25 minutes ago, Becky was wandering the party...

Becky has about 20 minutes until she can take Amy away from that weirdo Drake, and get the hell out of here. Until then, she's just keeping a low profile, and, well, settling her nerves with a third glass of sparkling wine.

The problem with being a single woman, all alone at a party, without any friends, is that men approach you to try and start a conversation almost incessently.

She's already fobbed off a number of drunken attempts to break the ice, and doesn't see her stopping any time soon.

That is, until a particularly unattractive young man in what looks like a very expensive tailored suit saunters up to her with a knowing smirk on his face.

Becky immediately dislikes and distrusts him.

"Leaving your poor friend all alone with Drake Rogers... Not sure that was a wise call." The man says with a judging expression, as if he's extremely confident that he's superior to the woman he's talking to in each and every way.

What Becky should have said is what she's said to the previous six guys: 'Not interested.' But by bringing up Amy, he's surprised her, and the two other glasses of wine she's already drunk have worked a little magic, loosening her lips.

"That's not... I'll have you know I've made perfectly sure that she's safe." Becky retorts, holding her chin high.

"Is that so." The man replies, skeptical. "Because I have it on good authority that your friend has already taken Drake Rogers upstairs for the full backdoor experience."

"Bullshit." Becky says flatly, rolling her eyes. If this guy was going to try and lie to her, he needed to pick a more credible story.

"Oh, you're sure are you?" The man says, with raised eyebrows, as if offended that his word is being challenged.

"Very sure." Becky remarks flatly.

"Then there would be no harm in agreeing to a little wager, then?" He says with an overconfident smile. "If your friend returns to us and has her Sentinel declare with utter confidence that she has not partaken in anal intercourse with Drake Rogers tonight, I'll give you... Ah, let's make it ten thousand dollars. But if the truth emerges from the Sentinels that she has indeed already allowed Drake to perform an act of sodomy on her tonight, well then... How about... You'll allow me the pleasure of fucking your brains out in my bedroom upstairs, before you leave tonight."

Becky's eyes narrow. She's not an idiot - she knows that there must be something that this man is planning. But she also knows that Drake committed to a contract to not touch Amy anywhere new, and that included with his penis. So if it did emerge that Drake had broken that contract, well then, she could expect to earn at least a six figure sum from him in abritration, perhaps more, depending on how flagrant the breach of contract was. So even in a world where she somehow doesn't win this ten grand, and has to put out for this gross loser, she still stands to profit hugely.

Still, putting out for this guy isn't a complete impossibility. So...

"I'm willing to make that wager. BUT, I always use condoms for sex. And no anal or anything, just normal dick in pussy stuff until you cum. In the privacy of your bedroom." Becky makes sure to put as many sensible qualifiers as she can on the sex commitment, to make sure that he can't exploit the wording to get more than she bargained for.

"Absolutely. No funny business here. Let's shake on it." He offers her a hand.

And she shakes it.

"I'm Freddie, by the way." Freddie says, with a very satisfied smile on his face.

"I'm Becky."

"Oh, I know." The man says proudly. "Sentinel, can you confirm that just over an hour ago, I peeked around the partially open door in the drawing room, and witnessed Freddie Barnes anally penetrating Amy Barnes, whilst making sure not to touch her in any places except her hips and her asshole."

"I can confirm that to be true. I also witnessed Amy Barnes and Freddie Rogers engaging in anal intercourse in the drawing room, 1 hour, 34 minutes and 26 seconds ago." The posh British voice helpfully confirms.

"He'd already touched it." Becky's eyes go wide with stark realization. "He'd already been fingering her asshole when I made that contract."

"He told me it was his thumb, actually." Freddie's smile is somehow even wider. "And I'm afraid, my dear, that makes you the loser in our little wager."

Fuck. Is it really that easy to trick me? I thought I was smarter than this. Becky admonishes herself in her head. Well, I am contractually obliged to fuck 5 guys and collect 5 condoms this week, so I guess this is how it starts. Thank the stars I made those stipulations. I would have a heart attack if I had to let him do me up the butt.

Freddie opens his mouth to speak again, but Becky raises a strict hand, demanding silence.

"I get it. You don't have to rub it in. Lead the way." Becky growls.

"Absolutely." Freddie says politely. "Follow me."

As Becky follows Freddie up the stairs, her mind is racing. She's not the type for one night stands, and has never done anything like this before, except with trusted boyfriends... And even then, only in an empty house, not with countless strangers downstairs!

What position is he going to want me in? How long is this going to take? He's such an asshole, I bet he has a tiny penis.

Thoughts fly in and out of her brain faster than sound as she is taken by the hand and guided into a lavishly furnished bedroom.

"If you'll please take your position on rug, I will have a look through my medicine cabinet for a condom."

He wants me on the rug? Not even on the bed?! Ugh, how degrading. Becky thinks to herself.

"No need. I have brought my own. Extra safe ones. I'm taking no risks."

"Understood, my lady. Would you like me to apply it myself, or would you like to do the honors?" Freddie asks politely.

"I'll do it myself. I want to make sure it's applied properly." Becky responds stubbornly.

"Very well then. Let us proceed. I'm very much looking forward to this." Freddie says, and begins to unbuckle his suit pants.

Becky plonks her butt down on the rug, pleased to discover that it is in fact rather soft and fluffy. Perhaps it won't make for such a bad surface to have sex on after all.

She runs her hand through its soft fabric idly, trying to mentally prepare herself for what she's about to undergo with this man she feels absolutely zero attraction towards.

"I'm ready, my lady." Freddie announces, prompting Becky to look up.

Hovering over her, rock hard and jutting out proudly, is the biggest, thickest cock she's ever seen in her life.