A while ago I wrote about my nearly busted encounter with one of my best friends, Anne (name obviously changed). Many of you commented (thanks!) with positive reinforcement, and many of you also wanted more. Well…there is more, and I’ve finally gotten around to writing about it. I welcome any and all feedback, and if you all really like this, I might write more ;-) For those of you who want the visual reference, I’m about 6’2”, 215 pounds, with brown hair and eyes. I’m not huge, but my 7½” inches never seems to disappoint. Anne is about 5’4”, with the body of a soccer player…flat belly, with muscular legs and a bubble butt, with brown hair and blue-grey eyes.
Category: gonewildstories
Update #1 [M]y surprise blowjob from my roommate [F]
As many of you and I hoped there would be an update from my latest post, things went further with my blonde roommate on Friday and Saturday. So strap in an strap on for this ride.
All day Friday all I could think about was Stacy's mouth gripping my cock like she had the week before. After sharing my story and talking more with her about it, how it felt and why guys like blowjobs, I kept catching myself peaking over at her during work. I'd catch a glimpse of her cleavage as she'd been over her desk to grab something. Or when she'd walk to the bathroom, catch a few moments of her firm ass in her dress pants.
When we got home from work, we started getting ready for drinks. We were meeting a few other friends downtown, which is about a two block walk from our apartment. She put on these tight skinny jeans, ones that her ass was nearly pulling apart the seems of the pants. She equipped it with a black, deep v-neck shirt and a leather jacket. He nicely round, perfectly playful tits were easily accessible to the eyes. As we moved through the kitchen, I would "accidentally" nudge her butt and apologize, or she would glide her hand across the front of my pants to "grab something."
Update #10 – I [M] fucked my uptight roommate [F]
I didn't speak at all to Bernice while she was away but when she got back from NZ on Wednesday everything seemed normal – there was no mention of the argument we had last week. I got back from work and was just sat in the lounge watching TV when she came through. There was some small talk – I asked how her week had been etc. She surprised me a little by coming and sitting right on top of me and started to tell me how bad it had been. I listened for a bit but she was going on and on about how she hated home and her family and I got bored so I put my hands up her shirt and began feeling up her tits. She didn't really react and just kept talking, even when I pulled off her shirt. We did make out for a bit and I took off her bra and she took off my shirt but then we started just talking again.
Cheating on [M]y Gf with my [F]riend’s Mom in High School
So I'm 26 now, but this happened my senior year of high school, when I was 18.
I was a senior in high school and I was dating a sophomore who was 16. It was great, she was hot, but I've always had a fetish for older women. One of my friend's mom, Abby, was one of my friends on AIM. We were also Myspace friends but we only spoke on AIM. We chatted on AIM because I was in a band and so was Abby's son, who was my buddy, and compared notes about local gigs we played and potential recording studio possibilities. It was all pretty innocent until one night I felt bold and comfortable enough to let slip that I liked older women. She would say stuff like "I bet you get plenty of girls your age," but I would persist that I would still prefer hooking up with someone older.
Bad RA. (M and F)
When I was 19 years old, I was an RA for a program that helps high school seniors and juniors from low income backgrounds prepare for college.
One of my favorite student's name was Amalia. A grad from a particularly bad school district, Amalia was smart and funny, a natural leader. She was way further read than I was when I was in high school., but one of those overachievers who seemed unfazed by how much more put together they are than their peers. She was also cute as hell. Only about 5 feet tall with long, black hair she usually kept in a ponytail, big doe eyes, and the biggest, brightest smile I’d ever seen.
It was no secret to any of the RAs or to most of the students that she had a crush on me. I was the only one she ever asked for help on homework, even though she was way better at math then I am. When she was accepted to the most prestigious school in the state, she told me first. And when she broke up with her boyfriend, she cried on my shoulder. And she was constantly flirting with me, waiting for me to be on duty at the desk, changing into short shorts and tight tops when she knew I was around.
MFF bi threesome, with gf and girl from the bar last night.
Had to brag about this so I figure this is a good place. Crazy Friday night in Florida! Got off work last night and went to meet my girlfriend at the bar. She had been drinking for a few hours and was talking to some friends. I sat at the bar after a bit and was talking about sports with this guy I know. His girlfriend showed up and we were chilling he took off about 30 min later, and his girlfriend was mad because he took off without saying goodbye. I talk to her for a little longer before me and my girl leave. I tell her we're leaving but if she wants to stop by our place and have another drink before she go's home that she should stop by. Long story short she came over and was talking about how they weren't in love anymore and how she hadn't been fucked in a long time. My gf said we were down for a threesome because we had tried to set one up for a long time. She said she was interested but a little nervous b/c she had never done that before or been with a girl. So I suggest we play strip poker, and once she lost her top she started dancing for us. My gf took her top off and they stated making out and sucking each other's tits. My gf went to the bathroom and she came and sat topless on my lap and we made out while I pulled her hair and squeezed her breasts. When my lady comes out they both get naked on the bed and I do to, I'm still watching while they role around. She asked my girlfriend if she wants me inside of her. And my gf gives me the to ahead to fuck her no condom!!! Then she laid back on my gf's lap and my girl held her legs back while I entered her. Her pussy felt amazing, tight and soft, I could tell she really hadn't been fucked in a long time. She starts moaning and she's still in my girls lap grabbing my girls tits while I fuck her. After a bit I flip her over so they can make out and she can eat my girls pussy while I fuck her doggy style. I'm really getting into it because she has a real nice body. Tight ass mmmm. But I'm a little nervous too because I haven't had a threesome in years. So I start to lose my hard on. So I crawl under her And have her sit on my face while she eats out my girl. After a min they switch she's on her back my gf on her knees eating her, while I am getting head. Not the best head ever a bit toothy but I can't complain. She was really trying to choke on it. Then she said she wants to see me fuck my girl. So I start to bang my gf from behind and the other girl keeps saying fuck her hard fuck her harder. She's on her knees too now and tells me to start fingering her ass while I fuck the shit out of my gf, seriously awesome!!! This really gives me a raging hard on as I fuck the shit out of my girl. I tell her to spread my girlfriends ass cheeks while I fuck her. At this suggestion my girl said "fuck no" and kinda jumps forward off my dick and is pissed because she thinks I was about to try to fuck her ass without asking. And we have to calm the situation down, we all get under the covers and chill for a bit. Talking about the situation until every one is ok. Then she pulls my gf on top of her and they stark kissing again then my lady starts to eat her out while I fuck my gf from behind. My girl really likes to eat pussy and she is going to town. The other girl starts to cum real hard and talks my girl to stop eating her. She's all worried about her bf freaking out, so she leaves and drives home. Me and my gf finish up, and I've had a smile all day.
Blowjob with my fiancé.
My fiance wanted a little help today, so I decided to give him a blowjob. Laying down at his side, I take him in my mouth, after a few minutes of sucking him off he starts to play with my tits. After a few more minutes I start to feel a little horny myself, so I start playing with myself, since I like it rough with a little domination, he starts to take charge and fuck my face and slap my face with his dick and slightly with his hand, and fucks my tits. He moved to the bed, I kneel in front of him and stuck him off more. He sucks my face more and continues to slap me with his dick and hand as I play with myself more. I finish and he pulls out of my mouth and cums on my face.
Have cake and eat it too (M/F)
I knew a guy online from a forum. We had been talking over aim for years, then texting and phone calls, and finally met up. We were both kinky and living in places where that is rare, so this vacation we spent together was one big exploration of all the porn and craziness that we had sent each other over the years.
His biggest fantasy was messy sex, and we blew 300 dollars just on supplies. We tarped off a hotel room and got down to it.
I just wanted to make this fantasy come true for him. He gave me his orders. There was a bag in the bathroom. I was to shower, shave my pussy clean, massage it in coconut oil, and dress. He had picked white satin stilettos with white thigh highs, a tight white pencil skirt to accentuate my curves, a white tailored button down, and black pushup bra underneath. My long brunette curls were loose down my back and very wild. I'm a tall girl – in the heels I was 6'3. My 36DD's were barely contained in the bra, straining at the buttons of the shirt. It was the sexiest I ever felt. Like an amazon sex angel in the devil's red lipstick.
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.
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.
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.