Chicks With Dicks Story: Her First Night

A First Night, No Hiding

I am Ruby, I am twenty-nine, and I am a trans woman, and I have spent too many nights letting a man see only part of me. Frank is thirty-four, an adult man who met me for drinks and looked at me like I was exactly what he wanted, not a curiosity and not a secret. This was the first time I decided I would not hide anything. I wore silk lingerie under a dress that hugged my waist, I walked into that hotel room with my head high, and I was already wet and hard thinking about what would happen when he finally saw all of me, and wanted all of me, just as I am. I had imagined this night for months, and I was not going to waste a single minute of it on shame or doubt, because I wanted Frank, and I wanted him to want me back, completely.

Frank did not rush me, and that made it hotter. He poured us a drink, he kissed my neck, he ran his hands over my dress and told me I was beautiful, and I believed him because his voice shook a little when he said it. I let him unbutton my dress slowly, I let him see the lingerie I had chosen for him, and I pressed my body against his until I could feel how hard he was through his trousers. I wanted him to want me, all of me, and I told him so, in plain words, because I was done pretending that part of me was something to apologise for.

The Hotel Room Door Closed Behind Us

When the door clicked shut, I turned around and took his face in my hands and kissed him hard, and he kissed me back like he had been waiting all night for that. I pushed him back toward the bed, I climbed onto his lap, and I ground against him until he groaned into my mouth. He slid his hands under my lingerie, he touched my breasts, he touched my cock, and he did not flinch. He stroked me slowly, he looked up at me, and he said he wanted to taste me, and my whole body answered him before I could even say yes.

I lay back on the hotel sheets and spread my legs for him, and Frank went down on me like a man who had been dreaming about it. His mouth was warm and wet, his tongue circled my cock, and he took me deeper with every stroke until I was gripping the sheets and moaning his name. I arched, I begged him not to stop, and I came in his mouth with a cry that filled the room, and he swallowed and looked up at me, licking his lips, and told me I was the most beautiful woman he had ever been with.

What Frank Wanted Next

Frank was not finished, and neither was I. He stripped off his clothes, he climbed between my legs, and he pushed inside me slowly, deep, while I wrapped my legs around his waist and pulled him closer. I felt every inch of him, I felt his hands on my hips, I felt his mouth on my breasts, and I moaned every time he thrust. He fucked me hard and slow, he whispered my name, and I came again, shaking, with his cock still deep inside me, and I held him there until we were both breathless and sweating on those tangled sheets.

Still Wet, Still Wanting More

After that, we lay together in the hotel bed, and I was still wet, still hard, still wanting him again. I did not want a polite goodbye or a quiet sleep. I wanted Frank to take me again, I wanted his mouth on me again, I wanted to ride him until he came inside me, and I told him so. He laughed, he kissed my shoulder, and he rolled me over and took me from behind, slow and deep, until I was crying out into the pillow and coming for the third time that night, with his hands holding my hips exactly where he wanted them.

We showered together after, hot water running over both of us, and he washed my back and then turned me around and kissed me until I was hard again. I pressed him against the tiles, I took him in my mouth, and I sucked him until he came, groaning, with his hands in my wet hair. That first night was not about hiding, or apologising, or being less than I am. It was about being seen, being desired, and being taken completely, as the woman I am, cock and all, by a man who wanted every part of me.