My twin sister Laura had already left to go back to college this fall season, but I had decided to take off a semester as I was totally burnt out on school and needed a break. We were twins but not identical though we did look a lot alike and roughly the same size me being a few inches taller.
My parents were fine with fine me taking a short break but adamant that one semester was all I could take. My mother and father were workaholics so it left me with lots of time home alone to dress up in all my sisters' clothes. Normally not a big deal but strange to some as I am a 20 year old guy that loves to cross dress.
I had started many years back as a joke for Halloween when we were sophomores; our old school had a dress policy that was fairly strict. Boys had to wear dress slacks in either tan or navy blue color with dress shirts of either white or the school colors red or gold with a required tie.
Girls were allowed to wear basically the same colors in either slacks and blouse or skirt and blouse with knee high white stockings and the required tie. My sister was always pushing the limits of the dress code and any thing else she could get away with. She thought it would be a great joke if we switched uniforms for Halloween.
So that Friday she wore my uniform and combed her hair like a guy. She then dressed me up in her blouse and tie, a red plaid skirt with the required knee high socks and some black dress shoes. I was just trying to go along with her but as soon as I had her clothes on I was hooked. I looked great just like a cute sexy innocent young girl and it felt so right and so naughty and made so horny!
Our switch was a big hit with all our class mates but did not bode well with the teachers and staff who almost suspended us both for the day, settling for a letter of reprimand being sent home for our parents to sign. Our parents never saw the note as Laura forged their signatures before returning the note to the head master.
I had dressed many times since that day and on several occasions had sex as a sissy slut. I loved and cherished every minute I got to sneak away dressed in girl's attire. At college I rarely if ever got the chance to dress up which was my primary need for a break.
Advertisment