First shemale experience, Sierra PT 1

In my early 20’s I was doing a lot of exploring of my sexuality and inturn had a wide variety of experiences. I had numerous partners, I tried just about every sex toy you could imagine at the time. But, I was also much skinnier then, i was 6’3 about 200 pounds. Looking back on this, I believe being that size allowed for me to be much more risque’ about my encounters. To look at me you would never know I was bi sexual and could be a complete cumslut when the tide rose. I always knew that men would dress as girls did but I never knew that they could be so beautiful. (I was young).

I was about 24 when I met her, Sierra. A petite ebony colored skin shemale, about 5’6 and maybe 160 pounds. Sierra had breast implants and several other cosmetic surgeries done to include laser hair removal, she had her adams apple shaven down and she was on estrogen shots. Although, very slender Sierra had curves like a female gymnast. I was truly taken back by her. I would randomly see her in different places. i lived in Cocoa Beach at the time, in the mid 90’s. I eventually introduced myself to her after about 3 weeks of running into her in public. At the time I didn’t know she was a shemale, I thought she was a real woman, a very beautiful one. Anyway, I ran into her at the grocery store and we just happen to be in the same isle. She was wearing this yellow and white flower spring dress that just made her skin look so much darker, and at the same time showing her curves so much more.

She smiled back at me and said hello and asked me how I was doing, We started up an innocent conversation about something and I finally told her that I kept seeing her around town and found her to be very beautiful. She smiled and tilted her head down like she was shy and said thank you. Her voice was sweet and soft, not deep or manlly sounding at all. I asked her if I could take her out to dinner over the weekend and she shyly agreed and we exchanged numbers.

On Saturday night, as I prepared for our date I was showering and made sure that I shaved everywhere and being in my early 20’s I was horny as hell. I always kept a suction cup dildo with balls in my shower to ride, an 8 inch realistic one. I applied some lube to it and slid it into my ass and rode it for a few minutes doggy style until I stood up a little bit and it rubbed on my prostate making me explode all over the tub without me touching my cock. I finished my shower and applied feminine lotion to my body( I forgot to use nonscented) and put on a mans bikini underwear and my dress shorts and a polo shirt. After blowing a huge load in the shower I was much more relaxed leaving the house but still a little nervous.

When I arrived at her apartment, I knocked on the door and when she opened it she had this red and white checkered Spring sundress on.