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Chicago ladies?

81 Posts
25 Users
41 Reactions
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Posts: 5
Lady
Topic starter
(@jeannemarie)
Active Member     Illinois, United States of America
Joined: 11 months ago

Hi there! I'm sort of new here, sort of not (deleted my old profile last year, in a panic. Long story...), but I'm looking for support groups in the Chicago area for crossdressers, or anyone who'd like to bond. I'm trying to do things "right" this time after too many years sneaking around, and having some others to lean on would be awesome.

 

Whatcha, got? Heart  

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80 Replies
11 Replies
Managing Ambassador
(@ellyd22)
Joined: 2 years ago

Majestic Member     Norfolk, United Kingdom
Posts: 5175

@jeannemarie 

Hey Jeanne Marie

Hopefully some of our Chicago contingent will see your post and reply 🙂

You could also try using the site's Friend Finder to search for local members. 

If you haven't used it before, all you do is:

  • Click on 'Social' on the header bar.
  • Select '(New) Find Friends Beta' on the drop down menu.
  • Search using 'Chicago'

Great profile photo!

Hugs

Ellie x

Reply
Lady
(@jeannemarie)
Joined: 11 months ago

Active Member     Illinois, United States of America
Posts: 5

@ellyd22 yep, that was my first stop! 🙂

Reply
Managing Ambassador
(@ellyd22)
Joined: 2 years ago

Majestic Member     Norfolk, United Kingdom
Posts: 5175

@jeannemarie

Good luck. I did a search myself ... it seems like we have a LOT of currently active members in your neck of the woods 🙂

Ellie x

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Lady
(@tmu4fun)
Joined: 7 years ago

Eminent Member     Northwest of Chicago, Illinois, United States of America
Posts: 16

@jeannemarie Hi there! Glad you reached out! I am in one of the far northwest suburbs, near Crystal Lake, but have been searching for a "sister" for mutual support. Would love to chat and possibly meet if you're feeling up to it. Feel free to message me!

Reply
Lady
(@jeannemarie)
Joined: 11 months ago

Active Member     Illinois, United States of America
Posts: 5

@tmu4fun Thanks for the comment! I'm in the near-west 'burbs, so kind of in the area! 😉 

Still working up to getting out, but always up for a chat...

Reply
(@kailey0351)
Joined: 6 years ago

New Member     Illinois, United States of America
Posts: 4

@tmu4fun ugh. You totally sound like me ..I’ve been on my own trying to figure me out I go with what I tie cute but look …

Reply
Duchess
(@hueych53ch46)
Joined: 2 years ago

Trusted Member     Beach park, Illinois, United States of America
Posts: 63

@jeannemarie i also from the suburbs of chicago my wife is against me crossdressing 

I.to looking for crossdtessers to hang out with also to 

Despite my wife dislike of my crossdressing 

I to would like to learn how to do make up 

Yet a lot of us have so who dont like is crossdressing 

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Princess Annual
(@bobbieii)
Joined: 9 months ago

New Member     Naperville, Illinois, United States of America
Posts: 3

@jeannemarie would love to be able to chat with like minded gurls

Reply
(@kailey0351)
Joined: 6 years ago

New Member     Illinois, United States of America
Posts: 4

@bobbieii here to chat too !!

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Lady
(@janetbarr)
Joined: 1 year ago

Eminent Member     chicago il., Illinois, United States of America
Posts: 13

@jeannemarie

I'm 75 yrs old from Oak Lawn Il. Been crossdressing starting age 5!.

Never met anyone who does the same, I just to love tdress TOTALLY, from skin out. Unfortunately, I have purged so many times and so often I have so little left. 

I have 3 wigs, a hip and butt padded control panty, 3 Bras and silicone breast forms. I also have a desire to be with a CIS Female who helps me dress.

 

 

r mothers clothes.

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Lady
(@tmu4fun)
Joined: 7 years ago

Eminent Member     Northwest of Chicago, Illinois, United States of America
Posts: 16

@jeannemarie Hello! I drop in occasionally and just saw your post. I'm in the northwest suburbs, near Crystal Lake. I'm happy to chat and compare notes, and with enough flexibility, meet up and hang out. Glad you are "out" and about again. Even with today's political mayhem, there are a lot of safe places in the Chicago Metro area!! Welcome back!!

 

Reply
Posts: 147
Duchess
(@3s3eve)
Reputable Member     Chicago, Illinois, United States of America
Joined: 2 years ago

Jeanne,

I am also from Chicago and my first step after coming out to my wife (who kind of new but didn't want to) was finding this site about a year ago. I also would like to connect with folks in the area but have not actively done anything about it.

Seems like we have similar situations with our SO. Happy to DM as well.

Hug

Evie

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Posts: 5
(@misstefanie)
Active Member     Chicago, Illinois, United States of America
Joined: 2 years ago

Hi Jeanne (and Evie),

I'm also in Chicago and in a similar boat. I'm yet to socialize in much capacity as it relates to CD etc. Would be happy to connect, maybe meet sometime.

Steph

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2 Replies
Duchess
(@3s3eve)
Joined: 2 years ago

Reputable Member     Chicago, Illinois, United States of America
Posts: 147

@misstefanie Stephanie - sorry took me so long to respond. I have never socialized face to with other CD's. Appreciate your response, and it will take some time and courage for me to get to this step.

Hugs

Eveie

Reply
(@misstefanie)
Joined: 2 years ago

Active Member     Chicago, Illinois, United States of America
Posts: 5

@3s3eve me neither. No worries, take your time. Feel free to shoot me a message if you ever want to talk!

Reply
Posts: 8
Duchess
(@chgocherylcd)
Active Member
Joined: 9 years ago

Hi Jeanne and All,

I am also in the Chicago area and have never reached out to anyone. It is about time that I did. I have not told my SO but suspect that she knows. I think that I am ready to come out and meet socially. Let's talk.

 

Cheryl 

Reply
Posts: 501
Lady
(@kerrismith)
Prominent Member     Belvidere, Illinois, United States of America
Joined: 2 years ago

Hi girls,

im just down the road in Belvidere,  about 70 miles northwest of Ohare. I would love to meet some of you ladies.  Maybe at a Starbucks on the tollway rest stop island go a coffee and girl talk. Let me know. Hugs, Kerri

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Posts: 21
Lady
(@katiemoonie)
Eminent Member     Grand Rapids, Michigan, United States of America
Joined: 2 years ago

Hi Girls- Rori of w.transformationsbyrori.com hosts a t-girl party the 3rd Thursday of every month at HipShots in Arlington Heights. Rori has a makeover studio and crossdresser store.

Go to her website and look at the right column about 1/2 down and you will see the date for the next event.

Click the tap called “T” party photos to see the photos of past events. Btw- If you decide to go and do NOT want your photo posted, just let the photographer know. They will NOT post photos if you don’t want a photo taken. 

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17 Replies
Lady
(@katiemoonie)
Joined: 2 years ago

Eminent Member     Grand Rapids, Michigan, United States of America
Posts: 21

Oops- the bar is called Big Shot Piano Bar in Arlington Heights- not HipShots… My bad. 

Reply
Duchess
(@hueych53ch46)
Joined: 2 years ago

Trusted Member     Beach park, Illinois, United States of America
Posts: 63

@katiemoonie hi 

Thanks so much for information 

I have been to rori on numerous occasion

It can keep overwellmehin and nervous

Unfortunely my wife doesnt like me crossdressing 

So im limited like you 

I to want a full makeover 

 

Last summer i bought a wig at a wig store in indian and omg! The ladies were wonderful and it was fun 

 

Reply
Lady
(@jessicaskye231)
Joined: 11 months ago

Eminent Member     Michigan, United States of America
Posts: 15

@katiemoonie always wanted to make it to rori"s. How is it?

Reply
Duchess
(@hueych53ch46)
Joined: 2 years ago

Trusted Member     Beach park, Illinois, United States of America
Posts: 63

@jessicaskye231 its a cool place 

The ladies in tori are winderful 

Check out there web site

They also host a crossdressing night once a month in arlingtin heights

Reply
Lady
(@katiemoonie)
Joined: 2 years ago

Eminent Member     Grand Rapids, Michigan, United States of America
Posts: 21

@jessicaskye231 Hi Jessica- Rori is very sweet and welcoming. She works with guys like us everyday. I haven’t done a makeover, but would love to! Are you in Michigan? Have you been to Janet’s Closet?

Reply
Lady
(@jessicaskye231)
Joined: 11 months ago

Eminent Member     Michigan, United States of America
Posts: 15

@katiemoonie yes I am in Michigan and I still need to find my way down to Janet's. I have heard good things about that place too. 😊

Reply
(@kimberlyannvictoria)
Joined: 3 years ago

Honorable Member     milwaukee, Wisconsin, United States of America
Posts: 464

@jessicaskye231 I just had a makeover at Rori's, I loved it!! Also bought a pretty skirt and blouse there

Reply
Duchess
(@chgocherylcd)
Joined: 9 years ago

Active Member
Posts: 8

@katiemoonie How many girls show up to the "T" party each month? I would love to meet everyone there. I have only gone out once on my own, but I think it would be great to meet in a social environment. How many girls here would want to meet at the T Party? Maybe next month since I need to plan getting out as many of us do. (I would get a room nearby to dress and would be willing to host other girls needing to dress) 

Let's try to set this up an maybe we can form a local group! 

Reply
Duchess
(@hueych53ch46)
Joined: 2 years ago

Trusted Member     Beach park, Illinois, United States of America
Posts: 63

@chgocherylcd thats what a lot of the ladies would like to do form a local group

Reply
Duchess
(@hueych53ch46)
Joined: 2 years ago

Trusted Member     Beach park, Illinois, United States of America
Posts: 63

@chgocherylcd i have never been to t party sponser by roris 

But from the pictures ive seen on the website its a large gsthering and a few ladies on cdh have been to a few gatheries and had a wonderful time

Unfortunely for me my wife doesnt like me crossdressing so my time crossdressing limited 

Reply
Duchess
(@chgocherylcd)
Joined: 9 years ago

Active Member
Posts: 8

@hueych53ch46 Jennifer,

My dressing is limited too. I have been to Rori's shop before, but only in drab. I live in Schaumburg so Arlington Heights is close. Since I am not out, I worry about running into someone I know. I want to be out badly so if we can get some girls together from here to go, I will be there. It would be exciting and fun to get together. I am hoping we can do this. 

Reply
Duchess
(@hueych53ch46)
Joined: 2 years ago

Trusted Member     Beach park, Illinois, United States of America
Posts: 63

@chgocherylcd i grew up.in buffalo grove now live in beach park 

 

Reply
Duchess
(@hueych53ch46)
Joined: 2 years ago

Trusted Member     Beach park, Illinois, United States of America
Posts: 63

@chgocherylcd most deafinttley

Reply
(@kristenc)
Joined: 2 months ago

Eminent Member     Madison, Wisconsin, United States of America
Posts: 22

@chgocherylcd 

let me know girls, I will definitely try to be there too  I’m just south of Madison, so Arlington Heights isn’t that far

Reply
Duchess
(@chgocherylcd)
Joined: 9 years ago

Active Member
Posts: 8

@kristenc I think we are going in January. It will be fun to have several of us there together. I will be getting a room nearby to dress. We could go from there or just meet at the bar

Reply
(@kristenc)
Joined: 2 months ago

Eminent Member     Madison, Wisconsin, United States of America
Posts: 22

@chgocherylcd ,  excellent, hope the weather holds,, this Thursday isn't going to be good at night,, Snow

Reply
Duchess
(@chgocherylcd)
Joined: 9 years ago

Active Member
Posts: 8

@kristenc I am glad we didn't try for this week. Let's hope the weather is better in January.

Reply
Posts: 63
Duchess
(@hueych53ch46)
Trusted Member     Beach park, Illinois, United States of America
Joined: 2 years ago

Hey chicago ladies any one like fishing 

Reply
Posts: 3
Princess Annual
(@bobbieii)
New Member     Naperville, Illinois, United States of America
Joined: 9 months ago

Live to fish

Reply
2 Replies
Duchess
(@hueych53ch46)
Joined: 2 years ago

Trusted Member     Beach park, Illinois, United States of America
Posts: 63

@bobbieii awsome 

Maybe we can meet up.at lake or at a forest preserve

Reply
Princess Annual
(@bobbieii)
Joined: 9 months ago

New Member     Naperville, Illinois, United States of America
Posts: 3
Posts: 501
Lady
(@kerrismith)
Prominent Member     Belvidere, Illinois, United States of America
Joined: 2 years ago

I can’t fish worth a damn.  I think fish hate me. I need anther hobby.  Maybe crossdressing. Would love to meet a girl with similar interests.

Reply
3 Replies
Duchess
(@hueych53ch46)
Joined: 2 years ago

Trusted Member     Beach park, Illinois, United States of America
Posts: 63

@kerrismith its an excuse for me to tell my wife 

Thats ok 

Its start for some of us i have not enter a store crossdressed 

I have crossdressed in public places with limited amount of people 

Reply
Lady
(@kerrismith)
Joined: 2 years ago

Prominent Member     Belvidere, Illinois, United States of America
Posts: 501

@hueych53ch46 Jennifer

i have also been out in public a few times as Kerri.  It’s a little scary but also exhilarating. I am looking forward to meeting a person like you.

Reply
Duchess
(@hueych53ch46)
Joined: 2 years ago

Trusted Member     Beach park, Illinois, United States of America
Posts: 63

@kerrismith yes its scary yes for me euphoric

Reply
Posts: 63
Duchess
(@hueych53ch46)
Trusted Member     Beach park, Illinois, United States of America
Joined: 2 years ago

To my chicago ladies our conservations have been wonderful lately a lot of stressors have been under control.

And my desire to.crossdress has subsided

But today at work a lady was walking around in 6 inch heels and omg!!!! My brain went into euphoric mode and my desire to crossdress is on overload 

Once i have started talking with you ladies and being called sweetie 

The reallity of being able to crossdress with others is scary nervous but euphoric 

Im nervously ready to cross the line of no return 

Just watching the lady walkin 6 inch heels makes me what to rip off my male clothes and dress up in a satin blouse with a pencil skirt a garter belt with thign stockings and black high heels 

 

But im realy enjoying our conservations 

 

Reply
2 Replies
(@kailey0351)
Joined: 6 years ago

New Member     Illinois, United States of America
Posts: 4

@hueych53ch46 I do this all the time …I love that outfit and I want to steal that style or sometimes I get judgmental like no way that looks good

Reply
Duchess
(@hueych53ch46)
Joined: 2 years ago

Trusted Member     Beach park, Illinois, United States of America
Posts: 63

@kailey0351 crossdressing is constant learning practice practice

Im still trying find the right wig to wear 

Reply
Posts: 41
(@mstiffany)
Trusted Member     Chicago, Illinois, United States of America
Joined: 7 years ago

Just wanted to check in.  Thanks for the conversation.  I am in Aurora/Naperville area.  Love to dress, but have not in years.  I have been out a few times, but met a fellow CD to dress only once.  It was decades ago.  Great experience though.  We went to a a bar in Blue Island.  The CD group there was called the Island Girls.  Anyways, I hope to communicate with some people of like mindset.

-Tiff

Reply
8 Replies
Duchess
(@hueych53ch46)
Joined: 2 years ago

Trusted Member     Beach park, Illinois, United States of America
Posts: 63

@mstiffany wow tiffany 

Im super jelous of you lol

You got to dress up and experince being a lady for a night 

Ive been dreaming of that all my adult life 

And today a female friend offered to help me dress up she going do make up.and she has wigs and she wants to give me some clothes she doesnt wear anymore 

I dont know who is more excited me or my friend 

My wife doesnt like me crossdressing 

Reply
(@mstiffany)
Joined: 7 years ago

Trusted Member     Chicago, Illinois, United States of America
Posts: 41

@hueych53ch46 hey, that sounds like fun with your friend.  Run with it!!!  Sorry to hear about your wife.  It happens.  Just try and balance your love for her with your best life.

Yeah, going out was kinda cool and scary at the same time.  I did feel comfortable going to a group that had cross dressers in it.  I am thankful for that friend that invited me.  Unfortunately, I purged right after that night and lost contact with that friend and the Island Girls.  Live and learn though.  

I got the urge to get back into it about 5 years before covid.  I dressed and went out a few times.  My lifestyle does not lend to dressing often.  Post Covid, I loved it because it was so easy to go out wearing a mask and not worry so much about makeup.

I stumbled across this thread.  I hope to find a spot or a group like the Island Girls again.  Trust me, you can find comfort in a group. 🙂

-Tiff 

Reply
Duchess
(@hueych53ch46)
Joined: 2 years ago

Trusted Member     Beach park, Illinois, United States of America
Posts: 63

@mstiffany i finding crossdressing in groups is more comforting then being alone 

But yes im going to look foward to

Dressing up with a female friend 

 

Reply
(@mstiffany)
Joined: 7 years ago

Trusted Member     Chicago, Illinois, United States of America
Posts: 41

@hueych53ch46 saw in your profile though that you have gone out.  That is great!

Reply
Lady
(@donnagurl6768)
Joined: 2 years ago

Eminent Member     chicago, Illinois, United States of America
Posts: 20

@mstiffany Hi Tiffany. I am Donna.How are you? Just want to chat with some Chicago ladies.I

dressed when I was younger, now I have more time and have been out several times the past year.

Ready luv it.I luv looking and feeling like a feminine confident woman

 

Reply
(@mstiffany)
Joined: 7 years ago

Trusted Member     Chicago, Illinois, United States of America
Posts: 41
  • @donnagurl6768 heya Donna.  So nice to meet you.  Thank you so much for reaching out.  Congrats on going out.  Where did you go.. If I might ask?
Reply
Lady
(@donnagurl6768)
Joined: 2 years ago

Eminent Member     chicago, Illinois, United States of America
Posts: 20

@mstiffany Hi Tiffany,How are you? I went to Sephora to buy makeup, everyone was nice.

I live in Chicago ,went to boys town,had some wine at a bar, everyone was great.Luv to meet and dress with u and do gurl talk about makeup and dressing.Thanks

Donna..

Reply
Lady
(@clairedaviscd)
Joined: 6 years ago

New Member     Chicago, Illinois, United States of America
Posts: 1

@mstiffany Hell I’m from the Chicago/oak lawn area. The one and only time that I dressed and featured out was to the same bar it called club Krave now. I had a great time socializing and the time was with my ex girlfriend who a few months later found that she couldn’t deal with seeing me like this and broke up. I am now married and the my new wife knows and is not very accepting but is tolerant. I also keep thing about checking out Rori’s social group one day.

Reply
Posts: 16
Lady
(@tmu4fun)
Eminent Member     Northwest of Chicago, Illinois, United States of America
Joined: 7 years ago
  1. Hi All, still looking to go out and mingle en femme. I’ve been out and about a bit. It’s great! Let’s talk? Feel free to contact me here or PM me?

Thanks!

thanks! Blow Kiss  

Reply
Posts: 20
Lady
(@donnagurl6768)
Eminent Member     chicago, Illinois, United States of America
Joined: 2 years ago

Hi All. I am Donna.I think I would like attend Rori's monthly.Any one have info about

these events. Thanks.

Reply
5 Replies
Duchess
(@chgocherylcd)
Joined: 9 years ago

Active Member
Posts: 8

@donnagurl6768 Hi Donna! Rori's monthly party is on the third Thursday each month. I also want to attend. I am hoping that I can attend in July. I may need to push that back to August. I really would love to meet you and everyone there. I have only gone out once to Phoenix when they were open. 

Let's do this!

Cheryl 

Reply
Lady
(@donnagurl6768)
Joined: 2 years ago

Eminent Member     chicago, Illinois, United States of America
Posts: 20

@chgocherylcd Hi Cheryl.I went Phoenix,it was Hunter's at that time.It's great to chat with you.

Donna

Reply
(@vespa1980)
Joined: 4 years ago

Eminent Member     Plano, Illinois, United States of America
Posts: 15

@donnagurl6768 Rori is a wonderful person and her T partys are a gret time everyone is freindly. The next party will be on July 18th at HotShots piano bar in Arlington Heights. When you get to the bar just go stright down stairs. the party usualy starts at 7pm then goes until 10pm. Just a heads up there is a park accross the street and in the summer Arlington heights shuts down the street infront of the bar for a music festival. There will be a lot of people infornt of the bar. I believe it will be a Tom Petty and the Heart Brakers tribute band. I want to go and have been there many times before but usually in the winter. I am uncomfortable to go by my self. But if any one wants to go message me and maybe we can get together and go as a group. Just a thought.

Reply
Lady
(@donnagurl6768)
Joined: 2 years ago

Eminent Member     chicago, Illinois, United States of America
Posts: 20

@vespa1980 Hi Vespa.Thanks for the information about Rori's party.Is it a just a cocktail party or

is food served? Is there entertainment, band or?.I live in Chicago,if I drive out to Arlington Heights

Might want to stay a hotel over nite after the event.Do you know the hotels around there?Thanks.

Donna

Reply
(@vespa1980)
Joined: 4 years ago

Eminent Member     Plano, Illinois, United States of America
Posts: 15

@donnagurl6768

It is a good restaurant with great food and drinks. Also it is a piano bar so there is one piano and someone will be playing and singing songs all night. It is a good time and there are usually good amount of ladies there.

Reply
Posts: 29
Lady
(@sunnydeana)
Trusted Member     Milwaukee, Wisconsin, United States of America
Joined: 3 years ago

I dont live in Chicago, but I'm right up the road in Milwaukee. I am definitely interested in any event Chicago CDH folks plan!

I've been looking for trans communities in Chicago since those are a little sparse in my area. 

I found two - Chi Chicago and the Chicago Gender Society. Both offer communities of support and public monthly outings. I haven't made one yet, but I definitely want to go sometime. 

Maybe a group of CDH members could check one out together? Omg fun!

Reply
1 Reply
Lady
(@kendra2024)
Joined: 1 month ago

Trusted Member     Chicago, Illinois, United States of America
Posts: 50

@sunnydeana Chi Chicago was a remnant of Tri-Ess; has morphed into Chicago Gender Alliance. They have meet-ups almost every Saturday night. Zoom call, regular hotel bar, regular chapter meeting in an office, and then 4th Saturday someplace different each month.

Reply
Posts: 1470
Duchess
(@flatlander48)
Noble Member     Cathedral City, California, United States of America
Joined: 5 years ago

All:

As a suggestion since there is a spectrum of folks who go out dressed to those who have not progressed to that point, why not gather for drinks or dinner and talk about how to support one another, plan a group activity and move forward? The lowest common denominator would be that everyone show up in drab for the first few gatherings. That would take the stress out of it for some.

Reply
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