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I headed upstairs to his room and start to dry my hair while changing. I hear “Oh sorry” after turning a round I see Kate staring at me standing there naked. I joked “Don’t worry you’ve seen it all before” I grabbed the cup of tea she made me and put it on the bedside table. “Kate you haven’t stopped looking at me” I said slightly grinning and moving closer to her.She looked at me and said, “You know, I’ve always liked you, you’re a really nice boy” at this point I leaned in and started to make out with her. “That’s okay, I’ve dreamt of this moment my entire life of knowing you”. I continued to make out with her, sliding my hand down her pants and rubbing her clit.I was fucking rock hard and ready to fuck the shit out of her but I held back as I wanted her to remember this. Kate was moaning passionately and pulled my hand out of her pants and started to get naked.God she looked just like I Imagined her to be. She was shaved. For a 41 year old she sure looked younger. She grabbed. I have been in touch with a lot of the ladies I'm involved with including another who is still becoming one.I met Penny several years ago and we hooked up for an afternoon. She had not been out of prison long enough to get a regular job and her transition was still an impediment otherwise. I helped her with some of those costs as did others on most weekends.A year or so ago her living conditions improved as she picked up a more steady job and she moved out of town closer to her work. Soon after the beginning of this I checked in on her to see how she was doing for money. We talked about how I could help within the more reserved way of life she had adopted.Penny is in her 40s with a very plain look. Scarecrow styled hair and budding, well, buds. Long ago I had given her some foam inserts for her bra which she passed on as she began to blossom he way she wanted but now she wasn't working as much and could use some extra money. I have been respectful of her new modesty but I still.
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