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Holland Of Chicago

@hollandofchicago

Self identified Trans Icon. Phone Goddess. Clip Maker. Feminization * Gay & Bi Encouragement * Transformations * Gender Affirmation Find me here and ๐Ÿ‘‡ https://linktr.ee/Hollandofchicago

2,672
Followers
758
Following
201
Posts
07.07.2023
Joined
Posts Following

Latest posts by Holland Of Chicago @hollandofchicago

Join Loyal Fans today and live out your feminization fantasies

www.loyalfans.com/hollandofchi...

03.03.2026 16:59 ๐Ÿ‘ 0 ๐Ÿ” 0 ๐Ÿ’ฌ 0 ๐Ÿ“Œ 0
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โ€œCock and Lips Worshipโ€

Indulge on @realloyalfans.bsky.social

tinylf.com/eGzZCBMcj1tG...

03.03.2026 16:53 ๐Ÿ‘ 0 ๐Ÿ” 0 ๐Ÿ’ฌ 0 ๐Ÿ“Œ 0

Thank you for blessing the timeline

17.02.2026 16:22 ๐Ÿ‘ 0 ๐Ÿ” 0 ๐Ÿ’ฌ 0 ๐Ÿ“Œ 0
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โ€œFeminized For Sexโ€

Do I speak your love language?

17.02.2026 15:44 ๐Ÿ‘ 6 ๐Ÿ” 1 ๐Ÿ’ฌ 0 ๐Ÿ“Œ 0
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Blue whispers seduction

Deep. Cool. Endlessโ€ฆ

28.01.2026 17:17 ๐Ÿ‘ 7 ๐Ÿ” 1 ๐Ÿ’ฌ 0 ๐Ÿ“Œ 0
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๐Ÿป

19.01.2026 00:37 ๐Ÿ‘ 8 ๐Ÿ” 0 ๐Ÿ’ฌ 0 ๐Ÿ“Œ 0
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Wonโ€™t let a little #Chicago snow stop me. Time to shovel, then run some important errands & check on an unwell friend.

Last days home, with access to my #dungeon, before #Pittsburgh January 21st through 23rd.

#Bondassageยฎ๏ธ

16.01.2026 19:34 ๐Ÿ‘ 25 ๐Ÿ” 7 ๐Ÿ’ฌ 3 ๐Ÿ“Œ 1

Who specializes in MTF feminization and transformations?

Nominate yourself or your fave!

16.01.2026 17:43 ๐Ÿ‘ 2 ๐Ÿ” 0 ๐Ÿ’ฌ 1 ๐Ÿ“Œ 0
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Speaking of the pie in the face fetish #sploshing #wam #pieintheface

15.01.2026 16:15 ๐Ÿ‘ 10 ๐Ÿ” 1 ๐Ÿ’ฌ 0 ๐Ÿ“Œ 0
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Be the smut that you want to see in the world

15.01.2026 15:08 ๐Ÿ‘ 1 ๐Ÿ” 0 ๐Ÿ’ฌ 0 ๐Ÿ“Œ 0
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Happy National Fetish Day!

What's the weirdest fetish you've ever indulged in?

15.01.2026 15:01 ๐Ÿ‘ 10 ๐Ÿ” 5 ๐Ÿ’ฌ 2 ๐Ÿ“Œ 0

Pie in the face fetish for sure.

15.01.2026 15:07 ๐Ÿ‘ 1 ๐Ÿ” 0 ๐Ÿ’ฌ 1 ๐Ÿ“Œ 0
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Coming soon ๐Ÿ’‹๐Ÿ’„๐ŸŽจ

14.01.2026 14:18 ๐Ÿ‘ 8 ๐Ÿ” 0 ๐Ÿ’ฌ 0 ๐Ÿ“Œ 0

It's officially launched! I am slowly adding people to this pack. I appreciate your patience.

Repost/share to get the word out ๐Ÿฉต

go.bsky.app/Qguzc3F

13.01.2026 15:00 ๐Ÿ‘ 175 ๐Ÿ” 67 ๐Ÿ’ฌ 102 ๐Ÿ“Œ 2

Hi! Can you add me to the pack? Thank you!

14.01.2026 00:17 ๐Ÿ‘ 1 ๐Ÿ” 0 ๐Ÿ’ฌ 1 ๐Ÿ“Œ 0
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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!

11.01.2026 02:07 ๐Ÿ‘ 20 ๐Ÿ” 7 ๐Ÿ’ฌ 3 ๐Ÿ“Œ 1

Hi there! You should be added now

11.01.2026 15:06 ๐Ÿ‘ 0 ๐Ÿ” 0 ๐Ÿ’ฌ 0 ๐Ÿ“Œ 0
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When in doubt, always grab a mirror pic when @apexmediachicago.bsky.social

07.12.2025 05:20 ๐Ÿ‘ 6 ๐Ÿ” 0 ๐Ÿ’ฌ 0 ๐Ÿ“Œ 0
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Hereโ€™s your reminder to always order dessert!

MissDaffnie.com
MissDaffnie@protonmail.com

30.11.2025 19:10 ๐Ÿ‘ 65 ๐Ÿ” 9 ๐Ÿ’ฌ 4 ๐Ÿ“Œ 0
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Some of you act like itโ€™s a curse, but the truth is being gay is a blessing

29.11.2025 04:41 ๐Ÿ‘ 0 ๐Ÿ” 0 ๐Ÿ’ฌ 0 ๐Ÿ“Œ 0

Hi! Can I dm you about this?

28.11.2025 19:20 ๐Ÿ‘ 1 ๐Ÿ” 0 ๐Ÿ’ฌ 1 ๐Ÿ“Œ 0
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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

09.11.2025 04:20 ๐Ÿ‘ 18 ๐Ÿ” 3 ๐Ÿ’ฌ 1 ๐Ÿ“Œ 0

I have some thoughts on NF. Can I DM you?

09.11.2025 19:19 ๐Ÿ‘ 1 ๐Ÿ” 0 ๐Ÿ’ฌ 1 ๐Ÿ“Œ 0
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โ€œHot Gay Sex Magic Spellโ€ is out this weekendโ€ฆunlike your closeted ass

02.11.2025 04:22 ๐Ÿ‘ 2 ๐Ÿ” 0 ๐Ÿ’ฌ 0 ๐Ÿ“Œ 0

You know it ๐Ÿ’‹

21.10.2025 19:05 ๐Ÿ‘ 1 ๐Ÿ” 0 ๐Ÿ’ฌ 0 ๐Ÿ“Œ 0
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Currently in #Chicago with some of the worldโ€™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

#Bondassageยฎ
#eStim

13.10.2025 00:49 ๐Ÿ‘ 27 ๐Ÿ” 7 ๐Ÿ’ฌ 4 ๐Ÿ“Œ 1
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โ€œGay Sex Is The Best Sexโ€

For Me, Thereโ€™s nothing hotter than when men have sex with each other, especially when I get to watch

Out this weekend!

18.04.2025 14:21 ๐Ÿ‘ 7 ๐Ÿ” 3 ๐Ÿ’ฌ 0 ๐Ÿ“Œ 0
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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.

22.09.2025 17:49 ๐Ÿ‘ 2 ๐Ÿ” 2 ๐Ÿ’ฌ 0 ๐Ÿ“Œ 0
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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

#Bondassageยฎ

01.09.2025 15:06 ๐Ÿ‘ 22 ๐Ÿ” 6 ๐Ÿ’ฌ 3 ๐Ÿ“Œ 2