Birth of “TheHANDYMan”

In my 20s I was very good at doing small tasks in all trades up to a certain extent. This knowledge and me needing play money for the summers, I started promoting my services at places like country clubs and local distinguished neighborhoods. It wasn’t long before I was getting emails and calls for needed work. My daily jobs consisted anywhere between mowing one’s lawn, cleaning out gutters, painting interior rooms, repairing clogged sink drains, changing out overhead light fixtures, cleaning out the pools to anything that pretty much didn’t require a permit. I was lucky enough back then to have business cards to hand out since compact cell phones at the time were still in the early stages, yes I still had a pager, but with my Nokia phone. I started getting inquiries about work in some pretty nice and big country clubs, these mansions required working around some pretty high up in society people. I was fortunate that word got around fast about how I was professional and very involved in my work. I payed close attention to detail and always satisfied my customers when finished. What can I say I’m very goal oriented. One summer I took a part time job working security in one of these country clubs to make a little extra spending cash to purchase a new bike. While doing so, I was introduced to residents in the community that inquired my services. I was commissioned by one of the residents to do some things around his home that peaked my interests. I majored in art and had a passion for painting. I ended up painting murals around his stair case in his main foyer. That’s where I was introduced to his wife. She was going to be home most of the time while he was either working or playing golf. Many days I would arrive early and stay late putting all my time and effort into painting perfection. The owner and his wife would stop in and offer me something to drink and sometimes lunch if they were going out for the day. It wasn’t uncommon for him to be gone for weeks at a time. His wife and I became familiar with one another, being that I was in her house almost everyday. I found her very attractive and enjoyed watching her piddle around the house while I worked. She was much older than me but man she was still a fox. Didn’t hurt she had lots of money either. Soon our friendly conversations went from casual to sometimes flirtatious. One hot Saturday I was changing out a crystal lighting chandelier in the foyer to match the style of mural I had just completed. She called me to her garage and asked me to help her bring something inside that she had purchased. This was the first time she and I actually made physical contact and she placed her hand on me, I was instantly aroused. Later that same day she came into the foyer in her bathing suit holding a towel and a mixed drink. She asked if I wanted to join her for a swim. She convinced me I needed to take a break. I told her I didn’t have anything to swim in so she offered up her husbands suit. He was a much bigger dude than I was so let’s just say it was huge on me. I made my way to the pool wearing this XXXL suit and jumped right in swimming to the deep end and started hanging myself from the underneath the diving board. She made her way into a float and slowly drifted around until she was floating close by. We talked about nothing really until the flirting began again. She grabbed ahold of me feet to keep her from floating away. Before I knew it she had rolled out of her float and swam up to me with her wet hair down the side of her face. She grabbed my shoulders and pulled her self up on to me wrapping her legs around my waist and I was now holding us both up. She put her face close to mine and asked if I had ever been with an older woman. Ohhh if she only knew my first milf named Connie. Ohhh that Connie. I started to open up about my past and my upbringing. I could tell she was turned on by my story and as she started removing her bathing suit over her shoulders one shoulder at a time. She squished and pulled her beautiful beasts up to my mouth and buried my face in her cleavage. I had many times dreamed and imagined what her breast would look like up to that point. She put them on me so fast I never got to see them from a far. it didn’t matter. My cock was so damn hard and I knew where it was jabbing her in the gut, she knew she was the reason behind it. She giggled and untied her husbands huge bathing suit and slowly pulled them down around my ass while grabbing my throbbing cock in one hand. She said “Oh my, you big boy, what do we have here?” She smiled and said she would be right back as she sank down below the water engulfing my cock in her mouth. Her nails would penetrate the water and rub up and down my chest. The other hand, massaging my ball sack. She would try and take all of me in her mouth but struggled with its size. She would come up for air time to time and quickly sink back down. This woman could hold her breath. Finally after she had enough, she climbed back up to my waist and slide over her bottom bathing suit to reveal her pussy and guided my shaft inside of her. I remember looking around the back yard for any neighbors or even her husband. I was definitely in the hot seat with this one. As she moved up and down on me, I wanted to caress her but couldn’t, we would both sink to the bottom. As she got faster and closer to climax, the water was splashing so high I was blinded by it and couldn’t wipe my eyes clean. My arms started getting weak from straining to hold us both. She was humping the crap out of my cock and I could tell she hadn’t had any in quit some time. After she finished she swam away to the shallow end and invited me over for some more. I made my way over to the steps kicking off her husbands huge bathing suit. There she climbed back on me and asked how good her pussy felt, I told her it was amazing as I took control and grabbed her ass. My arms felt like jello from holding her so long and I couldn’t help myself. We slowly got back into the rhythm and our bodies became in sync with each other. Once we both finished in the pool. She asked if I had ever done anything that crazy before. I told her yes but nothing that hot. Before I left that day I handed her another business card and said to call me if she ever needed a handy man. A few weeks later she hit me up and asked if she could hand my card out to other families in the neighborhood with wives that might enjoy my company. After that? my phone rang and I answered it “TheHANDYMan”

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