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pretty-bet

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Subject: Pretty Bet Disclaimer – I don’t know Justin Timberlake or anything about his personal life. This story obviously has nothing to do with the real him as you will see when you read it. Hope you enjoy. Justin walked into the party, blushing as soon as the door opened. He watched his frat brothers turn to him immediately, none of them busting out laughing like he thought they would be, but all of them had smirks on their faces. He put his head down and walked farther into the room, awkwardly. A couple of his brothers walked over and gathered around him with shit eating grins plastered on their faces. “Hey there pretty.” The frat brother ran his hand across Justin’s face and laughed softly. Justin blushed and shivered at the touch. “Hello sir.” He responded, the way he had been told to do. He had lost the bet fair and square, he never thought he would lose, otherwise he wouldn’t have agreed with such horrible rules and stipulations when making it. “You know the rules, any one figures out that your’e a dude and you have to do this again but next time we drive you to a gay bar and you do it there. You address all your brothers as sir, and remember, the girls at this party are usually easy, so some of the guys might have roaming hands.” The frat brother laughed as he ran a hand over Justin’s ass and squeezed. Justin blushed again, disgust in himself. He was wearing a black, turtleneck sweater becuase the guys figured there was no way they would disguise his arms for a woman’s. However, his legs were another story, he had always had chicken legs and so when they had been shaved they looked pretty hot in a tight mini skirt. His cock had been taped down as not to bulge and he was wearing a thong from one of his brother’s girlfriend, it stuck up over the skirt, like most of the other girl’s at the party did. He was wearing a blond wig, and make up and unless you were looking extremely closely he passed for a pretty hot woman. He made his way around the room, another stipulation, he couldn’t remain dormant in one spot, no, he had to entertain like everyone else at the party. He made his way to the refreshments and grabbed a cup, pouring himself some jungle juice, he really wanted a beer, but he knew better, none of the girls at his frat’s parties ever drank beer. So he sipped at the alcoholic mix, trying to act as much as a girl as he could. He turned when he felt a pair of hands on his ass, squeezing gently. “Hey baby.” Justin turned to see his roommate Wade standing there with a smirk, the hands were still on his ass. “Hi sir.” Justin replied in a feminine voice, cringing at the sound of the words passing through his lips. “That’s a really nice ass you got Curly, maybe later I can take a go at it.” Wade replied licking his lips and squeezing it again, Justin blushed and smacked the hands lightly like any other girl would do in the room. “Dude, come on” He said, whispering so no one would hear him. “Come on man, you know the rules, you talk any louder and someone might hear that deep manly voice you got. It’s just one night you gotta act it up baby, you don’t wanna do this at a gay bar do you?” Wade asked smiling. “No sir” He responded, knowing full well that if that ended up happening he’d be in a much worse situation. “Come on, let’s introduce you to some of the guys from the other frats.” Wade grabbed Justin’s arm and Justin followed like ankara rus escort a trophy girlfriend. He put his head down as they came to a group of guys from the basketball house. “Hey guys, I’d like you to meet Christina, my date for the night.” Wade pushed Justin a little, and Justin stumbled forward. “Hey guys” He said in a feminine voice, and actually sounded convinced in it. He watched as Jerome, the star of the basketball team stood and walked close to them. “So you Wade’s date?” He asked with a smirk. “Mm hmm.” Justin answered like any of the other ditzy girls at the party would. “Maybe you wanna feel a real man’s dick then.” He laughed and grabbed Justin’s hand and put it down his basketball shorts, Justin could do nothing but give a little squeeze to be convincing. What he felt was a monster cock not even half hard. He pulled his hand out and put it at his side. “You like that, maybe you wanna taste it?” “You know my dick’s just as big Jerome.” Wade replied, pushing Jerome back a little, “She ain’t interested.” Wade couldn’t help but laugh a little as he pulled Justin away and into a corner of the frat house. “Fuck man, you’re lucky.” “What the fuck do you mean I’m lucky?” Justin asked, not believing what he was hearing. “If I wasn’t there you mighta sucked his cock.” Wade laughed, not able to control himself. “Fuck you man, you dragged me over there.” Justin replied, pissed, not watching his voice. Wade immediately put his hand over his mouth, silencing him. “Shut up man, someone’s gonna hear you.” Wade held his hand there, and then got an idea as Justin stopped squirming. He slowly slid his hand off and slid his index finger into Justin’s mouth. Justin didn’t know what the hell was going on as Wade slid it around in his mouth, but soon for some odd reason he started to suck on it, not sure what else to do, and knowing he couldn’t say anything to blow his cover. Soon Wade slid in another finger and Justin didn’t even realize that he was sucking on two. Wade pulled them out slowly and watched as Justin sucked on nothing and then opened his eyes a little dazed. He grabbed Justin’s hand and slid it down his running pants and let Justin get a grasp for his cock. He leaned in and whispered into Justin’s ear “I said it was as big as his” Justin squeezed absentmindedly, holding a cock that felt at least two inches bigger than the one he held before. “Stroke it a little, make it big.” Wade whispered into his ear again, licking at the lobe, and Justin did just that. He lost control and shut his eyes, jacking at Wade’s cock through his pants, feeling it grow in his hand, swelling to fill his grip and before Justin knew it he was holding a monster ten incher, thicker than he had ever seen. He kept it up and soon was sucking on Wade’s fingers again, this time three bobbing in and out of his mouth slowly. Wade reached down with his other hand and slid his pants down so his rock hard cock could get some air, the corner they stood in was dark and partially enclosed by a couch and cabinet and gave them some privacy. He reached his hand up and motion on Justin head, pushing Justin slowly down to his knees, but he kept the fingers in Justin’s mouth, letting Justin suck at them. With Justin on his knees he reached down and removed the hand from his cock. He slowly withdrew his fingers and place his cockhead at the tip of çankaya escort Justin’s mouth, just lightly touching his lips. Justin lapped at it, taking it into his mouth slowly, just like the fingers had been introduced. “That’s right baby, go slow.” Wade said softly, running his hand through the wig on Justin’s head, guiding it slowly more and more onto the length of his cock. Soon Justin had engulfed the whole thing, Wade’s balls up against his lips. Slowly he started to buck back and forth, and as Justin became accustomed to it he stopped and Justin did all the work, moving his mouth and up and down on the shaft and using his tongue on the head and piss slit. It was all Wade could do to muffle the moans he wanted to realease. He had never had such a good blow job, he couldn’t help but grab Justin’s hair and face fuck a few times, the feeling incredible. He looked around the room and noticed Jerome’s attention was on them, so he nodded his head and smiled, Jerome jiggled his cock and went back to the conversation he was having. Wade smiled and went back to running his hand through Justin’s wig. He could feel his orgasm coming on so he run his hand down Justin’s cheek and withdrew his cock slowly. He smiled as he heard a low whimper come from Justin’s parted lips and knew that it was a done deal. He lowered his hand and helped Justin to his feet. “Pull my pants up baby.” It was a test and Justin reached down and slid them up, running his hand along the outlined image of his still rock, hard cock. “Thank you.” He smiled and leaned in, kissing Justin on the lips, capturing his head with his hands and parting those lips with his tongue. When he pulled away Justin again was left whimpering. “Come on, let’s go up to the room.” Wade grabbed his hand and led him up the stairs, Jerome watched on, grabbing and stroking himself as he watched Justin’s ass saunter up the stairs. When they got to their room Wade stripped off his clothes and sat on the bed.” Take all that girly shit off man, except the thong.” He instructed and watched as Justin took the wig off, then the shirt and bra, and finally the skirt. “Come ‘er.” Justin walked over and shivered as Wade slid the thong down and pulled the tape off his cock, it sprang to life, seven inches hard. Wade than slid the thong back up over it, the best he could. He pulled Justin down on his lip and looked his roommate up and down, smooth as could be all over except on his head, he couldn’t contain himself and again pulled Justin into a kiss. It ended quickly as his mouth roamed to Justin’s neck, leaving a trail of hickeys to his ear. Justin moaned and whimpered softly as it went on, his hand finding Wade’s unclothed cock, stroking it slowly. Wade kept up the kissing and hickeys as he slid a finger onto Justin’s ass, he ran it up and down his crack, lightly tracing it, giving Justin shivers. He slid it in slowly, pushing past Justin’s asshole and in, poking it around causing Justin to squirm. “mmmm” Justin whimpered softly, his arms wrapped around Wade’s neck. His own neck and ears were a very sensitive area and Wade was driving him over the edge with his perfect lips and tongue. Wade kept it up and slid in another finger, and soon he had four up there, working their way around in Justin’s ass, lightly tapping his prostate causing Justin to go insane with pleasure. He reached into ankara escort his nightstand with his other hand and pulled out some lube, squeezing it onto his cock and then grabbing Justin’s hand to let him rub it in. Wade relaxed for a moment, not moving the fingers in Justin’s ass and he stopped the kissing. Justin continued to jack his cock. Wade withdrew finger by finger. “uhh” Justin let out a gutteral moan of displeasure at the departure and gave Wade a pouty look. “Tell me you want my cock.” Wade whispered into Justin’s ear, licking at the lobe again. “I want your cock sir.” Justin responded. “Lay down and relax baby.” Wade whispered into his ear and Justin crawled onto the bed. Wade slid his hands up his legs and pulled the thong Justin was wearing off and threw it to the ground. He placed his cock to Justin’s entrance and pushed lightly in, bending down and planting a kiss on Justin’s lips, holding his head as he pushed in slowly, Justin kissed back. He broke the kiss as his balls hit Justin’s ass, he was all the way in. “Relax baby, get use to it.” He kissed Justin’s neck gently, letting Justin adjust to the feeling. “You’re so tight baby, you feel me in there.” “Wade, please, fuck me.” Justin was moaning, he felt full with the thick cock in his ass and wanted to feel the pleasure of it driving in and out of him. Wade smiled and started to thrust in, slow and rythymically, bouncing his balls off of Justin’s ass. “Oh baby, so good.” He moaned out words as the fucking continued, driving himself into Justin, feeling the pleasure writhe through his lovers body as he plowed him. Justin bucked back with each thrust, fully accustomed to the monster cock in his ass, loving every minute of the pleausre. “mmmm” Wade smiled as Justin’s eyes remained shut, he licked his own lips as Justin let out feminine whimpers of joy, which only turned him on more as he made love to that sweet ass. He bent down and placed kisses on Justin’s lips, he, himself moaning with each thrust now, the look of pure ecstasy on Justin’s face was driving him over the edge. He continued to fuck away, hitting Justin’s prostate with each thrust and sending shivers through both of their bodies. “So close baby.” He whispered into Justin’s ear, licking at the lobe, and at that second Justin shot his own load all over his chest and a little onto Wade. Wade could hardly contain himself as Justin clenched his ass muscles around his cock, but was about to get in a few more thrusts before he lost control and filled Justin with what felt like a gallon of cum. He had never shot so much, and he could feel it all around his cock and already some was dripping out of Justin’s well lubed and used asshole. He lay there, sucking on Justin’s neck gently, and playing with the curly hair atop his sweaty body. He watched as Justin lay there, breathless, his eyes closed tight, he smiled and kissed him on the forehead, running a hand down his smooth face. He was so fucking hot like that, totally fulfilled. Slowly his cock began to shrivel and he slid out, but wrapped his arms around Justin’s body and pulled the covers up. Justin cuddled close to him and put his head on Wade’s chest, and was out like a light within minutes. Wade smiled again, and kissed Justin softly on the lips. He shut his own eyes and sleep came just as quickly to him as it did to Wade. Feedback – Well I just wrote this story one night as I was bored and a little bit horny. If you like it and would like me to continue writing it as a series or if you just wanna see more fantasy type stories that’s cool too. I wouldn’t mind writing some if you have any ideas. I’ll take any feedback at hoo Hope you enjoyed.

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