He wants you to dress up.

Bob stood in front of you without saying a word. Whether he was stunned at how quickly you agreed to his request or he needed a minute to think of a new stipulation, you weren't sure. You started feeling uneasy standing there. Finally bob broke the silence.

"Okay, well in that case..." Bob finally spoke. "From now on, you have to dress up like a girl when we play the game, whether you win or lose."

You were surprised by his stipulation.

Sure, you dressed up for him, and you even liked it, but he wanted you to do it from now on. Regardless of whether you won or lost, no less.

At the same time, you really liked dressing up. Wearing your sister's slutty clothes made you feel sexy, and bob wanted to fuck you more (you definitely enjoyed that). Maybe it won't be a bad idea to dress up for him...

Oh, who are you kidding? You were going to dress up no matter what. In truth, bob did you a favor by bringing it up first. He's such a good friend...

You lock eyes with bob's, and you stare into each others eyes deeply. He wanted this, and you wanted this. So why not? You made up your mind in that moment.

"Absolutely. I accept." You answered.

"Really?" He replied " I was thinking you might say no."

"Are you kidding? It's not really a stipulation, more like a courtesy." You told him. "I loved it, and i want to do it again."

Bob grins at your admission.

"Well in that case, how about i get another stipulation?" He chuckles out.

You two laugh away any tension there was left in the room away.

Bob stares at you, before making his way to couch to sit down. Even though it came off as joking, you knew he wanted another stipulation. You weren't letting him get another one.

Although, now that you think about it...