Comments on: How I Became a Crossdresser

By: Rhonda

Rhonda — Fri, 02 Jun 2023 21:49:09 +0000

I have thoroughly enjoyed my life living as a woman since my teen years. One of my aunts that I spent a great deal of time with, got me started wearing some of her clothes. I started with panties, stockings and garters and a bra. The usual simple items at first. As the days past she let me wear skirts and blouses and sandles for a while. I felt so wonderful I didn’t want it to end, I told her. She took me shopping a few weeks after I started dressing in her clothes and bought me a number of my own items in ladies clothing.
She did my makeup perfectly, as well as my nails, both finger and toe. I was slowly converting to a young girl and loved every minute of it.
I made up my mind that I was going to dress as a girl or woman as I got older, for the rest of my life.
I have my late aunt to thank for my changes and for helping me to be happy.
No regrets.

By: Chrissy

Chrissy — Sat, 11 Mar 2023 19:13:16 +0000

I can’t remember a time when I didn’t crossdress. I used to ply dress up with my sisters and always wore the girly clothes. My mother noticed this and turned a blind eye to it, she came home one day when I was a teenager and found me in her bra and panties, she just said ‘they’re mine, take them off’ and walked out of the room. A couple of days later I found some underwear, a dress and shoes in my bedroom, along with a note saying ‘these are yours, you can wear them anytime’. At first I wore them in secret, she knew. Then one day she said put your pretty dress on and come downstairs, when I got there I was confronted by almost every female member of my family, not one of them batted an eyelid and they all treated me as if it was perfectly normal.
After that, at every birthday or christmas there would be a couple of girly gifts for me, it’s been over 50 years now and my female side is just as important as my male side, with much prettier underwear!

By: Alan

Alan — Sun, 11 Dec 2022 11:19:22 +0000

You are so lucky.I don’t think my wife would do that for me.I have wanted to crossdress for a long time.Thanks for your story and good luck

By: Roxanne Lanyon

Roxanne Lanyon — Fri, 19 Aug 2022 10:30:10 +0000

If I could only become a woman – even, a wife for a Daddy! I so want that! I will be a good, obedient woman for him, and make him so happy and satisfied! Even his sweet taste in my mouth is so sweet and delicious! Oh, simply to be in a pretty dress and panties for him, make him moan and groan in the evening, feel his kisses all over me – I so want that. Won’t someone help me with this? I will certainly try!
Miss Roxanne Lanyon
mcanoe84@yahoo.com

By: Jonathon Swift

Jonathon Swift — Mon, 11 Oct 2021 21:39:44 +0000

Many years ago, my wife, out of the blue, started to put some makeup on my face and dressed me in her long slip with a towel covering my short hair. Then she took some pictures. Another time she painted my toenails red. They were red for 2 weeks – she didn’t know it but I actually touched them up where needed! She never did anything to take the polish off! Eventually, I unfortunately did this myself. Whenever she sees men dress up like woman on TV, she always laughs at them. I think that the cross dressing, etc., turns her on! So these stories that we are reading actually could be real!

By: caroline beck

caroline beck — Tue, 24 Aug 2021 12:17:42 +0000

I love dressing like a women, i love bra ,gaine , pantyhose, dress and i go in the street like this.i go to the lingerie shop and buy lingerie

By: Bernard Bibby

Bernard Bibby — Tue, 06 Apr 2021 13:20:21 +0000

Well, why will readers be so surprised at this after all all, all men on this planet start their life as female and then a few get converted to male for the sole perpose of procreation.
Now, you not accept this so ask yourself these two questions, (A) why doe men have nipples we do not feed babies, (B) why is it that men can catch and die of breast cancer. It is that bit of female that we start off with that is in all of us in varying degrees and that is what governs who we are and what we turn out to be.
Education is what is needed so that a better understanding on the male condition in all its forms cant be understood by all.

By: Brit

Brit — Thu, 26 Nov 2020 17:50:58 +0000

I’d totally enjoy having a girls day at wall mart.. you’re soooooo lucky!

By: Nancy

Nancy — Sat, 21 Nov 2020 23:39:19 +0000

When the feminization and first time.out,. In my case, I always wanted to crossdress. My wife only word no.
My wife and her caregiver, she had a broken toe. They planned a Halloween three days get together. Friday through Sunday. Three couples
Thursday after work. I was ushered into the bathroom. She told me to strip.. Now you have what you wanted. I’m your dominant mistress and your my submissive whatever title I want wife, girlfriend.
She placed me in the shower. Got my body wet. She then told this would be last time I would have any male body hair. Ten minutes later totally bare.
She said,(” I’m glad, you have same size feminine body as mine. You can share my wardrobe. Think of all the nighties you bought me.”)
Lavender panties with maxi pad to make it more feminine. She slid them up my legs. Push my penis down and the pad held it. Padded bra pantyhose, Blue pants suit. Then makeup And finally blond wig.
I look in the full length mirror. No.sight of any manhood
She said How do you like the look Katie. I guess that’s my new name.
I was handed a black purse. Car keys, wallet, cards and lipstick.
She told me a Walmart.list is in your purse. She opened and handed it to me. I made sure I could read it
Six items. It covered.the whole store. Don, Lucy’s husband will there.
Carla said I wouldn’t be able to recognize her. It’s Donna now.
I left got there. Took a basket from the parking lot. No interaction with cart person.. Started on.list.
The clicking of my heels was annoying
Then from behind, (“Katie you’ll get use to it.”)
I turned around and, I said, (” Hi Donna,”).
We talked she.has been doing this six months. Donna thought my voice was better than hers. We went shopping like two girlfriends.
Paid for everything, got out. Donna said,(” One thing, take your lipstick out and compact out. Put more on and then you can go.)
Got home I thought 5pm home and now home again 9pm. Feminized, dressed and out in public.

By: Carlos Nocedal

Carlos Nocedal — Thu, 29 Oct 2020 15:28:12 +0000

I’m a sissy since i was 5 yo i’m start dresding with My mom and My sister clothes and My mom lingery and i.nevet Say nothig to My mom because i was afraid and in México was very homofobic in that times and never been hormonize and i’m alwas be have in a cirgury to chenge My frce in to a womens face and My body and have boobs anda beautiful ass but now i’m 48 and i don’t know how to make up and still look like a boy can You help me to look more femenin and look pretty and femenin