[M30/F26] – Hooked up with the woman I’ve been doing a DirtyPenPals role-play with for the last 18 months (long)

Going back to October of 2014, I started a /r/dirtypenpals RP with someone, and since then we’ve kept it going with frequent exchanges. We send messages every day or two. I recently turned 30, I’m 6’1″, and about 200lbs. I travel a ton for work, and eat out a lot, so I’m a few pounds heavy, but not bad looking. I described my character physically as a reflection of myself, but maybe in a bit better shape.

My partner’s writing was amazing, and she was creative in all the best ways. At one point she sent me a 4000 word scene describing getting herself off with a vibrator while imagining my character fucking her. It was beyond erotic, and was skirting toward, dare I say, literature. She described her character as 5’8″, blonde hair, blue eyes, and, obviously, gorgeous..

Anyways, as time went on, we started writing more out of character, usually a paragraph or two before the good stuff started up. Over that time, we definitely formed a kind of friendship, albeit one predicated on writing dirty dirty smut to each other, so sex was always an over-arching theme. My DPP partner never physically described herself, but early on did say that she was a college student, English Lit major, just about to graduate. Read more »

[MFF] Worth the drive.

So, I’d met this woman (let’s call her Sylvia) online on a random dating site. The metropolitan area I’m in can lead to someone being “local” but still require a 2 hour car trip to visit. Such was the case with this woman. Over the weeks of chatting online we got to know each other pretty well. And to say that life had dealt her a pretty bad hand is putting it mildly. Her high-school sweetheart, the only other man she’d been with, had left her for another woman. So, she was a single mom with two kids struggling to make ends meet. Her job? A carhop at Sonic.

She didn’t mind the fact that I was married. A large part of that had to do with a “fuck it” attitude she’d developed. She was a little angry at the world in general and it was now time for her to take what she wanted. To hell with the consequences.

She befriends an 18 year old co-worker, Kim, whose situation, though different, isn’t much better. She’s a recent high school drop-out with what can only be described as a bat-shit crazy mother. Eventually she and her mom get into it so badly that she gets kicked out of the house. Sylvia offers to take Kim in and let her be a roommate. It’s a win-win situation as two paychecks are better than one. Read more »

27 [m] and 25 [f] enjoy some shower fun at a public bath house.

This happened a few years ago and is all true. I had met this woman at a bar while I was on a business trip. We immediately hit it off. By the end of the night we had exchanged numbers and decided we wanted to see each other again. She is about 5’6 , 140, medium length brown hair, a perfect bubbly ass and perky b cub tits. I’m 5’8, 180, short brown hair, brown eyes, athletic build with a 7″ dick that’s fairly thick.

We continued to chat for the following weeks and decide that we wanted to go on a camping trip together. We picked our place and set the date. The 1st day of the trip was full of sexual tension. We met up at a hotel for the 1st night due to both of us having to drive a good 6-8 hours to get to the mountains. After dinner we spent most of the evening laying in bed making out and wildly touching each others body. I could feel how moist her pussy had become while she was on top straddling me, grinding against my stiffened cock. Read more »

Tonight’s Theme Party: Vicars and Tarts! [FF][Voy][Mast]

Theme parties at the Miami Key Club are always fun affairs. Roman orgy toga parties and key parties are fan favorites, but tonight we were partaking in a time honored costume party from England; a vicars and tarts party, where men dress like priests and women dress like slutty streetwalkers. It’s my first time hosting at this swinger’s club theme party and I wanted to make sure everything was perfect.

The sexy nun costume which came by mail was shorter than I expected. My ass cheeks peeked from beneath the short black, white-collared mini dress. Oh well, I’m committed. I put on the matching habit, tucking my hair underneath before putting on my reading glasses and applying some deep red lipstick to my lips. Thigh high fishnet stockings glided up my legs, which I secured to hanging black garters, before sliding my feet into my ridiculously high heeled black leather pumps. I stood to look at myself in the mirror, turning to look over my shoulder to see the bottom of my ass cheeks striped with black garters. With a smirk on my face, and a wooden ruler in my hand, I left for the party. Read more »

The Virgin and the Beast [MF]

She always loved the graveyard, she found it peaceful and inspiring, she found it the best place to really meditate on her life and goals, a bonus was that it was almost always deserted she could find a gravestone and settle into the cool grass and light her candles and just relax knowing that she wouldn’t get bothered by the usual idiots that made it their goal to taunt her daily.
Being a girl who was inspired by the dark side of life wasn’t easy in this town, but at least she felt like the spirits understood her and if they didn’t well, at least she felt a little creepier in her mundane life.
She usually wandered slowly amongst the stones waiting for one to feel right, she needed the energy to feel inviting, as she walked silently she thought she heard something in the bushes, which made her milky white skin tingle with fear, spinning around ready to give the creep a mouthful, she realised that the ‘creep’ was in fact a bird that was fighting with another bird over that spot to sleep in.
Continuing her walk she laughed at herself for getting frightened in this place that she spent most nights in alone, finally she found a headstone that made her feel comfortable, she got onto her knees and thanked the inhabitant of the grave for the seat she was about to take; placing her bag down next to her she set up her candles and incense in the grass around her.
Reading her Anne Rice novel she realised she was feeling aroused and alone, she took a sip from her bottle of wine and glanced at her watch, it wasn’t too late, she could stay a little longer, finding her spot on the page she carried on reading.
She awoke with a start, a feeling of being watched had roused her from her sleep, she looked at her watch and noticed she’d dozed off for about an hour or so, sitting up, she noticed a figure in the distance, standing, watching; feeling uncomfortable she started to pack her things away, as she did the figured slowly came towards her, he was wearing a mask she could see and a black robe, for a moment she wasn’t sure if she was still dreaming or not.
Feeling slightly more awake she knew she couldn’t allow this person to scare her away from her sacred space, ‘’Who are you and what do you want?’’ she called out hearing the quiver in her own voice, the figure continued to walk towards her and she realised he was wearing a goat’s head, this was like her dream, a man with a goat’s head that ravished her and left his mark upon her skin and her soul. Read more »

Sucked off by a cutie I’d just met in a club toilet [M/F]

This happened a few years ago now, but still remains fresh in my memory and is one of my go to images in ‘the bank’ so to speak. Back then on Friday nights I used to DJ at a club in Shoreditch, East London called ‘Catch’. It was about as far from a super club as you can get and more just a room above a bar really but it was good fun and normally got a good crowd in of Friday night revelers.

The night in question I’d just finished playing and I was heading to the bar passed a gaggle of a few girls. Out of nowhere a drinking straw flew through the air and hit me in the face. The girls I’d walked by quickly turned round in a fit of giggles. I approached them in mock admonishment, and we quickly got talking. They were heaping praise on my DJing skills (I didn’t have much skill to speak of but playing songs to wasted people shuffling around the dancefloor isn’t that hard). The girls were all in their early twenties by the looks of things. Jo, Kate and Tiger (apparently her real name) were all reasonably cute. Jo was doing most of the talking, but Tiger was the one that immediately caught my eye. Short, darkish red hair, petite body, cute face with dimples and a mischievous look about her. She was wearing black wet look leggings and a black baggy wool sweater with slivery strands in it. Read more »

[M/F] Is she cheating if it’s only common law?

This was completely random. There’s a local radio show in town which has quite the following. For a time they had a chat room on their website for their fans to hang out in and to chat with. This was really just a private internet relay chat set up through their site.

But, it was a great little diversion during my day.

Chat rooms being what they are, everyone is a little flirty. But, through all of that there was a chemistry with one woman in particular.

Now, to give a little off my background, as my username hints at, I’ve got a wandering eye, among other things. So, I was looking to be a “good boy.” This meant eschewing any attempts at anonymity so I’d not be as tempted to stray as well as not getting to flirty with any single women.

As such, meeting up with folks from the chat room was just a fun social experience… Four of us met for sushi one night. Another night a group met for karaoke and drinks. Lunches. Bars. Read more »

Size.. Matters?[MF] [St8][cuck][exhib][huml][oral][sph]

I know that I have told you that size doesn’t matter, honey. But lets be honest, it does. You are absolutely big enough to make me cum on your penis. You already know I wouldn’t fake an orgasm. That’s part of how we got here, me being honest with you about my desires, for a change.

What’s changed though, is honestly seeing the girls in the porn that we have been watching, and more importantly.. the men they are with. I know you know what I’m talking about. You always get much more excited when the man is…sizable, and the women is.. responsive. And we can spot the fake stuff.

What I want is what all of them want. You know a girl is more likely to have fun with a bigger dick, at least, bigger than you. Let me tell you why, but I feel like you already know.
When I rub my hands or feet over your crotch when we are cuddling, or being flirty in public, I have to try a little bit harder to find you. That’s not true with.. anyway. Read more »

[grp] Erotic Short Story #127 formatting help

A group of people get trapped on a subway car. They get to their stop but the doors don’t open. Santana comes on the radio. They begin to collapse on top of each other forming a writhing mass of sweaty bodies. Some may call it an orgy. Others may call it their train ride to hell for group sex is a sin.

It was later discovered that nobody even tried to open the doors and they weren’t actually stuck, they just got confused and had an orgy.

The end.

Oh, also that train car was a mess. They had to throw it out.

My [23F] first date with a personal trainer [26M] I met on OKCupid

Knowing I have poor self-control when faced with the opportunity for sex on the first date, I intentionally scheduled my date with Sean to be right before an overnight shift at work so that I had a convenient excuse to avoid temptation. I liked him (a lot), so I wanted to whet his appetite just enough but leave him some things to look forward to for Date #2.

I showed up to work 15 minutes late with my hair mussed and his cum drying on my face.

We had been texting constantly for the three days leading up to the date. The sexual tension built up to something powerful on Friday. For me, the challenge has always been how to back down from that and establish a non-sexual connection. What I found refreshing was that he saw that too and was making the same effort to get to know me on that level. I was charmed. I felt like I actually found someone who wanted the same things I wanted, valued the same things I did, and read people the same way I did. Plus he was upfront about being very excited to see me, which is always nice to hear. Read more »