"WOOT! WOOT! Suck it, butler boy!" Randall cheered as the round finally ended, grabbing at his mammoth chest and giving it a teasing jiggle. "Looks like the monsters are gonna be staying in there cage after all... as if there was even any doubt."
You however were far from happy, annoyed by your friend's last minute dirty tactics. "That's totally not fair, Randall," you told him, throwing down your controller in frustration. "I would have won that if you hadn't cheated!"
"Cheated? What the fuck are you talking about? I just out played you, same as always," he replied, still acting the innocent (even with a giant, incredibly smug looking grin painted across his face).
"Oh yeah, right. Like you weren't going on about how wet your pussy was and shit to distract me. Like that isn't cheating."
"It's called trash talk, dude. It's all part of the game."
While this was usually true, the two of you constantly mocking and joking around with one another while you played, this had been a much different experience. Usually when something even in the slightest bit sexual was said, it was done in a light and jokey way (and usually involved something being crammed up your butt). This had certainly not been jokey, not even in the slightest, calling to mind Randall's 'Miss. Card' role play that you'd found on his camera. Added to that, the fact that anything he said now with that voice, if it was only remotely to do with sex, was an instant boner, you really had no chance. Which was exactly what Randall had been counting on.
"Yeah well, trash talk doesn't normally sound like that," you said, picking up your controller again and pointing back at the screen. "We should play again. This time fair."
"What? No way!" Randall laughed, shaking his head, "I totally won! You're just pissed because you couldn't handle my expert psychological warfare."
'Psychological warfare'. Yeah, somehow that seems pretty apt. He was right though, you were angry, angry that you'd no longer get to watch him play with his tits for your pleasure. You'd been so psyched for it too. His distraction technique and the fact that you were currently rocking a semi from what he'd been saying only helping to increase your frustration all the more...
Recycling his 'Lara Croft' voice from earlier, Randall then picked up his empty glass and gloated, "Now, why don't you make yourself useful 'Jeeves' and go get me another drink, there's a good chap."
Glaring angrily at him as he shook the glass in front of your face, you thought for a moment about telling him to 'shove it', not particularly wanting to go through with your end of the bargain and be his own personal man servant now that you'd lost. You had agreed to it however, and it would be pretty shitty to go back on your word now... A deal's a deal, after all.
"Oh alright." you relented, snatching the glass from his hand. "But that totally wasn't fair and you know it."
"Well, it's just like they say, Timmy-boy, 'All's fair in COD and War'."
"Fuck off!" you groaned, pulling yourself up off the couch and taking one last look at those giant tits before heading for the door. You might not have gotten to see the show you were so desperately looking forward to, but you also couldn't discount the fact that it had been a pretty amazing weekend so far. Really you were lucky. What other seventeen year old boy would get to fuck their sex Goddess of a History teacher, twice, eat her out, and then find out pretty much all they ever wanted to know about the female orgasm in the space of one day? None, that's who. When you looked at it that way there was no need to be disappointed. It was only Saturday after all. You still had an whole other day to go before it was over. And who knows what might happen then...
Just as you were thinking this, rubbing lightly at your crotch as you left the living room and made your way towards the kitchen, you heard Randall call out after you, "Oh and while you're at it, grab me some of those sweet chili chips out of the top cupboard would you. I really feel the need for some sort of victory snack right about now." Adding gleefully, "And make it snappy will ya!"
He is so gonna milk this for all it's worth, you groaned, imagining that this was only just the beginning, Randall not being the kind of guy to let you off lightly. I really shouldn't have made that deal!
You had though, and for the next couple of hours your friend had you jumping through hoops, enjoying immensely this temporary power he had over you. This wasn't like at school when he was under the guise of Miss. Card either, where he had to maintain an air of poise and professionalism. Here he was laughing it up and getting a real kick out of you fetching and carrying for him, opening his chips, picking up his XBox controller when he 'accidentally' dropped it, alphabetizing his DVD collection (and then making you reorder them back to how they were), and having you do just about anything and everything in between. The worst of which being, him leading you back upstairs to his bedroom to find an actual 'man-**** outfit' for you to wear, just as he'd joked earlier.
"No way, dude. There is no way I am putting that stuff on," you told him, shaking your head defiantly as you saw what exactly it was he'd chosen.
"Oh come on, it's not really that bad." he said, trying to disguise a chuckle (and clearly failing).
In his hands he held a pink camisole top with the words 'Cutey-Pie' boldly spelled out in sparkly silver writing, a pair of Miss. Card's lacy black panties, a garter belt and matching dark stocking, all items which he genuinely expected you to wear.
"Not that bad?! Fuck off! It is and you know fine well it is! I am not wearing that."
Giving you that same exact look he'd been giving you for the last hour or so when you refused to do something (a look which was far more at home in Government class than here), Randall calmly replied, "A deal's a deal though, Tim. Remember? You agreed to do anything I say, no matter what."
"Yeah, and you said it'd just be making me fetch chips and stuff, not dressing up like a freaking woman!" you once again objected, this being the very thing you'd been afraid would eventually happen.
Randall just shrugged. "What's the big deal? I wear shit like this all the time. In fact, I recall wearing much worse for you today already..."
"That's...that's different," you told him, finding this comparison less than apt. "You've got a woman's body. That kind of stuff looks good on you." Good being an understatement. Randall's body being practically designed to wear skimpy outfits that made him look hot. You on the other hand would just end up looking like a complete and utter fool. Like an amateur transvestite or something. Why the hell would anyone want to see that? Why the hell would he want to see that?
Putting this to him, Randall's answer was exactly as predicted. "Because it'll be funny!" he laughed, not even bothering to hide the pleasure he was deriving from trying to embarrass you now. "Come on, dude, I thought you'd be dying to get into Miss. Card's panties. Here's your chance!"
Refusing to see the funny side of this, you continued on with your objections, getting pretty much nowhere due to Randall's refusal to listen. He was too busy waving the offending panties in your face, all the while trying to guilt trip you into them. Eventually however, after about another five minutes or so of this, he finally put his foot down, snapping back into authoritative teacher mode and telling you, "For God sake Tim, just put them on will you. There just clothes. It's not like anyone else will see you wearing them." This was true, and although you'd really rather not be humiliated by your friend in this manner, Miss. Card's voice did have a sort of commanding effect over you. You were also, on top of that, a little worried that if you didn't comply with this, Randall might not comply when it came to other matters...other matters such as sex .In your mind it really did seem like it was get into his panties now, or miss out getting into them entirely!
Once again relenting, you begrudgingly grunted "Oh for fu... Alright. I'll wear them. If that'll really make you happy."
You didn't even have to listen to his answer, his wickedly mischievous expression doing all the work for you. "That it will Timmy-boy, that it will."
"But that's it. That's as far as I'm going. No more weird stuff, okay?" you said, snatching the clothes from his hand.
"Sure. No problem."
While this wasn't exactly the most sincere reply you'd ever heard (Randall still chuckling away), you figured it was probably the best you were going to get right now. And having no real desire for him to watch you get changed, you then took your 'outfit' and made your way towards the bathroom, stopping as you heard him giggle from behind, "You uh, you want me to show you how to put those on?"
Presumably referring to the garter and stockings (something which you had absolutely no experience of), you responded with a definitive "No thank you. I think I'll manage.", trying to claw back at least some dignity before quickly closing the door.
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