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sirjess.bsky.social
Sides Welcome
@sirjess.bsky.social
410 followers 180 following 440 posts
For those drawn to surrender: a space to explore devotion, connection, and the art of relinquishing control. For the few ready to embrace true freedom. Novice Adult Filmmaker/Sir/Traveler/Passionate Love Making.
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sirjess.bsky.social
Day 1
October 31, 2025 at 1:27 PM
sirjess.bsky.social
Day 2: Cumming on the socks a boy that keeps stirring me gifted me #socks #boy #foot #gay
October 31, 2025 at 1:27 PM
sirjess.bsky.social
Post JO before gym. Soft cock, first load of many to come: Came on a pair of socks one of my boys presented me. #softcock #cum #load #socks #boy
October 30, 2025 at 11:15 AM
sirjess.bsky.social
Leg Day has been paying off #legs #thigh
October 22, 2025 at 2:14 PM
sirjess.bsky.social
You don’t kneel until I say so. But you can look. #legs #muscle #men #gay #chicago
October 15, 2025 at 2:36 PM
sirjess.bsky.social
New Favorite Position with my boy #boy #anal #dom #sub #gay #bb
August 5, 2025 at 2:15 AM
sirjess.bsky.social
Soon @niceguy7654.bsky.social
August 3, 2025 at 11:51 PM
sirjess.bsky.social
Ubering one of my boys for an hour of play then Ubering them back home is called efficiency. #gay #smut #sex #sub #boy #sir
August 3, 2025 at 4:47 PM
sirjess.bsky.social
August 2, 2025 at 2:13 AM
sirjess.bsky.social
August 2, 2025 at 2:12 AM
sirjess.bsky.social
Third sublevel of the parking garage. Concrete floor. Bed dragged in. Two chairs angled for watching or waiting. Chicago pulsed above us, but he was busy being mine. Called out of his shift. Didn’t need the uniform tonight. #chicago #gay #bluecollar #sex
August 2, 2025 at 2:09 AM
sirjess.bsky.social
Making my boy spasm is like having a fireworks show on the Fourth of July 🇺🇸 #sir #boy #anal #gay
July 5, 2025 at 2:43 AM
sirjess.bsky.social
The things that went on last night….ran out of boy butter. Wish my boys would have let me film. #cumdump #sex #foursome #hotel #chicago #gay
February 7, 2025 at 7:05 PM
sirjess.bsky.social
Good boy: following his commands. Relish the freedom while it lasts—soon, you’ll be fully sealed, a perfect symbol of your surrender and devotion @lthrbttm4u.bsky.social #caged #piss #dom #sub #boy #gay #cock
January 3, 2025 at 5:03 PM
sirjess.bsky.social
Working from bed today. Haven’t busted a load in four days. #precum #cock #gay #raw #breed #cum #chicago #wfh
December 26, 2024 at 9:37 PM
sirjess.bsky.social
Surrounded by stacks of filthy inspiration, I’m deep in my research, waiting for my boy to show up and serve like he’s supposed to. No excuses. Just submission. #Research #Pornography #Dumb #Boy #GayBlueSky #Hotel #Chicago #pornography #hotel
December 22, 2024 at 5:55 PM
sirjess.bsky.social
Post Bate Load needs a good tongue wipe 🤤
December 22, 2024 at 3:38 PM
sirjess.bsky.social
Post Bate Load: Not Bad for a night of breeding. Boy didn’t want to film-however made me shoot a massive load in the steam room last night. 13 loads later: I’m ready for another round of breeding. #cum #dom #breed #cock #sex #gaysex #load #raw
December 22, 2024 at 3:37 PM
sirjess.bsky.social
Nothing like good ole’ research to get sir cock hard #dom #cock #gay #blueskygay #art #raw #stroking #chicago
December 22, 2024 at 12:05 AM
sirjess.bsky.social
Cock is getting activated #cock #gay #chicago #hard #raw #dom
December 21, 2024 at 5:03 PM
sirjess.bsky.social
My cock is a grower #softcock #grower #cock #gay #chicago #raw
December 21, 2024 at 4:27 PM
sirjess.bsky.social
Starting my morning off well before filming 🤤 #gay #chicago #hotel #adultcontent
December 21, 2024 at 4:26 PM
sirjess.bsky.social

Free balling in shorts, edging my way through the day with all of you teasing me on BlueSky. Keep creating those experiences that make the workday… harder to resist #blueskyporn #cock #edge #gay #smallcock #raw #dom #sub
December 17, 2024 at 8:43 PM
sirjess.bsky.social
How I found my boy waiting for me at the Airport Hotel 🤤 No Time Wasted. #sub #dom #ass #raw #gay #plug #philly
December 15, 2024 at 11:34 PM
sirjess.bsky.social
Last Minute Flight To Breed my favorite boy in Philly #cock #gay #breed #sex #raw #travel #philly #dom #sub
December 15, 2024 at 9:12 PM