How much have you crossdressed?

[AlexBailey]

I’ve crossed dressed frequently for all of my life. I’m drawn to certain styles that just aren’t typically considered masculine.

My first time going out in public fully dressed enfemme as an adult was as a cheerleader for a day in school when my GF asked me to cheer for the powderpuff football game. That’s my style in a nutshell: a miniskirt and a tight fitting top - preferably a leotard or bodysuit.

I was so happy and comfortable in that uniform, walking around between classes with the skirt bouncing off my butt, being reminded by a teacher to keep my legs crossed so I didn’t flash him during class…

Having a jock who had a crush on my GF call me by her name and lift my skirt in front of the lunch crowd to see what I was wearing underneath...

Getting spanked by random people in the hallways…

Seeing the apoplectic look on my stepfather’s face when I dropped by the house before going to the stadium that night…

 

[Easypeter]

Only time was when my wife dressed
me for Halloween . She did me up with makeup and undies , a pair of heels that was hard to walk in and mini skirt. I felt so slutty with guys hitting on me and feeling me up

 

[LucyCanyon]

How much have I cross dressed?
Today so far it's been sheer nude holdups, lemon satin panties and low heeled black court shoes whilst in the office...

Tonight it's the full on slutty 5 inch heeled, pvc skirt, hair and makeup

And there are many times in between... x