Category: gonewildstories

[m]e [f]ucking my roommate while our other roommate was in the bed

Long time lurker, thought I would give back and post some stories from my misspent youth.

I was at an impasse in my life with my living situation. With my previous living arrangement coming to an end I was looking for something new. I was 24 years old and just leaving the age where I wanted to have the party house but apartments were not cohesive with my lifestyle. This made finding tolerable roommates with the same values in the same stage of life tricky.

Luckily I was invited to live with some of my secondary friends who were renting a new place. Lisa a tall blonde varsity athlete turned hippy. She was a total babe DD boobs that she wasn’t shy about showing off and an ass that had been sculpted by years on the volleyball court. But was far to vain and conceited for me to even entertain.

We had 3/4 rooms filled and were searching for a final roommate. Lisa, the one organizing the house, who was a little brash and unapologetic put it upon her self to invite my previous fwb Kate(I had introduced them) to be our fourth. It wasn’t ideal but I’m a go with the flow kind of guy and I had ended things amicably so there wasn’t any discontent from my end. If she wanted to move in that’s on her. Read more »

My ex-girlfriend got jealous [FF]

Alright I’ve written about this girl a lot. She was really good in bed, but absolute chaos in every other part of life. Sometimes those lines got a little blurred.

*Side note: I’ve given this disclaimer in almost every post but I recognize not every aspect of our relationship was what you’d call “healthy”*

She had a “kink” which got a little weird. She was an inherently jealous person and the fact that I was bisexual added an unfortunate layer to that. Weirdly enough, she channeled all of her jealousy into sex. It was, um… interesting.

About two weeks after I officially became her girlfriend we were out at a cafe studying. One of my friends from class saw me and came up to say hi. I was not “out” so I introduced her as my friend. I saw a small flicker of surprise in her eyes, but she smiled politely and went along with our small talk.

The moment he walks away she gets really quiet and stares me down. I was taken aback by how serious she looked and asked if something was wrong.

“Did y’all ever hook up?” She asked. Read more »

The day I was caught masturbating in the camping site shower Pt. II [FM]

I was standing dripping wet and fully exposed in front of Tim and we stared at each other in silence. He had just entered my shower cubicle and caught me masturbating.

After I had calmed down a bit, I noticed how hot Tim actually was. Tall, dark curls and blue eyes. Suddenly Tim broke the silence and asked,” Can I help you?” I felt the fear and arousal rise in me at the same time but finally I nodded.

Tim stepped up to me, put one hand on my shoulder and grabbed my still wet pussy with the other. I was startled, but the arousal prevailed. I leaned against his strong shoulder, spread my legs slightly and he began to massage my swollen clit. I felt the hot stinging in my crotch again and moaned softly. Tim definitely knew what he was doing.

I looked up straight into his deep blue eyes. Tim smiled cheekily and blew a wet kiss on my lips. He gently pushed me backwards with my naked ass against the cold tiles of the wall. I slid a little to my knees and held on to his strong shoulders. His hand still rested on my unshaved pussy. Read more »

[F] Is fucking my boss for money wrong??

I had a job at a company. It was nice and had good pay but I was struggling with my own life. I had no family, I was in a new city with very few friends and my job was going well. My boss was not to old and was 32. He was in shape and seemed hot enough for a good fuck. I wasn’t really looking for sex or even a kiss from anyone in that city but when I saw him looking at my tits or ass well he walked around I could see he liked me. It took maybe a month of knowing eachother and teasing a bit before one day in his office we shared a kiss. It was a nice long one and I could tell he liked me. I wax still a bit nervous about it but we made out and he felt my body a little on my dress but after that I asked around is he did this 2 meny women thinking he might just want my pussy and that was it but i seemed to be the first. As it started we would kiss and hold hands and even cuddle in clothes but I asked him the second time doing that in his office if he wanted to date or just fuck me. He was honest with me and said he liked me. I worked hard and did my job well and I was beautiful much smarter and beautiful than his own girlfriend but he did love her with everything but his dick. I said I wanted something more serious and eventually he offered me somthink. If we just messed around a bit he would make me his personal assistant and up my pay by a lot more. I drained him dry that night. I made sure he wanted me and knew I was perfect. Almost every working day he would fuck me after everyone left and he started paying me as he couldn’t give any better job. He often payed me a stupid amount just to make him feel good and the best part was he was actually fun. He knew how go have sex so I loved it but the extra money definitely helps haha. Read more »

Finding my unicorn: A nerd’s unexpected RAOBJ success [FM]

(Disclaimer: this story involves cheating. If that vexes you, write your concerns on the back of a $20 bill and I’ll tell you where to mail it so your concerns are addressed by the right authorities)

“Hey man, you free to head up to Reno next week? Our supplier is changing the T&C of our contract again and I want you to ensure we’re not being taken to the cleaners”

So starts this story, with a text from my boss. Normally, I wouldn’t have minded. The flight duration from the Bay Area to Reno is about two Frasier episodes long, 2.5 if we encounter a headwind. While there, I enjoy Noble Pie (recommend the Wrangler with a good IPA). Not to mention the quiet time away from a quarrelsome long-term relationship beginning to come apart at its seams.

This time however, I was annoyed. Week after week I’d been flying to Reno – I was on Season 7 of Frasier already, to give you an idea. I wanted nothing more than to stay put, to go to happy hours in SF with friends from business school after work, instead of nursing a lonesome pour in my hotel room as I pored over Excel models. I had bought 10 CrossFit classes off of Groupon months ago, and dammit I still needed to redeem 7 of them. So no, boss, I wasn’t free to head to Reno! Read more »

[MF] “Have you been watching porn?”

My wife and I just had our 2nd baby a few months ago. Needless to say I have been deprived for nearly 4 months. We just had sex for the first time a couple of weeks ago finally. But this isn’t about that time.

This is about last night. You see, my wife’s sex drive isn’t anything to write home about. But she knows how great I am at eating her pussy. I pride myself on it. Every time since we first did oral together 7 years ago she has squirted. I just found her button, I suppose.

She is finishing burping the baby while we are watching SNF on the couch. I look over at her and ask, “How would you like to be licked?”

My wife, we will call her Maddie, snaps toward me and just stares… Contemplating my proposition.

“What am I going to do with the baby?” Maddie asked.

“Put her in her swing? She’s asleep now, isn’t she?”

Maddie nods and I can see the desire in her face. The wheels are spinning, her cheeks become flush with desire for a sweet release. Maddie stands up, places the baby ever so gently in her swing and whispers, “meet me in the bedroom in 2 minutes”. Read more »

[MF] Giving my hot, athletic neighbor a messy creampie

The following story is about a girl who I met at my apartment complex. It’s quite long, but I have a VERY good memory, and have memorized nearly all details of the hot night that we spent together a few weeks ago. Buckle up for the ride.

The fitness center at my apartment is small and cramped, but has enough machines and free weights that I can use it to get in a quick afternoon or morning workout in addition to my regular gym membership. Most of the time, the people using the fitness center are just older people who sit on the bikes for 30 minutes, or teenagers with no clue what they’re doing who grab random pairs of dumbbells and flail them around like maracas before leaving. Over the last few months, I started noticing a particularly attractive young lady working out in the fitness center. She was small, only about 5’2 and 100lbs, but was clearly very athletic, with nicely toned legs, arms, and a stomach. Whenever I was in the fitness center along side her, I couldn’t help but peek at her from time to time. I typically don’t creep on girls at the gym and try to focus solely on my workout, but my god, the way her ass moved as she ran on the treadmill or did squats was a work of art to behold. On several occasions, she was working out in a sports bra, giving me a good look at her defined stomach as well. Her face was youthful, with big brown eyes, a petite nose, and curly, light brown hair usually tied into a ponytail or bun. For a couple weeks, our interactions were limited to friendly smiles as we saw each other. I was definitely attracted to her, but didn’t want to creep her out and was nervous about starting a conversation with her. Read more »

That time I let a stranger take me outback by the dumpster [FM]

This isn’t really a complicated story just something I think about from time to time. So one night a few years ago I was out with some friends at a bar. This guy was eying me. He was tall and kind of muscular with a little scruff.
He approached me and I danced on him and let him feel me up. He even tried to lift my skirt a few times. I pushed it down when he tried of course I have a little class. I asked if we could go somewhere more private and he says yes he knows the perfect place.
Mind you I’m super drunk so I probably would go wherever with him. We exit out the back and I think we’re going to his car and his place. But instead he leads me out back near the dumpster. I laugh and say here? He nods and tells me he knows I want it so why not. Starts kissing me.
I’m a little apprehensive but I go with it. So he’s kissing me fingering my wet pussy and we get closer and closer to the dumpster til I’m pinned against it. He pulls out his cock (huge btw) and pushes it inside me. I almost protest bc he didn’t have on a condom but I figure he won’t cum inside me.
Well he did then left. And I’m left standing there with cum dripping out of my pussy. What made me do that idk. But I’m glad I didn’t get pregnant lol

Do you think you can last long? [F]

I have needs, you have needs, let’s get together and shares our favorite things. I love to show off so I don’t mind sharing a few selfies and perhaps something a little more lewd. I love talking and especially listening to people, learning about their lives . Visual reciprocation is appreciated but not required! Reach out and we can get to know each other and discuss our limits. I prefer reddit chat to DMs to start with.

She didn’t expect that I would notice she wasn’t wearing a bra [MF]

Years ago, due to an interruption in child care, I was working at home one week over the summer. I had arranged a playdate for my youngest son, his brand new best friend was coming over for the day.

I was trying to get some stuff done before he got dropped off, together with a neighbor’s kid, there would be bedlam for the rest of the day. Suddenly I heard a knock at the door, a glance at the clock told me that they were a half hour early. I had just thrown on a pair of grey nylon athletic shorts after my morning workout shower, not really presentable. Still I figured I could get away with it just to answer the door. I threw on a baggy tshirt and ran to the front of the house.

Opening the door, I find Matt and his mom, Kate, arguing with each other about how long she’d allow him to stay. “But Mom! I brought all my stuff.” he whined, showing her how stuffed his backpack was. “And Jack (my son) has cool stuff too!” She looks at me through the screen door and silently laughs out of his eyesight. He flings the door open and she grabs his hand. “Give me a kiss goodbye!” Read more »