NSFW story — Page 11280 of 11466 — collection of stories you shouldn't read at work

Losing my virginity at 29 continued (M/F)

I have received a few requests for the follow on or continuation of my previous story about the first time I ever went down on a woman.

http://www.reddit.com/r/gonewildstories/comments/310ppy/my_first_sexual_experience_as_a_late_bloomer/

I’ll relay it now though I must admit the act of going down on her is my foremost memory of this evening. Being with a woman and eating pussy had been the focus of a great deal of dreaming, imagination and even reading. Enough, back to my “first night”.

I kissed her again gently on the lips and then on the small tears that were tracing their way down her cheeks. She held me in her arms for several minutes as her breathing slowed down again, her head buried in my chest, her fingers digging into my back. Her body would continue to twitch every few seconds. I could feel her wet mound rub against my leg. To say I was hard, would be an understatement. My cock was hurting it was so ‘alive’. I was very conscious of trying not to touch her with it, worried that simply its first touch by female skin would make me cum. Read more »

My Girlfriend’s sister wants to get pregnant [m/f]

First of all, sorry about the obvious, obnoxious username. I wanted MisterSister but some motherfucker took it already.

I'm newly graduated from college and I came home to my long distance girlfriend who was going to college local to where we grew up, so she could stay with her family. My gf is a pretty amazing woman, which makes what I've done even more shameful, but I am who I am.

She's [Sandy, like the hurricane] obsessed with getting the best transcript together possible so she can transfer from the local podunk community college to an Ivy League school. Because of this, Sandy is often busy with heavy loads of classes, being treasurer of the school, and working as a vet tech, while I increasingly have to be alone and realize I have no trajectory, post-college. I kind of live at her house most of the time, and though I have a crappy job in food service, most of my spare time is spent dicking around on reddit. Read more »

Adventures of a black dude: Fucking my coworker in the restroom at work in high school. [m/f]

Wanted to write about another story from my past. I thought about this story, because I actually ran into this girl the other day for the first time in about two years. We were both just barely 18 at the time. I used to work at this retail-clothing store in high school. I won’t say the name of it, because I don’t want to give too much person info away. It’s a common store in any mall in the U.S. though. I worked there for about a year. I liked working there for the most part. Everyone knows there are things about retail that suck, but I liked that I got to flirt with girls that came into the store. There were some attractive girls that worked there too, but I really didn’t try too hard to hookup with any of them, because I didn’t want to cause drama and make shit weird at work. Read more »

The mystery of my first time

I've never been very good with girls, and it didn't help that I was an annoying, ugly little chubster in high school.

In college I started running and eating right, being forced to talk to girls, and I got better looking. I learned to pretend I was confident. I was still a nervous wreck deep down, but if joining a fraternity did anything to better me as a person, it taught me to be more confident and outgoing.

Either way, until the start of my fourth year, I hadn't had sex. I had only slept (literally slept, and cuddled) with a couple girls, kissed a few more at parties, and gotten a couple handies. I hadn't done much more, and my excuse to myself was that I was waiting for the right person. A serious girlfriend or something like that. But I was still just as horny as ever.

Toward the start of my fourth year, my house threw a party. Many beers, pulls of admiral nelson, and shots of who knows what transformed me from a quiet guy to a party animal, dancing on a table with 3 other guys, each of us accompanied by a random grinding or twerking girl. Read more »

The sexiest night of my life

So this just happened last night and I'm still more turned on than I ever have been in my life. I've thought about posting here before, but my exploits have always been purely sexual, and never emotional (which is what truly makes an experience memorable).

I went to a co workers to help with damage control for Jen, who was very emotionally distraught over some shit. Lacy, my co worker, has an amazing body and I have been eyeing her for months as she pranced around with her medium-sized, tight ass. This particular night, she's wearing yoga pants with a shirt that stops above her ass, so her beautiful ass is bouncing around the entire night. As the night goes on and we descend into babysitters for jen in her drunkenness, we develop a deeper and deeper emotional connection, talking about life while looking at the stars. Somethings definitely in the air. Read more »

Becoming a bit of a slut. [f]

Alright so my first post was about being paid for sex from some guy I met on craigslist, but he wasn't the first guy I'd met, just the first that had paid. Oh, and I did end up seeing him again today. I "only" lasted 7 hours and so he didn't pay me the full amount ($700 instead of 1k – a little miffed since last time it was about the same, and originally he said it would only be 5 hours! But hey, still generous). My clit was way too sensitive and I couldn't bear the direct licks he was giving me, so we had to cut the session short. It was more of the same – making out intensely, being eaten out, fucking, cocaine (for him, not me). We did do a few new things: he pulled my hair hard which I surprisingly enjoyed, he got me to sit on his face which would have been nice but at that point I was too sore, and he tried to fingerbang me to orgasm since I told him I have never come from penetration. All in all a good day, but I'm pretty sure I have a cooch contusion and will probably have bruises on my butt again from all his biting. He's asked me to think of something else new that I'd like to try next time. I'm at a bit of a loss, since he's about as kinky as I've ever gotten. I guess I have some time to think about it while I recover! Read more »

The shy, quiet Uni girl, Part 2 [M/F]

A few wanted a second part, so here we go.

About a week after we first had sex, I decided I wanted to take her on a trip away somewhere, not like out of the state but just away from Uni and all that shit, because she stresses so much about it because she's scared her family will disown her if she doesn't do well.

So, I find a nice log cabin type deal out on a lake about 150 miles away, perfect. I book it and everything but don't tell her we're going. A day later I knock on her door, and tell her to pack enough clothes for a week, and maybe something for a fancy type of occasion.

"But, what about the work and, our, our professor said we nee-"

I cut her off by basically saying I want her to chill out for a little bit and if she did it'd make me really happy to not see her so stressed. She finally gives in and agrees. Read more »

My first time and it was amazing (M/M)

Throughout high school I was very anti-gay and was a total asshole to everyone whom I considered gay. My senior year, I came to my senses and realized that they're people too. Well, my senior year I became friends with a boy who is openly gay. We chatted at school and lunch. Things extended to texting after school and hanging out. He never made a move on me or anything but I developed a small crush for him. At the time, I just thought he was a good friend. Well after graduation, we started flirting which moved to sexting. He sent me picture of his cock, which is very beautiful, and some pictures of himself posing. I sent a few back. After a couple of weeks, he asked if I wanted to fool around. I said sure.

We were at his house, sitting on the couch. He rubbed my leg and gave me a smile. My heart skipped a beat. He started rubbing my leg. As he did this, my body was sending me chills and getting me hard. He rubbed my cock through the outside of my shorts and half way through I got spooked and told him to stop. A few weeks later, I moved 500 miles south. Didn't talk for a year. Read more »

The Dining Chair – a short story for her [m/f]

The conversation is relaxed after dinner, as we each slouch in our dining chairs, occasionally taking a sip from our wine. We’re angled more towards each other, your legs draped over one of mine, allowing me to caress your shin and lower leg. The heat has slowly been building, known to each of us through the emotion passed in the glances at each other. Your move off of your chair to kneel in front of me is so smooth, that it catches me off guard. You’re between my legs, hands running up each, running over my clothed crotch, up under my shirt, as your eyes look up and meet mine. Your expression is smoldering, with a look of knowing determination.

After a quick pinching and tweaking of my nipples, your hands work their way back down my torso to my jeans. You make quick work of releasing the bindings, and instead of reaching in to gain access to my hardening cock, you grasp my pants and underwear at the waist and begin to pull it off. Mmm… you’re not messing around, I see. I lift myself off the chair to assist as you pull them off me effectively, then quickly move to pull my shirt over my head and off, leaving me naked in this chair in front of you. Read more »