If you have read my previous post, you know a little about me. When I was growing up, I got into a shit tonne of trouble, but it was mostly just me trying to feel alive, while I was stone cold dead inside. This edginess seemed to attract a wide variety of girls and women and I thought it was my wit and intelligence that gave me the charm, but looking back, I realize that the women were probably just attracted to me because I looked very much like Taylor Lautner and had a very similar physique (Yes, I have photos to prove) which some women find attractive. It is important for the context of the story that you know this information.
When I was in high school, I worked in many different skilled labour jobs, and most of them required heavy manual labour. I didn’t realize it at the time, but I was getting a fantastic workout and by the time I was twenty, when this story took place, I had a very defined and muscular build.
This story happens when I was twenty, but the context of the story itself starts way before. When I was younger, about thirteen and fourteen, I had babysat for a recently divorced woman in the neighbourhood so she could go out drinking with her girlfriends. I always thought she was very sexy, and felt she was very sexual as well, but doubted myself. Nothing happened when I was young, but I wouldn’t be at all surprised if it could have with they way she talked and acted with me. She would often ask me to wait for her to change, after she came home, before she paid me, and ask me into her bedroom, so that she could get the money from her nightside table. She would go into the ensuite, to change, but leave the door open. One night, when she came home drunk, she asked me to go to the nightside table in her bedroom to get the money and when I opened the drawer, I saw a very sexy pink dildo in the drawer, beside some bright red lace panties, both sitting on top of a small stack of bills. I took the money and brought it to her in the living room, where she smiled at me, drunk, and stroked my hand as I passed it to her. “Did you find it where I put it?” she asked. HAHA, what a dumb kid I was. I was embarrassed that she forgot her sexy things in the drawer, or so I thought.
but, as the years passed, I didn’t need to babysit and I started working in construction and doing landscaping. I worked very hard and made good money, which meant that I could buy my own tools and do side jobs by the time I was twenty. One day, she saw me walking past, and we started chatting about how much fun it was when I used to babysit her kids. She had a twinkle in her eye, which soon became apparent why. She touched my arms as she talked and laughed, and stood very close for an older lady but fuck did she make my balls ache. She was about fifty by this time, but you wouldn’t know it. It was the mid 90’s and she still had that “Mrs. WHeeler'” mid 80’s sexiness working for her. Teased hair, and huge breasts, very fit for her age, with makeup that looked like something from an innocent mid 80’s porn. blue eyeshadow and everything. Bright red lipstick. All I could think of was how much I wished I had been braver when I was younger and really tried to spy on her naked when she was changing.
But she did mention that she needed a few things done around her place, and she could pay me to help her out. I really did know what I was doing, so I thought it sounded fair but had she asked, I would have done it for free. She made me so horny, just knowing that she was flirting.
When I arrived, it was a hot day. She wanted some fence panels repaired, and a rootball removed, plus, she said there were a few small jobs inside that I could help with. The first thing I did was remove the rootball. It was reasonably tough to get out, and I spent about an hour humping the shit out of that stubborn tangle of roots. I was pulling for all I was worth and digging some more and pulling again. I wasn’t trying anything, but I had to take my shirt off because I was dripping with sweat. It was at the time that I was probably the most muscular I have been, and due to good genetics I bulked up easily. I could tell that she was enjoying the show, as we made small talk from where she sat on the front steps watching me work. As the time wore on, and the Long Island ice teas were having more of an effect on her, she started to be increasingly complimentary of my physique. “you know, you were always a handsome boy, but you sure have grown into a strong young man” she said, “those jobs have paid off”. and other such things. She just sat and watched, not even pretending not to stare. Soon the root was free and I could start on the fence.
I went to the truck to get my tool belt, and hammer, and started to work. I hadn’t realized before, but when I came back to the yard, I saw that she was even more entranced than before. “You had better watch it young man” she said, “a man wearing a well worn tool belt does crazy things to me” she continued and ran her hand down my arm as she passed me a cup of water. we laughed and I got to work.
When I was done, and she had spent the whole time making increasingly sexual advances, I thought about how I could extend the time I had with her, but she made it easy for me. I started to pack up the tools, expecting her to get her money to pay me, but she stopped me and said, “you know, you could just use the shower here and clean up before you leave, if you want. You already know where the bathroom is.” While there had been many times leading up to this that I had missed a message, this one came through, loud and clear. I was only a few houses down the street and it made no sense to shower in her place, but there was no way I was passing up the chance to be naked in front of her.
When we went inside, she told me to use the bathroom off of her master bedroom, even though I had to walk past the main bathroom to get to it. I should point out that I was so horny and my cock was ready to fucking explode with anticipation. I quickly stripped in her master bedroom, and dropped all my clothes on the floor, outside the bathroom. I didn’t even close either the bedroom nor the bathroom door, and hopped in the shower. The whole time, I was hoping she would join me, but she just stayed in the bedroom beside me, talking to me the whole time I was showering. “How are you doing in there?” she asked, “Do you need any help?” I obviously answered, “Yes please” but she declined and said, “Now that wouldn’t be very appropriate”. I thought my chances of actually getting laid were slim but she was just toying with me. As I shut off the shower, and stepped out, I realized she had walked in. I hadn’t even towelled off, before she stood in front of me, while I was naked, and my cock standing straight out. She smiled, looked down and wrapped her hand around my shaft, looking me straight in the eyes, and said, “I want you”. and she stepped in and kissed me on the lips as she stroked my cock.
Almost immediately, she dropped to her knees on the wet bathroom floor and took my cock in her warm, luscious mouth and started to slowly suck my cock. Her hand slid up my body and she was feeling my chest muscles as she continued. She ran her hands all over my body as she sucked and all I could think about was pushing my cock as deep inside her mouth as it would go. When I reached down to grab her tits, she let out a loud moan and went harder on my cock. I haven’t ever suffered from losing control when I am having sex, and I didn’t want it to end with just a blowjob, so I pulled her up and started to move her to the bedroom. From behind her, where I stood, I took off her top and bra, and kneeled on the ground behind her as I slid off her dress and panties. I was kissing her ass cheeks and lower back, when I pushed her forward so that she was kneeling in front of the bed, and laying on the mattress, arms spread wide and her ass and pussy waiting for me to enter her.
I rubbed the tip of my hard cock up and down her dripping wet pussy, putting it against her but pulling back. I started to finger her pussy as she lay there, with her eyes closed, letting me do whatever I wanted with her body. I started using two fingers and was rubbing her deep inside, feeling the texture to tell me I had found where she liked it most. My thumb was playing with her clit, and I slowly stroked her pussy. Before Long, I couldn’t handle it. I was already kneeling behind her, and with one long slow push, I was buried all the way in her warm wet pussy. I wrapped my fingers in her hair, and lifted her head slightly, so that I could see her face, and as she came up, I could reach beneath her to cup her breasts and play with her nipples, while I continued to thrust deep inside her, moving slowly and firmly burying myself with every thrust.
Before long, I wanted to cum and I knew she was ready to cum, if she hadn’t already. She was moaning and pushing herself against me harder and harder, grabbing my hands to squeeze her nipples harder each time. I could have cum so easily right there, but I wanted to watch her face when she came.
I pulled out and told her to lay on her back. As soon as she was laying there, she spread her legs wide and pulled me into her. She put her hand on the back of my neck to bring me in to kiss her while I fucked her pussy hard. I was squeezing her breasts so hard that I thought there was no way it didn’t hurt but when I let up, she immediately grabbed my hand and put it back to her tits and squeezed my hand even harder. I squeezed and pinched, rubbed, kissed and sucked her tits when I wasn’t kissing her, and still I was slapping my balls off her ass as I pressed myself deep inside her. I remember feeling her pussy get even hotter and open even wider every time she came. With each orgasm she had, her pussy just keep pulling me in deeper. She would go totally rigid, and stop breathing for a long time, but I just kept fucking her.
Finally, sweat dripping from both of us, I knew I was going to cum. In amongst all the action, I told her I was close, and she told me to do it inside her. Unlike my last story, I knew she wouldn’t get pregnant and I just unloaded all my built up twenty year old cum deep inside her. I just kept cumming, over and over again.
Needless to say, that wasn’t the last time we fucked hard.
Source: reddit.com/r/gonewildstories/comments/dc2ohg/mf_mature_and_lonely_moms_need_love_too
Another story about you both, please. This is making me horny.
BTW, When did you stop doing it together?