Skip to content

Clothes & Shopping

November 30th, 2011

Jay Frosting

Jay asks Ashley if she had considered wearing a wig until her hair had grown out to a length that she felt was more feminine. Ashley answers a question from a viewer about her views on men wearing women’s clothing as she was growing up, including performers like Eddie Izzard and comedy troupes like The Kids in the Hall and Saturday Night Live. Jay also checks in with Ashley whether her early explorations with women’s clothes had any erotic subtexts.

They also chat about shopping for clothes, from her interactions with salespeople to arbitrary clothing sizes and the chicken-and-egg problem she faced as she was kicking off her transition.

Ashley tells the story of her first trip to any ladies’ room (hint: it was at work, sort of) as well as the sense of belonging she felt when she first went to a crowded one.

Ashley offers a tip on retaining supple skin under the eyes and talks through an idea that might help reduce the chances of chipping her nails while fishing through her purse for her keys. Lastly, Ashley shares a short time-lapse video montage of self portraits she had taken over the past few months using the “Everyday” iPhone app.


Post a comment
  1. December 8, 2011

    Ashely! You’re so brave…I love the Lucky Jeans store story. I really admire you!

    • December 15, 2011

      Thanks so much, Erin!

      And the people at the Lucky store deserve credit, too—they gave me the same good service that they would any other customer. I’d almost consider—what’s the opposite of a boycott? maybe a buycott?—with them.

  2. December 13, 2011

    I struggle with the door being held open / chivalry things too. I think holding a door is friendly and should be done for others regardless of gender.

    When I’m in an elevator with a group of men, everyone waits until I step off first. I feel like I have to abide by this unspoken rule that women get off first otherwise we’d all be standing in the elevator forever. (Or we’d actually have to talk to strangers!)

Leave a Reply

Basic HTML is allowed. Your email address will not be published.

Subscribe to this comment feed via RSS