Reposted by Sprout 🌱🔜Chicago 10/8-10/12The Hole Chicago @theholechicago.bsky.social · 05/10/2026Who doesn't love a pair of classic tighty whities? Join us in The Hole this Thursday from 9PM-4AM for Brief Encounters where we celebrate the iconic look that started it all. It is all about briefs and the men who fill them out ever so nicely, so let's see what you're packin' 👀 0122
Reposted by Sprout 🌱🔜Chicago 10/8-10/12Topped Toys @toppedtoys.com · 04/10/2026Those #Locktober deepthroat tasks feel the best with #ZeFFir68 😈 This dildo is perfect for training your gag reflex 🤤 Spin yourself around after with all the slobber as lube to stuff your hole. #Lockotber is getting hot and both those holes are just begging for it 🥵 ttz.s.gy/5ElFVV 0385
Sprout 🌱🔜Chicago 10/8-10/12 @pupsprout.bsky.social · 02/10/2026Day 1 of Locktober~ @kinkysirnick.bsky.social spun the wheel from @thiktool.com and got my assignment! thik.tools #Chastity #Locktober 0281
Sprout 🌱🔜Chicago 10/8-10/12 @pupsprout.bsky.social · 01/10/2026I adore this! A mix between the best kinks. 😍 010
Sprout 🌱🔜Chicago 10/8-10/12 @pupsprout.bsky.social · 01/10/2026Another Wedgie Games night done~ @kinkysirnick.bsky.social thought I’d be more comfy wearing these Nipple Clovers for the length of a match…. #Wedgie #NippleClamps #Chastity 1654
Sprout 🌱🔜Chicago 10/8-10/12 @pupsprout.bsky.social · 30/09/2026Just you wait, Locktober is just around the corner, followed by No-Nut November! Maybe I’ll take the key when I see you next weekend…. Make you come get it from me at MiR! 😈 111
Sprout 🌱🔜Chicago 10/8-10/12 @pupsprout.bsky.social · 29/09/2026Get them out while you can, it’s about time to Lock-in. #Locktober 020
Sprout 🌱🔜Chicago 10/8-10/12 @pupsprout.bsky.social · 29/09/2026Happy #TWT dweebs! Quote with yours on dweebs! #Chastity #Wedgie 1383
Sprout 🌱🔜Chicago 10/8-10/12 @pupsprout.bsky.social · 28/09/2026Throwback Monday? Thinking back to cooling off while bound in the #vacbed at @kinkysirnick.bsky.social's dungeon. See you soon Sir~ #Latex #GayBDSM #PuppyPlay 01094
Reposted by Sprout 🌱🔜Chicago 10/8-10/12simkinkster @simkinkster.bsky.social · 03/07/2026Locked boys are the best at knowing what locked boys want. "If you cum like this then we can keep you permanently in the belt" @axxpup.bsky.social 2421
Reposted by Sprout 🌱🔜Chicago 10/8-10/12Master Nick @kinkysirnick.bsky.social · 03/07/2025Enjoying @pupsprout.bsky.social locked down and sucking my cock 1464
Reposted by Sprout 🌱🔜Chicago 10/8-10/12Ethan Barret @breakerbarret.bsky.social · 13/06/2026After a quick tap to the family jewels... All I could do was write and struggle as @pupsprout.bsky.social hung me up in a back alley. Does it count as tresspassing if I'm not touching the ground...? 211919
Reposted by Sprout 🌱🔜Chicago 10/8-10/12Sprout 🌱🔜Chicago 10/8-10/12 @pupsprout.bsky.social · 20/03/2026POV you order room service and Sprout shows up instead 😈🐾 🤓 @depressedgay568.bsky.social 🍆 @breakerbarret.bsky.social #Wedgie #Nerd 314226
Reposted by Sprout 🌱🔜Chicago 10/8-10/12Sprout 🌱🔜Chicago 10/8-10/12 @pupsprout.bsky.social · 23/09/2026Officially booked my Train Ticket to head on down! Who all will I see? 👀 Any dweebs that think they tug this dogs undies? #NerdsVsBullies #Chicago #Wedgie 3201
Reposted by Sprout 🌱🔜Chicago 10/8-10/12ARGON 🔐 (16.2K) @pupargon.bsky.social · 02/09/2026🔒 CHASTITY CHALLENGE 🔒 This pup’s cage stays ON, YOU decide how long 🐶⛓️ 💖 = +3h 💬 = +3h (max 20) 🔁 = +6h Every tap adds time. How cruel are you? 😈 Ends 30.9. 23:59. No mercy, no early release 🔐 Cage @ifrrk.com 10% OFF: www.ifrrk.com?ref=pupargon CODE PUPARGON #Locktober #chastity #pupplay 2881499284
Reposted by Sprout 🌱🔜Chicago 10/8-10/12SOLOLOCO 🔜 MFF @ponedrone.bsky.social · 28/03/2026Stallion drone online awaiting your command. 📸: @acuteacid.bsky.social 518437
Reposted by Sprout 🌱🔜Chicago 10/8-10/12Roy @wedgiefaggot.bsky.social · 21/09/2026Literally can't stop 38921
Sprout 🌱🔜Chicago 10/8-10/12 @pupsprout.bsky.social · 23/09/2026Can’t wait. Gonna hang you up by your undies dweeb. 020
Sprout 🌱🔜Chicago 10/8-10/12 @pupsprout.bsky.social · 23/09/2026Officially booked my Train Ticket to head on down! Who all will I see? 👀 Any dweebs that think they tug this dogs undies? #NerdsVsBullies #Chicago #Wedgie 3201
Reposted by Sprout 🌱🔜Chicago 10/8-10/12Sprout 🌱🔜Chicago 10/8-10/12 @pupsprout.bsky.social · 01/01/2025Getting Squeak Clean post leg-day! Gotta grow that booty! #wedgie #pupplay 0397
Sprout 🌱🔜Chicago 10/8-10/12 @pupsprout.bsky.social · 16/09/2026Happy Birthday to the wedgie dweeb of the year! @breakerbarret.bsky.social!! Can’t wait to get your ass back to MN, or my ass to Toronto! 27212
Sprout 🌱🔜Chicago 10/8-10/12 @pupsprout.bsky.social · 16/09/2026He’s great! Make sure you get his attention next time!! 110
Reposted by Sprout 🌱🔜Chicago 10/8-10/12Kristofer Weston @mrkristofer.bsky.social · 16/09/2026After I fucked my load into @maxarlo.bsky.social - it was only fair that I plugged it in and secured it with a super tight wedgie so he was unable to squirm to much... mrKristofer.com 637934
Reposted by Sprout 🌱🔜Chicago 10/8-10/12Vilain Garçon @vilaingarconmtl.bsky.social · 16/08/2025An other day in the Berlin store 1967087
Reposted by Sprout 🌱🔜Chicago 10/8-10/12Thee Domasan 🔜 @theedomasan.bsky.social · 15/09/2026"Head Space" series - Can U C (Thru) ME. #domasan #bondage #wedgie 0486
Reposted by Sprout 🌱🔜Chicago 10/8-10/12Sprout 🌱🔜Chicago 10/8-10/12 @pupsprout.bsky.social · 02/02/2025Followed by the hanging wedgie for @nyjoe26.bsky.social Someone get me down? 411114
Reposted by Sprout 🌱🔜Chicago 10/8-10/12Teee (てええ) @borkbarkbark.slut.dog · 10/09/2026just saying :) 8895
Reposted by Sprout 🌱🔜Chicago 10/8-10/12Sprout 🌱🔜Chicago 10/8-10/12 @pupsprout.bsky.social · 12/09/2026You know that moment when you seal your fate and throw away the key? 12 hours locked in Rubber. 8 hours locked in a Cell. HUFF, thank you @kinkysirnick.bsky.social! #Chastity #GayBDSM #Dungeon #Latex 0182
Sprout 🌱🔜Chicago 10/8-10/12 @pupsprout.bsky.social · 12/09/2026You know that moment when you seal your fate and throw away the key? 12 hours locked in Rubber. 8 hours locked in a Cell. HUFF, thank you @kinkysirnick.bsky.social! #Chastity #GayBDSM #Dungeon #Latex 0182
Reposted by Sprout 🌱🔜Chicago 10/8-10/12Sprout 🌱🔜Chicago 10/8-10/12 @pupsprout.bsky.social · 18/03/2026Heckin’ undies getting stuck on my face!! Courtesy of @puppliko.bsky.social and @breakerbarret.bsky.social #WedgiePup #FootballGear #GayKink #GayToronto #Pups 0748
Reposted by Sprout 🌱🔜Chicago 10/8-10/12Sprout 🌱🔜Chicago 10/8-10/12 @pupsprout.bsky.social · 01/09/2026What better way to get #TWT started than an Atomic Wedgie?! Wearing the iconic OG Wedgie Me Jersey, I just can’t stop tugging. #AtomicWedgie #WedgiePup #LatexMask #Chastity 17112
Sprout 🌱🔜Chicago 10/8-10/12 @pupsprout.bsky.social · 01/09/2026What better way to get #TWT started than an Atomic Wedgie?! Wearing the iconic OG Wedgie Me Jersey, I just can’t stop tugging. #AtomicWedgie #WedgiePup #LatexMask #Chastity 17112
Sprout 🌱🔜Chicago 10/8-10/12 @pupsprout.bsky.social · 01/09/2026Happy #TWT! From my cage to yours, show off your Tighty Whities! #Chastity #Wedgie #FOTL #GayUndies 1435
Sprout 🌱🔜Chicago 10/8-10/12 @pupsprout.bsky.social · 31/08/2026Ummm ok! This is perfect! Where did they get these catsuits??? 100
Sprout 🌱🔜Chicago 10/8-10/12 @pupsprout.bsky.social · 31/08/2026Chastity doesn’t mean you can’t cum. You just gotta overcum the tight restrictive cage. Who wants a seat between my legs? #chastity #Kink3DViper #PermaLocked 1372
Reposted by Sprout 🌱🔜Chicago 10/8-10/12Sprout 🌱🔜Chicago 10/8-10/12 @pupsprout.bsky.social · 08/12/2024Throwback to one week ago…. The milking machine came for @rubbrbrat.bsky.social and it showed no mercy. #gimp #gasmask #milking #bondage #latex #segufix 317320
Sprout 🌱🔜Chicago 10/8-10/12 @pupsprout.bsky.social · 20/08/2026POV: you’re a wedgie dweeb procrastinating on laundry~ 0425
Sprout 🌱🔜Chicago 10/8-10/12 @pupsprout.bsky.social · 20/08/2026Wedgie Wednesday! We're playing some games, loser gets to spin the Wedgie Wheel of Punishment~ Give it a spin, and potentially play along with us as we do some Jackbox! spinthewheel.io/wheels/HqE4W...spinthewheel.ioSpin the Wheel – Free Wheel Spinner & Random Wheel Generator | Custom Picker WheelCreate and spin single or multiple custom wheels online. Use this free random wheel spinner as a name picker, number picker or decision maker. Add entries, apply themes and sounds, save your wheels an... 270
Sprout 🌱🔜Chicago 10/8-10/12 @pupsprout.bsky.social · 19/08/2026I'm sensing it has some experience in this already... 😜 110
Sprout 🌱🔜Chicago 10/8-10/12 @pupsprout.bsky.social · 15/08/2026Arfffff. Gladly be a better fleshlight next time I’m in Toronto! 020
Reposted by Sprout 🌱🔜Chicago 10/8-10/12Sprout 🌱🔜Chicago 10/8-10/12 @pupsprout.bsky.social · 30/07/2026I said it on Twitter, NORMALIZE NOT USING CHILDRENS PLAYGROUNDS FOR YOUR WEDGIE PORN “CONTENT” 1337
Reposted by Sprout 🌱🔜Chicago 10/8-10/12Sprout 🌱🔜Chicago 10/8-10/12 @pupsprout.bsky.social · 21/10/2025What’s the best way to spend a 6hour car ride home while caged? Edging and buzzing your cock! Thanks to @kink3d.com for the custom fitting~ #Locktober #MIR 0553
Reposted by Sprout 🌱🔜Chicago 10/8-10/12Sprout 🌱🔜Chicago 10/8-10/12 @pupsprout.bsky.social · 23/06/2025Anyone wanna help me recreate a scene like this? Maybe leave poor ole Sprout in it for an hour or two..... #SelfBondage #GayBDSM #SleepSack #poppers #NoWayOut 0484