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The morning of the second day she called me to tell me about the conference, and to tell me about an older BBC named Jackson rearranged her guts and how her pussy was still sore. After she finished telling me everything I asked her if she’d be seeing him again this night too. She went with “I’m not sure, I think I may try and play it hard to get. I don’t want him to think I’m too easy.” She had me chuckling on the phone and I responded that as soon as he started waiving his big cock in her direction she’d be on her knees like the good little slut she was. Liz: “God I know you’re right. But I at least try and pretend I’m not a complete slut!”
She gets through the day with no word from Jackson. After the conference day 2 wrapped up, she went up to her room to change clothes to go grab dinner with some of her coworkers. A few minutes after she entered and had just gotten out of the shower, she heard a knock at the door. It was Jackson. She’s only wearing a towel but opens the door for him and he pushes in and closes it behind him as she’s trying to tell him she’s got to get ready for dinner. He just tells her he won’t be but a few minutes. He pins her against the wall with a hand around her throat and pulls off her towel. Tells her what a pretty slut she is and tweaks her nipples. My wife loves nipple play. She’s cum before from having her nipples sucked. So as soon as Jackson started playing with them she started to get wet.
He told her that he would be fucking her ass tonight and asks her if she’s ever been assfucked. She tells him yes but not by anything as big as him. He tells her not to worry, he brought something to help her loosen up for later. He removed his hand from her throat and told her to get on the bed, face down ass up. She said again she didn’t have time to fuck that she needs to get ready. He told her he was just going to be a few minutes and he wasn’t going to be fucking her just yet. He fingers her ass then finally lubes up a butt plug and pushes it into her tight little asshole. She told me later it felt like it was about the size of my dick. After Jackson was satisfied the plug was fully in her and not going anywhere he gave her ass a few slaps then told her he’ll see her later, and that if she takes the plug out she’ll be punished.
She’s always been a stubborn smartass so she of course asks him sarcastically what he’d do to her. So he walked around the side of the bed until his crotch is a few inches from her face. He unzipped a his pants and pulls out his cock and tells her “Do you remember this slut? If you take out that plug, I’m still going to be fucking your ass. Just without lube, and without any kind of preparation. So if you want me to turn your asshole into a ruined crater, take it out. Now kiss it.” While he told her that he’d been slapping her face with his cock. And as soon as he told her to kiss it she opened her mouth and took the head of his cock into it before giving it a sloppy kiss. Jackson just smiled and said again “I’ll see you later slut.” Then he walked out and left my wife naked on the bed with her asshole plugged.
Fortunately she didn’t have to go far. Dinner was at the hotel restaurant. After cocktails and apps, Liz had to use the bathroom. Bathroom was down a hallway off the hotel lobby. Fairly obscured. Jackson is there waiting for her. Grabbed her and feels her ass through her dress and pushes the plug up further into her illiciting a moan. He smiles but tells her to show him. She asks why she’d need to do that, and he just tells her to be sure. So she spins around facing toward the lobby, pulls her dress up and thong to the side, and spreads her cheeks right there in the hallway. He tells her good, he was just checking she didn’t take it out. Then he grabbed it, pulls it out a little, then pushes it back in. Then tells her that he will text her when to come to his room then walks away.
She’s still flustered when she gets back to her friends and is definitely more than a little wet by how Jackson is just manhandling her wherever and whenever he wants. Dinner finishes up and she heads to her room. And waits. And waits some more. And is about to just play with herself and cum when she gets a text from Jackson telling her to head up to his room. And she rushed off, was out of her room moments after she got the text.
He opened the door for her, he was fully naked already. His third legging hanging down. He sat in the chair in the corner of the room and he told her to suck his cock until he was hard. Then he had her ride him while he sat in the chair. The whole time he’s got his thumb on the plug gently pushing it in. Between the 6” of plug and 9” of cock she’s grinding on she told me she’s never felt more full in her life. He finally told her it was time to fuck her ass. He had her lay down on the bed and put a pillow under her hips. He started off slow. Just giving her an inch or so at a time. Working it in. Stretching her out. Not giving her more than she could handle. She definitely wasn’t the first white girl whose ass he’d resized.
By the time he sunk all 9” of cock into her ass, she said she could feel him in her stomach. But he still took his time, kept reapplying lube. Slow strokes out then in. He was making her take his full length on the out strokes, then sinking every inch back into her. Over and over again. It was driving her crazy. She hates when she’s getting fucked slow unless she’s in the mood for it. And in this hotel room with a guy the age of her dad who’s got his 9” of black cock sunk into her asshole, she doesn’t want to be lovingly fucked, she wants to be railed like a whore. She told him as much. He simple laughed, both hands wrapped around her lower back, then started giving her an ass fucking like nothing she’s ever experienced before.
At one point after he’d already made her cum once and was steadily forcing her to a second orgasm she told me she stopped being able to use words and was just making animal noises. That he had fucked all the thoughts out of her head. Fortunately through it all he kept applying lube generously. Otherwise he would’ve 100% turned her asshole inside out. As it was, he just gaped it. She sent me a before and after of her asshole, and yeah, Jackson fucked that hole up.
Through the pleasure and pain she finds the words to beg him to cum, her ass can’t take much more. She is begging him to cum in her ass. She kept telling him how bad she needed it. How she’s never been fucked like this. That her ass is never going to be the same. That he owns her holes. The last one got him and he started asking who owned her holes and she just keeps saying back “You daddy”. And then he finally blasted his load into her very abused ass. He pulled out, leaving her hole gaped and twitching, before taking a seat in the chair again. She was just breathing hard on the bed, legs twitching. Not mentally ready to move.
He did give her a few minutes to collect herself before demanding that she come over and suck his cock clean. She obliged, and rather than walk on shaky legs she crawled over to him and immediately went to work sucking his cock. One of the first things he asked was “You really loved having that plug in you while I fucked you, didn’t you?” And she moaned the affirmative without ever taking her lips off him. Jackson continued “I have a friend, would you like two real cocks tomorrow? It’s the final night of the conference. How about we go out with a bang.” He asked her this while his cock is down her throat. She just kept sucking him for a few moments before she tore her lips away and told him “If he’s anywhere near your size, idk if I could take both of you. But I’m willing to try”. He responded “that’s a good girl” before guiding her head back onto his dick.
Jackson kept her sucking until he blew a load down her throat, but he pulled out to get two ropes on her face. So at this point he’d cum in her pussy, ass, and mouth. He told her to get dressed, when she went to the bathroom to clean her face he stopped her and told her she’d either be walking back to her room with his cum on her face. Or she’d be walking back without her dress. She chose cum. Fortunately it was late and there was no one in the hallway or elevator and she made it back to her room without being seen. She was so exhausted that she just took off her clothes and got in bed. Cum still on her face and leaking out of her abused ass. In only a few moments, she was fast asleep.