Greetings to you, dear readers. I hope life is progressing well for you. Have you noticed that life as a crossdresser is a journey? It certainly is for me. The further I go, the further I have to discover things about myself – all things good, I’m happy to report.
So today, I’d like to discuss age differences in who we feel ourselves to be. What age do you feel yourself to be in your crossdressing life? That may seem like a weird question but think about it. Do you feel yourself to be a young girl? Did you perhaps start crossdressing by wearing your sister’s bras, panties, and skirts and other things? You know – the frilly socks, Mary Jane shoes, the schoolgirl uniform with a skirt and blouse, like the Teacher’s Pet Uniform from Xdress you can see here.
Some of you, I know, remember how luscious it was as a young boy to fantasize about being a girl in those wonderful school uniforms, training bras, and panties. Don’t forget to add some nice black stockings, like the Simple Seamed Stocking you can see here. If you like, you can go to a brick and mortar store and find thigh-high hosiery. Or, if a bit more daring, try a garter belt with the hose. XDress has several choices. So, do you see yourself as a young girl dressed in those innocent clothes of a prepubescent girl?
On the other hand, you might have started your crossdressing life by wearing your mommy’s clothing. My mom had a pair of shoes I loved. They were penny loafers cut so cute. They fit me perfectly, and I asked her if I could wear them. She was fine with that, and I wore them a lot – even in public. I tried her high heels, but they didn’t work for me. I am partial to flats, as heels don’t work for me, as I already said, but perhaps they will work for you. All shoes are really attractive – I just wish I could wear them all!
Having taken to my mom’s clothing, I am particularly drawn (given my age) to the 1950’s housewife dresses. Think Donna Reed, if you are old enough to remember her –the housewife full skirt and dress kind of look. Of course, you must also wear proper hose and shoes, as well as a corset. You can find proper corsets from XDress here. How could we forget wearing a proper bra with proper housewife clothing? Go here to see some wonderful examples of bras that fit just right for our gurly build. It’s also a lot of fun to go shopping in a brick and mortar to find other bras and panties. I should know – my wife has bought more of my bras and panties for me than I have!
On the other hand, some of you may prefer the Goth look. What led you to that? Why do you prefer black everything, including nails, makeup, and clothes? What led you to that?
So, what is your preferred age and style of clothing? I personally prefer an age-appropriate dress, given my great admiration for my mom and wanting to look like her. Perhaps yours is younger or edgier? Warm-up that keyboard and tell me about your age/style preference. As you know, dear readers, I love to hear your stories.
Fond regards,
Angie
40 comments
Hello again and thank you for the warm welcome
I have a lot to add but for now just a short note to say, Angie, I too love the young girl look in pretty dresses and ruffles and frills. It is indeed such a sweet look.
Thank you as well Peter
But just let me say for now that something I have learned is that other people don’t really seem to care that much what somebody else wears. The trick ,I find<is to be confident and sure of yourself. If is is O K with me ,then it seems to be fine with them. I have many experiences going out in public wearing a skirt and ladies sandals often with nylons. I have been in places like the grocery store ,movie theater. Princess Auto, the bank and other places wearing a skirt . Not trying to look like a woman …..just a guy in a skirt. Be confident….be brave ..have fun. Above all be true to yourself. Don’t wait until you are old to live your life like you want. I am sure nobody else worrie about what you think of their clothing choices.
BTW Sallie I will tell you all about my dressing as a French maid in another note. I love that look as well.
Again,thank you all for letting me have somebody who truly understands what it is like being a crossdresser. Personally I LOVE it
Hi again all. I just love reading your stories! Cordell, do please share more with us. I suspect that our experiences parallel each other, as do those of many others who are contributing to this thread. Keep those comments coming!
Fond regards,
Angie
Welcome Cordell, thank you for sharing your story. I love to read stories that show how others were influenced when growing up that lead to our “dressing age”. I mentioned that my dressing age is definitely on the younger side. I was mainly influenced by schoolgirls at my local catholic high school hiking up their school uniform skirts to make them look like mini skirts, almost showing their panties, and I loved the look of white knee high socks in Mary Janes. Everyone must have a story, and I look forward to reading more!
Hi everybody.
I really love reading your stories of how you all started enjoying the wearing of sweet girly clothes .
I lived next door to an elementary school in the early 1950s and about the age of four or five I was treated to the wonderful sight of pretty girls wearing lovely dresses or skirts and showing their pretty panties as they skipped rope or used the swings in the school yard. That was when I was first attracted to skirts and wanted to see how it felt so I made my first skirt from a pair jeans by cutting off the legs and crotch material. From the first moment I put that on I was hooked for life. I agree that crossdressing is a journey as I progressed from wearing skirts to include panties and more as time went on . I remember vividly the first time I sneaked a pair of my cousin’s nylons and the exquisite sensation I felt when I first pulled them up my legs at about twelve years of age. Then at the age of sixteen I scavenged a complete outfit of hers from panties and little grey skirt to nylons and garterbelt and strappy open sandals. it was Halloween and I could hardly contain my excitement as I shaved my legs and dressed completely as a girl for the first time in my life. Yes I appeared in front of family but they all just thought it was a one off ,just for Halloween . In my seventies now and still love being dressed as female. I would love to elaborate if anybody else would be interested in hearing about the rest of my crossdressing experience.
I loved reading all the comments for you fellow crossdressers. So nice to know there are others of you and that I was not the only one who liked wearing panties and skirts which is what I thought for so long when I was young
I would like to wear more feminine outerwear items as well as panties and camis, but I don’t think I would pull it off (I am 6ft 2" and in my 40’s and reasonably well built). I do wear short womens althletics shorts and leggings, and recently have fallen in love with very short cap sleeve T shirts with wide necks. These show my muscular arms and chest off well, and I really don’t know why these aren’t made for men (hint to bodyaware) My back yard is reasonably private so I can wear these there, and have occasionally run out to the mailbox, but only under cover of darkness. So I would say my dress age is late teens or early twenties. My wishlist would include a short miniskirt with knee high white socks, mary janes and a strappy bra top under a cropped cap sleeve T.