Category: gonewildstories

[M] Story of my first time. Have told only a few people, I think it will feel good to tell this story. After typing all this out, I realize I still love this girl.

I am 32 years old now but was 18 when I had sex for the first time. This story means a lot to me and I don't make a habit of telling everyone all about my sex life. I think it will feel good to tell this story 14 or 15 years later.

I was raised in a conservative home and started to have doubts about a lot of things in high school. So the summer after I graduated I rented a cabin in the Adirondacks to be alone, to hike and to see if I could figure some things out. I had met a girl in the previous year while on a retreat and had exchanged info so I figured I would take a weekend trip to see her now that I was on my own. Now, being a good Christian boy for so long, I didn't know what to expect. I hoped that maybe we would make out or, if I was really honest with myself, that sex would finally happen. I show up for a party at her house – her parents were out of town – and she turns out to be a total B. She ended up with another guy and only said a few words to me the entire night. Read more »

[M]y dad’s best [f]riend takes my virginity and teaches me everything I know about sex (Part 2).

NOTE: Most of the things I have here are pretty much just things I'm taking straight out of that old diary I have here – I don't remember everything I was feeling or everything I was thinking, especially since this was a little bit over a year ago. :) (I'm still laughing at myself though HAHAH I was embarrassing)

I didn't talk to Mel for three days after he took my virginity, and for multiple reasons:

1) What the fuck was I thinking? I had every right to say no and not open that door and not even respond to anything he was doing. I had every right to scream, to shout, and to fight back – but I didn't. (I'd honestly written #regret. I know, I'm embarrassing).

2) He was my dad's best friend. Holy shit, he was my dad's best friend and I'd done it with him and my dad would kill us both if he found out.

3) I didn't know if he had any STDs and if he'd given me one I would have fucking died of embarrassment. Read more »

(F)irst Summer Internship part 3 long (FM, FF)

As people started to leave the office I gathered my things and went over to Shawns office where he told me to meet him. I went over casually since we were still keeping it a secret. "Hey Shawn" I said as I closed the door to his office.

He came over and immediately gave me a passionate kiss. He broke off and said "Im glad you came, I have something to give you but its in my car. Can we go to your place since you are closer"?

"Of course Ill be in my car, ill wait for you to pull yours around and you can follow me back" I explained.

I walked to my car and got in waiting for him to pull up behind me. People were still leaving the office so we were careful about making things to obvious. I left the parking lot first and he followed behind me a few cars back. We made it to my apartment and he walked me up to my room. When we got in we could hear moaning coming from Kaylins room. That only made Shawn even more in the mood as he proceeded to grab my ass and pull me close to him. Read more »

[M]y first time around all the bases experience but no home run with two [F]

TLDR I sneak into a girls bedroom with her best friend spending the night. Young teenage virgins act like virgins do and learn by trying. Boy fails to perform with one girl. Pass out. Wake up to her fathers voice. Hide under bed for a year, escape with life when they leave for breakfast.

I was 17, lived in Florida, played hockey and was in decent shape. I was messaging with two girls (both 16) who were best friends. We chatted in AOL chat rooms and IMs. They lived in my area (Pinellas). We sent pictures back and forth for a while. Nope, I wasn't one of the first dickpic'rs. I though I was small lol. Both had a crush on me, or at least I thought. We always talked about racy shit, and then it always ended up to be about sex. 1 Brunette, 1 Blonde. They would always pester me to sneak in to the brunettes house on a friday or saturday night to "practice" the fake game I spit them. I had no idea what I was talking about. I was a chicken shit virgin talking behind a computer. I always turned them down with one excuse or another. But one day, I don't know, maybe I got fed up with filling socks. Or maybe I ran out of socks finally. My mom was always so pissed about how I lost so many damn socks. I don't remember why… But I said I would. Read more »

Good kar[m]a leads to [f]ucking a hot nurse – Part 2

Despite her natural tendencies, Katherine did everything within her power to stay quiet and keep from moaning, screaming, and writhing around…

I frequently wonder how I wound up with a sugary-sweet woman who was also an absolute slut. You may recall from my last story that I managed to parlay an act of good karma into a spontaneous and incredibly hot fuck in a hospital classroom with a nurse named Katherine. We subsequently had our first date and several others until some point at which we decided that we would try out the couple thing. Before our first date, we had already crossed off the list the MAJOR thing that couples do. We decided to start crossing some smaller items off the list. One of these items included the dreaded first shopping date together. She was going to attend a family wedding on her side and she "needed" a new dress. Read more »

[M]e pleasing my G[F]

My gf and I have been going out for a few years, and she's always had a stronger sex drive compared to me. Don't get me wrong, I love her and I love sex, but sometimes it takes certain things to get me riled up. She knows this and tries to get me going. She's so cute trying to do it like she doesn't want me to know what she's doing. A subtle touch against my crotch as we're watching TV or pressing her ass against me. It's pretty obvious and I pretend not to notice, seeing her so frustrated when I don't start reciprocating really turns me on.

Yesterday, she was doing her usual while we were watching TV and I can tell she was getting a little frustrated. Knowing full well, that I love her booty she takes hold of my hand and leads it under her shorts to her big round booty, she was wearing a thong. She wanted me to touch it. I oblige and rub her soft ass with my hands, giving it a squeeze. I knew she liked it, given her appreciate moan. I move my hand to the front and start rubbing her from the front, I could feel her underwear was wet. She moans as I press my growing erection against her. I remove my hand and get up, a little look of disappointment on her face, even though she knows what's coming. I help her take off her shorts, leaving her thong on (her thong was a bold purple but made of a lacey looking material). Read more »

[MFMF] [swap][drugs] Couples have a kids free weekend adventure – Part 2

I was asked to write the rest of my first story, it took me awhile to finish it but here it is. I typically do not like to do Part 1/2/etc, but I was asked so I delivered. https://www.reddit.com/r/gonewildstories/comments/3egv65/mfmf_couples_have_a_kids_free_weekend_adventure/

As I laid in bed slightly pretending to still be asleep I leaned over to Shannon to see her eyes were affixed on the kissing between Daniel and Nora, she seemed to be reminiscing about her enjoyable moments the night prior. Their kissing ended shortly after and we all got ready for some breakfast. The conversation was somewhat awkward at first with no one talking, but that appeared to just be the hangovers wearing off as the day progressed so did the conversation. We decided after breakfast to rent a boat and go snorkelling around the small sand banks that form off the coast and enjoy a picnic out on the boat. Daniel helped me anchor the boat while the girls got all the snorkelling gear out and setup our beverages and snacks. Shannon and I swam off towards the beach and Nora and Daniel stayed around the boat. When we reached the shore Shannon and I walked around looking at shells and collecting random objects. Read more »

Whored out for tuition money [fm]

This happened last week and I didn't know if I wanted to post it. I forgot to do my fafsa corrections so my student loans didn't process. If my tuition wasn't paid by last Friday, my classes were dropped. I'm also unemployed with no real money. I called up my "sugar daddy" and explained to him everything. He knew I like groups and humiliation play and he went with it. I got used.

One night last week, I drove to the hotel he was staying at. I was told to walk in the lobby in only a teddy and panties with heels. I did as was told. Took the elevator to his room and he had the door slightly open. I went into the room that only had a light on in the corner and was blind folded and pushed onto the bed face down. He told me to relax. Then my panties come down and my butt hole is being rimmed, I moan to let him know I'm ok with it. He stops. Someone got on the bed and turned me over and put their dick in my mouth. After he was done, someone else but this guy was really long, I gagged. Read more »

She walked in while I was masturbating…

A little backstory – we met Faye through my girlfriend's work. She was the one who introduced us to open relationships, which we happily adopted, but then she broke up with her boyfriend. Faye moved away for a bit, but every so often would come back and have crazy sex with my girlfriend and I. We would also each fuck Faye individually in our own special ways. When Faye moved back to town, she stayed with us for two weeks. That is when this short story takes place.

I was lying back on the bed in our living room, to which the front door opens, knowing that there was a chance Faye would walk in. I think she was on a date or something with this virgin-y sort of guy. She would usually go fuck him, and then come home to us for her real satisfaction. On this particular night, I had my Fleshlight going, and I was jerking it to some kinky BDSM porn with Veronica Avluv. I was completely naked (except for the Fleshlight on my cock). Read more »

Round two in the Rockies

So after my first night I wake up in her bed. Were both naked so I decided to rub her back. She chirped and quickly woke up. We started kissing again and I got on top of her. We fuck properly. This goes on for about ten minutes and I finally cum inside her.

Soon after she and I are taking a shower and discussing the plan of the day. We decided to head over to Golden and check out Lookout Mountain. I wanted to mention this part because it was the closest I've ever been to space on Earth. And that bowl of hydro really helped put things in perspective-Normally I don't smoke but when in Rome ya know?

She tells me about a little hidden spot on another mountain that her college friends used to hang out and party in total seclusion. My brain immediately gave way to my dick and simply asked her to "Lead the Way."

We drive for another twenty minutes to another mountain range. She parks her car in a small clearing and loads another bowl. We smoke and soaked in the view. She plugs her phone in to the car speakers and starts playing "In the Hall of the Mountain King" by Grieg. Read more »