gonewildstories Archives — Page 2125 of 5640 — NSFW story

Sex with a new [F]riend on [M]ay 23, 2021

I had sex with a new probable sex buddy the evening of May 23, 2021.

I’m 5’3″, on the chubby/thick side, dyed red hair, caucasian, 34F bra size.

So I’m at this dudes place, we’ll call him Thomas, he’s a guy I’ve met once before, years ago. The reason we met was because I found his ad on Craigslist (lol) saying he wants to lose his virginity and I liked taking v-cards. We met at a restaurant and chatted. Later on we kinda just decided not to do it, me for personal reasons and him because he wanted to lose his virginity to someone who is his actual girlfriend since he had not been in a relationship before. All good. Read more »

Office Wife [MF]

My girlfriend has been getting more and more suspicious of Jessica from work. Some of my friends joked around that Jessica was my “work wife.” It was innocent, but you know how girls are. My girl did not like that at all. She got it in her head that I messed around with Jessica during my lunch breaks. I didn’t. Well, not at first.

My girl decided that she wanted to face time me while I was on lunch to spend time with me. It was some weird way of confirming that I wasn’t with Jessica. It became a daily thing. I didn’t mind it one bit at all. Sometimes, my girl would give me a strip show on FaceTime. It was fucking hot, it has become a regular thing.

One day, I was talking to Jessica about work. She said I didn’t talk to her as much. I told her about the work wife teasing and my girl didn’t like it. I joked around and told her that my girl takes care of me during lunch, just to be safe. Read more »

The start of something special [FFM] Part II

This story starts in the middle of my first FFM experience. For background on our descriptions and how the following escapades started see [Part I](https://www.reddit.com/r/gonewildstories/comments/nh9542/the_start_of_something_special_ffm/).

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I snapped out of my euphoria and realized there was much work to be done, and Silas and Sophie weren’t wasting any time. They were kissing passionately, lobbying for positions, and grabbing each other with a primal urgency. I maneuvered my way to their hips and saw Silas’s cock was at full mast. I felt sassy from all of their torturous teasing and decided to repay the favor. I pushed Silas onto his back, and playing the long game I traced my fingers from his ankle to his inner thighs, ignoring his eyes which were pleading for more. Sophie caught my drift, turned me to face her, and kissed me intensely while kneeled over him, every once in a while ‘accidentally’ grazing his dick with my hand or Sophie’s thigh. He could barely keep his composure, and finally, we gave in to his will. Side note: in the future, we ended up doing a lot of erotic massages and ‘two vs. one’ edging..but that’s for another time… Read more »

My First Time 18[M] with a 40-ish[F]

Sorry for how long this is, but I didn’t want to edit anything out. It’s all so vivid a memory for me. If you’re looking to read a quickie, move along, but if you like detailed experiences, I had a good one I’d like to tell you about.

I’ve never told anyone this story because, well I had my own “Stiffler’s Mom” experience for my first fuck. I was 18 and just out of high school. I’d always been shy so I’d never really had a full time GF. I’d dated, sure, but it was mostly kid stuff. Nothing too serious and certainly no sex though I craved it like crazy.

The summer between HS and college, I had a job at the local Holiday Inn as a porter. I had a pager and I took care of guest requests for extra towels or broken TVs. I also delivered room service orders, such as they were. It was a motel by the interstate. Nothing fancy, but it was fun and I had some freedom. I wasn’t chained to the front desk. Read more »

I (23F) gave my friend (26M) a semi-public handjob and licked up his cum yesterday. [MF]

So I’ve been cooped up with family at my parents house for the last year-plus due to COVID. If you’ve read any of my other stuff, you know I’ve dealt with this by making some questionable choices with men in my neighborhood but honestly have no regrets. Now that COVID is dying down, I’ve started to get out to see some friends again – and a few have come out to see me. (Getting here takes a long time from the city.)

My friend Jake drove out to hang out yesterday. We’re good friends and it was so, so awesome to see him again. He and I have done the FWB thing before, which is so much fun, and I would honestly have loved to fuck him again, but we didn’t really have an opportunity. Instead, we had some lunch with my family and then we took a walk.

We got to this semi-secluded spot on a walking trail where there’s a bench. You can clearly see/hear anyone coming before they show up there, so I sat him down and said: *”So… I’d totally blow you if you wanted, but this is kinda public for that…”* He laughed, and asked how about a handjob instead? So I said I’d be more than happy to. There’s nothing I love more than emptying the balls of men I care about. Read more »

[F] being a slut at work for my hot co-worker.

A few jobs ago I was the manager at a designer retail store. About 2 years into my role, I hired a guy to be a men’s footwear specialist. He was older than me (28 or 29) and had lots of experience in upscale retail. He was also incredibly sexy; about 5’10, black, completely ripped and covered in tattoos. He also dressed really well and had the deepest voice I’ve ever heard in real life (he did voice over work on the side).

Despite the attraction I felt towards him, I always kept things super professional. Not only was I his boss, but I was in a serious relationship living with my college boyfriend whom I loved. There was the occasional harmless flirting here and there, some compliments on my outfits. A few times I caught him looking at my body in an obviously NSFW way, but overall we just developed a healthy and friendly manager/sales associate relationship.

Fast forward after two years working together. College bf and I have gone our separate ways and I find a better, higher paying role at a new company. Put in my two weeks and I let all my coworkers/employees know. It’s bittersweet as some of us have been working together for 4 years. Read more »

[MF] One of my exs

Years ago I had a ex that would bite me, at first it threw me off guard! She did it while we were making out she bit my lip but harder than you’d normally bite someones lips while kissing. This would happen randomly as we dated she’d just bite me, sometimes we wouldn’t even be doing anything sexual. After a while this shit started to turn me on I didn’t realize I liked it that much until one day. This One day we were sitting on the couch out of no where she looked at me and said “you’re so fucking sexy” and bit my my cheek,…it hurt but my dick got hard immediately which led to her bouncing on my dick about 10 minutes after me eating her pussy! This biting thing went on through out or relationship she’d do it in public she didn’t care… must of the times she’d bite my face,neck,arms and shoulders. This would happen during sex & some when wasn’t getting sexual. It really got me going whenever she did it though. One time and one time only she bit my dick and I’m afraid to say I liked it but hurt like fuck she didn’t bite it as hard as she bit my lip but it was hard enough for me jump up. I still think about this but never actually told another woman that she can bite me or that it turns me on.

When me (23f) and my boyfriend (38m) had a DIY BDSM session while watching Crash [MF]

I never thought that I would be turned on by BDSM, but seems like social distancing has turned even my sex life upside down.

During the lockdown in the early days, me and my bf were having very vanilla sex. He is not the best but always ate me out until I came which I liked him for.
One day we were looking at some old movie collection and came across this old movie Crash which was a weird sex movie. It was hot though and in no time I was tugging at his cock and him fingering me. He wanted to fuck me and said that he wanted to try something.

I said okay.

He went back for 10 minutes or so and brought some stuff which intrigued me.

He first blindfolded me with a small towel and then put on some earmuffs on me. I could slightly hear the background sounds from the movie and that was about it. He then continued to undress me and shortly I was fully exposed to the cold room. He started kissing my belly, my boobs and everywhere which felt great and suddenly I got a burning sensation on a nipple. Then the other one. He had put some clamps on! (I didn’t know we had them lol). Read more »

I [F] fucked my boyfriends friend while my Bf was asleep, Part 2

So this is part 2 to the previous post I posted on here , first part is still on my profile so go read that If you haven’t.
Anyways after we finished , he turned and faced the other way as If nothing ever happened , the next morning my boyfriend asked us why we kept trying to wake him up saying that we kept pushing him but he was way to sleepy , so he felt us , well felt movement but he didn’t know what exactly was going on, you know when your so sleepy you just don’t bother .
His friend went to go grab something to eat, in the meantime I went to go take a quick shower and before I knew it my boyfriend was behind me , pants down and pulled my shorts down, he started fucking me over the counter and kept saying I was so wet and juicy, and noticed I had a stain on my panties (from the cum of his friend that dripped out) but he figured I was just horny throughout the night . Anyways as the day goes on , the night finally comes and the drinks start to come as well, and I lose sight of my boyfriend , so his friend invites me back to the room , and I agreed . We ended up having more sex only this time we were loud , we fucked mainly in doggy style position and he ended up cumming in me again , good thing I was on BC , after a couple hours passed my boyfriend was back and while his friend was asleep he started to eat me out , he said he loved the way I tasted, anyways once we got back home a couple days later I found out that my boyfriend had been cheating on me with his co worker for over a month , I didn’t get mad since I felt like a hypocrite if I did , I just told him that maybe the best thing for us was to just be single since both of us needed work on our commitment. I haven’t had a relationship since , just dating and having fun until I’m ready to commit .
My first post got a lot of hate , rightfully so to feel like I was in the wrong because I was but it was just my story I was sharing with you.