I guess it's time to tell the story of how I wound up in this neighborhood, let alone how I came to concentrate on middle aged women rather than the young girls most of my co-workers chased. I grew up in the upper class part of a medium sized town. Our home was nestled amongst the other high priced homes, the ones that held the doctors, the bankers, and the lawyers. My father was in the last part, the lawyers. I was a typical teenager, without much direction in my life, and when I started my junior year of high school he said he wanted me to take over the law firm.
While being a lawyer didn't necessarily appeal to me, I didn't have any other ideas, and the money would be great, so I decided there was no reason not to try that out. I was in my freshmen year of pre-law and on my way to Florida (we always spent it at our beach house there) when I got the phone call.
My father's law partner was on the phone. I had known 'Uncle' Bob since I was a kid, and he had the sad duty of breaking the news that my parents were gone. They were planning on flying my father's plane down and meeting me there, but an accident on takeoff had resulted in both their deaths. To this day I still don't remember the trip home after that. The following days were a blur as well. A double funeral to plan, relatives flying in, the wake, the service and finally the burial. It was six months later when I finally woke up in my bedroom and was able to start thinking about what was next.
During this entire time I was alone. I had no female in my life. I had lost my virginity in high school to a classmate, and the less said about that fumbling encounter the better. I had dated in high school and college as well, but had grown tired of the young girls. Don't get me wrong, I had plenty of girls chasing me, but not for me, but my parent's money. I was smart enough to realize that. I stand about six feet, and I'm in fairly decent shape. Brown hair and brown eyes completed a rather non-descript package. So while I had my fair share of dates, the moment they started hinting about meeting my parents was the time I started ignoring their phone calls.
It was easy to pick out the gold diggers. They were either willing to give it up on the first date in hopes of sucking me in or became the 'good girl', kisses and light petting only, cock teasing me, hoping I would give them anything to get into their panties, including an engagement ring. I gave up on dating college women all together when I was in the bathroom at a party and I overheard two girls talking without knowing I was listening. They were discussing how Cindy, my date, had been the biggest slut on campus until she had set her eyes on me. One of them actually said how sorry she felt for me, knowing that as soon as Cindy got her MRS degree that she was sure to go back to her philandering ways. They were shocked when I walked out, but not as shocked as Cindy was when I dumped her in the middle of the family room and walked out on her and the party.
But this was the here and now, and when I woke up in my old bedroom that morning, I looked around the room at my stuff and suddenly felt out of place. This house was entirely too big for me, and everywhere I looked I had once happy memories turned to bitter loss. It just didn't feel like home anymore. I realized that it was time to sell it and move on. Bob Foster, my father's law partner, was the executor of the estate, and I called him that morning.
"Hello. Davidson and Peter. May I help you?"
"Good morning, Peggy." I had known the kindly elderly female that was their receptionist and head of the office staff for years.
"Good morning, William. It's good to hear from you. How are you holding up?"
"Making it day by day."
"I know. It's been just as hard on us here at the office. I guess I don't have to tell you how much all of us here loved your parents."
"I know. Thank you. Is Uncle Bob in?"
"Sure. Let me transfer you."
A few seconds later Bob Peter came on. "Hey, William. How are you doing today? Is there anything I can do?"
"As well as can be expected, and as a matter of fact there is. I'd like to talk to you about my parent's house. I'm thinking about putting it up for sale. There are too many memories here."
"I understand, and I don't blame you at all. Frankly, with the way the market is, I think it would be a good time to sell."
"Thanks, Bob. Look, I'll be honest, I don't have a clue about real estate. I could really use your help. Do you have a recommendation?"
"As a matter of fact, I do. Her name is Heather Carlton. I trust her implicitly, and if I was selling my house she'd be the one I'd call. We've handled her legal business for years. Why don't I call her and set up an appointment for you? What's your schedule today?"
"I'm going to the gym this morning, but I have no specific plans the rest of the day."
"I understand. I think this is a positive sign that you're ready to start moving on. Let me see when Heather can come out."
"Thanks, Uncle Bob."
"Hang in there, buddy. Call me if you need anything."
"Hey, I'd like to thank you one more time for keeping Dad's name on the firm, you didn't have to do that."
"Your father was the one who started this firm and he's the soul of it. It stays there as long as I have anything to say about it. Take care buddy, and I'll give Heather your contact information."
A few minutes later I got a text from her telling me she'd be there at 1PM. I acknowledged it and left for the gym.
I came home feeling as close to normal as I had for quite a while. A good workout had seemed to purge a lot of the stress out of me, and I was almost cheerful as I grabbed lunch and got dressed. Dress pants and a nice shirt, along with a pair of casual boat shoes seemed to be the best thing to wear. It was 1PM on the dot when the familiar chimes of the doorbell rang.
I opened the massive front door and immediately recognized the woman on the other side. My mom had been friends with Heather Carlton and when I saw her I immediately recognized her from when she had visited our home before. This woman was an absolute knockout, and I had to make sure to keep my mouth shut and avoid drooling in front of her!
She was a few inches shorter than me, barely weighing more than 120lbs, and she wore long, blonde curls, framing a face that was eager and cheerful, a professional smile gracing her face. Bright red lips matched her long red nails, above which on her left ring finger perched a massive engagement ring with a matching wedding ring. She wore a short black jacket under which her 38DD's strained against a white blouse that was almost sheer, clearly showing the outline of her bra underneath it. She had a black skirt that swirled knee length around two beautiful legs in nude pantyhose, ending in three inch black stiletto heels. I saw the light of recognition in her eyes and the smile became more real.
"William, what a pleasant surprise! It's so good to see you!" She immediately came inside and gave me a hug, which it was only polite to return, and her light, sexy perfume tinkled my nose and stimulated my cock to show the first signs of life in weeks. I was shocked when she gently kissed me, not on my mouth, but close enough!
"My, how you've grown up! Your Dad was so proud of you!" She released me, and stood there beaming.
"Hello, Mrs. Carlton."
"Oh please, William! Call me Heather! We're both adults, and you look like you've developed into a fine young man!" She ran her eyes over me, with evident approval, and continued, "And a very handsome one as well!"
I blushed and she giggled, resting one hand on my arm for a moment. The soft touch definitely stimulated parts I had not thought of for quite a while, and I looked at Heather again with a new eye. There was no doubt that this was a very mature, very sexy woman, and I was beginning to have some very impure thoughts about her.
She walked across the tile of the entrance, her heels clicking on the marble floor, and we went into the main room.
"Of course I used to come over here when your parents would entertain, but that was as a guest, and not as an agent. Naturally I've never been upstairs either. Could you show me around, please?"
"Certainly! It would be my pleasure."
She smiled, showing me all of those perfect white teeth, and I grinned back. I held out my arm in the old fashioned manner, and she quickly grabbed it with both hands, holding it tightly.
"You look to be in really good shape. Bob mentioned you went to the gym this morning." She ran one hand up and squeezed my bicep, and a look of approval came over her as she felt the firm muscle there.
"I try to stay in shape."
We walked into the kitchen, and she broke away to start looking around, complimenting me on the neat, clean appearance, and opening up various cabinets. Was it my imagination, or did she seem to be stretching up to look in the top cabinets just a bit more than necessary, showing off that fabulous bust of hers? A couple of times she knelt over to look in the bottom cabinets, once showing off that still tight ass and seeming to inadvertently lift her skirt in the process, showing me a tantalizing glimpse of the top of her pantyhose and those beautiful tanned thighs.
We made our way through the rest of the house, and there was no doubt she was swinging her ass just a bit more than normal. The curve of her hips seemed to invite me to spread my hands across them and draw her close, but I manfully resisted the temptation. We went upstairs, and I thoroughly enjoyed watching that tight ass sway up the stairs ahead of me, and catching a glimpse up her skirt. She got to the top and looked back at me, and I could almost swear she gave me a tantalizing wink when she caught me staring at her lovely body.
I must have been mistaken though, because there was no way such a beautiful, delectable, mature married woman such as her was going to go for a young guy like me. I swallowed a lump in my throat and we walked down the hallway. We went through all the rooms, and I listened to her compliment the master bedroom and bathroom. There was no doubt she was fully confident of her ability to sell it when I was ready to put it up for sale.
We went back downstairs and sat down together on the sofa in the family room. My eyes were irresistibly drawn to the sight of those long, beautiful, toned legs, encased in pantyhose, with her stiletto heels. I quickly looked back up to see her gazing at me with an inquisitive look on her face. She quickly became all professional, but I could see a spark in the back of her eyes.
"So, what are you thinking?"
