He complimented me on my wardrobe and then asked if he could try on one of my tops! He is about my size so I said that he could of course. He tried on lots of tops first until he found one which suited him. I told him how well he looked and jokingly asked if he wanted a bust to go with it! He blushed and told me that he'd wanted to dress up for ages but his ex didn't want him to. I found an old padded bra and some silicon push ups which gave him some cleavage under the top. I asked if he wanted to go the rest of the way and when he agreed I got out some stockings and skirts I thought would suit him. Luckily I had a pair of boots which were about his size as well, so I took the lot into the spare bedroom and left him to it. I choose some patterned stockings and a saucy black skirt myself and was sitting doing my makeup when he came in and for a second I thought it was somebody else who had come in the house. He'd chosen some sheer black stockings and a fairly short skirt to go with. 'Tell me baby what do like to have done?' 'Ohh god finger my ass, please Jez'. I just wanted her to use me so badly, she pushed a finger in and I slid my ass back into it, taking it knuckle deep. She removed her finger and brought it to my mouth, I sucked deep lubing it up, this time a second finger entered, from their she began to finger fuck my ass. ' Ohh yes baby take it like a good boy for me' I moaned loud and I couldn't take it anymore. I needed to feel her hot tranny cock in my ass. ' Please fuck me Jez' I asked, 'Do you really want my thick cock baby, do you need it baby?' 'Ohh god yes Jez, I need that hot tranny cock to fill my boy hole, I want to feel you spread my ass!' With that she lined up her cock to my entrance. She pushed forward and I grunted hard, it was slightly painful but I was so worked up I didn't care. She waited for me to settle then slowly withdrew her cock. She then slammed it back it me, this sent a bolt of pleasure through me and she really began to fuck.
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