Sissy’s Teasing Story

Hello there. My name is Chrissie. Actually, my name used to be Chris, but that was back when I was still trying to be a man, which I failed sadly at. When my Mistress started turning me into a sissy, she gave me a new name along with a new wardrobe and a whole new outlook on life. Little did I know the fun she would have with this sissy, teasing her into submission… and orgasm.

I actually love being her sissy and wouldn’t go back to being a man for anything. There have been some hard times here and there, but overall, it’s been a wonderful experience. I was just thinking the other day about one of those “hard” times. I’d like to share it with you, if you don’t mind.

It was shortly after I’d begun my sissy training with Mistress. She said I’d learned so much so quickly that she wanted to take me out crossdressed and made up one night. I was awfully nervous, but I agreed to go along with whatever she decided.

My birthday just so happened to be right around that time, so Mistress arranged for us to go out of town for the weekend of my birthday. She had me bring all my sissy clothes, so somehow, I knew that she was going to choose this particular weekend to take me out on the town all dressed up. It was a daunting thought, but at least she’d had the forethought to take us somewhere several hours away from where we lived before we tried it out.

Femdom Has A Dirty Plan In Mind

As it turned out, on the night of my birthday, Mistress had planned for the two us to go to a strip club together. At first, I thought it was an odd idea, but who doesn’t love to see naked ladies dancing? She specifically requested which outfit she wanted me to wear: a short red dress, a red thong, a pair of stockings, and red pumps. She also had me polish my fingernails and toenails a bright red to match my dress and when I did my makeup, she had me put on red lipstick to match as well. She made me into her sissy slut.

When I finished getting ready, I took a long look at myself in the mirror. I didn’t look bad at all. In fact, I would most likely pass for a woman! I eagerly hopped in the car with Mistress when she told me it was time to go.

The strip club was only a few miles down the road from the hotel we were staying in, so we were there in no time. Mistress led me inside, and we sat down right up front. As any man who’s ever been to a strip club will tell you, strippers love when women come in. They flocked right to us. And then my Femdom Mistress did something I absolutely did not expect– she bought me a lap dance.

Mistress’s Plan For Teasing Me Is Revealed

Suddenly, it was clear to me. Mistress was in the mood for some teasing and some humiliation!

A pretty blond girl of about 20 climbed up on my lap and began to grind against me. Now, I don’t have a huge cock or anything, but when it got hard, she could feel it. I could tell she was surprised for a moment. That pleased me because it meant I’d successfully passed for a woman! But after a moment’s confusion, my Mistress’ stripper accomplice caught on to the name of the game and began one of the most agonizing cock tease rituals I’ve ever experienced in my life.

My cock was so hard underneath her full, round ass. She giggled when she felt it jump and laid it on even thicker, making herself the consummate prick tease. I was so embarrassed! Would anyone other than the dancer in my lap notice my hard cock underneath the short red dress I was wearing?

The beautiful blonde stripper was incredible at cockteasing. Suddenly, the reason that Mistress had denied me all week became clear. I inched closer and closer to orgasm from nothing other than this talented stripper’s grinding against me. I tried desperately to hold it back.

But, alas, I couldn’t. My whole body stiffened, and I groaned as I shot a load right into my silky red panties. Oh, God, I’d just cum from dry-humping like a schoolboy! And while dressed like a girl at that! I can’t tell you how humiliating it was.

The stripper, knowing she’d accomplished what she’d set out to do, slid off my lap, giggling. Mistress handed her a $50 bill and thanked her profusely while I tried to catch my breath.

Are you looking for a Teasing Mistress?

For a good time, call:

877-496-0251