When I was still a teen I used to hit coffee shops in Greenwich Village hoping to meet someone I found attractive to get laid for the first time. I was 17 and all I ever had was Mary fist and her five daughters. I got hit on a lot but I wanted the first time to have more meaning than a warm body. I met some fellows that were likable and we traded numbers but there was no score to be had.

An invitation came for a party on Perry Street in the heart of the Village and this gave rise to the thought that I might meet someone. I took an enema, showered and powdered myself determined to maybe bend my ambition a bit if the someone was half decent in looks. I realize I ask for a lot but that's who I am. I had a six-pack, wide, muscular shoulders and so forth so I just wanted to get someone closer to that.

The party was held in a fairly large apartment for the Village. Nicely furnished, they had deep carpeting and large couches here and there. By the time I arrived some party-goers were already sucking on each other. Looking around, I noticed what I first thought was a little girl sitting in a corner all by herself, sucking on a large dildo. She was cute with a little blue ribbon tying off some of her light blonde hair.

Making a bit of noise sucking on that giant thing, she remained --- steadily squatting on the floor. As I strolled closer I could see that she was a sissy twink, not much younger than myself, and the biggest shocker was that she was not sucking on any dildo but her own cock that had to be over eleven inches in length and fairly thick. She was nearly naked and I noticed small boobs. The word Tranny came to mind. I moved near her, bend down and kissed her on the forehead as she sucked on her whale-cock. I was moving on sensations only and not thinking.

She was holding the cock with both hands and there was still room enough for my hand so I grasped the free part and the two of us stroked her slowly. Then, I squatted in front of her and she held her cock out to me so I sucked on it as well. I could only fit the glans into my mouth and that forced me to open wide. Between sharing her cock with me and my holding part of it, I kissed her all over her darling face and neck. In just a few minutes, she was really into me and we were making love.

She reached into her small backpack on her left side and pulled out a tube of lubricant. I took the tube automatically, not realizing that I was about to get my first, long awaited gay fucking. I had done some girls but I ached for a hard cock. Nothing the size of the sissy lover occurred to me but I wanted a real stiff one. I stood up momentarily and pulled my jeans off. My cock, now stiff as a diving board, bounced out. Still standing, I fucked her mouth a little and then squatted down, facing her. Her knees were at the sides of her head so I squatted as well and tried to assume a position where my cock would enter her little twink hole with ease.

Squatting face to face, we both started fucking and continued to share her stupendous cock head. We fucked and kissed, tongues swirling on each other, and time disappeared. The light lipstick she had on her lips more or less faded into our passion for each other. After a time I told her I was getting close and she said, "Try to hold off for just a bit." I slowed my cock down, thrusting into her Tranny pussy slowly. In a couple of minutes, she said, "Ohhh, ohhh, I'm coming...ohhhh," and her cum shot into her mouth as she greedily swallowed it. I could tell this was not new to her She held her cock toward me a bit and gave me one solid shot into my mouth.

Almost simultaneously, I began to fire off inside her Tranny pussy. I could feel heavy pulsating even better than my best lone wankings. When we finished cumming we heard a loud applause and realized that a small crowd had gathered around us and were watching us fuck and suck each other. Two good looking young guys, both naked, came over and licked us both up. I relaxed and lay back on the thick carpeted rug and on of the young strangers turned me over, went down on me, began to rim me, then slid a fairly impressive cock into me while my new, little sissy lover watched, smiling. She came up to me as I was being fucked and started kissing me. We remained lovers for three months and both had to leave the city for schools.

In time, we learned how to get her entire cock up my asshole, something I thought impossible, but that's another story.