Darla is a ‘hot lay’ after the wedding Part 6 [Str8] [MF] [oral] [toy] [anal] [sex]

This is a true story. I changed the names of all and some details to further disguise the identities of those in this story. The dialogues are to the best of my memory. It has been more than 40 years since this happened so I hope you will cut me some slack.

To recap: Darla, the wife (46 years old) of my supervisor Will (early 50s) had started an affair with me just two weeks after the two of us had met. I was 24 years old at the time of our affair.

The sexy part starts at the —— line.

In June I got an invitation to the wedding of Darla and Will’s oldest daughter Bitsi. She was marrying Owen a tall, good looking guy that I had previously met at their Memorial Day cookout. Why was I invited? Because Darla had insisted I be invited. And why had Darla done that? Because I ‘was such an nice young man’. At least that is what Darla told Bitsi when they were making out the wedding invitation list.

A Very Successful New Year’s Resolution – Or How I Kept an Unlikely Streak Alive [MF]

I was excited to see the January contest, as a New Year’s resolution is the entire raison d’etre of this reddit account. After a 2020 divorce and quarantine, I decided my post-divorce dating live needed to hit the ground running into 2021.

When I decided to re-enter dating, several of my friends who were either divorced or perpetually single con convinced me to go all in on apps, and so I joined a few of them, from traditional dating apps, to the hookup apps, and even put a profile in on Seeking. Plunging in with both feet, I found myself finding a good amount of potential romantic relationships in no time, and now just had to figure out how to turn some swipes and matches into dates. Once I overcame that hurdle, I decided that my best approach was volume, and tried to arrange as many dates as I could, and early on, had a pretty consistent rhythm of 5-10 dates from dating apps a week.

[Meta] Stories that include ass to mouth

Probably not the best place to post this, but I’m looking for authors and/or stories, were a majority of the content is centered around anal sex. Ideally, I want to find some stories with ass to mouth. Especially, if it’s actually described and not glossed over. I’ve found some stuff on the erotica subs here and on literotica (but it seems to be pretty rare). If anyone has any suggestions or just wants to chat about it, shoot me a message. Thanks in advance.

27 [F4M] NC – ♡ Brat seeking Daddy for roleplay! ♡

Hi there! I’m a 27/F/Brat looking for a Daddy to roleplay with! I write in first person, using quotation marks for dialogue, keeping my responses to a few sentences max to allow for quicker replies and for us to be able to react to each action. And, perhaps the biggest potential deal-breaker, is that I only write self-inserts, slice of life, realistic, whatever you want to call it. I can’t personally get into a roleplay with a made up backstory, fake relationship, or characters. I just want to be myself, doing what I’d really do with someone else doing the same. P.S. I’m in EST- mostly available after 6pm.

As far as likes go- I’m a brat, so naturally I prefer that my partner be dominant, someone capable of turning me from mouthy to moaning. I like sitting on someone’s lap, feigning innocence, calling them “Daddy” (bonus points if there’s an age gap), being grabbed/picked up/maneuvered, spanking, orgasm control (teasing/edging/denial/forced orgasms) and possessiveness. I also have a tickling kink, so it’d be great to find someone else who does as well. My absolute favorite, though, is clit tickling (paintbrushes, feathers, vibes, etc), which can be incorporated with orgasm denial for a punishment. I am admittedly quite the princess and love to be touched constantly so a pleasure/soft dom is definitely the type of person I could use in my life.

Bar Scene (M/F) [Public] [Anal]

The woman at the bar was all I could think about the entire time I was there. I don’t know if it was the black hair or the low cut red dress, or the fact that I knew I could have no chance with you, but I had tried dropping hints all night. You didn’t even seem to realize I was there.
As the night went on, I sat at the stool next to you, with your friend on your other side, and you finally turned your head towards me… then ordered a drink from the bartender over my shoulder. In a last ditch effort, I said “I’ll have what she’s having”. That’s when you finally seemed to notice me.
“Look, I’m having a really good time here, if you want to fuck me, just do it. Here”. You lifted one leg, hiking up your dress, and giving a clear picture of the nothing you were wearing underneath. A few people turned to look, but quickly looked away.
“I-I-I don’t even have a condom on me, I-“ I stammered, suddenly so far out of my depth. you stopped me.
“I don’t give a fuck what you do, just get on with it”. you turned back to your friend and started talking again.
I looked around again, and saw people trying very hard not to look. Well, this is probably my only shot at this, so… I undid my pants as subtly as possible, and took my dick out. Not the longest, but it was rock hard by now. I put my hands around your hips, and slowly slid my dick into you. If you noticed, you didn’t let on. you didn’t even miss a beat in the conversation. I began to thrust, but the heat of the moment got to me and I didn’t last thirty seconds. I felt myself tense up as I came inside you, and I pulled out, only to see my cum ooze out of your pussy onto your dress. Now people were not trying to hide their stares. “one minute”, you said to your friend, and turned back to me.
“That’s it? I tell you that you can fuck me and you can’t last a minute?”
“I- that- everyone was watching- that never happens, I swear, I…”
“Right, I’m sure it doesn’t. How about another chance, huh?” you stood, and leaned over the bar, pulling your dress up so your ass was accessible. Without looking back, you turned back to your friend, and picked up where you left off.
I tried to ignore the stares as I grabbed your hips and guide myself into your ass. You’re tight as hell, and I take a second to get into a rhythm, but eventually I’m just starting to feel confident about this insane situation. And you can tell.
As I continue to rail you from behind, you flag down the bartender and ask him to mix you a drink. Right in front of you. His eyed drift up from yours to mine, and my rhythm falters for a minute, but I manage to keep my cool. But the guy keeps looking. His eyes go from my eyes to your bouncing ass stuffed full of my meat, then back again. He fucked up the drink, too, put kalua in a martini.
The five minutes it took me to cum this time was the same amount of time it took that jackass to make that fucked up martini. I tensed up again, and involuntarily rammed myself as far into your ass as possible, filling a second hole with another substantial, albeit smaller load. I pulled out and collapsed onto the barstool, temporarily to drained to do anything but watch as your dripping hole slowly closed again.
Once your hole had closed, trapping my cum in your colon, you pulled your dress down again and sat down to talk to your friend as though none of this had even happened.

Playing with my Prostate Opens up a new World of Pleasure for Me [M] [Anal] [Prostate Stimulation] [Masturbation]

This is based on a true story of how I discovered the pleasure of prostate play. Most of the details really happened, with some small changes made for the purposes of storytelling.

My name is Jack; I’m in college in my early 20s, and would definitely consider myself a straight guy. I never really had any success dating women in college, not for lack of trying. I did, however, experiment a lot by myself. One day when I was jacking off to porn, I discovered “femdom” porn.

It was a video of a man who was tied down to a bed, with the dominant woman riding him reverse cowgirl, hard. She wore latex high heel boots, fishnets, and a corset. Her breasts were bouncing rapidly up and down while she fucked his brains out. And all he could do was squirm and moan while he was tied down to the bed. He was nothing more than a toy, useful to her only for her pleasure.

I got fucked and I’m still dripping. [FM]

It was the first time I had asked him to come over. Apparently he didn’t like that I told him what to do… So the first thing that happened was me being smashed back into the wall, choked to the point I couldn’t breath at all and told some home truths. When he was done wording me up like a pissed off drill sergeant he released his grip and I knew where I stood with this guy. Nowhere.

If I was wet before waiting for him to come and talking to everyone on here that little move had just made me soak through my shorts.

As soon as he let go I just slid down the wall to squat level with his cock. I got it out and started doing what I was put on this earth to do. Worship and service this mans cock. Before long he was just fucking my face and I was taking as much of this cock as I could which was not much. I knew he was going to cum because he grabbed the back of my head really hard. Within seconds he was shooting cum in my mouth and I was swallowing it as fast as I could before the next shot came.

How My Black Wife [F] and I [M] Shared With Another Couple

My wife, Jaysh, and me, Mike, have been married for two years. We love our sex life. There are no complaints, we honestly couldn’t complain if we tried. Jaysh is 5’10, black, beautiful light eyes, nice luscious lips, perky B cup titties, nice tight abs, and a THICK ass. She is a total freak in bed too. I’m 6’5, white, I workout a lot with my wife, I’m about 240lbs with abs, and my dick is a shower which I love, it’s about 5.5” soft and 7.5” hard.

Chapter 2 – My second time, Pandoras box continues to open.

The second whore I fucked was a tall lithe coloured (mulatto) girl. As before I had made the necessary arrangements after studying the local newspaper for a few weeks and shortlisting a few candidates. She also offered anal as an extra but I’m glad that I didn’t elect to explore that delectable fruit at that time, or it would have spoilt me at that age. She was located in an old part of town in one of the many flat blocks that littered the area. I once again called when I arrived and she opened the pedestrian gate for me. I nervously ascended to the first floor and knocked on her door. She opened and I entered. She wasn’t as attractive as the first prostitute but had a gorgeous lithe body with smallish breasts (A cups). After her preparations were completed and I was comfortable on the bed, she returned to the room in lingerie. This had a slit by the crotch to allow for easy access to the pussy. This fascinated me and this time I elected to skip the massage. At some point after donning a condom she was straddling me and riding my cock like the professional she was. She flipped onto her back and opened her linergie allowing me to suckle and play with her breasts. She guided me into her wet pussy and I rode her getting used to the motion. Later I positioned her ankles on either side of me neck on my shoulders and for the first time taking control and really ploughing away at her pussy, my balls slapping against her crotch as I rammed my cock deep into her pussy, trying to see how deep I could thrust. I lacked any kind of finesse it technique back then, this was amateur hour and school was still in session. I remember at some point her kissing my neck tenderly, something repeated only once years later by a very attractive white street prostitute called Samantha. Weird. I eventually came and my usual disinterested awkwardness followed and I couldn’t wait to leave. A sense of shame and part disgust overcame me, something I would and still struggle with after engaging in a sexual act with someone I shouldn’t have. This time I didn’t go home as it was still early in the evening. I drove around and allowed my thoughts to slightly settle, driving always soothes and calms my mind. I ended up visiting one of my female friends, Dee. She had been sleeping so her mom showed me into her room. She was sleepily waking up and was not wearing a bra. She had large breasts (D cups) for her short frame and they strained the t-shirt she was sleeping in. I was always attracted to her but she was involved with a total asshole at the time. Her breasts were mesmerising and I struggled to focus on the discussion we were having. A lot of friends (four girls) were going to a nightclub later and I contemplated going with, there would be lots of short skirts and tight tops. I was socially awkward, especially since I was the only guy if our clique around at that moment. In hindsight that was probably an ideal opportunity for me, but I was my mind was focused on what had transpired earlier and my cock still ached. I eventually left after some of the other girls arrivedz went home and masturbated.

The accidental free use dom: First week [Part 3] [MF]

This is the continuation of the story which started when my ex-girlfriend Beth and I were the victims of a mean prank by her best friend which awakened our complimentary dominant and submissive tendencies. You can read [Part One here](https://www.reddit.com/r/gonewildstories/comments/s2joai/the_time_my_gfs_best_friend_turned_me_into_a_free/) and [Part Two here](https://www.reddit.com/r/gonewildstories/comments/s3dejc/the_accidental_free_use_dom_day_one_part_2_mf/).

*I should warn that this story contains some mild consent play. This was agreed in advance, and done with great care. Do not attempt this without thoroughly discussing it with your partner first.*

For the week that followed Part 2 we were almost literally inseparable. We would wake up kissing and touching each other, shower together slippery and wet, fingers straying all over inside and out. If we went out for a walk or to a meal or to see friends the sexual tension was think between us, stroking and teasing each other the whole time. It made everyone else very uncomfortable, but we didn’t notice. I went for a drink with my friend Sam, who complained about his fiancée nagging him and I said he should just tell her to “shut up and take her panties off”. Turns out their relationship was in a different place, and it didn’t go well for him. Though we had a ban on playing in our (separate) work places, our working days were punctuated with filthy text messages and voicemails which for me at least required constant trips to the toilets. My bosses were concerned.