So, I finally got a day off work yesterday and decided to spend the day shopping (can’t go wrong with a little retail therapy) Unfortunately, there wasn’t really anything in town that caught my eye, so I decided I’d head for a drink instead. I ordered a drink and found myself a quiet corner to sit in and read for a while. I’m only there for around 10 minutes when I heard someone say “Hey there, mind if I join you?” I looked up from my book and this guy is stood there, drink in hand, and he’s talking to me. When I say this guy eas hot, this guy was fucking hot! Slicked back hair, handsome smile, suit with no tie but with the top button undone. I felt myself tingle a little just by looking at him. I smiled and nodded at him, and he sat and joined me. We started talking, about my book, about work, life, everything really. He made me laugh quite a bit, and made me feel super comfortable. I also couldn’t help but notice there was a rather prominent bulge in his trousers as we were talking. If outlines are correct, he was huge. I started biting my lip and fidgeting in my seat, I just had to have him. “So, I don’t usually do this” (a total lie, I know) “but do you think we could go somewhere a bit more private?” He knew exactly what I meant and gave me one of those cheeky smiles.
He took my hand and I followed him like the good girl I am. He took me to the multi story car park his car was parked in. My heart started racing, I knew it was a Tuesday and the town wasn’t that busy, but it was still public and anyone could show up at any time. He took me to his car, it was a large 4×4 so very spacious.
We got in the back seat and started making out, he was such a good kisser. His hands slowly unbuttoned my jeans, and his fingers found my pussy straight away. He was so fucking good with his fingers. My pussy was dripping within minutes. I unbuttoned his trousers and pulled out his cock.
It was just as big as I thought it would be. I started sucking his cock, I could barely fit it in my mouth. But, just as I started, he held my head down and told me to stay still. I wondered what he was doing, then I heard it. A car pulled up directly beside us on his side.
To make matters worse, it was a family in the car, kids and all. If we got caught now we were fucked big time. Luckily, they didn’t see anything, the kids were acting up so the ma had her attention on them rather than the horny couple on the other side of the car door. They walked away, and I realised how wet the thought of getting caught made me. I tore my jeans off and climbed onto his lap. Before he realised what was happening, he was in me, stretching my pussy with his massive cock. I rode that cock like there was no tomorrow, secretly hoping we got caught so I could feel that rush again. It was one of the best rides of my life. He came in my mouth and we exchanged numbers. I think I’ll need to book another ride with him soo
Category: gonewildstories
Bachelor party Mil[F] [M]eetup
It was the end of a long bachelor party weekend where I met many sexy people in The Big Easy but despite meeting folks at bars, Feeld, etc I wasn’t having the greatest luck, but I was hopeful that I would to be able to end the weekend with a bang. Boy was I in for a treat! I lost my group to the many many strip clubs in NOLA but again I was on a mission to give out some orgasms I hadn’t had sex in months and wasn’t sure if I still knew how. I venture out alone just after midnight knowing if I don’t find any suitors I can find the homies at some strip club and bro out.
I enter a bar, it’s crowded the ratchet twerking songs were playing… Perfect, this is the place. I have to find someone here,the dance moves are top tier. I start shaking my ass, getting twerked on but as I come up from twerking and Up by Cardi B is playing and I see her across the dance floor.
The D.C. Girl Chronicles: Reunion (Chapter 2) [MF]
Chapter 2: Starting Off With a (Finger) Bang
I arrived at 7:39 p.m. I had to make two trips from my car to her apartment, as I needed to retrieve and place the parking pass she obtained for my weekend long stay. So our first encounter was a brief, yet intense kiss, before I had to run down for the rest of my things.
Once I grab my bags and head back in, I place them by the door. We kiss again, and have a seat on the couch.
“Can I get you something to drink? I have beer, wine, champagne, water, juice? Anything you’d like” she asks.
“Champagne would be lovely” I reply.
“Coming right up!” she replies as she practically bounces into her small kitchen.
The time is 7:44 p.m. She’s wearing a light gray sweatshirt and black leggings. She’s lost about 30 lbs since our last encounter. It jumps out to me how tiny she is. She’s 5’4”, but after the weight loss she looks smaller…more delicate. My cock starts to swell in my pants at the thought of breaking her tiny body into pieces this weekend.
The D.C. Girl Chronicles: Reunion (Chapter 1) [MF]
I feel I should preface all of this by saying the following:
– I haven’t written this much since my late teens/early 20’s. So please take that into account if you feel this is horrible.
– While I’ve been on Reddit for some time now, this is the first story I’ve ever posted involving any of my past encounters through this platform.
– This is a long retelling (8 chapters). I’ll be posting the first two this evening, but only one chapter/ day afterwards.
_______________________________________
Chapter 1: The Origin of Us
It’s been sixteen painstakingly long months since we broken up. We met three months into the start pandemic, and spent the following six months together. Or I should say, as together as two people who don’t live in the same city, and occasionally belonged to others in between could be.
I can only describe our time together as the prototypical sexual whirlwind. I typically would make the trip to her place on a bi-weekly basis. The highlight being a four day, three night Airbnb excursion for her birthday (if I decide to write and post here again, the retelling of this event will be the next on the hit list).
My brother fingered me whilst I layed there lifeless [F19][FM]
So in part 1 I told you lot about how my brother found my Reddit; the Reddit that I post nudes and stories about my sex life. He told me he enjoyed it and that’s where part 1 ended, well here’s the anticipated part 2.
This was 2 days after I posted the story on reddit, my bro, I’ll call him Ollie came into my room to chat, he does this often, no biggie. However this time I was nude under the covers, I sleep nude, I wasn’t doing anything precarious, at first I didn’t think he realised. We chatted away, what we chatted about was irrelevant he then jumped next to me, and sat down crossed legged, asking if he can get under the covers. NO, I was thinking, I am nude and you are my brother, but I couldn’t get my words out, I just stared blanking at him; he took this as a yes.
[MF] The hottest thing that has ever happened to me.
Last week I posted a confession on another sub and little did I know it would lead to one of the sexiest encounters I have ever had.
Some will call bullshit but not long after I posted my confession a breathtaking lady messaged me and sent me a video of her in that moment playing with her amazing tight wet pussy. My jaw hit the floor and she told me that she had an idea she wanted to try with me. I quickly agreed and it was over from there. We had twenty minutes before I had to get back to work and she wanted to spend those twenty minutes on video me and having me watch and control her playing with her tight pink pussy.
I am not gonna lie I really sucked for her as I was at work and feared of being caught but holy shit she was amazing and her moans, her calling me daddy. Her asking to see my cock her giving me control. drove me wild.
And as weird as it sounds seeing her manicured nails playing with that gorgeous pussy was so fucking hot I was going crazy! I wanted to jump through the phone and taste it so fucking bad. And seeing her get so excited for at me getting excited was so fucking hot. It was not long before I took the call into the bathroom and was cumming in minutes. Have not cum like that in a while.
[MM] That time I tried a cock ring
This happened a bit over a year ago.
First, some important background: I’m relatively inexperienced when it comes to bottoming. I’m also probably 80/20 bi leaning toward women, but sometimes I just crave the D. When with guys, I’m always a total bottom—can’t even get hard if I (try to) top, but staying hard as a bottom feels natural. I’m also circumcised (this is important because I imagine it’d be more difficult to keep a cock ring on the head if uncircumcised). As with many bottoms, I’m always in search of that elusive prostate/anal orgasm(s). I got really close one time, but the guy unfortunately didn’t last long enough.
I bought an Aneros a while back and it happened to come with a vibrating cock ring as a free gift. I didn’t think anything of it first as I had never been a fan of cock rings. Oh boy, was I wrong to ignore them. It’s even funnier because the Aneros never actually did much for me other than slightly enhancing my regular orgasms while adding a bunch more cleanup/prep work.
An unexpected evening. How she [F] turned my [M] plans upside down.
Warning: Very long read – For sexual content see cut off section.
This tale began on a mild Friday afternoon;
a seemingly normal day with no expectations beyond a few drinks with friends later that evening. Judging by my title, you can probably tell, plans evolved from there.
I (M24) matched with her (F24) the previous day, but neither of us had yet reached out with the awkward first message, from which our entire existence is accordingly judged. But hey, you miss 100% of the shots you don’t take – Wayne Gretzky – Michael Scott – Me (Let’s call me Eddie).
So naturally I spent a good potion of time creating an opening which provided Emma (not real name); with something mature, funny, and that offered a positive insight into my life. However, after remembering I’m a guy on tinder, I ended up sending the first gif that appears upon typing her name. It was a tad rude and sexual – but I’d clicked on her name and removed the new match notification- there was no turning back now.
[MF] Losing my virginity on holiday while my friend fucks next to me
TL;DR Finally losing my virginity at 19 on holiday while my friend fucks someone else on the bed next to me.
A couple of days before my 19th birthday, I went a lads holiday, there were five of us on the holiday and we were sharing two hotel rooms, I was in the room with only two of us. A couple of days into the holiday and my mate who I shared the room with, had taken a girl home every night and I’d fallen asleep to the sounds of fucking and moans, I may have even watched and wanked a couple of times but it wasn’t the first time I’d done that (look at my other posts on here)
Me and My Partner’s Exhibition Addiction [MF]
So this is the first time we’ve really posted a bigger post on reddit but we’ve been reading the stories on this subreddit for awhile and thought we could contribute our kinky experiences to the mix.
To describe my girlfriend (Megan) and me (Tristan), I guess you could say we were a very openly nerdy couple with a strong sexual darkside. Megan is a super thick woman with beautiful curly hair and the biggest tits I had ever seen in person, while I was skinny 5″11 nerd with short hair and a loud mouth.
We ending up meeting online through a student facebook group, we were both students at the time, and we hit it off. I was a second year and had a bit more experience but she was just coming in so I offered to give her a tour and the rest is history.
While both of us were virgins both we met, we were really exciting to get some sexual experience and pretty eager to get into the kinkier side of sex. We had both talked extensively about BDSM and we knew we wanted to give it a try. However, the other main thing we knew we wanted to try was exhibitionism.