Category Archives: Boots

Daddy’s Daddy

Beefy male guard walking in on a hairy muscular nude man in prison.
Male guard sucks off a prisoner before being fucked by him.

Butch Hairy Ballbusters
Starring Carlo Cox and Butch Grand

Remember how I was saying I might be done with younger guys? Well, the pendulum has definitely swung the other way.

Besides the 50-year-old Seattle guy I just fucked, the bodybuilder in his late 40’s I hooked up with has been texting, and now it seems I might have found a Daddy of my own. Or Granddaddy.

He’s funny and fit and enjoys a flirt like me, so I thought I would tease about being his boy. He became very interested and agreeable, immediately switching into the role play. It was fascinating to be on the other side and use all the tricks my boys have taught me over the past couple of years. It also helps me understand their position better, since I never really occupied the boy role before. It never seemed to fit me as a tall top with a deep voice before.

All that might change if we really do get together when Daddy’s back in town in a few weeks. And by Daddy, I mean him…

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Are you ready for the big one?

Bearded muscle cub in nothing but boots exposing his cute butt and furry hole on a patio in rural Spain.
Bearded muscle hunks fucking in a farmhouse in rural Spain.

Hung Country
Starring Abraham Al Malek and Hector de Silva

As soon as the curfew lifted after Hurricane Matthew, I went out to meet the guys for drinks, along with all the other relieved homos down here. This cute, skinny, bearded boy who had between flirting with me all day online was supposed to meet me there, but he never showed.

A few days later, though, he sends me a message telling me his father had a heart attack and that’s why he never wasn’t there. I wished his father good health and asked if there was anything I could do, to which he replied that he really needed a hug. I said come over.

He seemed genuinely down when he showed up on my doorstep with bloodshot eyes from being up all night…and a linger of vodka on his breath. I brought him over to the chaise and he laid down to cuddle. He snuggled into me and occasionally kissed my neck. Soon the shirts were off and he was tenting in his shorts with an embarrassed look on his face. I silently stood, gently grabbed his hand and led him into the bedroom.

Our previous interaction had been loaded with dirty talk and Daddy/boy role play, but considering the circumstances, I thought a softer touch was in order. We made out for a while before the rest of my clothes came off (I had gotten him completely naked right away). Despite his huge uncut cock, he claimed to be a total bottom, so I positioned him ass up and turned him so he could watch us in the mirror while I devoured his hole.

His soft moans became more frequent, and once he started pushing his butt up and back, I knew he was ready. I flipped him on his back and slowly entered him, letting him control the speed as his pulsating hole drew me inside deeper. It was an impressive talent that I thought for sure meant he prepared properly for a guy my size…but unfortunately, that wasn’t the case. So after a bit of additional cleaning, we spent some more time making out. Eventually, we were able to finish together with me buried inside his (now fresh) hole.

I would have gone for additional rounds, but the clean-up break kinda put me off. He promised to be better prepared next time, but I think I’m done with young amateurs for a while…

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Hang loose

Leather cop fantasy with gay fisting and a jock who can take anything in his ass.
Guy with a bubble butt in a jockstrap and boots squatting on an enormously huge dildo.

Cazzo Club
Starring Nico Lust, Alexx Stier and Ashley Ryder

I was talking with a well-hung friend of mine the other day who also occasionally has problems with asses being too tight, and it got me thinking, I’ve been hooking up with all these tops, out of practice bottoms and newbies.

What I really need is to go back to slutty bottoms! A nice loose hole sounds great right about now…

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Try this on for size

Gay bondage humiliations in the mechanic garage.
Mechanic in a jockstrap sits on a dildo held in the mouth of another man.

Bondage Garage
Starring Lance Hart and Micky Mackenzie

I woke up from the perviest dream this morning with a raging boner, so I think it’s finally time to call my dirty gay buddy who’s really into bondage.

I’d love to work him over with every tool in his toolbox, then finish the session off with the big finale of my load in his ass.

It’s going to be one hell of an edging session…

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Tricks of the trade

Tattooed muscle bears fucking bareback in leather and male bondage.
Muscle bears cumming after fucking bareback.

Bareback That Hole
Starring Jay Ricci and Luis Casola

I promised you yesterday that I would find a better representation of what it’s like fucking Luis Casola, and here it is. This scene claims to be his first, and it’s certainly realistic! I remember that voice perfectly, and some of the looks he throws and things he says were the same when we were fucking.

I always think it’s a little weird when I’m having sex with someone who does porn and he uses the same moves or dirty talk with me that he does on set. Sometimes it’s a major turn on, and sometimes I’m like, “hey, I know what you’re doing!” Haha!

I’m glad I got to fuck him before watching his videos, but I’m definitely planning on hitting that beefy fuck again…

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