gonewildstories Archives — Page 1583 of 5640 — NSFW story

[MFF] Caught By Girlfriend and Her Roommate

When I (31M) was in college, like many of us, I was frequently aroused. I used to live off campus to save money following graduation to try and get my own place but the girl I was dating at the time lived in the dorms.

As a former collegiate athlete, my training and class schedules were always a bit brutal – especially in the winter months. Usually, I would have a late afternoon practice followed by night courses. My girlfriend and her roommate were always kind enough to let me grab a nap before practice in their dorm. Sometimes, though, she would miss class and we would have a warm up before my workout.

A bit about her and her roommate. My college g/f was about 5’10’’, blonde, B-cup, but a nice plump ass and equally juicy thighs (I’m an ass/legs man!). She always caught my eye from freshman year forward. Her roommate was also quite attractive but a bit fuller figure. She was short, standing approximately 5’2’’ and had a very fulsome chest. She was not chubby but not lean – she was attractive and healthy! Read more »

Cucked by girlfriend PT.1 [MF]

Context- So my misses is this cute innocent looking busty 5ft nothing blonde, we have amazing sex but nothing out of the ordinary. I’ve always been into anal and eating ass and almost always eat her ass before sex which tends to give her crazy orgasms but never once been allowed to put it in her ass, which has never bothered me so much because I’ve always wanted her to enjoy it as much as me. I always try and bring up buttplugs with her as they are a massive turn on to me but she just laughs it off…

The last three months I’ve been obsessed with cuckold porn and whenever I’m having sex with her I can only cum when I’m getting head and visualising her getting fucked from behind by a BBC, it just does something for me the thought of her enjoying being so filled. I’d never once discussed this with her as I really couldn’t see her being into it one bit at all. Anyway about a month ago she’d pre-booked a hotel for a night in the city for the weekend just gone, which I thought was strange as she usually leaves it for me to sort out but didn’t think much more of the matter. Read more »

Road head [MF]

When Erica and I were still dating, we didn’t really go to many places, since we lived kind of far away and either I would visit her or she visit me on the weekends. However, I had this business trip planned out and she wanted to tag along. This was in Arizona and we both wanted to see the Grand Canyon, so this would work out perfectly.

I picked her up from the airport and drove to the hotel room. Nothing happened that day as it was evening and we were tired. The next morning, however, we made out a little bit in bed before getting ready for breakfast. After breakfast, we had an hour or so drive to the canyon. I didn’t realize she was still horny…

I started driving and Erica starts talking dirty to me, telling me all sorts of things she wanted to do on my cock. Of course, this got me hard, and since there were hardly any cars on the road, I decided to grab her tits. Normally, I would get slapped for that, but in this case, she opened up her blouse so I could more easily access them. She kept talking dirty and I kept fondling her boobs and sliding my hand under her bra. Read more »

I love being a girl. There’s nothing better than having the opportunity to get fucked whenever I like by one my 3 Fwb[FM]

I am a 22 years old decend looking girl(my friends say I am a 8/10) living in a big city in Germany. Therefore it’s quite easy for me to get dates with hot guys and tinder hookups. Over the past year I dated lots of guys(maybe 20 or so) and fucked with most of them. I only kept contact to the ones who were best in bed and now I have 3 Fwb at the same time.

In the beginning it was quite a challenge for me to manage lots of texting with them, but now I just write them when I need them to fuck me. It’s just so convenient. I don’t have to talk with them about boring things I dont really care about. I don’t have to make any compromises I would have to do in a relationship. They just come over when I text them, fuck me and leave when I tell them to do so.

Of course I chose them to fullfill different needs of mine. One of them is always very carefull and likes slow and sensual sex. This is perfect when I need someone I can built a closer relation with and we often have long talks and cuddeling after the sex. Read more »

Long overdue date night leads to DP. [MF]

It had been a few long couple weeks of holidays, family, job hunting, and over all just being busy. After learning Jackie had landed a better job, we needed to celebrate with a date night.

While I was giving the babysitter the last of the details for the kids bedtime, Jackie came out of the room in a sexy outfit. Her sweater was cut low showing off a surprising amount of cleavage. The skirt she picked out was the shortest I’d seen her wear in a long time. Her amazing legs were protected from the cool air by a pair of thigh high socks and black boots.

My eyes practically fell out of my head taking in her beauty. I’m not sure what the babysitter thought, but I’m she she got an eyeful as well (maybe she enjoyed the sight too). “Ready?” She asked me as I stared. “Sure am” I answered snapping out of my trace, and after saying goodnight to the kids I guided her toward the door with my hand on her ass. Being a gentleman I opened the door of the car for her. Sliding into her seat she made sure to flash the mesh panties she’d chosen to wear. She smiled as my gaze moved up her body taking in everything she’d put together. I am a lucky man. Read more »

Escort Blowjob After My Divorce [MF]

So I am 31 and was married right after college. In the last year in the pandemic it became obvious that my wife and I weren’t going to ignite any fire that had long been extinguished and finally got divorced. We have no kids and had been drifting for a few years so it was an amicable exit as we both realized it was best for us to just move on.

Being married so young I had talked with a few single friends and figured moving to a new city and getting back in shape was a great way to get things started. I found a nice apartment near a downtown setting around the corner from a few friends I could spend some time with and immediately got into a new routine. I was working from home during the day and would then head to the gym right after and get in a good workout before heading back to my place for the night.

My buddies were convinced I needed to go out and find a quick one night stand to help get back in the game but I was still trying to get in the routine of being back out and about and was trying to focus more on working and getting my mind right than getting ass from a stranger. Read more »

An innocent first date leads to her [F] becoming my [M] dirty late-night FWB.

(TLDR at the end)

(Skip to ————————— for sexy time)

I matched with this girl on Tinder (we’ll call her Jamie) that had only one blurry picture, which was always a gamble. On top of that, her profile said she was 32 and I hadn’t been with someone in their 30s before. But I still saw it as an opportunity to meet a new person and maybe more would come of it. We started chatting and eventually decided we would meet for a bite and walk around the park together. She seemed pretty shy and didn’t share too much about herself over text, so I was interested to see what she’d be like in person. Read more »