Being now accustomed to a frequent and vigorous sex life, I was looking for a replacement. A young intern new with the company got my attention. Caitlin was a slender brunette who did an assortment of jobs on request throughout the project. She was fresh out of high school on her first job. I made an effort to visit with her and made a point to sit at her lunch table from time to time and visit.Finally, I asked her out to an event that I thought she might enjoy. She was reluctant but when I insisted she acquiesced. We had a pleasant evening and when I asked her out again she accepted.She seemed shy so I played it cool but also noticed that if I was assertive, she eventually agreed to my requests. My matronly tutor had taught me a bit about submissiveness and so I stepped up the game a little. The next time we went out and I returned her to her small apartment, I asked if I could come in. She looked embarrassed and said that her boyfriend was going to be there shortly. That was the. Jim couldn’t help but look at her legs. God he wanted to make love to her, to let his penis spring free, to feel it get hard, to feel it enter the velvety softness of her vagina. He wondered if Don was making love to her now. He knew they were good friends and had been since college. He wanted to ask her but was afraid of the answer as well as of making her mad. Don suggested that Jim might need to wear blouses now instead of men’s shirts, she agreed. "That would be ok wouldn’t it fluffy?" With a big smile he just said "yes." Jim would have to go to work wearing his new breasts. He wore them in a white bra with a cute little rose bud between the cups, over his darling bra he wore a white women’s button down shirt. The shirt was tucked into white women’s slacks with out pockets, worn with a narrow navy leather belt, navy microfiber loafers with a one and one half stacked heel, nude knee high stockings a red and navy women’s wide tie. Over the blouse he wore a navy blazer, his wife had.
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