Go with the old man(IE/WM)
From Create Your Own Story
"Okay, I've plenty of time today."
You both quickly finish your beers and head to his apartment, its in the basement of a building down some steep stairs and when you get past the heavy iron door you see a large kitchen/living area with only two doors off of it.
"It's not much but its quiet. Take a seat I'll go prepare the tequila."
You sit and watch him pour five shots form a bottle emptying the last dregs by from it by washing down a pill, then pouring another five shots from a fresh bottle, before taking his suit jacket, tie shoes and socks off. He then carries the tray of drinks over and puts them down on the table and takes the chair opposite you.
"Sorry about that, do you ever play drinking games?"
You haven't before but don't want to appear to naive.
"Sure."
"Here's a dice if you roll two,three, four or five you have to take a shot, if you roll a six, one item of clothing comes off shoes and socks or stockings don't count, roll a one you have to do a forfeit."
"What kind of forfeit?"
"The usual kind in these games."
You don't know what that is but you've already told him you play them so nod in agreement.
"As the host, I'll go first." He rolls the dice and it lands on a six. "Damn, first time up."
He takes off his shirt revealing his chest, the dice is rolled three more times for each of you and you have to take a shot each time, you then roll a six.
"Top or skirt what's it to be Sam?"
Laughing at your misfortune you remove your top forgetting completely, in your drunken state, you're dressed as a girl. Seth picks up the dice and rolls a six.
"Damn, I'm not wearing anything underneath."
"The rules are the rules." You say sticking your tongue out at him. "Does this mean I win?"
"The first person to do three forfeits is the loser, naked just means I do a forfeit on a one or a six."
He takes his pants off leaving him naked his circumcised cock looks eight inches long and quite fit. After taking your eyes off it he hands you a dice and you roll a one.
"Well forfeit time, seeing as your good with your tongue come over here and lick the tip."
"I can't do that."
"The rules are the rules."
You had said it to him only a minute ago so you stand up walk round to him bend down and lick the tip, hurrying to sit down trying to think what disgusting thing to do when he has a forfeit, he rolls a two with his go and takes a shot and hands you the dice you roll it and too your horror it lands on a one.
"Another forfeit, tell me the truth, are you a boy?"
"Yes sir, should I go?"
"No, take off your skirt and prove it."
You slowly slip off your skirt and stand before him your tiny cock causing only a slight bulge in the thong you're wearing. The effect on him is startling his flaccid cock is rapidly hardening and he hands you the dice.
"New game as you tried to trick me, you get five rolls of the dice if you roll three ones I take you into the bedroom and fuck you like the girl you're pretending to be."
"Please don't do that."
"Fine go." You hand him back the dice pick up your clothes and purse and head to the door. "I'll call the cops and tell them you tricked and robbed this poor old man."
"But I didn't."
"You going to deny licking my cock?" You shake your head no. "Five rolls of the dice less than three ones you can dress and walk out of here."
He stands up and hands you the dice taking your purse off of you and putting it in a wall safe.
"Just so you keep your end of the deal."
You move to the table and roll the dice and it lands on the one, your next roll also lands on the one, you take a deep breath close your eyes and roll the dice.
"It looks like my lucky day." You open your eyes and see the one you were dreading, a dice rolls next to it landing on a six followed by another landing on the four. "When you bet your ass make sure the odds aren't stacked against you."
Next?