Oliver

picture of me from behind wearing nothing but Calvin Klein tighty whities standing on a deck overlooking a beach

pic of my laid out poolside on a deck chair in wet Calvin Klein tighty whities

a pic of me looking down my legs at the pool and overlooking my soaking wet tighty whities

Is it even a vacation if you have to wear pants?

#tightywhities #whitebriefs #wetbriefs #wetunderwear #meninbriefs #meninundies

Lifted legs before work, spin class after work

Is this something?

Love some cute whitey tidies 🩲

Thicc lil goofball in a thong.

of course there's always the more traditional way to take them off

Blue cage on slim gay

Same but arm up

Nub check? Nub check

Happy Tuesday 🩲

Full frontal mirror photo naked in socks and cage

Photo off ass from behind straddling bed naked in white socks

Anyone wanna have a Sunday funday? 👀

Nude beach goofin’

We love a lazy Sunday afternoon.

Trying to get a ride here, fellas. 💪

Camo thong checkup. 💪

This pic was a hit! Was fixing a buddies sink when he noticed my jock peeking out. Decided to just give him the full invitation. 💪

There’s no better feeling than getting home and taking your pants off after a long day.

Two beds but only one is for sleeping

rise and shine, bro 🐮✨

Bear on a bed with his ass in the air. He’s wearing a jockstrap and harness. #Daddy #bear #sir #Gaybears #Nsfw #jockstrap #hhd

It’s #Sluturday 🌶️ and I’m doing my part 😈

Off to bed soon. Long day of playing with Cub tomorrow

A little wedgie moment on tv.

Some office wedgies

Seem to always be getting my briefs hooked and left humiliated 😭😅 #wedgie #hangingwedgie #tightywhities #underwear #wedgieboy (anyone in Michigan want to abuse this nerd by his undies hmu)

Was walking infront of some guys at the store and dropped my keys twice while walking and then they busted out laughing at me.. I didn’t realize this was the view they got 😅😬😭 #malethong #thong ##humiliation #embarrassment #publichumilation #wedgie #thongwedgie #guythong

@vintagebriefboy.bsky.social fills out these #tightywhities very well!
Love that juicy 🍑 and blonde body hair.
#men #boysinbriefs #underwear #gay

Thought I was just fixing the light… turns out I was starring in my own butt-bouncing wedgie show 😳 #CaughtInTheCrack #WedgieSurprise #EmbarrassedBooty #Wedgie #Briefs #Pantsed

position assumed :•)

Let’s see some underwear pics 👇🏻 what’s your favorite pair to show off your goods?

I think my ass got hairier

Love these briefs but they’re getting a little small.