Schwarzritter over at DA surprised me last year with this birthday gift or Jessie dressed casually in something slightly less feminine than he usually wears.
He summed it up well with a "Girl next door" feel to the image. It was intended to be an outfit he put together for a babysitting job he was asked to do. Personally, I think Jessie would wear something more feminine and in the form of a dress/skirt and high heels.
I like to think of this as his workout attire. Whether just jogging or going to the gym, Jessie does put in a fair amount of work to keep up his girly boy figure.


Jessie © Me ^_^

Art by Schwarzritter http://schwarzritter.deviantart.com/