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I told her yes if it could not hurt. Wendy explained to me that I would have to prepare myself if I wanted to engage in sex. She told me that anal sex can be very pleasing and asked if she could properly introduce me to it, promising me I would not feel any pain. I agreed and she asked me to remove my clothes and lie on the bed. We were both lying side by side talking when Wendy leaned over and kissed me. I gave her a questioning look, and she said “I love kissing girls." We kissed a little more, and then she asked me to lie on my stomach and relax. Wendy got some KY from the nightstand, put some on her fingers and slowly began to caress my anus. She took her time and it was about fifteen minutes before one finger was used to penetrate me. After 10 minutes or so, she applied more lube and inserted a second finger. Not once did I ever feel any pain or discomfort. In fact it was sensual, erotic and very pleasing. While she had two fingers in me she found my prostrate and gentle. It was Louise’s job to also tidy up the bedroom after each client so as her friend said good night and left Louise went into the bedroom to finish off her work. However, she then turned round with a twinkle in her eye. She pulled me over to the bed and told me to strip. I was unsure but there was no stopping her and within a flash we were both naked. She pushed me flat onto my back, quickly unrolled a condom onto my cock and mounted me. This time she didn’t tease and stop just rode me until I came. I did feel like a client. We quickly dressed and left and spent the night at mine. I wanted to know more about what she would/wouldn’t do at work. She was adamant that she would do very little apart from clean, answer phones and occasionally watch topless. I tried to believe her but there was always a nagging feeling. It was nearing Christmas and Louise invited me to her work place to meet her after work. This time it was 10pm and it was quieter than last time. She told me she had a.
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