I didn’t know if the transsexual woman’s dick so deep in my ass made me gay or not, but I didn’t care at that moment. I just wanted her to fill me up and dump her load. The skimpy sundress I was wearing was now pulled down and up around my waist and creating a fabric handle for the woman to pull on as I was bent over taking her cock. my lacy stockings were still up and fortunately my high heels were still on, keeping my ass in a nice upright position with my head so low to the ground.
I had purchased the sundress and stockings that afternoon in preparation for my date that night with Betty. We had met online. She knew I was a wanna be sissy cock slut but had never acted on it. She was just happy to have an ass to dive her dick into. She was a beautiful but masculine woman. Much taller than me at 6 foot and a much bigger dick. She had olive skin that was so smooth and her implants were a good supple size, but not too big for her. It was a hotel meet up so there wasn’t much talking. I had rented the room and was fully sissified out when she showed up. She laughed at my attempt to dress sexy.
“you dress like a little girl” she said.
We had already decided it would be a dom / sissy play session and she jumped right into it. She had me on my knees jerking it under my dress while she slowly and methodically slipped out of her black dress and placed it on the table. Then, as she stood there fully nude but for her high heels, she was ready to begin.
“make it hard” she barked, pointing to her flopping cock swinging in front of my face. She held out a bottle of lube to squirt into my hand. I applied it to the length of her dick as it grew. It was soon pointing right at my face and that is when I took it in my mouth. The lube was meant to be sucked and had a strawberry taste. But I could taste her and smell her must even more. He balls tightened in her sack as I attempted to get to the bottom of her shaft.
“bitch time!” she ordered and grabbed me by the hair. I was pulled to my feet and tossed to the bed.
“Ass up! face down. Time to go to pound town” she ordered.
I had put dildo’s in my ass before but never a cock. She could see as soon as my ass was waiving in the air that i had pre-lubed and stretched before she got there.
She slapped my very white ass with her caramel colored cock a few times before lining it up at my hole. She slowly pushed in and a grunted in pain.
“relax that sissy ass.” she said.
I took a deep breath and pushed back into her, sinking her big cock deep into my cavity. Slowly in and out at first and then she picked up speed. I gripped and bit the comforter as she grabbed my hips and got into a good rhythm.
“Sissy fucking slut. Take my cock. ” she repeated. “dressed like a princess and fucked like a whore.”
I loved her berating comments. My dick was hard as could be and bouncing with each plunge of her cock.
I wasn’t expecting her next move. She pulled out quick, leaving my ass so empty. Before I knew what happened she grabbed me by the shoulders and flipped me onto my back like a rag-doll. she then grabbed my legs and hoisted them toward my face. I was now on my back, spread eagle, facing her. her beauty and strength were overwhelming. her perfect tits, flat abs and rock hard cock were glistering in sweat. That is when she plowed her dick back into my gaping hole. I was now being fucked fact to face like a real girl, my cock bouncing off my stomach as my goddess held my ankles and thrusted again and again.
this angle had her cock hitting my prostate hard. I couldn’t last any longer.
“I’m gonna cum!” I stammered.
She picked up my feet even higher so my dick was slightly above my head and then she pressed into me with her cock, pushing me into a crunch position with my cock close to my face.
“Say Aww, bitch!” she said
And that is all it took for my balls to tighten and I was overcome with an orgasm. jizz sprayed out of my cock harder than it ever had before as her dick pressed my prostate. a full spray hit me int he face, right on my cheek. It was so much it splattered up over my head. The second spurt got me right in my open mouth. My hot cum blasted my tongue. the next two spurts followed, filling my mouth. the final two soaked my chest and stomach.
That seemed to do it for the woman. She pulled out of me with a plop, sending another river of pleasure through my body. She immediately began jerking her cock hard and fast.
“spread your legs and don’t move,” she said.
I lay there covered in my own cum, grabbing my knees and spreading my legs with the most beautiful woman jerking off over me.
“Shower in my Jizz!” yelled the woman as ropes of thick hot cum came arcing out of her cock and over the bed. Her ropes of jizz fragmented in the air and by the time they hit me it felt like I was in a hot rain shower. spurt after spurt landed on me as I attempted to catch droplets with my tongue.
When she had finished she moved in closer and slapped my still hard cock with her now half flaccid monster dick. I was not worthy to be in her presence and post cum after glow.
I watched her from the bed as she pulled her dress back over her head and grabbed her purse. She had no panties to put back on. She completely ignored me until she was about to walk out the door.
You should see how you look now; cum plastered, ass gaping sissy left crumpled on a motel bed in a jizz ruined sundress. How does that make you feel.
I just smiled at her as she walked out the door.
Source: reddit.com/r/eroticliterature/comments/b24vwe/goddess_transsexual_in_a_hotel_room
I wish this could happen to me ? great story