The ti[m]e I lost my virginity to my friends G[F]

This post may be a little long, I have to post some back story for this and all of my following stories to make sense. Skip to the **** if you just want the dirty details.

About me: I’m 6′ 2″, buzzed brown hair, with an average body. I’ve never been muscular, but I’m also not fat, just the average kind of guy. The same thing can be said about my cock, about average. 6.5 inches when hard, I use to shave, but not anymore now that I’m married.

Backstory: Before I went to college, I was completely straight laced. Through high school I never drank, partied, or had sex. I had opportunities to do all of the above but due to some family stuff I had vowed to myself that I would be better than my upbringing. I had girlfriends through highschool that I messed around with, but we never actually had sex. Well, that all changed when I went to college. I decided not to let my family hold me back, and started drinking, partying and messing around more and more.

Story of our first time sharing her [MF]

Our first time was in Seattle Washington, on my 45th birthday trip. One night, a month or so before-hand, she asked if there was anything special I wanted to do in Seattle for my birthday? Offhandedly, I said “yeah, finally have a threesome with you and another guy . . .” This wasn’t the first time I had expressed a fantasy of sharing her with another guy, preferably someone she found hot. Her reaction was, of course negative. “This again?”

“Alyce, I don’t have a lot of things on my bucket list, there’s swimming with sharks, going to London and Paris and sharing you in a threesome. You asked me what I wanted to do and I told you. I get you aren’t interested, but hey, it’s what I would like . . .” She gave me a dirty look and walked away.

Three days later, after putting the kids to bed, she comes into the bedroom and tells me “I will try this once, and then you can never ask me to do it again. Okay?”

Cousin’s Slutty ex [MF]

When me and my cousin where teens there was this girl Julia that lived close by to his house she had three older brothers who where our friends they used to hangout with us everyday along with her…And on the days there parents where at work we got to do all kinds of stupid shit at there house because there was no adults I always knew Julia liked me because we had kissed a few times when we where alone well one day it was just me and her upstairs and she asked if I wanted to go all the way and I said hell no your brothers will jump me because they where known to never have fair fights and she said they don’t care and they know me and you been flirting allot they tease me about it when your not around so I said ok she took her Jean shorts off and laid onto the bed she had the a very hairy pussy I pulled my nervous half erect dick out and got on top of her she said I was her first but my dick slid right in so I doubt that anyways she started to moan my dick got harder and her pussy got really wet and she start moaning really loud for a whole 30 seconds before my cousin walked in and seen us we jumped up and said oh shit and he just walked right in and shut the door and was standing there like hurry up before somebody comes and she laid back down my cousin seen her pussy and everything but she didn’t seem to care neither did I so I start fucking her again while my cousin watched like really pounding her then I pulled out and came all over her hairy pussy and put my dick away and got up and ran downstairs worried her brothers knew and they did soon as they seen me they where like eww you two where fucking we heard you from outside don’t be doing that shit in our room and I was like ok and thought to myself like wow they just don’t give a fuck I’m sure I’m not the first then even though they all said I was so me and her went out for about a month meaning a month of straight fucking like rabbits then the end of the summer came and I got grounded for 2 months at the beginning of school year for fighting in school all the while my horney cousin who lived close to her was starting to make his move on my fuckbuddy…so I got finally got off punishment after almost 2 months and went to my cousin’s house which was across town thinking like damn I ain’t seen my girl in a longtime except for talking on phone sometimes I had no communication with her because they all went to a deferent school district so when I got to the door at my cousin’s he opened the door like lil cuz I gotta tell you something and I was like what he said it’s about Julia I hit that i was like thats fucked up then he told me she’s upstairs right now and I said cool we can run a train on her and he was like naw that’s my girl now and Im staring at him thinking in my head like dude where you not there watching me drill her plenty of times now she’s your girl and you kiss her after she had my dick all in her mouth wow I had lost all respect for my big cousin at that very moment I felt betrayed not by her but by him I looked up him he was my family why the fuck would he do that I thought I’m gonna get his lame ass back for this so I played it off like I was okay with it at first went upstairs seen her and she looked all ashamed and shit and was like I’m sorry it just happened and your aunt who is my Cousins mom told me you where a player and you where using me for sex and your older cousin really likes me and I should be with him instead I was furious when I heard that even though it was true I thought to myself wow my aunt was my cousin’s wingman on this trying to get her ugly ass teenage son some pussy this shit is twisted I played it off like it didn’t bother me but it did watching her hug up on my cousin’s ugly ass so he left the room and I asked her you really like him more than me and she said no but he is nicer than you and I said cool can I get a hug I’m about to leave and she hugged me and I kissed her neck and pulled her closer and whispered fuck him you know you want me and she kissed me and pushed me away like no this is wrong and said you gonna tell my cousin and she said yes I said cool I’m out and I walked out apparently he was somewhere upstairs because she told him quick and he ran out the house with his shirt off saying he was gonna kick my ass for trying to fuck his girl and I’m not allowed over his house anymore so I walked home feeling like shit…fast forward 1year he’s still with this bitch and me and him got cool again through his little brother who is my age who I started to hang with when me and him fell out and under it all I’m still holding a grudge against him and her for turning him against me so I play nice for awhile not doing any thing inappropriate then opportunity came knocking I came to his house he wasn’t there so I went to her house looking for him and found out he was at football practice she was there alone so I start talking to her about what happened and everything and one thing led to another and I was banging her in her basement on a couch like you know you miss me and she was moaning really loud I was fucking her hard as I could and she loved it her brother walked down to use the bathroom and seen us fucking and just went in the bathroom and came out and went back upstairs like nothing happened after I was done she told me not to tell but I did I told my cousin soon as I seen him thinking he would be on my side but nope he tried to fight me again and stayed with her so over the years I fucked her at least 20 times he even had a baby by her and I was still fucking her but one day I had just got done fucking her while he was gone and I came down the steps and his little brother was like I got a secret you can’t tell nobody and I was like what he said I fucked Julia and I said what acting all concerned he said I walked in the room high one night while my brother was gone and I was flirting with her and pulled my dick out and she start playing with it and she gave me head and I fucked her I was like yeah right he said he swore to it he said I’m about to go fuck her right now and I said laughing almost crying like yo I just fucked her so I said go up and I’ll come after I hear her moan we can run a train he did I walked in the room she was totally naked on his older brothers couch getting plowed by his little brother titties swinging and everything I was like omg he wasn’t lying she’s looking at me while she’s getting fucked I’m laughing like wow so I’m like hurry up I’m next he gets up I get on the floor in front of the couch and turn her legs towards me and slid my dick in her fat wet pussy and she lunged forward and grabbed me and told me harder and she came all over my dick like she was dripping it turned me on all the wet slapping of my balls off her ass I came on her stomach and she got on her knees started to suck his brothers dick and he came in her mouth and she gagged and spit it on the floor she looked wore out after all that dick she took her hair was a mess she got in the bed and went to sleep me and his brother left and swore each other to secrecy so once I almost got caught by my older cousin I was fucking her at her house and he was outside at 2 in the morning throwing rocks at her window I truly believe he was listening to me fuck her and knew I was there even though he never mentioned it…

To[M][F]oolery in the park parking lot.

This happened just over a week ago. I (M44) had met a woman (33) here on Reddit back in late March and immediately hit it off. (At least from my perspective). Tons in common. We are both attached. We chatted daily, talking about all sorts of stuff, including sex of course. The first time we met, we met at a bar and had a great, electrical meeting before kissing before we parted. We met once again for drinks and another hot and heavy makeout session in the parking lot before having to tear myself away from her again.

We had talked about meeting up at some point and get a room to fuck, but she decided that she wanted to meet and “just” suck my cock. Ummm…okay ?. We figured out a date pretty easily, but a location was slightly more difficult. We decided car was the simplest. I work in a fairly large city, and I considered finding a parking garage or something dark and secluded.

1. (F/M) Jenna Sinclair the researcher — Help me find the author

Jenna’s heart was beating wildly as she looked through the microscope. The magnified cells collided madly into each other on the glass slide. Her breath quickened as she realised the significance of what she was looking at. Jenna removed the slide and inserted another from her samples. The results were similar. “Oh God! Oh wow!” Jenna mumbled softly to herself. “I’ve isolated it. Now I only have to test it.” Dr Jenna Sinclair had spent the last 3 years of her life working on this project and now she was finally close to fruition. At 30 years of age, she was one of the younger scientists working here and definitely the youngest with a Doctorate. Jenna had always been fascinated with Biology and it had seemed like the logical choice to major in it at university. She excelled at the University of London and even before graduation she was offered a place at Cambridge to do her Masters and then her Doctorate. Almost as soon as she finished her Thesis, at age 28, she had been offered a position as a research fellow in the prestigious SimBioTech Corp in America. Her work focused on physiology, in particular the different enzymes in blood and the differences or similarities between different animals and humans. It was during the course of this study that she had stumbled onto something. Something that she had worked on in her own time and that had taken up a large chunk of her life. She had kept it a secret from the other researchers. It was mainly due to this secrecy that she was forced to work long hours, to ensure she was alone and away from prying eyes. Jenna labelled the test tubes and placed them inside her own secure receptacle. Each scientist had their own secure storage area to prevent contamination of their work as well as to ensure a certain amount of propriety. Although each scientist would be credited for their own work, it was a condition of their contract that ultimately SimBioTech would maintain first rights to any new discovery or enhancement. She took a deep breath as she placed a syringe into one of the test tubes and withdrew 5ml of liquid. She capped the syringe and unscrewed the needle before screwing a sealing cap back on to the syringe. She then slipped it into her coat pocket. Jenna sealed her receptacle and then picking up her briefcase, walked briskly out of the lab. Her heart beat a little faster as she hoped the security sensors wouldn’t pick up the syringe in her pocket. She calmed down a little as she remembered she had removed the metal needle so there was no way the sensors would pick up on plastic.  The only risk was the chance of a full body search and no researcher had suffered the ignominy of that had in the two years she had worked at SimBioTech. Her breath and heartbeat finally returned to normal as she walked out of the sliding doors of the facility and into her car. She noticed she was sweating slightly and Jenna turned up the air-conditioning as she drove home. Jenna’s mind was working overtime as she drove, thinking about the possibilities she may have unlocked. Yet the biggest question was how the enzymes would work on a human. It may have no effect. Worse still, it could have disastrous effects. That was why she had decided that she would have to be the test subject. She would test out her discovery on herself and she would bear whatever consequences it brought. Good or bad. Her thoughts took a breather as she turned into her house. Quickly she made her way upstairs and removed the syringe from her pocket. She stared at it and felt her heart beat quicken again. Carefully she placed the syringe on the table before throwing off her clothes and heading into the shower. She felt her tight and tired muscles relax as the warm needles of water pounded her. She luxuriated in the warmth of the water as she soaped herself, feeling the grime and dirt of the day wash off her. Jenna squatted down and relaxed her bladder, feeling the wave of release as her urine sprayed out. She watched the dark yellow liquid flow along the floor and wrinkled her nose as the strong smell of her urine wafted up. The colour and smell was an obvious sign that she hadn’t been drinking enough water. She made a mental note to consume more water as she soaped her vaginal lips, washing away her urine and collected secretions from the day. Towelling herself dry, she stood in front of the mirror. “Dr. Sinclair. Dr. Jenna Sinclair.” She said softly to herself as she looked at her reflection. “Too brainy for the hunks and too sexy for the geeks.” That had been the story of her life. At 5’7″ and 120 lbs, Jenna cut a very attractive figure. She had been a gymnast at school and she still worked out regularly. She smiled as she remembered how, when she was in her prime, she could put her ankles behind her ears. Pity she was still a virgin then and didn’t use it to her benefit. Jenna was still pretty lithe and flexible and she was sure if she tried, she could do it again. There just hadn’t been a reason of late to have her legs in such a splayed position. Her body was well proportioned, not like the gymnasts of today that had muscular upper bodies. Her breasts were firm and round and she was proud of her 34C bust. Her hips had just the right amount of flare to them and her butt was nice and tight. Jenna turned this way and that as she admired herself. She noticed how pale her skin had become with all the indoor work and made another mental note to spend more time out in the sun. She cast her eyes down to the table where the syringe was and she took a few deep breaths. Her breasts rose in time with her breaths and she sat down slowly. Jenna pulled her shoulder length, black hair away from her face and tied it into a pony tail. She sighed as she thought of the gravity of what she was going to do. The fine hairs on her hands were bristling with nervousness as she picked up a cotton swab and cleaned the reverse side of her elbow with alcohol. She deftly picked up the syringe and popped the cover, screwing on a new needle on to it. Jenna looked at herself again in the mirror. “This is it Jen.” She said softly as she pushed the needle carefully into her arm and plunged the syringe, filling her vein with the enzymes. Her arm felt warm as the enzymes flowed through it but that was only to be expected. She withdrew the syringe and discarded it carefully, flexing her left arm as she did so. “No turning back now.” She said to herself again. “Its been done….”

[MF] The barely legal virgin Catholic schoolgirl

Continuing on with some of my Craigslist personals (RIP) best of, is every dude’s bucket list entry, the schoolgirl virgin. She answered to a pretty generic ad, so I figured it was probably fake. I don’t remember it word for word, but it basically said “I just turned 18, I’m tired of waiting, and I want to be fucked.”

As I said, I was hesitant at first, partly because I still didn’t believe it, partly because of her age, and also I had never been with a virgin before, so didn’t know what to expect. We continued to talk and I confirmed she was definitely real. She was a Latino girl, pretty cute, a bit chubby, but pretty nonetheless.

I wanted to make sure this was one hundred percent something she wanted, as there is no going back, you know? She wanted it, badder than I even imagined. So she tells me goes to a local Catholic all girl high school and we arrange for me to pick her up after she gets out on one of my days off.

Hello Nurse Part 2 [FF]

I ran my hands down the length of her leg just to make sure nothing was tender. Her skin goose pimpled at my touch. As I was running my hands up her other leg my fingers caught the bottom edge of her shorts causing the one side to rise up revealing more of her golden and newly discovered soft skin. I was both dismayed and provoked seeing some bruising on her upper thigh that looked like fingers. When I asked her about them she blushed a deep pink but instead of averting her eyes in embarrassment, she held my gaze and said a recent lover. My knees almost gave out. 

Digging my nails into the sheet on the bed I steadied myself and my breath. I quickly pulled the privacy curtain around her bed. I heard her shift on the bed and before I turned around I felt her hot hand scorch the skin on my hip through my uniform. Her fingers pressed into my flesh and she slowly turned me around to face her. Bold. I like this. Usually it’s my role to teach, to caress, to bring some pressure, to bring pleasure. After she had me turned towards her, the hand at my hip moved and caressed my ass. Rub rub squeeze. Circle circle pinch. Ohhhh! Then she sat up off the bed. Swiveled around until her legs were on either side of me trapping me. 

A Fantasy [FM]

My mind returns to this one particular moment, at least once every day. This strange concoction brewed of your promises and my fantasies.
Of your slender, white fingers tracing circles on my olive skin, alternating between slight grazing and sudden deathly grips that leave bright, red marks.
Of your thin lips leaving a trail of love bites from my throat to my round breasts to the garden of paradise between my thighs, dripping in anticipation of your touch.
Of your weight pressed against me, your hot breath against my ear, whispering all the things I have longed to hear from you.
Of being yanked down to my knees by my long, brown hair fisted in your hands, willingly offering you pleasure with my mouth, my full, red lips enveloped around your manhood.
Of my thighs wrapped around your torso, your hands pinning me down as you push into me, claiming what is yours.
Of your gaze boring into my skull, speaking multitudes without a sound, as you fuck me into oblivion till the curtain of reality falls and I drop into a delirious haze of pain and pleasure.
Of the rough graze of your beard when you lean in to kiss me, biting my lips, perhaps even drawing blood, cherrying their colour.
Of your hands fondling and groping me, playing with me like an instrument, making me scream and moan with such intensity and passion that even surprises me.
Of being filled and stretched by your manhood, my face pushed into the floor, your nails digging into my ass and my tears of ecstasy and pain dripping onto the floor, but my eyes are dry.
Of collapsing into your arms when we finish, burying my face in your chest as we lay together, a tangle of arms and legs, shuddering as you gently coax me back to normalcy.

I cheated on my date with a girl I didn’t even know: Part 2 [M/F, str8, public, cheating]

She quickly moved in front of me and then with one swift motion she unlocked the door and sprang it open. She bolted like an Olympic runner and I took just a second to get my feet going and follow behind. Thankfully the two employees, one of whom seemed to be the manager, were caught off guard by her rapid departure and seemed to have not noticed me just yet.

I bolted out after her and struggled to catch up. We both hit the exit, me just behind her, and as I came out, she was slowing down to let me catch up. “Where’s your car?” she asked. I looked around for a moment trying to remember and then headed in its direction. She followed closely behind me as we continued to run.

As we got close to my car, a good dozen spaces or so back from the door, I used my keyfob to unlock it. We reached it and both climbed in quickly. Before either of us had time to buckle in, I was starting to back out. As I did, I saw the manager and two employees come flying out of the theater entrance. We drove off in the opposite direction, heading for the main street.

College Football Playoff Bet

So the ex I recently posted a picture of… this is a story about myself and her.

We were in college and we decided to head back to school on New Years as we loved by and it would be fun to be with our friends as there was a big event on New Year’s Eve. We were there from New Year’s Eve until the start of school. I had an apartment at the time. I was an Ohio state fan and she was from Alabama meaning she was a Tide fan. We decided to make a bit of an ongoing bet. Every single touchdown scored one of us would give head to the other until the kickoff. Well Ohio state scored a bunch that second half so she was on her knees sucking my cock for most of the second half. It was absolutely incredible. Her jaw hurt at the end of the second half and she just goes “fuck me hard instead”. We already fucked at halftime. Also, my roommates weren’t there for the holiday so we did this all in the common room. Such a turn on for them to sit where we had been naked and fucked for an entire day (6 times total).