theundrwearbear posts
Posts: 892
Files: 1492
Want to taste the rainbow, stud? 😉
Want to taste the rainbow, stud? 😉
I just had to get out of this pair after seeing you turn aro..
I just had to get out of this pair after seeing you turn around and show me that ass, boy...
ProTip from me to you, boys.If you want to keep the roses sm..
ProTip from me to you, boys.If you want to keep the roses smelling fresh all day, blow dry your garden after you shower. 😉
Good morning, sunshine. 😉
Good morning, sunshine. 😉
This pair has a functional fly...wanna help me pop my button..
This pair has a functional fly...wanna help me pop my buttons? 😈
I've got a play date scheduled for tonight, and he likes it ..
I've got a play date scheduled for tonight, and he likes it when I wear some of my thinner pairs of briefs...who am I to disappoint him? 😉😈
Have a seat, boy. It's Tummy Tuesday again. 😈
Have a seat, boy. It's Tummy Tuesday again. 😈
C'mere, boy. Daddy needs you.
C'mere, boy. Daddy needs you.
Come cuddle? I need a little spoon. 😈😈😈
Come cuddle? I need a little spoon. 😈😈😈
I know that a lot of you boys enjoy a daddy in his tighty wh..
I know that a lot of you boys enjoy a daddy in his tighty whiteys...especially if they're Calvins. 😉😈
Sunday seems like a good day for dad briefs and a cuddle in ..
Sunday seems like a good day for dad briefs and a cuddle in bed, don't you think boy?
A couple more teases for you good boys out there... ;-)
A couple more teases for you good boys out there... ;-)
Mint, anyone? 😉😈
Mint, anyone? 😉😈
Anybody in the mood for cake? 🍰🐻
Anybody in the mood for cake? 🍰🐻
I was playing with new angles for thirst traps. Whaddya thin..
I was playing with new angles for thirst traps. Whaddya think? 🤔😉😈
I missed Tighty Whitey Tuesday...will you forgive me being a..
I missed Tighty Whitey Tuesday...will you forgive me being a day late? 😉😈
It's Tummy Tuesday! How about some breakfast, sport? Daddy's..
It's Tummy Tuesday! How about some breakfast, sport? Daddy's serving grape nuts... 😉😈
Alright, one more post and now I've gotta get some video edi..
Alright, one more post and now I've gotta get some video editing done!I shot a bunch of fresh thirst trap videos yesterday for you boys... 😈
The jocktober onslaught continues! This time: winter sports ..
The jocktober onslaught continues! This time: winter sports edition. 😉😈
I've been negligent pics-wise this jocktober. Can I make it ..
I've been negligent pics-wise this jocktober. Can I make it up to you?
Good morning, sunshine. 😈
Good morning, sunshine. 😈
Okay boys, THESE pairs are still up for grabs! And when I sa..
Okay boys, THESE pairs are still up for grabs! And when I say that they're available either laundry fresh or "worn", I don't just mean I wore them for the day...I also wore them while doing other one-handed things that end with a mess to clean up, if ya get my drift.😈
This pair of pairs sold, but I figured that you guys might w..
This pair of pairs sold, but I figured that you guys might want to see 'em anyway...and this way the gentleman who bought 'em gets something to tide him over while I wear these for the next few days for him... 😉😈 There's more in the store, and more on the way...!
I figured you boys might wanna see the first pair of pair of..
I figured you boys might wanna see the first pair of pair of undies I'm selling...and why not use video? 😉
I probably should've asked @mal-content.bsky.social to leave..
I probably should've asked @mal-content.bsky.social to leave a little extra pouch room when he made this jockstrap for me...! 😉😈
Do jock briefs count for #jocktober ?(I need to take more jo..
Do jock briefs count for #jocktober ?(I need to take more jockstrap thirst traps.)
Let's cap off a Monday night with a bubble bath. Join me? 😉😈
Let's cap off a Monday night with a bubble bath. Join me? 😉😈
Keeping a queue of unposted pics means you can skeet a thirs..
Keeping a queue of unposted pics means you can skeet a thirst trap while at dinner with the in-laws waiting for your food. 😉
Tighty whitey Friday? idek ¯\_(ツ)_/¯ 😂
Tighty whitey Friday? idek ¯\_(ツ)_/¯ 😂
Hump day, amirite?
Hump day, amirite?
