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Jockboy81 Chicago (9/8-9/10)

@jockboy81.bsky.social
1.9K followers 120 following 157 posts
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Jockboy81 Chicago (9/8-9/10) @jockboy81.bsky.social · 26/09/2026
Two mile run in the cage and compression shorts.
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Jockboy81 Chicago (9/8-9/10) @jockboy81.bsky.social · 23/09/2026
Don’t tell housekeeping I came on the floor
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Jockboy81 Chicago (9/8-9/10) @jockboy81.bsky.social · 12/09/2026
Climb in my cockpit, fly boy.
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Reposted by Jockboy81 Chicago (9/8-9/10)
Jockboy81 Chicago (9/8-9/10) @jockboy81.bsky.social · 06/09/2026
Caked up and horny to be stuffed
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Reposted by Jockboy81 Chicago (9/8-9/10)
Jockboy81 Chicago (9/8-9/10) @jockboy81.bsky.social · 06/09/2026
It ain’t gonna play with itself
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Jockboy81 Chicago (9/8-9/10) @jockboy81.bsky.social · 06/09/2026
Caked up and horny to be stuffed
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Jockboy81 Chicago (9/8-9/10) @jockboy81.bsky.social · 06/09/2026
It ain’t gonna play with itself
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Reposted by Jockboy81 Chicago (9/8-9/10)
Jockboy81 Chicago (9/8-9/10) @jockboy81.bsky.social · 20/08/2026
Barely got the uniform half off before we got after it
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Reposted by Jockboy81 Chicago (9/8-9/10)
Jockboy81 Chicago (9/8-9/10) @jockboy81.bsky.social · 19/08/2026
Hole training for the new barracks hole
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Reposted by Jockboy81 Chicago (9/8-9/10)
Jockboy81 Chicago (9/8-9/10) @jockboy81.bsky.social · 17/08/2026
Busted a fat nut all over his face 🍆💦💦
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Jockboy81 Chicago (9/8-9/10) @jockboy81.bsky.social · 22/08/2026
Milking the Gimp @pupwiggles.bsky.social
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Jockboy81 Chicago (9/8-9/10) @jockboy81.bsky.social · 21/08/2026
Mandatory Fun Day
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Reposted by Jockboy81 Chicago (9/8-9/10)
GimpSkinFag 🔜 GBUS @gimpskinfag.bsky.social · 14/07/2026
OWNER doesn’t deploy HIS property because negotiations have failed. HIS property is deployed so negotiations are never necessary. gimp is just following orders. It's not personal. 📷: @trucknuts23.bsky.social
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Jockboy81 Chicago (9/8-9/10) @jockboy81.bsky.social · 20/08/2026
Barely got the uniform half off before we got after it
1647
Jockboy81 Chicago (9/8-9/10) @jockboy81.bsky.social · 19/08/2026
Hole training for the new barracks hole
1423
Jockboy81 Chicago (9/8-9/10) @jockboy81.bsky.social · 17/08/2026
Busted a fat nut all over his face 🍆💦💦
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Jockboy81 Chicago (9/8-9/10) @jockboy81.bsky.social · 16/08/2026
Gimp Hole Training @pupwiggles.bsky.social
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Reposted by Jockboy81 Chicago (9/8-9/10)
Jockboy81 Chicago (9/8-9/10) @jockboy81.bsky.social · 13/08/2026
Off duty jerks
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Reposted by Jockboy81 Chicago (9/8-9/10)
Jockboy81 Chicago (9/8-9/10) @jockboy81.bsky.social · 13/08/2026
Gimp Training Program Part One @pupwiggles.bsky.social
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Reposted by Jockboy81 Chicago (9/8-9/10)
Jockboy81 Chicago (9/8-9/10) @jockboy81.bsky.social · 12/08/2026
Time to get caged boys.
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Jockboy81 Chicago (9/8-9/10) @jockboy81.bsky.social · 13/08/2026
Off duty jerks
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Reposted by Jockboy81 Chicago (9/8-9/10)
funingear🔜 Folsom Berlin/GBEU @funingear.bsky.social · 02/03/2025
Carnival in Cologne!
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Jockboy81 Chicago (9/8-9/10) @jockboy81.bsky.social · 13/08/2026
Gimp Training Program Part One @pupwiggles.bsky.social
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Jockboy81 Chicago (9/8-9/10) @jockboy81.bsky.social · 12/08/2026
Time to get caged boys.
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Reposted by Jockboy81 Chicago (9/8-9/10)
Jockboy81 Chicago (9/8-9/10) @jockboy81.bsky.social · 04/08/2026
The Doc got more than answers out of me.
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Reposted by Jockboy81 Chicago (9/8-9/10)
Jockboy81 Chicago (9/8-9/10) @jockboy81.bsky.social · 03/08/2026
Edge training at the Doctors office with @pupwiggles.bsky.social
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Reposted by Jockboy81 Chicago (9/8-9/10)
Jockboy81 Chicago (9/8-9/10) @jockboy81.bsky.social · 05/08/2026
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Jockboy81 Chicago (9/8-9/10) @jockboy81.bsky.social · 05/08/2026
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Reposted by Jockboy81 Chicago (9/8-9/10)
Jockboy81 Chicago (9/8-9/10) @jockboy81.bsky.social · 12/07/2026
Some more playroom shenanigans
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Jockboy81 Chicago (9/8-9/10) @jockboy81.bsky.social · 04/08/2026
The Doc got more than answers out of me.
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Jockboy81 Chicago (9/8-9/10) @jockboy81.bsky.social · 03/08/2026
Edge training at the Doctors office with @pupwiggles.bsky.social
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Reposted by Jockboy81 Chicago (9/8-9/10)
Oak @mightyoakaf.bsky.social · 27/07/2026
Hey boy
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Jockboy81 Chicago (9/8-9/10) @jockboy81.bsky.social · 12/07/2026
Some more playroom shenanigans
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Reposted by Jockboy81 Chicago (9/8-9/10)
Jockboy81 Chicago (9/8-9/10) @jockboy81.bsky.social · 26/06/2026
POV: you went to the wrong doctor
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Jockboy81 Chicago (9/8-9/10) @jockboy81.bsky.social · 02/07/2026
Another visit from the doctor
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Jockboy81 Chicago (9/8-9/10) @jockboy81.bsky.social · 02/07/2026
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Jockboy81 Chicago (9/8-9/10) @jockboy81.bsky.social · 08/07/2026
Professional hog cranker
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Jockboy81 Chicago (9/8-9/10) @jockboy81.bsky.social · 23/06/2026
POV: my playroom
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Jockboy81 Chicago (9/8-9/10) @jockboy81.bsky.social · 24/06/2026
Repost if you’d rather be the fleshlight
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Jockboy81 Chicago (9/8-9/10) @jockboy81.bsky.social · 29/06/2026
The jerk sergeant is here for training..
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Jockboy81 Chicago (9/8-9/10) @jockboy81.bsky.social · 02/07/2026
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Jockboy81 Chicago (9/8-9/10) @jockboy81.bsky.social · 02/07/2026
Another visit from the doctor
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Jockboy81 Chicago (9/8-9/10) @jockboy81.bsky.social · 29/06/2026
The jerk sergeant is here for training..
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Jockboy81 Chicago (9/8-9/10) @jockboy81.bsky.social · 28/06/2026
It’s been awhile since I’ve been in one…
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Jockboy81 Chicago (9/8-9/10) @jockboy81.bsky.social · 27/06/2026
The Doc had to run some tests…
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Jockboy81 Chicago (9/8-9/10) @jockboy81.bsky.social · 26/06/2026
POV: you went to the wrong doctor
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Jockboy81 Chicago (9/8-9/10) @jockboy81.bsky.social · 24/06/2026
Repost if you’d rather be the fleshlight
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Jockboy81 Chicago (9/8-9/10) @jockboy81.bsky.social · 23/06/2026
POV: my playroom
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Reposted by Jockboy81 Chicago (9/8-9/10)
Jockboy81 Chicago (9/8-9/10) @jockboy81.bsky.social · 19/06/2026
Bend over
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Reposted by Jockboy81 Chicago (9/8-9/10)
Jockboy81 Chicago (9/8-9/10) @jockboy81.bsky.social · 09/06/2026
The Doc is here to treat you chronic gooners
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