When John became Jasmine Part 1

The following story is a work of fiction based on my own dreams and fantasies.



John woke up, It was the day before his 40th birthday. He reached onto the bedside table for his wallet, he opened it and pulled out a piece of paper, it was his list of things to do before he was 40.
There were 40 things on his list, the majority of them were crossed off apart from 4 things.
1. Suck a cock
2. Swallow someones cum
3. Receive anal from a man
4. Dress as a woman in public

Today was his last day to complete the list, he had done everything else, skydiving, travelled the world, everything on that list apart from those 4 things.
He got out out of bed, jumped in the shower and strated to shave his entire body smooth.
He dried himself off, got dressed in Jeans and a Jumper and picked up his bag that contained all his make up, underwear, shoes, dresses and wigs that he used to dress up in the comfort of his own home.
He went outside, he placed his bag in the car and got into the driving seat, he decided to drive to manchester.
When he arrived in Manchester it was just turning dark, he booked into a hotel, he went to his room and unpacked his things.he started to get dressed.
He slid his black stockings over his smooth legs, the feeling was amazing, he noticed that his cock was already getting hard, he put his suspender belt on and attatched his stockings. He then put his waist clinching basque on and his black frilly panties, he was a little bit chubby but with the basque on it pushed everything upwards giving him a bit of cleavage.
He then put his bra on, followed by his high heels.
He looked at himself in the mirror and smiled, he had a nice curvy figure when dressed.
He went into the bathroom and started to put on his make up, he wanted to look slutty but still fairly convincing, then once his make up was applied he went to choose a dress.
He decided to wear his polkadot swing dress, it made him feel sexy and feminine especially with his petticoat on underneath it.
He slid into his dress, he could already feel his sissy alter ego 'Jasmine' starting to shine through, and the petticoat easily hid the bulge in his panties.
Once his dress was on he put on his big chunkypearl necklace and his big hoop earrings, then he picked up his long brown wig and went back into the bathroom to put it on, he decided that tonight he was going to have a low side ponytail that d****d over his shoulder, he had always liked that hairstyle on a woman, then when his hair was ready he went back into the bedroom to put on his red cropped cardigan and his black elbow length gloves and to pick up his clutch bag.
He was ready to complete his list.

TO BE CONTINUED...