Freaky Friday *16


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about 2 years ago
why were digital cameras extremely expensive when i was his age?!?!?!?
about 2 years ago
“brando” When I was his age Photography had only just been invented :-)
GREAT invention when put to the right use don’t ya think?
about 2 years ago
very great invention…… i’m 19 by the way
about 2 years ago
he’s the same age as you I’d wager then, and just a year younger than I am
about 2 years ago
I also liked to try on my sister’s silk slip over my naked ass when I was about fifteen. It wasn’t about dressing like a girl. It was about how it felt against my ass and cock. We used Polaroid cameras back then. Very cumbersome.
about 2 years ago
It suits him, for sure! He looks great in that.
about 2 years ago
hihi. cool ^^
about 2 years ago
That’s hot. I think the yellow really makes this one. And the hat.
about 2 years ago
Wow wat een mooie jongen , egt te gek
about 2 years ago
Yellow skirts deos a boi good
about 2 years ago
It’s a nice picture, interresting. I’m fascinated by its composition : it is all insolite : the bowl, the bathroom with all the beauty products. But the most interesting is the hat and, of course, the beautiful light skirt. the yellow…
about 2 years ago
I think we should thank “Mr. Digital” for inventing his wonderful camera. History will now have an excellent record of human weirdness.
Yeah the boy above looks swell.
I just love it when lads try on their sister’s stuff. Like that scene in “Billy Elliot” when Billy goes over to his friends house, and is greeted by the kid as he’s wearing his sister’s dress.
I think this may be besides, jerking off, one of the most common “weird” acts of boyhood. You’ll be hard pressed to find a guy that didn’t do this at least ‘once’ when they were young.
about 2 years ago
“sidney” I have absolutely no idea what you mean; besides it was her idea YEAH RIGHHT! Little Mr innocent ME ;-)
about 2 years ago
We all have “Home Alone” adventures.
When I was 12 I tried on my mother’s slip. It was way too large. So I went into my sister’s room, and tried her’s,…it was just right. ‘Had nice frilly stuff along the bottom too. I decided against trying on her training bra. Even then I thought that was going too far.
If only Mr. Digital has invented that camera of his 40 years ago!
about 2 years ago
Lol, Sidney, I was obviously a late developer in comparison to you. I put on my sisters dress when I was 14. Just in the interests of science, obviously! Of course, I made darn sure nobody else was in the house…
about 2 years ago
Like I sez there was clearly alot of junior “scientists” out there doing intimate “research” in their sister’s closets. If they make a video of my shabby life I want that scene of me trying to find a slip that fits thrown in.
Something from the “Moldy Peaches” should be playing in the backround. Somehow I think Kimya Dawson would understand.
about 2 years ago
You make such a cute girl, dressed like this
about 2 years ago
Great photo that I think reveals a little truth about all of us. i for one would like to see more like these. Again the expression tells the truth not the skirt. Nothining like the right feel to make create the right look!
about 2 years ago
I think there should be a “Boy Dressup Day!” Perhaps it could be held the day after the Solstice in june. Something like how the Mermaid’s Parade in Coney Island opens summer in New York. A happy Mardi Gras sort of thing where guy’s girl friends, and or their mommies dress’s up boys.
It could be a cross between the Japanese “Boys Day”, the “Mermaid’s Parade”, and “Halloween”. I think it might be popular. It will at least give boys a legit excuse to dress up in the mother’s or sister’s stuff, and get away with it.
(…well once a year anyway.)
Obviously “dressing up” is one of them great secrets of boyhood. Reguardless of orientation most boys do it.
So long as there are strict, and separate gender roles there will be the mystery of the “other”. This barrier, and what’s on the other side will continue to intrigue boys.
This being so we might as well properly ritualize the damned thing, and have a good time while we’re at it.
about 1 year ago
Yes , my boi for sure, gotta luv crossdressing/
about 7 months ago
Its nice to keep young boys in dresses,you can get to everthing easy
about 1 month ago
Does the laddie have style or what? The skirt matches the bathroom fixtures, and in the event of a plumbing problems a hefty monkey wrench is close at hand. Looks like there might be a ball pein hammer as well. But watch out! Rhoda Morgenstern is liable to call saying she and the seventies want their look back.
about 1 day ago
Im fascinated to see what he looks like…..