Featuring: Lawson James and Milo Miles
April 25, 2024 | 22 mins | HD 1080p | 25 photos
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Story

Baseball season is coming up soon. I don’t think I have to worry about my place on the team since I’m fucking most of the coaches. That’s not enough for me, though; I want to pull my weight. Besides, if I’m not good on the field, the guys will speculate on why I’m there, and I gotta keep my special relationship with the Coaches needs to stay secret.

Cole, the assistant Coach as well as my friend, suggested that I go talk to Lawson James. Coach James is a personal trainer. Cole says that he likes helping young athletes and offers them an affordable deal. I set up an appointment and, oh god, he’s hot! Not just good looking; Coach James is a walking wet dream.

First he had ...[Read more]

First he had me fill out a questionnaire. It was pages long and took forever, but I was impressed with his thoroughness. Some of the questions were things I had to think hard about because nobody had asked them before. When I was done, we sat down on his sofa and he read over my answers. He seemed pleased enough. Even though I’m not where I would like to be, physically, I take care of myself and exercise regularly, and I know the game.

He said it all looked good, and then he asked what I wanted to work on. That was another question I didn’t expect. I mean, I want to get bigger all over, I guess. Playing baseball doesn’t just use one set of muscles. After not enough thought, I added that I wanted to work on my backside, too.

I almost regretted it when I heard myself say it. Like, where did that come from? I have kind of been thinking about it, though. I like fucking older guys… a lot! But, I really am versatile. I think, at this point, my dick is more impressive than my ass and everybody just thinks of me as a top. Maybe, if I pump it up some, guys might be more interested.

Coach James wasn’t phased. He said, “That’s easy.”

He told me to do some squats, and gave me directions on my form. Then he started showing me how to do them correctly. My knees went so weak that I almost fell off of the couch. The Coach’s ass is incredible! It might be the sexiest one I’ve ever seen. It’s like he has two rock-hard melons in his gym shorts.

He stood back up and said, “Maybe you’ll have an ass like this one day.”

All I could think was, “I want yours now!”

Forget being versatile, I wanted to fuck this hot DILF’s perfect ass into next week. I just stood there, not knowing what to say. Cole said Coach James likes cute young athletes. Was he flirting with me? If he was, what did he want? I was up for pretty much anything.

He just stood there with a half-smile on his face. It was clear that he expected me to make the first move, so I did. I stepped up to him and kissed him. He met me halfway and, after a minute, started undressing me. I still wasn’t entirely sure where things were going, but he was on his knees giving me one of the best blow jobs I’ve ever had.

It was all I could do not to blow my load down his throat, but I really wanted to see where this was going. When he stood up and bent over the couch, I knew what he wanted, and I was more than happy to give it to him. Everybody expects alpha men like Coach James to be tops, but sometimes they like to get fucked, too.

I pulled his tight gym shorts down and revealed one of the most gorgeous furry asses that I’ve ever seen. Even when I pulled his cheeks apart, I could barely see his hole in the nest of black fur in his crack. My tongue found it, though. I’m not sure which of us was moaning louder while I got him ready for my fat twink dick.

When I pushed my cock into him, he squeezed it so hard that it almost hurt. I took my time fucking him. I wanted both of us to enjoy this just as long as possible. Coach James was snorting like a bull while I rode him and I was moaning and panting as his hole drove me crazy. Finally, it was all just too much. My balls were going to explode whether I was ready or not.

Models
COACH JAMES

Coach James is all about working up a good sweat and loves his job coaching. Not only does he help them work up a sweat on the field, there are a fair amount of times he helps off the field too and it can definitely be said that the times off the field are what he enjoys most!

Played by Lawson James
MILO MILES

Milo, a young, petite, charming Latin man, is excited for his job interview. But when his private social media account—full of adult pictures of himself—is found by the CEO, he’s devastated and certain he’s about to lose out on the chance of a lifetime. However, the CEO’s interest in Milo’s private identity isn’t the disqualification the young applicant may think it is…

Played by Milo Miles
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