Sissy orgasm Stories

Over the next week, every single morning that I went into class, the only thing I could think about all day was getting home, locking my bedroom door, and video-calling Josie. Each night, she would show off a different outfit for me and tell me how badly she needed me inside her as I watched her fuck her little hole with the dildo I’d bought her. I’d tell her how to play with herself, how fast to go, how deep to go, and w...

That first night, after I’d watched Josie swallow my cum, we kissed as s(he) stroked my still-hard cock, until I told her Katie might wonder where I was if she woke up to find me gone. Josie looked up at me, still standing there in that schoolgirl outfit, now covered in saliva and cum. "Will you dream of me, Daddy?" s(he) said softly. "I don’t think there’s any way I could not princess," I said as I reached down and cares...