theundrwearbear posts
Posts: 892
Files: 1492
A jock? For Monday? Groundbreaking. 😂
A jock? For Monday? Groundbreaking. 😂
I’m headed to a dick appointment this morning, and I gave th..
I’m headed to a dick appointment this morning, and I gave the boy three underwear choices. Would you have picked the same pair if I were coming to see you? 😉😈
Rub a dub dub, this bear's in the tub...and waiting for you,..
Rub a dub dub, this bear's in the tub...and waiting for you, boy. 🛁🐻😈
I saw you looking at my crotch all day, boy...get into the b..
I saw you looking at my crotch all day, boy...get into the broom closet here with me. Daddy knows you're curious. 😈
Don’t brush too hard - it can cause gum recession. 😉
Don’t brush too hard - it can cause gum recession. 😉
And who doesn't love a little peekaboo window, right? 😈
And who doesn't love a little peekaboo window, right? 😈
On Wednesdays we wear pink. 😉
On Wednesdays we wear pink. 😉
Needed to bring some colour into things today. 😉
Needed to bring some colour into things today. 😉
Go on, boy - cup 'em. I know you want to feel how heavy the..
Go on, boy - cup 'em. I know you want to feel how heavy they hang.
Just getting dressed for the day...unless you want to get UN..
Just getting dressed for the day...unless you want to get UNdressed instead...? 😈
What do you think...should I drop the towel? 😉
What do you think...should I drop the towel? 😉
Want some, boy? 😉
Want some, boy? 😉
Warning...dangerous curves ahead! Awesome shirt design by @..
Warning...dangerous curves ahead! Awesome shirt design by @sacopotatoe.png
Happy Tummy Tuesday to those that celebrate! #tummytuesday #..
Happy Tummy Tuesday to those that celebrate! #tummytuesday #gaybear #gaydaddy
Come taste the rainbow - trust me, I'm sweeter than Skittles..
Come taste the rainbow - trust me, I'm sweeter than Skittles. 😈
Come help daddy get cleaned up after the gym?
Come help daddy get cleaned up after the gym?
Low effort #tummytuesday? Low effort #tummytuesday. 😂
Low effort #tummytuesday? Low effort #tummytuesday. 😂
Tasting the rainbow isn't just for Skittles...wanna put it i..
Tasting the rainbow isn't just for Skittles...wanna put it in your mouth? 😈 😋 🌈 Want your own @BearSkn for 15% off? Use discount code ROSS https://www.bearskn.com/r?id=09blic
Wanna give me a hand rubbing some tanning lotion on my back?..
Wanna give me a hand rubbing some tanning lotion on my back? 😉
What do you think - do I have resting bear face? 😉🐻
What do you think - do I have resting bear face? 😉🐻
Yeah, I’m in the bath again…lemme wash your back? 😉😈
Yeah, I’m in the bath again…lemme wash your back? 😉😈
Don’t *you* go fully nude for a massage? I do. 😘
Don’t *you* go fully nude for a massage? I do. 😘
Better watch out, boy...I'll get you addicted. 😈 Want to ..
Better watch out, boy...I'll get you addicted. 😈 Want to own THIS jockstrap? Get it on my underwear store before somebody else does... https://theunderwearbear.bigcartel.com/product/addicted-jockstrap
I wouldn't call them odd, but I am bringing the balls...wann..
I wouldn't call them odd, but I am bringing the balls...wanna play? 😉
Life imitates art...did I do it right? 😂
Life imitates art...did I do it right? 😂
I heard that some of you boys like feet...is that true? 😉 #..
I heard that some of you boys like feet...is that true? 😉 #gaybear #gayfeet #gaybearfeet
Is being 'vers' for body types a thing? Like, I don't *just..
Is being 'vers' for body types a thing? Like, I don't *just* like bears or *just* like chubs or *just* like twinks or *just* like cubs. Maybe that's why I'm such a "face" guy. If I like your face, then I'm gonna like your body no matter what your type is. 🤔🤔🤔😈😈😈
Come join daddy in the bath 😈😈😈🐻🛁
Come join daddy in the bath 😈😈😈🐻🛁
Lumbersnacc, amirite? Let's go for a walk in the forest toge..
Lumbersnacc, amirite? Let's go for a walk in the forest together and see what kinda wood we find... 😉😈
C'mere boy, let Daddy scrub your back...
C'mere boy, let Daddy scrub your back...
