PRICK

I let a friend pick out a swimsuit for me and it was too small so the thing was up my ass and I kept falling out the top.

I think my worst transgressions were while growing up.
Flared trousers. Tank-tops. Granny-Jackets. Sta-Pressed trousers - assorted colours ! Wedges(shoes)

A cheerleaders uniform

Tights. For ballet, not a crossdresser.

I once had this stupid wraparound skirt that you could adjust the amount of leg you could show. I was walking along a concourse where I work occasionally and couldn't understand why people were staring down at me. Upon closer inspection I discovered that the front had completely opened up like a curtain, at least it covered my bum, who cares 😂

😋

In hindsight, a pair of "hot pants" that looked something like this:

legwarmers

Yes, last w/end.
I was asked to play 2 songs in a band, in a pub raising money for local charity.

Thing was I was singing lead vocals n guitar.
The 2 songs were by the Pretenders and I dressed up in leather n black wig(Chissie Hind).

I felt such an idiot up there, singing hits from a time I wasn't even born.

I'm not a performer and hate to be the centre of attention!

Lol,

An ugly bridesmaids dress. Peach isn’t a good color on me.

They Might Be Giants:
"Mr. Horrible! Mr. Horrible!
We're not done with you yet, Mr. Horrible!
You have to try on these pants so the Ugliness Men
Can decide if they're just as embarrassing as we think.
We have to be sure about this.
But Mr. Horrible says, I don't mind.
The thing that bothers me is:
Some - one - keeps mo - ving my - y - y chair!"

(So call the Appropriate Comments Police.)