LeatherboyKai
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leatherboykai.bsky.social
LeatherboyKai
@leatherboykai.bsky.social
Trans leatherboy in Chicago | Suits, haircuts and muscle worship | CHC member | switch with hands made for play
Single arm cable rows!
November 18, 2025 at 6:59 PM
Finished a heavy back and shoulder day at the gym with some calf work thrown in. My pump is preventing me from properly showering. Anyone up for helping me reach my back?
November 18, 2025 at 6:47 PM
Had a great workout today. Now to head to the office <3
November 17, 2025 at 3:48 PM
Victor the vulva and I are just about ready to give our vaginal play 101 class at Twin Cities Leather & Fetish Weekend!
November 8, 2025 at 7:09 PM
Today’s a rest day from the gym so naturally I’m thinking about the last time I was lifting.
November 1, 2025 at 6:18 PM
Definitely need a relaxing video game night in for the evening. Playing Legends ZA!
October 31, 2025 at 9:41 PM
Nothing like a good pup massage after a long day. @pupvidhra.bsky.social always knows what will make Sir feel better. 🥰
October 27, 2025 at 3:24 AM
Answer in gifs.
October 25, 2025 at 7:27 PM
Donald Duck in Modern Inventions (1937). He tries to scam a robotic barber chair & it forces him to get a haircut. He falls and winds up having his lower half caped, cut & combed. 🥵
October 22, 2025 at 5:51 PM
We’re getting things underway at @mirubber.bsky.social! <3
October 17, 2025 at 5:33 PM
Ready for MIR!
October 16, 2025 at 8:44 PM
My good morning text I sent to you!
October 1, 2025 at 2:55 PM
Thank you puppy for bringing me some tea when I’m not feeling well.

The good puppy: @pupvidhra.bsky.social
September 21, 2025 at 6:40 PM
Nothing like a sharp suit to sharpen the writing. My coauthor and I suited up to tackle our article draft. Thank you to @southernsuitor.bsky.social for keeping us looking the part.
September 20, 2025 at 9:09 PM
Finally home and back to the “real world” after yearly camping trip. It is always so amazing to see old friends and make new ones. I definitely saw a lot of growth in myself over this last year.
September 11, 2025 at 1:48 PM
Having a fun time at “camp”!
September 7, 2025 at 5:53 PM
Mmhmm good puppy!
September 4, 2025 at 11:23 PM
The bruise in question.
August 15, 2025 at 12:10 AM
Had a great bicep pump after the gym. Rewarded myself by enjoying all that the shower had to offer afterward.
August 12, 2025 at 2:46 AM
Thank you :)
August 2, 2025 at 10:23 PM
Flexing after my brutal chest workout that @mxtresspolaris.bsky.social and I did.
August 2, 2025 at 8:53 PM
Marriage tips from 1913. This says we can restrain you if you have poor color sense. 😈🪢
August 2, 2025 at 3:44 AM
Thank you @pupvidhra.bsky.social showed up post-gym, all sweaty and eager to serve. I let him give me a massage after I stripped him down and got him properly washed, of course. 😈 I can’t have a smelly dog in the house.
August 1, 2025 at 2:58 PM
I greatly enjoyed trimming down @pupvidhra.bsky.social before locking him back up in his cage. Such a good puppy.
July 27, 2025 at 11:03 PM
Last week I felt so much better after getting my hairs all cleaned up. Always nice having a boy take care of you and make you feel your best 🥰
July 26, 2025 at 10:12 PM