Does he like pegging?

"Well, since my kink is out of the bag let's see how other people feel about it. Tyler, have you ever or would you ever let a peg you?"

"I haven't," Tyler replies, "but I totally would. I'll try anything twice."

"Twice?" Melissa asks.

"Yah, even if you don't like it the first time you might really like it the second, and I don't want to miss out."

Tyler leans over and draws a name. He looks Emily in the eye, "Truth or Dare?"

Emily smiles at him, "Let's spice it up with a dare."

"Ok, I dare you to peg me."

"What?" Emily gasps.

"What? I said I don't like to miss out and your brother says it's the best. Plus there's a lesbian couple living in this house so I'm sure that's a strap-on around here somewhere."

"Man makes a good point," Claire interjects, "I'll go grab you a strap-on from our room."

"No, no," your sister replies, "I have one and I'd rather use my own."

Claire gives your sister a look that tells you that she's completely surprised that your sister owns a strap-on. Your sister disappears upstairs for a few minutes and returns with a 7" blue, jelly strap-on and a bottle of lube. By the times she returns Tyler has stripped naked and gotten down on his knees. Emily kneels behind him and pours a massive glob of lube onto her hand. "Anal sex always needs a lot of lube, but you're a virgin so we're going to need a ton."

Everyone stares on in silence as your sister lubes up Tyler's asshole and slides first one and then two fingers into his virgin hole. After a few minutes of having his asshole lubed Tyler starts letting out a few moans. "That should be enough to start," your sister states as she pulls her fingers out of the blonde man's ass and fastens the dildo around her waist. Even though it's your sister's dildo part of you can't help but wonder what that blue dildo would feel like sliding in and out of your ass. Your cock is starting to get hard and is straining against your jeans. Emily squirts a generous amount of lube onto her fake cock and spreads it around. "Ready?" she asks Tyler as she positions the dildo at his opening.

"As I'll ever be," he replies.

Emily slowly starts to push the sexy blue cock into Tyler's waiting asshole. She works the fake cock in and out of his ass slowly, letting him get used to something in his ass. After several minutes of slowly working the dildo in Emily finally has the whole dildo inside Tyler's ass. "Now the fun part starts," she declares and starts picking up speed. Deep moans escape Tyler's throat as your sister saws in and out of his no-longer virgin ass. After about of minute of Emily really fucking his ass Tyler let's out a big moan and nearly shouts, "Fuck, Sam, you were so right! This is the best fucking thing I have ever felt!"

You notice that your hand has unconsciously moved to your crotch and is rubbing your hard cock through your jeans. You manage to peel your eyes off the fucking couple long just long enough to notice that you're not the only one turned out by the sight in front of you. Everyone in the room is rubbing their crotch with their eyes locked on the erotic scene.