Chapter 149 - First time

For as long as I can remember, I've preferred my chicks with d.i.c.ks. There's something about a s.e.xy babe with perfect makeup and hair and a c.o.c.k that just turns me on. Maybe that makes me a pervert - I don't care!

I remember I was just out of high school, 18,the first time I made it with a tranny. She was just gorgeous - an a.d.u.l.t film star named Dani. I saw her at the store. She had red hair and long legs, and I recognized her from a couple movie boxes. I was nervous, but I went over to her and introduced myself and told her I thought she was beautiful.

I was sort of blushing and mumbling, and she thought my shyness was cute.

The next thing I know, we're at her apartment.

I was nervous, and had never even gotten laid before.

I had jacked off a lot, but I thought about real women when I shot my load. But Dani sure looked and seemed like a real woman, and she had brought me back to her place. When she started kissing me, I didn't even have to think about it - I slipped my tongue in her warm mouth!

It was heaven! She started s.u.c.k.i.n.g on my tongue and I felt my d.i.c.k getting even harder.

She started squeezing my b.u.t.t and I started feeling hers back. It was firm and round and very exciting. Very womanly and warm.

I searched the inside of her mouth with my tongue as I felt her b.u.t.t.o.c.k.s with my hands.

When I saw her gorgeous t.i.t.s, I forgot all about being embarrassed, though. They were big and round and looked as good as any magazine model's. I cupped one in each hand and gently squeezed. Then captured my mouth and filled it with her tongue.

I let her tongue wander as I squeezed her b.o.o.b.s and experimented by tweaking the n.i.p.p.l.es. They hardened with excitement,which excited me. I squeezed one, and she m.o.a.n.e.d. Then the other. She rubbed against me. I could feel her hard c.o.c.k under her skirt, and that just excited me even more. I leaned down and flicked one n.i.p.p.l.e with my tongue - she wriggled and m.o.a.n.e.d even more. I began s.u.c.k.i.n.g on her n.i.p.p.l.es, first softly, then harder and harder as she made all sorts of s.e.xy sounds, wriggling against my erection.

Then I kissed her again, my confidence growing with my horniness and with Dani's obvious excitement. Her mouth was sweet and hot, and I began to wonder how it would feel if she gave me a blowjob. My c.o.c.k felt trapped in my pants, but just then, this beautiful p.o.r.n star reached down, unzipped my pants and took out my d.i.c.k.

She made a purring sound and slid down to take me in her mouth. I guess you learn a lot making p.o.r.no movies - I never even fantasized anything could feel this good. Dani didn't tease, she s.u.c.k.e.d me all the way into her mouth, all the way to the root. I kept my hands on those beautiful shemale titties while she s.u.c.k.e.d my c.o.c.k like a perfect machine. In and out,all the way down to the balls she went.

I watched her beautiful face as she took my c.o.c.k,squeezing her b.o.o.b.s. What a turn-on! My c.o.c.k disappearing between those sculpted, famous lips.

Finally my need to see her n.a.k.e.d overcame my last shyness.

'I'd like to see all of you' I murmured, pulling her to her feet.

Dani looked at me flirtateously and pulled off her skirt. She had some s.e.xy little thing on for u.n.d.e.r.w.e.a.r, which she took off.

I watched this private strip tease with my hand on my c.o.c.k, rubbing and stroking as she exposed every inch of that hot body.

She was like every man's dream girl... and her c.o.c.k was small but perfect,maybe 5 inches long, and hard as hell! I'm not sure why, but looking at that girl c.o.c.k on that perfect body made me even harder. I wanted to touch it.

I pulled her back down and stroked her c.o.c.k as I stroked my own. I looked at her gorgeous face as I teased her weiner.

I had never done the 'normal' circle jerk thing with my buddies - never seen another c.o.c.k hard. Didn't really care.

But somehow, on this ultra chick body, Dani's c.o.c.k made me so excited...

'Do you want to f.u.c.k me?' she murmured mischievously.

How could I not want to f.u.c.k, my first f.u.c.k, this beautiful willing woman?

She lay down on her back and put her legs on my shoulders.

She found some lube and got my d.i.c.k nice and slippery, rubbing it on and making me ready.

Then she pointed it toward her anus and I pushed forward gently.

As I slid into that tight, hot hole, she stroked her p.e.n.i.s. I pushed all the way into her a.s.s, and it felt better than I dreamed it could. I began pulling out a little,then slamming my c.o.c.k back in. I didn't want to hurt her, but she loved it!

She moved on my c.o.c.k as she jacked off her own.

I started going a little faster, out and in, pounding her tiny asshole. The harder I f.u.c.k.e.d her, the more she seemed to like it.

I was ready to c.u.m - so ready - and began really jamming her b.u.t.t, slapping my balls against her as I ass-f.u.c.k.e.d her. I reached down and began squeezing her t.i.t.s, hard, and she m.o.a.n.e.d and begged me 'Harder' so I did. I wanted her to really feel everything I was doing to her.

She m.o.a.n.e.d and her hand moved very fast on her shemale c.o.c.k. And I began shooting my load, filling her tight asshole with my hot jizz.

I felt spasm after spasm of my o.r.g.a.s.m.

She began to c.u.m, as well, spewing thick whitish liquid as I filled her rectum with every pent-up drop of c.u.m that I had.

Afterwards, she washed me gently, and sent me on my way, but I visited her a few more times, always watched her videos, and I've been a Chick-With-D.i.c.k fan ever since!