Maddie

By Amanda Saunders

Published on Jun 21, 2012

Transgender

Disclaimer: This work is original fiction based on real experiences. It has been fictionalized to protect the identities of the author and those involved. Everyone real and fictional in this story is an adult. This story may not be reposted without permission.

*With a loud "click", the deadbolt snapped open and the heavy wood door swung into my apartment. I put my keys down on the table in the entryway, slipped off my heels and tried not to slip as my pantyhose covered feet carried me across the gleaming hardwood floors. I almost floated down the hall, I was exhausted, but energized beyond words. He liked me -- he really liked me. Alan, my date... err, my boyfriend now, I guess, was the man of my dreams. He was tall, just over 6ft 1, he was in good shape, but not unapproachably so, and he had strong hands that made me melt as he held me in his powerful arms.

I guess I should back up. My name is Maddie, but it hasn't always been. I was born "Adam" but it never fit -- not just the name, but the whole thing. You see, I've always known I was a girl -- since I was a child, I've been interested in women's clothes. I still remember wanting shoes like my mom wore, when we went shoe shopping for me, at age 4. Mom and the saleswoman laughed at me, saying I was cute but that they weren't for me... I quickly learned to hide those wants that didn't fit. Fast forward two decades -- after coming out to my parents in college and starting on hormones at age 19, I now have a body that fits me. I'm 5'10", 122 lbs, 34C-24-35 -- numbers I've worked hard for.

Despite being so sure of myself, I've always been shy around guys --less so now that I'm full-time as a woman, but I'm not out there to be taken advantage of... even if I secretly want a man to just have his way with me. I guess, I've been waiting for the right man to unleash my inner slut... and I think I just met him last week, at the gym, of all stereotypical places. I'd seen Alan a number of times over the last few months -- he was always coming in as I was leaving to go to work. I always caught him stealing a peak and eventually I started smiling at him and returning the favor.

I couldn't believe myself -- I didn't even know his name, and yet almost every night, I fantasized about him. I wanted him, badly. I imagined bringing him home to my apartment, our hands all over each other the minute I closed the door. I dreamed of taking him by the hand and leading him to my bedroom, a step ahead of him so he could faintly see the outline of my panties and garter belt as they waited to be revealed to him in a few minutes.

Quickly, I pull him into the bedroom and he takes my hand, leading me to the bed, where he sits down. Instead of sitting next to him, I kneel in front of him, pushing him back on the bed and running my hands all up and down his chest and legs, pausing to feel his cock getting harder and harder. Soon, I just can't take it -- I have to see it. I unzip him, freeing his beautiful, uncut 8-inch cock from its prison. Taking it in my hands, I feel it grow even harder as I bring my lips to its head. I look up at Alan and make eye contact right as I engulf his rock hard pole with my cherry red lips. Playing with his balls as I bathe his cock with my tongue, Alan begins to moan and soon his hands are on my head, quickly beginning to fuck my face... and I love it.

Alan takes more and more control of the situation -- and of me, his willing little girl. Before he cums, he stops me and pulls me up to kiss him -- and quickly works my shirt off, over my head. Knowing where we're going, I quickly unzip my skirt and step out of it, while Alan gets his pants off letting him see me naked, except for the matching grey satin and lace bra, thong and garter/stockings that I'm wearing for him. His hands are instantly all over me -- I love feeling powerless as his hands take hold of my ass, pulling me tight to him. I fall into his lap as we continue to kiss passionately. Quickly, forcefully, but yet somehow gently, Alan manages to get me on to my back and before I know it, he's on top of me, kissing his way down. He deftly opens the front closure of my bra and wastes no time, still kissing every bit of me.

His lips find one of my nipples, and the sensation is electric. Pleasureful. Amazing. As his lips toy with one breast, his hand finds the other. I'm beside myself with ecstasy -- and I can't take it any longer. I beg Alan to fuck me. Thankfully, he's eager as well. He lifts me with his powerful arms and slides a pillow under me so that he can get to my warm, waiting ass. He grabs the lube of the bedside table and gets me ready with his finger -- teasing me the whole time.

My desire for him is like nothing I've ever known. I want nothing more than to be his. I want his hard cock deep in my ass and I'm about to start begging when Alan lifts my legs to his shoulders and slowly starts to push his thick, warm manliness against my hole. He slips in with a little bit of pain, but keeps gently pushing in, deeper and deeper until I feel his balls agains my tight ass. I'm his. I want him to stay there forever.

Slowly, Alan begins to fuck me. Picking up his pace, pushing deeper and deeper in to me. I can't take it any longer and start screaming in pleasure as a tremendous orgasm takes over my body, sending warm jets of cum out of my tiny cock. Alan keeps fucking me as my boy-pussy grips his cock, but soon it's too much for him too, and I feel a warm flood deep inside me as alan gives me the gift I've been wanting forever...

But all of that was just my fantasy. The real thing was so much better...

Want to hear more? I'd love to get feedback: ams.dca@gmail.com *

Next: Chapter 2: Maddies Date


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