After finding it, Kevin called Steve. “Hey, it’s Kevin, we met at…”
“Yeah, Kevin, I remember. What’s up?” Steve’s voice sounded deep and smooth. Kevin hadn’t remembered it that way.
“Nothing. Well, sorry I haven’t called sooner. I’ve been busy, I meant to. I…”
“You need some quick cash?”
“Yeah, I was wondering if maybe your Daddy had an opening, not full time but for the weekend.” Kevin felt awkward, something that didn’t happen often, and wondered in the pause that followed if going to the Fenway wasn’t a better idea after all.
“Sure,” Steve’s voice came back reassuring over the phone line, “he’s having a party tonight, in fact. It pays five hundred dollars. You know, if he likes you—”
“Yeah,” Kevin cut him off before he could finish, “just this once, really. I’m in a spot.”
Steve gave him the address, told him to wear something hot in leather, and to be there at nine p.m. The guests wouldn’t arrive until ten, but Daddy liked to have a drink and try out the new boys before anyone arrived.
Kevin showered, shaved, and put on a black muscle shirt and tight leather pants that showed off his package. He arrived promptly at nine p.m., not wanting to take any chances at pissing off Daddy. He pulled into the long tree-lined drive way and stopped behind the last parked car. A manicured lawn led to marble steps with topiaries on either side and a large mahogany door. Kevin rang the bell and a few seconds later Steve answered it dressed in an outfit almost identical to his. Steve’s blue eyes pierced Kevin’s. His dark wavy hair framed his face. Kevin ran a hand over his own short brown hair.
“Welcome,” Steve said, holding the door wide open and stepping to the side to allow Kevin into the entryway. “Daddy’s in here.” Steve continued before Kevin could say anything. “He’s waiting to meet you.” He led the way to a sitting room with a hardwood floor practically covered by a red and beige oriental rug. A love seat and two matching wing-back chairs in red velvet were placed in the center of the room facing each other. Wooden bookcases full of leather-bound tomes lined the outer walls, broken by the four windows and two doors.
“Daddy, this is Kevin. Isn’t he yummy?”
Daddy, a middle-aged man with graying temples, was much more attractive than Kevin had expected. His dark brown eyes seemed to spark as they moved about and his jaw was firm and strong. He wore linen pants and a light green summer-weight sweater with a V-neck that clung to his chest. He was fit, but not buff, a softness that suited him. He moved as if he had been a dancer—smooth and gracefully—although he was very masculine in his movements—sharp and defined. “Pleasure to meet you, Kevin,” he said as he extended his hand toward him. “So glad you could join us tonight. Do call me Daddy, if you will.”
Kevin shook Daddy’s firm grip, nodding. “Pleasure.”
Steve appeared with a tray with two identical cocktails on it. “Please,” Daddy said, indicting the tray, “make yourself comfortable.”
Both of them took a drink, then sat in the wing-back chairs. “My rules are simple, Kevin. Five hundred an evening. I provide food, clothing for the party, and drinks. You make my guests comfortable, be friendly, don’t get drunk, chat with them, and if they are interested, take them upstairs for some entertainment. Tips are acceptable, but not expected. The important thing is that everyone has a good time.” Daddy’s eyes seemed to be searching Kevin for some unspoken information, so he nodded. “If you enjoy yourself, if my guests enjoy you, we can speak about future party invitations. I host these twice a week.”
“Sounds great.” Kevin knew this would be his only party, but the arrangement seemed like heaven and Daddy seemed reasonable. Kevin had learned long ago that when a deal sounded too good to be true, it most likely was.
“There’s dinner and snacks, and Steve will show you around,” Daddy said as he set his drink down on the table next to him, “but first, I need to ensure quality entertainment for my guests.” Daddy rested his head against the back of the chair and spread his legs slightly. Kevin almost missed the instruction; Daddy had put it so neatly and politely.
Kevin put his drink down and walked over to Daddy, confident he’d pass the test. Kevin knelt between his legs, pushing his face against his crotch, breathing in his scent—Daddy smelled of bay rum—and ran his hand over the outline of his semi-hard cock and balls through the rich cloth. Kevin undid the zipper and reached his hand delicately into the pants to pull Daddy’s smooth cock out. His hand encircled the shaft and the tip of his tongue made contact with the crown. Kevin’s tongue worked its way around Daddy’s cock head in a slow circle before his lips closed around the now hard cock and his tongue continued to lick at the crown. Kevin looked up to see Daddy looking down at him. He was gazing at his cock in Kevin’s mouth with the same desire Kevin suddenly felt inside—a desire to please Daddy, like he’d never felt with a trick before.
Kevin’s lips sealed around his cock and he started to work his way up and down just the first few inches of Daddy’s shaft, pressing firmly on the underside of it with his tongue. Daddy didn’t resist the urge to thrust his hips forward. Kevin let out an audible moan as Daddy firmly grasped the back of his head. Kevin removed his hand from his cock so his mouth could take in more of the shaft and slipped his now free hand onto Daddy’s balls and gently touched the sensitive skin between his fingers and thumb, rubbing it, then kneading at it.
Daddy’s cock slid in and out of his taut sucking mouth. Kevin’s tongue caressed it and he firmly rubbed his balls. Daddy moaned then bent his head back, resting it on the chair. Daddy’s hips jerked forward hard, taking one last deep thrust into Kevin’s throat as he released his pent-up load. Daddy let go of his head and pulled his spent cock from Kevin’s sweet lips. Kevin grabbed it with his hand and greedily milked the last few drops onto his tongue as if he’d never had such a tasty load before.
“Lovely,” Daddy said as he redid his pants; then turning to Steve, who had reentered the room, he said, “Show Kevin around.”
Steve led Kevin through the impressive dining room where a large spread of hot and cold foods had been set out and up the massive stairs to a room off a long hallway. This was the changing room for the boys. It was done up completely in shades of blue and contained three oversized wardrobes, two full-length antique mirrors, and two matching fainting couches. Steve showed Kevin the full bathroom for them to clean up in after entertaining. The wardrobes were full of costumes—pirates, schoolboy outfits, police and firemen uniforms, cowboy gear, suits, and leather wear—anything one might need for any theme party. They both changed into tight leather shorts.
Steve then showed him the entertainment rooms along the hallway. Each had a star on the door that could be flipped over when the room was occupied. Inside, well-furnished bedrooms tastefully done in heavy wood furniture and strong earth tones each had their own bathroom and Kevin discovered the bedside tables contained lube, condoms, and an assortment of toys. It really was heaven.
The two went downstairs where guests had started to arrive. The dining room now held ten or so men dressed in expensive suits, Dockers and polo shirts, or jeans and sweaters. It looked like any other gathering of the well-to-do, except the five well-built men in nothing but tight leather shorts and boots.
“Just mingle, like a party. Have a snack, a drink, and make small talk. You’re cute, someone will pick you quickly,” Steve said before he disappeared into the small crowd.
Kevin took a deep breath. He’d done this before a hundred times, but tonight, here in this place, it felt somehow different. He entered the room, took a few pieces of cheese and a couple of crackers, and put them on a small crystal plate. Then he looked over the rest of the offerings on the table. Piles of cubed fruit, smoked meats, and sliced vegetables confronted him. An array of hot dishes with names he wasn’t sure of and fresh breads confounded his selection.
“The alligator is good,” a strange but friendly voice said.
Kevin turned toward it. A tall, thin man in a dark blue suit with a striped shirt stood next to him. “My name is Ryan,” the man said, holding out a plate with a few small fried bits of meat and sauce on it.
Kevin took one piece from the plate. “Kevin.” Then he popped it into his mouth. “Good.”
“So many choices,” Ryan, said smiling. “I work in the banking industry. I’m visiting from England.”
“Do they serve a lot of alligator in England?” Kevin flashed his winning smile and they both laughed.
“No.”
There was an awkward silence and Kevin put his plate on the table. “I bet you’re tense from the cramped flight over.”
Ryan smiled. “Yes, I am actually.”
“Would you like to go upstairs? I might be able to work out some of those kinks.”
“I’d love to.”
Kevin led Ryan to one of the entertainment rooms, flipping the star over so they wouldn’t be disturbed and closing the door behind them.
Falling to his knees in front of Kevin, Ryan reached up, putting his hand on Kevin’s hard cock and pressing on it through his pants. He undid Kevin’s zipper and pulled his tight leather shorts down. His rock-hard cock bobbed before them, the tip already wet in anticipation. Ryan grasped the base of Kevin’s shaft in one hand, then took the crown of Kevin’s cock into his mouth. He licked the shaft on the vein tentatively at first, then slid his wet lips up and down, sucking hard.
“Take it,” Kevin said in a low direct voice, guiding Ryan’s head up his cock so almost the entire shaft was engulfed by his opening.
Ryan picked up the speed of his strokes, using his tongue to apply pressure to the length of Kevin’s cock as he sucked harder. Ryan pulled Kevin’s cock out of his mouth, holding it firmly in one hand, and licked from the base of Kevin’s balls to the crown. Ryan cupped his free hand over Kevin’s balls, giving them a tentative squeeze, and Kevin groaned. Ryan squeezed harder, applying an even pressure as he licked a circular pattern around Kevin’s cock.
“Suck, Ryan,” Kevin ordered, pushing on the back of his head.
He obeyed, taking Kevin’s cock back into his mouth and stroking it rhythmically. Kevin bucked forward, thrusting deep into his throat three times, then came hard.
Kevin reached down to Ryan’s crotch, cupping his hand over his cock. He was rock hard and the skin on his hands was silky smooth.
He grinned as he pulled Kevin toward him, grabbing him by his wrists. His tongue licked Kevin’s neck, starting at his ear and working its way down to his pecs. His crotch ground into Kevin’s as his teeth bit into his nipples.
Ryan released Kevin’s wrists and tossed him down on his stomach onto the bed. His tongue licked, his lips sucked, his teeth bit as his hands forced Kevin’s legs open.
He quickly found Kevin’s hole and worked it in small circles. He was moist from sweat and excitement. He wanted to be fucked.
“Fuck me,” Kevin ordered, pushing his butt against Ryan’s hand.
Ryan slipped one finger inside his hungry hole.
“More.” Kevin groaned.
Ryan pumped three fingers in and out of Kevin’s chute and pressed his upper body hard against him.
Kevin moved his hips in time with Ryan’s strokes.
“More,” he moaned.
Ryan reached into the bedside table, pulled out the bottle of Elbow Grease, and flipped up the top. He squeezed a generous amount of the lube over his hand as his fingers continued to work in and out of Kevin’s hole.
He groaned, then positioned his cock to enter Kevin.
For a brief moment, Kevin felt the pressure, the tight pulling of his anal flesh as Ryan’s big cock pushed to enter him. Kevin held his breath, bore down, meeting his gentle inward thrust, and his cock went all the way into his ass.
Kevin exhaled as every nerve ending in his body became electrified. Ryan started moving inside him, sending shock waves of intense pleasure through him. He gradually increased the power of his thrusts.
Kevin’s asshole stretched and tingled, ached and throbbed. Ryan used his free hand to work Kevin’s cock as he continued to thrust deep inside him.
Kevin came hard, his asshole clenching around Ryan’s cock as his whole body shook with the overload of sensation. Ryan came a few seconds later, thrusting deeper into Kevin as he held him by his hips.
They lay there a few minutes before Ryan pulled out slowly. “I’m going to get cleaned up,” Ryan said, grabbing his pants and pulling a folded bill from the pocket. “For you, Kevin,” he said as he placed the tip on the nightstand and headed for the bathroom. He paused with his hand on the door. “I do hope to see you again when I return in two weeks.” Smiling, he shut the door behind him.
Kevin grabbed the tip, a $100 bill, pulled his shorts on, then headed for the changing room to clean up. Steve was there when he arrived. “Having fun?”
“Actually, yes, more than I thought I would,” Kevin said.
Steve smiled, checked himself in the mirror, then headed for the door.
“Steve, you know, if there’s room, I’d love to be a regular at these parties.”
“I am sure Daddy has room for one more lost boy,” Steve said with a wink, then closed the door behind him.
Best Little Whorehouse
Jay Starre
Bobby Burns had just turned eighteen when he met Reginald James Howard III. It was summer, and he had taken a break from his job on a ranch to visit the big city of Houston, Texas.