Reposted by Jay Jay Douglastimelesspup.bsky.social @timelesspup.bsky.social · 01/10/2026Happy Locktober everyone 💓 #gaychastity 0142
Reposted by Jay Jay DouglasJay Jay Douglas @dadspaintbox.bsky.social · 24/11/2025Peter with Bowstaff Watercolor 0245
Reposted by Jay Jay Douglastimelesspup.bsky.social @timelesspup.bsky.social · 23/05/2026Caged and diapered puppy 🩷💙 2386
Reposted by Jay Jay Douglasjonismine.bsky.social @jonismine.bsky.social · 23/08/2026Jon plays basketball with his hard dick and bum like he’s an NBA legend 🏀🗑 Bluesky: @jchatty.bsky.social 328473
Reposted by Jay Jay DouglasYellow Jockstrap @yellowjockstrap.bsky.social · 20/01/2026Give me that big bulge #thatguyfromwales #welshlad #welshpig #hairytwunk #bigmeat #jockstrapbulge #hotfucker #cutiepie #nippleplay #gaypov 06413
Reposted by Jay Jay Douglastimelesspup.bsky.social @timelesspup.bsky.social · 01/08/2026Enjoying Daddy's dirty jockstrap - dried cum & piss included. 🥰😛 Thanks, Dad! #gaypig #gayslave 2284
Reposted by Jay Jay DouglasJawaNYC @jawanyc.bsky.social · 01/08/2026András 15”x11” acrylic on paper Baju Wijono 0445
Reposted by Jay Jay DouglasJawaNYC @jawanyc.bsky.social · 03/08/202615“x11“ acrylic, pigment on paper Baju Wijono 1467
Reposted by Jay Jay Douglastimelesspup.bsky.social @timelesspup.bsky.social · 01/07/2026Locked & plugged tonight 🔒💕 5394
Reposted by Jay Jay DouglasJack Pine @jackpinetwunk.bsky.social · 26/06/2026"Moccasin Flowers" (2026) www.instagram.com/thomasedward... 1404
Reposted by Jay Jay DouglasJawaNYC @jawanyc.bsky.social · 24/05/202618“x24“ acrylic on 140lb watercolor Baju Wijono 1292
Jay Jay Douglas @dadspaintbox.bsky.social · 14/05/2026Dad-bod, Baby-face watercolor 5/2026 (Matthew) 0122
Reposted by Jay Jay Douglastimelesspup.bsky.social @timelesspup.bsky.social · 27/04/2026I really like sucking my Daddy's dick 3378
Jay Jay Douglas @dadspaintbox.bsky.social · 12/04/2026Pup Orpheus India ink and watercolor on toned paper, 2016 0211
Jay Jay Douglas @dadspaintbox.bsky.social · 09/01/2026Justin Stone, a watercolor on toned paper from a few years ago. Going through my stacks and was struck by his gaze. 0180
Reposted by Jay Jay DouglasCarnal Plus @carnalplus.bsky.social · 08/01/2026🔥Carnal Flashback: On This Day ✨Austin Young @dallassteelexxx.bsky.social 🎞️"Funsize Boy Workout" 🎥@FunsizeBoys.bsky.social 1748
Reposted by Jay Jay Douglastimelesspup.bsky.social @timelesspup.bsky.social · 29/12/2025Got some new pj's! Thanks Daddy! ❤️🦕 #gayabdl 413810
Reposted by Jay Jay DouglasJay Jay Douglas @dadspaintbox.bsky.social · 28/11/2024Brotherly Love (the Christy Twins) watercolor, 2022 1307
Reposted by Jay Jay DouglasJay Jay Douglas @dadspaintbox.bsky.social · 08/12/2024Clean Sheets watercolor, 2022 Pigments including genuine amethyst, serpentine, garnet and lapis lazuli. 1447
Reposted by Jay Jay DouglasJay Jay Douglas @dadspaintbox.bsky.social · 21/12/2024Sauna watercolor 0182
Reposted by Jay Jay DouglasJay Jay Douglas @dadspaintbox.bsky.social · 30/12/2024Cooling Off watercolor, 2024 Thinking about my buddy Max, napping on the super soft, plushie comforter in my studio. The daybed, always in position for an afternoon sunspot and a perfect pose 🌞 0312
Reposted by Jay Jay DouglasTeddy Glover @teddy.glover.academy · 28/08/2025Hello Berlin! Let’s get this party started. Who’s coming to play? As you can see, I already started on the train on my way here @xlube.com @kink3d.com #folsomberlin #folsomeurope #chastity #teamlocked #slut 1335260
Reposted by Jay Jay DouglasJay Jay Douglas @dadspaintbox.bsky.social · 28/11/2024Dom and sub watercolor, 2022 0203
Reposted by Jay Jay DouglasJay Jay Douglas @dadspaintbox.bsky.social · 26/11/2024Campsite Breeze Watercolor, 2024 0152
Reposted by Jay Jay DouglasJay Jay Douglas @dadspaintbox.bsky.social · 09/12/2024Catching Up watercolor 0183
Reposted by Jay Jay DouglasJay Jay Douglas @dadspaintbox.bsky.social · 21/12/2024Classic Jock watercolor, with genuine lapis lazuli, bloodstone and garnet 1343
Reposted by Jay Jay Douglastimelesspup.bsky.social @timelesspup.bsky.social · 28/07/2025Daddy got me new undies & a new shirt 😁🩵 feeling cute #gayabdl 1314
Reposted by Jay Jay DouglasDadissexy @dadissexy.bsky.social · 02/07/2025Austin impaled on LeGrand Wolf’s cock #pornstar #fucking #twink #daddy #cock #dick #balls #taint ##raw #bb #chudai #nsfw #gay #gayporn #riding #bottom 014622
Reposted by Jay Jay DouglasCR3 Vintage @collectorsrealm3.bsky.social · 10/03/2025Joseph Cataldi poses for AMG in the late 70s. #VintageMale www.collectorsrealm3.net/2025/03/09/j... 1678
Reposted by Jay Jay Douglastimelesspup.bsky.social @timelesspup.bsky.social · 21/05/2025Puppy's first tail 🐶 woof woof #gaypuppy #gayslave 6395
Reposted by Jay Jay Douglastimelesspup.bsky.social @timelesspup.bsky.social · 18/05/2025Ready to play ball 🧢⚾️ But I forgot my uniform...still wanna play? 😁💙 #gayabdl #gaysub 6467
Jay Jay Douglas @dadspaintbox.bsky.social · 17/03/2025Two paintings of Orpheus with his long hair. Watercolor, including genuine amethyst, serpentine, tiger’s eye, garnet and lapis lazuli. 0150
Reposted by Jay Jay Douglastimelesspup.bsky.social @timelesspup.bsky.social · 25/12/2024First time with the hollow plug was a success 🥵 should I post the video? 2394
Reposted by Jay Jay Douglastimelesspup.bsky.social @timelesspup.bsky.social · 08/01/2025Another day locked. Day 17 💪😵💫😩🥵 #gaychastity 3365
Reposted by Jay Jay DouglasIsaac Green @naturetwink603.bsky.social · 09/03/2025Your horny farmhand awaits. 📷 - @mdonalex.bsky.social 517914
