Chapter Three: The Pool Party
"You weren't shitting me? You haven't been fucked by a man before?"
Whalen was standing just inside the door of his bedroomâa large room dominated by a gigantic bed. Dillon hadn't failed to see the restraint leads curled on the floor at the four corners of the bed. He had stripped down to his briefs as Whalen had ordered him to do. Whalen was dressed in a lounge suit, though, of some sort of diaphanous material that showed the red Speedo he was wearing underneath. This supposedly was a pool party, but they were in his bedroom. He was barefoot. He was in great shape for a man of his age and appetites for the good life. His "good life" obviously included a lot of painful hours in the gym. Appearances were everything in Hollywood.
Dillon had been the first to arrive and had been ushered right up to the bedroom. He assumed that his new agent, Whalen, wanted a crack at him before the pool party started and the guests started filing in. He'd been told to arrive an hour earlier than Scott had.
"No, I haven't," Dillon answered.
"But, in order to stay on my list, you'llâ?"
"Yes, I understand."
"You'll be restrained. There won't be any backing out. If you wind up doing a lot of yelling for mercy, he's likely to like that and step it up."
"Uh, OK, I guess."
When Dillon had been spread-eagled, face down, on the bed, sans briefs, tied off at the four corners, and a wedge stuffed under his lower belly, Whalen opened the door and let a middle-aged man in who was bigâas in close to, but not quite, obese. He was a good six and a half feet tall too, which, with his age, saved him from quite being called fat. He was nearly bald, with a fringe of reddish gray hair around his head. His face was craggy, but it had an aspect of command about it. He was wearing a dressing gown, but it was hanging loose on him and didn't hide either his reddish blond bush or his presentable erection.
"This is Mr. X, Dillon. You don't need to know his real name. All you need to know is that he's a big backer of movies and you'd be good to make a friend out of him." With that, Whelan left the room.
After a somewhat slobbering ass eating and opening exercise, Mr. X fucked Dillon doggie style, crouching high over Dillon's hips with his hands gripping Dillon's waist, and bouncing up and down on the young man's pelvis. Dillon had done what he could over the previous day and a half with a lathered dildo Scott had given him, but still the pain at first was excruciating. It got better, though, and Dillon got the inklingâas he had with the dildoâthat over time it wouldn't be that bad at all.
Fighting through the pain, he concentrated on the phrases "big backer" and "make him your friend," and he put his acting skill into high gear.
"God, you're huge. You're killing me. Yes, yes, screw me to the bed. Give it to me. Give me your cum. Shit, you're a stud. Fuck, I'm glad my first time is with a stud like you?"
"Your first time?" Mr. X asked, with awe.
"Yes, my first time."
"Well, shit," Mr. X said and took it a little slowerâwas more solicitous at least at the beginning. He took his time getting inside Dillon, understanding now that the young man to be a virgin and having a hole tight enough to confirm that. He knew what he was doing, and his guidance to Dillon to relax and open to himâand how to do thatâeventually worked. He obviously was pleased that he was giving the young man first-time instructions and benefiting from the tight fit.
He wasn't particularly thick or long, although Dillon had nothing with which to compare it to other than the dildo. And other than the opening to it, that actually was better with the real dick than the rubber one, there was little to prepare Dillon for the real dick. He controlled the dildo and could pull it out when it became too uncomfortable. It was just the point of it becoming too uncomfortable that Mr. X pushed his in furtherâand pulled it out further and then in deeperâand when he picked up the pace.
"God, you're sweet," the man exclaimed through gritted teeth, and then they were off to the races. Mr. X lost control and pounded Dillon's ass like he was a rent-boy. Dillon endured. This was just the beginning of his career.
With a yelp of victory, Mr. X gave Dillon his cum. Taking Dillon's word for it being the first time, there was no protection, so it had been skin on skin and cum in passage core. The man had pledged extra money to a movie deal Whalen was involved in for that extra privilege.
"Big backer; make him your friend," Dillon was thinking, as they were cooling down and Mr. X was going flaccid inside him, Dillon murmured, "I need you again. But not tied up like this. Untie me; let me make love to you. I want to learn to do it right. Teach me, Daddy."
Mr. X sighed through the second blow job Dillon had ever given a man, but Dillon was careful not to let him come. The man was sitting on the end of the bed, and Dillon climbed up into his lap, facing him, and swallowed the cock with his channel. Groaning to accompany Dillon's moans, the man clutched and spread Dillon's butt checks and pulled his passage up and down on the cock until he creamed Dillon again deep inside.