How long have you cross dressed?

[Kerry30Den]

Passing isn't what dressing is about for many of us.  It's about how we feel and as long as dressing makes you feel good that is all that matters.  I don't dress to pass, I dress for me.  I'm fortunate that my wife enjoys my dressing with me so in that way I can dress for her too. 

[Kimberley Beauregard]

It must be nearly two years now. I haven't been dressing up as frequently over the past year (I only get a chance to at gatherings) and I'm not too happy about that.

[Kerry30Den]

It must be nearly two years now. I haven't been dressing up as frequently over the past year (I only get a chance to at gatherings) and I'm not too happy about that.

Aww that's terrible hon!  I've had to curb my dressing over they years having a sis in law and later a newphew move in with us. So I know how living situations can hinder your dressing and be super frustrating.  Hopefully that can change for you soon and you can express yourself.

[KarlMars]

It must be nearly two years now. I haven't been dressing up as frequently over the past year (I only get a chance to at gatherings) and I'm not too happy about that.

You most definitely pass as a woman!

[Kimberley Beauregard]

Thank you, Kerry. It's just a matter if getting my own place, but having to leave my job in December has thrown a spanner in the works.

EDIT: and thanks, alienbodybuilder.

[KaylaW]

5. Started with my moms panties. A really pretty black lace pair I found plundering in her dresser. I was caught and told I couldn't do that. I'm 43 now and I've been doing it my whole life.

I do consider myself genderfluid and I'm positive I have an identity problem. It's deeper than crossdressing for me but being married to someone that is not supportive or tolerating has made it very rough. 


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[Kerry30Den]

5. Started with my moms panties. A really pretty black lace pair I found plundering in her dresser. I was caught and told I couldn't do that. I'm 43 now and I've been doing it my whole life.

I do consider myself genderfluid and I'm positive I have an identity problem. It's deeper than crossdressing for me but being married to someone that is not supportive or tolerating has made it very rough. 


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Being married to someone who isn't supportive just plain stinks IMO.  My ex-wife had issues with all of this and it was a miserable existence.  Fortunately my 2nd wife is the complete opposite and its quite refreshing.  Hopefully you can find a compromise that allows you to express yourself.  Maybe you can use the genderfluid angle to see a therapist and help you and your wife come to terms with all of this in your relationship.

[KaylaW]

That's a sweet thought but it'll never happen. I have to express myself when I'm alone, those are rare occasions.

[AmberM]

I started when I was 13 and did it through my teenage years but now that I'm in my early 30s I want to restart and go deeper.

[Louise]

I started crossdressing when I was a pre-teen.  I am now in my 70's, so you could say I have been doing this all my life.  For the longest time I only dressed in secret and tried suppressing it many times.  About 18 years ago I came out to my wife and since then I have dressed more openly at home.  I have gone out dressed only on a few occasions.

[KarlMars]

I started discovering feminine things when I was 4 or 5 (hosiery).  As I got into grade school and was a latch key kid in 3rd and 4th grade I started finding my way into moms skirts, shoes etc.  I remember rushing home from school so I had time to play dress up.  I'm 43 now so it's been a while As a CD I live comfortably in both worlds... I'm comfortable being male with a side of feminine.

I have a MTF nephew and though we use the male pronouns for him he doesn't always act like a guy.  It makes it tough to always see him as a guy; we struggle and make an effort though.  My hope is that when he gets on testosterone that, that will start change and we can all REALLY see him as the guy he knows he is.  I try to point out the discrepancies I see in a non judgmental way (not sure he see's it like that though).  My point is that speech patterns, gestures, as well as clothing choices communicate male or female (whether we mean to or not).  Hopefully your family can come around and talk to you and treat you like a guy if that is who you want to be/are).

Exactly what my family does. They will still call me my female name and "she". I'm hoping that once I look more masculine on T they will start calling me my male name and using male pronouns.

[JulianaH]

Almost 50 years so that puts me in the category of being "old" haha. One thing I can say though, at least for me, the feeling of being transgendered has never gone away.

[KarlMars]

Almost 50 years so that puts me in the category of being "old" haha. One thing I can say though, at least for me, the feeling of being transgendered has never gone away.

Wow. When did you transition?

[JulianaH]

I'm living about 75/25 on the fem side, I've never had the desire to fully transition although the lines are really blurred.

[bree_davis01]

started around 12 or so.. wore bras, panties and panty hose under my boy cloths. around 14 I got caught by my sister.. we became bffs and nothing mattered.. my mom found out around 16. after that, it's been easy. worked to buy my own stuff etc. now I'm 30 and out to a bunch of trusted friends. I dress 24/7 and love to shop. I'm still working on public dressing but lil steps..

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[chris.deee]

Started around 9 or 10 in private.

Came out to my wife at 26 and started going out in public soon after.

Still married and dressing part time in my 50's.

[KarlMars]

Thank you, Kerry. It's just a matter if getting my own place, but having to leave my job in December has thrown a spanner in the works.

EDIT: and thanks, alienbodybuilder.

Whether it matters to you or not I'll pray for you. 

[Daphnelove]

Started when I was 17 am now 28 unfortunately my opportunities are few and far between. Despite doing it for so long I've never worked up the courage to buy my own clothes

[chris.deee]

Moving from "borrowing" someone else's clothes to having my own was a big step. Having things that you choose is a big part of making it all normal. Even if you can't just hang it all in your closet with the rest of your things, they are YOUR things and it means a lot.

[Maddie]

Started 5 years old. Immediately caught 
On and off ever since, depending on living situations, who i was involved with, or my state of mind.
More on than off lately