Tag: Anal

Free Use Friday’s [MMMMF][gangbang][oral][noncon]

“Oh my god, fuck me. More. Please make me cum.” Down on my knees in my dorm room with a big cock in my pussy and jerking a cock in my hand towards my face became my routine on Fridays. Ever since the school instituted Free-use Fridays. Research studies found students spent so much time and energy trying to date/fuck, and less time studying, so Free Use Fridays were started.

Once the campus bell rang at 5pm it was a free for all. Being the tall Asian American girl I am. 5’7” long black hair, slim figure, big ass, tiny waist and firm B cup tits I was a favorite amongst every demographic. Teachers and student alike. I had to rush back to my dorm room for any kind of privacy.

I remember the first few Free Use Friday’s. I honestly thought how bad could it be? I had one ex boyfriend, so I wasn’t a virgin and I like sex. But I never expected all the perverted enthusiasm and vigor these college boys would unleash. I used to have chemistry class at 5 o’clock, when the bell chimed I looked up from packing up my backpack and saw three boys were around my lab table including my lab partner Steve. The professor had actually closed the door to the classroom after most people left and was walking back towards me. Read more »

“The Softballer” [m/f] [consensual anal]

“The Softballer”
(This Story is NOT me. I was told what happened and wrote the story.)
I was in school. I played softball. There was a guy that helped our coach. He was 21. He graduated three years previously. He was so hottt! I’d always bend over in front of him, face my ass towards him when we were doing workouts, anything to get his attention. I wasn’t normally like that, he just wasn’t immature like all the boys in my grade at the time. We were a good team. We moved on after the regular season. Had to travel here, or there. Usually we had the opportunity to find our own transportation. Well, luck found me, sort of. Me and two other girls were supposed to ride with him to our game. We weren’t allowed to ride alone, for some reason. But, the night before we played, the two girls that were supposed to come with us were in a car accident (they were okay), they just couldn’t make the game.
So, against the rules, I went with him by myself. No one even paid attention. The game was like an hour or so away.
We played. We lost. Time to leave. Read more »

Slut rebirth with [F]irst successful anal

I recently started using dating apps and a forum to fill my days with sex. Now, I’m no stranger to dating sites; I used to be on AFF for a while and then took a break but I guess now I’m back at it. I’m a curvy asian with long wavy hair, some of it bleached. 

So before this I never really got into anal coz all my encounters were not good. I had come to the conclusion that it wasn’t adding much to the sex I was having; hence not worth saying I’m open to it. But yesterday I went did it.

After work I went to meet this masseur I’ve been seeing once a fortnight. He’s asian, a little taller than I am, maybe 170cm or so. Tanned skin hair cut short, slim build. He said he runs and plays soccer.

He didn’t massage me this time. We got rinsed off and lay in the hotel bed naked. He was showing me some porn he downloaded; something about this blonde broad teasing 2 dudes into giving her DP.  Read more »

One night with Katherina – Part 15 [M+F][prostitution][anal][ass2mouth]

*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 all too happy to give her what she wants as I grab a hold of her and begin to pound her as hard as I can. Every time my hips impact her butt it sends shockwaves through her cheeks making them jiggle enticingly. “Hmpf.” Is the only sound that escapes me whenever I prepare for another thrust.

I grab her hair with both of my hands and turn her slightly, pressing her face into a pillow instead of the backrest. I position one foot on the couch while the other remains on the floor. With every thrust her entire face is shoved across the pillow, smearing makeup and spit all over it. It´s probably ruined I think but only for a moment. I don´t care about it at all in this moment as I´m completely caught up in the rhythm of fucking Katherina´s magnificent ass. Read more »

One night with Katherina – Part 14 [M+F][prostitution][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 were amazing!” Katharina exhales seductively “… and I just want to show you how special I think you are.”

Katherina pulls herself off your long, now semi flaccid cock with a gasp, then turns around sitting on the couch. You already want to step back and head for the shower, as suddenly you can feel her right hand grabbing your cock.

“Not so fast!” she says mischievously. “Where do yo think your going?”

“Ugh..shower.. Care to join me?”

“But I’m not finished with you yet,” she says, ignoring your question and beginning to stroke the base of your cock while pulling you closer. You are caught by surprise and since your knees are still weak from your orgasm, you let her reel you in on your cock. Read more »

One night with Katherina – Part 13 [M+F][prostitution][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:***

She nods “Yes baby…I want you to fuck me. Gimme that cock of yours. I want to feel it deep inside me!”

During the kissing she would suck on your tongue, greedy for more in her mouth.

​

***Mathis:***

After her words of encouragement I go in for another deep kiss, giving her as much tongue as she wants. While our mouth are entwined she can feel a smile spreading across my lips. I´m feeling extraordinary lucky as I push my cock right back into her tight asshole.

My moans are muffled by her mouth on mine and her greedy sucking on my tongue, almost like she was giving a blowjob. I settle on a steady rhythm as I pull out and thrust back into her.

​

***Katherina:*** Read more »

One night with Katherina – Part 12 [M+F][prostitution][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:***

The last thrust and hold results in coughing and wheezing from Katherina when you finally pull out. As you indicate that you want to change position, her right hand comes up, wiping spit and drool from her face, before she gets up. She is a bit out of breath and now that you see her, her makeup is quite destroyed. Eyeliner, mascara and so on have begun running down over her forehead in dark rivulets in addition to her head being red from hanging down.

She grabs her throat massaging her muscles but she smiles weakly at you. “My God you’re big.” Is what she gets out shaking her head a little bit. She is still recovering from the streak of orgasms.

” I have never swallowed a real one of this size… and so hard. I thought you were going to push it down into my stomach. ” She grins. Read more »

One night with Katherina – Part 11 [M+F][prostitution][oral+throatfucking]

*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 slowly get up, her juices still all over my face. In the process I kiss my way up again, along her stomach, between her tits, up her neck until I finally reach her mouth. I dive in for a passionate kiss, my tongue immediately darting between her lips searching her mouth with my lips pressed hard against hers. My body weight is more or less resting on her, I can feel her still hard nipples pressing against my skin and my cock resting in her juices, making me feel like I´m going insane from horniness.

I break our kiss, my hands brushing away the hair sticking to her face from sweat. I tilt her head up a little so she is looking directly at me. Read more »

One night with Katherina – Part 10 [M+F][prostitution][fellatio][dildo][toys+anal][orgasm][squirt]

*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:***

Katherina enjoys the attention you give her tits but recognizes where you had actually been headed, so she removes her hand an places it slightly on your neck, guiding you downward. You kiss your way down her belly and she tilts up her hip trying to meet your tongue with her pussy. “Oh my God. You’re amazing!” she calls out as you begin cycling her sweet spot. Read more »

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 »