Full story of the arrangement here. She's a professional and she makes custom content for me that involves her fucking randoms I find using her likeness on dating apps.

I typically try and find new guys to come by and fuck her, but there are a couple regulars that I like to come back because of the way to fuck her and how easy it is to get them to come by. She, too, has a couple favorite regulars that she prefers that I talk about in this post.

The day before NYE, I had asked her if she'd be available to make custom content. I wanted to surprise one of these guys with some nasty NYE trailer-trash bootyhole. She agreed to make content after Midnight because she would be partying at a local bar herself. So I rented a motel near the bar and planned to uber her.

Lately I've been trying to shoot for 2 guys in a day rather than just 1. I would say its sloppy seconds that turns me on, but she cleans herself up in between guys, so its more of just a kink for slutting her out? Not really sure. She had told me there was a guy flirting with her at the bar she's at and offered to take a video of them fucking. And I had 2 of the regulars lined up to meet at the room after midnight already.

So I said yeah, go ahead and fuck the guy at the bar but abide by the rules, which she sent me a shitty 45 second video of the guy cumming in her ass in the back of his work van he drove to the bar, the video sucked and was my first clue that she was messed up. That was about 10pm.

As for the regulars, I had told them both to meet "me" after I was back from the bar. Told one guy I'd be back to "my" room around 12:30am while I told the other guy 1:30am. First guy, young athletic black dude, was already in the parking lot of the motel by the time she pulled up at 12:15. I like him because he's eager and quick and doesn't like to stick around; perfect for these back-to-back visits. And he after like 20 seconds of dick sucking, he's rock hard and goes right for anal; adhering to my secret objective he knows nothing about. He finished in like 10 minutes, just fucked her in doggy quietly until he spurted his ropes up her grimy used anal cavity. Didn't even touch her pussy. Said maybe 5 words while he was there.

But the 2nd regular is one of her favorites. As soon as the first guy left, I told her who would be coming by next and she got all excited. He goes by "Unc", like Uncle, dark skinned black guy in his 40's. Serenades her with compliments the moment he walks in the door, goes right to eating her pussy before anything; he's a natural smooth talker. She tosses on her neon fishnets and lays on her back when he first gets there because she knows the routine with this guy. I can hear her slurring her words as she flirts back and asks him about his night. She's moaning and wiggling around and kissing on him, totally ignoring the disassociation rule.

After several minutes of playful fucking, she flips over in doggy and he's fucking her in the pussy. She starts throwing her ass back, moaning and for the first time ever that I've; starts playing with her clit while a guy is fucking her. He's under the impression that she's not on birth control, so he knows to put it in her ass to cum. So after stroking her pussy for a few minutes, he pulls out and slides his BBC up her ass. Again, ignoring the disassociation rule and she's talking dirty through a slur; "Yeah fuck that nasty little asshole, daddy. Shove that cock up my whore ass!" and then her legs started shaking. Was she CUMMING??? Never seen her cum before. She started begging him to cum in her, to fill her slut asshole up. He briefly grunted his nut up her greasy rectal lining and left after they smoked a cig.

Texted her this morning after watching the videos and told her she broke the rules but I forgive her because she enjoyed herself lol. . Didn't even touch her pussy. Said maybe 5 words while he was there.