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LeatherboyKai

@leatherboykai.bsky.social
495 followers 383 following 199 posts

Trans leatherboy in the Twin Cities | Suits, haircuts and muscle worship | CHC member | switch with hands made for play

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LeatherboyKai @leatherboykai.bsky.social · 17/09/2026
Had an amazing time at camp. Happy to return to work feeling rejuvenated. Can you tell my favorite color is blue?
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LeatherboyKai @leatherboykai.bsky.social · 30/08/2026
Got everything setup to cut a pups hair! 💈
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Casey @caseystudy.bsky.social · 27/08/2026
Feeling bad about your body is a goal of Capitalism because it sells products. Generate despair -> sell false hope. Repeat.
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Shredded Bliss @shreddedbliss.bsky.social · 13/08/2026
Classic lines, Alex Kent…
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Boundtight @boundtight.bsky.social · 14/08/2026
In our shaving emporium, you have to make sure some of the patrons stay put.
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LeatherboyKai @leatherboykai.bsky.social · 01/08/2026
Relaxing after a LOOOONG week.
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LeatherboyKai @leatherboykai.bsky.social · 10/07/2026
Some people polish their boots….I’m polishing my brows. Ready for Chicago Fetish Weekend!
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Jlink @jlink0222.bsky.social · 28/06/2026
Self care last night with @leatherboykai.bsky.social
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LeatherboyKai @leatherboykai.bsky.social · 26/06/2026
The hubby made me all pretty and shiny for pride! <3
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ManscapinginLA @manscapinginla.bsky.social · 03/06/2026
Self Waxing with help for the 1st time taint #2 : #malewaxing #briefs #meninbriefs #gaymen #BrazilianWaxing #mensgrooming #bigballs  #gay #horny #erection #watching #hairydickandballs #hardon #manass #muturegay #nudist #boner   #naked  #exhibitionist #voyeur #menswaxing #grooming #selfwaxing
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Big lil bro @goesnuts.bsky.social · 31/05/2026
Yes I grow my muscles to be a pretty toy for the right person.
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Silver 😵‍💫🐶🧠✨ @spacepupsilver.com · 27/05/2026
Touching the puppy mini figs probably won't turn you into an identical toy but if it does... ¯\_(ツ)_/¯ spacepupsilver.com
A photo comic of a human puppy leaning over a tiny red human puppy toy and booping it's snout against it. Turning into an identical toy but in blue instead.
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LeatherboyKai @leatherboykai.bsky.social · 18/05/2026
Now to test and recover from a fun leg day
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Hann @artofobsession.bsky.social · 14/05/2026
"Good boy." -- 🦴 aka Ilya Rozanov walks Shane Hollander like a dog #hollanov bdsm c0mm for @BrilliantHijinx
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Leather Archives & Museum @leatherarchives.bsky.social · 11/05/2026
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LeatherboyKai @leatherboykai.bsky.social · 07/05/2026
Progress made: March 2025 > March 2026
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🍒Brotein♨️Basement😈 @broteinbasement.bsky.social · 27/04/2025
Warned him about the CBT would be intense, ready for the punishment? 😈🔥 🍆 @buckaroo-who.bsky.social #bro43 🏓 @broteinbasement.bsky.social 🏭 @broteinfactory.bsky.social
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LeatherboyKai @leatherboykai.bsky.social · 03/05/2026
I’ve been really enjoying the progress I’m seeing at the gym lately. Starting to feel that mind–muscle connection kick in with my legs. Hoping this is the start of some real growth.
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LeatherboyKai @leatherboykai.bsky.social · 03/05/2026
This is adorable. But also Psyduck you already have a headache, will this help?
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LeatherboyKai @leatherboykai.bsky.social · 03/05/2026
Let’s get bigger legs! Had to push leg day to today. Feeling gassed after my workout 💪🏼
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LeatherboyKai @leatherboykai.bsky.social · 01/05/2026
Good thing it’s leg day today! Gotta get my legs to grow.
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heavenhimbo.bsky.social @heavenhimbo.bsky.social · 09/08/2025
I mean, he is big, pink hair, and is a demon. My soul belongs to him
media.tenor.com
a cartoon character is flexing his muscles and wearing a green shirt with flowers on it
ALT: a cartoon character is flexing his muscles and wearing a green shirt with flowers on it
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heavenhimbo.bsky.social @heavenhimbo.bsky.social · 15/08/2025
You wished for it, and now you can't go back. The plastification is taking over your body. The feeling of rubber started in your ass, but is spreading fast through your whole body. Dick, legs, pecs, fingers... and when only your face can move, you will feel as a true doll
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LeatherboyKai @leatherboykai.bsky.social · 30/04/2026
Shiny shorts and switch 2 for the gym today! Had a great upper body workout and was even able to finish the main story for pokopia! #ShinyDuck
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Tall Muscle Bear @tallmusclebear.bsky.social · 25/04/2026
Hawraz Dara's shoulder to waist ratio is making me feel things 🫠
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Pec_inspector @pecinspector.bsky.social · 24/04/2026
Part 2 (of 2, worship!) with @edsteelmuscle.bsky.social is up on the OF/JFF now. Huge, has a great shape, great arms, great ass...you get it. Oiling each other up, worshipping and fucking him was amazing onlyfans.com/pec_inspector justforfans.com/pec_inspector linktr.ee/edsteelmuscle
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Your Favorite Nerd🔜MFF @gilbertsnodgrass.bsky.social · 12/04/2026
I get so many messages from people saying they wish they could dress like me but they just can’t. I used to be in that position. I would dream and yearn and then tell myself no. Saying yes to living this life was the best decision. You’ll get there. Pic of me in the airport living my nerd truth.
A nerd living his truth in retro glasses, a short sleeve white shirt, vintage computer themed tie, maroon suspenders, black overstuffed pocket protector, and highwaisted slacks.
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JerseyGoose @jerseygoose.bsky.social · 02/04/2026
It’s not often that @kinkbound.bsky.social and I get to shave a #gimp in @theanchoragedna.bsky.social Dungeon, but as his name indicates, @shavert81.bsky.social was more than happy to let Us turn him into a shorn #bondage toy. #proDom #gaybdsm #gaybondage #gayhaircutfetish #gayshaving #gayfetish
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@FistBCN81 🔃 🤜🏻⭕🤛🏻 @fistbcn81.bsky.social · 12/04/2025
#Haircutfetish #barber #flattop #horseshoflattop #flattoplandingstrip #highandtight #buzzcut #clippers #headshave #recon #baldandbeard #baldbychoice
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LeatherboyKai @leatherboykai.bsky.social · 24/03/2026
Posing at my gym. Got some trunks and wanting to show them off.
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LeatherboyKai @leatherboykai.bsky.social · 17/03/2026
Let’s go upper body day <3
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LeatherboyKai @leatherboykai.bsky.social · 15/03/2026
Choose that pokemon!
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LeatherboyKai @leatherboykai.bsky.social · 14/03/2026
I wish the elliptical at my gym didn’t face outward. I just want to scroll Bluesky while biking and admire a few thirst traps for workout inspiration, damn it.
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MrEmm @kinkyemm.bsky.social · 15/01/2026
When the gear is the one giving you control, maybe you're a slave to it as well 😜 #erotic #hypnosis #leather #leathermen #leatherkink
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LeatherboyKai @leatherboykai.bsky.social · 13/03/2026
Had a great upper body workout today. <3
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MrEmm @kinkyemm.bsky.social · 24/02/2026
Why think? When you can be a good and happy preppy slave #erotic #hypnosis #preppy #preppyfication
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MrEmm @kinkyemm.bsky.social · 13/10/2025
Nothing else matters, jockboy 💪😈 #erotic #hypnosis #jock #dumbjock
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Leather Archives & Museum @leatherarchives.bsky.social · 10/03/2026
Quote from When Is Sex Abnormal? by Paul J. Gillette in Sexology (March 1971). Photo from the LA&M mail order catalogs collection.
Wooden paddles and leather straps. Text: [There is no objective data indicating how humans should behave sexually because this is a philosophical question.]
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Justin (He/Them) @ingot.bsky.social · 06/03/2026
Waiting between leg curl sets makes me feel like I'm sitting in a high chair waiting for dinner.
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LockedTied ➡️ Folsom EU @lockedtied.uk · 04/03/2026
After 25 minutes in the kneeling frame, I gave Pup Skip @baddoguk.bsky.social a lie down. I left him hooded & didn't explain the rules of this game but he was a fast learner. For you the rules were: keep your feet & legs up to avoid electric shock to the glutes. It's an abs and legs training game!
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LeatherboyKai @leatherboykai.bsky.social · 16/02/2026
Back at it again! Feeling swole and happy.
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Silver 😵‍💫🐶🧠✨ @spacepupsilver.com · 13/02/2026
Your version of being a slave: Decked out in rubber being fucked silly all day long. Their version of you being a slave: Doing ALL the household chores whilst dressed up as a prim and proper butler boy. subscribestar.adult/spacepupsilver
A 3 panel erotic comic of a man being brainwashed into a butler.
Panel 1. A young man with a tshirt that says brat on it is pointing and smiling. "So you know how to hypnotise people? Make me into a sex slave! Deck me out in rubber and have me as ap ortable fuck toy. How absolutely awful for me would that be, right?"/
Panel 2. The man hears a couple of finger snaps, he looks down and is suddenly naked, he covers his crotch with his hand. "Hey! Where did my clothes go!? I don't want to be a naked slave! I want to be a rubber one!".
Panel 3. The man is now dressed as a butler holding a silver tray, spirals in his eyes. "Mater, I have finished making the canapés. Is there anything else you would like assistance with?".
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🤛 Leather Fist 🤜 @leatherfist.bsky.social · 13/02/2026
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Lord Chirenon @lordchirenon.bsky.social · 24/01/2026
Himboification: Would you trade away your brain and cock to have a perfect body, a tiny nub, and simple-minded happiness?
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MrEmm @kinkyemm.bsky.social · 12/12/2025
You'll be happier as a mindless statue/mannequin, I promise 😜 #erotic #hypnosis #statuetf #mannequintf
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LeatherboyKai @leatherboykai.bsky.social · 10/01/2026
Had a fun scene with my boy @jlink0222.bsky.social who gave me some insane height on my hair by putting it in rollers. Definitely was fun. Can’t wait to see what other fun he has in store for my hair.
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LeatherboyKai @leatherboykai.bsky.social · 07/01/2026
Back in Chicago. Invited my pup @pupvidhra.bsky.social over for cuddles and some TV time, then decided his hair needed a little attention too. Rollers in for extra height, a very clingy pup insisting on being part of the process. Honestly, the best way to get ready.
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G-Pawz @g-pawz.com · 29/12/2025
Duck paws lovers, where you at? 🦆🐾 Silicone, squishy, and ready to turn you into a duck. #New #Duck #Paws #Silicone #Transformation #AD #fetish #Kink #Gpawz
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Aero @pupaero.bsky.social · 07/04/2025
Talk about a new level of helplessness. As the zip ties slowly get tighter, you know there is no going back. Add the belts for extra snugness and security. There was no fast way to be let out. I knew I was a stuck bondage toy. 📸 @gimp-vulcan.bsky.social
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LeatherboyKai @leatherboykai.bsky.social · 07/12/2025
Happy seeing some great results at the gym.
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