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.

Blond Twink Zachari Wilks Fucks Chair With Fat Cock

Blond Twink Zachari Wilks Fucks Chair With Fat Cock
Visit Doggy Boys

Image Credit: Doggy Boys, Posted 5 Oct 2020

19-year-old Zachari Wilks is a natural-born porn star. He's appearing in his first video this week on Doggy Boys, and what a performance he gives. He's packing a fat 8.5 inches and he wraps both hands around it and pumps them up and down. All the while he writhes up and down on the chair in ecstasy wishing he had something stuffed in his butt hole.

Cousins Get Caught Fucking Each Other in the Ass!

Cousins Get Caught Fucking Each Other in the Ass!
Visit Gaycest

Image Credit: Gaycest, Posted 30 Sep 2020

Austin and Lucas are playing videos games down in the rec room when things take a dirty turn. Lucas loses a game and Austin tells him he has to strip -- his video game, his rules. When Lucas pulls off his pants, Austin sees that he's sporting a woody. Being a bit aroused, Austin asks if he can suck his cousin's cock.

After blowing each other, Austin bends Lucas over and fucks him. Little do they know, but Austin's stepfather has been watching the whole time. "Boys!" Austin stops drilling and stammers, "It's not what it looks like, Dad."


Freckle-Faced Jake Ducati Strokes in First Porno

Freckle-Faced Jake Ducati Strokes in First Porno
Visit Chaos Men

Image Credit: Chaos Men, Posted 28 Sep 2020

I love it when a cute guy like Jake Ducati lands in my inbox on a Monday morning. He's an Italian lad with freckles sprinkled across his face and he's got a smile that lights up a room with joy. He's 22 years old, gay, and has had a boyfriend for just over a year. Chaos Men says that his boyfriend might be joining them too.

Jake has a hot ripped body, and his cock is quite a piece of meat -- it's nearly eight inches long, but it's a fat six inches around. Yum! It's so thick that he says some guy's have trouble taking it. Amateurs!

Johnny Hands Gets His Hole Fingered While Masturbating

Johnny Hands Gets His Hole Fingered While Masturbating
Visit Helix Studios

Image Credit: Helix Studios, Posted 12 Sep 2020

I have always liked Johnny Hands. He's a good-looking guy who only started wearing glasses a little while ago, and now I think he's sexier than ever. He's fucked in 25 videos at Helix Studios, but he's flying solo for this one.

Trevor Harris interviews  Johnny Hands and gets the 28-year-old talking about his life, video games, the gym, and polyamory, then Harris asks Johnny to strip and show off his body. Trevor not only gives the jock a bit of a helping hand, but he also fingers Johnny's smooth butt hole. Yum!

Coach Gets His Beefy Ass Fucked by a Young Player

Coach Gets His Beefy Ass Fucked by a Young Player
Visit Twink Top

Image Credit: Twink Top, Posted 10 Sep 2020

Lucas Ryder is getting a private training session with the coach. Bishop Angus has the boy doing push-ups and sit-ups. "Take your shirt off I want to see our muscles," he says. The coach comments on how sweaty Lucas is, then he grabs the player's bulge. Lucas doesn't object, so Coach Angus pulls out the lad's cock and sucks it. He's got a beautiful dick, extra thick at the base.

After 69ing with Lucas on the bottom, the Coach sits on young lad's bone, first backwards, then he flips around and rides Lucas's dick while looking at him. Lucas finally pushes Angus off him and fucks the man doggy style on the floor. Bishop is a big man, but he has trouble at first taking Lucas' thick dick.

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

Bearded Stud Puts Lad's Feet on His Shoulders & Pumps
Visit Dirty Boy Video

Image Credit: Dirty Boy Video, Posted 15 Aug 2020

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.

Hump Day Hottie - Cain Marko

Hump Day Hottie - Cain Marko
Visit Hot Older Male

Image Credit: Hot Older Male, Posted 8 Jul 2020

Doesn't Cain Marko just stop your heart? Gosh, I've been in love with this gorgeous hunk from the first time I saw him, which was in a Raging Stallion threeway with Drew Sebastian and Edji Da Silva.

Funnily enough, Marko's last scene was also with Drew Sebastian, but this time it was a revenge fuck scene for Hot Older Male.

Taunted by Toby George's Gorgeous Bubble Butt

Taunted by Toby George's Gorgeous Bubble Butt
Visit Staxus

Image Credit: Staxus, Posted 16 Jun 2020

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.


Kink Spotlight: Massively Muscled Thighs

Kink Spotlight: Massively Muscled Thighs
Visit Muscled BFs

Image Credit: Muscled BFs, Posted 12 Mar 2019

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.

Kink Spotlight: Daddies in Underwear

Kink Spotlight: Daddies in Underwear
Visit Silver Daddy BFs

Image Credit: Silver Daddy BFs, Posted 19 Feb 2019

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.

Kink Spotlight: Obscene Underwear

Kink Spotlight: Obscene Underwear
Visit Hung BF Videos

Image Credit: Hung BF Videos, Posted 8 Jan 2019

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.

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

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

Image Credit: French Twinks, Posted 26 Nov 2018

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.

Kink Spotlight: Tight White Underwear

Kink Spotlight: Tight White Underwear
Visit Chaos Men

Image Credit: Chaos Men, Posted 16 Oct 2018

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.

Kink Spotlight: Men in Corsets

Kink Spotlight: Men in Corsets

Posted 28 Aug 2018

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. 

Kink Spotlight: Thuper Thexy Thongs

Kink Spotlight: Thuper Thexy Thongs
Visit Undie Twinks

Image Credit: Undie Twinks, Posted 21 Aug 2018

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.