the more aggressive I was with her, the more it turned her on. After a few weeks had passed I started hearing less and less from Tammy. It was to be expected, we both knew our sex fueled fling wasn't going anywhere. After a few weeks of dating, we lost contact.

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Crystal

I met Crystal while attending high school several years ago. I don't really remember anything about her from that time. She was a freshmen and I was what you would call a super senior. Not that long ago she tracked me down on Facebook and sent me a friends request. I had no idea who she was, but she looked familiar so I accepted it. I went through all of her pictures on Facebook and knew I knew her from somewhere, but I had no idea how I knew her. I gave up in frustration and sent her a message asking her who she was and how I knew her. She mentioned how we went to school together. I still didn't remember her very well, but at least now I knew roughly who she was.

Over the course of the next few weeks she posted a lot of crap on Facebook. It was hard to ignore her posts, as they were posted so frequently. Eventually I started reading them, out of boredom and curiosity. From what I could tell from reading her posts, she was a pretty typical girl, talkative, friendly, family oriented, sociable, ect... However I've trained myself to read between the lines. I started noticing subtle things in her posts that stood out to me. I sensed a lot of pent up sexual tension and frustration. I initially shrugged it off thinking maybe I was wrong. Shortly afterwards I noticed a lot of guys were commenting on her posts. They had to have sensed the same thing I noticed right? I decided to act, I just had to know if I was getting the right signals from her. She had this picture in her albums of herself in a bikini. I posted a pretty bold comment saying "I'd hit it." Shortly afterwards she "liked" my comment on her picture. That had to be a good thing right?

Soon after I sent her an instant message. I was fishing for information, because I barely knew her. During our chat she mentioned that she always had a crush on me. I was flattered, to say the least, but I just played it cool. Our conversation was short because she had too go, so I didn't really have a chance to hit on her. I wasn't really sure how to handle this one. She was defiantly flirting with me, and I could tell she was sexually frustrated, but it's hard for me to read a woman over Facebook.

The next day I noticed she was online so I sent her an instant message. I made the boldest move I've ever made with a women. I just straight out asked her if she wanted to come over to my place and have sex. She replied with "lol" and a few minutes later she mentioned she couldn't tell if I was being serious or not. I told her I was serious, that she seemed like she needed to get laid, and that I thought I would be perfect for it. She laughed at my bold suggestion at first, but then she started pondering the idea of us having sex. She asked me if it would be good sex. I told her it would be phenomenal, no strings attached, no questions, no regrets. She mentioned something about how everyone would think of her as a slut. I laughed at that and said I'd be the only one who knew about it, and I'd never refer to her in such a manor. After a few more minutes of coaxing, I finally convinced her to come over for a drink, just so we could discuss it further, and if she decided against it, I'd be fine with it.

Crystal came over about an hour later. She wore a low cut blouse and some jeans. I knew just by looking at her, and the fact that she came over, that if I played my cards right, there was a strong chance of us sleeping together. She was extremely shy and nervous, so I poured us a both a drink. We sat on my couch, had a few drinks and chatted for a while. It wasn't long before I noticed she started loosing up. That's when I started flirting with her. I brought up the idea of us having sex, just to test the waters. She laughed at the idea and even blushed a little. She mentioned it probably wasn't going to happen. I told her I didn't have any expectations or demands of her, and she was free to do as she liked. She smiled at me and thanked me for understanding. I leaned in, very close to her, and whispered, "here's a little sample of what you're passing up," and I kissed her. I thought I was going to catch her off guard, but she kissed me back, as if she was anticipating it. I brushed my palm softly against her cheek, and kissed her very passionately. I made my way down her neck, kissing her along the way. When I got to her ear, I whispered, "that's too bad" and I pulled away from her. It was a short kiss, but it was filled with sexual tension. Judging from how she reacted when I kissed her, I knew I probably could have had her right there, but I decided to tease her a little. After I pulled away from her, I smiled in a cocky fashion, and offered to refresh her drink. For me it isn't always about getting sex, while I do enjoy the chase, many times I like to reverse the situation, and let the woman come after me. 

After a few more drinks and flirty conversation, I realized Crystal wasn't going to take the bait. We both knew the night was going to end with sex, but she hung on to her modesty, and never showed any clear signs that she wanted it just as much as I did. I was okay with that, but I always feel it's worth a shot, given the right circumstances. I stretched out, indicating I was bored, and I asked her what she wanted to do for the rest of the evening. She smiled and mentioned she was having fun just talking. I said "talking's fun, but we could just make out again instead" in a cocky manor. She laughed at the idea, but I leaned in to kiss her anyways. It was a long and passionate kiss this time, full of sexual tension. I started moving my hands up and down her body, letting them drag over her breasts when I got to them each pass. When she didn't stop my little intrusions, I got a little bolder and started gently squeezing and rubbing them. After some time I went to unhook her bra, and I quickly realized it didn't have a clasp in the back. I hate bra's that clasp in the front, as they tend to be a little more tedious. Often times I can unhook a bra without the woman even noticing, but when they clasp in the front, it's a lot more obvious what I'm going for. I let my fingers drag down her breasts, into her cleavage, and down to her bra clasp. I took me less that half a second to unhook it, probably the best I've ever done with a front clasp. It's kinda nice when you can still impress yourself. I slowly lifted her shirt up, and started fondling her now exposed breasts. She didn't show any signs of hesitation. After some time had passed, I moved my hand down and undid her jeans. As I reached my hand inside, she slightly parted her legs. I started slowly touching and rubbing her. She didn't try to stop me. Usually when I do this, girls start showing signs that I'm turning them on, such as moaning, increased breathing, arching their back, ect... Crystal, however, didn't show me any signs at all. She just laid there and kissed me. I figured I was maybe doing something wrong, so I increased my efforts. I tried just about every trick I could think of, and after nearly a half hour, I still didn't get any response from her. I had no idea what I was doing wrong, and I was starting to think maybe it was her. I started pondering the idea that she could only get off during sex, or not at all. Shortly afterwards, I whispered in her ear, "lets take this back to my bedroom" She looked up at me and nodded in agreement, so I led her to my room by the small of her back.

Inside my room it was very dark. I guided her to my bed and laid her down gently. We kissed for several more minutes, before I started removing her clothes, and my own. I thought maybe I could get her off, or at least arouse her, if I gave her some oral sex. That's something I rarely do, because I've never thought I was any good at it, but I thought maybe, since I already tried everything else, I'd give it a shot. I went down on her for about twenty minutes, and still got very little response from her. She would occasionally twitch her legs, and I did notice slightly elevated breathing, but that's about it. Afterwards I grabbed a condom off of my nightstand and put it on. I climbed on top of her and teased her for a bit before I slid myself inside of her. I started slowly and worked into a faster pace over time. It was terrible, she didn't moan, move her hips, or anything. I leaned down and whispered "does that feel good?" She said "yes." but I didn't believe her at the time. I started using my fail proof harder, deeper, faster, method, and even that got me hardly any response. After about a half hour, I finally gave up and finished. I rolled over onto my side, panting and wheezing. She really took it out of me. She just laid there and said that was the greatest sex she'd ever had. I replied "yea right I probably didn't even get you off." She said I did, eight times to be exact. I was very confused at that point, and asked when she had them. She told me two on the couch, one when I was going down on her, and the rest when I was inside of her. I was befuddled and I even accused her of lying, but she insisted it was the truth. I eventually believed her, as she really had no reason to lie to me. After a few more minutes of chatting, she decided it was time to go home and get some sleep.

A few days later, she sent me an instant message on Facebook. After a few minutes of chatting, I could tell she wanted more sex from me. She asked what I was doing for the evening, and I told her I had plans. I normally don't turn down a sure thing, but I really did have another date for that evening. Plus, she was terrible in bed. She just laid there, still and lifeless. Having sex with her was like trying to screw a futon. After a few more instant messages, she noticed I always seemed to have plans and eventually she stopped contacting me.

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Stacy

I met Stacy at a very dark point in my life. I was incarcerated, for a theft related crime, and serving a one year sentence in a half way house. The half way house is an alternative to jail, although you can wear your own clothes and get a job, it's pretty much still jail. Also unlike most jails it's coed, however relations with other inmates are strictly forbidden. I was about nineteen years old at the time, and my sex drive was in it's prime, but it's hard to get any "action" in that kind of situation. I met Stacy about five months into my stay. I was assigned to do her orientation and give her a quick tour of the facility. Our initial conversation was pretty much strictly business. I could tell she was a little shy and somewhat afraid of the new environment, but that's to be expected of anyone. Despite the fact that she was a little older than me, I thought she was pretty cute, especially when compared to most of the other women there, whom were usually homely looking and unkempt.

A few days into her stay, Stacy started coming out of her shell, and socializing with other inmates. It's very hard to go it alone, and most people in that place, despite the fact that they're all criminals, are pretty friendly. I didn't really know her all that well at the time, but we would chat here and there as our paths crossed. From what I could tell of our short conversations, she was properly educated and well spoken, she wasn't covered in tattoos or piercings, there were no track marks or self inflicted scars on her arms, she didn't strike me as the type of person that belonged in there. She defiantly stood out from the other women in that place, and many of them men in there, including myself, found that to be very attractive.

One of the other male inmates took a liking to her, as he often did with most of the women in there. I never knew his name but everyone called him Whitey because he was so pale. He was very crude, and often made unwelcomed sexual remarks and gestures towards several of the women in there. I didn't know him personally, but I defiantly knew what kind of person he was. He's the type of guy you'd see in a club harassing women all night with cheesy pick up lines, unwanted groping, and crude sexual advances. He obviously had a shortcoming in his life that he over compensated for by being a douche bag. I didn't really like him because men like him always make men in general look bad. He was a classic, textbook definition, of a scumbag.

Over the course of the next few weeks Whitey relentlessly harassed Stacy. He did everything he could to get her in bed with him, and every crude advance he made, she rejected him. I think she had it worse than any of the other women in there, simple because she was prettier. After a while I started feeling bad for her because there wasn't anything she could do about it. If she told the staff members of the facility, that she was being sexually harassed, they wouldn't believe her unless she could prove it, and even if she could, Whitey would only receive a very mild punishment. Plus she would be labeled a "snitch" by all the other inmates, which is about the worse thing you could be in a place like that. Her only other choice was to try and defend herself either by using physical violence, or some other means.

Eventually, it started bothering me, so I decided to intervene in a very passive, non-threatening manor. I walked up too them and jokingly mentioned, "you'll never get your dick wet if you keep going for girls that don't want you." I said it loud enough so others could hear, but in a joking manor with a smile on my face. Since he didn't take it as a threat, it resulted in a positive outcome. He laughed in a cocky fashion and mentioned something about how all girls wanted him, but nonetheless I made him, as well as everyone else that heard me, aware of the fact that she wasn't interested in him, and he left her alone for the time being. After he wandered off, probably to go harass another girl, Stacy thanked me for scaring him away. I jokingly said "I only did that so I could hit on you. So... When you gonna let me get in those panties." She laughed knowing I was only joking & mocking Whitey, but, much to my surprise, she replied "If anyone in here had a shot them, it'd be you." That turned me on so much. After six months in the half way house, and six months in jail, I was pushing a full year without sex, and Stacy, despite her age, was looking very sexy. It was a hard comment to gauge, I didn't really know if she was flirting, or just joking. Either way she defiantly caught my attention.

The next day Stacy was getting on her bicycle, probably on her way to work, when Whitey walked over to her. He was making crude remarks as usual, something about wishing he was that bike seat. He then stood behind her, not allowing her to back out, and started groping her. That really offended me. Before he was just harassing a girl I barely knew, but now he was groping a girl I was potently interested in. That coupled with the fact that he didn't take me seriously the last time I told him she wasn't interested in him, it really pissed me off. Normally I'm very laid back and calm, but this needed to be handled, probably with violence. I walked over to him and grabbed his shoulder VERY firmly, and backed him off. While I did that I said "why don't you just leave her alone, having to listen to your fail attempts to get some booty all day is getting annoying." I really asserted my dominance by puffing out my chest, and standing at my full height, looking down on him as I spoke. This allowed Stacy to leave, she looked back and smiled at me as she pulled off, but now I had to deal with Whitey.

I went and sat down at a nearby table and lit up a smoke. Despite my obvious assertion of dominance, Whitey was fairly level headed at first. He knew he couldn't pick a fight right there because there were staff members near by, and if it went down, we'd both end up back in jail. I think it was more of a shock to him that someone like me, a very mild manored person, would use such a strong force to negate the situation. He went and sat with his friends at a nearby table and started fuming. He purposefully said things at a volume so I could overhear. Things like "man that guys a little cock block bitch," or "everyone watch out for captain save-a-ho." I just ignored him, I wasn't really looking for a fight and I figured he'd cool down eventually. After a few more minutes he walked over to me and started talking shit. It was pretty typical stuff, most of it I just blew off, but eventually he touched my shoulder to grab my attention, and mentioned I disrespected him. That's when I got pissed. Respect is everything in jail or the halfway house. I stood up, using my superior height to tower over him, and I said "you don't know shit about respect. If you had any respect you'd leave that bitch alone after she told you to fuck off the first time. If you had any respect I wouldn't have to listen to your fucked up attempts to get your little dick wet every single day. You've disrespected every bitch in here, with your failed ass attempts to get laid, and after a while, having to listen to that shit gets fucking old." I knew we were going to end up fighting after that, but we weren't in a good place to do it. After his failed attempts to rebuttle he got frustrated and shoved me. I told him "maybe we should handle this upstairs in the mens room, like men." (the mens room was a large locker style bathroom with out cameras. Staff members rarely went in there, and many fights happened there) After I said that he looked around and noticed the staff members just inside the window. He knew we needed to settle our dispute elsewhere.

While we walked upstairs, with a few onlookers that overheard our dispute, I thought about how the fight would go down. I was 6'6" maybe 200 lbs and in great shape. I took three years of wrestling in high school and I knew how to use my weight to my advantage. He was about 5'9" and maybe 165lbs, also in very good shape. I knew I could take him but I had no idea what his fighting capabilities were. It had been years since I had been in a real fight, and Whitey seemed pretty tough. That was a little intimidating, but you gotta do whacha gotta do.

After a short walk we arrived upstairs in the mens room. We had about four people that followed us to watch the fight. After a few minutes of Whitey talking shit, I started to get impatient. I got in his face and told him to throw a punch or shut the fuck up. He didn't, instead he just kept talking shit and said if he hit me I'd just go snitch on him. I used that statement to my advantage. I said "I'm not a fucking snitch, I wouldn't have came all the way up here if that were the case, just quit being a little bitch and throw a punch." He still did't hit me and stuck to his argument that I would just rat him out after he threw a punch. At one point I started taunting him, I said things like "why the fuck did you drag me all the way up here just to talk shit, we could have done that shit downstairs" or "quit being a little bitch and throw a punch already." He still stuck to his argument of me being a snitch. At one point one of the onlookers said "quit sucking each others dicks and throw a punch already." I used that to my advantage to get the crowd on my side. I sad things like "why the fuck did you drag us all up here for nothing" and "sorry guys, looks like the shows canceled because bitch boy wont throw a punch." I knew even if the fight didn't happen, if I could get the crowd on my side, I would still come out the victor. After a few more minutes of our heated debate, I mentioned how this was a waste of every ones time and turned around to head for the exit. That's when he attacked me.

He lunged at me from behind, grabbing me around my waist and pushing his head into my back. I fell forward smashing my mid section into a steel sink. The fall knocked us both off balance and we ended up on the floor. It took me a second to process what had happened, but I quickly kicked in my wrestling training and rolled over and got him in a head lock. He smashed his head back into my face and busted my lip. That pissed me off even more and I started to squeeze even harder. I knew if I could choke him out I'd win the fight. After a few seconds he managed to slip his chin underneath my forearm and bit me, forcing me to release him. He tried to regain his footing as he turned around but he slipped on the wet ceramic floor, and landed on top of me. We wrestled around for a while, trying to gain the upper hand on one another, and somehow we ended up in the shower area. He was surprisingly strong and I struggled shifting my weight trying to pin him down. Eventually I ended up on top of his chest, pinning his arms down with my knees. I started throwing punches into his face, while he was unable to defend it. He rolled his face onto it's side, as that was his only defensible option, and I continued hitting him with my dominant hand, landing all of my blows on the left side of his face. After about nine or ten punches, he stopped trying to struggle, and his body went limp. I knew I knocked him out so I stopped, and struggled to catch my breath and regain my footing. One of the onlookers came and helped my too my feet, and mentioned that he'd probably had enough. I nodded in agreement. When I gained my footing I looked down at Whitey to assess the damage that was done.

Whitey was still breathing, but unconcious, covered in blood, and laying partly in one of the showers with only his legs and feet sticking out. I turned on the shower to it's cold setting, to help clean him up, thinking maybe that'll help him cool off. I went to have a look at myself the mirror, to assess any damage he did to me. My shirt, hands and fore arms were covered in blood, none of it was mine. I could taste blood in my mouth form where he had headbutted me, but it didn't seem severe. My fore arm was sore from where he had bit me, but that didn't hurt so much either. My knuckles were very sore and starting to swell but they weren't bleeding. What hurt me the most was the initial fall I took into the sink. I didn't know it at the time, but that fall into the sink ended up fracturing two ribs on my right side. I cleaned myself up in the sink and used the clean backside of my shirt to dry off. I tossed my shirt in the trash to help get rid of any evidence linking me to the fight. As I walked out of the bathroom I looked back at the onlookers and said "you guys didn't see nothing here right?" They all nodded in agreement, and one guy even responded, "I didn't see shit."

I went into my room, which was only a few feet away from the bathroom, to grab a clean shirt. After I was all set, I headed downstairs and outside to have a smoke. I was followed by a few of the onlookers, they were mostly talking me up, and mentioning highlights of the fight. One guy even mentioned "man I can't believe that little bitch bit you, we should start calling him Bitey instead of Whitey." I laughed at that. Little did I know at the time that name would stick with him for the next several months. I told people to keep it on the down low, because I didn't want everyone to know what happened. The wrong information in the wrong hands would end me up in jail. Shortly after I finished my smoke a staff member came outside and informed us that we were on a facility lockdown. (which means we have to go to our rooms until they say we can come out) I knew they had found Whitey and that's what this was all about, but I just played dumb and went along with it. I went upstairs to my room and noticed several staff members guarding the door to the bathroom. A few minutes after I was in my room I noticed an ambulance pulled up on the side of the building. I could barely see it but I knew why it was there, and I knew I was probably going to be in deep shit.

After a few minutes they rolled Whitey out on a gurney. They weren't moving at a rushed pace which had to be a good sign right? After they left the staff members lifted the lockdown, and lined us all up outside. They started inspecting people at one end of the row asking them to show their hands. I knew they were looking for abrasions on peoples knuckles, or any other indications that they had been in a fight. I glanced down at my knuckles to double check, but other than some minor swelling and a little soreness, they appeared to be okay. When they got to me I held up my hands but I made fists to hide the swelling. I kept my forearms facing down to hide the bite mark, and I bit my lip to hide the swelling. It was one of the most paranoid feelings I'd ever had in my life. If they had found ANY indication that I was somehow involved, I would have ended up in jail facing possible assault charges. They cleared me after a quick look, which was extremely relieving. after that was all over I sat down at a nearby table and lit up a smoke. One of the head directors came outside and yelled, "If anybody knows anything about what happened, let us know. We might even throw in a few positive SIR's." (positive SIR's were like little rewards for extra free time or snacks and such.) I glanced over at the few onlookers and they all threw me a reassuring nod. I knew none of them would rat me out, and I also knew once Whitey woke up he had no choice but to keep his mouth shut. (pun intended & explained later)

After I finished my cigarette, I headed upstairs to my room to lie down. The pain in my ribs was starting to become overwhelming whenever I moved, so I figured a little rest would help. After a few hours laying there in my bed, I fell asleep. One of my friends came in my room and woke me up. He mentioned Stacy was back and looking for me. I went to get up but when I moved, the pain in my ribs was excruciating, and I collapsed. He saw I was in pain and offered to help, but I didn't want to move again. It was just too much pain for me to bare. I told him to tell her I was asleep, and he nodded and left. Shortly after Stacy came upstairs into me room. Women were not allowed to be in the upstairs area, it was for men only. It was a very strict rule and if she got caught in my room we'd both be in so much trouble. I reminded her of that rule and she said she didn't care. She mentioned that she'd heard about the fight. That didn't come as a surprise, I'm sure the gossip spread like wildfire while I was resting. She came and sat down beside me on my bed and I flinched at the sudden movement. She noticed even though I tried my hardest to hide it. She asked if I was hurt and I told her it was fine. She saw through my lie and lifted up my shirt. She saw my ribs and by that time they were heavily bruised. She ran her fingers over them and took note of when I flinched. I didn't know this at the time but Stacy was a registered nurse. She smiled and said "well tough guy it looks like you fractured your 5th and 6th ribs." I smiled and said "you should have seen the other guy." She smiled and said she already did. She informed me that he went to the hospital where she was working, and she happened to be working in the ER that afternoon. I asked if he was okay and she said he would be fine. It turns out he needed thirteen stitches to reattach his lower earlobe and he was in surgery having his mouth wired shut because I broke his lower jaw right where it meets the joint. They also needed to fix his fractured eye socket, and remove two of his rear molars I knocked out. I was relieved to know he was going to be alright, but a little frightened at my own strength, knowing how much damage I did in such a short amount of time. She got very serious for a minute and told me that was the sweetest thing anyone had ever done for her. I assured her she was just overly romanticizing the situation, and how it really wasn't even a big deal. I went on to tell her how it was more for my benefit that hers. That guy was a douchebag and he needed to be taught a lesson. She responded by telling me regardless of what my intentions were, I still came to her aid in her time of need.

She leaned down and kissed me on my forehead, to thank me for my inadvertent good deed. When she pulled her head away we locked eyes and I felt a strong sense of sexual tension. I moved my hand up to her cheek and brushed it softly with the back of my fingers. She leaned back down and kissed me. It was a very passionate kiss, filled with pent up sexual tension. After a few minutes of our steamy kiss I moved my hand down from her face and started exploring her body. When I got to her chest, she smiled and leaned back. I tried to lean forward to continue our kiss but the pain stopped me. She put her hand firmly on my chest and said "you just lie back and let me do this" She took her top of and teased me while she undid her bra. Her breasts were firm and perky for a woman of her age. I didn't know how old she was at the time, but later I learned she was forty nine. She even had a daughter that was a few years older than I was. Anyways she leaned back down, momentarily pressing her chest in my face before she moved down and kissed me. I was very turned on. She started making her was down my body, kissing me all along the way. When she got to my pants she undid them and, after teasing me a little more, she slid my manhood into her mouth. She was very talented at that particular skill. After a few minutes I warned her that she was going to make me cum. She stopped momentary and told me that would be fine, and then she continued. That was a real turn on and soon after I came. Much to my surprise she swallowed it and looked up at me and smiled with a sense of self satisfaction.. It was at that time we heard footsteps coming up the stairs. Stacy panicked and rolled off the bed sliding underneath it. SHE TOOK THE BLANKET WITH HER! I managed to pull my shirt back down covering my bruised ribs, but as I was pulling my pants up my door popped open. It was a female staff member doing a routine check, and there I was lying on my bed with my pants pulled down, and my member at full attention. I couldn't help but smile at her and say "Oh it's exactly what it looks like." She looked down, noticed my unit, smiled, and said, "carry on." She blushed as she closed my door and continued her rounds. Luckily for me, she didn't notice Stacy and there were no rules against masturbation. That was defiantly the single most embarrassing moment of my entire life.

The next day Whitey got out of the hospital. His jaw was wired shut, and his eye was swollen shut. The director of the half way house pulled him into the office, and questioned him. Whitey made up some phony story about how he slipped and fell in the bathroom. He really had no choice but to say that. If he would have ratted me out, we both would have ended up in jail. We both would have gotten assault charges and I would have probably gotten stuck with his massive medical bill. Plus he would have been labeled as a snitch. If he stuck with his slip and fall story, no one would have gotten in trouble and the half way house would have had to cover his medical expenses. Luckily for us both he knew what the obvious choice was, and chose wisely. He stuck to himself for the next several weeks, as most of his former friends started teasing him and calling him Bitey. We made sure not to cross each others paths for the remainder of our stay and he never harassed Stacy again.

Stacy and I continued our little fling for several months, keeping it a secret from everyone. We found this rarely used stairway in the facility and had sex in there about three or four times a day. It was so much hotter knowing that we could both be caught at any time and probably end up in jail for it. The risk factor was a huge turn on for both of us. I eventually found out how old she really was and when I didn't believe he she introduced me to her daughter. Her daughter was three years older than me and she even had a child of her own. It was weird for me to know I was shacking up with a grandmother, but honestly, it turned me on even more. We both knew from the start that our "jail house fling" wasn't going anywhere, and shortly after she was released, we lost contact.

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Maria

I met Maria a few years back on a dating site. I don't normally meet women on dating sites, but I do love them for flirting. They help me keep my flirting skills sharp. I remember stumbling across her page and her height caught my attention.  She was 6'4" which I though was very sexy. I myself being 6'6" thought that gave me an edge, so I sent her a message. I even managed to find the exact set of messages we exchanged.

Bones: Hey I came across your profile and I just wanted you to know I'm taller than you.  =)

Maria: Hey you are. I don't often meet people on my level.

Bones: I also noticed your profile says you like movies. Looks like we have two things in common.

Maria: I love movies. I'm watching Titanic right now.

Bones: You know whats really funny? I've never seen that movie.

Maria: lol really? It's like my favorite movie. You should watch it.

Bones: Do you have it on DVD?

Maria: Yes. Why?

Bones: Well... I have a bottle of wine, a 52" plasma screen TV, and a very comfortable couch. So, unless "my place" is a little too forward for you, maybe you should come over and watch it with me.

Maria: Well that is a little forward, but I wouldn't say it's TOO forward.  What's your phone number.

She called me shortly afterwards and we talked for about twenty minutes. Just casual chit-chat. I was too busy changing my clothes and cleaning up my place too really pay all that much attention. Luckily for me she did most of the talking. I had my place looking nice by the time she arrived. I also dimmed the lights for ambiance. Soon after, she came over with the Titanic DVD. She was pretty cute for an "online dating site" girl. I poured us a few glasses of wine and we watched the movie. About half way through the film, while I was refreshing our drinks, I noticed she looked a little chilly. I had a blanket draped over the back of my couch for just such an occasion. I offered it to her and she accepted. She even decided to share it with me.

Just after the movie Maria needed to use the restroom. I decided to play my piano while I waited for her. I played the Theme from Titanic just to show off. When she came out of the restroom, she noticed me playing piano. She was really impressed with my talent, and had me play her more songs. After I finished playing, I went and sat next to her on the couch. We talked for a little while, mostly just casual flirting, and I noticed a very strong sexual body language, coming form her. I started hitting on her and making a few minor, yet crude, sexual suggestions. She didn't respond negativity to any of my advances. After a few more minutes of flirting, and suggesting, I leaned in and kissed her. We made out on my couch for about ten minutes before I started exploring her body with my hands. I started slowly rubbing her chest, and I unhooked her bra. Eventually I made my way down to her pants and undid them. Much to my surprise she wasn't wearing any panties, which I thought that was very sexy.  I rubbed her clit for a little while and I could tell she really liked it. After a few minutes of that I slid my finger inside of her and started thrusting it. She was really getting turned on by this. In fact after a few minutes of that, she reached her hand into my pants and started rubbing my tool. It's not very often a girl does this to me, but it's a real turn on. After a few more minutes of our steamy romance, I whispered in her ear "lets take this back to my bedroom." She nodded in agreement and I led her to my bedroom, by the small of her back.

Once we got back to my room, I laid her down on my bed and our steamy romance continued. Most women are fairly passive in this situation, they tend to just lay back and let me do all of the work, but Maria was very aggressive. Not only did she have her hands in my pants, but she even managed to take off my clothes and her own. It didn't take long before she asked me if I had protection. I did of course. I reached for a condom off of my nightstand and when I went to put it on she took it and did it for me. I've never had a girl put a condom on for me before, but I defiantly enjoyed it. After I was all set I climbed on top of her. I could tell she really wanted me, but I decided to tease her a bit by letting my shaft slide firmly up and down her clit. This drove her nuts, and after only a few seconds of this, she decided she couldn't take it anymore. She reached for my manhood and put it into position. When I didn't insert it right away, she moved her hips towards me to do the job. That was another huge turn on. I started slowly and eventually worked myself up to a much faster pace. She seemed to be enjoying herself, so I started going a lot deeper. Dispite my fail-proof "harder, deeper, faster" method, it took me a while to get her off, probably about twenty minutes or so. She really gave me a work out, and I didn't have the energy to give her another, so I finished. I rolled over and struggled to catch my breath. She smiled at me and informed me of how impressed she was with my performance. She mentioned that not a lot of guys could get her off. That was defiantly an ego boost. We laid there and chatted for a few more hours until she go dressed and went home.

We dated for a few weeks after that, it was a very casual "no strings attached" fling we had, which is what I think we both wanted. It was a very give and take type of relationship. I needed some arm candy for a charity benefit and she accompanied me. She was having problems with her truck not starting, so I installed a new starter for her. Our short relationship was filled with little "hook up's" here and there that usually ended with a night of good company, good conversation, and good sex. I think we both knew our little fling wasn't going anywhere, and after a few fun filled weeks, we stopped seeing each other.

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Daisy

I met Daisy a few years ago at a local coffee shop called DejaVu Coffeehouse. I noticed her as soon as I walked in. She was very pretty and she was the only barista working that day. It was slow, as it often was, and there weren't any other costumers in the store. I ordered a cup of coffee and she smiled and got it for me. As she was pouring it she mentioned it was unusual for someone to only get coffee. She went on to explain how most people ordered cappuccinos or macchiatos. I just told her I was old fashioned in that sense, and how I appreciated a nice cup of coffee. We exchanged pleasantries, mostly small talk, while she prepared my order and I payed her for my beverage.  I could tell she was flirting with me, but I've kind of made it a personal rule of mine to not approach waitresses, bartenders, or baristas.  Not that I don't think they wouldn't fall for my charm, but because women in those types of professions tend to flirt for larger tips, and most men, including myself, are easily mislead. I wanted to stay and chat for a while longer, but I was in a hurry that day and didn't have the time.

A few days later I went back looking for a cup of Joe.  Once again it was just Daisy working and no one else was in the store. She poured me a cup of coffee and told me it was compliments of the house. I tossed a twenty in her tip jar and sat down to drink my beverage. She thanked me for my overly generous tip and I smiled. When she noticed I didn't add any cream or sugar to my coffee, she asked me why I drank it black.  I told her to grab a cup of her own and join me and that I'd explain it to her. She grabbed a cup and sat next to me, I sensed it was more out of curiosity, than her actually flirting with me. I went on to explain in detain how most people drank coffee wrong. Most people drink coffee like they drink any other beverage, but to truly appreciate it, there's a complex system involved. I went on to explain how you're supposed to smell it first, then sip it slowly, then let it roll across your tongue and down your throat. It really is great when you drink it this way, but most people add cream and sugar so they can drink it faster, and kill the bitterness. She was amazed, and even a little embarrassed, at how much more I knew about her profession, than she did.  I could tell I impressed her, and I wanted to start flirting with her, but a few other customers came in. I stayed for a few more minutes, to see whether or not if I would get another shot,  but it looked like she was going to be busy making complex drinks. I smiled at her as I left and she returned it.

A few days later, I was getting some coffee at different local coffee place, when I saw Daisy, sitting at one of the tables, drinking a cup of black coffee. I got a cup of my own and walked over to her and said, "looks like somebody isn't a very loyal employee" She looked up at me and smiled. She responded by telling me how I wasn't a very loyal customer. I was just about to walk away when she asked me to join her. I sat down next to her and mentioned how I noticed she was drinking her coffee black. She told me it was because I showed her how to drink coffee properly, and she had been trying different coffees from different places. We chatted for a few minutes, and I noticed she was still flirting with me, even though we were in a situation where I wasn't going to tip her. I started doing a little flirting of my own. After about twenty minutes of casual flirting and conversation, I told her I knew of a great coffee place, and asked her if she'd like to join me for a drink sometime. She smiled and asked me if it was going to be a date. I told her "sure you're cute why not." She blushed a little and told me to call her to set it up. When I asked for her phone number, she got up, threw me a very wry smile and told me "a smart person could figure that out" as she walked away.  I was truly impressed by that. She just challenged my intellect and that's not something that happens to me often.

Getting her phone number wouldn't be easy.  All I knew about her was her first name, her approximate age, what she looked like, and her place of employment. I started by checking Myspace and after only a few minutes of searching, I managed to find her page. It didn't have much useful information. I found out her last name, age, and her email address was listed in her contact information. I searched through her posts for anything useful but all I found out, was that she was single and looking for an "intelligent guy." I looked her up in the phone book but that didn't give any results. I Googled her email address and found her Facebook page. It was another dead end, but I did notice she was attending the local college and she listed a few of the classes she was taking. One of the classes was Sociology, and after contacting the school, I found out what the professors name was that taught that class. I set up a fake email address under that professors name and sent her a carefully worded but legitimate looking email asking her to update her contact information. She responded within twenty minutes and listed her cell phone number in the email. Mission accomplished.

The next day I went to her work to get a cup of coffee gloat about my victorious triumph. While I was parking my car, I pulled out my phone and sent her a text message telling her I found her number after all, and asked if we were still on for our coffee date. I went inside and ordered my usual cup of coffee. She smiled at me as I walked inside, and mockingly mentioned I'd never find out her number.  I gave her a very dry smirk, as she poured my coffee, and told her she should check her phone. As I sat down, she went into the back to check her phone, and sure enough, there was my text message. She came out with an shy smile on her face and congratulated me on my success. I told her she was the first girl I ever had to "stalk" just to get her number, but I did appreciate the challenge. After a few minutes of flirting, we made plans to have a coffee date for the following week.

Our first date was pretty typical. We just had a cup of coffee, exchanged pleasantries, and did a little flirting. Nothing about it really caught my attention, but we defiantly had chemistry. Our conversation didn't dry up at any point. I could tell from her body language that she was a little shy, but it didn't strike me as excessive or out of the ordinary. After we finished our coffee I walked her to her car. I usually go for a kiss on the first date, but I didn't feel as if this date provided me with a proper setting to do so.

After a few days, I called her again to arrange another date. She accepted my offer, and we made plans for the following evening. It didn't come at a good time for me because I was almost completely broke. I was going to have to think of something clever for this one. I stopped by a local flower store and got her a single daisy. Then I stopped by a local liquor store and got a bottle of chianti.  I picked her up around seven o'clock that evening and gave her the flower I bought. She smiled at my small token of affection, and fashioned it into her hair just above her ear. I've always thought it was sexy when I girl puts a flower in her hair. Soon after we set off on our date.  I drove her up into the mountains and parked my car on a little pull off. I grabbed a backpack out of my trunk and we set off on a little hike to a good place with a view overlooking the city. When we got to a good spot, I pulled a blanket out of my backpack and set up a little picnic. I poured us a few glasses of chianti and set up a little portable stereo to help create an atmosphere. She seemed impressed with my makeshift budget date. We chatted for several hours while we watched the sunset. She seemed comfortable around me by this point and her shyness was almost completely gone. I felt good with the direction our date was going by this point, so I decided to lean in for a kiss. I brought my face close to hers, I came maybe 90% of the way and let her come the other 10%. It worked out and we kissed for a several minutes. I brushed my palm gently against her cheek and slowly  moved it down towards her chest. She pulled back when I reached her breast and I could sense I might have went too far too fast. I stopped and apologized for my actions, and warned her that I've been drinking and I tend to get a little handsy when I kiss someone. She smiled and told me she would stop me if I went too far. I kissed her again and waited a little while this time before I made any sexual advances. I would sometimes trail my kissing across her cheek and down her neck. She seemed to like it when I kissed her just behind her ear. Usually when I kiss a woman they get turned on when I breathe heavily close to their ear. This method seemed to be working to my advantage in this case, because I could tell she was really liking it. After about thirty minutes or so I decided to go for her chest again. I started slowly this time and ran my hand down her side to her hip, lightly brushing it against the side of her breast, on my way down. Doing that didn't get me any negative response so I tried my luck again. I moved my hand back up in the same manor, only this time I stopped for a few seconds and gently applied a little pressure to the side of her boob. When I got no rejection to my little trespass, I just full on went for it. I used my left hand, which was resting behind her and holding up her weight, and unhooked her bra, in one quick fluid motion. I've done this to a lot of girls, and it takes a little practice, but once I got good at it, most girls nowadays don't even notice I've unhooked their bra. After a little more kissing I moved my head down to her ear again and started kissing her there again.  I moved my hand back down to her stomach, and while I was breathing heavily into her ear and nibbling on her earlobe, I moved my hand up to breasts letting my fingertips slip underneath her shirt and bra. At the same time I used my left hand that was holding her up, to pull her closer to me. It was a very passionate yet, calculated move, and this time she didn't reject my advancement. After a few minutes of that, I could tell she was getting really turned on. I re-positioned her onto her back and moved myself on top of her, letting my manhood rest on her clit. I kissed her passionately and dry humped her for about twenty minutes, before I whispered in her ear, "I want you so bad." She didn't object my proposal, probably because she was enjoying herself so much.  I leaned back onto my side and undid her jeans.Once again she didn't stop me, so I slid her pants down and slowly drug my fingertips up her smooth legs, stopping at her inner thigh. She spread her legs apart, and I could tell she wanted me to touch her, but I teased her for a little while. I let my fingers drag against her clit from time to time, which she seemed to really enjoy, but I mostly just rubbed her inner thigh. After a few more minutes of teasing I ran my middle finger down her moist clit, and thrust it deep inside of her. She moaned loudly with pleasure and relieved anticipation. While I had my finger inside of her I removed my clothes and put on a condom. I could tell I was just about to make her cum, so I stopped, climbed on top of her, and slid my manhood deep inside of her. It only took me a few minutes to get her off. I made her cum about four more times, over the course of the next half hour, before I finished. I rolled over and lit up a smoke, while we both struggled to catch our breath. She mentioned how fun that was and how she never expected it to go that far. We stayed there for a few more hours talking , before I drove her home. That's one of my fondest memories, chatting naked with Daisy under the moonlight.

She called me the next day wanting to hang out. I told her straight out what my intentions were. I said I wasn't looking for a relationship, and if we were going to date, we needed to keep things casual. She told me that was fine, that she wasn't looking for anything serious either We dated for a few months before we decided to call it off. She wanted more out of our relationship and I wanted to keep it casual. It was a very mutual break up. She told me if ever I wanted a more traditional relationship, to give her a call. I assured her I would, and even if she ever changed her phone number, I'd find it.

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