theundrwearbear posts
Posts: 892
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Monochrome Monday, eh? 😉😈
Monochrome Monday, eh? 😉😈
How about a little BOGO for both Tummy Tuesday and Tighty Wh..
How about a little BOGO for both Tummy Tuesday and Tighty Whitey Tuesday? 😉😈
Pretty in pink? 😈
Pretty in pink? 😈
Day 3 of my "new $5 surprise undies from the clearance bin"...
Day 3 of my "new $5 surprise undies from the clearance bin"...I didn't know these were a *jock* brief when I bought em. I also didn't realize just *how* mesh they were. 😉😈
When I was rooting around in the $5/pair clearance bin at Pr..
When I was rooting around in the $5/pair clearance bin at Pride this past weekend, I didn't realize that every pair wasn't briefs! So I guess I'm wearing boxer briefs again sometimes? What do you think? 😉😈
What everybody sees vs what OnlyFans sees 😉😈
What everybody sees vs what OnlyFans sees 😉😈
Tummy Tuesday? Tummy Tuesday.
Tummy Tuesday? Tummy Tuesday.
Wagon Wednesday / hump day already?? Who wants to pet my ki..
Wagon Wednesday / hump day already?? Who wants to pet my kitties? 😈😉
Wagon Wednesday / hump day already?? Who wants to pet my ki..
Wagon Wednesday / hump day already?? Who wants to pet my kitties? 😈😉
Happy Tummy Tuesday *and* Tighty Whitey Tuesday! Since some..
Happy Tummy Tuesday *and* Tighty Whitey Tuesday! Since some of you have asked...yup, this pair is up for grabs (worn or washed, your choice 😈) in my store... 😉😈
A couple more plant daddy thirst traps for ya...who wants to..
A couple more plant daddy thirst traps for ya...who wants to come cuddle on the couch? 😈😈😈
Gonna call this photoset "Hardcore Dadcore." "Oh yeah, my s..
Gonna call this photoset "Hardcore Dadcore." "Oh yeah, my shirt's got a double entendre on it? Well why don't you drop to your knees and explain it to Daddy. 😈😈😈"
This is the last white Under Armour I've gonna sell...the ot..
This is the last white Under Armour I've gonna sell...the other two I'm gonna keep for me because they fit so well at the gym. 😈😈😈
Like this grey pair? You can get 'em. 😏😈 #nationalunderweard..
Like this grey pair? You can get 'em. 😏😈 #nationalunderwearday
The first one sold already! Good thing I had two of these jo..
The first one sold already! Good thing I had two of these jocks to sell... 😈😈😈 https://tr.ee/iPAsQ2Qnxl
Is this serving "plant daddy" enough? 😏😈🌿🌱🍆 Like this pair ..
Is this serving "plant daddy" enough? 😏😈🌿🌱🍆 Like this pair of BearSkns? Get 15% off yours with my discount code for #nationalunderwearday https://tr.ee/iPAsQ2Qnxl
Who am I to argue with #nationalunderwearday ? A few of you..
Who am I to argue with #nationalunderwearday ? A few of you have asked, so yeah...you can buy this jock in my store if you want it for yourself. 😉😈 https://theunderwearbear.bigcartel.com/product/under-armour-jockstrap-well-worn
I'm told it's National Underwear Day somewhere! Maybe that's..
I'm told it's National Underwear Day somewhere! Maybe that's the reason it's a stat holiday here today. I better celebrate then! Prepare for an onslaught of thirst traps today 😈
What do you prefer - arm up, or arm down? 😉😈
What do you prefer - arm up, or arm down? 😉😈
Does this count as double the trouble? Or double the fun? 😈😉
Does this count as double the trouble? Or double the fun? 😈😉
Mirrored wardrobe doors in hotel rooms are fun. 😈
Mirrored wardrobe doors in hotel rooms are fun. 😈
Wanna mess up the sheets before it's hotel check-out time? 😈
Wanna mess up the sheets before it's hotel check-out time? 😈
Did a gay really stay in a hotel room if he didn't take a th..
Did a gay really stay in a hotel room if he didn't take a thirst trap in the bathroom mirror? 🤔😂😉
Good morning 😈
Good morning 😈
I was demonstrating the importance of phone camera angle, li..
I was demonstrating the importance of phone camera angle, lighting, and composition when I snapped this one this morning...but I thought you boys might enjoy seeing it too. 😉😈
Happy hump day, boys. 😈
Happy hump day, boys. 😈
How's a splash of green for your Tummy Tuesday? 😉😈
How's a splash of green for your Tummy Tuesday? 😉😈
