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Role playing as Sarah
Role playing as Sarah
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M has shown interest in my cross dressing fantasies, and encouraged me to come dressed as ‘Sarah’..
My first man-on-man partner M has shown interest in my cross dressing fantasies, and encouraged me to come dressed as ‘Sarah’.
So dressed in women’s fitted jeans, heels, a push up bra and simple fitted T shirt I walked through the cool autumn air and arrived at his apartment. Whilst not ‘passing’ above the waist, I did have an ass and legs that many women were jealous of. The lift up to his level was a little awkward as a gorgeous girl in her late 20’s eyed me up and down, and smiled knowingly
I chattered with M on the couch for ages, enjoying each other’s company. He then disappeared to the toilet, and I stood to check my phone. He returned, coming up behind me, grabbing my ass with intent. I smiled, and pushed back into him, before peeling my jeans off and bending at the waist to remove them.
I then turned and sunk to my knees, fumbling with his pants. Despite seeing it before, it’s size and shape did not fail to make me gasp. I immediately kissed and licked his cock, running my lips along his shaft before taking the head into my soft wet mouth. My eyes watered as I tried to take him as deep as I could, his hands on my head guiding me. “Oh you brave girl.. come with me” he said.
He took me by the hand to the bedroom, the feeling of an inevitable fucking turning me on even more. The bedroom was dark and ready with towels, and I knew my place. I climbed onto the bed on all fours as I heard him apply condoms and lubricant.
The head of his cock felt enormous as it rested against the entrance to my tight ass, but the pressure soon made my muscles give way and accept him inside me. It took some time to adjust to his girth and length, but before long he was fucking me slow and deep.
M paused to apply more lubricant, and then proceeded to fuck me harder and harder, my hips now pushing back to meet his every thrust, the inner girl in me now enjoying every moment. His hands grabbed my hips and I gasped as I felt some sharp smacks on my exposed ass.
“Arrhrg, uh.. oh fuck!!” he cried out as I felt him pump harder and harder, coming deep inside me, my own muscles subconsciously squeezing him as wave after wave of orgasmic energy cursed through my body.
We collapsed in a sweaty heap before I eventually left. The walk home was not one of shame but of accomplishment, and I click-clacked over the stones with pride, knowing that I would jump at an opportunity to be dressed and fucked as Sarah again. I have no intention of transition but omg it is fun to role play sometimes!!
The full version is in the stories section.
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