Men are strange. Some stranger that others. Some men want to show off their women (wives, girlfriends, mistresses, whatever) to arouse envy. Some want to test the loyalty of "their" women by suggesting to other men that "their" woman is available. In this case, if the woman succumbs to the desires of another man, she fails the test. Still other men harbour a fantasy (explicitly held or not) of being cuckolded, becoming aroused at the idea or the fact "their" woman being intimate with another.
I don't know for certain which category he fell into, but Maggie's boyfriend seemed pretty desperate for me to meet her, even if only online (separate continents). Maggie was unsure, but because I was older, and thus merited a display of respect accorded an elder, and because her boyfriend really seemed to want it, she agreed to chat with me.
She was by turns shy, sweet, nervous, and engaging. Maggie let it be known she deeply loved her boyfriend, and that she was his. We chatted about her goals, dreams, her family, her relationship with her boyfriend. It was a pleasant chat, with no overtones of what was eventually to come.
Maggie comes from a conservative family, and gave the impression of being a very modest woman. Her boyfriend seemed more cosmopolitan, and Maggie and I eventually chatted about how that clash impacted the physical aspects of her relationship with her boyfriend. Hesitantly, she acknowledged that she was a virgin, but that she and her boyfriend has experimented. The experimentation was rather constrained, as she admitted she'd received, but not given, oral. Whether her limited experience was attributable to her conservative family or inherent modesty, she was delightfully innocent.
Her boyfriend had told me that Maggie just didn't do pictures. He didn't mean nudes. He meant that Maggie would likely never willingly give me a picture of herself. She'd probably always be an enigma, words on a screen, as far as I was concerned. So of course, this was the first point I tested. After a small number of chats, I prevailed upon her to share a photo. What I received was a picture of a very pretty young woman, with a tentative smile, and a positively delicious form.
When Maggie asked what I thought of her, I told the truth. That she was pretty, and very attractive. She was surprised I'd say that to her face (so to speak). I told her there was more to be said, but I didn't know if she'd be comfortable hearing. She was shy, but wanted to hear what I had to say. I explained how I wanted to touch her, given the chance, what I would do with her. She was shocked, and for a little while it seemed she might stop speaking with me.
She told me she was torn. She deeply loved her boyfriend, but she was, much to her confusion, drawn to this strange older man. She wanted to understand more about what I meant, and began to come to chat with timid question about, for example, what doggy was, and why some older men like to be called Daddy by younger women. She also worried that my knowledge of her undying affection for her boyfriend would make me withdraw, as if my knowing that she'd never leave him would have conclude she'd never submit to me fully - my words not hers.
However, in the end, her curiosity, or suppressed sexuality, won out and she wanted to know more. Our visits often became explicitly sexual in nature. I explained how I would touch her, instructing her to touch herself in keeping with my words. Hesitant at first, she became more compliant, more willing to explore. And far from her boyfriend's prediction, she began to send pictures of herself. Clothed, yes, but images that none-the-less conveyed sensuality and a sexual hunger just below the surface.
Once, she sent a picture wearing clothes that revealed her thighs. What beautiful legs she has. She was simultaneously mortified and aroused at her audacity. We spoke more about how an older man might use a younger woman to their mutual pleasure, and acted on those conversations in our virtual bubble.
