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.

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.

The time I[M] tried sucking another guys[M] cock only to realise it wasnt for me

So last night I [M25] was spanking the monkey and got a strange urge to suck a cock. I’ve gotten off to Gay Porn before and been attracted to a few of my friends as well but never acted on it.

Last night i downloaded Grindr and was having a lot of fun sending and receiving texts and pictures.

Roll on to this morning when i started chatting to this guy [M20] on the app. He was super cool and we started teasing back and forth. Talking about sucking and fucking and what not.

I work in a third level institution (not a lecturer) in which he is a student. I took my lunch break at one o’ clock and learnt that he was at home, 5 minutes down the road, he sent me a picture of his rock hard cock and asked me to come over.

So i went over to his place, he was a lot smaller than me (twink) but a lot more hairy which surprised me.

Home is where your naked

The afternoon died and evening awoke as mothers plans blossomed and played out almost as if she foretold the future. Her son was new to his High school with great grades, no friends and a mind more mature than his age. His freshman year was a pain for him and her. Summer he chose to stay home and secluded per the norm. Sophomore year started on shaky grounds. His hormones exploding with an attitude just like hers. She waited for his first Report card to decide what she wanted to do for him. As always his grades were better than average.

Friday came, he got home from school, got in comfy clothes and started up his gaming console. On her way home she picked up some alcohol and party favors along with Sandra and Stacey from down the street. Sandra has been crushing on her son since (7) and has been well equipped by puberty. They all walked in after mother mentioned her son not knowing about their guests.

Thank you Tindz, for my First Hookup [FM]

Hey there Reddit! Obligatory “long-time lurker, first time poster” & some backstory. I am a lady in her 20’s who’s really coming into her own, and might have a story or two to show for it. If you just want something steamy, you can skip a bit to **** ;)

I was raised in a very conservative/religious environment, to the point where I thought I was asexual. Boys were literally the devil, and I’d rather have science and 30 cats, thank you very much. But, as things tend to do, once I left for college and left an ill-fitting faith in the dust, I realized something about myself: I am a MAJOR slut. It took a few more years to come fully to terms with this, and occasionally life /does/ get in the way so my slut-sona has to take the backburner. But, once I started dating my current bf it was very apparent that slutty Penelope was here to stay.

So the story begins, with my being in a long-term, long-distance relationship (a la grad school), and also absolutely insatiable.

[M]y favorite blow job I’ve ever had [F]rom her

Actually, it was the best I ever received… Oh how I miss good head…
The best bj I ever had was on a random roadtrip my at the time gf and I had in a 3 star hotel. Probably had hourly rates kind of place.

About us… I was in decent shape. No 6 pack abs or anything but a slight build. She was curvy. A few pounds that fit her perfectly. Fun 36c boobs that I’d manhandle any opportunity I had. She had a great sex drive. Open to trying most things but was a little hesitant when it came to bjs.

We decided to chill out for a bit before heading out for dinner. Turned on the TV and they had one of those Pay-Per view movies with an adult section. I joked around that some of the titles are hilarious. Started flipping through the parodies and had a chuckle. She told me I should get one. I wasn’t going to say no.
So I switched to the hardcore section and picked a random one.

I got [f]ucked by two cocks for the first time. [MFM]

Links to previous stories:

– [My first experience with Tinder. [FM]](https://www.reddit.com/r/gonewildstories/comments/cy7h6f/my_first_experience_with_tinder_fm/)

– [My First time deepthroating. [FM]](https://www.reddit.com/r/gonewildstories/comments/cyccgy/my_first_time_deepthroating_fm/)

– [My First time getting creampied. [FM]](https://www.reddit.com/r/gonewildstories/comments/cz2odi/my_first_time_deepthroating_fm/)

– [My First time trying anal. [FM]](https://www.reddit.com/r/gonewildstories/comments/czlk4q/my_first_time_trying_anal_fm/)

– [Fucking two guys within 10 minutes. [FM]](https://www.reddit.com/r/gonewildstories/comments/d00scw/fucking_two_guys_within_10_minutes_fm/)

– [My first time at a nude party. [FM]](https://www.reddit.com/r/gonewildstories/comments/d0jevt/my_first_time_at_a_nude_party_fm/)

– [I got fucked outside of the club. [FM]](https://www.reddit.com/r/gonewildstories/comments/d0xs6r/i_got_fucked_outside_of_the_club_fm/)

– [My first lesbian experience. [FF]](https://www.reddit.com/r/gonewildstories/comments/d1brel/my_first_lesbian_experience_ff/)

Pre-warning. Apologies for any inconsistencies I make during this. I used “HG1” and “HG2” a lot during this, so I undoubtedly got them mixed up at some points, so if you notice any mistakes let me know and I’ll fix them as soon as I see. Not too keen on the writing style I used for the conversations on this one. Seems like a lot more work. I think in the future I will just cut out as much of the conversations I can and just stick to the good stuff.

A dryspell comes to an end? A Sunday to remember [MF]

Wife and I had been in a dry spell. Unfortunately, that tends to be our norm… we’ve both hit 40 and with busy lives with kids…the magic doesn’t happen much. i think both of us aren’t thrilled with that ..but it’s the reality . So it wasn’t a big leap that I figured i wasn’t getting lucky yesterday so i invited a buddy over to watch the games. I didn’t know it but he brought his wife which made it more of a couples thing. My wife is not a big drinker but is a social one and her and her friend were cracking bottles of wine. Game Ends. Friends Leave. We’re a bit hammered, and i’m on cruise control cause my buddy brought over an edible for me.

Sitting by the firepit wife says she will be right back. my conservative, reserved wife walks back outside completely naked as says “do whatever you want to me. I’m yours”

That time [M]y date said she has a thing for [f]ooling around in public.

“The thing that really turns me on, more than anything, is fooling around in public. That’s why I always wear dresses, if I like someone”.

Katie had leaned over to whisper that in my ear, so it wasn’t obvious to anyone else in the bar. I nearly choked on my beer, not because it was too unusual for someone to have that kink, but because we were only about an hour into our first date. And well..she was wearing a dress.

I looked Katie over again, she was a cute dirty blonde with freckles from too much sun doting all over her nose, but they just made her look even cuter. She was wearing a loose fitting sundress that had spaghetti shoulder straps, but otherwise it didn’t show any cleavage or any leg. It was a respectable first date dress, that didn’t predict what Katie had just said to me.

A Fun Night {MMF FDOM} (Critiques/Comments Welcome)

The breathing was even, but quick. On either side of her, she felt their chests rise and fall against her, pressing her between them. A hand caressed the back of her thigh, starting at the knee and working up and around the leg, drawing a sensual line to the swell of her ass. She felt the tingle of excitement flourish in her stomach. She thought about how he might not know about the other hand that was gently probing at her mound, pressing against her sex. She felt her body flush with heat. She pushed her ass against the man laying behind her, grinding against the stiff cock in his pants. She felt him push back in response. The rhythm of his hips against hers, pretending like he was shifting in her sleep. She felt his hand reach around, sliding beneath her shirt, she felt the trail his fingertips left as they glided towards her chest. She had decided not to wear a bra that night and it payed off much to her excitement as fingers began to pull and twist at her stiff nipples, a tantalizing pulse of adrenaline with each tug. The man in front of her began to press his fingers into the lips of her pussy, probing a touch further in between them. She felt the wet warmth of her juices beginning to moisten her panties and the thin stocking she wore. His fingers began to more fervorously explore this wetness. It took everything she had not to moan with delight as the man behind her began to grope her breasts firmly, forcefully, needfully.