Like most guys who like to wear dresses, I don't understand the desire, but I can't shake it either. As you can probably relate, I've attempted to many times in my life. My fantasy dress up is not sexual but more about the innocence of the era.
I like to dress as a 12/13 year-old girl, just budding, in 1962/1963. This was at the tail end of the big petticoats era. So, sometimes I like to wear a dress with puffy sleeves and silky panties and petti pants with big petticoats underneath and sometimes I like to wear a simple straight line dress with cotton panties and a full cotton petticoat/slip underneath with ankle socks and Mary Jane shoes to match. I have purchased reproduction Sears catalogues and LOVE the dresses, underwear and petticoats pictured there, but find it difficult to locate dresses like these that fit me.
It is expensive to have them custom made and what I find online just doesn't seem to fit the bill. The frilly dresses are always made of a satin material instead of cotton, which I prefer. Although I do like the party chiffon dresses girls wore back then, too. But I can only find them in "flower girl" sizes.
Then there is the matter of fantasy play. Although I like to dress this way, I find it difficult to put my mind completely in the role of a 12/13 year-old girl in the early sixties. I realize it's "acting", but not having anyone to role play with makes it hard. And FINDING someone who "gets it" is impossible. It's not like one can advertise it! Besides it would be embarrassing, at least at first. Going outside dressed this way is the best, but not always easy to do. So many times I have dreamed of living on 10 or 20 acres where I could create my own "play land". But, I'm just dreaming. I have heard of a camp for "girls" like this but I'm on the west coast (US) and the camp is on the east coast. I recently found a schoolgirl outfit at Disneyland, of all places, that is great for an "off the rack" outfit. I bought the full dress, the skirt (with a silky lining) and the peacoat. Here's a picture of the full dress under the coat...
Am I the only one who enjoys wearing these type of outfits? Please share your thoughts/experiences with me if you like this era of dress up as well.