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ChicagoCigarDad 🍆🍑

@chicagocigardad.bsky.social
14K followers 16K following 1.1K posts

Ask and ye shall receive.

PostsRepliesMedia
ChicagoCigarDad 🍆🍑 @chicagocigardad.bsky.social · 02/10/2026
Happy Fat Cock Friday! #fcf #fatcockfriday #dad
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ChicagoCigarDad 🍆🍑 @chicagocigardad.bsky.social · 02/10/2026
Sticks and Dicks tonight at @jackhammerchicago.bsky.social
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ChicagoCigarDad 🍆🍑 @chicagocigardad.bsky.social · 02/10/2026
Out celebrating the holidays! Have a happy #fatcockfriday #fcf #chastity #caged #dad #locktober
Dads caged cock in a glory hole Dad showing his caged cock in front of the chastity pride flag.
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ChicagoCigarDad 🍆🍑 @chicagocigardad.bsky.social · 02/10/2026
It’s Jocktober. It’s Locktober. How you gonna celebrate? A or B. #locktober #jocktober #chastity #caged #jock #jockstrap #daddy
Dads caged cock in a dirty jockstrap Dad’s ass in a dirty jock.
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ChicagoCigarDad 🍆🍑 @chicagocigardad.bsky.social · 01/10/2026
It’s the most wonderful time of the year! Happy Locktober, folks! #showyourlock #chastity #caged #dad #locktober @mrsleather.bsky.social
Dad in his cage showing a happy Locktober sign for the Mr S Leather competition.
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ChicagoCigarDad 🍆🍑 @chicagocigardad.bsky.social · 30/09/2026
A final moment of freedom before we plunge into #locktober. #pa #princealbert
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ChicagoCigarDad 🍆🍑 @chicagocigardad.bsky.social · 29/09/2026
Who’s up for the challenge? #pa #princealbert #bigdick #dad
Looking up at dad’s fat cock.
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ChicagoCigarDad 🍆🍑 @chicagocigardad.bsky.social · 23/09/2026
Join is at the @chicagoeagle.bsky.social tonight!
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ChicagoCigarDad 🍆🍑 @chicagocigardad.bsky.social · 18/09/2026
Fat cock tease #fcf #fatxockfriday #dad
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ChicagoCigarDad 🍆🍑 @chicagocigardad.bsky.social · 16/09/2026
What you gonna do about it? #pa #princealbert #fatcock #thicc
Dad’s fat cock.
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ChicagoCigarDad 🍆🍑 @chicagocigardad.bsky.social · 16/09/2026
Dat ass is pure jelly.
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ChicagoCigarDad 🍆🍑 @chicagocigardad.bsky.social · 12/09/2026
Who’s coming out tonight? Besides my weiner? #jock #jockstrap #dad
Dad in a black and yellow jockstrap and black tank top
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ChicagoCigarDad 🍆🍑 @chicagocigardad.bsky.social · 12/09/2026
Happy #fatcockfriday #fcf what do you thiink. Length or girth, which matters most? #jock #jockstrap
Dads cock shaft
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ChicagoCigarDad 🍆🍑 @chicagocigardad.bsky.social · 11/09/2026
Tonight at 7pm @jackhammerchicago.bsky.social
Dad smoking a cigar in sunglasses, text reads Hot Ash Snokes, Friday, Sept 11, 7-10pm, Jackhammer.
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ChicagoCigarDad 🍆🍑 @chicagocigardad.bsky.social · 10/09/2026
All those squats finally paying off. Also, looks like Scrat’s face. #ass #butt #bulge #dad #dadbod
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ChicagoCigarDad 🍆🍑 @chicagocigardad.bsky.social · 07/09/2026
All locked up. I wonder what I’ll do now?? #caged #chastity
Dad in chastity
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ChicagoCigarDad 🍆🍑 @chicagocigardad.bsky.social · 05/09/2026
Hope Saturday brings big things!
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ChicagoCigarDad 🍆🍑 @chicagocigardad.bsky.social · 04/09/2026
The frustrating thing about bull balls is that the more you empty them the fuller they get. Literally a bottomless pit. #balls #bullballs #pa #princealbert #dad #daddy #fcf #fatcockfriday
Dad smoking with his dick out
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ChicagoCigarDad 🍆🍑 @chicagocigardad.bsky.social · 04/09/2026
Fun with shadows and light. And a fat cock #pa #princealbert #fcf #fatcockfriday
Black and white photo of dad naked
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ChicagoCigarDad 🍆🍑 @chicagocigardad.bsky.social · 04/09/2026
Just making the bed, nothing to see here #jockstrap #jock #dad #ass
Dads ass in a jock strap
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ChicagoCigarDad 🍆🍑 @chicagocigardad.bsky.social · 03/09/2026
The bull’s tanks are FULL. #pa #princealbert #bullballs #dad #daddy
Dad having a cigar with his bull balls and pierced cock out.
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ChicagoCigarDad 🍆🍑 @chicagocigardad.bsky.social · 31/08/2026
End of one week, beginning of another. Choose kindness this week.
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ChicagoCigarDad 🍆🍑 @chicagocigardad.bsky.social · 27/08/2026
New jock, same bush, same cage.
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ChicagoCigarDad 🍆🍑 @chicagocigardad.bsky.social · 27/08/2026
Happy Hump Day
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ChicagoCigarDad 🍆🍑 @chicagocigardad.bsky.social · 26/08/2026
Tonight at @chicagoeagle.bsky.social
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ChicagoCigarDad 🍆🍑 @chicagocigardad.bsky.social · 23/08/2026
Lazy Sunday mornings. #jock #jockstrap #daddy#bulge
Dad in a yellow jock
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ChicagoCigarDad 🍆🍑 @chicagocigardad.bsky.social · 15/08/2026
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ChicagoCigarDad 🍆🍑 @chicagocigardad.bsky.social · 09/08/2026
Happy Market Days!
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ChicagoCigarDad 🍆🍑 @chicagocigardad.bsky.social · 02/08/2026
Disney Dad and Dick
Dads Disney band and dick
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ChicagoCigarDad 🍆🍑 @chicagocigardad.bsky.social · 01/08/2026
Happy Fat cage Friday #fcf
Dad posing in his cage
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ChicagoCigarDad 🍆🍑 @chicagocigardad.bsky.social · 30/07/2026
Happy Hump Day! Pull that dick out and let it breath.
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ChicagoCigarDad 🍆🍑 @chicagocigardad.bsky.social · 22/07/2026
Get your ass over to @chicagoeagle.bsky.social for happy hour followed by impact play!!! Everyone welcome. Come celebrate hump day!
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ChicagoCigarDad 🍆🍑 @chicagocigardad.bsky.social · 21/07/2026
Happy Muir Cap Monday. #jock #jockstrap #muircap #muircapmonday
Dad in a Muir cap and jock
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ChicagoCigarDad 🍆🍑 @chicagocigardad.bsky.social · 18/07/2026
I guess it looks welcoming now?
Dad in his swim trunks with a smiley face.
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ChicagoCigarDad 🍆🍑 @chicagocigardad.bsky.social · 18/07/2026
Found two cherries in Michigan. I handled it.
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ChicagoCigarDad 🍆🍑 @chicagocigardad.bsky.social · 18/07/2026
Pool day with @jonocub.bsky.social
Dad and his boy by the pool
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ChicagoCigarDad 🍆🍑 @chicagocigardad.bsky.social · 17/07/2026
Just the tip.
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ChicagoCigarDad 🍆🍑 @chicagocigardad.bsky.social · 17/07/2026
When your throat clenches knowing what’s coming. #fcf #fatcockfriday
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ChicagoCigarDad 🍆🍑 @chicagocigardad.bsky.social · 13/07/2026
When the horse gets locked in the stable. #chastity #caged
Dad’s caged dick.
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ChicagoCigarDad 🍆🍑 @chicagocigardad.bsky.social · 11/07/2026
Fridays mean cigars and dicks. #fcf #fatcockfriday @jackhammerchicago.bsky.social
Dad smoking a cigar in his jock.
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ChicagoCigarDad 🍆🍑 @chicagocigardad.bsky.social · 08/07/2026
Make time for worship. It’s important to believe in something bigger than yourself. #pa #princealbert #dad #cigar
Looking up at dad smoking a cigar with his dick poking out
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ChicagoCigarDad 🍆🍑 @chicagocigardad.bsky.social · 05/07/2026
Put your Sunday to good use and exert your exhibitionist side! This is your chance to be art! Instructions in first comment. There are two ways to send photos to my new frame.
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ChicagoCigarDad 🍆🍑 @chicagocigardad.bsky.social · 03/07/2026
Cigars tonight at @jackhammerchicago.bsky.social Grab something. Thick and join us!
Dad smoking a cigar.
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ChicagoCigarDad 🍆🍑 @chicagocigardad.bsky.social · 30/06/2026
Happy Monday. Be kind this week and look for moments of joy. #jock #jockstrap #dad
Dad in his jock
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ChicagoCigarDad 🍆🍑 @chicagocigardad.bsky.social · 24/06/2026
Gear Night Offsite starts at 6pm at its new temporary home, Gerber/Hart Library & Archives . Cigars? Hot Ash is ready for you at 7pm at @jackhammerchicago.bsky.social And starting at 9pm, it’s Gear Night at Jackhammer! Think it’s hot outside? FAFO. We’ll show you hot. @leatherarchives.bsky.social
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ChicagoCigarDad 🍆🍑 @chicagocigardad.bsky.social · 17/06/2026
Thick stick. #dadbod #daddy
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ChicagoCigarDad 🍆🍑 @chicagocigardad.bsky.social · 15/06/2026
Happy Monster Meat Monday. #dad #dadbod #pa #princealbert
Dads pierced cock
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ChicagoCigarDad 🍆🍑 @chicagocigardad.bsky.social · 14/06/2026
Cigars today at 3pm at @chicagoeagle.bsky.social
Looking up at dad smoking a cigar with the event text below.
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ChicagoCigarDad 🍆🍑 @chicagocigardad.bsky.social · 14/06/2026
He may be caged, but he can still wreck you. #dadbod #chastity #caged #briefs #holewrecker
Looking up at dad in his white briefs at a bar with red lights.
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ChicagoCigarDad 🍆🍑 @chicagocigardad.bsky.social · 12/06/2026
Cigars tonight at @jackhammerchicago.bsky.social Blow off some steam and more! 7pm-until.
Looking up at dads cock and cigar
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