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Not long after Sheila and I posted her pictures and videos, I got a private message from a user named MilfMaddie. "Hey, Kevin! I like how you coached such a great show out of Roxy." (Recall that Sheila's username is Roxy1994.) "I was thinking about making some videos, and I live downtown. Would you like to help?"

She'd posted some revealing but non-nude pictures that led me to guess that she was in her mid-thirties. I'd heard good things about older women--I'm 28--and thought, why not? I asked her a few questions about herself. I was only off a little; she's 38. She's an office manager, and she and an ex-boyfriend share custody of their eight-year-old daughter. I complimented her because her figure doesn't make her look like a mom. She has a digital camera, but her videos were limited to cell phone and webcam. I told her I'd bring the videocamera. My company often gives us their old equipment when they upgrade, and I was able to get some remote devices to control the camera. She also sent me some pictures of her apartment so I could get an idea of what and where to shoot.

Maddie had two library books on top of her coffee table. The one on top was a slim biography of a sitcom actor from the 90's. His character, Howitzer, was the handyman or superintendent, something like that, your basic wacky neighbor. When I asked her about it, she told me she had a crush on him when the show was still on the air. The "biography" was from one of those educational publishers. She'd seen it at a yard sale ...

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