SirInTheDark🔜IML @sirinthedark.bsky.social · 16/08/2026Heading to CODE @codenightchi.bsky.social 3936
SirInTheDark🔜IML @sirinthedark.bsky.social · 10/05/2026Photos from yesterday's @chicagorubberclub.bsky.social social. It was a good idea for event. 0122
SirInTheDark🔜IML @sirinthedark.bsky.social · 04/04/2026My boy locked into the sling, red ass, nipples and back, plugged and waiting for round 3 0613
Reposted by SirInTheDark🔜IMLCODE Night Chicago @codenightchi.bsky.social · 21/03/2026TONIGHT is CODE Night ! Saturday March 21 | 10P - 2A Hamburger Mary's Chicago | 1055 W Bryn Mawr Ave This will be a strictly social event. Fetish Dress Code Enforced Loaner Gear Available Free Coat and Bag Check Tito Joey Bootblack on Duty DJ Pup Kaos Spinning Gear Up! CODE Night is Back! 091
SirInTheDark🔜IML @sirinthedark.bsky.social · 15/03/2026My boy's been locked for 100 days, beating his previous record by 89 days. There's no end in sight so I got him into a smaller cage. I meant to order one size down but accidentally got two. Oh well. 2465
SirInTheDark🔜IML @sirinthedark.bsky.social · 26/02/2026I hope you know what you've gotten yourself into 31244
SirInTheDark🔜IML @sirinthedark.bsky.social · 20/02/2026Can anyone recommend a boot brush that doesn't shed with every use? 210
SirInTheDark🔜IML @sirinthedark.bsky.social · 31/01/2026Dressed for the Chicago Fetish Bar Crawl... And the weather 3632
SirInTheDark🔜IML @sirinthedark.bsky.social · 22/01/2026My boy spending the night breathing in the scent of my dirty leather jock 21116
SirInTheDark🔜IML @sirinthedark.bsky.social · 18/10/2025My boy got some great shots of me, the last is his favorite 41397
SirInTheDark🔜IML @sirinthedark.bsky.social · 17/10/2025Don't worry, I'll change into full latex soon 31292
SirInTheDark🔜IML @sirinthedark.bsky.social · 16/10/2025Gonna fuck my boy in leather before a weekend of rubber 11056
SirInTheDark🔜IML @sirinthedark.bsky.social · 12/10/2025I gagged him before turning up the electro. I could still tell he liked it 542947
SirInTheDark🔜IML @sirinthedark.bsky.social · 11/10/2025I'm not just going to leave him there unstimulated... Yet 11094
SirInTheDark🔜IML @sirinthedark.bsky.social · 11/10/2025How the boy is spending the afternoon while I play Diablo 0985
SirInTheDark🔜IML @sirinthedark.bsky.social · 28/09/2025Do a good enough job on my boots and I'll flog you so you can still feel it next week 51209
SirInTheDark🔜IML @sirinthedark.bsky.social · 14/09/2025It's time for the weekly deep cleaning and shave but the boy isn't allowed to touch, much less see, what that dick looks like without the cage. 621817
Reposted by SirInTheDark🔜IMLChicago Fetish Bar Crawl @chifetishbarcrawl.bsky.social · 27/06/2025Tonight 021
SirInTheDark🔜IML @sirinthedark.bsky.social · 24/05/2025I'm really liking my first transparent rubber 42147
SirInTheDark🔜IML @sirinthedark.bsky.social · 29/03/2025The weather is perfect for a night out in latex with the Chicago Fetish Bar Crawl 11458
SirInTheDark🔜IML @sirinthedark.bsky.social · 24/02/2025Kink social @chicagorubberclub.bsky.social 21387
Reposted by SirInTheDark🔜IMLChicago Fetish Bar Crawl @chifetishbarcrawl.bsky.social · 22/01/2025Next bar crawl is on Jan 31 in Andersonville. Gear encouraged, all identities welcome. 7 @ Eli Tea Bar 8:30 @ Replay 10 @ Atmoshpere 2195
SirInTheDark🔜IML @sirinthedark.bsky.social · 22/12/2024Heading to CODE. See you there. @codenightchi.bsky.social 4904
SirInTheDark🔜IML @sirinthedark.bsky.social · 29/11/2024Just ran into this boy, says he gets a lot of recognition from the pics I've posted online. Now that I'm on BlueSky I need you all to share them again 2987
SirInTheDark🔜IML @sirinthedark.bsky.social · 17/11/2024Heading to CODE, how are you going to show me you're happy to see me, boy. 729715
SirInTheDark🔜IML @sirinthedark.bsky.social · 16/11/2024BlueSky! I need recommendations for a Muir cap that fits. Below I'm in my cruising cap from Mr. S in the t-shirt (which I like) and my stiff formal cap I picked up at IML. The formal one is too tall, it looks awful. I've tried breaking it in but nada. Anyone know of a lower profile cap? 5962
SirInTheDark🔜IML @sirinthedark.bsky.social · 14/11/2024How he chose to wind down, what a bondage pig @boy-asher.bsky.social 412512
SirInTheDark🔜IML @sirinthedark.bsky.social · 14/11/2024@boy-asher.bsky.social Wanted even tighter so now the straps are across him and cutting into the mattress 11023
SirInTheDark🔜IML @sirinthedark.bsky.social · 14/11/2024Now every inch has been laced up tight and strapped down, ready for storage @boy-asher.bsky.social 0763
SirInTheDark🔜IML @sirinthedark.bsky.social · 14/11/2024While this boy "empties his mind" I'll be going about my day. @boy-asher.bsky.social 1662
