Jenny had to go home, I was mortified. His Mom was very strict and he had to have his supper at 7pm and then she would make him do his homework. His bath time was 8.30 & bed by 9pm. He embarrassedly told me. At 18 this is not ideal.
I was still super horny and blown away that I had just found out my sexual orientation. I had always felt a little horny when Trish and I had rescued him from bullies and got hot when I saw feminine boys, but had been so busy playing dress up with Trish that I had not put the two together.
I laid on my bed in just the pink panties and stroked myself while running through what we had done together.
Must have fallen asleep, I woke to a text, after dreaming about having sex with Jenny. Feeling the warmth and tightness of her Sissy Pussy around me.
With my sissy cock very hard and pumping I read the message.
Jenny had been sent to bed early for being late.
"Mummy Used To Spank Me If I Was Late, Now she sends me to bed" Read the text.
"Mummy does not like my little tiddlywink as it gets hard when I get spanked now" She went on to explain.
I put this to the back of my mind and preceded to text about how much I enjoyed making out with him as Jenny.
He confessed I was his first sexual encounter, I confessed to.
Then we started playing with each other via text. I would text how he was to feel himself pretending it was me doing it too him. First stroking, then jerking and then fingering. Jenny really got into that big time and started moaning like girl. After about an hour we both climaxed together and feel asleep.
YOU ARE READING
My First Sissy Romance
RomanceSchool was an odd place, didn't know where my sexuality was going until a random encounter
