A Sissy’s Story

Hello to all the sissies and fem-curious guys out there. My name is Toni. My Mistress has asked me to write this piece about how I became her good little sissy slut, and, of course, I agreed. I could never deny Mistress anything, even if I wanted to. It’s completely against my nature. This is just one sissy’s story, but maybe it’ll be helpful for you!
I haven’t always been a sissy. I once was a regular guy, just like you. But I’d had these fantasies, you know? Fantasies from way back. They haunted me and wouldn’t leave me alone. I tried to ignore them and go on about my life, but the more I tried to conquer those urges, the more they controlled my thoughts. Then, one day, I found myself in the panty drawer of my girlfriend at the time.
At first, I only looked at her panties or held them in my hands. But one day, I couldn’t help it. I had to know what they felt like. I took off my pants and underwear and let them drop to the floor. Then, I picked a pretty pair of silky purple boy shorts with black lace trim. I figured boy shorts would be better for a guy trying on women’s underwear for the first time. Makes sense, right?

The First Time I Put On A Pair Of Panties, It Changed My Life

I took a deep breath, like I knew my whole life was about to change or something. Then, I stepped into them, first one leg and then the other. As soon as I got them pulled up to my hips, my cock grew rock-hard. It’s not a very big cock, but her cute little panties were so small that even this sissy boy‘s dick was surging out of the top of them.
I don’t think I can explain the feelings I felt when I put those panties on. I was incredibly turned on, but it was also like I had finally found what I’d been looking for my whole life. You wouldn’t think a pair of women’s underwear would be so profound, but there you go.
The panties were just the beginning. It wasn’t long before I was trying on bras, stockings, shoes, etc. I had such a good time all by myself to start with. But after a while, I realized that there was still something missing, even though I was able to dress up and do self-feminization pretty often.
Then, one day, it hit me. In addition to being a sissy, I was also submissive. It was something I should have figured out long before. I mean, all the signs were there. I always dated dominant women. They weren’t Mistresses, and they didn’t tie me up and spank me or anything, but they were always obviously the ones in control in the relationship.

That’s When I Set Out To Find My Feminization Mistress

I knew that if I truly wanted to serve a Femdom Mistress, I would devote all my time and energy to her. So I let my then-girlfriend down as gently as possible. (She took it well.) Then, I set out to find the Mistress I needed.
I won’t lie to you and tell you that I found her quickly. It took me a long time. Years. But when I found her, I knew. I knew she was the one for me; knew I was going to be her sissy girl forever and knew that she would push me and make me into the perfect slave. I also knew that I’d be blissfully happy with her.
I was right on all those counts, but especially about the fact that Mistress would push me. She set about feminizing me more the second I accepted her collar. She did a far better job than I ever could have done on my own! She taught me to do my hair, nails, and makeup like a real woman instead of like a drag queen. She took me shopping and had me buy good quality clothing, instead of cheap stuff. I even (finally) learned the proper way to walk in high heels during Mistress’s sissy training of me. She was even generous enough to allow me to keep my male name, albeit with the feminine spelling, so that I wouldn’t have to learn to answer to a new name!
But she also pushed me in other ways. She quickly trained me to take her strap on. I loved that! Becoming Mistress’s strap on sissy bitch was one of the greatest things that ever happened to me.
Becoming her coerced bi slave was a lot harder. I wasn’t crazy about the idea of sucking on a cock to start with. I mean, cocks are really icky! But she told me that I was her slave and that I must obey her, so I did. It was ok, I guess. I was really nervous about being fucked in my sissy pussy with a huge dick, but Mistress trained me well with her strap on. It didn’t hurt at all.

And you know what? I got to where I liked it! Nowadays, I crave cock regularly. Mistress is so proud of me for my transformation. And the truth is, I’m proud of me, too.

Ready To Tell Your Sissy’s Story? Call the Sissy Training Mistresses 800.730.3507