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Bad Boy Billionaires #1 - The Ivy League Rake(2)

By:Ryan Field


Things might have worked out better if the guy hadn't caught Elroy in bed with the wrestling coach a week before graduation. Elroy thought he'd calmed the guy down. He thought he'd explained they might have a future someday, but not right now. Of course he'd been lying through his teeth. He'd been pacifying the asshole and he had no intention of ever getting serious with him. He'd only fucked him because there hadn't been anyone else around to fuck that last semester in quiet, cold New Hampshire.

The incident with the wrestling coach had surprised Elroy as much as it had surprised Elroy's needy, sex-starved roommate. Even though the coach was in his thirties and Elroy was only eighteen at the time, Elroy had often fantasized about what it would be like to fuck his coach. It was an opportunity Elroy could not turn down.

That was one of the ugliest nights Elroy had ever experienced in his life. Worse than the time one of his boyfriends caught him with the boyfriend's brother under the bleachers. While Elroy was tagging the coach, and the coach's legs were over Elroy's shoulders, the roommate who was in love with Elroy walked in unannounced and caught them at the point of climax. The coach was having such a good time he didn't even see him come in. Elroy had reached that point where there was no turning back. But when the roommate started throwing things at them, Elroy pulled out and ducked. And just in time, too. He missed getting slammed in the head with a black marble paperweight the roommate had given him for Christmas the previous year. It ruined what could have been a memorable climax, not to mention the glass lamp next to Elroy's bed.

As Elroy climbed the stairs to his room that morning, he made a point of telling himself that if he did have any fun and games with this new roommate at Harvard, it would be made clear from the start that it was only fun and games and nothing emotional.

Chapter Three

Whenever Elroy removed his clothes, he always became semierect, through no fault of his own. He didn't even have to touch himself for this to happen. The minute he started walking around naked and things started to swing, his penis grew in both length and girth and trying to control it proved futile.

In his new room, where everything was so strange and unfamiliar and where he hadn't even had time to rub one out yet, he grew even more excited being naked. By the time he stepped into the hot shower, he had a full erection. He stood directly beneath the shower head and reached between his legs. He grabbed the base with his left hand and jerked the top half with his right. As his head went up and hot water splashed on his face and trickled down his body, he spread his legs and pumped faster with both hands.

In no time at all, he jacked out a load that splashed against the beige tiles. Elroy, like most young men his age, had a little trouble prolonging his climax. When he was with a guy who really turned him on, he often had to think about horrible things that turned his stomach so he wouldn't come too soon. However, as is the case with most young men his age, he never had a problem rubbing one out within minutes after an erection occurred. But more than that, as is also the case with all young men his age, he didn't think in clinical terms with words like masturbation and self-gratification; he thought of jacking off, rubbing one out, or spanking the monkey.

He stood there for a few minutes and waited for his erection to subside. When it was flaccid enough to walk without being sensitive, he turned off the water and stepped out of the shower. He grabbed a white towel he'd brought from home and dried off his body. As he wrapped the towel around his thin waist, he heard a crash out on the hall. A second after that, he heard a bang and the door to his room opened. When he stepped out of the bathroom and into the main living space and saw the front half of an old green footlocker, he put his hands on his hips and smiled.




 

 

Then the guy he'd seen trip earlier that morning in Harvard Yard walked into the small beige room, shoving the footlocker with his foot. He seemed to be having trouble getting it through the door, so Elroy jumped in front of the door, lifted the footlocker up with one hand, and carried it to the bottom of the empty twin bed on the other side of the room.

Elroy turned and glanced at the guy in the bowtie and said, "Dude, what the fuck is in that footlocker? Cinderblocks?"

The guy shrugged, glanced down at the brown industrial carpet and said, "Everything I own, including my collection of Time Magazines."

"Time Magazines?"

"With print magazines becoming extinct I like to carry them around with me wherever I go. I only have a year's worth in the footlocker. But I have every copy of Time Magazine that's been printed since Joel Stein started working for them. I'm a huge fan of his. I've read all his columns hundreds of times."

"Never heard of him," Elroy said. He wasn't very political and he'd never actually looked at a print magazine. He thought of magazines as something from previous generations. He crossed to where the guy stood near the door and extended his right hand. "I'm Elroy Donohue. I guess we're going to be bunking together this semester."

While Elroy looked him up and down, the guy shook Elroy's hand and said, "I'm Kyle Sparrow." He didn't look up when he spoke. His voice had a wrecked, timid sound. It seemed as if he was afraid to look at Elroy standing there in nothing but a towel. Elroy had a feeling that if the towel fell off, the guy might even scream and run out of the room.

Elroy's instincts kicked in fast. He could smell another gay guy miles away. A straight guy wouldn't have been this apprehensive with another nude man. A straight guy wouldn't have stared down at his shoes. He would have looked Elroy directly in the eye and wouldn't have noticed the towel. This guy was gay, and probably a closet case at that. So when Elroy finished shaking Kyle's hand, he turned abruptly in a way he knew would loosen the towel so it would fall to the floor. When it did fall, he walked over to his narrow twin bed naked, purposely taking exaggerated steps so his dick would flop around, and plopped down on his back.

Kyle glanced up at the ceiling and Elroy said, "Hope you don't mind nudity, man. I hate to wear clothes unless I have to go out." He laughed and reached down to adjust his private parts. He realized it was a good thing he'd just rubbed one out, otherwise he would have been fully erect showing off that way in front of a stranger. As it was, he was beginning to get semi-erect. "And feel free to let it all hang out, buddy. No problem." 

Without looking in Elroy's direction, Kyle walked to his own bed and said, "I don't mind. I'm easy to get along with. But I prefer to wear clothing, thank you. I never 'let it all hang out.'"

Elroy sat up on his bed and said, "I'm from Portland, Maine. But I've been in boarding schools all my life. My dad was Elroy of Elroy and Alice. I'm Elroy Jr."

When he said this, Kyle turned and flung him a surprised look. "Your dad is that Elroy, of Elroy and Alice chocolate ice cream?"

Elroy scratched his balls on purpose and smiled. He enjoyed talking about himself. "Yup, that was my dad. He's dead now. Alice, my mom, was his second wife. She's dead, too. They died in an auto accident a few years ago. They started the company to make a few extra bucks and it turned into a billion-dollar business. They were always shocked at how much people loved the idea of ice cream in more than one hundred fucking flavors of chocolate. I'll be in control of everything soon, and it was stipulated in my dad's will that I had to get a degree from Harvard, otherwise I wouldn't be here." Elroy had never been one of those shrinking violets who kept his wealth a secret. He made sure people saw him driving his silver Porsche, he dropped hints that he rarely paid less than one thousand dollars for a shirt, and he left his Gucci luggage at the foot of his bed at all times.

Kyle sat down on his bed and adjusted his plaid bowtie. "I'm here on a scholarship," he said. "My stepdad wanted me to go to the community college part time and work full time in the family construction business. I worked hard to get in here." Elroy detected a hint of superiority in his tone, which didn't surprise him. His type always frowned upon those who had been born into wealth. They wore their inherited poverty in their smug, lifeless expressions.

But Elroy couldn't have cared less what anyone thought of his wealth. He had billions and that was all he cared about. This information about scholarships went right over Elroy's head. He moved closer to the edge of his bed and spread his legs wider so Kyle couldn't miss the way his dick was resting on the mattress. "Where are you from, man?" He imagined some low-end working class town like Bridgeport or Fall River, where industry had once thrived.

Kyle looked over Elroy's shoulder at the wall behind him and said, "A small town in Vermont. I grew up there and this is the first time I've ever been anywhere else."

Before Kyle had a chance to finish the sentence, Elroy stood up fast and went to his dresser. When a conversation bored him he changed the subject without thinking. He opened the bottom drawer, purposely turning so Kyle could check out his naked ass, and started pulling things out. He threw underwear over his shoulder and grabbed two jock straps. He threw one jock strap across the room at Kyle and put one of them on. He made sure he grabbed his dick and jerked it around a few times before he packed it into the jock.

The jock he threw across the room landed on Kyle's head and he pulled it off fast. He held it away from his face with his index and middle fingers and asked, "What's this for?"