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Holland Of Chicago

@hollandofchicago.bsky.social
2.8K followers 765 following 212 posts

Self identified Trans Icon. Phone Goddess. Clip Maker. Feminization * Gay & Bi Encouragement * Transformations * Gender Affirmation Find me here and 👇 linktr.ee/Hollandofchicago

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Holland Of Chicago @hollandofchicago.bsky.social · 03/10/2026
Do you wish to be next?
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Holland Of Chicago @hollandofchicago.bsky.social · 10/09/2026
Well hello there
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Holland Of Chicago @hollandofchicago.bsky.social · 07/08/2026
From my latest, “Hot Blonde Gigi Cumshot 4” Out this weekend!
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Holland Of Chicago @hollandofchicago.bsky.social · 17/04/2026
Exploring your bisexual urges is natural. Will you go gay for us? @dominaandrearosu.bsky.social
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Bianca Stone @biancastone.bsky.social · 13/04/2026
Just wrapped doing outreach for privacy coin @z.cash for adult payment processing at Exxxotica. If you have any questions about getting setup with using Z Cash please reach out! @violetrollergirl.com has a complete guide to using this privacy focused payment app for swerkers on her website.
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Holland Of Chicago @hollandofchicago.bsky.social · 20/03/2026
I’m deleting my starter packs. Thank you all for joining!
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Holland Of Chicago @hollandofchicago.bsky.social · 20/03/2026
Dressing you up to turn you out #sissy #feminization
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Neena De Ville ⚡️ South Florida & Boston Dominatrix @domeenaneena.bsky.social · 28/11/2018
Weapons at the ready #pieintheface #sploshing
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Holland Of Chicago @hollandofchicago.bsky.social · 14/03/2026
Happy Pie Day! #wam #pieintheface #sploshing onlyfans.com/hollanofchic...
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Holland Of Chicago @hollandofchicago.bsky.social · 13/03/2026
Let’s turn you on and turn you out sissy
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Holland Of Chicago @hollandofchicago.bsky.social · 03/03/2026
Join Loyal Fans today and live out your feminization fantasies www.loyalfans.com/hollandofchi...
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Holland Of Chicago @hollandofchicago.bsky.social · 03/03/2026
“Cock and Lips Worship” Indulge on @realloyalfans.bsky.social tinylf.com/eGzZCBMcj1tG...
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Holland Of Chicago @hollandofchicago.bsky.social · 17/02/2026
“Feminized For Sex” Do I speak your love language?
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Holland Of Chicago @hollandofchicago.bsky.social · 28/01/2026
Blue whispers seduction Deep. Cool. Endless…
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Holland Of Chicago @hollandofchicago.bsky.social · 19/01/2026
🐻
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Holland Of Chicago @hollandofchicago.bsky.social · 16/01/2026
Who specializes in MTF feminization and transformations? Nominate yourself or your fave!
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Holland Of Chicago @hollandofchicago.bsky.social · 15/01/2026
Speaking of the pie in the face fetish #sploshing #wam #pieintheface
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Holland Of Chicago @hollandofchicago.bsky.social · 15/01/2026
Be the smut that you want to see in the world
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🔪 Demon Daddy Faith Rae 🔪 @missfaithrae.com · 15/01/2026
Happy National Fetish Day! What's the weirdest fetish you've ever indulged in?
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Holland Of Chicago @hollandofchicago.bsky.social · 14/01/2026
Coming soon 💋💄🎨
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Erica St. James CT/NYC @meetericaxoxo.bsky.social · 13/01/2026
It's officially launched! I am slowly adding people to this pack. I appreciate your patience. Repost/share to get the word out 🩵 go.bsky.app/Qguzc3F
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Rachel Smithe TS ~ Passport Ready @tsrachelsmithe.bsky.social · 11/01/2026
Happy to be home in Chicago this week with the following lovelies: @audreydavis.bsky.social @lydiasupremacy.bsky.social @hollandofchicago.bsky.social @gemdemilo.bsky.social Bulls... Master Arlo Bill Matt Come celebrate my birthday month with us!
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Holland Of Chicago @hollandofchicago.bsky.social · 07/12/2025
When in doubt, always grab a mirror pic when @apexmediachicago.bsky.social
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Daffnie Kline • Chicago @missdaffnie.bsky.social · 30/11/2025
Here’s your reminder to always order dessert! MissDaffnie.com MissDaffnie@protonmail.com
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Holland Of Chicago @hollandofchicago.bsky.social · 29/11/2025
Some of you act like it’s a curse, but the truth is being gay is a blessing
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Ms Belle X @msbellex.bsky.social · 09/11/2025
Idk if y'all have noticed but dicks are the problem. Dicks are ruining the world. Name ONE DICK THAT'S NOT RUINING THE WORLD DONT WORRY I'LL WAIT. #EunuchsUnited #femdom #yougrossmeout #cutitoff #justgoaway #cbt #strapon #ifyouhaveadickpaymeandleave #findom #nsfw
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Holland Of Chicago @hollandofchicago.bsky.social · 02/11/2025
“Hot Gay Sex Magic Spell” is out this weekend…unlike your closeted ass
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Rachel Smithe TS ~ Passport Ready @tsrachelsmithe.bsky.social · 13/10/2025
Currently in #Chicago with some of the world’s best pleasure artists: @lydiasupremacy.bsky.social @audreydavis.bsky.social @therayalight.bsky.social @mrosevip.bsky.social @gemdemilo.bsky.social @elveepayne.bsky.social @reignrose.bsky.social @hollandofchicago.bsky.social #Bondassage® #eStim
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Holland Of Chicago @hollandofchicago.bsky.social · 18/04/2025
“Gay Sex Is The Best Sex” For Me, There’s nothing hotter than when men have sex with each other, especially when I get to watch Out this weekend!
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Authentically Kinky Podcast powered by Clips4Sale @authenticallykinky.bsky.social · 22/09/2025
Season 6 of Authentically Kinky, powered by @Clips4Sale, premieres on TOMORROW with a conversation with "The Bully" "Lady Sadist" @Hecuba Strange-Love / Chicago + FMTY We talk about the gifts a bully gives, tearing down someone to build them back up. We also discuss her life as a death doula.
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Rachel Smithe TS ~ Passport Ready @tsrachelsmithe.bsky.social · 01/09/2025
So glad to be home in #Chicago before I return to #Athens on the 13th. Time is of the essence, so join me in my magnificent toy filled playhouse with: @lydiasupremacy.bsky.social @audreydavis.bsky.social @hollandofchicago.bsky.social @mrosevip.bsky.social @therayalight.bsky.social #Bondassage®
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Mistress Natalya Sadici @natalyasadici.bsky.social · 26/08/2025
It’s International Content Creators Day! That means I receive 100% of everything you spend on me on Loyal Fans. My good minions are already off to a great start. And you want to be a good minion too, right? www.loyalfans.com/mistressnata...
Mistress Natalya Sadici lounges in royal blue latex and thigh high boots. She knows you want to be a good minion by subscribing, buying videos, and sending tributes on Loyal Fans.
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Rachel Smithe TS ~ Passport Ready @tsrachelsmithe.bsky.social · 12/08/2025
#Philadelphia August 13th - 15th #FMTY August 16th & 17th #Chicago August 18th - 22nd with @audreydavis.bsky.social @lydiasupremacy.bsky.social @hollandofchicago.bsky.social @mrosevip.bsky.social @therayalight.bsky.social Meow University #Bondassage® event August 23rd (join us)
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Holland Of Chicago @hollandofchicago.bsky.social · 29/07/2025
Have you seen our latest? @natalyasadici.bsky.social
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Mx Violet Crush @mxvioletcrush.bsky.social · 19/06/2025
Back in Toronto and looking for sluts, subs and pretty little things to take advantage of! mxvioletcrush@proton.me to book xx
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Holland Of Chicago @hollandofchicago.bsky.social · 05/06/2025
Gay sex is the best sex
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Holland Of Chicago @hollandofchicago.bsky.social · 18/04/2025
Embrace your femininity without shame
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Holland Of Chicago @hollandofchicago.bsky.social · 18/04/2025
“Gay Sex Is The Best Sex” For Me, There’s nothing hotter than when men have sex with each other, especially when I get to watch Out this weekend!
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Mistress Natalya Sadici @natalyasadici.bsky.social · 17/04/2025
That moment when @hollandofchicago.bsky.social seductively, but casually, delivers the truth about your anatomy in a video. Mistress Holland: 1 My editing productivity: 0 (I’m evil witch cackling over here.)
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Holland Of Chicago @hollandofchicago.bsky.social · 01/04/2025
“Confess Your Desires” is now available in my stores and for subscribers on Only Fans and Niteflirt+
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Daffnie Kline • Chicago @missdaffnie.bsky.social · 01/04/2025
I still see a lot of Chicago providers missing from this beautiful list! Shout out if you want to be added.
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Goddess Flora @goddessflora.bsky.social · 15/11/2024
So, how does a vicious but extremely lovely trans goddess find her silly supplicants on here?
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🔞 Whoreuspex Lua Saturnii @luasaturnii.bsky.social · 07/03/2025
Little backward glance 🎶
A pale tattooed person in strappy and flowing black clothing, arm lifted up looking back at you on a crimson background
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Holland Of Chicago @hollandofchicago.bsky.social · 07/03/2025
“Face Goon Mesmerize” Now available in all of my stores on Niteflirt, Many Vids, Loyal Fans, etc
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Holland Of Chicago @hollandofchicago.bsky.social · 02/03/2025
“And Goddess Created Sissy” This feminization fantasy is now available for subscribers on Only Fans, Loyal Fans, and Niteflirt +
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Holland Of Chicago @hollandofchicago.bsky.social · 23/02/2025
Your sleep paralysis demon wants to play
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Mistress Natalya Sadici @natalyasadici.bsky.social · 21/02/2025
My collection of well worn pantyhose will be put to good use. After I slide a butt plug into my minion, layers of fragrant hosiery encase this one's body head to toe. Bound to a chair, there's no escape from filthy pantyhose perversion. clips4sale.com/studio/30362
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Holland Of Chicago @hollandofchicago.bsky.social · 22/02/2025
Rouse yourself
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Holland Of Chicago @hollandofchicago.bsky.social · 20/02/2025
Gigi had broken out of the lab and insatiable as ever… “Gigi Strokes In Stockings”
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