1. During the divorce 15 years ago


    Date: 3/28/2017, Categories: First Time, Masturbation, Shemales, Author: Chartless, Rating: 91, Source: xHamster

    Chris. I wrote the letter to set up a meeting for two weekends from now, “Afternoon to early evening, Blah, blah best directions I could on how to get to my home. That Saturday arrived and I was working around the house not knowing when she might show up? Was going on about 7ish the night sky was slowly fading the sun’s rays when the doorbell rang. I opened the door and there was a young man in a suit with a fairly large portfolio case over his shoulder. Thinking to myself what I time for a door to door salesman! He said Mr. ****** I said yes he said Hello I am Chris! My heart in my throat, I stuttered a bit then went on to stammer a bit, then I said you are supposed to be a woman!? He looked a bit dismayed saying that the paper had made a mistake and put his personal in the wrong section, but he had a thorough description of CD at the bottom of the ad had made it clear who he was. I asked his name he said it really was Chris, which is sort of non-gendered. I said well I had just made a bite to eat and he was welcome to come to have something to eat, but think nothing past that will going on, to which he said that’s cool, I stood back letting him in taking his coat hanging it in the hall closet. Leading him to the kitchen table and dinner. We sat at first pretty quiet, I looked at him then said I am sorry I missed the CD part of your ad! He opened the case, producing the paper which had his ad in it showing plain as day the “CD” at the bottom, (Duh me reading and not ...
    seeing what I read). I said again I was sorry so at least I could do was to let him eat dinner and chat. I finally got brave enough to ask about his being a CD he said it was only a recent thing, that he had not been with any men I was the first but he had been playing with the idea since his divorce, that he and his wife had done some Cos Play with him dressing on occasion, mentioning that it had always been a turn on for him. My mind went back to the old neighborhood where I grew up and the things a few adolescent friends and I had done. Jacking each other off, one friend and I had played with my s****rs pantyhose jacking off in them rubbing on each other as Chris talked. I came back to the present with a hard on under my jeans blushing at the memories and my hard on. Chris asked why I was blushing I turned several shades redder and fussed up about early boy things and the pantyhose things. He said that was ok, sort of hemmed a bit and asked, would you like to see me dressed? I said sure why not, he asked where he could change showing him the guest room. He closed the door and asked for me not to peek until he called, closing the door behind him. About 20 minutes later he called asking me to come in the room. There he (Oh My God, SHE!) laid on the bed more beautiful than the picture, she had brought candles and had them lit around the room, the flickering light from the scented candles made the room even more seductive than the vision on the bed. A white Teddy, lacy Satin red ...