Guys Tim had met, got to know a little bit, and saw current test results for when arranging this private meet-and-greet.
Paul was still blindfolded, so he had no clue how many guys, or even who they were, or what was next on the menu. As the guys quietly dressed and left as planned, Tim stubbed out his cigar, leaving it and the ashtray out on the room’s balcony before closing the sliders and locking them.
Then he walked over to Paul and stood at his head, staring down at him. “Happy Anniversary, boy.”
Paul grinned. “Happy Anniversary, Daddy.”
Tim leaned in and kissed him. “One cock for each year together. And one for good luck.” They’d only been married three years, but they always counted the first year before that.
Four years, and still going strong.
Tim pulled the blindfold off Paul, dropped it onto the floor, then started unfastening his jeans. He smiled down at him. “Time to pay Daddy his due, hmmm?”
Paul nodded. He wore a sweet, glazed look in his gorgeous green eyes, meaning he was still deep in subspace. He hadn’t come yet—that’d been one of Tim’s rules, that if Paul came without permission everything would stop—and his cock stood up from his body, rigid, twitching, leaking pre-cum all over him.
Tim shoved his jeans down and off and stepped out of them. He’d kept the details of tonight quiet, wanting to mindfuck Paul about it. Paul had thought they were going to the club tonight, but Tim had wanted something…more for his boy. They’d been so busy lately, both of them, that some of their fun activities had slipped to the wayside.
He’d forgotten how sexy his boy looked filled with cock.
Paul had once asked him why he wasn’t jealous, and it’d been a simple answer—because he was here. Even if they’d been in separate rooms, he knew what was going on, okayed it, even arranged it, in this case especially.
He had no reason to be jealous. Especially since his boy could be a horndog, and he couldn’t keep up with him sometimes.
Spreading his legs, he lowered himself over Paul’s face, sighing as Paul laved and sucked on his balls. “Yeah, baby. You know what Daddy likes.” He settled in, bracing his arms on the hassock on either side of Paul’s hips. “Get in there, boy.”
Tim was already dripping pre-cum all over Paul’s chest when he finally stood and climbed off Paul. He pulled him up onto his feet, turned him, and shoved him facedown over the end of the bed where he fucked him and filled him. Then he rolled Paul over and grabbed the lube, slicking his own hole and slowly lowering himself onto Paul’s cock.
“Okay, boy. Do it before I get bored.”
Tim grinned as Paul frantically tried to rock his hips and fuck him, making Tim laugh at his desperation. Finally, he helped him out, bouncing up and down on his cock until, finally, Paul exploded and emptied inside him.
Tim leaned in and kissed him. “Better?”
Paul grinned. “Best. Anniversary. Ever.”
Tim was in no hurry to move, savoring the sweet, sated look on his boy’s face. “Love you, baby.”
Paul nuzzled his face against Tim’s. “Love you, too, Daddy.”
Chapter Nine
Years ago
Kent stared at the baseball player, a junior named Nick, sitting across the table from him in the burger joint just off their college campus. The guy’s face was as red as the scarlet in his team T-shirt he wore.
The guy had asked for his help passing Econ, and now sat there…waiting.
“Who gave you my name, anyway?” Kent finally asked after letting him uncomfortably stew for a long moment.
“Curt Stahl.”
Well, that checked. Curt had been one of his best “clients” for the past three years. Saved the guy’s ass and kept him on the baseball team so he didn’t lose his college scholarship. Now the guy had been drafted into the pros.
All of Kent’s referrals were word-of-mouth. Not like someone could advertise for services such as his. The good thing was, no money changed hands for his “tutoring” services, so it wasn’t like he could get in trouble for that.
His other business, however…
Kent glanced at his wristwatch, an expensive Rolex gifted to him by one of his other “dates” from his main gig, the one that really paid his bills. He had to leave in fifteen minutes to make it to his next appointment.
“Curt tell you how I take payment and my…training methods?” Kent asked.
The guy’s cheeks reddened even more as he nodded.
“He tell you I guarantee success if you follow my rules?”
Nick nodded again.
Kent leaned in. “I need test results. You can get them from the campus med center for free. You don’t fuck anyone bare while I’m working with you, other than me, of course. In fact, I prefer you don’t fuck around with anyone else, because you won’t have the time if you want to save your grades.”
“I don’t have a girlfriend right now.”
“Good, because you won’t have time for one while I’m working with you, between that, practice, games, and classes. You also don’t argue with me. I’ve saved nearly thirty guys from getting booted from teams for academic ineligibility. Baseball, football, basketball. Not a single guy I’ve worked with got kicked from their team, either. My method works. So prepare to ditch your pride and macho bullshit, or don’t waste my time. Got it?”
The guy nodded harder. “I can’t lose my scholarship,” he whispered. “My dad’ll kill me.” His throat worked as he swallowed hard. “He’d kill me for this, too, but I’m not telling him about this. I’d rather save my scholarship.”
Kent grinned. Desperation always helped him close the deal. “Well, good thing for you another of my requirements is you do not talk about what we do, or about me, unless you’re recruiting me another customer. And no one will ever hear from me what you did to save your grades. Got it?”
The guy nodded.
“Good.” He wrote his address on a piece of paper and handed it over. “Seven tomorrow night. You’ll be spending the night, so plan accordingly. Bring your books and notes and everything, and be prepared to give me a fifteen-minute summary of your academic weaknesses and where you need to focus the most to bring your grade up to passing. Old tests and assignments, too, if you have them. Especially the bad grades. Want to see your work and see what we’re up against.”
Once Kent was alone he finished his burger. Tonight’s “date” was a former model who’d married a state congressman. She still had looks, but because of her elderly parents, she didn’t travel to the capitol with her husband when he had to be there for work.
Meaning plenty of time alone and lonely and looking for strings-free companionship.
He knocked on the hotel room door five minutes early and she was smiling like a giddy teenager when she opened the door for him. He usually thought of her as Mrs. Congressman, because he had a sucky memory for names and other details he didn’t really need to remember.
She’d no sooner closed the door behind him when he grabbed her by the back of the head and kissed her, hard, knowing what she liked.
Part of what made him good at what he did was knowing what to give people, what they wanted.
She didn’t need to know he was already superimposing the face of the guy he’d just talked to onto her for his cock to start inflating.
Her hips ground against him as a soft whine escaped her.
“Yeah, go get what you want.” He released her hair and she dropped to her knees to fumble his fly open. A moan escaped her as she grabbed his cock with both hands and started gobbling the tip.
He had to hand it to her, she was damned eager and good. Not many could get as much of his monster into their mouths as she did. Not even after training.
He stood there for about ten minutes with her head in his hands as she slobbered all over him before he pulled her to her feet and pushed her toward the bed. “Come on, honey. Let’s see about making you howl.”
And she was a howler. After peeling their clothes
off, he knelt between her spread thighs and played with her soaked pussy, working three fingers into her. That was one benefit to a cunt over a guy’s ass, they were made to fit a damn baby’s head and were self-lubricating. Less work for him. And his women didn’t care if he was gay or not—all they cared about was getting something they weren’t getting at home.
The congressman’s wife liked it hard and dirty, so as soon as he notched the head of his cock against her opening, he shoved forward, slapping a hand over her mouth to muffle her orgasmic scream as her body clenched around him.
Something else she always did, so at least he expected it and was prepared.
Fortunately, she wasn’t one who needed oral to get over first. He didn’t enjoy doing that, but keeping the customer happy was part of the gig, so the women who did need that, he pretended he was working on one of his “study buddies,” as he liked to refer to them in his mind.
He spent the next thirty minutes fucking her as she came and came, while he thought about his newest study buddy. Imagining how the guy’s eyes would widen when he got his first look at the monster, only five inches long, but literally thicker than a soda can.
He knew, because he’d compared them before.
Wondering if the guy was a moaner or not, if he’d be begging for more, to get it harder, like many of them did once they discovered their prostate and how good it felt getting fucked.
And how the guy’s eyes would likely widen even more the first time Kent really plowed his ass and ruined him, turning him into a total slut for him.
Yeah, there was something powerful in that feeling, knowing the kind of hold he had over someone like that.
Which was why he held on to his own heart.
Especially after having his stomped so thoroughly into the dust his freshman year.
Never again.
* * * *
Once Kent knew he’d given Mrs. Congressman a spine-melting fuck, he finally switched fantasies, to the guy he’d worked with last night, Trey, now in his third month with Kent. Kent had drilled him over Econ questions even as he’d had him bent nearly in two on his couch and was drilling his ass while slowly jacking the guy’s cock.
Kent finally pumped his load into Mrs. Congressman over the memory of the guy’s O-face as Kent had bred his ass for the second time that night. That guy had actually been begging for it before Kent had erupted, something Kent wasn’t even sure if the guy realized or not.
Not that he was going to tell him that. It would be something he’d enjoy replaying in his head, though.
Trey had a test that morning, and while he wouldn’t have his grade back until next week, he’d called and told Kent he felt really good about it and thought he’d passed it, meaning his place on the team was likely secure, for now.
Still, he’d asked Kent if he could keep “working” with him until he was sure he’d salvaged his grade.
Of course Kent had said yes. He wasn’t an idiot.
And Trey wasn’t the first guy who’d asked Kent to keep working with him even after the danger of failing was past.
Whatever excuses they wanted to tell themselves, he wouldn’t challenge them.
It meant he got laid on a regular basis.
As he flopped over onto his back next to Mrs. Congressman, she giggled.
“What?”
She shook her head. “Nothing. I know my husband has a girlfriend, but since I met you, I honestly don’t give a shit. I used to resent the hell out of it but not anymore.”
“You make him wear a rubber, right?”
“Oh, hell, yeah. He doesn’t know I still have an IUD, and he knows I’d fucking kill him if he brought something home to me. He also knows I don’t want kids, so we use a rubber. Perfect excuse.”
“Just remember, you give me something, you’ll never see the monster again, much less fuck it.”
“No worries. He’s careful. It’d be too expensive for him to divorce me because of our pre-nup. He cannot afford to let me know he’s cheating, and he likes my father’s political pull.”
“How do you know he won’t divorce you for cheating?”
She smiled. “My family’s money. No clause in the pre-nup about me cheating. Only about him cheating.”
“Ah. Smart woman.”
“I can be. Plus Daddy has a good lawyer and wrote it up for me before we got married.” She sighed. “Can we reschedule our date next week, though? Different day? I forgot I’m supposed to go to a Rotary thing. I can do a morning, if you’re available.”
“Sure. I’ll need to call you and let you know when, though. I don’t have my book with me.”
She rolled onto her side to face him. “I cannot believe you’re only twenty-one. You act so much more…mature than you are.”
“When you’ve been through as much as I have, you learn to quickly adapt.”
* * * *
Kent managed to get it up for round two with her, then she headed home happy and walking funny.
After a quick shower there at the hotel to wash her juices and scent off him, he picked up the envelope she’d left for him on the dresser and counted the contents.
Three hundred dollars in twenties.
He smiled and tucked the money into his wallet. She had turned him on to two other women, so he gave her a discount. Usually, his dates left him an “allowance” of five hundred, no matter how long it lasted. But the other two women paid full price for now—unless or until they gave him a referral of their own—so it more than made up the difference.
He was careful in how he negotiated with the women. He kept it on the fuzzily safe side of not being prostitution when he first discussed things with them so he could stay within the law.
Ish.
At their initial meeting, he always laid out to them that he had bills to pay if he was to keep up his grades without having to get a full-time job. Outlining ways they could help him keep his schedule open and flexible to “date” them and be their part-time boyfriend outside of classes.
That he was happy to be their sugar baby, if they made it worth his while. Made it clear that dates with him were in demand, so keeping him happy kept his schedule open for them. The larger an allowance they wanted to give him, the more open his schedule would remain for them.
It didn’t have to be cash in hand, either. Like the watch he’d been gifted. After researching how much it cost, he let the giver date him four times without needing to leave him an allowance. One of his regular weekly dates paid his car insurance for him, while another actually made his car payment.
Seemed fair, kept them happy, and they referred friends to him. Which made it even easier because they did the “negotiations” for him ahead of time, the women coming to him ready to offer him an allowance or tangible gifts of some sort if he could fit them into his schedule.
He headed back to his apartment and ran through his date book to see what would be available for her to reschedule. Since he needed to reschedule her, he could slide his new guy into her usual evening, which would work perfectly. After confirming it with a phone call to her, he grabbed himself a soda from the fridge and stretched out in front of the TV.
This wasn’t exactly how he’d expected his college life to go, but he graduated next year and needed to have as much money in the bank as he could before then. Right now, he was coming up on nearly fifty grand.
His parents couldn’t have afforded to send him to college. And even if they could, once his dad discovered Kent was gay, he kicked him out. Fortunately, his mom and sister still kept in contact with him behind his dad’s back.
But it stung.
He had a scholarship for tuition and books, and one of his cougars paid his rent and took care of all his utilities on the small apartment. That meant his Sunday mornings always belonged to her on-call, when she was supposedly going to “church.”
Considering her husband was supposedly “golfing,” yet was getting banged by his business partner, a guy ten years older than him, Kent supposed the ?
??Oh, gods!” he got from her as she rode his monster were close enough to church to count.
She had a key and would let herself in, so he never had a Saturday night stay-over, and she never showed up unannounced at any other time besides Sunday mornings. She knew what he did and didn’t begrudge it, but by paying his rent and utilities, it meant she had easy access to him without worrying about hotels and other bullshit. Sometimes, if he had free time, he could work her in on other days, when she was available.
It wasn’t required but he liked keeping her happy, because she had no interest in anything other than hard and dirty sex with him. And trying to do what he did in a dorm, or with a roommate, would be fucking impossible.
It also meant he was in control of his life, and his heart.
No one with a hold on him who could break him again.
Never again.
* * * *
The next night, Kent’s new guy, Nick, knelt on the floor in front of the couch, naked, reading aloud to Kent from his last test in the class he was at risk of failing.
Kent stopped him. “Do you see where you went wrong on that question there?”
Nick shook his head.
“Open.”
The guy’s cheeks turned red, but he complied. He’d only had a brief moment of shock when Kent had stripped and revealed the monster to him. Kent reached forward and pulled him onto his cock, where the guy struggled to lick and suck the tip. Kent kept one hand firmly wrapped around the back of the guy’s neck, and with the other he plucked the paper from the guy’s hand and studied it.
“Right here. You didn’t factor in the rate of inflation properly.”
He held the paper where the guy could see it. “This is what you did wrong…” He recited what should have been the proper answer and how to factor it, even as he forced the guy to take a little more of the monster into his mouth.
“Relax your jaw, dude, and use more tongue. Watch the teeth.” Nick was already drooling and slobbering all over the place, which was why Kent had put down sheets and towels ahead of time.