Nerdy guy awkwardly holding his wallet.

You call up a tall lanky guy who clearly doesn’t go out a lot and who put a lot of effort into his attire for the evening. He’s wearing a shiny metallic gray nylon shirt and black pants that are just a little too short and tight for him. The truth is that an attractive, confident guy might be able to pull off the outfit he’s wearing, but the guy in front of you is not that guy. He walks up to the bar holding his wallet and eyeing the tip jar with a sheepish look on his face.

‘’Hi! Uhh… I’d like a drink. Oh, and here’s ten dollars for your tip jar. I understand that a tip entitles me to a request of a magnitude commensurate with my donation?”

You have to stifle a smirk. The guy is kind of a jackass, but he’s so obviously uncomfortable that you have a hard time being annoyed at him.

“That’s about right,” you say, arching an eyebrow at him challengingly.

“Then I would ask… I would ask… I would request that I be allowed to borrow your underwear… er… my lady…”

“Umm… I don’t know if ten dollars is going to cover that, buck-o,” you say, a little surprised by the boldness of the request.

“Ok, well… look, I bet my friend that I would be able to get a pair of women’s underwear. We bet forty bucks, so I was going to give you ten, and keep thirty, but what if we split it fifty fifty, or, err… twenty twenty?”

You eye him skeptically, trying to figure out if he’s making crap up.

“Ok, I’ll agree to that, but you better bring me back my underwear by the end of the night.”

With that, you reached under your skirt and slid down your panties. You took off your sweater, and then you reached back and undid your bra, managing the trick of taking it off without taking off your tank top. Your nipples protruded from your tank top a little bit, and you’d have to be careful with your skirt, but you remained largely covered up.

Which is more than you can say for Robin, who had apparently been convinced by the girl in the cheerleader outfit to trade her dress. So now Robin was wearing the pleated miniskirt and varsity jacket. She had left the varsity jacket unzipped and you could see a plain white bra underneath. Liz returned from upstairs with a wad of cash for the tip jar and an embarrassed grin on her face.

Pretty soon, you see your sister Rachel and her friend Monica heading towards the bar.