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After rolling on the condom, he climbed back into bed with me and rubbed his member against my pussy lubing his cock with my juices. He stopped just o...tside my entrance looking up at me as if he expected me to call it off at the last second. Then he pushed inside me stretching my entrance and stopping when he felt my hymen. “You ready, Lucy?” he asked, I nodded, then he pushed further, I could feel his member stretching my hymen then braking it. I gasped and he went in as far as he could. Then. I had enormous guilt that Ihad not disclosed this side of me to Jenny before.I had been a cross dresser since my teens. Some periods were more intensethan others. As I had graduated from college and gone out on my own, I hadperiods of intense dressing three to four times a week. After I met Jennyand decided that I wanted to be with her for the rest of my life, Ichanged my habits and suppressed my desire to dress. I dressedoccasionally whilst travelling but it was always rushed and not so. More

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