Roll For Anal, Nat 20

You take an immediate liking to the redhead of the group across from the DM.

"What's your name?" You ask while you grope her sizeable tits covered up by her red sweater. "Whitney. Whitney Harrison." She answers, still trying to play despite your molestation of her boobs messing with her dice rolls.

"Have you ever been fucked in the ass, Whitney?" You brazenly ask. "N-no. I'm still a virgin." She admits, blushing. You snort a laugh. These ladies looked to all be in their mid twenties, You wondered just how many out of the seven were virgins. Time to change that.

"Stand up and strip down." You order and Whitney obliges, albeit with some hesitation. You eye her up and down. Her boobs look to be C, maybe even D cups, her body is somewhat chubby but not overly obese and she sports a trimmed bush.

"I'll give you a choice now. Bent over the table or I sit in your chair and have you ride me? Either way I'm going to fuck your ass then cum inside your pussy." You tell her and you see her gulp hard.