Summary - Drusilla is being attentive to a man who is experiencing only his second experience with a transgender woman. His first encounter was demeaning and shameful, so she works to make this one meaningful and fulfilling for him.
She threw me on the bed! Climbed on top of me, kissing me deep! Her strong hands unzipped my pants and started to stroke my hard dick! "Choke me", she said, as she pulled up her skirt and took off her panties.
Then I felt it. Both of them at the same time. As my hands wrapped around her throat, she leaned forward. The hard cartilage of her Adam's apple and a hard 8-inch erection grinding against me. That was my bedroom introduction to Drusilla. We met at the club, talked, danced, and kissed a little. There was an instant attraction. I knew what she was, and she knew I knew what she was. But there was no need to address it. We stayed in our moment. Stayed in our vibe.
As she stared into my eyes, our bodies pressed together; our hard dicks pressed against each other. It felt; right. She kissed me and raised up to remove her clothing. First the skirt, then her top and padded bra. This was before she got her breasts and hair removal done. I marveled at the lean, chiseled, yet feminine way she moved her body. With grace and care, she slowly removed my clothes as I laid on the bed. Carefully placing my belongings in the chair by the bedside. I didn't know what to expect. This was only my second experience ever. My first was demeaning, shameful, embarrassing. This was tender, meaningful, right. I breathed a heavy sigh of relief. Drusilla must have been reading my mind, because she came to my ear and whispered, "Relax. Let me lead tonight."
And I did. She kissed me tenderly. My lips, my neck, down my chest. As she got to my engorged erection, she looked up at me to catch my eye before she kissed the tip and slowly swallowed my dick. My body tensed and relaxed as her warm mouth slowly devoured me. I was in heaven. This was the experience I had been waiting my whole 45 years of life for. This was my moment. Drusilla continued sucking and licking my hard dick. I was so lost in the moment I didn't even notice when her mouth was replaced with her hand rubbing warm oil on my dick. "Are you ready?", she asked. I couldn't even speak. All I could do was slowly nod my head for her to continue. She mounted me. Positioned my dick at the entry to her ass and slowly slid down my dick until she was resting on top of me. She placed my hand on her huge eight-inch dick, and slowly started to grind against me as my hand stroked her dick. I could feel her getting more and more comfortable, and after a few moments, she leaned forward, kissed me deep on the mouth, turned around and got on her knees.
"This is what you really want to do", she said. "Slide your dick inside me and fuck my ass". And I did. Slow, deep strokes. Enjoying every sensation, feeling every nerve, every nuance. Memorizing every sound, every feeling. Trying to embed this moment permanently in my mind. Tonight, I was free. For the first time in my life, I was being true to myself. Gone were the thoughts of my wife, my kids, family, job. This moment. This moment with Drusilla was all that mattered. For the first time in my life, I was living in my moment. Being true to me. And as I stroked my dick in and out of Drusilla's ass, listening to her moans, listening to her encourage me to enjoy her, my dick got harder. My pace quickened. I could feel the eruption building deep in my loins. "Take it all, take it all", she said to me, and I did. Our intimate moment became blended with carnal pleasure. Strokes of tenderness became pounding passion. Sexy encouragement became growls of pleasure. Building deep within me was the orgasm of a lifetime. My first true experience of pure pleasure.
"Cum inside me!! she yelled. "Cum inside me!!!" And I did. With one final primal thrust I released deep inside her ass. Stream after stream, pulse after pulse. It felt never ending! I growled. I moaned. I cried.
As I collapsed on the bed, Drusilla came over and kissed me tenderly on the chest as she lay against me. Slowly and softly letting her fingers trace the outline of my dick as it softened. "Was it everything you wanted?" she asked. "That and so much more." I responded. Even as I could still feel the tears running down my face. She tenderly wiped them away, kissed me on the mouth and walked to the bathroom.
When she returned, she had warm, soapy water in a bowl. She slowly and gently washed my dick. I marveled at how tender she was in such a strong, chiseled body. I also marveled as I watched my dick, respond and get hard again under her touch. She smiled and with a wink said, "That looks so delicious. Let me taste you again, but then; it is MY turn". Nervousness entered every part of my body as she said that. "Her turn" I thought to myself. She has the biggest dick I've ever seen. With a head that looked like a nuclear mushroom cloud exploded out her shaft. How was this going to work? Fear was trying to take hold of me, but before it could, she whispered, "Trust me". And just like that, I did. My body relaxed and my mind was free. She again started to suck my dick, even as she spread my legs and washed my ass. Then I slowly felt an oiled finger penetrate me. Slowly moving in and out as her mouth continued to swallow and suck on my dick. I couldn't help it. It felt too good. The combination of her mouth and her finger. I couldn't hold it. I came. Hard, fast and quick. My body jerked, and I watched as my nut slowly trickled from her mouth and down my shaft. But she just smiled and continued to slowly penetrate my ass with her fingers. Then before I realized what was happening, she was on her knees, my legs on her shoulders, her huge, hard erection at the entry of my ass.
Slowly she entered me. Tenderly. Gently. Easing in and out. Respecting my body. Honoring this experience for me. In and out. In and out. I felt the pressure. Deep pressure. Pain, but a good pain. An erotic pain. In and out. Slowly, gently. I watched as she watched her dick slide in and out of my ass. I watched as every now and then she drizzled oil on her dick before sliding back in. I looked at her. "I don't think I can take it anymore. I think that's all I can handle". She smiled at me and responded, "It's ok. Because you have taken it all. Every inch is deep inside you. Relax. Enjoy." And I did. I laid back and let myself enjoy every stroke. Slow and erotic. Her touch was gentle as she held my ankles in the air. Then she looked at me and smiled. I smiled back as we looked at the hard erection that again had taken hold of me. She drizzled oil on my dick and stroked it in rhythm to her dick sliding in and out of my ass. Where was this pleasure all my life? How had I deprived myself of this experience? My nerve endings were on fire. My body was in ecstasy!
Our dance continued. She stroked my ass with her hard dick as she continued to stroke my dick with her large, strong hands. Deep and slow, deep and slow. We both felt it building. This moment was ours to share. We were in harmony. Two strangers whose bodies were one. The build was slow. Stroke after wonderful stroke it was building. The power of a volcano building in both of our bodies. But Drusilla was patient. Her pace didn't change. It didn't quicken. Her pressure was the same. Her control was mind blowing. Every nerve in my body was ready to explode. The nerve endings firing. My dick leaking so much precum, that my shaft was white and creamy from her strokes. But it was coming. We both knew it. This experience was about to end in a glorious blaze of fireworks and a release of primal passion . "CUM with me", Drusilla growled, "CUM with me!!!"
And I did! And she did! She pulled her dick out of my ass and released. She stroked her dick and mine. We watched as our streams shot all over me. Mixing on my stomach and chest. Pulse after pulse, stream after stream of warm hot cum from our bodies mixing together. As we smiled at each other, she collapsed on top of me. Our bodies share the warmth of our release. After a few moments Drusilla got up and headed for the shower. She invited me in to join her and our bond was sealed as we tenderly washed each other's bodies.
That was five years ago. I'm still married. Living the lie of a married father and career man. But Drusilla and I never stopped seeing each other. Our bond today is stronger than our bonds with anyone else. That was our story. Drusilla has given me permission to tell hers. What will follow will be her experiences. The good, the bad, the beautiful and the ugly. I hope you enjoy them.