Summer Fun with [M]y Best [F]riend Part 3

Part [ONE](https://redd.it/632ocb)
Part [TWO](https://redd.it/63bjfk)

(This segment was originally going to be one post, but the scale of it kind of got away from me, so bear with me. I felt that this stuff was relevant to the feeling of the overall experience and that is why I decided to keep it. This is a bit of a bridge to what will actually be the final sexy part, so there is a TL:DR at the bottom if you want to be a dirty rotten cheater. But seriously, I get it.)

The next few nights were a full on romps. We would play the same games, staying up to chat with my parents and then messing around once they’d gone to bed. We’d even take turns pretending that we weren’t going to mess around that night. Some nights I would play video games and do my best to ignore her while she toyed with me, doing her best to distract me with little kisses and strokes and the periodic blowjob. Other nights she would sit in my lap reading a book and I would lightly fondle her while she pretended to protest. Dumb games.

I was the lucky winner in her very slutty game [MF] [Public] [Long?] xpost SSC

I was hanging out with my friend who went to college in DC and we went to an apartment party. Everybody played drinking games and smoked and eventually it was winding down and everybody was in the lobby debating about getting late night food. I’m just waiting for other people to decide since I was a visitor, when a girl who had not been at our party walks up to me.

Her “Hi can I ask you something” Me: “Ok…” Her: “come over here”

She was probably 5’7 with brown hair kind of medium length. She had nice wide eyes that were kind of bordering on crazy eyes. Wearing a loose medium length dress it was hard to tell but she seemed to have an average not skinny not fat regular body, with big boobs and her nipples showed she had no bra. 110% fuckable and I had no luck with girls at the party so I followed her a couple steps away from the crowd.

Her: “Sooo, I’m doing this contest game with my friends and I have to give a blowjob in Kogan to a random. Are you interested?”

A Birthday present I really didn’t expect [MF]

So I never expected anything else worth writting about would happen to me again after my annonymous motel fuck… I was sooo wrong…

This all started on March 10th at my Birthday party but the day before my actual birthday. I turned the big 3-0. One tradition among my friends is for your 30th you have to do an “on the spot”… this means you sit in a chair and everyone gets to ask you a question you cannot not answer “truthfully”.

Well after my birthday dinner of course I was plonked down on a chair and the names went in a hat. Everyone’s name goes in plus 2 that say follow-up… if that gets picked the previous person gets to ask another question. The subject is liquored up a bit before hand of course…

So the first couple questions immediately go to sex…

“How old were you for first time?”

“16”

“Ever been in a threesome?”

“Yes”

“Who in this room have you had sex with?”

“Carol” (A friend who Id known since highschool… and dated for 2 years)

High Speed Highway [M]asturbation [public]

I felt pretty exposed posting my last story about [getting a BJ in public showers](https://www.reddit.com/r/gonewildstories/comments/636oyh/a_show_and_a_bj_in_a_public_shower_mm/), but everyone was kind about it and I got some sexy PMs (if you like this tell me, or better yet, show me, it gets me hot!) so what the hell, time to gets something else off my chest.

On several occasions I’ve made myself cum while driving down the highway. And I’ll do it again when I get the chance.

Now I happen to know that there are guys out there that do this all the time… But most people wouldn’t dare. For safety reasons of course, but also… Well… The world is fucking prudish. All of my friends and family would call doing something like that “indecent”.

But god damn it, I think it’s the hottest thing ever and feels amazing.

Here’s how it started:

I’d lost my job due to downsizing and was working for one of those temp labor agencies, sent to a different factory or work site every day to do odd jobs that paid minimum wage plus a few bucks for hazard pay. It sucked. It was only a couple of months before I managed to climb back into a career I felt good about, but during those months I’d be driving out to some work site and thinking: is this really my life? Is this what it’s come down to?

Yes Sir [MF][FF][MFF][Mdom][anal][oral][bd][long]

I’m an automation expert. I tell people I work on big expensive machines that make stuff. I get to travel to interesting places sometimes but mostly I wind up in little armpit towns. It’s good work though, it pays well and I get to be my own boss. I have a standing order to run a six month overhaul at a plant a couple hours away. This place is a real shithole and I hate coming here. There’s only one fleabag motel in town which is the only place to stay while i’m there. I keep thinking about dropping this client but the last time I went there was this girl. She works the desk at the motel. She’s probably 19 or 20 years old. She’s got long frizzy dirty-dishwater blonde hair that she lets fall across her face to hide her pale blue eyes. Her face is pimply but pretty. She’s the kind of girl you’d probably forget five minutes later if you didn’t look beyond her plain looks and dull demeanor. I have a day off and I hang out in the lobby and talk to her to kill time because there’s nothing else to do. She’s had a rough life. Her dad died when she was a baby in a motorcycle accident. Her mom is in and out of jail or rehab. She lives with her aunt and uncle who treat her like shit. She isn’t particularly pretty or smart or interesting. She has a way about her though. I can’t explain it and I can’t get her out of my head. Her name is Claire.

A show and a BJ in a public shower [MM]

This was when I was still living at home. My mother, little sister and I went to the YMCA pool to do some swimming. There wasn’t really anybody else there and I got bored after doing a few laps, so I decided I’d just get out and read a book while the two of them played in the water for the next hour or so. Ah for lazy Saturdays…

Anyway I’m in the shower room – it was an open shower area with separate stalls on the side. Not sure why they had both, maybe it was a retrofit on the old building or something. Anyway nobody was around so I decided screw it, I’d use the main area. Got to work washing the chlorine out of my hair.

That’s when a big guy came in. I guess he’d been in the gym area. When I say “big guy” I mean he had a big gut and was a bit older than I was, say 40s or something. I didn’t pay much attention but after a minute I kept catching him looking at me and then quickly looking away.

Giving my first Bj! [MM] -Long

So this is really cool for me I am answering a request that a redditor had to hear about giving my first blow job. Hope this doesn’t disappoint! I’m thirty now so this would be thirteen years ago.
I had been living in a rural southern area that I had just moved to as I was still living with my mom so I ended up wherever she went. Where I was from was a major American city and now I lived outside the city limits of a city with a population below two thousand. I didn’t know many people and I was recently introduced to yahoo messenger and chat as well as computers overall. I was a fast and eager learner. In chat and through yahoo messenger I made several interesting friends as well as met many crazies.
One night I received a message from an unknown name. He was being very forward and saying things I thought to be a joke. About maybe I should try guys because they are less drama. He referenced a line in my profile where I put something about women only being with you until they can upgrade. Yeah…sorry about that I was being an emo kid after a very recent break up. I tend to handle things more adult now. So still thinking some friend I actually knew was fucking with me I said “This must be Richard”. He said “Does Richard get to fuck you”. I was a bit surprised.
Through more messages he proved he wasn’t just fucking with me. He found me in the yahoo date base liked my profile and lived near me. Wow! At first I thought more a long the lines of creeper but after a couple weeks of normal messages and discussions I had a change of mind. He was laid back and open about his intentions but never pressuring. I would ask and he would answer. Most answers had my teenage cock leaking precum begging to explode. Some answers I’d think about all day making my cock hard through out school and work until I could get home to talk to him about it and of course jerk off thinking about it.
At this age in my life I was a cum fountain. I was always horny and always jerking off. I had curious thoughts but I hadn’t dont much with either sex. Still a virgin I had only received a few blow jobs and fingered a few girls. When it came to guys I was only interested in the dick. Not romance or kissing. That to this day turns me off but a nice looking cock will make me beg. The guys in porn always had great looking cocks. Bigger than mine which I know now is average but also sexy the way they trimmed or shaved. As an adult I understand what’s real and normal but before seeing another I thought most looked like porn dicks and I was lacking.
He would message me and really fuel these thoughts in my head. He offered me head if I ever wanted it. That was how we found out I was more submissive. I told him when I thought about head with him I was the one giving. He loved this. He would toy with me. I’d message him and he’d say “so think about sucking any cock today” jokingly. It helped put me at ease with the negative feelings that you get from society about wanting to suck cock and still being a man. I would answer honestly If I had or hadn’t. Then he’d tease about who’s cock. A friends or strangers. I lied. If I had told him the truth he would know it was always his!!
Even after watching a porn where the guy had a nice one if I wasn’t thinking of fucking the girl then I’d be imagining the taste and feel of his cock. I knew I wanted it but wasn’t sure how I’d feel. Would I be gay? I never thought so because boobs. A woman’s body, feel and touch forever hold the majority house in my sexuality republic. Still everyone knows sucking a dick makes you gay. At least at that age they did.
He helped me come to terms and understand it wasn’t gay or weird. He was mostly straight with an ex wife and kids but loved to play with guys. After a month or more of knowing him I told him that when I imagine a cock sliding past my lips it’s his. He laughed and said “good, ready to meet me?” I wasn’t but I wanted to bad. I said so and he said still no rush no worries. That laid back and no pressure attitude sealed the deal.
I knew I was going to do it but wasn’t too sure how I would go about it. I was messaging him one night after work and he mentioned this girl he was fucking and sent a picture then told me all the details. I was rubbing my cock through my shorts. She was sexy as hell. Then he sent another one and my jaw dropped. She was sucking him and his cock was fantastic. Until now I realized iv given you no details of him. He was thirty eight years old white and handsome. He was a little chubby with thick brown hair and a sexy beard. He was in the medical profession because I saw a pic of him in scrubs at a hospital. Never asked exactly what he did. Also I had just found out his cock was great. A little longer than average but had a upwards curve and a thick head. She had her lips wrapped around that head and I was straining my boxers horny with jealousy.

Monrovia – Darling child vampire asexual girl who I loved for a night [MF] (funny and tender)

I miss being up there. I used to date a woman there, her name was Tori. She was a vampire, sort of. I met her at a bar in Long Beach called Que Sera that was hosting their monthly goth night. She was a year younger than me and was a bit shy but her and I still danced at a few points. She wore cat ears, and this gigantic black dress with a petticoat under it. I fell in love with her that night.

We exchanged phone numbers and I vowed to come visit her up in Monrovia (right next to Pasadena) as soon as possible.

A week later we set up a meet time and I drove up to pick her up from her massive, empty house. She was a photographer, or at least she wanted to be. Darling child looked just like Anne Frank. We went for a hike up to the Monrovia waterfall but she had trouble due to her huge dress. I held her hand as we walked up the hill and eventually we reached there.

We sat next to each other on a rock.

[MF][Cheating] Destroying my engagement with Molly

Hello again GWS! All of the positive feedback I got after submitting for the first time here last week has me all excited to share again. I don’t have a *ton* of sexcapades that are actually worth sharing, but I have been around the block a few times and would love to share as many as possible! It was kind of a toss-up whether I share what happened when I ran [into Staci](https://www.reddit.com/r/gonewildstories/comments/602lrg/mf_staci_gave_me_the_best_going_away_present) again, or a story about how I was an idiot in my early twenties, cheated on my fiancé with a stripper, and ruined my engagement. A change of pace is always good, so I’m gonna roll with the stripper story this time around. This happened many years ago, and it’s *still* difficult not to beat myself up over how much of an idiot I was when I think back on it. Oh, and apologies if the build-up to actual sexy time is too long here…I kind of can’t help how I write these.
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**Relevant Background**

[MF]Another Epic Night With my Cougar Girlfriend [public]

So for those of you who have not been following my adventures, I’m a 21 year old fitness trainer who is dating a 47 year old MILF who for our purposes, I’ll call “Jessica”. You would never know that Jessica is 47. A combination of good beauty and workout routines along with a great plastic surgeon has given her perfect skin and a stunning body, especially when it comes to her legs and ass. Just thinking about that booty is giving me a raging hardon as I write this.

Jessica has 2 kids, a 12 year old girl and a 15 year old boy. She owns a high end women’s clothing store which has been very successful. I throw that in there because there is something about a woman who knows how to make bank that’s damn sexy to me! Her ex husband walked out on her a year ago, six months later we started dating and some combination of the divorce and hooking up with a much younger man has awakened a sexual beast in her that didn’t exist before. Here are some of our previous adventures to give you an idea of the sexual gold mine my 21 year old ass has stumbled upon: