An NYC Affair.

I was young. It was my first time in New York. My first time alone, really. I had heard the stories about the city. Most were probably true, too. Still, I never expected to meet anyone like her. Or expected what would happen with her.

I'm not naive. I knew she wasn't a woman. Her tall, muscular frame and voice could have told anyone that. She wore a tight, bright blue dress. Playing like neon off her dark skin. Her hair, a mix of reds, big and bold, a wig for sure. I felt somehow drawn to her. Fascinated by her. Strangely, attracted to her. I didn't mean to, but I guess I had been staring at her.

"You want something, baby?" She asked, her voice articulating somewhere between high and deep. She had caught me staring. I could feel myself almost blushing. I stumbled for words. More nervous than I should of been and she knew it. Her effect on me had to be so obvious.

She said, "Looking's free, but touching's gonna cost you." It made her chuckle to herself, softly.

Tongue-tied, I couldn't think of anything else to say but, "You're amazing!"

She seemed to stop moving. She seemed to stand even taller, somehow. She looked me up and down, then asked if I liked girls like her.

I said that I didn't know, which was true. I also said, "I think so." Which was also true.

She paused, again looking me up and down, intrigued but perhaps unsure. She smiled, maybe sensing a young man ready to explore. Maybe sensing a young man to exploit. Maybe, just maybe sensing that she could give a young man the night of his life!

She said, "You know I'm a guy, right?" Her voice suddenly, noticeably deeper.

I told her, "Yes."

After a few seconds that seemed like minutes, she asked if I wanted to come up. With a lump in my throat, nervous beyond belief, I again told her yes.

One final look, and then she said, "Follow me, baby."

My head felt like it was swimming. As we walked past people in her building's lobby. I could feel their eyes on me. Knowing that I was following a shemale, a Drag Queen, up to her apartment. Funny thing is, I didn't even care.

In the elevator, alone, she asked, "So, you like cock, baby?"

I told her that I didn't know.

She laughed, her voice got high and asked if it was my first time.

I told her yes. She laughed again, rocking back and forth.

"Don't worry, baby. I'm gonna treat you right!"

I didn't know exactly what she meant, but I loved it!

Inside, she told me to make myself comfortable and disappeared down the small, lit hall. The only light in the room. I sat on the sofa, no idea of what might happen next.

"Close your eyes, baby!" she said and I did.

Moments later, she said, "Okay, you can open them!"

There, standing at the edge of the hall, she took my breath away. She wore a white, tight, lace teddy! Backlit by the light, her side silhouette was jaw-dropping! Posing seductively, her slim waist, her muscular arms held above her head, up high on the wall. She turned, showing me her smooth, round, full ass. The white material disappeared seductively up her dark ass crack.

She turned to face me. I saw all of her! Out one side of her teddy hung what had to be a 12-inch penis! My heart stopped. She looked absolutely stunning! She looked absolutely beautiful and sexy!

She asked, "Are you ready for me, baby?" I couldn't even speak!

She walked slowly towards me. Her hips moved from side to side, seductively. Her huge cock swinging, mesmerizing me.

"You want to take care of momma, baby?"

All I could do was nod. I looked at her lustful. dark cock. I looked up into her eyes, just amazed by her.

She stepped closer. She said, "Come on, baby," and pulled me into her. I felt her warm, huge cock along the entire length of my face! I felt her incredible girth on my lips! I just started to kiss up and down it!

"You like momma's chocolate stick, don't you?" Did she want me to answer? I wanted to answer!

Licking at the tip as it hung down between her legs, I told her, "Yes!"

"Mmmm, you sure you never did this before? You doing good!" Her cock throbbed and got so impossibly hard! I lapped at it. I licked it. I sucked on her huge cock's head. Dizzy, glassy-eyed, and lost.

"You want that nut?" she cooed.

"Here, lick it out!" She held her big, black dick to her lingerie-covered belly and offered me her huge, hanging balls. I licked at them and made them swing. So well defined! I sucked gently on each one as they hung in her divinely sensual sack.

She put her hand on the back of my head and whispered, "Suck momma's milk out, baby."

I stretched my lips around her, taking as much cock as I could and moaned.

"Mmmm, you gonna get that nut!" Her voice, her words, they turned me on more than I can describe!

"Suck it, baby! Suck momma's big cock!"

She started to stroke her enormous shaft as I sucked eagerly on her tip. I would have done anything she said!

She pulled away, just as she started to squeeze out her first drops of cum. I opened my mouth to catch it. I had never tasted cum; it made me feel almost euphoric. She moved her huge cock's tip and wiped cum all over my face. I lapped at her cum dripping cock's head and swallowed it.

"Damn, baby! You eager! You like momma's nut?"

My lips back on her cock, I only paused long enough to say, "I love it!"

What happened after that? Let's just say things just got kinkier!

My first trip to NYC. My first Shemale. My first cock. My first taste of cum. What other firsts might I experience?