When we had both recovered and were lying side by side, idly stroking each other, I asked Will “when was the last time that you dressed”? “Last Monday. Just a quickie locked in the bathroom. I was about to have a bath and when I was putting my laundry in the basket I noticed some of her stuff lying on the top. What about you”?“Last week sometime. Have you ever dressed with anyone else apart from me?” He laughed and asked if I was jealous. I said not but pressed him for an answer. “Yes, I have another friend who likes playing. What about you?”“You are the only boy but I do sometimes dress with a woman.” “What. Who. I don’t believe you.”“Suit yourself, its true though.”I told him about how my neighbour in the downstairs apartment had discovered that I was wearing her clothes when I was watering her plants when she and her family were on holiday. He was really turned on and I had to pleasure him to another orgasm before going on.“She loves dressing me up, and has some wigs I wear. She. "Good girls don't do this sort of thing." I whispered.He told me once I was his lady in the streets and a freak in the sheets. The guilt I carried was learned from a good catholic upbringing. I shouldn't like this sort of thing. But I did..."Do you want it?" this time he's muffled. Blowing a steady breath across my saliva soaked backdoor. The gooseflesh rises and I moan. I'm ready to ignite."Please..." I moan. But unable to bring myself to ask yet."Please what? What do you want? Ask me. I'll do it if you ask." he smiles wickedly, but immediately stops his ministrations.I'm ashamed to admit it. In a small voice I reply, "Please... in my ass. Stretch me open. Make me scream. I want to feel you cum deep in me. Just fuck me, PLEASE!"He walks me to the bedroom, removing clothing as we go. Climbing onto the bed, he positions me on all fours. A flick of his wrist and he pours cool lube on my wanting asshole. Spreading it with his fingers as far in as he can go.The knowing smile on his face..
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