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We eventually hugged goodbye and went on our way. In the following weeks we emailed and set up the details, all while building the hot anticipation. I practiced at home with the dildo and loosened myself up with butt plugs. It was a foreign feeling that aroused my mind in preparation to having my anal virginity taken by this hot stranger. Cindy sent pics of herself in lingerie with her strapon and I sent details about how I was able to take the full length of my dildo (6.5 inch). She really loved when I told her that I had a gaping hole. It was evident that she was hot and horny to do this, messaging things like she couldn’t wait to see my ass stretched out from taking her strapon from behind. As well as being able to take my anal virginity, she was excited about that. She sent me pics of her panties from work one day, showing just how excited she was to do it. Her panties were soaking wet. After emailing back and forth Cindy and I split a hotel room and met up in the following. No tall poppy was my girl just a blessing for her father.The phone call? Oh, yes the phone call! During the first two months of this guardianship the office rang me no less than once a day. If I negotiated through the problem in the morning often there was another phone call early in the afternoon. The average was about eight a week as I have discovered that I'm not a bad phone negotiator. I used to double park in the tiny teachers car park and stroll into the office foyer and check out Tommy's office to see if it was empty. If it were I sat in one of his visitor's chairs, if not I'd plunk myself into the chair in the foyer. I'd smile and greet Helen, Rita or Mary through the office's sliding window, discussing the weather, their kids (or grandkids in Rita's case) the school formal or the upcoming school concert they were all dreading or whatever. Helen, Rita and Mary were the receptionists in the office the other four ladies were clerks only, though I knew they understood my.
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