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She brought home a video showing two women experiencing anal sex. I was quite turned on. After a couple wine coolers I told her lets experiment. She led me to the bedroom, I undressed as she got everything needed to take my anal cherry.I laid on the bed on my stomach and she helped me put a pillow under my hips. She started by inserting a cotton swab with Vaseline into me so I could get used to something going in. After 2-3 insertions of the cotton swab, she changed to a pencil wrapped in a condom. This did not bother me at all, actually it was pleasurable. Then she put on a disposable glove and slowly inserted her middle finger, the feeling of my asshole being penetrated like this was odd, but I was getting turned on. Slowly she moved her finger in and out, in and out. Many times she would rotate her finger around. I started breathing heavily and could feel myself getting very wet. She told me that she felt I was ready for something bigger, her 6 1/2 inch strap-on, I took a deep. For a moment I was lost in the pleasure surging through me, with no thought about being heard. In the morning I awoke early with a need to pee, and slipping on my nightie crept across the hall to the bathroom and relieved myself. My return woke Darleen who in turn went for her morning constitutional, she remained naked and returned to join me in bed. We must have spent at least a couple of hours just petting and kissing each other, enjoying finger fucks as we masturbated each other. Soon I heard the sounds of her mum in the kitchen, and then a short time later there was a knock on the bedroom door. Darleen called out, ‘come in’ and her mother entered with a tray with tea and toast on it for us. I could have died from embarrassment, thank goodness I at least had my nightie on. Later we got up and dressed and joined her mother for some breakfast, her mother was a lovely lady, quite chatty asking if I slept alright etc… I found it a little embarrassing to answer her, but realized it was.
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