My Aunt Made Me A Sissy

When I was in college, my school was near my Aunt & Uncle's lake cottage, and they gave me a key. I'd go there sometimes to hang out or study. There was no internet and cell was bad there, so it was good for reading & sleeping, but not much else. One time I got horny, and started snooping around. I found my aunt's swimsuit in a drawer & put it on. It was a black one piece. I j*rked off and exploded like a rocket. I got some c*m on the suit but was able to clean it. This first foray into crossdressing unlocked something wild in me.

A month later, I was back at the cottage. I found one of my aunt's dresses in the closet. I put it on and went into the bathroom to try on some of her lipstick. I admired myself in the mirror. When I opened the bathroom door, I was shocked to see my aunt standing there. The fan had been on and i hadn't heard her drive up. I quickly slammed the door. She knocked gently and told me not to worry about what she'd seen. I washed my face and put on my guy clothes. I was embarrassed and headed to my car.

She stopped me and said not to be ashamed. She changed the subject and made us some lunch and left to run some errands. I tried to do some homework but struggled to concentrate, continually thinking about being caught. Though she'd promised to keep it a secret, I worried she'd say something to my family. I cut my visit short and drove back to school.

A couple of days later, I got an email from her. She said she enjoyed our talk and hoped I'd always feel welcome to use their place. She said it'd be getting cold and to use the blankets in the bottom drawer of her dresser. Bottom drawer was in bold with a smiley face. That night, I drove to the cottage and opened the drawer. It was full of panties & lingerie, skimpy outfits, high heels, a couple of costume wigs, a makeup kit and all types of sexy things. Some of them still had tags on them; she'd bought them for me! A handwritten note on one of the tags said "Keep what you like." With door locked, I spent the rest of the night in heaven, trying on different outfits.

From that point forward, every few weeks, my aunt would email me. It was always an innocent update about family activities, but there was always some sort of highlighted code word and a fresh supply of outfits at the cottage. She'd also mention weekends when the cottage would be unoccupied and free to use. Soon she started signing off her notes with the phrase, "Say hello to your friend Amber." She'd given my altar ego a name!

This pattern continued for the next two years, until I graduated and moved across the country. In the ensuing years, my crossdressing progressed and now I'm a sissy sub, who loves to dress girly and let men do all sorts of things to me while I'm dressed as "Amber."

My aunt still emails me from time to time and always tells me to give "my friend Amber" her love.