Seduced Willingly

Finally, I moved to a city that was exciting, Miami. I moved to Miami looking for something new and adventurous. I grew up in very conservative town where nothing exciting went on. In Miami I found different languages, gay people, different ethnic persons, art, and culture. However, my job keeps me too busy to have any kind of social life. 

After about a month, I went out to a bar on Washington Avenue, a little hole in the wall, but it was backed. I really didn't have any no-work friends. I lived in South Beach, so it was an easy walk to Washington Ave. The week I had was long long long, so I decided on drinking alone or with whomever I met while I was out. I try not to get in rare form hanging with the office personnel. So alone I was.

After about two or three beers and girl sat down with me. She was dressed in jeans, a nice little top, and looked pretty hot. She was Hispanic, soft skin, nice face with pronouned features, brown eyes, long black hair. She was about 5 foot 9 with her heals. This was a pretty hot chick after glancing a couple more times.

As always, it's too good to be true for a hot girl to sit down and just start talking to you. So, a guy sits down. Another beer.

After my next beer came, the two began arguing in Spanish. The guy looked pretty upset, they went outside, left their drinks, didn't pay and just walked out. Well, half way through my drink she comes back huffy puffy on the angry side and she ordered a dirty martini.

I asked her, guess that date didn't go to well? She said no, in a very raspy, hispanic accent, and somewhat deep voice. She said I've never seen you here, where are you from. This caught me off guard, I expected no coversation. Additionally, her voice was sexy, deep, husky, yet I couldn't put my finger on why it alarmed me. Also, she seemed to recover from her ordeal with the last guy. I told her my story, still trying to figure her out.

After conversing for about 20 minutes about life in general, I figured out that this was no chick. Sure, she was hot, but I was pretty sure this was a male. The voice, a slight lisp. She sounded feminine, but then I could see at close look, she was a he. Somehow, that excited me. I mean she's hot.

So, after we were both a little intoxicated, I asked her "are you 100% female?" Taken back a little, she said, no that was what caused the fight I had earlier.

Well, this led into a barrage of drunk questions about anal sex and blow jobs, neither of which I had done with another man. I told her that a past girlfriend would like to finger my asshole and sometimes use her vibrator while having sex, and I admitted it was pretty erotic. She said "wow" you should try anal sex, it's wonderful if it's done right. She said, I would have no problem deflowering you. I turned down the offer. I mean, this is a hot girl - but it's a guy, my stomach ached w/ butterflies thinking of the offer.

Drunk as I was, I could not bring myself to it. I am straight. She told me her name was Adrianna, gave me her phone number. She said her job was looking hot and selling property in Miami. Apparently, she was left a fortune at her parent's death. That would explain how she got the money to get the surgery and hormones necessary to look hot. Nice breast implants, c cup, not too big. Skin supple and very soft looking, nice full lips, high cheek bones, and bedroom eyes. Along with her accent, she was hot. I gave her my number and went home. We ended with saying we'd go out again as friends.

At work the next day, I could barely concentrate thinking about crossing that line - hooking up with a shemale. I got home that night, looked up some shemale porn, and jerked off hoping to rid myself of this urge. But, it just got worse, while masturbating I began imagining her slowly entering me with her cock. I imagined she had a nice soft, cut cock. I began fingering myself until I had an orgasm.

The next day of work, her number was in my pocket, I was so torn should I call? Then at lunch, her call came through to my cell phone. It was Adrianna. I almost did not answer it, because I was scared of what might occur. But, I answered it.

"I went shopping today!" was her first words. "I got you something she said." "It's a suit - you said that you were looking for good suits when we talked, so I figured I would pick one out for you from my friends store." I said "wow, thanks you didn't have to do that." She said, come over tonight after work, "I'll give you the suit and if you're luck I'll give you a massage." I was hard just thinking about the idea. I accepted. I thought it was kinda wierd buying me a suit and all, but I wanted to fall right into her trap. I wanted her to seduce me.

On the way home, I kept going back and forth. I was hard a rock just thinking about this, but maybe I should just leave it a fantasy? What if it was a really bad experience, am I turning gay? No, I'm not gay, but I gotta see what happens.

I got ready and arrived at her condominium in South Beach at 9:00. She answered her door wearing a light pink skin tight summer dress. It was loose at the bottom, but tight around the waist and the top. You could make out the image of her G-string through the cotton dress. Her breasts were set within the dress very nice. I could see her soft tan and hispanic skin on her chest. She smelled like fruit this time, very sweet. I never realized she smelled this good. But then again, I was at a smoky bar last time we met.

She had a beautiful 3 bedroom condo right on Alton Road near all the action. For those non-Miami readers, trust me Alton Road near South Beach is an incredible place to live. Her condo was on the water, swank furniture. This chick was either loaded or really did run into a fortune. She let me in immediately showed me what appeared to be an Armani suit. Nice suit, I normally wear Brioni or Zegna, but Armani was not bad. She poured red wine and said try it on!

She sent me into her bedroom bathroom to try it on. Her bedroom was amazing. It was huge, and opened into a bathroom. The bathroom was all glass stainless steel and marble. Immaculate, elegant. But the kicker was that she had a spa and bay widow in the bathroom which overlooked the intercoasta waterway. If you were a voyeur on a boat, this chicks place would be a prime target.

I tried on the suit, it fit, but needed some tailoring. I went out and showed Adrianna. She liked it. After changing out of the suit. We sat down, she had some stuff to eat, finger food, and we drank a couple glasses of wine. Again, she was easy to talk to. 

The conversation again turned to her inquiries about me and anal sex. She asked what kind of vibrator my girlfriend used? I told her, a small one, hard plastic, looked like a torpedo. She crossed her hand, staring through me. I know she knows that I'm hard as a rock in my pants. At this point, I could feel precum dripping from the tip of my cock, I was so horny for her.

She then said, have you ever kissed a boy? No, I said. She said, so you've never done anything with a boy? No, I said, and I was being honest. She said, darn I wish you were into boys or girls like me. I don't know where she was going with this, but after a brief silience, she changed the subject.

She said, "my only claim to education past high school is massage school." So, before you go, I insist that I will make your week better after I give you a massage, full body. I said "I don't know, I'm not comfortable being naked, even for a masseuse." She said, "Silly, I'm not saying naked, just wear your underwear." She giggled at me. Fortunately, I was wearing boxer shorts, so this wasn't a problem. The problem is that I had a hard on, and I wanted to hide it. I think she sensed that somehow.

She took my hand walked me to her bedroom. I willining accepted. She had a king size bed, very low with an Asian platform look. I had managed to calm my excitement down, drinking down one more nervous glass of wine.

While facing the bed with her behind me, I kicked off my shoes and socks, slid off my jeans and my tee shirt, dropping them at my side. She was in the drawer behind me grabbing massage oils - that's what she said anyway. I had a fully erect cock at this point, so I didn't turn around, I just laid face down on the bed w/ my shins hanging. I noticed that my cock was wet with precum. I was excited, somehow very intensely, by this shemale.

She hiked up her dress and straddled my back, immediately pouring a lotion or oil on my back that was warm. I could feel her warm soft inner thighs on my sides. She started with my back and moved down my back until her crotch was straddling my ass. She was working my muscles and spreading the oil. I could hear her starting to breath harder and I could feel her making suttle motions with her hips driving them into my ass. For the first time, I confirmed that this was no girl. I could feel her hard cock resting between my ass cheeks.