"Morning boy! I'm just off riding is it urgent?" she said. For a moment I was slightly confused until I realised she was in character. "I'm s-s-s-sorry Miss." I stammered. "Sorry for what boy?" "I've been a naughty boy. I accidently broke Mrs Phillip's window with a football." I said. "You did what? I hope you apologised for being such a naughty boy?" she said, glaring at me. "I tried but she wasn't in. I thought I ought to tell you." I said. "Yes. Right well doesn't look like I'm off riding this morning. I'm going to have to deal with you instead. Get inside now and take your shoes off." she said, and I followed her into the house. I took off my shoes and made my way into her living room. She had an old fashioned living room with an open-fire. She had two large armchairs and a dark green settee. She had sat down in one the armchairs. She wagged her finger beckoning me forward. "Now I think you need to be taught a lesson for your behaviour...don't you?" she asked and I nodded.. Next she handed me a pair of red strappy sandals with a three inch heel. I sat on a small bench to put them on. I have worn heels this size many times so I had no issues balancing. At this point, I thought the transformation was complete but Nan had also picked out some red elbow length gloves to add even more femininity. She said my nails weren’t long enough to be sexy so she would just conceal them.Finally, Nan handed me a red purse which really completed the look and told me that, for tonight, my name was Trish.We returned to the vanity where Nan looked through some drawers for purse items. She gave me some touch-up makeup, a condom, a tampon, lube, a small case with four cigarettes and a small lighter. She then gave me some perfume to apply and then put in the purse. Nan had me bend over once more so she could remove the anal plug which she then made me lick clean before placing it in a small sink.Nan wanted to get pictures so we walked around her house where I posed in different.
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