She caught his hand and brought it around to her cock. She curled his fingers around her girth and then she got him stroking. She let go and he continued the motions. He shut his eyes tight, knowing Roger at the other Kappa guys were currently watching as Louis stroked off a cock. Was it worth it? Would it be enough to get Louis through to the next round?
If everyone satisfied their tasks, then four people would still be eliminated—it would be up to the Kappa Delta Pi seniors to decide who was worthy of making the cut. So picking up a tranny at a gay bar and fucking her in the ass while jerking her off might not be enough to get Louis through to the fourth day of initiation. But again, he tried not to think about that. All he could do was remain positive and hope that this would all be worth it—not that fucking the well-hung shemale was torture. It was quite the opposite; for years, Louis had fantasized about nailing a beautiful trans girl. He’d always wanted to feel the inside of a T-girl’s anus, and he’d always wanted to stroke a tranny’s long cock. Now his fantasy wasn’t just a fantasy—it was a very real reality.
“Oh my God, you’re going to make me come. I think I’m going to come. Oh God, I’m coming,” his date said. She groaned and squirmed. “Don’t stop. Right there. Oh God, that feels good. I think I’m coming.”
Louis strained to look over her shoulder. He didn’t want to miss her epic finale. He watched her cock as it twitched and bloated, and then he watched as it spewed warm cum all over his bed sheets. He didn’t mind; he had a spare set under the bed. The sight was mesmerizing and incredibly arousing. Louis’s body shuddered and he clenched hard, but there was nothing he could do to stop his orgasm from overpowering his body. He groaned and unloaded deep inside of his transgender date. She gasped and clutched at the cum-soaked bed sheets. He made sure his whole cock was buried inside of her as he came. And then he pulled out and watched with glowing eyes as cum billowed out from her perfect tush.
CHAPTER VII
It was 1:00 AM when Jacob received a text message from Roger, letting him know that he made the cut—he would be advancing to the fourth day of the Kappa Delta Pi initiation process. Only fifteen competitors remained—at least that’s what Jacob though, until he showed up a the Kappa mansion the next day, and saw that there were only nine people standing in front of the house—ten once Jacob took his stand next to Louis.
“So you’re still in, huh?” Louis asked.
“Still in to fight another day,” Jacob said with a smirk. He tried to remain cool and calm, so he wouldn’t look suspicious. He knew that he’d cheated in order to advance through to the fourth round, but he didn’t need anyone to know that—even Louis, his best friend. Louis was so obsessed with making it into Kappa Delta Pi that he probably wouldn’t hesitate to toss Jacob under the bus if it meant only have to beat four more pledges instead of five.
Roger came out from the mansion wearing nothing but a white housecoat. He looked tired. He held a steaming mug of coffee in his hand. “We had a late night last night, getting ready for round four of your initiation,” he said. “Our third round turned out to be more difficult than we thought. Only ten of you were actually able to complete your assigned tasks. But we’ve still got four days left of initiation—four days to really see if you’re serious about becoming a Kappa Delta Pi member.”
Jacob found himself feeling nervous, his heart pounding as he awaited the day’s challenge. He tried to control his breathing and he tried to keep his hands hidden behind his back, so no one would see them trembling. He couldn’t believe it—he was actually anxious about the initiation. He was actually starting to care whether or not he got into the fraternity. And how could he not care, after all he’d been through? He still hadn’t gone to sleep since taking those photos. He had to hitchhike his way back into town and then he had to make it to the impound lot to retrieve his car, but not before going to the police station to pay his ticket. And then he needed to shower and get ready for the day. By the time he had a set of clean clothes on his body, it was 11:30 AM, and it was time to start meandering down to the Kappa Delta Pi house.
“Today, only two of you will be eliminated. But don’t think that’s an opportunity to slack off. It’s still not going to be easy.”
Everyone looked around at one another, eyeing up the competition.
“Today’s challenge will be a quick challenge—it shouldn’t take you very long at all. In one hour, the Bulldogs kick off against the Hornets. The stadium is probably already starting to fill out. As soon as that ball is kicked into the air, the race will begin. You have to complete a full lap—all of you—around the field, end to end. If you get tackled by security before you make the full lap, then you’re out. If none of you get tackled, then the last two across that end zone line are out. Oh, and you’ll all be butt-naked.” Roger grinned. “We’ve got a friend letting us in through the access gate at kick-off. So if you’re late, that’s your problem. We can’t sit around and wait.” He looked down and checked his watch. “I trust you all know how to get to the stadium, so I’ll see you all there in… fifty-six minutes.” Roger turned and went back into the mansion.
The pledges all breathed as a wave of relief washed over all of them—all of them but Jacob. Jacob’s body was shaved smooth. His pubic hair was still shaved into a ridiculous little heart—he hadn’t had time to shave it off completely since leaving his parents’ house. Surely someone would notice—surely one of the Kappa seniors would recognize his smooth legs and perky tush…
He tried to think of a solution, but nothing came to mind. They had to be naked—did that mean he couldn’t cover his body with body paint? He couldn’t risk it… If all of the pledges crossed the line, then body paint might end up being what gets him eliminated. But what else could he do, besides hope no one notices his smooth legs or his mane of pubic hair shaved into a heart? That was all he could do… He didn’t even have time to run back to his dorm room to shave away that damned heart and make it to the stadium in time. The other pledges were already on their way to the stadium. So Jacob was just going to have to hope…
Jacob followed the others. It was a good thirty-minute walk to the stadium. When he got there, the Kappa seniors were already standing by that large access gate—the gate that was designed to let emergency vehicles onto the field and not naked pledges. Someone was making a speech on the field. The football fans all clapped when the speech was done—and it sounded like there were a lot of people in the stands, not that Jacob cared so much about the people in the stands, even though he probably knew at least a few of them. He’d ended up naked and drunk at parties before, so this wasn’t exactly new territory. It was the Kappa seniors he was worried about.
Some of the other pledges were already stripped down to the their underwear, ready to take the rest off so they could start their sprint. Someone on the field started singing the national anthem. A minute later, the crowd cheered. “Get to your seats everyone! There is just one minute ‘till kick off!” said the announcer. The pledges all slipped their underwear down to their ankles. Everyone was naked except for Jacob, who was trying to gain control of his trembling body.
He took a deep breath and pulled his shirt off. He’d shaved the tiny blonde hairs off of his chest the night before, but he didn’t expect anyone to notice that. He turned his back to the row of eager Kappa seniors before bending over to pull down his pants. He pulled them down slowly, biting down hard on his tongue. “You can do this,” he whispered to himself. He saw that damned heart of pubic hair. The crowd cheered and a loud horn honked. The ball had been kicked. Roger’s stadium connection threw the access door open wide and the pledges all started running—everyone except for Jacob, who still had his pants around his ankles.
“Socks too, pledge,” one of the seniors said. Everyone was getting a massive head start. Jacob bent over and awkwardly pulled his socks off of his feet. The naked pledges were already at the twenty-yard line when Jacob started running. As his bare feet touched the grass, he saw the group of security guards
running onto the field. They were fast, trained to catch streakers. Jacob bit down harder on his tongue and ran as fast as he possibly could. He managed to get within ten yards of the rest of the group before they reached the first end zone—the halfway point.
The security guards fanned wide. The streakers split in different directions to avoid the guards, knowing the whole game was over if they got tackled. Jacob didn’t look back but he could hear one of the guards running closely behind him, his heavy boots stomping the football field grass. Jacob closed his eyes momentarily as he tried to will a bit more speed into his run. Somehow, he managed to get a small burst of speed out of nothing.
About eight yards ahead of him, one of the pledges was taken down hard to the grass. Two security guards piled onto the young man, holding him down. Jacob turned hard to stay clear of the dog pile, but there were still guards in every direction. The crowd was cheering and laughing, though Jacob wasn’t sure if they were cheering for the streakers or the security guards.
Jacob looked up at the Jumbotron, just as it showed a nice close-up of him. His cock was flapping from side to side, hitting his thighs. And that pubic hair heart was obvious to anyone looking. He reached down and covered his cock with his hand, throwing off some of his momentum. He was reaching the centre of the field now—three-quarters through his run. He was tired and short on breath, but he kept sprinting. He looked down from the Jumbotron and saw a security guard diving right towards him. He shut his eyes and winced his head away, in an attempt reduce the impact of the tackle. And then he jumped out of instinct, and when he opened his eyes he saw that he was jumping over the diving security guards. He felt the guard’s back graze the bottom of his foot before he landed and continued his sprint towards that open gate.
The other pledges were already running through the gate. In avoiding the security guards, Jacob had fallen far behind. He was the last one through the gate. “Fuck,” he muttered under his breath as Roger’s connection closed the gate behind him. Jacob fell to the ground and started panting for air. He wasn’t in bad shape, but he certainly wasn’t in good enough shape to do much more than a full sprint around an entire football field.
“I guess we’ll see you all tomorrow then,” Roger said.
Jacob looked up and looked around, realizing there were only eight young naked men panting for air behind that football stadium. He looked back at the Jumbotron, which was showing two of the pledges being hauled off by the security guards. Jacob had narrowly managed to advance.
CHAPTER VIII
Louis was starting to get used to feeling humiliated. Of course it was a picture of him on the front page of the sports section the next morning, with the headline: ‘Streakers Disrespect Military Support Day at Bulldogs Game.’ They censored his cock in the photo, but they didn’t bother censoring his face. Shortly after seeing the page in the paper, he received a call from his angry mother. “What the hell has gotten into you?” And after he hung up the phone on his mom, he received a few more calls from outraged family members. They didn’t understand when he told them it was for Kappa Delta Pi initiation.
But the awkward picture in the newspaper didn’t seem nearly as embarrassing as the live-streamed sex Louis had with the transgender from the gay bar.
The police came to his dorm room around 9:30 AM. They gave him a stern talking to and then they left him with a warning. “Do it again and it’ll go on your permanent record,” the officer told him. “You’ll be registered as a sex offender. Do you know what that means? You realize your face will be on every sex offender website, all over the country, right?” Louis was thankful for the warning.
But he wasn’t in the clear yet. There were still three initiation challenges left, and Louis had a feeling they were only going to get more and more intense. Though there were only eight contenders left, and five would make the cut, which meant that Louis had a better chance of making Kappa Delta Pi than he had of not making it, which made him smile. But he knew he wasn’t in the clear yet—there were still three eliminations left to be made.
But even if he didn’t make the cut, he already felt accomplished. He was already in the 8th percentile. Never in his life had he ever been beaten 92% of his competitors, so it was hard not to grin as he made his way from his dorm housing to the Kappa Delta Pi mansion.
He was surprised to see Jacob standing in front of the house. For once, Jacob wasn’t running late. It was as if he actually wanted to make the fraternity. “So it looks like we actually might make it, huh?” Louis said as he took his stand next to his friend.
“Maybe. Don’t get too cocky yet. If they throw another drinking game in, you’re toast,” said Jacob with a big confident grin. And Louis knew he was right—his head was still throbbing from that first day of drinking. The thought of drinking another sip of liquor made his stomach turn—and it was a fraternity tryout after all—there would likely be more booze filled challenges.
And there was, that afternoon. Thankfully, Louis ended up squeaking through with a lucky break, as one of the pledges was arrested in the middle of the keg stand competition. The police arrived and went straight up to him. “Duncan Fillmore?” the officer asked.
“Yeah?” said the pledge.
“You’re under arrest for indecent exposure.” They cuffed him and hauled him off. The rest of the pledges were let off with warnings, but apparently Duncan Fillmore had previous offenses and had used up all of his warnings. He had to spend the night in jail and then his face ended up on all of the sex offender websites. And Louis ended up getting hammered for nothing.
After Louis finished his keg stand, he noticed a familiar face watching from the crowd that had gathered on the sidewalk: the trans chick from the gay bar. She was wearing a white dress and white gladiator sandals. She waved and smiled at Louis, and Louis waved and smiled back. A few of the audience members stared at the trans girl and then at Louis, but Louis didn’t care. No humiliation could top what he’d already been through—so who cares if people knew he fancied traps? The liquor also helped his carefree attitude.
He took the trap back to his dorm again, and this time they made love properly, with plenty of foreplay and no cameras recording. Louis got his pretty trans admirer up against the wall and then he rammed her asshole until she made a white creamy mess of his dorm room wall. He pulled his cock out from her tight tush and he came all over her butt cheeks. Then he let her stay the night. It was around midnight when he found himself sinking under the covers to satisfy a new curiosity. He pulled down her little panties and he caught himself sucking her cock. He got her hard in his mouth and then he kept sucking, determined to get her off. It took twenty-five minutes, and the muscles of his mouth were exhausted by the end, but he managed to get her off. He swallowed her whole load and then cuddled back up against her body and went back to sleep.
When he woke up the next morning with a sober mind and a whole new throbbing headache, he realized he was just two challenges away from being part of Kappa Delta Pi. The excitement almost overpowered the nausea from another day of heavy drinking—almost. When he got out of bed, the nausea became so bad that he had to run to the bathroom to throw up. When he returned to his dorm room, his tranny date was standing naked in front of the mirror. She was running a brush through her hair. Her cock was dangling beautifully between her thighs. “Good morning,” she said with a smile. Her bra was on the ground, along with the pads that created the illusion of a bust. Without that bra, her chest was completely flat. Had it not been for her makeup, she probably would have looked like a smooth-shaven male. Louis wanted to be disturbed by this realization, but he couldn’t seem to muster the emotion. He was still attracted to her. He still checked his watch to see if he had enough time to pin her to the bed and make love to her one last time before he had to go resume the weeklong initiation process.
He did have enough time, so he got undressed and he threw her onto the bed, on her stomach. He spread her butt cheeks and he got his face in tight. He licked her puckering
hole, sticking his tongue as deep into her body as he could. Then he flipped her over and sucked her cock for a few minutes before mounting her and plugging her little hole, which was still a bit stretched out from the day before. It didn’t take Louis long to come, even though he’d already came a few times in the past twenty-four hours.
He finished off his morning by dropping to his knees and demanding his lovely date jerk off on his face. She followed the command happily, getting every last shot onto his lips, nose, forehead, cheeks, and chin. He licked some of it up and he wiped the rest off. Then it was time to head down to find out what the second last challenge of the Kappa Delta Pi initiation would be.
Once again, Jacob was already standing in front of the mansion, ready to compete. It was crazy to think that it was very likely that one—if not both—of them would be making it into the coveted fraternity. It was even crazier to think that Louis had to drag Jacob into trying out, and now he was in the top seven.
“How are you feeling, buddy?” Jacob asked with a big grin.
“I’ve felt better,” Louis said. But surprisingly (considering how much liquor he’d consumed), Louis didn’t feel too bad. Maybe he was getting used to the heavy drinking, or maybe his excitement really was overpowering the hangover. “I’m just excited for this initiation to be done with.”
“You and me both,” Jacob said. “You and me both.”
CHAPTER IX
When Jacob heard Roger announce the day’s challenge, he nearly had a heart attack. He’d come so far and gone through so much, and now it was looking like it was all going to come to an end because he never bothered to brush up on the fraternity’s history.
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