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Alice decided that I wasn't man enough to wear men's clothes. She had bought some lingerie for me to wear. So for her next date I was instructed to wear knickers, bra, stockings and suspender belt. Her lover for that night commented that I looked sweet but my hard cock was a turn off. Alice's solution for that was a cage. Her reasoning was sound: her boyfriends didn't like seeing my erection and I couldn't get nasty stains on my lingerie if I wore the cage. It also made her happy and if it made her happy I was happy to do it. Her purchases included some sexy dresses too and beautiful high heel shoes. These all went into my closet. Alice decided that I needed to wear my girly clothes, my cock cage and my collar all the time when I was at home. She wanted it and I was happy to do it for her. The next night there was a message to wear a full face of make up. All I needed was on my dresser in my room. She told me to make it slutty and she gave me instructions. So now I was dressed as a woman, including lingerie; I wore slutty make up; I had my cock in a cage and wore a cuckold collar. Alice loved it and so did I. We were more like sisters now. She even had me shopping with her for some more feminine things like jewellery. I had my ears pierced twice and my bellybutton pierced too. She told me she was considering getting me a tramp stamp tattoo too but hadn't found the right design for me yet. Not long after this Alice came home with two men. One was typical of her lovers; tall and muscly but the other was a little effeminate. She said, "Anon, this is Jamie. He's going to fuck me. And that is Brandon. He's going to fuck you."
