At what point in your CDing did you try on your first Bra & Panty

[Heather76]

The first time I put on a bra I was about 12 years old. It was one of my mom's bras. The first time I put on panties I was 74. That was 4 years ago.

[ssandy]

I wore my mother?s stockings and girdle at about 10. Once you do it and like it you can?t stop. Worst mistake you can ever make is to buy and purge I guarantee you?ll buy again. The feeling is great
And wonderful.

[Crissy 107]

ssandy, Great post and I could not agree more on both of your points!

[Anne63]

I haven't got to the bra stage, at least not yet. However, I've worn panties for several years, largely for comfort reasons, and probably own far more than most biological women. Only recently have I graduated to skirts. One step at a time.

[Jamie Christopher]

About 10 or 11; mom's girdle under jeans to the supermarket, witch leaded to wearing her bras, no coming back after that...

[Claire M]

June 1969 ..... I was in the bathroom and my sister's clothes were in a pile on the floor. I picked up her panties, white cotton with little blue flowers. I suddenly HAD to know what it would feel like to try them on. There was a laundry basket in the bathroom so after that first time it became a regular thing, just trying them on for a few minutes. A week or two later I pulled one of her bras from the basket. Same thing, I just HAD to know how it felt to wear one.

[Nancy44]

I must have been 6 or 7. I just couldn’t get enough of my mother?s nylon panties and slips. I can’t imagine now that this went unnoticed.

[Joanne108]

Wow I might have replied to this question before. I was nearly six years old. And there was some dress up play. I was dared to try on a bra. I did, and I clearly love it because I still find reasons to wear a bra and all the rest of women?s clothing! I am glad I did!

[Nancy44]

I think it was a wonderously silky black YSL bra and panty set just after I started working and had some money to spend. That was an exciting moment.

[Angie G]

I was Very young maybe 11 or 12 years old witch makes it about 65 years ago.

[Allieboy]

I was a latch key child so I had access to my mother and aunt?s clothing for about 3 hours during the week. Always had a fascination with girls and women's underwear. Around the age of 8, I remember going into my aunts room and putting on a nylon panty and finding a slip with a built in bra. A vivid memory for decades.

[shellyc]

I can remember getting caught by the baby sitter in my mothers night gown. Hid under the covers but she saw me:/

[Lacey New]

June 1969 ..... I was in the bathroom and my sister's clothes were in a pile on the floor. I picked up her panties, white cotton with little blue flowers. I suddenly HAD to know what it would feel like to try them on. There was a laundry basket in the bathroom so after that first time it became a regular thing, just trying them on for a few minutes. A week or two later I pulled one of her bras from the basket. Same thing, I just HAD to know how it felt to wear one.

Ahh the common laundry hamper! I see that I was not the only one tempted!

[Katherine L.]

I tried on a bra for the first time when I was 11 or 12 and found one of my mom’s in the laundry hamper. Bras were always my favorite item of female clothing, so since that first time 50+ years ago I have worn them regularly. I wore my first pair of panties a bit later, probably when I was 15 or 16. They don't have the same appeal to me that bras do, so I've worn them much less frequently over the years, but I still do on occasion.

[Sometimes Steffi]

I'm guessing I was about 12 or 13. I was old enough to be left at home alone.

I always had a plan; Surveillance, plan, infiltrate, accomplish the mission, exfiltrate.

My first mission was to try on my mom's panties. I must have tried on one of her bras shortly afterwards.

I used socks to fill the cups. There had been a rumor about a particular girl at school using a sock to, umm, "enhance her figure." The rumor was that the socks fell out when she was changing at gym class. I never could verify that rumor, but on some days her breasts look kind of lumpy. Anyhow, I thought if she could do it, I could too.

[Donnell]

I was eleven. A teen neighbor had me dress up in my mothers panties, bra and girdle. Through that summer it became a weekly thing on Saturday night while my parents were out. It rose to nylons and dresses. My mom's things were big on me. We eventually started dressing me in his moms things. Her size was more petite and sexier too. We moved away after that summer

[Harriet14]

I live in Ireland, to put context on this reply. About 1965, when I was 16, my aunty, who lived-in as a servant in a mansion, with my grandmother ( her mother) had a boyfriend in a town 3 miles away. When aunty wanted to go out at weekend nights, I would stay to mind granny, aunty returned around 2am. One night, as she got ready to go out, I was caught examining one of her long-line bras. Her response was to ask if I liked those, I did venture to trying her ob girdle and nylons. I'm certain she knew. Sadly she moved to England but no going back on my interest. Now have my own slips, corselettes, girdles etc that I wear with my wife's approval at home.

[CynthiaD]

I was 12 when I first wore a bra. This was also the first time I wore a dress. Both borrowed from my mother.

[Michelle1955]

Around 5 at a neighbor house playing with a friend. She and I switched panties and underwear.
Bras think around 10 or 11 .

[NewGirlChloe]

When I was early teens and my sister was at university, I would wear her bras and knickers when I was home alone. Later I began to try on my mother?s bras, but now I have plenty of my own.

[Samantha43]

I was probably 12 or 13. Dang, that was almost 50 years ago!

[SylphDevine]

I was 9 with panties, although I have a memory of being in a crib and having my mom drape a red slip across my body. Anyway, I wore my moms peignoir with her panties and the first time i was so excited! It never occurred to me that she would know I had worn them. They were very subtle, but they let me know they knew what I had done. So after that I protected myself and carefully folded her stuff and put it back. Never heard a word after that and I wore that set anytime I was alone in the house.

When I was 17, my girlfriend showed me all about bras and how to dress properly and use makeup. She liked transforming me into a girl a lot. So did I. It was grand fun.

[countrygirl]

I was probably about 11 years old. Remember trying on a bra and panites and pantyhose. Felt amazing then natural progression was a dress and the rest is history.

[Maid_Marion]

My wife gave me the "green light" for panties when we had "the talk."
I didn't buy a bra until a couple years after she passed away.
A big event going to the nearest Target and buying a black racer back 32AA bra!
It fit perfectly! It was meant to be!

Marion

[Maxine Smith]

It was quite some time ago, but I'm pretty sure a bra is how I started crossdressing in the first place