Gay Underwear Blog

GayDemon's Blog: On this page you can find all gay porn posts related to men in underwear listed in order they where published.


Bearded Stud Puts Lad's Feet on His Shoulders & Pumps

15 Aug 2020

Bearded Stud Puts Lad's Feet on His Shoulders & Pumps

Trey Bentley is horny and cruising. He's standing in his doorway when bearded stud Mike Black saunters by. Mike stops, they exchange greetings, then Mike touches Trey's chest. Trey smiles and nods for this bearded fellow to follow him upstairs. Inside, they pull off one another's clothes while kissing. 

Trey unzips Mike's jeans and he's wearing a black and green jockstrap. Trey kneels and Mike steers his hard cock into the lad's mouth. Then Mike kneels and swallows Trey's bone right down to his pubes. But Mike has eyes on Trey's fuck hole. He mounts the boy and puts Trey's feet on his shoulders, then he slides in and pumps hole.

Real Guys, Real Sex - Watch Over 275 Horny Fuck Scenes!

Taunted by Toby George's Gorgeous Bubble Butt

16 Jun 2020

Taunted by Toby George's Gorgeous Bubble Butt

I very nearly cried when I watched this video from Staxus. It's the debut scene from Jockstrap Workout. Why the tears? Look at Toby George's gorgeous bubble butt. How could the director let him out of the studio without getting Jake Williams to fuck his hot ass? It's just not fair.

What's worse is that the photographer taunts us with shots of Toby's beautiful derriere. Toby George is brand new and making his debut at Staxus, but his profile says that he's a top. Oh well, maybe if we drop a ton of email on Staxus and beg them to offer him enough money so he reconsiders.


Watch All 4 Episodes of "Jockstrap Workout"

Continue reading

Amateur Action: Stroking Big Cock Through Obscene Underwear

23 Mar 2019

This guy has a problem. As he explains it in the video caption: "I can't fit in this pair if I get hard." So he's stretching out his underwear and taking us along for the ride.

You might think he's hard in there, but as he reveals at the end, his big cock isn't yet fully hard. I'm hoping we can all support him in his struggles. Maybe if he masturbates enough while in his thong, the fabric can further stretch, accommodating him at 75% hardness.

I think him at 100% hard is not a possibility without tearing the fabric or giving him a cock muscle strain. Though, I'd be at the ready to nurse his cock back to full health and full staff.

Though I could not be trusted to do is laundry. None of his underwear would make it past me. And that says a lot considering I despise pastels. it goes back to a bad experience eating sherbet in the 1980s. Major pastel overload.

I much prefer overstuffed underwear. And hand over bulge. And over-achieving, over-endowed, over masturbators, over exhibitionists. That's a fine kind of overload.

See More Hung Amateur Guys in Homemade Videos

Kink Spotlight: Massively Muscled Thighs

12 Mar 2019

Kink Spotlight: Massively Muscled Thighs

If you were at any point a fan of Suzanne Somers' entrepreneurial success with exercise equipment, you're wondering why I didn't call this "Thigh Masters." If you don't know what I mean, consider her direct to consumer sales record-shattering product, the ThighMaster. It's still around decades later as the ThighMaster Gold.

But the real reason the kink for this extreme body feature can't be referenced with Thigh Master is because physical appearance is not a reliable indicator of sexual dominance (or submission) proclivities. Plus some guys aren't into power dynamic free sex, no domination, no submission in any sense.

That said, a bottom with such inner thighs could be directed to use them as nature (and/or steroids) intended: crushing someone's skull into a shoebox-shaped rectangle while receiving head. Tops like to suck cock too.

Like Muscle Hunks? Check Out These Sexy Men.

Continue reading

Amateur Action: Super Hard Cock Gets Super Edged

2 Mar 2019

In this video, titled "TEASING MY BULGING HARDON WEARING WET RIPPED UNDERWEAR," the guy recites poetry by Lord Byron while gradually pulling his underwear down and edging his cock-ringed, angry hard penis.

His wet, green and tight underwear is the perfect backdrop to the opening verse:

She walks in beauty, like the night
Of cloudless climes and starry skies;
And all that’s best of dark and bright
Meet in her aspect and her eyes;
Thus mellowed to that tender light
Which heaven to gaudy day denies.

Whoops, I may have have had another browser window open on a poetry channel while I was watching this. Mistakes happen. Though Lord Bryon, who had plenty of homosexual encounters in his day (two centuries ago) would approve.

Though he would likely wonder what magical device could possibly record such vivid imagery, almost more color than real life allows, and also why someone would document evidence of taboo behavior such as this for the authorities to use to justify punishment.

This guy has plenty of similar videos by the way, but I liked this one as more of his face shows than in the others. Whoops again. I should say countenance, not face. Have to made Lord Byron proud.

Like Watching Guys Getting Their Cocks Edged? Watch These Slow Teasing Handjobs

Kink Spotlight: Daddies in Underwear

19 Feb 2019

Kink Spotlight: Daddies in Underwear

I wish I could call the underwear daddies. Then we'd know they solely dressed in underwear for all occasions, from the office holiday party to the grocery store. That would be obscenely lovely.

You'll have to trust me it's a daddy in the first picture. I'll admit I zeroed in on the kink in question. I deeply apologize, but perhaps you've already forgiven me.

An interest in seeing mature men in underwear should not preclude the possibility of wanting to seeing them out of their underwear. And if one chose to never wear underwear, I suppose I could somehow find a way to accept it.

Like Sexy Daddies? Check Out these Hot Older Men.

Continue reading

Public Exposure: Bodybuilder's Ass Eats His Underwear

10 Jan 2019

Watch this and decide if you can forgive him for his messy apartment. He seems to otherwise be making good use of his time, with an estimated 25 hours a day at the gym. That's an exaggeration. Let's say 22 hours at the gym and three hours posing for himself and anyone who will watch.

I'm not certain of his forms of income, but I expect one is quality control tester of underwear. Because an underwear manufacturer knows if their products can survive the onslaught that is his ass, they can survive anything.

Like Muscled Guys? Check Out these Hot Amateur Hunks.

Continue reading

Kink Spotlight: Obscene Underwear

8 Jan 2019

Kink Spotlight: Obscene Underwear

Obscene is a compliment. These are definitely third date underwear. If the first date consisted of lunch at Veggie Grill followed by 17 seconds of kissing. And the second date consisted of dinner at Veggie Grill followed by 3 minutes and 42 seconds of over the jeans spanking in the back seat of a cab driven by an ogling pervert.

Veggie Grill: processed, mid-priced vegan junk food bringing kinky people together since 2006.

Penis proud underwear is nothing new, though some of the fabrics and more involved designs have evolved. Or devolved depending how you look at it.

Considering the hoards of purposely sexy (not strictly functional) bras out there, and the assumedly multi-million dollar industry that is crotchless panties, I'm surprised the men's erotic underwear options aren't even more expansive.

See Other Amateur Guys Letting It All Hang Out - Click Here

Continue reading

Twink Tries Quietly Dildo Fucking Himself with his Room Mate Asleep in the Next Bed

26 Nov 2018

Twink Tries Quietly Dildo Fucking Himself with his Room Mate Asleep in the Next Bed

Here's another episode from Boarding School Secrets. And it might be the hottest one yet for a couple of reasons. First, it's Clark Lewis' first appearance on French Twinks; and second, he's shoving a giant dildo up his ass while his room mate, Paul Delay, sleeps in the next bed. 

As much as Clark tries to conceal his pleasure, his grunts and groans wake Paul who quickly joins his buddy. Paul throat fucks Clark while pushing the dildo deeper into his ass, then he follows up with some real cock fucking. But I think the hottest part of this scene is Clark's long johns with the back door access.

Watch All Four Scene from "Board School Secrets"

Continue reading

Kink Spotlight: Tight White Underwear

16 Oct 2018

Kink Spotlight: Tight White Underwear

Some of these pairs may not stay tight for long, considering what a big, precum-dripping boner can do to cotton. But all it takes is a wash and dry to bring them back to body-clinging life. Except if you're into never washing them because that's a thing too.

There's a laundry detergent with the slogan "keep your whites white and and colors bright" but really once you get a pair home, or are with a guy in wonderful white briefs, all bets are off. Maybe you want that underwear-clad bulge in your mouth, turning the fabric nearly transparent with your spit.

Or maybe you want to watch him pose from across the room as you treat him the exact way you used to treat the underwear section of male clothing catalogs. Or rubbing your covered bulges is a fine way to spend time together too.  It's up to you and your underwear-loving buddy.

Chaos Men Always Features Their Guys in Sexy Underwear - Check Them Out.

Continue reading

Kink Spotlight: Men in Corsets

28 Aug 2018

Kink Spotlight: Men in Corsets

There have been periods in history, such as the Regency Era in Great Britain (1795-1837), in which men in corsets was a well-respected high fashion. These corsets shaped the body in sought-after ways, aligning with the style of the day. 

And while today, many folks still have an ideal (for better or worse) of men with slender waists, that's quite different than the extreme cinched effect a corset offers. Even here in these selection of images you may have different reactions to the macho guys in rather loosely applied corsets versus the more extreme cinching.

So you see the visual transition from fashion to fetish, and the blending of the two. While the practical shaping element is more commonly experienced via relatively mainstreamed shape wear for men. 

Thus we have product names of: High Waist Stomach Shaper with Boxer Brief, Belly Buster Zip & Trim Support Brief, and Abs Slimming Body Shaper with Back Support. "Abs Slimming" is an interesting turn of phrase, as I don't think folks with tight abs are interested in slimming them, so it's like they want the wearer to imagine they have defined abs and are just wearing a garment to match. 

Continue reading

Kink Spotlight: Thuper Thexy Thongs

21 Aug 2018

Kink Spotlight: Thuper Thexy Thongs

If you're looking for an article of clothing to highlight yet teasingly hide the asshole, a thong is it. Keep this in mind for your next job interview at a Fortune 500 company, as I assume they are all powered by a combination of cutthroat capitalism and anal sex. Though I never even took Econ 101, so what do I know?

I did take Advanced Cultural Studies in Thongs and of course got an A. Plenty of "A"s actually. We spent a hole whole week studying the complex dynamics of the negative space thong, as shown in the guy here "wearing" a tan line thong made of your imagination.

Like Guys in Underwear? Check Out This Sexy Site

Continue reading

Amateur Action: Extreme Ball Pump

23 Jun 2018

This is "newbiepumplover" and if he's a newbie what the hell is he going to look like when he's more experienced? Is he going to be able to play basketball with his own sack? I'd say bowling but it's not legal to throw yourself down the lane along with the ball.

I would say "don't try this at home" but if you're a saline pump pervert, you may take that as "do try this in public" and I don't know that the world is ready.

I do admire the absolute cartoonish nature of it all. And I have massive respect for whoever invented underwear that doesn't burst from such astounding megaballs. They should work to solve the growing hole in the ozone layer.

I'm super curious what he does for fitness. Does he cause a riot at the gym or swimming pool? Can he go jogging without tripping on his own balls? I'm guessing he does a lot of low impact calisthenics at hope, likely in the nude and for an audience of masturbators.

What a swollen sack. And what a swell guy.

Like Big Nuts? Check Out Brand New Site Swingin' Balls