The Principal

Principal Latimore tosses down his cards with a triumphant shout. "Read em and weep! Royal flush, bitches!" You barely have time to process what that means, you're sure it beats a pair but beyond that you're lost, before he comes over to you, picks you up, and tosses you over the table,claiming his prize.

Your throbbing clit is crushed against your short rubber skirt and the table, your ass exposed and expectant as he pulls out your beads one by one with a wet squelching PLOP for every bead until you finally make a wet squelchy spurt all over the table, much to Prinicpal Latimore's delight. "I told you, didn't I? She's just like all those teasing tarts at school! She plays like she doesn't want it, but first chance she gets she's squirting for my cock!"

You can't exactly disagree, the moment his plus size cock starts stretching out your virgin hole, your leaking clit lets out a near constant stream of sissy spurts, leaving your entire body spasming stupidly around his fat boy prick. You feel every cell in your body sing out in sweet delight, greedily milking out selfish, savage sissygasms long before the Principal is even close to cumming. But he seems to be building steam and close to catching up...

"That's right, whore, cum on my cock! God you look just like your cocktease sister from here!" Your Daddy gives no indication of taking offence. Probably happy to pocket his 30 thousand for taking your greedy holes off his hands. Meanwhile you do everything you can to encourage more sissygasms from your Prinicpal's pounding cock, pistoning deep inside you with a growing intensity.

"That's right...whimper...Kingpin, fuck Brandi's...moan...fat ass! Show her who the...yelp...King is!" You coo and tease and buck back, avaricious in your single minded search for one more soul obliterating sissygasm. Before long he has fucked every last drip from your drooling clit, yet you still keep cumming harder and faster, multiple climaxes melting into one euphoric eruption that explodes in exponentially increasing ecstasy.

Finally the room is filled with hard grunts and soft moans of "yesss your Majesty!" Culminating in a deep bellow of victory as your new owner claims your ass, filling it with his triumphant seed, overflowing and spilling out of your well fucked cunt. You collapse, practically comatose on the table he pulls out of you, leaving you empty and eagerly waiting for more.

"I'll be taking this little Bitch home along with any slut clothes her sister has. She's going to be my little dress up, stress relief, fuck doll." You smile stupidly, wondering if this means you were dealt the best hand of the night. You won a pent up Principal with a fat prick that you can tease countless cummy climaxes out of and hopefully keep your mind so blissfully blank that you can chase away all the humiliation and regret that follows every waking moment after your inevitable cum down.