[MF] Alice in Anal Land…

(this is a consolidation and more polished re-write of a story I wrote in three several posts a couple of years ago…)

Disclaimer and Content Warning: The following story is based on real events, with some minor changes to protect people’s anonymity and to improve the narrative flow. It involves repeated occurrences of a dangerous sexual practice: ass-to-pussy switching (also known as “a2p” or “atp”). While it was very much consensual, it was definitely not “safe or sane” and only somewhat “risk aware” at the time. I’d be a LOT more reticent about that practice nowadays – at the very least I’d have a pre-negotiation that involved an explicit discussion of risks. But back then, I was a lot less knowledgeable about these issues, and I must confess, I wasn’t really thinking with my brain at the time. And also, this was a series of bareback hookups – another massively unwise thing to do. So yes, the narrator in the story is me, but a younger, more selfish, more irresponsible version of me from years ago.

Anyway…

Her name was Alice. (Well, actually it wasn’t, but that’s what I’m going to call her.)

[MF] [Kink] Third episode in my unhealthy fuckbuddy relationship [a2p]

The third time Alice and I played, it was because she’d said she wanted to be fucked in my office late one night. So we arranged it.

One day she was working at her part time job in the city and I was in my office. We both worked late. About 9pm she sent me a text and I went down to reception to let her in. Most people in the building had gone home, but a few were around. Alice was dressed in business clothes so, aside from her apparent youth, no eyebrows were raised – late night meetings were not unheard of with various court cases ongoing.

I wanted to ramp up the tension so, even though we were alone in the elevator, I just engaged in small talk about her work and studies. Luckily, the only people still working on my floor were at the other end, on the far side of the elevators. I let her into my office, locked the door behind us and just advanced on her, my eyes suddenly hungry, backing her up against a big bookcase/ cupboard wall unit.

[Kink] [FM] Second episode in my unhealthy fuckbuddy relationship… [a2p]

A few days later, I had planned to work from home that day and I woke up with morning wood. In a mischievous mood, I texted Alice:

Me: “Why aren’t you here? I need somewhere to cum…”
Her: “I’m at the gym!”
Me: “Then come here after. I’ll send you home with my cum leaking the way you like it.”
Her: “I have a 10 am class.”
Me: “Come here *straight* after the gym. Then go home or to class.”
Her: “But I’ll be all sweaty!”
Me: “Good, I’ll just make you even more sweaty. I want to send you home with my cum leaking into your panties…”
Her: “That would be pretty hot…”
Her: “Ok. I’ll be there about 9.”

When she arrived she was wearing black and pink gym shoes, pale pink lycra yoga pants and a bright pink cropped shirt over a sports bra. And her hair was in pigtails. Pigtails! She looked like someone’s 14 yo little sister.

As before, as soon as she was through the door I grabbed her by the throat and slammed her against the wall as I kissed her. I spun her around to face the wall, and reached into the back of her yoga pants and underwear to feel that she was already a little wet. I worked two fingers into her cunt and then used one to tease her ass.

[kink] [FM] A fun but unhealthy fuckbuddy relationship…

Alice. 19 yo university student. Tiny. Total goody-goody look.

Found her on a BDSM-ish dating site. She was uber nervous, had never been dominated, only ever had sex with teenagers. She got her boyfriend to reluctantly(!) try anal once. LOVED the feeling of cum leaking out of her ass.

So… some sexy texting and flirting later and the first time we actually met, within 10 minutes I had her bent over my kitchen table with my cock moving from her pussy to her ass. When I’d come in her ass, without being prompted, she’d drop to her knees to suck my cock while occasionally scooping my cum that was running down her thighs, showing it to me and then eating it… She was totally paranoid about her friends or family or boyfriend finding out about her “secret desires” – but she kept coming back for a while…

She was desperate to be dominated. When she arrived at my doorstep that first time we were supposed to go out for coffee to see if we clicked, but she’d confessed to being wet on the way over. I took a chance and when she stepped inside my door I grabbed her throat with one hand and slammed her against the wall and kissed her. Hard.