One night with Katherina – Part 3 [M+F][prostitution][teasing]

*This story is the result of a long term roleplay exchange through* r/dirtypenpals

*It features Mathis (*u/lmczpn*) in first person ordering and enjoying a prostitute, Katherina (*u/aurora_w*), which is competent and experienced in the anal arts, but touches on some other kinks along the way.*

***Mathis:***

I lift my glass reciprocating the toast and taking another small sip.

“Cheers Katherina. Charlotte actually recommended you to me. She told me if I wanted the best piece of ass they had to offer, that would be Katherina. She is into all kinds of backdoor stuff. I hope that is an apt description.” I reply with a teasing grin. I open my pants a little, readjusting my cock since my full on boner is actually pressing painfully against them. Then I decide to just get rid of them entirely. she seems to want to see what I have to offer anyway, so why not give her a small glimpse. She could take off my boxers later on on her own.

One night with Katherina – Part 2 [M+F][prostitution]

*This story is the result of a long term roleplay exchange through* r/dirtypenpals

*It features Mathis (u/lmczpn) in first person ordering and enjoying a prostitute, Katherina (u/aurora_w), which is competent and experienced in the anal arts, but touches on some other kinks along the way.*

***Mathis:***

I smile down at her in greeting as she is actually quite a bit smaller than myself with a height of 6’2″, but it made her all the more enticing.

“Hi Katharina, I´m Mathis and the pleasure is all mine.” I say with emphasize on the word pleasure as I turn on the vibrator through the love sense app. I was excited and a little nervous as it was the first time I ordered an escort.

“Come on in. You look even better than on your photos.” I compliment. I was sure that´s what every customer said to her, but I didn´t much care. It was in fact true.

I stand to the side, holding the door open and gesturing with my hand towards my apartment. In view of the door was a large couch, that could be converted to double as a bed.

One Night with Katherina – Part 1 [M+F][prostitution]

*This story is the result of a long term roleplay exchange through* r/dirtypenpals

*It features Mathis (u/lmczpn) in first person ordering and enjoying a prostitute, Katherina (u/aurora_w), which is competent and experienced in the anal arts, but touches on some other kinks along the way.*

***Katherina:***

When you called the agency and were asked what you were looking for in your girl of choice you were looking for a nice piece of ass that enjoys anal. The woman on the phone – you could hear her smile through the phone – told you that if you wanted the best piece of ass they had to offer, that would be Katherina, a part Estonian part Norwegian girl that was heavy into all stuff back door. The operator directs you to a website with Katherine’s profile:

She is 24 years old 5 ft 3, has long blonde hair, green eyes and a very fit body

***Mathis:***

I was immediately smitten by the girl the agency proposed to me. She was beautiful, just like you would expect from an Estonian/Norwegian girl, but what was more important to me, she had an amazing bubble butt I was already daydreaming about. I was envisioning her butt jiggling with every thrust of my cock. My balls slapping against her clit.

A special birthday present [FM] [gangbang] [creampie]

She felt the stranger’s hardness inside of her. She was on all fours in a booth in a dingy bar. Several other strangers were lined up waiting to have a stab at her (pun intended). And she was prepared to let them. The only stipulation was that they couldn’t wear condoms and they all had to cum inside of her.

She had entered the bar just twenty minutes earlier. It was a sad smelly place, with about seven or eight sad looking male patrons sitting around the bar. The bartender was probably the best looking one, but even he was pretty un-fuckable. It was early afternoon on a Saturday, and this out of the way dive bar was to be the scene of her wildest fantasy come true.

She hadn’t planned this, not even a little. She had met a friend for lunch and a few drinks and then she planned to find a birthday present for her husband. After they parted ways, she decided to take a back way into the city to pick up something fun for her hubby’s birthday. She was a little horny having traded some innuendo laden texts to her husband. They were planning, among other things, to celebrate his 50th birthday with some kinky sex. And their texts were decidedly naughty.

A Taste of Cherry [Premature][Virgin][Plot]

It was late, the backroads outside of the city dark. On an empty farm-side road, Cooper’s shiny new Honda was parked on the shoulder, the only lights on in the car the blue dials on the dash. Cooper’s interest in Cherry had his heart pounding even as they sat there in the dark, alone.

“Come here,” Cherry beckoned, her elbow on the center console between them, her fingers coaxing him towards her. When his head was near her hand, she grabbed his jaw, pinching his cheeks between her thumb and fingers. Cooper’s lips pursed out like a fish as she grabbed him. “Watch,” she said breathily.

Then Cherry’s breathing began to pick up. Slowly her right hand slid down her stomach and into her shorts. Cooper watched as she closed her eyes and tilted her head back with a small moan, touching herself. Her left hand held his face in position, almost as if she were forcing her to watch. But there was nothing forceful about it; he wanted it. His manhood stood at attention faster than it had since he’d first started high school, testing the strength of his pant seams.

[MF] Experience of a lifetime…

Hi All,

I would want to talk about an episode that happened a few years ago.

It was bright summer morning in the first week of June, 7AM, was running to my pick up point as I was a few minutes late. I did not want to miss my office cab. Reached my pick-up point just in time to board the cab. Took a seat and I needed a few minutes to catch my breath realizing that I had to do more cardio. Few minutes of icebreakers with rest of my cab mates and I plugged my earphone into my phone to listen to a podcast. Two seats ahead there was girl sitting to herself with earphones plugged in and bobbing head to the beat she was listening to. Was mildly curious as who she was as we all knew each other in the cab. A friend of mine whispered “New girl!”. I nodded in response.

[F] [exh] [nc?] Lost in Thought

Lisa felt the warmth of two fingers running up the back of her leg. She wondered if they would stop if she screamed; but really, she wondered if she wanted them to stop. They continued caressing her thighs for a moment, before finding their way upwards, reaching under her pleated skirt, massaging at first, but then grasping at her buttocks. The touch felt foreign and aggressive, yet she couldn’t help but to lean back into it, giving her unknown assailant even more to grasp at.

As she stood in the middle of the train car, she glanced without moving her head to see if anyone else around her had noticed her situation. If she tried to lurch forward, she would land on the man dozing in front of her on this early morning commute. She was closely surrounded on all sides by others in their normal morning ritual, sipping coffee or reading news on their phones. As the hand grew bolder, rubbing along the gap between her inner thighs, Lisa felt not only vulnerable, but also a bit excited. As the fingers began working their way along the bottom of her black panties, she became undeniably aroused, her body betraying her mind as the situation evolved. Or was it?

The Vacation – part 3 [MF] [oral] [voyeur]

The day carried on without mentioning the events of the morning. We had breakfast and had our coffee. We then packed the cooler full of beers and headed to the beach.

“It’s going to be a great day. A normal day,” I thought. I begged myself to believe this thought. I had my thick cock down the throat of my best friend’s girlfriend earlier this morning and I enjoyed it. Oh I had enjoyed it. “This won’t be a normal day, will it,” I said to no one.

We got to the beach and I see Ash set her chair and begin to tan. “God, I never realized what great tits she had. Though, I never had to until now.” Ash’s skin bronzed as Jeff and I played some frisbee then took a dip in the ocean to cool off. I came out of the ocean glistening in the summer sun, with my swimsuit suctioned to me, leaving little to the imagination. I walked up to Ash and she lifted her sunglasses like she was a 1950’s movie star and winked.

[MF] Bronte: Stepsister Finds Her Fantasy Cock

(Hit me up for more. Love to write custom pieces)

Bronte climbed out the window of her room and winced as she bumped the shades. The rattling noise sounded incredibly loud, ridiculously so. She really hoped that no one heard her. Her step dad had a stupidly strict policy about activities while living under his roof and she was fucking over it. 

She was tall and lithe with an exquisite ass. An unfortunately virgin ass and her pussy had only taken a few measly cocks from the deceptively jacked jocks in high school. But tonight…tonight she was going to get fucked and fucked good. She’d seen Brian’s cock on his Snapchat and knew he could finally give her the raw, tears-producing fuck she needed. And to that end, she crept past her step brother’s window and down the road to Brian’s house.

Devin, her step brother, heard Bronte’s light steps crunch on the gravel outside. He froze, not sure if he wanted her to look in or not. His hand was currently wrapped around his massive cock, clenching a pair of panties around the pulsing rod of flesh. It was something he did almost every other night, at least, though the panties were hard to score. It was the first time in weeks but it still didn’t feel as good as he wanted. He was desperate to have some real sexual contact, and more with Bronte. Fuck how he lusted over her.

The List: Number 27A? [prose] [threesome] [drug use] [true story] [shibari]

I went with my boyfriend to a friend’s party, still not knowing everyone too well. Circle of Death led to me running around pants- and bra-less; a playful ass-slapping train, after which I heard the guy who slapped me remark to my boyfriend, “I FELT that ass!”; me getting high in the back bedroom and offering Ass Slapper a hit; going in there again later and smoking with him and his friend; the door was closed at some point, I’m not sure who closed it; them feeling me up and massaging my breasts, then laying me down onto my back on the bed; me in my underwear with my shirt hiked over my bare breasts, them with jeans on and no shirts; them grinding together against me, one against each of my thighs and rubbing against each other; the door opening, and another guy from the party motioning to us to ask if he could watch- I nodded my head as I moaned while the guys continued grabbing me all over.
I was high, horny, ecstatic for these two men hungry for me. I lived thoroughly in each moment, lost in the sensations of physical touch, enhanced by thc and unbridled sexiness.