theundrwearbear posts
A little something, as a treat. 😉😈
A little something, as a treat. 😉😈
I know what you're looking at, and it's not my face...but it..
I know what you're looking at, and it's not my face...but it is my head, you naughty. 😉😈 Another new pair courtesy of @jacksonboyd.bsky.social ! 😘😘😘
Another wonderful gift from @jacksonboyd.bsky.social ! These..
Another wonderful gift from @jacksonboyd.bsky.social ! These are really fun and comfy 🥰
The last new pair of FOTLs gifted to me by @jacksonboyd.bsky..
The last new pair of FOTLs gifted to me by @jacksonboyd.bsky.social - I gotta admit, I actually like these quite a bit!
Hump day! And another pair of FOTLs from @jacksonboyd.bsky.s..
Hump day! And another pair of FOTLs from @jacksonboyd.bsky.social - they're actually really comfy!
First thirst trap of the year, and it's for Tummy Tuesday! (..
First thirst trap of the year, and it's for Tummy Tuesday! (Featuring new undies courtesy of @jacksonboyd.bsky.social 😘)
Happy Tummy Tuesday, boys!
Happy Tummy Tuesday, boys!
Somebody told me it's Tummy Tuesday? 😉
Somebody told me it's Tummy Tuesday? 😉
If I've gotta leave the house this weekend, I'm at least gon..
If I've gotta leave the house this weekend, I'm at least gonna do it with festive undies on. 😉
Now you *really* don't see the underwear! 😉😈
Now you *really* don't see the underwear! 😉😈
It's like you can't even see my underwear at all! 😂
It's like you can't even see my underwear at all! 😂
It's Monday morning so I'm all outta cute quips for captions..
It's Monday morning so I'm all outta cute quips for captions. 😂
What do you prefer - should I dress to the right, or straigh..
What do you prefer - should I dress to the right, or straight down? 😉😈
I forgot to post these earlier this week, so YOU get surpris..
I forgot to post these earlier this week, so YOU get surprise bonus me in blue undies! 😂😉
A little rainbow to brighten your Friday!
A little rainbow to brighten your Friday!
Don't forget to brush, kids! 😉
Don't forget to brush, kids! 😉
Monochrome Monday, right?
Monochrome Monday, right?
What's up, boy? 😈
What's up, boy? 😈
I never go full frontal, so I hope this is close enough for ..
I never go full frontal, so I hope this is close enough for FCF for you boys... 😉😈
3XLT undershirts mean I can Porky Pig it on the internet and..
3XLT undershirts mean I can Porky Pig it on the internet and not give away the family jewels. 😘😉😈😂
*click* 😈😈😈
*click* 😈😈😈
It's how I keep it so stiff all the time. 😈😉😂
It's how I keep it so stiff all the time. 😈😉😂
Aren't you glad it's Friday? 😈
Aren't you glad it's Friday? 😈
Also it's hump day or something? idek 😂
Also it's hump day or something? idek 😂
How about *almost* Monochrome Monday? 😉
How about *almost* Monochrome Monday? 😉
Good morning, beautiful! You don't wanna actually get up yet..
Good morning, beautiful! You don't wanna actually get up yet, do you? 😈
And sorry for the lack of fresh thirst recently. Daddy's bee..
And sorry for the lack of fresh thirst recently. Daddy's been BUSY.
Daylight savings means we get an extra hour to "sleep in." C..
Daylight savings means we get an extra hour to "sleep in." Come back to bed. 😈😈😈
I got a haircut yesterday. Do you think it looks alright? 😉
I got a haircut yesterday. Do you think it looks alright? 😉
Hump day, right? 😉 How is it only Wednesday tho? 😖
Hump day, right? 😉 How is it only Wednesday tho? 😖





























