Tag: Prostitute

One night with Katherina – Part 9 [M+F][prostitution][dildo][toys+anal]

*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), who is competent and experienced in the anal arts, but touches on some other kinks along the way.*

​

***Katherina:***

You entering her pussy and administering pressure on her clitoris produces a moan. She is gushing wet.

“Yea?” she asks. “You want to fuck my ass?”

“… want to stick your thick dick into this tight booty?”

“Ah!” a soft yell of surprise and relief as the 9th bead disappears into her.

Again she rotates her hips slowly in front of you. It looks a little surreal with the black rubber ring protruding from her ass, especially because you know how much more is in there, and the lovesense antenna sticking out from her pussy.

“Sounds great! But right now, I could really go for you stuffing it in my pussy.

Or you could get under me, I suck you some more and you put that nice shiny thing in me. I haven’t had that one yet. ”

​

***Mathis:*** Read more »

One night with Katherina – Part 8 [M+F][prostitution][rimming][toys]

*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), who is competent and experienced in the anal arts, but touches on some other kinks along the way.*

​

***Katherina:***

She moans surprised as you enter her, but then falls into a synchronous rhythm of slightly pushing back and sighing every time you force your tongue inside her.

At first the hole is repeatedly clenching up in surprise to your contact but after several strokes it remains still and open. Perhaps she is willing herself to relax. Her eyes are still closed.

As you continue Katherina lowers her front to her elbows and placed her brow on her arms on the floor.

​

***Mathis:***

I continue for some time lost in the rhythm of tongue fucking her ass. Pushing my tongue inside, holding it there a little, trying to swirl it around before pulling out and repeating the process. After a while I stop and get up. “Stay right there.” I request as I walk over to the suitcases and open them. I look through the gigantic assortment of toys the agency has provided us. Finally I find what I had been looking for. Some anal beads and a decent sized dildo. Read more »

[F] Got mistaken for a high end prostitute at a convention…

I went to the 2016 Convention as a delegate for the state of Texas. I wasn’t a very political person before, but I was enthusiastic about the candidate and the message. But this isn’t about politics.

Things weren’t great at home. My husband has always been very passionate about politics and he donated to a different candidate from our state. It was a little contentious because we’re both stubborn, independent people. Two alphas.

So he didn’t go to Ohio with me. I was on my own with the group and kind of cut loose. But that part isn’t unusual for me. I’m over 40 now, but I’m a former pageant queen with a love for nice dresses, high heels, big hair, and big glasses of wine! I still have a gym body, even if I no longer have a high school cheerleader’s waist. (Pic on my profile!)

Obviously it was a rowdy atmosphere. There was a celebratory vibe. There was definitely a crowd that was high on life and old times religion, but that wasn’t my crowd! I tried to hit every party I could find! Read more »

One night with Katherina – Part 7 [M+F][prostitution][ass-worship][rimming]

*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), who is competent and experienced in the anal arts, but touches on some other kinks along the way.*

​

***Mathis:***

I´m a little surprised by how quickly she came but at the same time insanely pleased with myself. The lovesense must have done a number on her too I concede to myself as I slow down my hand movements but don´t completely stop. I can already feel my fingers wrinkle a little from her wetness. The thought makes my cock twitch a little, he is recovering quickly with such a hot piece of ass on top of him.

With her tits pressed to my face, there is little I can say. Instead I bury my face even further into her bust.

“Mmmhhh.” I let her know I´m enjoying it as I take one of her areolas in my mouth again and begin swirling my tongue all around it. Read more »

One night with Katherina – Part 6 [M+F][prostitution][fingering]

*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), who is competent and experienced in the anal arts, but touches on some other kinks along the way.*

​

***Mathis:***

As my cock springs free of her mouth and she gives me her dazzling smile I can´t help but return it.

“I like to think so.” I reply to her compliment.

I look up at her and her amazing boobs. I could get used to the view, but I have something better in mind as I grab a hold of her hand and pull her towards me. I place both of my hands on her hips before starting to direct her into my lap again, wordlessly giving her to understand that I would like her to sit down with her legs spread around me.

When she sits down, I grab both of her tits, squeezing them repeatedly before guiding her left boob towards my mouth. My tongue darts out giving her hard nipple a flick before I let it circle it, covering her areola with my spit. Finally I suck on the nipple and bite down on it lightly. Then I repeat the process on its twin all the while kneading them with strong hands. Read more »

One night with Katherina – Part 5 [M+F][prostitution][teasing][oral]

*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*), who is competent and experienced in the anal arts, but touches on some other kinks along the way.*

​

***Katherina:***

As you spur Katherina on, she gets off her left knee and puts her leg under herself in a semi kneeling-crouching position. This raises her head a little higher and gives her a better angle when going down on you and allows her to get your dick a little bit deeper.

She steadies herself on your hip with her left hand. The movement is still methodical and both mouth and hand are in sync. As her head moves down she pulls on your cock with her right hand and it looks like she is trying to stuff her mouth with it. It looks really hot. The strokes from her hand get longer, so long that at some point her lips and hand begin to meet.

You let out a groan and again you see the corners of her mouth turn up in a slight grin. Read more »

One night with Katherina – Part 4 [M+F][prostitution][teasing][oral]

*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), who is competent and experienced in the anal arts, but touches on some other kinks along the way.*

***Katherina:***

Happily Katherina turns around and crawls towards you, getting rid of the denims around her knees in the process. She stops kneeling sitting in her lower calves before you. Her eyes are fixed on what you have to offer and she moves her arms up and her hands glide all the way from your knees (she pushes them slightly apart to make room for her) to your hips and further up your to your navel, then just like a wave on the beach her hands retreat again on the side of your hips but in the process hooking her fingers on the rubber band of your shorts, pulling them down and out from underneath you. Her pull was strong as the movement comes from her upper body pulling back. Your cock springs free. Read more »

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. Read more »

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. Read more »

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. Read more »