It was a kind of lost summer for me. I was between jobs and having a hard time finding something that I wanted. After a couple of months of looking unsuccessfully, I decided to just go with the flow and take the time off. I needed some money coming in, of course, but there are always interim sources of income. I was lucky enough to find one that provided some money but also a lot of leisure time - house-sitting for a professor and his wife who were on sabbatical for the summer.
It was a nice house in a fairly upscale suburban neighborhood. Most of the residents were married couples and families, so I didn't really fit in, but I didn't mind because it was a quiet neighborhood and a very nice house, with lots of amenities and plenty of windows so I could indulge in one of my favorite pastimes - people-watching. All the neighbors seemed to be out on the street a lot, but it was one particular neighbor who caught my eye. From overheard "Hellos" I soon learned that her name was Mary.
I'd see her almost every day, often more than once a day, out for a run or walking her two little dogs, her thick blonde hair blowing in the breeze, usually dressed in some skimpy workout clothes. The clothes were just shorts and t-shirt, but the shorts weren't the comfortable, loose-fitting kind that most people favor. These were "old school" athletic shorts - tight and skimpy. The tee was usually tight too. The whole ensemble was clearly intended to show off Mary's physical assets - full breasts pushing against that tight shirt, a nice, narrow waist and a firm, round butt. She was in great shape for a woman her age, which I guessed to be around 40. No, she was in great shape for a woman of any age, and she knew it. She definitely caught my eye. I wanted her.
What really caught my eye was Mary's bottom. It wasn't the kind I'm usually drawn to, not the classic "cute tushy." No, it was fuller than that, but oh so firm - like two ripe, fleshy beans stuck together there on her rear. There was just a tad of extra meat there, just enough to put a little jiggle in her buns when she walked. It was the kind of jiggle that a girl just can't help but notice - at least a girl like me. Whenever she turned around, I couldn't take my eyes off it. It just drew me in, begging me to touch it, squeeze it, kiss it. I kept thinking about how warm and soft it would be between those luscious cheeks.
So I guess it was Mary's bottom that finally made me do something to try to get with her. Of course, I needed an excuse to interact with her. It soon occurred to me that she had already provided the perfect one - her dogs. Mary was pretty consistent about the times she walked her dogs, so I could just be ready around those times and pop out onto the street when she came by. What could be more natural than a girl like me to fussing over some cute little doggies? And what dog-owner doesn't love that?
So there I was, a few days later, lying in wait for Mary to come by. Spotting her, I let her get a head start so as not to be too obvious. I knew that she always made a circle around the block, so once she was far enough past the house, I started off in the opposite direction. Within minutes, I encountered her coming toward me.
I put on my brightest smile and said cheerfully, "Oh, I love your dogs. They are so cute!"
Mary responded with a crooked smile. "Thanks," she said with a laugh. "They are cute, but I'm afraid they're spoiled rotten." As she smiled, I noticed the subtle "laugh-lines" in her face and the hint of crow's feet at the corners of her eyes - two things that I always find attractive in mature women.
"Well," I said, bending down to pet them both, "that's what cute little dogs are made for, aren't they?"
Mary laughed. I was encouraged. This was moving easier than I'd hoped, but I decided to play it cool. After a few more niceties I moved on and let Mary go. But I had laid the seed.
Two days later, I was out again. This time I caught Mary just as she was starting. I made another fuss over the dogs (they really were cute) and asked if she minded if I walked with her. To my delight, she agreed, though she added, "I have to warn you, though, I go pretty fast." I told her that was okay with me because I needed the exercise. I explained that I was out of my usual workout routine because I was house-sitting.
"Oh," Mary said, "so you're watching Scott and Jen's house? I noticed the lights were on at night and wondered if someone was there."
I told her my situation, that I would be there for the next couple of months and that my usual gym was all the way across town. That's when I hit the jackpot.
"Oh gosh," she said, "I'm a personal trainer! I do it part-time, in my home, right up the street. I have free weights and some workout machines, too. If you're interested," she added with a smile, "I'll give you the 'neighborhood discount'."
I really didn't have much spare money for a trainer, even at a discount, but this surprising opportunity was just too good to pass up. I immediately told her I was interested. We exchanged numbers and continued our walk.
Later that week, I called Mary and set up an initial appointment. Mary had suggested that two or three workouts a week would be a good schedule and I settled on three. Paying for three sessions every week would put a real strain on my current finances but I couldn't turn it down. The possibilities were just too promising.
The first sessions were surprisingly tough. Mary had warned me that she was a challenging trainer, and she was true to her word. For those first few workouts, each time I left her house I was tired and sore all over. But I was also happy, because things were moving along. Mary was a "hands-on" trainer, touching me in various places to show me which muscles each machine or activity worked on. I loved that. And she opened up to me to a surprising degree, complaining more than expected about her husband. I found out that this was her second marriage. Mary had never had a lot of money in her life, and her husband made a lot, so that was nice. But the marriage was going a little stale. She even hinted that her sex life left a lot to be desired. "Thank God for vibrators," she said once, quickly blushing with embarrassment at letting that secret out. She explained that her husband was self-employed (she worked for him part-time) and was totally absorbed by his business - no time or interest for Mary's needs. That was definitely a plus for me!
I was in my third week of workouts with Mary when I decided it was time to take a chance and make a move on her. I knew I was pushing it, probably going too fast, but I also knew I was running out of time before I had to leave the neighborhood, so I decided to go for it. I just needed an opening. Luckily for me, Mary is about to provide one.