This story is my experience with my first real love. It happened thirty years ago.
I was a bartender in college and I had always been lucky with the girls. I somehow had managed to keep three to four girlfriends at a time and never really understand why I needed to. Anyway, my new profession had made it easier than ever to get laid. One night a thirty-something man came in with two really good looking girls. At the end of the night he asked me if I wanted to make some extra money. I cautiously asked how. He said nothing funny or illegal. He was simply looking for a young guy like myself to model underwear for his company. He told me it paid $200 for a couple of hours work. After assuring me it was not porn I said yes.
The following Saturday morning I showed up to his studio. It was Steve, the guy from the bar, Erica one of the models, another model that I don't remember her name and the photographer. They were finishing up with the other model while Erica and I watched and talked. There was something special about Erica and I knew if I played it cool she would be at my apartment one day soon. When it came Erica's turn to model, her robe can off and I immediately got hard. She had on a see through bra with the most beautiful b cup tits. After ten minutes or so Steve asked me to join Erica. I took my robe off and my 8.5" cock was at full attention.
Steve said, "We can't use pictures of a model with a full hard on. We have to do something about this. Either you go to the back and take care of it, I join you and take care of it for you, or you talk Erica into helping you with it. Either way I am sending the photographer to lunch."
Erica shocked me by saying, "He does not have to talk me into anything, I am game it he is." She said to Steve, "you can watch from a distance but he is mine!" I could not believe my luck. I wanted her more than any girl I had ever met. We went to Steve's office where Erica gave me the best most passionate kiss I have ever had. I immediately thought, 'this is my future wife.' She then whispered something into my ear. She said, "I have something you need to know before we go any further." She said, "I was not born a woman." She then kissed me again before I could say anything. I did not care. I wanted her no matter what.
She slowly took off her top, then her panties. Her cock fell down. It was almost as big as mine. She then kissed me again while putting a strong grin on my cock. I was not thinking I was just simply going with the situation. As we kissed I could feel her cock up against my leg. I felt my heart beating harder than it had ever beat. I felt as if I was going to cum just from kissing her. We kissed for minutes then she started licking and sucking my nipples. She worked her way down to my cock. I was only in my mouth for a minute when I felt I was about to cum so I pulled it out before it exploded. I did not want this to be over. I went back to kissing her, I worked down to her breast and on to her cock. I took her in my mouth and sucked her until she exploded in my mouth. She came buckets. I did not get it all but I did get most of it. She immediately went down on me and I came almost immediately. She did not miss a drop.