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
Pissing while caged is a challenge… Kinda hard to aim & not spray piss everywhere
#watersports #gaypiss #chastity #pissplay #kink3d
#watersports #gaypiss #chastity #pissplay #kink3d
December 25, 2025 at 12:54 PM
Pissing while caged is a challenge… Kinda hard to aim & not spray piss everywhere
#watersports #gaypiss #chastity #pissplay #kink3d
#watersports #gaypiss #chastity #pissplay #kink3d
December 25, 2025 at 10:27 AM
Puppy is making all da cookies! 😋Merry Crimmas!
#diaperpup #pupplay #gaypup #chastity #kink3d #lockednub
#diaperpup #pupplay #gaypup #chastity #kink3d #lockednub
December 25, 2025 at 1:56 AM
Puppy is making all da cookies! 😋Merry Crimmas!
#diaperpup #pupplay #gaypup #chastity #kink3d #lockednub
#diaperpup #pupplay #gaypup #chastity #kink3d #lockednub
December 19, 2025 at 6:47 AM
Locked & padded (soon to be plugged)… Just getting ready for bedtime
#abdl #diaperboy #gayabdl #diapergay #diaperkink #chastity #malechastity #kink3d #analstretching #analtraining #incontinent
#abdl #diaperboy #gayabdl #diapergay #diaperkink #chastity #malechastity #kink3d #analstretching #analtraining #incontinent
December 18, 2025 at 11:12 AM
Locked & padded (soon to be plugged)… Just getting ready for bedtime
#abdl #diaperboy #gayabdl #diapergay #diaperkink #chastity #malechastity #kink3d #analstretching #analtraining #incontinent
#abdl #diaperboy #gayabdl #diapergay #diaperkink #chastity #malechastity #kink3d #analstretching #analtraining #incontinent
Megamax’s are supposed to provide 12hrs of protection; this diaper barely lasted me 3hrs before it was thoroughly SOAKED!
#abdl #diaperboy #gayabdl #diapergay #diaperkink #incontinent
#abdl #diaperboy #gayabdl #diapergay #diaperkink #incontinent
December 18, 2025 at 11:09 AM
Megamax’s are supposed to provide 12hrs of protection; this diaper barely lasted me 3hrs before it was thoroughly SOAKED!
#abdl #diaperboy #gayabdl #diapergay #diaperkink #incontinent
#abdl #diaperboy #gayabdl #diapergay #diaperkink #incontinent
Padded up & ready for a night out singing some karaoke
#abdl #diaperboy #diaperpup #gayabdl #diapergay #diaperkink #incontinent
#abdl #diaperboy #diaperpup #gayabdl #diapergay #diaperkink #incontinent
December 18, 2025 at 11:07 AM
Padded up & ready for a night out singing some karaoke
#abdl #diaperboy #diaperpup #gayabdl #diapergay #diaperkink #incontinent
#abdl #diaperboy #diaperpup #gayabdl #diapergay #diaperkink #incontinent
Locked, plugged (GapeKeeper 85), & padded tonight
#diaperboy #chastity #analstretching #analtraining #diaperkink #diapergay #malechastity
#diaperboy #chastity #analstretching #analtraining #diaperkink #diapergay #malechastity
December 16, 2025 at 5:38 AM
Locked, plugged (GapeKeeper 85), & padded tonight
#diaperboy #chastity #analstretching #analtraining #diaperkink #diapergay #malechastity
#diaperboy #chastity #analstretching #analtraining #diaperkink #diapergay #malechastity
December 11, 2025 at 9:27 PM
December 11, 2025 at 11:13 AM
Just a little self fisting for this Trouble Pup 😈👊🤜
#nsfwgay #pupplay #gaypup #gayfisting #selffisting #gayFF #gaykink
#nsfwgay #pupplay #gaypup #gayfisting #selffisting #gayFF #gaykink
December 11, 2025 at 11:11 AM
Just a little self fisting for this Trouble Pup 😈👊🤜
#nsfwgay #pupplay #gaypup #gayfisting #selffisting #gayFF #gaykink
#nsfwgay #pupplay #gaypup #gayfisting #selffisting #gayFF #gaykink
December 11, 2025 at 11:06 AM
Artemis 93 from @toppedtoys.com is quickly becoming a lot of fun stretching & wrecking my hole 😈
#nsfwgay #analstretching #analtraining #toppedtoys #gaykink
#nsfwgay #analstretching #analtraining #toppedtoys #gaykink
December 11, 2025 at 11:00 AM
Artemis 93 from @toppedtoys.com is quickly becoming a lot of fun stretching & wrecking my hole 😈
#nsfwgay #analstretching #analtraining #toppedtoys #gaykink
#nsfwgay #analstretching #analtraining #toppedtoys #gaykink
December 11, 2025 at 10:56 AM
First time I’ve managed to get this big plug inside of my hole!!! GapeKeeper 100 from @toppedtoys.com
#nsfwgay #analstretching #analtraining #pupplay #gaypup #gaykink
#nsfwgay #analstretching #analtraining #pupplay #gaypup #gaykink
December 11, 2025 at 10:10 AM
First time I’ve managed to get this big plug inside of my hole!!! GapeKeeper 100 from @toppedtoys.com
#nsfwgay #analstretching #analtraining #pupplay #gaypup #gaykink
#nsfwgay #analstretching #analtraining #pupplay #gaypup #gaykink
December 11, 2025 at 10:02 AM
Stretching my hole with a huge dildo from @toppedtoys.com; followed by a little self fisting
#nsfwgay #analstretching #analtraining #gayFF #gayfisting #selffisting
#nsfwgay #analstretching #analtraining #gayFF #gayfisting #selffisting
December 11, 2025 at 9:48 AM
Stretching my hole with a huge dildo from @toppedtoys.com; followed by a little self fisting
#nsfwgay #analstretching #analtraining #gayFF #gayfisting #selffisting
#nsfwgay #analstretching #analtraining #gayFF #gayfisting #selffisting
Not too shabby for a first time attempt with this monster dildo (Artemis 93) from @toppedtoys.com
#nsfwgay #gayporn #analstretching #analtraining
#nsfwgay #gayporn #analstretching #analtraining
December 11, 2025 at 9:40 AM
Not too shabby for a first time attempt with this monster dildo (Artemis 93) from @toppedtoys.com
#nsfwgay #gayporn #analstretching #analtraining
#nsfwgay #gayporn #analstretching #analtraining
One of the biggest & longest toys I have from @toppedtoys.com (Artemis 93)
Wonder how much I can take??? #nsfwgay #analstretching #analtraining #toppedtoys
Wonder how much I can take??? #nsfwgay #analstretching #analtraining #toppedtoys
December 11, 2025 at 9:36 AM
One of the biggest & longest toys I have from @toppedtoys.com (Artemis 93)
Wonder how much I can take??? #nsfwgay #analstretching #analtraining #toppedtoys
Wonder how much I can take??? #nsfwgay #analstretching #analtraining #toppedtoys
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 😈)