Category: gonewildstories

[F]ucking [M]y boss at the gym I worked at in college.

When I was 18 and first starting college, I looked around campus for a work study job. One that would be flexible with my school hours and pay a decent rate. One of the first spots I applied for was at one of the gyms on my campus. My campus was fairly large and where the freshman dorms were, a smaller run down gym resided in an older building. There was a work-study program through the student activities union to work the front desk at the gym, sign in students, and maintain the minimal equipment. I applied and was called for an interview later that week.

I met with the director of student activities, her name was Alicia. She was tall, a little shorter than my height of 5’10inches and looked fairly in shape. Alicia had to be in her mid-thirties, she had dark tan skin and curly brown hair down to her shoulders. The interview was very casual. We talked about school and working out, which I was very into at the time. Alicia complimented my physique, saying I looked like I spend many hours in the gym, so why not get paid for it. Alicia offered me the job right there, we shook hands where I noticed no ring on her finger. Our hand shake seemed to linger too long, both of us staring into each other’s eyes. Read more »

I [f]ucked [M]y best friends girlfriend in high school

Fair warning, I was an absolute douche bag in this story. I was young and dumb. Please know that I’ve matured and changed since then.

I had met Kelley the first day of freshmen year. I could tell immediately that she had a thing for me. The feeling was mutual, but I didn’t want to commit to her because there were about 3 other girls who I was interested in. Rather than tell her I was only interested in something casual, I lied and told her I wanted to get to know her before committing. In reality, I was only interested in sleeping with her. I spent the year stringing her along. Saying just give me more time, nows not a good time, I’m too busy etc. in reality I was talking to a few other girls and I wanted to keep the options open. Read more »

Summer sex in the long grass [MF]

At the end of my first year at college, I went to stay at my parent’s new house for the summer, and my girlfriend Jess, went to stay with hers. As we’d spent every night together for weeks, the separation and lack of sex was really difficult to take. Thankfully, a couple of weeks into the holidays Jess came to stay. I couldn’t wait to be alone with her, but with my conservative parents hanging around, opportunities for care-free sex were going to be hard to find. They’d already made the bed in the guest room for her so we wouldn’t even be sleeping in the same room.

The first night she arrived was warm and humid. I couldn’t keep my eyes off Jess’s legs and breasts as she sat next to me in a tank-top and hot-pants. We all sat around watching TV until my parents finally said goodnight and left us in peace. They were barely at the top of the stairs before Jess and I were making out on the sofa, our hands all over each other. Read more »

Hannah, my roommate and boss. Part 2 [MF]

Days had passed since Hannah and I had arranged to have sex for her viewers. She had posted on her site of our upcoming scheduled sex session, to be viewed live for the first time. Her viewers craved the sex and we’re bored of her solo play. We were both hoping for a good turnout. I was depending on it. Hannah told me of all the obscure and fetish requests she received from random men. “Think of the most sedistic sexual shit and double it” she would say to me. The requests were as vanilla as french kissing during sex to BDSM with a paddle and my testicles stepped on in heels. I happen to like my testicles not being crushed.

I was becoming nervous, not that I had to worry of extreme things like that, but of the expectations. It would be my first time with Hannah, a good friend my roommate. My first time being watched, even if they are strangers I don’t know. Let’s also remember the monotary gain that I needed. I was literally fucking to save my life. The night before our live session Hannah and I sat down to settle some final details. Read more »

[MF] A real first Hotwife date

There was a girl, who got the sweetest message from a really good looking guy. She tried to let him know he was too good for her. But he insisted. They talked deeply about so many things. He made Her feel amazing, so she decided to go out with him; she wanted to see if he really was who he said he was. And let me tell you, her heart wouldn’t stop fluttering when he first wrapped his strong arms around her and held her tightly. She knew they could not only make each other incredibly happy but they would make each other feel insanely good. She was extremely excited to start this Journey with her new man. They went to the lake right next to her husband’s job, made out, talked, drove around, laughed, talked some more and then when it was time for him to leave, she didn’t want to see him go and couldn’t stop kissing and touching him. She didn’t want to send him on his way to a 3 hour drive home with a bulge in his pants, that she knew she could help. So she offered to give him head in the woods. He was so excited and turned on. They went back into the woods behind her place, she slowly slid his pants down, pulled out his long thick cock, and slowly slid it into her mouth moving her head and tongue down his shaft and back up, twisting her tongue and hand, waiting for him to unleash his load into her mouth. She wanted to do it the way he said was extremely hot to him and how he had always wanted a blow job. So when she felt his cock get bigger and the vein that pops when a guy is about to cum start to rise, and he said he was going to cum, she slowly slid her mouth off his thick cock and held it on her wet tongue for him to drip his cum onto so she could pull his cock back into her mouth and suck him clean while swallowing him whole. When he was completely Milked dry, she stood up and he embraced her while shaking and telling her that she sucked his soul out and that it was the best blow job he has ever had. He couldn’t stop moaning and grunting. She knew she not only made him happy but made him feel like a man. She felt amazing and wanted to be with him more, but sadly it was time for him to leave. She left him a gift as she got out of his truck (a pair of her worn underwear) and almost slipped and said something to him!!!! ? She walked to his side of the truck, gave him a kiss and then spent the next week thinking about him and the fun they will have and how excited she was to spend time with him making him feel good and happy. She went into her room, slid her jeans off, got into her bed, under her blanket, and slid her hand down her panties to feel how wet he really made her. She was so turned on by how wet and dripping she was that she sent him a picture of her pulsating pussy and her wet panties. Hopefully she sees him again soon. ☺️?As soon as her husband got home, she told him all about her day with her new man. Her husband was so turned on and excited seeing her smile and happy that they spent the night role playing what she did with her new man and what she and her new man talked about doing when he picks her up next. Her husband let her know that he couldn’t be more happy with his decision to tell her she could get a “Man/Boy friend” and that he can’t wait to hear about their future time together.

[M] [27] [Bi] A New Pleasure

Alright, this was a first for me and it’s pretty short. On mobile and formatting might be off a bit.

Setup: I’m an anal virgin. But for the last couple of years I have slowly started to try some anal play but all I’ve ever done was finger myself in the shower. I have a very sensitive hole and always wanted to go deeper. I have only once massaged my prostate and my breath got quick and I came quickly. I also have a few anal toys never used.

So earlier tonight as I’m showering I do a finger clean, just for some extra cleanliness. It still felt great but I didnt get off as I was pretty tired. After I’m out of the shower and in my room I’m getting pretty excited and decide to get a little dirty. I put on some fetish porn, grab my lube and a cock sleeve and a prostate vibrator.

My thought immediately was that I loosened myself enough that I could get it in me. With a smile I grab a glove and my lube, head down, ass up and I rub the lube on my hole, my finger goes in easily and my cock twitches. It takes a moment but I grab my pspot vibe and I manage to actually get it inside me, making me grin uncontrollably. Read more »

Fucked sexy IG model in her amazing condo [M] [F]

K so a lot of people dont believe this happened because of how big this girl is or how shes a ig model now but i wont elaborate too much on how i know her and who she is, dm me for more info if you want and her full name

Me and my friend used to go clubbing quite often and through another friend i knew this girl named Gen, she was fucking beautiful, she was so thick, she had a pretty high following at that time because she was big into fitness and was just outright gorgeous, I talked to her a couple times and she was very nice, anyways me and my friend always used to go to this club in miami and gen showed up with my friend and some other people, apparently they were at a different club but it was getting to rowdy so they decided to come her Read more »

[MFF] The Almost Threesome

I really enjoy this thread and for my first (possibly only) contribution I thought I might write about my craziest sexual experience ever: the closest I’ll ever get to a threesome. This is a long one, as I add a lot of semi-steamy backstory for context, if you want to skip right to the “almost threesome” story then head to the “—-“

A note about me, I grew up in a very religious home, so when I lost a bunch of weight in high school and girls started noticing me, I had a lot of repressed urges and I enjoyed dating around. I didn’t have sex in high school, but I fooled around plenty. One girl, let’s call her Olivia, her and I were friends with benefits. She was a couple years older than me and would give me rides around town. We’d hang out a ton. One day, we get to talking about sex while we are driving around and she’s asking what I have an haven’t done and she can tell I am getting hard just talking about all this. So, she asks to see it. Shocked, but also horny as hell, I resist for a bit but then whip it out. She compliments me for my size (I’m really just slightly bigger than average and a bit more girth, but she made me feel like a god). She reached over and started stroking me there in the car while she was driving and it wasn’t long before I shot all over myself and it was dripping down her hand. She giggled and said, “that was hot!” And thus began our “friends with benefits” stage. We were always there for each other between relationships, but we never really dated. Read more »

[MF] My friends gf

Part 2

I go to my room, and we both clean up and ignore each other. for the rest of the night. She spends loving time with her bf and I do my own thing. Next day I get home from work, I try to start my normal routine of going for a jog straight away. She stopped me, saying she needs to talk to me about what happened. So I tell her there isn’t really anything to talk about, it’s something that happened in the heat of the moment, but I have my gf and she has her bf, and that won’t change. I don’t need or want a new gf. l

So I finish putting my shoes on and I leave for my jog. I get home same as every other day. Outside I take my shirt off to cool of first. She’s usually sitting by the tv reading something, but today she’s missing, so I get some water, take my time and go to my room. Read more »

[MFF] me, my newest flame and an unexpected guest…

As far as fantasies go, every man and his dog pretty much has one thing in common; threesomes.
Whether it’s with friends, strangers or so help me god, your mums friends, we’ve all had one at some point.

My story was nothing like the latter though.
It all happened on a summers night in mid January, at a house party my newest lady friend had invited me to. We had been seeing each other for a couple of months at this point and felt comfortable further inserting ourselves into each others social lives.
While we drank under the hot Australian sun we traced each other’s skin in a most sexual fashion.
We shared each others chairs and laps in exchange for sensual back scratches and small displays of affection, and it wasn’t long before my unruly penis (true to form) started to perk up. Read more »