Sissy Confession #596: The Hotel

I arrived at my hotel tonight and immediately showered and shaved. Next I put on black panties, matching bra, lace tights and an oversized white men’s button down. I then did my makeup…foundation, eye shadows, blush, lip gloss, some jewelry, and finally slipped on some 6″ heels (at 6’5″ I was now an Amazon princess)… I did not put a wig on….I wanted to be a sissy boy.

I then emailed this black man I had been talking with for the past month or so and invited him over. There was a knock on the door and I let him in. We moved to the sofa and I knelt before him and began undoing his pants and sliding them down his thick muscular thighs. WOW! He had a huge cock, at least 8″ and as big around as a beer can, leaning in, I kissed the tip and said thank you before wrapping my lips around the head….I licked, kissed, sucked, and worshiped every inch of that beautiful black cock.

After a bit he reached out and grabbed my nipples pulling up until I raised up on my knees. He slid his hands down to my ass and pulled me closer, his cock sliding between my thighs. He leaned closer and kissed me (He KISSED me, I absolutely love being kissed by a man). I closed my thighs together and he slowly started thrusting between my thighs while groping my ass. He broke the kiss and said…“you have a great ass.” I whimpered…“You have an amazing cock.” He kissed me again.

A few minutes later I stood, grabbed his hands and pulled him towards the bed. I laid back on the edge of the bed and spread my legs, I breathed…“Fuck me!” He smiled and pulled my tights and panties down a bit exposing my pretty rosebud pussy. I handed him the lube and he worked some into my hole, then stroked some onto his cock. “please go I slow,” I begged. He nodded and placed the head of his thick cock against me and slowly pushed. As my ass opened up for him I gasped, he stopped and let me get used to his girth.

He took his time and inch by glorious inch he entered me until I felt his heavy balls against my soft skin. I wrapped my long legs around him and moaned. “You are so tight” he joked. “You are so FUCKING thick!“ I hissed. He kissed me and started slowly sliding in and out. I laid back with my legs wrapped around him and let him thrust into me, slowly at first but gradually picking up speed. He fucked me for a good twenty minutes until finally he buried himself, I felt him tense and then he grunted and released spurt after spurt after spurt of thick cream inside me. I squealed (I think that is what I would call it) and leaned forward and kissed him. “Thank you! Thank you! Thank you!”

I kept my legs wrapped around him trapping his thick meat inside me for several minutes. Finally releasing my grip around him he slid out…“You are a hell of a fuck” he said. “ as are you…” I responded.

I pulled my panties and tights back up, but kept my ass high in the air to prevent his cum from leaking out of me while he dressed. Reluctantly I got up to walk him to the door, he pulled me close and kissed me one last time and groped my now sloppy ass. I promised to let him know when I would be back in town and he left.

I never got hard or came…I am now in the bed still wearing these cum filled panties and tights ready for a good nights sleep.

I hope to see him again.

– Jenna