Holland Of Chicago @hollandofchicago.bsky.social · 07/08/2026From my latest, “Hot Blonde Gigi Cumshot 4” Out this weekend! 040
Holland Of Chicago @hollandofchicago.bsky.social · 17/04/2026Exploring your bisexual urges is natural. Will you go gay for us? @dominaandrearosu.bsky.social 2121
Reposted by Holland Of ChicagoBianca Stone @biancastone.bsky.social · 13/04/2026Just 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. 082
Holland Of Chicago @hollandofchicago.bsky.social · 20/03/2026I’m deleting my starter packs. Thank you all for joining! 231
Holland Of Chicago @hollandofchicago.bsky.social · 20/03/2026Dressing you up to turn you out #sissy #feminization 030
Reposted by Holland Of ChicagoNeena De Ville ⚡️ South Florida & Boston Dominatrix @domeenaneena.bsky.social · 28/11/2018Weapons at the ready #pieintheface #sploshing 021
Holland Of Chicago @hollandofchicago.bsky.social · 14/03/2026Happy Pie Day! #wam #pieintheface #sploshing onlyfans.com/hollanofchic... 030
Holland Of Chicago @hollandofchicago.bsky.social · 13/03/2026Let’s turn you on and turn you out sissy 1101
Holland Of Chicago @hollandofchicago.bsky.social · 03/03/2026Join Loyal Fans today and live out your feminization fantasies www.loyalfans.com/hollandofchi... 010
Holland Of Chicago @hollandofchicago.bsky.social · 03/03/2026“Cock and Lips Worship” Indulge on @realloyalfans.bsky.social tinylf.com/eGzZCBMcj1tG... 000
Holland Of Chicago @hollandofchicago.bsky.social · 17/02/2026“Feminized For Sex” Do I speak your love language? 051
Holland Of Chicago @hollandofchicago.bsky.social · 28/01/2026Blue whispers seduction Deep. Cool. Endless… 051
Holland Of Chicago @hollandofchicago.bsky.social · 16/01/2026Who specializes in MTF feminization and transformations? Nominate yourself or your fave! 220
Holland Of Chicago @hollandofchicago.bsky.social · 15/01/2026Speaking of the pie in the face fetish #sploshing #wam #pieintheface 0101
Holland Of Chicago @hollandofchicago.bsky.social · 15/01/2026Be the smut that you want to see in the world 010
Reposted by Holland Of Chicago🔪 Demon Daddy Faith Rae 🔪 @missfaithrae.com · 15/01/2026Happy National Fetish Day! What's the weirdest fetish you've ever indulged in? 2105
Reposted by Holland Of ChicagoErica St. James CT/NYC @meetericaxoxo.bsky.social · 13/01/2026It'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 11218970
Reposted by Holland Of ChicagoRachel Smithe TS ~ Passport Ready @tsrachelsmithe.bsky.social · 11/01/2026Happy 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! 3207
Holland Of Chicago @hollandofchicago.bsky.social · 07/12/2025When in doubt, always grab a mirror pic when @apexmediachicago.bsky.social 050
Reposted by Holland Of ChicagoDaffnie Kline • Chicago @missdaffnie.bsky.social · 30/11/2025Here’s your reminder to always order dessert! MissDaffnie.com MissDaffnie@protonmail.com 4669
Holland Of Chicago @hollandofchicago.bsky.social · 29/11/2025Some of you act like it’s a curse, but the truth is being gay is a blessing 010
Reposted by Holland Of ChicagoMs Belle X @msbellex.bsky.social · 09/11/2025Idk 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 1163
Holland Of Chicago @hollandofchicago.bsky.social · 02/11/2025“Hot Gay Sex Magic Spell” is out this weekend…unlike your closeted ass 020
Reposted by Holland Of ChicagoRachel Smithe TS ~ Passport Ready @tsrachelsmithe.bsky.social · 13/10/2025Currently 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 4276
Reposted by Holland Of ChicagoHolland 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! 063
Reposted by Holland Of ChicagoAuthentically Kinky Podcast powered by Clips4Sale @authenticallykinky.bsky.social · 22/09/2025Season 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. 022
Reposted by Holland Of ChicagoRachel Smithe TS ~ Passport Ready @tsrachelsmithe.bsky.social · 01/09/2025So 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® 3216
Reposted by Holland Of ChicagoMistress Natalya Sadici @natalyasadici.bsky.social · 26/08/2025It’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... 0103
Reposted by Holland Of ChicagoRachel 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) 0153
Holland Of Chicago @hollandofchicago.bsky.social · 29/07/2025Have you seen our latest? @natalyasadici.bsky.social 051
Reposted by Holland Of ChicagoMx Violet Crush @mxvioletcrush.bsky.social · 19/06/2025Back in Toronto and looking for sluts, subs and pretty little things to take advantage of! mxvioletcrush@proton.me to book xx 051
Holland Of Chicago @hollandofchicago.bsky.social · 18/04/2025Embrace your femininity without shame 130
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! 063
Reposted by Holland Of ChicagoMistress Natalya Sadici @natalyasadici.bsky.social · 17/04/2025That 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.) 012
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+ 061
Reposted by Holland Of ChicagoDaffnie Kline • Chicago @missdaffnie.bsky.social · 01/04/2025I still see a lot of Chicago providers missing from this beautiful list! Shout out if you want to be added. 052
Reposted by Holland Of ChicagoGoddess Flora @goddessflora.bsky.social · 15/11/2024So, how does a vicious but extremely lovely trans goddess find her silly supplicants on here? 2348
Reposted by Holland Of Chicago🔞 Whoreuspex Lua Saturnii @luasaturnii.bsky.social · 07/03/2025Little backward glance 🎶 947655
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 040
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 + 060
Holland Of Chicago @hollandofchicago.bsky.social · 23/02/2025Your sleep paralysis demon wants to play 1101
Reposted by Holland Of ChicagoMistress Natalya Sadici @natalyasadici.bsky.social · 21/02/2025My 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 062
Holland Of Chicago @hollandofchicago.bsky.social · 20/02/2025Gigi had broken out of the lab and insatiable as ever… “Gigi Strokes In Stockings” 030