Category: gonewildstories

I [M] fucked my friends gf [F]

It was an average night of drinking, cards, board games. Too damned cold to do anything outside. We all got liquored up and my buddy Mike passed out on the couch in my living room while me and his girlfriend, Kelsey watched stupid youtube videos.

I think we had just finished watching a sleepwalking giraffe when she very boldly sat square in my lap, right on my semi-hard junk. She had been leaning over me with her bra gently brushing my shoulder. But the sudden plop of her surprisingly firm, bubbly ass really got me breathing heavy. She started typing away in the search bar when I put my arm around her waist in a sort of friendly way, and leaned around her to see what she was looking for. My eyes fell to her tits. I had been trying to guess what her cup size was since buddy started bringing her around. I guessed a big C or a small D. Just the perfect size for her tall, slim body. I stared down her cleavage hoping to catch a glimpse of her nipple when her video started. She turned to look at me, caught me looking just as I turned to look at her. Our faces awkwardly close together, and we didn’t kiss. I looked away quickly. The thought of it made my cock swell harder. I decided to twitch my cock to see if she’d notice. She totally did. She giggled a bit. Read more »

I once had sex with my girlfriend’s sister [MF]

My name is Jake. This happened when I was in college in the early 1990s. I was a sophomore. I met my roommate’s girlfriend’s roommate and we hit it off. It was an improbably match because I was a pretty standard suburban kid and she was a full-on hippy. Like a hippy-hippy. As in her parents named her and her siblings things like Creek, Gaia, and Luna (not their real names but not far off).

To that point, Gaia was easily the most attractive girl I had dated. She was average height, thin with brown eyes and long brown hair. She had about B-cup breasts and never wore a bra. She was a freshman.

At first we got along because we had similar senses of humor. Later we discovered we had great sexual chemistry. When you’re in college, that’s about all you need as the foundation of a solid longterm relationship.

One of the key things to know about her was that she had zero hang ups about sex. She was all onboard with free love even though that fad passed on 20 years prior. If she thought she’d enjoy something sexual and was interested in it, she had no qualms about pursuing it or talking about or anything. She didn’t care what anyone else said about it which annoyed the shit out of most of the other girls in her hall which was an added bonus for me. Read more »

Long time no see [FM]

Hi guys! It’s my first time writing something like this. I’m no writer so cut me some slack here. Just wanna share my experience. Hope you like it! :–)

I’m Anne, 19(F), 5’4, black hair, tanned skin, brown eyes, small boobs, slim. I have athletic body since I’m a varsity player of basketball. He’s 20(M), 5’9, black hair, brown eyes, has a six-pack abs, and quite a good looking guy. Let’s call him Ash.

So a little bit of backstory. We were in senior hs when we met. We talked a lot, met a few times. He was a nice and shy guy. Maybe a little too nice. I didn’t like him back then but he’s persistent. Then we went to college. He’s still texting me sometimes, but I don’t bother texting back since I don’t wanna give him false hope and hurt him since he’s a really nice guy. He’s a hopeless romantic type of guy. Ash keeps telling me I’m the one for him but I just think it’s cliche. Then my family and I moved away to another place. Quite far from my hometown. Read more »

Risking [M]y Second Craigslist Encounter [F] (Pt 1)

Regular readers will remember how Laura stood at the door of her apartment, topless, hand on hip, smiling as she said goodbye, with the promise of another meeting.

​

Needless to say, I was very interested in a repeat engagement. More interesting was how much she was looking forward to it. By the time I got home, I was about 40 minutes away, there were already several emails waiting for me from her.

​

The first was telling me how much she enjoyed meeting me, on a platonic level. Hearing my voice, seeing my eyes light up, watching me move, things that a photo doesn’t convey.

​

The second was more explicit, sent a few minutes later, describing how much she enjoyed our time together, describing what she was thinking as she stripped me, then as she took me to climax, and after.

​

I was really pleased to hear what her thoughts were, being new to this, I didn’t know if she really meant her closing words about getting together again or not, perhaps she was just being nice in order to get me out the door. One never really knows. Read more »

[MF] Hotel Window Adventures

Obligatory comment that this is a throw-away – hopefully this true story is not too long but as this all took place over 3 days, will try to be brief….

All began with me attending a conference in Chicago last year with the wife deciding to join me to spend the weekend and take in the sites as well as a Cubs game. As we entered the room, as all people do, we went to the windows to open the curtains and take in the view. Being a corner room we had a lot of full length windows with glimpse of the lake through one and the Hilton directly across the street through the other. Fast forward to following dinner and drinks, we head back to the room with a bottle of wine to chill before the following days Cubs game. Entering the room, we see the Hilton across the street with a lot of lights on and a lot of activity, mind you this is directly across the street which if I remember correctly is only 2 lanes. Point being, it is quite close. Read more »

The time I [M] did a rubdown on this crazy [F] chick

I was fresh out of Massage therapy school, passed the exams, had that precious license in hand. I ran the ads, waited for the money to roll in, all of the ads for the college read “work when you want, as much as you want.” So, I expected clients to call.

They didn’t, it was two full weeks before I got my first client, a chubby 50 year old housewife with a bad back. I finally built up to having three regular clients, plus a few one timers, and was working in a parts store to make enough money to eat. Part of my problem was that I didn’t want to work with men, at first I actually did but after seeing a few erections slide out from under the drapes I got turned off on them.

Of course my work was completely legitimate, the college did a good job of explaining that any nudity beyond what was “normal” or any improper touch and there would go the expensive license plus off to jail. The real world of the massage profession and the image the ads designed to get us in school were two completely different things. Needless to say, I was getting discouraged. Read more »

[MF] Romantic night with the GF

So we were on a sexy night away in a nice hotel. She went I to the bathroom to get changed into some lingerie. Lacey bra, suspender and stockings… No panties my favourite.

I get naked and on the bed while she changes, I am already hard with anticipation. Cock throbbing.

She comes out the bathroom looking as sexy as hell and slightly surprised by how hard I already am.

I stand up and walk over to her passionately kiss her pressing her against a nearby wall… What I had to do not to enter her there and then.

I escorted her to the bed laying her down in the middle. I smile at her and reach over to the bedside drawer where I have prepared a few things…

I pull out a blindfold and she knows it is me that is going to be incharge the evening. I place it over her eyes and tell her to lift her hands above her head. She obeys and she can feel the cold metal of the handcuffs I place on her. Read more »

Bungalow #14, Part 2 [MF][includes description of prior CHEATING]

Where were we? Oh, yeah, he made cum so hard while fingerfucking me I didn’t stop twitching for almost two minutes. Even when someone fucking applauded outside.

I pointed at him as I tweaked my nipple with my other hand. “The words ‘I’m not going to fuck you’ better not cross those beautiful man-lips.”

“I’m *eventually* going to fuck you,” he said. “After at least two more of those.”

I arched my back and moaned out a *no*, punctuating it with a terse, “fuck!” when the small of my back fell back to the mattress. “Then you at least need to take those fucking shorts off and let me see that goddamn Coke can you’re carrying.”

“We only carry Pepsi products at this establishment,” he said before hooking his thumbs under the waistband, yanking his black boxer-briefs to the floor.

I couldn’t suppress a laugh. I put my hands over my face and kicked my heels against the sheets. “*FUCK!* You are not real.”

While not necessarily a can of Pepsi–or any variety of Mountain Dew–he did still pack the fattest cock I’ve ever ridden. “How the fuck are you not banging three UT coeds right now in their shitty senior-year apartment complex?” Read more »

made my [F] friends bf [M] cheat on her

have a friend who is perfect in every way. She is smart, is incredibly hot and has a decent looking bf. In addition she is a ‘good’ girl who has never had a one night stand or even a short term fling. She looks down on me for being average looking and being a slut. She kept talking about how her bf was perfect.

While she was away travelling for work, I started chatting with her bf. Initially we started out quite innocent and gradually became slightly more flirty. On a friday, I asked him if he wanted to join me at a bar as I was bored. We started drinking gradually got more and more drunk. He asked me to dance and started “accidentaly” touching me. He said the bar was too expensive and asked if I wanted to go to his place. We ended up fucking all night. Apparently his gf wont suck him and is disgusted by cum. Guess who is the opposite of that. Over the weekend I asked him what his fantasies are and filled the ones which I could. Most of them were tame- blow jobs, anal, facial, swallowing. I wonder how going back to his perfect gf after fucking a slut like me will be like.

Having Fun With the Roommate [MF]

A few years back I just got out of a hard breakup with my now Ex-Girlfriend. I was more self secured and decided to back off dating for a while. Now I have not released in over two weeks so I got easily erect, but I could never bring myself to pleasure myself. Every single time I would think of my ex.

One day I woke up on the edge of dawn with a noticeably erect cock and decided to finally release myself. Now I should probably tell you about my roommate. She is a tight, firm breasted woman and has been my friend for over a year.

I started to stroke my cock which I consider above average. Most pornstars have it shorter by an inch or two from me, but sadly not many people have seen it. I was stroking my cock rhymaticly until I heard my roommate’s, Sara, alarm shrieking. I was taken back because I usually wake up thirty minutes before here but I guess I lost track of time. Read more »