Did mother dress you in sissy male outfits, white blouses unisex Mary Janes etc etc?

Hi hope you all are well and happy!

I have described briefly my wardrobe that started me to love ruffles and lac, knee socks, tights and anklets: the latter two worn with Mary Janes and the socks with saddle shoes. I was dressed in Eton suits with Peter Pan collar blouses suspender short shorts. Though vintage now, and most younger CDs will have never seen one, a skort. I had several that I saw in photos, pleated front but split in the back like shorts. The other was a hand me down according to my sister. It appeared as a black watch tartan kilt from the front including the pin, and pleated on the side, shorts in the back. I was 7-8 years old and I had to wear these for church and other events. Not every Sunday, but when I went to communion I was so horribly embarrassed and terrified to hear the teasing in school the next. Worn with a white blouse with a round collar. The one photo my sister found I had on a button up cardigan with the collar worn out.

As I got older about 11 I think no more blouses but knee socks with boy shorts and saddle shoes maybe a few times. When all that was gone from my closet, I started both puberty and ”borrowing “ my sisters uniform blouses and whatever I could when alone. Why did I hate wearing the sissy outfits then loved my sisters? Attention, liking being teased by girls especially were all gone with my ruffled collars. Who the hell knows!!’ i was born in ‘53, so that was the time frame. Sorry I didn’t proof rea. Everyone take care

Great post thank you for sharing

My mother didn't put me in a sissy outfit as such but she did put me in a pink puffy dress with white nylons and pink panties and pink strappy sandles on my 13th birthday party I had to greet all the guests at the door so family members, friends some from school some of the mothers too was so humiliating and never really lived it down

I have asked this question of this form several times and though I've had some very kind answers I'm still looking for those of us who were raised in the 1950s and 60s that were dressed and feminate but still boys clothes. Velvet short pant suits with lace trimmed collars and perhaps at times and Kilt Eton jackets and pretty color blouses.

If you had any experiences like this I would love to hear from you thank you

My best

Jamie

In the 50s at our house we were well mannered and never spanked, but boy did we mind. Our mother was taught by her mother, any back talk, disrespect or bad grades the boys were given an enema and put in a dress and the girls were given an enema. Grandma called it petticoating and she would look for an excuse to put us in girl’s clothes when we visited her. Overnight visits and summers at her house were dreaded because we knew it was always a good cleaning when she would say come on honey you’re going on the bag. We would be put in a dress that she picked out and a nightie for bed. Just the threat of a weekend at grandmas would be enough. I remember missing the honor roll once and wearing a dress as soon as I got home from school until the next report came out. I never missed the honor roll again. Times have changed since those days and I doubt if anyone petticoats any more, but it sure was effective back in the 50s.

My mom did somewhat dress me in sissy clothes when young.I didn't know any better but much later in life my wife when in my 50's ask me once if I needed diapers while standing in by the display of diapers.This is a true story.

When my father took custody of me at around age 9 he had to hire a live in nanny and overall she was good to me but she seemed to “run” out of clean underwear for me and her son who occasionally stayed with us and then first wear her daughter’s panties at times and then my step sisters when my dad remarried. She would then check to make sure I was wearing them because I was not allowed to be in her presence without underwear on as it was “unclean” for children to be without underwear. I usually tried to stay close to home when wearing them because I was terrified someone would find out. If I wanted to go somewhere or had to without the nanny I would go into the garage and slip everything off and then put my pants or shorts back on without underwear. Then put them back on once home. I didn’t understand at that age that she had a fetish or felt boys should wear girls panties. They were often tight and uncomfortable as well. It led to more than a few embarrassing moments.

Having been the last administrator of PDQ before the passing of aunty Helga . I got to know quite a few people who were petticoated well into the mid 1980's . Not just men either . There were a few women dressed like toddlers and diapered well into their teens and one girl getting her sissy cousins hand me downs . She said it felt terrible knowing the nappies and panties she was wearing had not only been used for pee and poop but that sissy cousin had also spunked in them as well . Her main fear of being petticoated was when her cousin was visiting and they would both be given suppositories and have to sit side by side on their potty's holding hands while the family would watch and take bets on who would poop first .