A Reddit encounter from the past [MF]

I’ve returned to the darker side of reddit after a few years away, and thought I’d tell the story of a meetup that came about from RAOMD.

I was due to be visiting London for 2 nights with work, so started posting on the various meetup subreddits a month or so out, not really looking for anything specific but just suggesting that I’d be in the city, with a hotel, free time in the evening, and was up for anything. Had a few of the typical replies on reddit that guys get – a paypal link gets sent in the second message kind of thing.

But then a few days after one of the posts I logged in one morning, to an unexpected and really long message. Jane (name changed) was in an open relationship, her partner couldn’t satisfy her so she was allowed to meet others with a few specific conditions. She also worked near to where I was staying, so super convenient. We jumped over to wickr (as I’m pretty certain reddit chat didn’t exist at this point – not that it’s any good anyway), and kept talking.

She laid out her conditions for meeting:

One of my first college FWBs just became single and I fucked him later that day [FM]

my FWB and I met last year at the bars in my college town. We became friendly and eventually we started hooking up pretty frequently. He ended up becoming my main FWB for a while before he got a girlfriend. They dated for about 7 months before breaking up last Sunday. Monday morning (yesterday) he texts me and we talk before he lets me know that he’s single and wants me to come over. I can’t pass up the opportunity to fuck him again so I said yes!

So last night I drive to his place and chat with his roommates before we head to his room a few minutes later. Pretty much right away I’m on my knees giving him a blowjob and sucking his balls. I gave him a good, sloppy blowjob before getting on top and riding him. His dick is better than I remember and I make myself cum in a few minutes. Once I came for the first time I was all his. He told me to get into doggy and I let him fuck me balls deep for as long as he wanted. I started to struggle and shake a little bit by this point. Once he’s done in doggy we went to missionary and I had my legs on his shoulders just taking his dick. He was relentless and I told him I was going to cum again. His roommates definitely heard me say that I was going to cum- oops. I ended up cumming again before he pulled out and came all over my tits and stomach.

My [M24] first time with a Man [M23] [MM](Part 2)

[Part 1](https://www.reddit.com/r/gonewildstories/comments/11r3y5w/my_m24_first_time_with_a_man_m23_mm/?utm_source=share&utm_medium=ios_app&utm_name=iossmf)

The rest of the evening went really calmed with Mark. He went studying for a bit and I stayed on his couch just working on remote for a bit. However there were still some shy glances here and there, and the tension between both of us became noticeable.

After a few hours it was time to get back home, so I went up to his table.
– Hey so, I had a lot of fun, looking forward to this Saturday!- I said, joyfully
– Oh yeah, today was an amazing day, see you this Saturday. – He said timidly

We then stretched hands, but our hands stayed stretched maybe for a bit longer than expected. There were some timid smiles and without waiting a second longer, I pounced over Mark,and we started making out again.

He was a bit reclined over the table, and I was all over him. Things were heating up fast and I could perfectly feel his buldge against mine, getting progressively harder and harder. We started instinctively to hump both against our members, feeling each others erection, moaning with each thrust.

Went out with cum on my face [FM]

About a week ago, I went to a campus party with a bunch of my friends. I hadn’t hung out much with the guys who lived in the house it was at, but some of my friends had. Once inside, I only wore a miniskirt (no panties), a mostly-sheer crop top, and nipple pasties, just in case it wasn’t clear from my actions that I wanted to fuck. I met 2 guys in particular through my friends who seemed like they would be up for a threesome. It didn’t hurt at all that they were BBCs. After a few minutes of me hinting that I like it rough and them doing the same, I suggested going up to their room (I’m pretty sure they shared a room, but I didn’t ask, I was too focused on fucking).

My [M24] first time with a Man [M23] [MM]

Beforehand its important to know that, my gf and I where always pretty open about having a foursome with a friend of mine and his bf, and they agreed. However, talking to the girl she confessed his boyfriend (who we’ll call Mark) had some doubts, so she asked me to talk to him.
Mark and I decided to meet to eat, since he lives nearby where i work. The plan was to have a chat whilst we eat, and talk about his doubts. We were talking for a while about videogames, films and i actually got to know him more, realizing he was a really cool dude. Then we talked about the elephant in the room.
At first, I was worried he might had second thoughts about the foursome, but he confessed me that he didn’t want to let down my gf and I, since he had never have sex with any other woman but his gf. He was also worried because he had never have sex with a man. I then proceded to explain to him that he wasn’t gonna let us down cause the objective was just to have fun. I also made him clear that, even if I consider myself as Bi, I’ve never had any experience with a Man either, and that we didn’t have to do anything between ourselves if he wasn’t confortable. He then confessed that he was curious about it.
The rest of the evening went calmed, just watching TV on his couch (pretty small). Mark had his leg over mine and we were just talking when he told me out of thin air:
– Im so looking forward to next day… I wanna see you fucking my gf.
To which I answered:
– Well im so looking forward to it too.
The conversation continued about fantasizing about the future foursome, different stuff we wanted to try and the situation was turning me on, when I realized we were really close to each other. Mark then asked:
– But If they start just… having fun between them, what should we do?
– Well, i guess we could think about something.
At that moment our gazes met and without realizing exactly how, we started kissing. At first it was just some small innocent kisses, but then we went full on making out.
We were just making out when all of a sudden, he started fondling my crotch, clumsily, but good enough to turn me even more. I couldn’t hold it anymore, noticed the bulge on his pants, and started to jerk him as good as i could with his pants on.
– Take them off – I ordered
– Sure – he replied in a shy way.
We took out clothes off and started masturbating together. It was strange being the first time i was in that situation but really exciting. He then got on his knees and asked me:
– May I
I nodded and Mark started giving me head. He was unexperienced, clumsy and sloppy, but I believe that made it a better experience. We switched roles and the experience was amazing. I could feel his heat, his passion and the throbbing of his member in my mouth. Whilst still going at It he asked:
– Do you have condoms?
Of course I had, but we didn’t knew wether he should fuck me or i should. We decided it was for the best to try both. I usually enjoy being dominant but he felt quite a lot of pain whilst i went at him so we decided to switch and… It was amazing.
I went on all fours and, at first he went slowly, from behind, taking care of every move. I felt a bit of pain but it was nice. But then he went a bit faster. And then faster. His member wasn’t really big but I felt it all inside me. I felt the despair he had. He then grabbed me passionately by my chest and started to kiss my neck slowly making me feel in heaven.
I then noticed one of his hands going slowly, timidly, to my crotch. He started to stroke me in a very warm way. The combination of both feelings, whilst noticing he was cumming too, was too much for me and I exploded into an orgasm. We stayed in his couch, just laughing about the situation, and enjoying the pleasure we just had.
We then proceded to dress up and continue with the day. We made love a second time that day, but that may be a story for another time.

First [MM] in over a decade – used by younger stud in hotel. Part 1

I posted a story about my first time ever sucking dick. I was a 23 year old recent grad and traded in my hockey equipment for a suit and a corporate Amex. One night in a hotel, red wine and Craigslist helped bring out the cocksucker in me. It was the best first time anyone could ask for.

Shortly after, I decided to meet another guy but the experience left me jaded and I decided dick wasn’t for me.

Fast forward 12 years and I’m 35 years old. I’m no longer the fit recently retired college hockey player I was in my early 20s. The thick thighs and round ass never go away, but the abs are long gone. I certainly don’t consider myself to have a dad bod, but if you see me topless you’d probably say “he works out, but he’ll also split dessert.”

I’m still traveling for work, but staying in much nicer hotels. Reddit has reignited by bicuriousity and so I posted a picture of me laying down on the window of a hotel room, legs spread open revealing my 6 inch uncut dick and shaved smooth hole.

I [f] didn’t know men could say no

My sophomore year in college was nearing the end, and I was having SO much fun. I was definitely more interested in having a good time than I was in my classes, but I was always able to do very well in my classes without putting in much effort or studying.

This spring semester was a little different though, it was my first psychology class. It didn’t seem difficult, but my grades were not what I had hoped. Part of the reason may have been that my professor was hot! He was only 30 years old, was very handsome, and even better, he was very funny, often having the class laughing out loud, especially the girls. I’m pretty sure every girl in the class wanted to fuck him.

Up to this point in my life I had realized I could get anything I wanted from men, and I needed a better grade to keep my GPA up, so I set up a meeting during office hours.

[MF] Friend’s older sister blowjob

My best friend’s older sister (we’ll call her “Kathy”) gave me the best blowjob of my life. She had recently been dumped by her long-time boyfriend.

She was petite, cute, freckled, with light brown hair (ponytail in this case) and green eyes.

One night, maybe about a week after they had broken up, we were hanging out at her house with her brother, my buddy “Joe”. She was lonely, and we thought it would be good idea for her to have some company. We were watching a movie but were talking about her situation. I managed to cheer her up and get her to laugh, which brought the mood up. Eventually Joe had to leave as he was working in town early next morning, but Kathy and I continued chatting and drinking.

Now I don’t know how it escalated so quickly, maybe the beers we were having had something to do with it, but before you knew it, we were cuddling. This eventually lead to me go in for a kiss, which surprised her. She kinda’ just sat there staring at me with a shocked look. I thought I had royally screwed up, but then she leaned in for a kiss. The kissing got a little more intense, and then she shocked the hell out of me.

Breaking up with my fwb made horny little me look for replacement cock with a vengeance [FM]

I got into a fight with my FWB, super sexy French guy, basically questioning why he didn’t kiss me or cuddle me or go down on me anymore, and he said with all these talks I was too demanding and creating drama, and he wasn’t having fun with me like he used to. WTF. So we agreed to stop seeing each other since we weren’t getting what we wanted from each other anymore (Turns out he was starting to get serious with another girl that he never mentioned to me before, and I guess he was feeling guilty about it all? Whatever, I never cared that he would see other girls).

So now I had all this free time and horny energy and feeling the need for validation that I can be all that drama free sexy fun.

Cue, cute and flirty chats with new matches on dating apps, and old connections that popped up again.

Update. Sort o[F]. On to a great start!

So, if you’ve read my [previous story](https://www.reddit.com/r/gonewildstories/comments/11k413c/i_finally_fucked_my_bestfriend/?utm_source=share&utm_medium=android_app&utm_name=androidcss&utm_term=1&utm_content=share_button), the whole wedding has now gone and passed. And even if I didnt catch the bouquet, I know I’m going to be more than ok now.

Warning. Feelings. Ew.

Quick few notes. I became an improptu wedding planner and emcee at my bestfriend’s, G’s, reception. Because the original one we hired got sick. As one can imagine I was stressed beyond all belief. But one guy, let’s call him C, helped me through EVERYTHING. Even if I almost tore his dick off a few times out of stress induced rage. Also shouted and argued and said things people should never say to one another.

So to the story. Wedding was done. We packed up. Left. And we were on the way back to the hotel we were staying in. The whole ride C kept looking at me with a dumb smile on his face saying I did a good job. And I ignored it because at the time I felt it was patronizing and I was tired as all hell from the stress and all the emotions. I was literally a red light away from punching for praising me.