As an only child, I didnt have any sisters to borrow things so i would sneak some time with moms stockings, slips, etc. Was always fascinated by womens clothes and my first big opportunity came wen I was pledging for a college fraternity in 83. All pledges had to show up at a party in drag per the pledgemaster.
I nervously mentioned it to mom and she smiled and shared she thought some of her things were streched out a bit and we would have to go shopping and we were off to her local dress shop. I admit I was embarassed when she advised her SA friend and our neighbor but she was great.
Took me to a dressing room, took measurements and came back with a corset and panties. I blushed deep red and she said lets go and I had the panties on and she was lacing me in to the corset. I swam on the college team and my body was clean shaven . When she put the stockings on, what a sensation. Black dress and accessories followed. Had to undress and stopped with mom for a pair of pumps. On the day of the party, my mom drew me a bath with oils and started to help me dress. She set my hair in rollers and painted my nails in her favorite red color, a first on both counts. I finished dressing and was off to the party. I was shocked because I was the only pledge who went all the way, some guys just put on a dress , amkeup and a cheap wiig. I go a little too much attention , especially from girls who complimented me on the loook and gave a pinch or two.
