Bobby shoved Terry back on the dewy grass, sprawling over him with his thighs on either side of the cowboy’s face, driving his dick down into the soft gullet of the surprised but willing youth. He reached back and stripped off Terry’s jeans and cowboy boots while Terry struggled and mewled and pretended to be reluctant. The look in his eyes told a different story, and the hard dick that Bobby found also revealed Terry’s true feelings. Bobby stroked the boner, playing with the plum head and working an ooze of pre-cum out of the slit. He got up and ripped his own clothes off, watching as the moaning cowboy on his back in the grass shook all over. Terry licked his lips as his eyes roamed over Bobby’s muscular body and tight hard ass. Terry reached up and grabbed the smooth asscheeks, his own lust now kindled to uninhibited heights.

“You might like that ass, but it ain’t for you today. I’m intending on showing y’all what you gotta do to please the boss and his buddies. So open up those legs and get ready for dick up the butt.” Bobby grunted, stroking his flushed dick over the cowboy’s face.

“We gotta do this for Reggie’s friends?” Terry began to question. But Bobby threw one of Terry’s legs up, exposing his hairless hole, and rammed a finger right up it. Terry moaned with both surprise and aching pleasure.

Bobby held the naked cowboy on his side, one thigh shoved toward his chest, Terry’s hard dick and dangling balls within easy reach, and his quaking assrim wide open for Bobby’s exploration. Reggie came over and bent down to squirt a stream of liquid lube over Terry’s ass crack, and then even rolled a condom over Bobby’s stiff dick for him. They exchanged a grin, then Reggie moved back and squatted on the grass to watch.

Bobby felt a rising sense of power possess him. He was in control of the young cowboy naked beneath him, even if Reggie was really in control of them both. His position on the ranch had changed again. Bobby’s gaze dropped down to Terry’s open ass.

Lube glistened all over Terry’s unblemished white butt cheeks. The small anus clutched tightly at Bobby’s fingertip digging into it. Bobby dug deeper, past the knuckle, then added another finger while Terry grunted and shook from head to toe.

“I’m going to fill your tight asshole with my hard dick, and you’re gonna love it, trust me,” Bobby said, gazing into Terry’s eyes.

“Yeah! I want your dick up my hole, fuck my tight ass,” the cowboy suddenly urged, a grin on his own face. Bobby grinned back. But his next action wiped the smirk right off the cowboy’s face. Bobby jerked his fingers out of the Terry’s clamping hole and replaced them with his stiff rod. Gritting his teeth against the spasms of Terry’s constricting ass lips, Bobby shoved, his dickhead entering, then his shaft right behind.

“YEAH! A tight asshole! What a ride,” Bobby yelled out.

But then Bobby felt a body behind him. The sight of the two young men about to fuck had proved too much for Reggie. He shoved his own hard, condom-covered dick up Bobby’s asshole even as Bobby was ramming deep into Terry’s hole.

Bobby was in heaven. For the first time he realized he was in love with Reggie, and was happy to have Reggie’s dick ramming his asshole. But the feeling of his own dick up a tight hole was something new and wonderful. They rocked back and forth in the grass, pumping and grunting, dick up squishy hole, while the December sun splashed down on them. The cold air could not compete with their hot young bodies and they soon grew bathed in lather. Reggie pounded up Bobby’s ass while Bobby drilled Terry under him. Finally Reggie shouted out his arriving orgasm.

As Reggie filled him with his heavy load, Bobby knew complete satisfaction. As he shoved his tongue between Terry’s sweet lips and felt Reggie’s lips on his neck, he realized his life was perfect. He blew up Terry’s ass as Terry’s dick spewed on Bobby’s belly.

Reggie left the two young cowboys to clean up, hopping on his horse with the cum drying in his underwear. “Expect company later this evening. Some acquaintances are arriving for dinner and I want you two to dress up in your best cowboy gear and join the party.”

When they were alone, Terry rubbed his sore ass and looked around. Bobby wondered what he thought of Reggie’s plans for the evening. He didn’t seem quite as naïve as Bobby had been when he first arrived at the ranch.

“This is some sweet setup.” Terry smirked. “Y’all got the best little whorehouse in Texas!”

Bobby realized it was true. He was a cowboy escort, or more correctly, a cowboy whore. His dick got hard again.

“You got that right. This is the best little whorehouse in Texas.” Bobby laughed as he slapped Terry’s naked butt and pushed him back down in the grass. He may as well take advantage of the new situation. With a growing bankroll under his mattress up in the barn, he wasn’t as naïve as all that.

Hiring David

Jonathan Asche

They hired David as an anniversary present to themselves. Some couples buy flowers and jewelry; Joe and Greg hired a whore.

David had an ad in the back pages of a local bar rag, under the heading “Models/Escorts.” Unlike the other men advertising in this section, David’s photo showed his face as well as his body. The photo in the ad showed him standing nude before the camera. David looked young (his ad stated he was twenty-four). His face was darkly handsome, his features suggesting Latin descent. He had an expression of someone who’d just experienced a sudden rush of pleasure, like someone started sucking David’s dick seconds before the picture was snapped. The body was athletic, toned muscles gleaming from an unknown light source, the glare muted slightly by the dark hair that covered David’s torso. His hand toyed nonchalantly with one of his nipples. His cock was strategically hidden by text. Joe and Greg wanted to see what was underneath the Helvetica Black.

David was expensive. Greg had to transfer money out of their savings account so they’d have enough cash to pay him. Remodeling their kitchen would have to wait.

The night David was set to arrive—Saturday at 8:00 p.m., the day after their anniversary, actually—Joe and Greg were a bundle of nerves. Though it seems impossible to believe, this would be the first time either of them had been with another man since they moved in together ten years ago. (That they had been together a decade astounded most of their friends.) The sex had always been good, but was becoming less frequent, and less interesting, over the years. Joe thought a three-way—with a stranger, an “escort”—might be just the thing to spice things up. No jealousy; just for fun. Ten years, they thought their relationship was secure.

When the doorbell rang at 7:58, Joe and Greg hesitated before answering it. It rang again. Greg answered it. Joe stood nervously behind his lover.

“Hey, guys,” David said casually. Like his face, his voice was Latin-flavored. “How’re you doing?” He was every bit as beautiful in person as he was in his ad. He was dressed simply but elegantly: white dress shirt, black jeans. A tad too much cologne, though Joe and Greg gladly overlooked this slight imperfection.

David held out his hand. Greg shook it and invited him in. He introduced David to Joe. Joe asked if David would like some wine. “Uh, sure,” David said, surprised by the offer.

David carried a black gym bag. “What’s in the bag?” Greg asked as he led David into the living room.

“Condoms. Lube. Toys, in case you guys are into that,” David said.

“I see,” Greg replied, trying to be casual. Then, desperate to get the matter out of the way, he said: “The money’s there on the credenza, in that envelope. The amount you said, on the phone.”