Pup Trouble - PDX
@puptroublepdx.bsky.social
*Adult content* - 38yr old Queer & Kinky Gay Male (He/Him-They/Them) - 50/50 Versatile & Demisexual-ish - Bladder Incontinent
Content to expect: Kink, Diapers, Pup play, WS, Chastity, & more
Content to expect: Kink, Diapers, Pup play, WS, Chastity, & more
Slowly working toward achieving bigger & better goals someday 😈
December 1, 2025 at 11:40 AM
Slowly working toward achieving bigger & better goals someday 😈
Plugged, padded, & huffy Puppy #diaperpup #pupplay #diapergay #diaperkink #analtraining #analstretching #gapekeeper85 #toppedtoys
December 1, 2025 at 10:29 AM
Plugged, padded, & huffy Puppy #diaperpup #pupplay #diapergay #diaperkink #analtraining #analstretching #gapekeeper85 #toppedtoys
If it fits I sits! 🥵 Getting this plug in a little easier each time! Def wanna work toward bigger toys 😈 #diaperpup #pupplay #diaperkink #diaperedgay #analtraining #analstretching #gapekeeper85 #toppedtoys
December 1, 2025 at 10:11 AM
If it fits I sits! 🥵 Getting this plug in a little easier each time! Def wanna work toward bigger toys 😈 #diaperpup #pupplay #diaperkink #diaperedgay #analtraining #analstretching #gapekeeper85 #toppedtoys
Time for a fresh diaper before bed… But first… This Pup should be plugged 😈 #diaperpup #pupplay #diaperboy #analtraining #gapekeeper85 #toppedtoys
December 1, 2025 at 10:00 AM
Time for a fresh diaper before bed… But first… This Pup should be plugged 😈 #diaperpup #pupplay #diaperboy #analtraining #gapekeeper85 #toppedtoys
Who else gets excited when changing out of their piss soaked diaper? #diaperpup #diaperboy #pupplay #pissplay #diapergay
December 1, 2025 at 9:54 AM
Who else gets excited when changing out of their piss soaked diaper? #diaperpup #diaperboy #pupplay #pissplay #diapergay
This diapered Pup is feeling extra naughty tonight 😈 #diaperpup #pupplay #diaperboy #pissplay #diapergay
December 1, 2025 at 9:49 AM
This diapered Pup is feeling extra naughty tonight 😈 #diaperpup #pupplay #diaperboy #pissplay #diapergay
Is it this soaked diaper that has me so excited or seeing all of the sexy guys in diapers on here??? One may never know 😋 (Both, the answer is definitely both 😈)
December 1, 2025 at 9:02 AM
Is it this soaked diaper that has me so excited or seeing all of the sexy guys in diapers on here??? One may never know 😋 (Both, the answer is definitely both 😈)
I should probably change this soaked diaper… But first… Yummy melty cheese’ms!
December 1, 2025 at 8:42 AM
I should probably change this soaked diaper… But first… Yummy melty cheese’ms!
No more clothes!!!
December 1, 2025 at 8:41 AM
No more clothes!!!
Diaper check while making a late night grilled cheese #diaperboy
December 1, 2025 at 8:25 AM
Diaper check while making a late night grilled cheese #diaperboy
Hole training with this GapeKeeper 80 from @toppedtoys.com still working towards bigger toys slowly but surely #analtraining #analstretching
November 25, 2025 at 2:28 AM
Hole training with this GapeKeeper 80 from @toppedtoys.com still working towards bigger toys slowly but surely #analtraining #analstretching
Something got my pants & even a bit of my shirt all wet 🫣 #diaperboy #diaperedlife #incontinence #incontinent #wetpants
November 24, 2025 at 10:10 AM
Something got my pants & even a bit of my shirt all wet 🫣 #diaperboy #diaperedlife #incontinence #incontinent #wetpants
Just got home from a night out with friends… This pup got SOAKED! (Big surprise 🤣) #diaperpup #gaydiaperboy #diaperedlife #incontinence #incontinent
November 21, 2025 at 12:52 PM
Just got home from a night out with friends… This pup got SOAKED! (Big surprise 🤣) #diaperpup #gaydiaperboy #diaperedlife #incontinence #incontinent
My bladder must’ve been working in hyperdrive tonight… Started leaking before even leaving the bar #gaydiaperboy #diaperedlife #incontinent #incontinence #WS #Pissplay #diaperpup
November 21, 2025 at 12:51 PM
My bladder must’ve been working in hyperdrive tonight… Started leaking before even leaving the bar #gaydiaperboy #diaperedlife #incontinent #incontinence #WS #Pissplay #diaperpup
Never fails… Go out to hang with friends for a few hours; diaper is drenched before I get home #diaperedlife #incontinent #diaperpup #gaydiaperboy
November 21, 2025 at 12:49 PM
Never fails… Go out to hang with friends for a few hours; diaper is drenched before I get home #diaperedlife #incontinent #diaperpup #gaydiaperboy
Got myself some cute shorts… (Ignore the wet spot in the front) #gay #incontinence #incontinent #piss #wetpants
November 21, 2025 at 12:46 PM
Got myself some cute shorts… (Ignore the wet spot in the front) #gay #incontinence #incontinent #piss #wetpants
November 21, 2025 at 12:44 PM
Proof that a guy needing to wear diapers doesn’t make him any less sexy! #diaperboy #diaperedguy #diaperpup #incontinent #diaperedlife #gaydiaper #gaydiaperboy
November 21, 2025 at 12:43 PM
Proof that a guy needing to wear diapers doesn’t make him any less sexy! #diaperboy #diaperedguy #diaperpup #incontinent #diaperedlife #gaydiaper #gaydiaperboy