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I always like spending timewith Valerie, but around Halloween it's really special, she owns a beautysalon in the city and does my hair (which I have kept long since my 18thbirthday) and make up, we try on outfits and hang out like sisters, it'sa really good time. I always get hit on by drunk men but it has never ledanywhere, mostly because I have not wanted it to, but tonight wasdifferent.As we ordered our cosmopolitans (what else would Carrie and Charlottedrink?) James came over to chat us up. He was even taller and betterlooking up close; he looked like a young Tom Sellek. He asked me my nameand I replied Charlotte York with a sly smile in my best female voice.Oh! He replied with a little chuckle and asked if I was an art gallerymanager. I pretended to look surprised and asked him how he knew. Iadjusted my hair around my ear, a very flirty move that women have usedon me with great success in the past. We started chatting and I found outthat James was a real doctor and not just. I was nervous, excited, scared, turned on... The anticipation had become almost painful and I needed for this night to happen. For the last week, Ruby had been coming over for my anal training. As soon as she would come in and we had kissed, I would kneel on the couch, presenting my asshole for her to plug. She would lick, lube and finger me until I was opened and then I would be filled for the evening. The plug was only removed for her to fuck me with her big dildo and then reinserted until she wanted to used me again. I would have it out to sleep and then have a reprieve until the next evening when she arrived. One morning during the week, Ruby told me I was to go to work with the plug in. I did as I was told. We had John, a supervisor from another office, visiting that day. I was trying to be casual while I was making small talk in the copy room, but I was very aware of how handsome this late 50s man was and that my buttplug was in, pressing on my prostate. We chatted about the.
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