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. It's in the basement of a building down some steep stairs. 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 it's quiet. Take a seat, I'll go prepare the tequila."
You sit and watch him pour five shots from a bottle, emptying the last dregs from it by washing down a pill, then pouring another five shots from a fresh bottle. He then takes off his suit jacket, tie shoes and socks, leaving them on a nearby table. He picks up the tray of drinks, placing them down on the table and pulls up 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, socks and 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 you 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 then rolled three more times, for each of you and you have to take a shot each time. On your fourth roll, you get a six.
"Top or skirt what's it to be Sam?"
Laughing at your misfortune you remove your top completely forgetting, 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 black cock looking about eight inches long and quite thick. 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, taking a shot and hands you the dice. You roll it and to 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?