This is based on a story about me, the author and is a reflection of me in size and style.

Nick was 19 and at college in England. He’d lived there for 7 years after emigrating with his family. He was small at 5”7 and only 60 kg. He was very slim and was a great looker, although quite feminine. He used to run for the school so was fit as well and had several girlfriends in the past few years but none of them were stable. He’d always had a fetish of black silk stockings and whenever he had sex, he insisted his girlfriends would wear stockings. 

Nick had worn lingerie in secret for 3 years now and loved silk stockings. He had looked through several catalogues at the lingerie section and always masturbated over the women with thongs and stockings on. It was 2 weeks until easter and his family were going away and he would be left in the house by himself. He logged onto the internet and found Ann Summers. He ordered some black silk stockings, a black lace g-string and a black camisole for delivery in two weeks. He also ordered a butt plug and a 9 inch dildo which was 3 inches wide in diameter. 

As soon as his family left the house for the plane, he thought about what he would do. He checked the post and found a parcel which was quite big. His mother signed for it but it had his name on it so she didn’t open it. He was relieved she didn’t as when he opened it he found his lingerie and wild toys. He had stocked up and stole his mothers make up and had some shaving foam already out for use. 

He went in to the bathroom and took a bath using his mother’s oils and shampoo. He had long hair so it would take a while for it to sink in. He applied the shaving foam all over his body and especially on his armpits, ass crack and his legs. He hadn’t started shaving yet anyway which was quite weird for a 19 year old, but he thought that was one of the reasons he liked being a woman. He shaved every where and when he stroked his ass crack, he thought to himself, I love it. 

He went into the bedroom and and changed into his lingerie which was a perfect fit. He started with his stockings and gained an enormous erection while rolling them up his legs. He applied the make up including foundation, lipstick, eyeliner and most sexy of all, the mascara. He looked stunning and straightened his hair to look beautiful. He slipped on his 4 inch heels which he found in the garage a day earlier and they were a size 7 which was a perfect fit. He put the television on and put the music channels on where Christina Aguilera was singing with Nelly in fabulous lingerie. He took the dildo out and started to deep throat it like he had been doing with a dildo he found in the garage from his mother which obviously hadn’t been washed as it had shit and pussy juice on it. He finished lubing up his ass and started wo finger fuck himself. 

He used 2 fingers and eventually went to 4, before shoving the dildo up his ass. He worked it in and out and found it painful but pleasuring. He must have been using it for half an hour before he had an idea where he would get in a male escort and get him to fuck him. He did it straight away and booked him in for 2 hours later that night. When the time came, the escort was surprised to see a butt plug in his ass, but figured, what the hell. He made himself at home with Nick on the other seat. Nick came over to him straight away and began to take his cock in his mouth, using it for at least 20 minutes, deep throating him and licking his balls. 

After doing that, he straddled the man whose erection was at least 8 inches, and carefully sat down on his cock. He began jumping up and down to the rhythm of the cock pumping his ass. He loved every minute of it and loved acting like a cheap tranny whore. Feeling his balls tighten, the escort pulled out and unleashed the biggest load of cum all over Nick’s camisole, stockings and face, as well as his hair. He sucked his cock dry and paid him for his services. 

He loved it and the escort went off without saying a word. Nick loved it in England and knew he had two weeks left of pure, intense, anal sex. He came at the thought of this and went to bad with a sore ass and a smiling face.

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