Category: gonewildstories

The [MM]orning after with [M]yself and [M]y Roommate Dermot

To best enjoy this story, I strongly advise to check out [myself and Dermots MMF](https://www.reddit.com/r/gonewildstories/comments/kh3xc7/an_opportunistic_mmf_with_my_roommate_me_and_the) with his friend Katie and our subsequent night of passion on our own. The night on our own is a direct pre-cursor to this story which picks up from me waking up the morning after. We had been out for with a few friends and were walking home alone when we started remeniscing about our MMF. We both got horny talking about it and I sucked the cum out of Dermots cock on the laneway next to the church. When we got home Dermot massaged me, sucked me and fucked me. We fell asleep after this, both naked, both in Dermots bed.

The following morning I woke in a groggy daze. Once my eyes focussed, I was confused. I wasn’t in my own room. I always slept naked, so nothing unusual there, but then I felt it, a little pulse in my anus. I suddenly remembered that Dermot had fucked me with his massive cock last night. I suddenly remembered how slow and gentle he was. I suddenly remembered the blowjob in the alley, the massage, his blowjob and fingering of my ass, his ass-fucking of me. It all came back as I touched my fingers on my hole. It was electric and my flaccid cock began to thicken and harden. I let it do so without touching before rolling on to my back and wrapping my hand around it. It was then I felt the urge to pee. Read more »

[FM] Cum glazed cake

I made chocolate cake today and asked my fiancée for a slice, he warmed it in the microwave and brought it to be. Now as we sit watching a movie, I’m enjoying my cake he pulls out a rock hard, throbbing cock and asked for a handjob while I ate, why not?, as I’m struggling to eat and give a handjob, he says “I’m gonna cum” grabs my cake and cums all over it ? I then took a huge mouthful of my cum covered cake, mmmmmm yummmmm. My chocolate man shoots ropes on my chocolate cake??. DEATH BY CHOCOLATE ? ?

A Family Christmas – Masturbating [F] While My Sleeping Brother [M] Spoons Me

It has been three years since I last seen my brother and accidentally allowed him to see a embarrassing and graphic set of my nudes. They had been taken right before my vacation and I handed him my phone so he could scroll through and see my vacation photos. He took ages to go through them, but I didn’t know why until weeks later when I rediscovered the images in my gallery. It was mortifying. I was certain he had seen the photos. What’s worse is he may have taken the time to send the photos to himself then delete the evidence before handing back the phone. That hadn’t occurred to me until literally years later when I posted the story on reddit. Thanks redditors for your insights.

My feelings on this have changed dramatically from mortified, to denial that he ever seen anything, to certainty that he seen and curiosity. If he seen why did he never say anything? Did he think it was weird and that’s why he never reached out to catch up after all the years? Finally, again because of reddit, I had been forced to wonder whether he masturbates to the memory. At first the thought really weirded me out, but it had festered in my head so long and I realised that I wanted to know if he liked them. It’s sick, but I wanted his approval. Read more »

[FM] I got my gf to watch porn with me!

She acts very conservative in bed so this is a really big deal.

I was joking around about putting it on and she was acting like she had no interest but as soon as we started watching it, I felt her pussy and she was soaked! I ended up pounding her out for the whole porno and I couldn’t even cum cause I was so turned on. She felt extra tight and she was sooo wet.

Anyway, this is more just a rant cause I’m so excited and turned on just thinking about what happened. I can’t wait to watch more with her. I’m starting to realize that even though she acts very uptight, she’s actually really open to any of my suggestions.

Excited to see how this develops!

[MF] I (m41) fucked my colleague (f24) while she struggled hard

TL;DR: I fucked my colleague in my car after she’d teased me to the point of not taking no for an answer…

I work with a woman I’m very attracted to. She’s probably the hottest woman I’ve ever seen with my own eyes and I’ve wanted to fuck her since the second I saw her. She’s very petite and that’s something that really does it for me, I just love how tiny she feels in my hands… We spend a lot of time in a car together and during that time we’ve got close and talked a lot about our fantasies and kinks. I’m dominant and she’s submissive, and we both get off on CNC and power struggles.

One evening, we were driving back to our office late and we stopped for food. We ate in the car, and we were flirting as we often do. I touched her thighs, feeling the smooth tights under my fingertips. She moved my hand away. I put it back there again, higher this time, pushing her thighs apart as I did. She clamped her legs shut. Read more »

My [F]27 Office affair with Colleague [M] 29 led to marriage

I work at a IT firm since 3 years. i had huge crush on one of my co worker but i never confessed to him about it. we got along great, had many common interests, i got into relationships with someone else as i thought the coworker guy never had interest in me more than friends!

there was an office event and we had to go on client site for training stuff, we were staying at hotel outside of the city. one night we were working late in his room and decided to watch “IT” movie. i was terrified to see the movie so i sat close to him(also using the opportunity to get close to him) after we finished the movie, i was still terrified to sleep alone in my room, so he suggested its okay if i sleep with him, sharing bed. again i took advantage of situation and we ended up cuddling whole night.
he made me relax by caressing my body softly. nothing we did that night was sexual. next day we repeated the same. all this closness brought back my feelings towards him and i lost my control! on the last day i asked him to kiss me, and we made out a little, but he stopped right away thinking about my relationship. Read more »

[FM] First time cheating…

Throwaway account and have to point out this happened a couple of years ago when I was 20(f) with a co-worker who we’ll call Joe 25(m). Now I must point out that I’m not proud of this story, but this is something that I’ve been thinking about recently. I won’t lie to you, I did enjoy it.

For context, me and Joe frequently worked close shift at a train station sandwich shop. Joe was a nice guy, unconventionally attractive, a bit of a loner, stoner just an ‘interesting’ guy with a good taste in music and someone who was fun to have a conversation with. Me, I was a recent graduate just trying to earn a bit of money before I moved out to be with my long term partner.

Now, I really want to highlight the absolute spontaneity of this event, I didn’t fancy joe.. as I say he was a nice guy who I enjoyed being with. He may have flirted occasionally, but I never really chalked it down to more than friendly banter. Read more »

Getting to live out my fantasy to double penetrate (DP) an absolutely amazing fit dirty blonde. [MFM]

I’ll try to keep this as short and concise as possible as I’m personally not really a fan of super long drawn out stories but everything you’re about to read is 100% true! This all happened just a couple hours ago from the time I’m writing this and I even included one pic.

**Context**

Like you could infer from my username I’m just your average black guy but also quite handsome I’ve been told. The last few years I’ve really been trying to bring out my kinky side as I was a late bloomer in the sex and dating world and have had a few fun experiences and tonight was one of those. Ever since then my ultimate fantasy has been to DP a gorgeous woman with another guy. I’m completely straight but just the thought of double teaming another girl with someone has been on my bucket list for a while.

So I matched with this couple off a threesome app and at first I was a little intimidated because both the guy and the girl were extremely fit and good looking people. I try to keep myself in good shape as well but they were next level. Read more »

[F]21 I Made My Old Prom Date go Streaking before I Fucked Him

So first off I’ve decided since I’ve been posting here a lot recently (and a hell of a lot more than I thought I would when I first started posting) that I’m going to try and be more detailed in my confessions (while still maintaining my anonymity as much as possible). So I apologize if this is long and rambling.

Those of you who have been following along with my posts know that recently I hooked up with the guy that took me to prom, since we are both home visiting family for our respective breaks, and that my roommate/best friend and I made a bet on a game of beer pong (that is still yet to be played) the loser of which has to go streaking at midnight NYE. Read more »

[MF] How President Trump made my (27M) sex life great again

I’m a 27-year old conservative male, living in a very liberal city, and President Trump was the best thing that’s happened to my sex life.

Some background: In college, I was an athlete and in a frat, and getting laid was easy. I briefly had a gf sophomore year, but before and after that was just a series of hookups (we sometimes have competitions to see who could get the most number of girls in one week).

When I graduated, I got a job in finance, and moved to a large very liberal city. I was on dating apps, and would still get regular dates and sex (I’m muscular and good-looking and have shirtless pics on my bio), but the pace was slower. I was getting laid once or maybe twice a week, or, in a slow point, once every couple weeks.

Then the 2016 campaign happened. I’m a lifelong conservative, and of course I supported Trump. I put “MAGA “ in my bio. I’ve never been embarrassed about my views, and I love winning debates. Read more »