The Quarantine Sissy Sexting Story

This is a story about a guy I dated last year during quarantine. His name is Alex.

We had been stuck with each other for a while, and one night out of boredom I asked him to let me give him a little makeover. He actually agreed, and so I sat him down and did his makeup; mascara, blue eyeshadow, red lipstick, and bright pink blush.
Then I did his hair into two little pigtails and tied them off with ribbons.

I was so shocked that he actually looked like a girl…and even more, shocked when I saw he was rock hard from the makeover. We took it even further and I picked out a whole outfit for him.
A little tennis skirt, pink panties, a pink bra, and a cute little white crop top. He was so convincing as a girl I even gave him a new name, Alyssa.

This new identity as a little sissy totally changed him. I had a strap-on cock that I used on a different guy I dated, and Alyssa was down on her knees, begging me to let her suck my cock.
I was so turned on I just pushed it right into her mouth. It was so hot to watch her gagging on my cock like a hungry slut while her little clitty dick was poking out in her panties.
Alex was usually such a dominant guy in bed, but Alyssa was a little whore who was begging to be fucked. I bent her over and slid my cock into her little sissy pussy, and I swear she creamed her panties in a matter of seconds.

Needless to say, Alex requested that we play dress-up again the next day too. 😉

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