Lisa LIVES! Loves and Sucks.

Even as a little boy, I felt different. Trying on my Mom's nail-polish at age 5; I stole a friend's mother's orange lipstick at age 6. My mother had 2 sons, but always joked "I wanted a daughter." In many ways, she treated me as such: always confiding girlish things to me and showing me her latest clothing buys. One time (we lived in an old apartment building, once a mansion) my landlady tried to throw my mother off by dressing me as a little girl and presenting me to Mom as her neice. It worked, but, oddly, my mother wasn't infuriated, only shocked.

My landlady was also a "glam" woman. Once, after my parents sent me to her with the monthly rent payment, she kissed me on the cheek with her bright red lipstick-painted lips, then thought more of it, kissing me on the lips and slipping her tongue into my little mouth. I was very shocked but oddly not appalled.

As a little boy, though, I wanted to be like Dad and watched him really enjoy TV shows with sexy blondes. I guess that memory stuck. I was a shy and timid kid, a "four-eyes" wearing glasses since age 6. When the opportunity came up to get contact lenses at age 19, I jumped at it. By now we had moved to another, 2-family home. I was a thin, not-unattractive young man, and we lived on the 2nd floor, with access to the attic. My parents sent me up there once to look for something. While nosing around, I found a pair of old, red, velour 3" women's heels. Though too small for me, I managed to get them on:

IT WAS LIKE DOROTHY HAD ARRIVED AT OZ!

By my early 20s, I was secretly dressing a lot, late at night, even while living with my parents. I'd buy my "stuff" at a wonderful store down in the Village in NYC (we lived across the river in Jersey City at the time). A lot of very close calls with me in heels, garters, a full corset, full make-up, and YES: a blonde wig. Many times I'd hear one of my parents stirring in their room and I'd need to race back to my bed, throwing the covers over myself and act asleep.

My parents sadly passed away within a year of each other within a short time. The one good benefit was I now lived alone and could more fully indulge my feminine side. You know, I always had considered myself a heterosexual male, but now I began to wonder.

I started going out to CD clubs in lower Manhattan, fully dressed and VERY passable. I always drove there in my own car. I remember my first "out," in 4" black heels, stockings and a black micro-mini (I'd much earlier mastered the heels thing). A sexy, thin blonde slut. I'll never forget leaving the car in a lot across the street: I can still feel the attendant's eyes burning into me, enjoying my ass and legs as I strutted off. That night, an older guy told me I was "totally hot" and propositioned me. I was too timid and scared, providing just a polite "no."

Still thinking I was just "straight," I finally got married to a very sweet lady. But I couldn't completely hide my fem side and my curious wife decided she wanted to experience "Lisa." I went all out. She loved the happening but it really freaked her out. ""That was phenomenal but I can't do it again!," she begged. "It was like I was making love to another WOMAN! Cheating on my husband! That WASN'T the man I married -- it was someone completely different!"

We were married for quite a while but then drifted apart. During that time, Lisa just kind of disappeared. My ex was a very very nice lady, I can't say anything bad about her. I moved away and then Lisa roared back in...

I started having "Saturday Day Dates" with men. I came to know I was bisexual and loved feeling and looking so feminine. I just adore the look of makeup and blonde hair on me. Where I used to look at porn sites for the women, now I just look to see how good their makeup looks.

I started having oral sex with men for the first time in my life (I'm still desperately waiting for my first anal!). I loved the feeling of them getting hard and knowing I was the one doing it! But I was still such a little sissy! I'd always stop before they came and then get them off by hand. Until...

He was absolutely gorgeous. Divorced for six months and no sex? I didn't care if he was lying or not. As we laid across my bed, I could feel his "throbbing" getting much stronger and he was moaning. I could taste his pre-cum (my usual time to back off), but I couldn't. He exploded in my mouth, over and over until I couldn't take anymore and he had nothing left to give.

Much to my own surprise, I swallowed it all, enjoying the tart, salty taste.

I STILL LIVE ALONE and love dressing. It's gotten much harder to meet now with the pandemic and all, but I moved to a larger apartment and now have a full room completely dedicated to sensual adventures. Lisa's wigs, heels, makeup and black patent heels (2" for just hanging around at home, 4" for intros, and 6" platforms for bed) no longer hide in a box, but hang/stay easily available in the closet.

Both of my ears are pierced (I LUV trashy-looking, big hoop earrings). My nipples are pierced too. I want to get my tongue pierced but a little bit of the little sissy yet remains.

All in all, it's been a delightful, wondrous, amazing, very telling, incredibly sexual and sensual experience. I'm happy to be comfortably myself at last: Lisa. I'm thrilled to be able to please men in a way very few 'real' women can. I live to be a "toy."

Just one regret: regarding that first night 'out', when I said "no."

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