One of my favorite memories from my teenage years is the time my parents and brother went away for a weekend and left me alone at home. I was 16 at the time, a very quiet teen that my parents could trust not to arrange any big house parties in their absence.
Of course, house parties were the last thing on my mind.
This would be the perfect opportunity to dress up and stay dressed up without worrying what time my parents would be home.
On the Friday afternoon they left, I waited about an hour ( out of paranoia that they'd forgotten something and would return to pick it up ) before slipping out of my boy clothes and taking a shower.
After that my mother's wardrobe was my oyster.
Over the next 48 hours I think I wore just about everything she had ( and she had a lot of stuff ). Dresses, blouses, skirts, old jumpsuits left over from the 70s, night attire... the selection and amount of potential combinations was huge.
It was the first time I fully dressed in panties, bra, nylons, blouse, & skirt.
I tried everything, although it was her silky satin clothes I spent the most time in, including sleeping in her satin pjs. I spent most of the time fantasising I'd been turned into a girl - I was a 16 year old crossdresser locked in silky satin heaven.
Other 16 year old guys might have tried to get a girl to stay over on such a weekend, whereas during that weekend I WAS a girl
I suppose I was quite lucky to have such an opportunity, plus such a huge selection of clothing to try on. I've no idea how my mother never realised I'd been wearing her clothes, or if she did then she never said.
My parents went away again the following year, this time for a full week. That was great, too, although that initial first weekend of crossdressing freedom couldn't be bettered.