DuBois - Sissy & Daddys Play Date

Patrick may seem like your average college sophomore, but something kinky lies beneath his his wholesome appearance. He loves cross-dressing, and has always fantasized about being the sissy sex slave of an older man. Unable to control himself, Patrick posts an ad on Craigslist. Finding a suitable master, Patrick packs his bag with women's clothing and leaves for the sexual adventure of his life.

Sissy & DaddysPlay Date

Annie DuBois

Copyright 2012 by AnnieDuBois

Smashwords Edition

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The traffic over the bridge tunnel wasalmost unbearable. Pat had been visiting his aunt in Cape Charlesfor the weekend, but had made the mistake of leaving home forNorfolk at rush hour. Due to a car crash somewhere up ahead, Pathad been waiting in traffic for almost three hours. In his boredom,Pat had been reading the internet on his cell phone for about anhour. He had already read all the headline articles both on GoogleNews and ESPN. After a few minutes of staring at the back bumper ofthe Ford in front of him, his mind started to wander.

He began to fantasize about Scott, the cutebarista who served him coffee every morning. What he would looklike with his shirt off, if he likes other boys, how big his cockis. Pat felt a stirring in his crotch and began to reach down totouch himself when a loud honk abruptly startled him out of hisdaydream. Traffic had moved forward a couple of feet, and Pat wasbusy thinking about sucking the cock of his favorite barista.Snapping back to reality, the twenty year old college studentpulled his car forward. After his fantasizing, Pats cock was hardand he wanted to take care of that.

Resisting the urge to touch himself, Patpulled his cell phone back out and navigated to Craigslist. Heopened up the Casual Encounters section and began browsing theads. Pat had only used this service once before, but was verysuccessful in doing so. His mind began to wander to memories ofthat night.

Before hooking up, Pat had spent most ofthat night at his frat house drinking beer and unsuccessfullytrying to chat up every cute boy and girl at the party. Usually,Pat had no problems finding someone to fuck, but for some reasonfate wouldnt have it that night. After getting a cab ride home tohis apartment, Pat was both horny and frustrated. He decided rightthen that he wouldnt go to sleep without getting laid.

Walking into his apartment, Pat immediatelyopened up his laptop and started reading the personal ads. Most ofthe ads were from prostitutes or gross old men, but one caught hiseye. It was from a twenty-three year old bisexual guy who seemed tobe in a similar situation. Pat remembered the ad very vividly.

23 y/o bisexual home from the bars withoutanyone in toe. Im 60 175 lbs, and in awesome shape. If you havea place we can hook up, send me an e-mail.

Without much hesitation, Pat sent themystery man an e-mail that said where he lived and included apicture of his cock. Within half an hour, there was a knock at hisdoor. In waltzed in one of the hottest guys that Pat could everremember seeing. Within seconds both boys were completely naked.Pat stared lustily at his anonymous lover. He looked exactly how hesaid he would. He was tall, dark haired, handsome, and sported botha six-pack and seven inch cock. Pat fell to his knees and took hisnameless lovers cock into his mouth, greedily slurping andswallowing the glistening drop of pre-cum which had already formedat the tip of the young mans shaft. The stranger groaned and beganworking his hips, forcing the head of his cock into the willingthroat of Pat. With this, Pat began eagerly stroking his own cockand immediately felt his orgasm building. The stranger noticed,pulled his cock out of Pats mouth, and immediately dropped to hisknees.

The stranger squeezed one of Pats nipplesas both of the young man continued playing with themselves. Withinmoments, the two had rolled into the 69 position on the floor ofPats living room. Pat was on top of the stranger when he suddenlyfelt a strange sensation. The beautiful boy had started licking theentrance to Pats asshole. Pat was fairly sexually experienced fora young man of 20 years, but had never been given a rim job before.The sensation was strange. It tickled a little bit, but it turnedhim on more. Wanting to return the favor, Patrick lifted the otherboys legs up and began licking away. The strangers ass was shavedand clean. Patrick was so turned on by this that he began moaninguncontrollably.

A minute or two later, both boys realizedthat they were ready to cum. As if they had some sort of mentalconnection, the two lovers began deep-throating one another.Patrick thought that he was going to cum first, but as soon as hisorgasm built to a climax, he felt squirt after squirt of white hotcum shoot into his throat. Patrick could hardly contain it as hesimultaneously released three days of pent up cum. The two boysfell off each other in a state of complete ecstasy. Wordlessly, themysterious hottie stood up, put his clothing back on, and left theapartment with a simple goodbye.

*Honk!* Again, Patricks sexual fantasieswere shattered by the wail of a semis air horn. This time traffichad advanced a good 20 yards. Patrick quickly pulled his car up,and then immediately looked down at his cell phone. Fantasizingabout his last casual encounter made him eager to have another.This time, however, it would be he who posted the ad so to getexactly what he wanted. This time, he would fulfill his deepest,most perverted fantasy. With one eye on the road and the other onhis phone, Patrick began typing.

I'm looking for astraight, dominant, assertive, sexually aggressive Caucasian man tomake me his bitch and teach me how to please a real man's cock. Youcan shove your cock down my throat, making me gag on it while youfuck my face as roughly as you like, or you can sit back, relax andwatch porn while I get to work. If you feel my teeth scratch yourcock, you should feel free to slap me around a bit and teach me alesson. After you cum, you can spit in my face and tell me toleave, or you can tie me to the foot of your desk and leave methere until you're ready for seconds.

I'm looking for someonewho is well-groomed and in-shape, with a fit body and a shaved,circumcised cock. Big cocks to the front of the line! (I want youto TEACH me how to deep-throat the "hard" way).

I'm 20 years old, 5'7, andone-hundred forty pounds, with very smooth and soft skin. Im anaturally hairless, closet CD. I have never dressed up for anyonebefore and I am only semi-passable from the neck down. (I don'thave any make-up or wig, but am willing to try on whatever youmight have).

If you're interested, tellme a little about yourself, including your stats, location and whatyou're into sexually. Please attach face, body, and cock pictures.I will only submit to guys who can read and follow these simplerequests.

When Pat finished typing,he looked at the horizon and could see lights from the mainland.His fantasy was about to come true.

Part 2

Pat arrived home to hiscozy one bedroom apartment a little bit after 9 oclock. After aquick glance around to make sure that everything was as he left it,Pat sat down at his computer. A wave of nervous excitement cameover him as he opened up his e-mail. There were ten new messages:one from the Craigslist mailer, a couple of spam responses, and afew real, actual responses. One of them immediately caught his eye.It was from a man who said his name was Rob, and it was titled Iwill dominate you. Pat immediately opened it and read.