20 Responses to “Freaky Friday *16”
  1. brando Identicon Icon brando says:

    why were digital cameras extremely expensive when i was his age?!?!?!?

  2. John Sexton Identicon Icon John Sexton says:

    “brando” When I was his age Photography had only just been invented :-)
    GREAT invention when put to the right use don’t ya think?

  3. brando Identicon Icon brando says:

    very great invention…… i’m 19 by the way

  4. Randy Identicon Icon Randy says:

    he’s the same age as you I’d wager then, and just a year younger than I am

  5. Alan Identicon Icon Alan says:

    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.

  6. Jon Identicon Icon Jon says:

    It suits him, for sure! He looks great in that.

  7. Saphiro Identicon Icon Saphiro says:

    hihi. cool ^^

  8. kindofindie Identicon Icon kindofindie says:

    That’s hot. I think the yellow really makes this one. And the hat.

  9. Ed Identicon Icon Ed says:

    Wow wat een mooie jongen , egt te gek

  10. CJ Identicon Icon CJ says:

    Yellow skirts deos a boi good

  11. claude simard Identicon Icon claude simard says:

    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…

  12. sidney Identicon Icon sidney says:

    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.

  13. John Sexton Identicon Icon John Sexton says:

    “sidney” I have absolutely no idea what you mean; besides it was her idea YEAH RIGHHT! Little Mr innocent ME ;-)

  14. sidney Identicon Icon sidney says:

    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!

  15. Jon Identicon Icon Jon says:

    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…

  16. sidney Identicon Icon sidney says:

    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.

  17. Steven Identicon Icon Steven says:

    You make such a cute girl, dressed like this

  18. azbodylvr Identicon Icon azbodylvr says:

    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!

  19. sidney Identicon Icon sidney says:

    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.

  20. CJ Identicon Icon CJ says:

    Yes , my boi for sure, gotta luv crossdressing/

Leave a Reply