All Three Holes by TheRedChamber
Katie was in the zone — that headspace during sex where all her stress and inhibitions had faded away and she just let herself be taken. The only thing she was conscious of was the growing warm feeling from her loins as a man pushed himself into her.
The pleasure came in rhythmic waves, pushing her closer to losing her mind completely She was no longer worried about whether she should or not, only focused on the climax, maybe still minutes away, but still somehow inevitable. She was giving herself to a man who was confident, successful, rich and, somehow this made it hotter in a way she couldn’t explain, old enough to be her father. She had no doubt that her orgasm would be shattering and her moans started to take on a more insistent and encouraging tone.
Suddenly he pulled out of her and she suddenly returned to the real world for just a second, doubts rushing in. Why was she letting her boss’s boss fuck her unprotected less than a week after starting her intern position? That wasn’t the kind of girl she was. He’d called her in, asked a few questions about how she was settling in, then told her to lift up her skirt. She had. Why? He’d stood up from his big mahogany desk, walked round the other side and pulled down her tights and panties in one movement. As he reached between her legs, she was amazed to find she was fully wet. He didn’t seem to be. “Good girl,” was all he’d said as he bent her over the desk, unzipped and entered her.
Damn it! She didn’t want her brain to be turned back on. It had been so good. Why wasn’t he back inside her? Still bent over the desk, she looked around and saw him zip himself up, erection still clearly tenting his expensive suit.
“Mr Collins?” she asked.
“Get dressed,” he ordered. What the fuck, she thought, you have got to be kidding me, but she pulled up her panties and tights anyway.
He picked up the phone and dials a couple of digits — an internal number. “Hi Mandy, is Bill there…yes, I think you can interrupt them, this won’t be long…hey Bill. You want to pop by my office…It’ll be worth your while…The Marston client, bring him too, you must have been in negotiations all morning. Call it a break…okay great, see you in a second.” He put the phone down.
Katie found her face reddening. “I’ll just, err, go shall I?” she said. Damn, a twenty-first century girl should be laying into this cunt-tease for leaving her on the edge like that, but she found herself meek as a lamb. This man controlled billions of dollars, and the fates of whole conglomerates. She still could help but still want this lion to devour her whole.
“Stay please. Don’t talk.” He indicated a leather bound chair at the back of the room, next to the bookcase and far away from the desk. Katie obediently sat and started to nervously adjust her hair and clothes, trying to make herself look like less of a slut to anyone who came in. Of course, anyone who came in would know instantly what she had just been doing. How couldn’t they?
The intercom buzzed, and the secretary announced the visitors — Bill and Mr Sutcliff from the Marston account. There were the usual polite formalities. Mr Sutcliff (no, call me Peter) had met Mr Collins in the summer (yes, at the conference in Paris), but it had been a while, and, no, the deal wasn’t finalized yet, but was close. The pleasantries continued for a couple of minutes and none of them included so much as a glance in Katie’s direction from anyone. Finally, they reached a conclusion and Mr Collins clapped his hands together softly, as if to get down to business.
“So, Bill, I called you down here to ask you a question.”
“Sure.”
“Which of our current admin staff has the tightest cunt?”
Bill gave a chuckle, but didn’t seem too surprised by the question. Katie, however, wanted to curl up and die. Bill thought for a second, “Well, if you hadn’t said current it’d be easy of course.”
“Of course, Mindy, but she left to join Goldstein’s last year. Lucky bastards. So, that’s why I’m asking. Who is it now?”
Bill shrugged. “Not much in it. Penelope’s the best overall package, but you couldn’t say she was all that tight. If we’re just talking about the cunt itself…Rebecca from IT, but she’s only any fun if both of you are drunk, as I think we all know.”
Mr Collins gestured in Katie’s direction. “I’d like to get your opinion on this young lady here. Intern from Leeds University, joined us last week. Be a darling would you sweetie, and bend yourself over for Bill, like you were for me just now. Peter, perhaps you’d like to contribute too.”
Katie couldn’t believe herself. She should walk out, of course she should. Slap his smug, sexist face and then sue the company for every penny. She didn’t. She hesitated.
“It’s okay. We’re all friends here. No need to be nervous.”
Katie blushed, but stood up. She brushed past both men on her way to the front of the room, pulled her skirt up and her panties back down and bent over. What the hell, she suddenly thought, if she was doing this, she should do it in style. She turned around and winked, “Gentlemen. I await your favourable evaluation.”
She faced forward again. She felt a man behind her, dropping his trousers, flesh started to probe her behind, pushing against her lips then suddenly he was inside her. Bill or Peter? She wasn’t sure.
“Hot damn,” he said. It was Peter then — clients first.
“What did I tell you?” said Mr Collins, “Isn’t the tightest little hole you’ve ever felt.”
Peter was moving back and forth. Not quite fucking, just testing her out. “That’s amazing. Bill, you’ve got to try this.” He pulled out and stepped aside.
Katie braced herself for another cock. Damn, she didn’t usually rack up three in even a year. As he entered, Bill immediately felt different. Larger. Much larger. She let out a gasp.
“Hot damn,” she moaned.
Mr Collins laughed. “See. You were in such a rush to leave, that you nearly missed out on Bill here. Always puts a smile on ladies faces, does Bill.”
“So we’re agreed then. Prime cunt. But what about the asshole.” For a just a second she felt his finger push insistently at her ring. She suddenly slammed her legs shut — with Bill’s cock still inside her, all this did was suddenly make her gasp.
“Bill, Bill, she’s still just an intern. Probably never had a man up there before. She still needs some training. Still, I know what your like. So, what do you say miss? Are you game, if Bill agrees to go gently on you?”
Katie nodded. How did you say no to these people? It seemed impossible somehow.
Mr Collins went round to the other side of his desk, to the intercom again. “Susan, could you join us please. Bring the lube and the party bag if you would.”
“I’ll be right with you, Mr Collins,” the intercom crackled.
Katie was mortified. It was one thing to be fucked by three different men — one completely crazy, unbelievable thing — but just one thing nonetheless. It was quite another to let another woman, a peer, see her in this position. Her reputation would be destroyed by the rumours.