Category: gonewildstories

The Vegas trip that changed my life(Long)

I want to give a decent backstory on what eventually is a pretty funny and amazing experience. This happened about 7 years ago when I was roughly 23 years old and at this point in my life I never had a girlfriend and was dead set against having a relationship. I had had sex with 5-6 girls at this point but it was terrible sex, mostly because I was inexperienced since they were all one-time hook ups. I was mostly against relationships because I had confidence and intimacy issues that stemmed from being abused as a child. The intimacy issues were a lot harder to get over and took some serious understanding but the confidence issues almost disappeared after this one crazy and hilarious experience.

So at this point of my life I had dropped out of college to pursue my passion that was poker and I became a full-time professional. I had gone to Vegas many times to play poker but rarely went out and experienced the party scene. Mostly because I would be there without friends and going out alone wasn’t appealing back then. I was visiting one of my closest friends, Stanley, and we drunkenly purchased flights to Vegas for the next weekend. Because of my previous gambling they comped us a free hotel room that would normally cost $800/night. Read more »

I had sex with my cheating ex and her ex girlfriend [NSFW]

For about a month I’ve been seeing this girl who likes to body build. Its been going great up until about 4 days ago. She drops the I’ve been cheating on you bomb on me. From the day we first got together till two days ago shes been texting, going on dates and having sex with past lovers and new lovers. I lose my mind and cut her off. This morning after ignoring her for days I finally respond. We talk and get to the point of understanding and eventually just a few notches below where we once were.

Around noon we make our way to the gym and as usual. While there we take turns spotting each other as we lift weights. While I was lifting this girl comes up, short and lean, freckles and red hair down to her back. She starts talking to my friend (Felicia the cheater) and they start to slowly distance themselves from me and start to get close to each other. Suddely the red head gets mad and is whisper yelling at Felicia. I go over to them and as I get closer the redhead walks away not before shooting me daggers. Felicia admits to me that she was one of the girls she use to sleep with behind my back. She had broken the news that she had been cheating on her as well. Read more »

My girlfriend was dared to go with underwear!

So we have been talking recently about how to spice up our sex lives and one included putting an article on craigslist asking for people to watch us have sex/swap pictures. We are both exhibitionists and love the idea of being watched. If we can turn people on while we are turned on then great.

Yesterday i told her we had a dare from a stranger online, this was to go without underwear for the day. My girlfriend being keen said of course lets do it. SO myself and her both got dressed, me with trousers and t-shirt and her just a dress. We live in China which is quite conservative so she requested we don’t go on the metro as she was wearing a summer dress and if sitting down it would be easy to see she wasn’t wearing anything underneath.

We decided to walk wherever we would go. There was a car show on down the road so thought that would be cool. When we arrived there was a comicon on next door and we saw lots of scantily dress men and women exposing skin and wearing really short skirts. We even joked at the time that my girlfriend would fit in here with her new outfit and she wasn’t even the most daring. Read more »

I [23F] never knew sex could be so good. Threesome with [F/MtF]

It’s important to preface with a little background on my physiology. I am a bit on the small side, and tend to be in good shape. That means that my vagina is very, very small and tight. That may sound… great? But for me it means that sex up til now has been scary, and painful, and bad. Not many teenage boys or young men have the experience or patience to get me ready for a dicking- instead they just go for it and I either power through with tears or force them to stop. To be frank, I thought I hated having sex, and have gone 3+ years without being intimate.

Maybe because of my awful experiences with men- but I am also attracted to girls and have had sex with ladies since I was sixteen. Usually just close friends playing around with our bodies. Thank god for vibrators- I got my first one at nineteen, and have had an orgasm every day since.

 

Last February, after staying up late drinking and talking, my transgender friend “Amanda” and I slept together. We didn’t go terribly far, but it was fun and comfortable. We decided to keep going with it, and are now dating as a couple. Read more »

My Wife’s Maid of Honor (Part 2)

Part 1 for anyone who missed it:

My Wife’s Maid of Honor from gonewildstories

The honeymoon with Amanda to Puerto Vallarta was incredible. For a solid week all we did was lay on the beach, go to the bar, and have amazing sex. Amanda had such a perfect body for the beach with her blonde hair and big tits. Every time we went to the beach and I saw her in her bikini I just wanted to go back to the room and fuck her or let her ride me. I loved watching her bounce up and down on my cock while I motorboated her tits! She was built for sex. I was really starting to feel guilty about what happened at the reception with Victoria. It all happened so fast I didn’t really have a chance to think about it until now. I told myself it was a one time thing even though deep down I knew it would be hard to say no that sexy smile. Read more »

Do I have cum on my face? (FM)

Tonight, I got a full on facial from my boyfriend. After getting lots of messages and advice from some people, I decided to try some of them out. My boyfriend loved it and I loved it, sooo thank you very much to everyone that messaged me!!

So it all started in my biyfriend’s bedroom. I went over to his house to chill and game with him. Once his parents left to go out to dinner, we knew we had some time. I went over to him at his desk and started making out with him. When I went to unzip his pants, he had already taken out his dick and was rock hard.

I was like damn dude, you’re ready aren’t you? He told me I was sexy and couldn’t wait for me to suck him off. Call me weird, but I thought that was sweet and turned me on too. I told him before I was gonna start to get a towel or something in case we make a mess. Read more »

Fantasy becomes reality. Fucking my friends 18 y/o sister.

Brief overview, my childhood friend Bryan since kindergarten has a sister Danielle who is 8 years younger then us (shes 18 were 26). I’ve watched her grow up but around the time she turned 16 she got crazy hot and has only gotten gotter since. I would be lying if I said I hadn’t fantasized about her before but the fact that she’s my best friends sister and (mainly) ger being underage I never dared to go beyond that but that all changed the week before she set off for college.

About a month ago Danielle was having a big going away party before leaving for college and of course I attended. Because of her birthday she graduated highschool before turning 18 so being that she had just turned it was also a birthday party for her as well. Nothing that night went out of the ordinary and being that we were all drinking I decided to crash at B’s place for the night on his downstairs couch. Sometime in the early morning however I was woken up from the feeling of being touched. Read more »

[f/m] My Planned Out Act of Blow Job

The guy: A 33-year-old dude who lives in Downtown Vancouver. He replied to my post in r/RAOBJ the day after I posted it. Unfortunately we weren’t able to meet up that day or any day until today.

The fantasy: Jake wanted a girl to blow him in the entryway of his apartment then leave his building with her face covered in his cum.

The buildup: We talked a lot. Even though we couldn’t meet up because of our schedules, we kept talking. We even managed a few video chats on Skype. So no, I didn’t just walk into some guys house and blow him. I actually felt really comfortable with him after a month of banter and a week of planning to meet up.

Today: His place was just a short train ride and walk from where I work. After I clocked out, I quickly cleaned up and headed to his. The entire time I kept wondering if I was actually going to take two steps into this guy’s apartment and suck him off. It seemed like a good way to wind up dead in a ditch. That kind of freaked me out so I texted my best friend and told her I was doing something slutty and sent her a screenshot of his info just in case I did turn up dead in a ditch. Read more »

Hot Tinder Hook-up leads to 3 days of sex (MF) (kinky/light BDSM at the end)

I travel a lot for work, which at the encouragement of coworker led me to make a tinder profile. He had said that 1 out of every 5 trips we take, he ends up getting some, and 20% is better than zero.

I matched with this girl in LA, the city that I live in but only spend a week or so in each month. We’ll call her E, she is pretty close to my type all around, she has a very pretty face, long brunette hair, big DDs, a curvy body that isn’t quite thick but isn’t average either, and good sized booty that attaches to fairly lean, muscular legs. She stands about 5’6″ and is a year younger than me at 25, she is Filipino and has a beautiful skin color, I can’t describe the color, a perfect mix of Latina and Asian.

I’m 6 foot, 170lbs, average build, and pretty lean. I spend a lot of time either swimming laps or in the hotel gym because I see how this job led many coworkers to gain a lot of weight (hard to maintain a gym schedule, lots of airport and hotel food). I guess I’m about average handsome, maybe kind of a but-his-face but I don’t really know how to judge myself through a woman’s eyes. Read more »

My first consentual m/m experience

A friend and I used to go to a lot of punk shows together, one night we were at pearl st night club and walked in on a couple guys hooking up in a stall in the bathroom… we kind of just took off and let them do their thing, but after the show we went back to my friends place (his parents were out of town) and he was acting a little strange… he wouldn’t look at me and out of no where he kind of blurted out the question “have you ever thought about trying guys?”

I told him that although I had a bad experience as a child I had in fact thought about trying to suck dick from time to time. And he told me that of I ever wanted to try, he was game to try as well.

It took a little while but I got up the courage to get off the couch and get on my knees in front of him…. but I did. And he looked down and said “if you are sure you want to do this pull down my shorts” And I did… Read more »