Category: gonewildstories

I [M] Enjoy Sex with Friend’s GF’s [MF]

I’m not your typical “bull” that’s 6’4 and built like a brick shithouse swinging a 10inch dong. I’m 5’9 and 6 inches on a good day. I have always been confident, well liked, and a central part of a desirable social circle that has afforded me the opportunities I’ll share with you if people are interested. For this post, I’ll start with my friend and hands down hottest and smartest girl I’ve ever banged, Claire, and our reunion after we cut things off. Please note I am not a good writer so this wont go in graphic detail and I’m not some sex god that’s giving these mindblowing orgasms by just whispering in their ear.

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Claire is a strawberry blonde knockout with a killer smile, smallish chest, and excellent butt. In high school she was extremely nerdy goth/alt girl but later blossomed into the sorority smokeshow she was when I met her in college. Since I had money, I always had a nice apartment near the bars so my place was the pre-game and late night spot. For a year or two we were just friends, she was genuinely fun to have around and would bring hot friends who my friends and I would bang so I was content with our dynamic. She was seeing a guy she really liked for a few weeks but he was dragging his feet on asking her to be his girlfriend. Read more »

[MF] I feel like a smooth criminal…

In my previous post, Candice and I have established a rhythm here: [https://www.reddit.com/r/gonewildstories/comments/madk81/fm_the_amp_owner/](https://www.reddit.com/r/gonewildstories/comments/madk81/fm_the_amp_owner/)

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“Hi I’m Annie” – this is the first time I’ve met her. “I just bought the business from Candice. Candice told me I should be expecting you.”

Annie was a little older than Candice, a little shorter, a little stockier, and a much stronger. Her forearms were thick, and she was well built. “What would you like?”

“Well I come here because Candice gives a great massage. I’m hoping for the same.”

“Ok, no problem.”

When you’re a regular at a place, you just feel comfortable there. I realized in that moment this was probably one of the few times I would feel more comfortable than her. At that moment, I had probably spent more time in the parlor than she had.

I get naked, and lie face down on the massage table. The lights are dim, and I notice that the music’s changed – good ol’ Kenny G has just set the mood. I’m dying of laughter inside. Read more »

[group] M/36 I’m a down low in the closet Thug with face tattoos. I chase girls but little do they know I suck cock and dress as a sissy behind closed doors. This is my full sexual confession. (Pics on profile)

My Sexual Confession

Here’s my confession I need to get it off my chest..

I’ve been sucking dick since I was a teen. My old best friend (Danny) and his younger brother used to suck each other. Danny had a big ass dick way bigger than mine even now lol.

I fucked and sucked my first transsexual at 18 years old. I was a professional tranny hunter In my 20s and I’ve been with over 200 trannys I always thought I would never Fuck A cross dresser but eventually that’s The majority of who I fuck now mostly cuz their way easier to find now days on grindr.

I first start dressing in women’s clothes and women’s lingerie in teens… I first started wearing my mom g strings and lingerie. I first hooked up with a guy wearing my moms lengerie around 21. He said he was 18 but looked a lot younger.. lol he ate my ass and couldn’t get hard I remember. He Suck my sissy little dick and I came in his mouth in like 2 mins because I was so turned on dressed as a full sissy and Fully shaved. Read more »

My sister and I pick up two guys while on a girls trip. [MF] [MF]

I’m married but when I’m out of town with my sister I can get a little wild. My favorite experience was two summers ago when I was on a girls trip in another country with my mom and sister. We were out at a bar when we met a guy and his roommate. We hit things off pretty good and started doing shots with the guys. Eventually our mom got tired and hopped in a taxi back to the hotel. Things were getting progressively more flirty and it was about one in the morning when my sister was begging for me to go back to their place with her. So I did what any good sister would and hopped in a taxi with my sister and the guys and went back to their place.

Before I get to the fun part, a description of everyone involved: Eric was just over 6 feet tall with brown eyes, brown hair and a very chiseled jaw. He was quite fit as well. Dylan, his roommate, was a little shorter (around 5’10”) but was in killer shape and was unbelievably good looking. He had bright blue eyes and longer blonde hair. My sister, Kelsey, is brunette and about 5’4” with curvy hips and a round ass. She has soft lips, brown eyes and a great smile. I am just under 6 feet tall with brown hair, brown eyes and a nice booty. My boobs are average size at 34C. Read more »

The Boss’s Son [MF]

Last summer, I (F19) joined a 6 day party group with my friends. It was a group with fifty to sixty people around the ages of 18-25 and I found that as a great opportunity to meet new people. One of these people was a good-looking guy, around 25, very muscular with gorgeous green eyes and dark brown hair. Let’s call him Steph.

We were all staying at the same five-star hotel and during the mornings, I used to hang around by the pool or work out in the gym. It was fairly common seeing him around, especially during breakfast.

One day, I was at the beach next to which the hotel was built, chilling in the water all by myself. Literally, no one was there. That was until I see Steph, coming down the hotel stairs to the sea. I was surprised seeing him all alone, since he was a very popular guy surrounded by friends 24/7. He comes inside the water and swims towards me. I was laying in one of those plastic, floating matts by the way. I made room for him to sit and started conversation. I then noticed his dick poking hard through his swim wear. Read more »

[F]un at mall

Old story but I want to share

I went to Macy’s to see what they would have and I noticed that they had a sale on panties and lingerie and so I checked them out and saw some, I noticed a guy was alone in this aisle and was thinking maybe he was buying a gift but I think he was going to just check out some panties. I like being a tease by asking if certain panties would look sexy on me or if they would fit my ass, I started looking for some cute panties like some naughty ones like boy shorts or thongs. I asked him if he needed help choosing some for a gift and he got kind of shy and walked away, I approached him again and said sorry just was going to ask if you think these panties are sexy and he said yea I think your boyfriend would like them and I laughed and said I’m single just wanting to get some new panties for some fun times. He was more shy and said yes then walked away, I was hoping I could get him to use me but he wasn’t interested. Read more »

How I [M] Lost My Virginity To My [F]riend

Hey! It’s been a while since I’ve posted a story, so I thought I’d pull this from when I first started having sex. With the first girl I ever had sex with.

I’d known this girl since middle school when I was dating this bitch who cheated on me and she passed me a note in class.

*”Hey… so I saw (my girlfriend at the time) kissing (some fuck) yesterday…”*

Honestly, I’d expected this because of how much a cunt she was anyway, but I didn’t believe it. This though started a friendship between, we’ll call her, DeeDee and myself. It was simple middle friend/crush stuff, passing notes in class, and me teasing her when I passed by her. Then one summer she told me, she had a crush on me, and I celebrated that fact.

Nothing happened between us, through middle school or high school. Read more »

Her Birthday [MF]

This past weekend was my wife’s birthday. I made arrangements for a sitter and booked us a hotel in Boston. The plan was to have a fancy dinner with her dressed as slutty as possible. As you already know I love showing of her gigantic tits and plump ass in public.

I had requested a room facing the city (and other buildings) with lots of windows. She loves getting fucked in front of the window so this would really get her off.

We arrive at the hotel already tipsy and get checked in, corner room three huge windows with sills at the perfect level for fucking. I have been craving her all day and couldn’t wait to get my hands on her. I excuse myself to use the restroom. I hear things unzipping in the next room. I round the corner to see her sitting up on the window sill with her sleek black bra on and nothing else. Her hand already playing with her soaked pussy and her big tits spilling out of the bra. Read more »

A Touch of Disney [MF]

**A Touch of Disney**

Me and my boyfriend were able to get tickets to Disneyland’s (California Adventure) special event, a Touch of Disney. I was super hyped to go, we got a hotel and everything. We drove there on Saturday and our tickets were for Sunday. Yesterday was a blast. The food was good, and the booze was even better.

Anyways, I disneybounded like my favorite princess, Elsa, think a blue and white dress, and we spent the day enjoying ourselves around California Adventure. Taking photos, relaxing, and getting buzzed. When I get buzzed, I also get horny so I told my boyfriend I wanted to play. He laughed and thought I was talking about going back to the hotel. I swiftly corrected him by giving his crotch a subtle squeeze. I whispered into his ear about all the men who couldn’t keep their eyes off of my body. The dress showed all of my curves and was cut just long enough to tease the minds of others of a glimpse of my panties just a few inches out of reach. That got him going and we excused ourselves to a restroom area. Using an excuse that I drank a bit too much to a cast member they directed us to a family/companion restroom in Buena Vista Street. One of those ones with a locking door designed. We made our way in and locked the door behind us. Read more »

[MF] I, 55M, fucked a 32 year old single mom coworker

She was 20 years younger than me, it happened a couple of times. She had lost her fiance to a tragedy a couple of years prior and was still recovering from that loss. We started off casually talking at work and then through text. The texts became more and more personal in nature as was my plan…. my intent was to seduce her and be her first cock in 2 years.

We planned on meeting at her house one evening that I was working late, she had arranged to have her 3 kids watched by her mother. I arrive at her house, she’s clearly a little nervous. We walk up the stairs of her small home to her bedroom where she puts on her Spotify Playlist. I walk up behind her and turn her around where we start making out. Next thing you know I’ve got her naked from the waist down and on her bed where I proceed to eat the fuck out of this much younger pussy. Read more »