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Eli took a deep breath before he replied, "I never wore women's clothinguntil, basically, the day your brother first walked into my office."Felicia gave Eli a confused look while she responded, "That's a bit of areally delayed onset..." It wasn't even based on some desire to wear it. It was all about astupid bet with my secretary that got way out of hand." Your secretary?" Yes." You had a secretary?" Felicia asked, confused by his claim."Yes, Terri." Terri, your boss?" Felicia inquired for clarification while her well-groomed, arched eyebrows rose as she struggled to understand what Eli wastelling her.Eli nodded with blushing checks."What the hell happened?" Felicia asked, genuinely befuddled by thescenario that Eli was describing."She won the bet, and I had to cross-dress as one of the girls that day. It was nothing much. It wasn't supposed to be anyway. I didn't think itwould do anything other than embarrass me if I lost. We were justsupposed to go about our day as if nothing. The cock inside me came and withdrew – I needed another so I moved to the next lap. This cock was huge and I gasped as it forced its way into my cunt. Heather was being tuned over so she could see me and her pain increased as she saw the pleasure I was deriving from her pain. My clother were pulled up so she could see I was happily fucking away while she suffered.I felt so guilty but suddenly another feeling overtook me as I felt the cock withdraw from my cunt and ram to the hilt into my ass. The pain was intense and I thought I would pass out but to my surprise I orgasmed and realized the pain added to my already intense pleasure so I forced myself to fuck this huge cock in my ass, the pain of my dry anal passage causing me to cum again and again. The cock inside me came and the cum stung my insides adding to my pleasure.I finished coming and looked up to see the horror on Heather’s face. I felt ashamed but I couldn’t help it. The pain, watching the torture, it turned me on.
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After class, all girls would beexpected to shower in the common shower area. This sent a low buzz ofcomments and some excitement through the girls. For some reason, it didnot bother Janet. In a way, she had almost expected it. Also, she hadgym right before lunch, so she would not be in a hurry to get to her nextclass. She did know that among her gym supplies stored in her lockerwould be a pretty shower cap and a box of maxi pads.The rest of the day was uneventful, except for the making of some newfriends. In addition to the regular academic subjects, each girl wouldtake an elective. For the first three quarters, the electives could befrom home economics, secretarial/business training or cosmetology. Lastquarter electives had to be in math or science. If a student desired, herlast year at Parkside could be devoted to concentrated study in one of theelective areas. During the first class of the day, the girls were givenan overview of the electives and told that they had to.

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