Was Crossdressing more Fun in the 1960s & 70s

[Robbiegirl]

Growing up all the girls wore such frilly items and dresses to school that it was impossible not to notice and be curious about how one would look and feel wearing them !

If you had to wear a girl cousins or neighbors clothes if yours got wet you were almost certainly going to end up in a dress. Also so many initiations at fraternities and clubs involved girls getting to doll up the boys in their clothes. Something they greatly enjoyed. In my neighborhood the girls were always putting boys into their girl scout dresses or school dresses for Truth or Dare or other games. Not as much Tv back then, so lots more crazyness !

I wonder with day to day boy clothes and girl clothes being so similar if there are far fewer boys that get curious and crossdress ?

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[Stephanie47]

My interest in wearing women's clothing did not occur until puberty. I do not recall any instances at all of boys ever donning the attire of their sisters or cousins or playmates. The real big issue in the 1950's and 1960's was confusion about sexual identity. I've stated it many times cross dressing men were deemed to be homosexuals. And to be deemed a homosexual was almost the kiss of death as to how society treated homosexuals.

I love the picture you posted. The lingerie of that era was wonderful. I don't think any little boy really cared about the lingerie. As a teenager with raging hormones and lust after women I'm sure they did not fantasize about wearing those clothes. They fantasized about getting them off a woman.

Being a cross dresser is a lot deeper than just wearing the clothes of a woman.

[Alice B]

I would have no idea as I did not start until the 90's

[sometimes_miss]

I was only a kid in the sixties; for the first few years, it was just sort of a matter of getting used to wearing girl clothes. My abuser dressed me in his sister's clothes. At home, I took my elder sister's clothes from where my mom had stored them in the attic; at first, I'd return them there when I was done wearing them, but over time, learned places to hide them in my room so I could dress whenever I wanted to. As I got into high school, I was just dressing for myself, going through all the guilt, fear of being caught, and confusion because I truly didn't know what I was, and that feeling went on for a very long time. So I wouldn't exactly call it fun. More of an odd comfortable feeling when dressed up as well as I could, and a satisfied feeling when I could do my hair up like the girls, sometimes put on some make up, too. I got it right a few times, when looking in the mirror I would actually see a cute teenage girl looking back at me. I think I might actually have been able to pass back then, except for my giant size 14 feet.

[babydoll2]

In my opinion, the 70s and 80s were the golden age for lingerie, with maidenform sweet nothings, girly bikini panties (but not thongs). Ultra feminine, sexy but in a more subtle way.

[Rhonda Darling]

It was certainly more difficult for a teenager/young adult to get clothes, and dressing was MUCH riskier.

[Robertacd]

Well coming of age in the 70's/80's I do have a soft spot for those styles. I was always attentive to what the women and specially girls my age actually wore. I enjoyed looking through the catalogs at all the pretty things, I basically still do that all the time online now.

The bra I am wearing right now is a vintage store brand and style that had been around since the 70's but they quit making in the 90's. I have a handful of them and immediately buy everyone I see on E-bay in my size.

[Janice An]

The 50's and 60's and 70's just seemed more feminine to me. I like full skirts with petticoats and you don't see that much these days.

[Teresa]

Robbie,
Maybe girls also had less of a choice then as most wore dresses or skirts , jeans were coming in but mostly Levi's which were very expensive in the UK . Usually the skirts and dresses were fuller so they needed a slip or a fuller petticoat . The mini skirt tipped things on their head , the shorter hemlines meant different underwear and worse of all the advent of tights ( pantihose ) . I loved wearing my sister's full dresses with full petticoats and stockings but wasn't so happy about mini skirts/dresses .

The choice today is mixed as any hemline is OK but women do wear trousers more than skirts and dresses . I looked round the coffee shop yesterday while having coffee with my sister in law and I was the only one wearing a skirt . If you want to dress like a woman then you have to go with the flow , I'm still enjoying it .

[docrobbysherry]

I was in middle and hi school in the 50/60's. Many boys trying on women's things is a CD fantasy!

Stephanie nailed it! The girls/women looked sexy as heck! We liked the clothes on them. But, only wanted to get the females out of them!

[Linda Leigh]

In the early 60's I wore my sister's clothes and so worried about getting caught.

[Jane G]

Yes the clothes were wonderfull. Though I recall my favourite outfit in the early 70s was a black sparkley cat suit. I was far more out then, quite glam rock, but without the platforms. Hated those silly shoes. Then I went through a phase where I loved light airy summer dresses. Oh sweet memories of youth.

(Of course it was not all roses)

[Judy-Somthing]

I started dressing mid 60's so of course I became fond of the styles, stiff fabric, and the foundation garments.
Hard to believe anyone could wear a girdle all day, but they do help make a sexy figure!

[Asew]

I may be too young and naive, but I think it is more fun now. Better materials that are stretchy (thank you spandex), stronger (no more runs), easier to maintain (no more dry cleaners), and cheaper than ever (my wallet says thank you). And you buy designs from all the previous decades or buy what is trendy now. The older styles may not blend as well as they did when they were more popular, but if you wanted to blend you could wear the male wardrobe anyways

PS, no more bullet bras

[susan54]

I didn't start until the 1970's and the clothes were rubbish - A line skirts in artificial fabric, very rough sheer tights, boring underwear, shoes like clogs. There were still some old fashioned shops selling ghastly clothes like brushed nylon nighties and you could even buy directoire knickers in department stores. I bought one pair and have only worn them once - no idea where they are now. The bras and girdles were made of some horrible stiff stuff that looked a bit medical. I know you can see lovely stuff in catalogues but I suspect that this is from the 50's and 60's not the 70's. It is much better now than the 70's.

[BLUE ORCHID]

Hi Robbie Girl , I started in the Mid - Late 40s and by the 60s' & 70s' It was just what I loved to do.

>>>>>>>>>>>Orchid ..00..

[Angie G]

Back in the early 60's I started trying woman's clothing on here and there when I could. Things I could find handy or sneak. It was fun but a bit hard to hide and a bit stressful. fast forward to 2006 when I told my wife who accepted Angie into the house the fun really started.
Angie

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It was fun back in the 60's. I've much more fun now the my fife knows and plays along with it.
Angie

[Periwinkle]

I wasn't alive in the 60's and 70's but I will say that typically, unless a clothing store is basing their items off of trends from the past, I tend to prefer picking up vintage pieces at thrift shops.

I dunno... Girls can wear whatever they want, but lots of fashion today is very basic, skintight, and worst of all, boring! I like pretty, lacy, flowey things, and maybe a rad floral pattern here and there! I also tend to prefer to dress modestly (That goes for when I'm in guy mode as well!), and it's a lot easier to find modest clothing options when I buy older clothing.

[Micki_Finn]

You mean back when it was tacitly “ok” to beat the crap out of men for wearing women’s clothes? Wheeee, fun...

[susie evans]

I didn’t go out until the middle 70S and it was much more nerve racking than today you had to be very careful where you went , and it also helped if you could fight it need be but is was worth the risk , I would do it all over again

Susie

[Patience]

What's the point in wondering? Assuming it was better, we couldn't go back to that time anyway.

I believe this song encapsulates my feelings on the matter.

https://m.youtube.com/watch?v=RJReBytC9So

[Terri1492]

Sitting here thinking, I prefer current styles to past decades. My zone is wearing skinny jeans and a nice blouse. I've tried dresses and skirts, but I prefer jeans especially skinny jeans.

[Sara Jessica]

Ahhh, the 60's & 70's, I'm sure your closet was so much more spacious then.

[Teresa]

Patience,
The fact is if we want , there are great retro shops that sell the older styles , charity shops can have some good finds as well .

I might just ask if one of my social groups might do a sixties themed evening.

Micki,
While you are possibly right Robbie wasn't thinking along those lines . I think it was a lovely question to ask , it made me look back over that period and maybe some of the younger ones might have enjoyed our recollections .

[GaleWarning]

Back in the 1960s the world was a good deal more homophobic than it is now. I knew that I loved wearing my mum's clothes, but the feeling of guilt was HUGE.


In the 1970s I was married to woman who refused to wear hosiery or heels. This provide me with the 'excuse' to do so. But I still had children to worry about, as well as a wife who could not and would not understand my position.


Also, there was not internet, and so I supposed that I was alone in my desires.


So, No I don't think crossdressing in the 1960s and 70s was fun at all! At least, that was my experience.