Raise her stakes

You start talking before you know it.

"Ok Ron, Hi first of all." You give a wave and let one hand cover your manhood.

"Second, I know im not a game designer im not the end-all of balance, but you HAVE to see that was really uncool of you, Jess."

She looks a bit guilty but stands her ground all the same

"If this is going to be double or nothing, i think it only fair we add Ron to this."

"Wait, what?" Ron says

"Hear me out, in order to play another round, I have to use both my hands. Easy enough for the fully clothed, but if its a TRUE double or nothing, we have to raise them somehow."

Ron looks a little confused, Jess looks interested.

"If I win, you two have to strip naked, and drive me home afterward."

Jess chimes in "Ok sounds great"

Ron speaks up though

"Woah woah woah, I did not agree to shit, this whole thing is going too far..." he keeps going before Jess seems to calm him down.

She whispers something in his ear, and he seems to relax slightly, before she turns back to you.

"Firstly, what if I win?"

"What do you want"

"If I win, you will walk home after I get to take a picture of you"

Is that it?

"But of course, all of this dealing will mean nothing, if you dont honor the first one. May i have the rest of your clothes please?"

You manage to focus hard enough to keep one hand on your crotch, but the other quickly whips off your shirt, and you kick off your shoes and socks.

Standing bare naked in your friends apartment, you cant help but feel excited for the possibility of the future.

"Rick?"

Jess' voice brings you back to reality, but her wide grin tells her shes enjoying the sight before her

"Could you please close the door?"

You turn pale as you slowly turn toward the door. You see an attractive woman standing in the hall. She is wearing a black trench coat and makeup that compliments her heart shaped face and piercing sky blue eyes.

Eyes, staring right at you, and a mouth covered in red lipstick open in shock.

You quickly slam close the door, panting. When you turn around, you see Ron starting to giggle, but Jess is completely serious.

She outstretches her hand and asks "Do we have an agreement?"