Sammy Samantha

Sammy Samantha A boy meets an older man and together they slove a problem

How I became Samantha is a cute story made out of a love for a desire to be who I always wanted to be and my love for an older man. I always knew that I was different from other boys because I craved what girls had. Their pretty things, like dresses, skirts and blouses, panties, slips, and bras. And of course their pussy's. And so I knew that I had gay tendency. I never actually approached any male at least not until I met Mr. Spencer.

Mr. Spencer lived just outside of town in a two story Victorian house. I met him once while out picking up glass soda bottles and beer bottles. I was walking by his house one morning and he saw me and stopped me. I don't know why but at that moment I knew that he was someone that I could be comfortable around. For some reason I felt that he craved what I craved, a life different from the vast majority. I agreed to visit him the next day. A summer day in my fourteenth year that I would never forget.

It was early in the day when I stopped to visit. He offered me a cold drink and as we talked I noticed that his eyes were always going to my cock. So I slowly moved my legs giving him a better view of things hidden. It stirred a naughty feeling within me. He then asked if I wanted to play Checkers. I said yes and we moved to a card table. As we played I felt his leg rub against mine. At first I didn't move, then slowly I moved my leg closer. He slowly increased the pressure on my leg as I held it still.

“Are you okay with everything?” He asked quietly.

“Mmmmm yes, yes! Everything feels so nice. I like it a lot and you make it feel really good.” I said looking at him and smiling as our legs met again.

“Good, good!” He said as he reached over to caress my hand softly. I didn't pull my hand away but let him have his way. We played three games as he put more pressure on my leg. He suggested that we move to the sofa, so I said okay not knowing what to expect next.

“What exactly are your dreams and wishes you had? You know real personal things. Oh and by the way, anything we do or say, stays in this house. Okay? So you can tell me and trust me, that is if you want.” He said as he held my hand running it lightly with his finger.

I never felt so safe like I did at that moment and before I knew it I was revealing dark secrets. “I always envied the girls.” I said as I slowly moved closer to him. I continued, “They always get to wear such pretty things. Skirts and blouses, bras and panties and slips and petticoats. And those lovely dresses. While the boys just wear drab stuff. I really wish that I had been born a girl.”

I turned to look at him with tears in my eyes. He put his arm around me and pulled me closer. He placed his hand on my chin and lifting it up brought his face close to me and kissed me lightly on the lips. Electricity shot throughout my body and I felt so wonderful and at peace with everything that was going on.

“Mmmmm my little darling, we're going to have to do something about making your wish come true. That is to be a girl. Would you like that? If so we need to take some measurements and you'll have to be naked. Is that okay?”

Nodding yes, I threw my arms around him and gave him a big kiss on the lips. I quickly undressed and stood naked before him.

“It's not fair that you be the only one naked, so I'll take my clothes off too.” He quickly said.

My cock jumped as I took in his gorgeous soft cock. As he measured me, his hand would briefly brush my cock making it come alive. I watched as his cock began to harden. I wanted to reach out and touch it but didn't know if I should. Once when he turned me my hand brushed his magnificent cock and it sent bolts of electricity shooting through my body. I began to think that I was addicted to cocks. But for now only one cock and it was so close that I could inhale its aroma. My little cock was now standing straight out as he finished measuring.

“Oooh my goodness, it looks as though someone needs some love. What do you think sweetie?” He asked in a soft voice.

Burning with desire to know what would happen next, I heard myself replying, “I, I think, I mean yes, mmmm I guess so! Oooh I just want to be touched and I want to touch yours also.”

He laid me down on the carpet and began to work on my cock. Oooh god, when his hand first touched my cock and ball sack I nearly died in ecstasy. It was a beautiful moment. And then his hot lips touched my tiny cock. Oooh my god, the electricity soaring through my body was thrilling and filled with so much joy. His tongue played with the head of my cock then his lips seemed to swallow my entire cock. He was so gentle and so thorough in making love to it. His hands massaged my little ass and every now and then a finger would want to venture in.

“Mmmmm Aaaah mmmmm, oh Mr. Spencer, I think I have to pee. Oooh it feels so good and I like it. But I really have to pee. Oooh yes, yes, aaaaah aaaaah, ooooh Mr. Spencer I have to peeeeee!”

I had my first ever orgasm and didn't even realize what was going on. Mr. Spencer cleaned my spent little cock with his tongue and then laid beside me.

“That was your first time to have an orgasm wasn't it?” He asked.

Nodding yes, I reached over to grasp the magnificent cock. It felt so rubbery and without any encouragement I moved to bring myself closer to the hard waiting cock. This was my first cock and just like a bitch in heat, I instinctively moved in to fuck his cock with my face. It was an inner thing and I knew that I would become his bitch. My little tongue lapped up his sweet precum from the crack on the cocks head. I wrapped my small mouth around the head of his cock and sucked. Mmmm, I loved it. I kissed the length of the cock and sucked on his ball sack. I loved how his cock rubbed against the cheeks of my mouth. What would have made it even better would have been if I had girly stuff on. I put as much of that gorgeous cock into my tiny mouth as I could and sucked.

He put his hands on my head as his cock shot out its first stream.I wasn't ready for it and it frightened me as it hit the back of my mouth. Some of the cum seeped out of my mouth and onto my chin. On the next one I did a little bit better, still some seeped out. The last two were not as big. I slid my finger along my chin and deposited what cum I could get into my mouth.

After I moved up to lay my head on his chest. I had a satisfied smile on my face. I pushed myself up and looking at him I asked him if I had done everything the right way.

“Mmmmm baby girl, you're a natural at sucking cock and I wonder what else you are good at. Ooooh god I love your sense of things. I want to make you into my little gurl. Would you like that? And from now on call me Carl when we are alone.”

“Yes, yes Carl, I really do want to be your gurl. And I like what you're doing with my ass. I want to be your gurl forever and ever. I've never done this with anyone, you're the only one and I don't want anyone else.”

“I am happy that you want to stay with me and to be my gurl. From now on your cock is going to be your Clifty and your ass is your pussy. I am going to dress you as my little fuck princess.”

“Mmmmm I think I am going to like coming here and making love. Mmmmm your fuck princess, I like that.”

Carl waited until I was older before he attempted to fuck my pussy although he would finger duck me a lot. I always loved it and wished he would fuck me. I was seventeen when he finally put his cock into my pussy. It was a lazy summer day and I had gone over early in the morning. I walked in the back door and he was seated at the table drinking his coffee. I leaned down and kissed him on the lips and told that I was going to get dressed. He said okay, look sexy.

When I walked into the living room he gave a low whistle and said,

“Ooooh god Samantha you look so pretty this morning, even prettier than I have ever seen you. Gawd you make me so fucking hard.”

I had dressed in a tight fitting black chiffon dress that showed ample legs and a bit of thigh. I slowly walked over to him and sat on his lap. I put my hands on the side of his face and brought my face close to his mouth and kissed him deeply. Our tongues danced with each other as his hand busied itself under my dress. He kept up his fondling and was beginning to work me into a frenzy. Finally he stood me up and without saying a word took my hand and led me to his bedroom. He sat on the bed and put both hands under my dress and slid my panties off. I was breathing fast and hard, almost gasping. He had me lay on my stomach and fixing some pillows he began to lube up my pussy. I shuddered as he prepped me. I moaned in anticipation for what was to happen. He laid his cock at the entrance to my pussy making me moan loudly. He started to push into me and I thought I'd die as the pain set in as my pussy fought with the alien trying to enter. I bit down on the covers of the bed as tears filled my eyes yet I didn't want it to stop. I wanted fucked no matter how much pain there was. After a while things began to change and I began to enjoy the feel of his cock sliding in and out of my pussy.

“Mmmmm yes, yes, ooooh Carl honey, yeeesss fuck my pussy. Oooh god how I wanted this for so long. Mmmmm Aaaah yeeesss mmmmmm. Ooooh Carl,Carl, I want to be yours and only yours. Oooh fuck me, fuck me” I said to him with a cracked voice. When he turned me over and saw the tears, he asked,

“Honey are you okay?”

I looked up at him and smiled and said, “Oooh Carl, never any better and I love you so much.”

He fucked me some more and then we both fell asleep. We woke up almost at the same time. I had my back to him and he slipped his arm around me and pulled me into him. I sighed and said to him, “Carl, I'm your gurl from here until forever.” We stayed together for a few more years. He died and left me a small gift so I wouldn't have to work hard. Now I am grooming my own little gurl.