This story requires a fair bit of setup, so if you don’t want the long form skip to the *********

When I was 18 I worked as a laborer in a small construction company. The boss and I were pretty close and I was actually dating his daughter, he liked me and that was the reason he offered me a job. We spent a fair bit of time together, watching sports and getting lunch on Sundays. A ritual we still kept even after I broke things off with his daughter due to her own infidelity.

At this time I rented a room from a friend as I was only 18 and didn’t make enough money for my own apartment. The person I rented from knew a guy, we’ll call Dave who lived down the road and he and I quickly became friends. Dave was 9yrs older than me and as such was able to legally drink though I was not. We’d often go to the bar where we’d grab a bite and play darts though I had to drink soda. Dave lived in his mother’s home. She didn’t live there, but allowed him to on the agreement he kept up the property and paid the taxes. She was living with her new husband. At the end of the summer, Dave was holding a Labor Day party. I asked him if I could invite my boss who didn’t get out much, he said yes. And after some prodding I got my boss(we’ll call Jack), to agree to come. It was at this party that I first met Dave’s mother(who we’ll call Mary). She and Jack quickly hit it off and started seeing each other as she was ready to leave her husband. I even got to help her move out at my bosses request using his own construction trucks. They saw each other for a time but that ultimately went south. All through their relationship my boss would tell me of their sexual exploits, especially how great her head game was. I’m not a fan of kiss and tell but I was young and didn’t really know how to address that, so I listened and nodded approvingly. Throughout this time I would still hang out with Dave at his place, and often his mom would be there. She didn’t care if I drank, but her only rule was that if I did I had to stay the night(keep that in mind). I only lived a mile away but she wasn’t willing to take any chances, a rule I could both appreciate and respect. Now for the fun part...

One Friday night I knocked on the door looking for Dave, to see if he’d like to go out. Mary answers the door, told me he said something about a girl and likely wouldn’t be back until morning. As I turned to leave she said she had some Mikes hard lemonade and I was welcome to hang out and watch some tv. With no agenda but still nothing better to do I agreed. We spent the evening hanging out on the couch carrying casual conversation and joking around as the tv hummed in the background. The Mikes hard had long since been finished off when she declared she needed to get some sleep. Said I had to stay the night and could have the couch, she was going to sleep on the floor as her back was bothering her and the floor was actually better. I protested and said I couldn’t sleep on the couch while a lady slept on the floor and said I too would also stay there. The lights went out, and yet we kept on talking. All the while I admittedly was inching closer to her. A fact that she eventually pointed out, and without hesitation I leaned in and kissed her. And to my surprise she responded in kind. After several minutes of literal face time, she came unglued from me and asked if I had any condoms. I said that I had some in my car(I always kept some in my glove compartment because you never know). So there I went naked as the day I was born down to my car and retrieved my path to victory. I put the condom on and entered her. We fucked like rabbits for what seemed like an absolute eternity. Rolling around on the living room floor like wild animals. Eventually we both finished and sleep overtook us.

Fast forward 4hrs and I awake to her jerking my cock. It was 730 in the morning and she was ready for round two. She asked if I had any more condoms and I said yes. So once again, stark naked I went down to my car in full view of the neighbors and retrieved it. We had another bout of great sex before I left for home. To this day, I’ve had sex with 24 women, and that 49yo I bedded at the age of 18 was absolutely the best. The way she moved her hips, you could tell she knew what she was doing. My only regret was that I never got to experience the blowjobs I’d heard so much about. I did show up on her doorstep the following Friday looking for her son once again(legitimately). But when his car wasn’t in the driveway I decided to pack a condom just in case. I got a third round that night, this time on the couch. Where we sat watching tv afterwards and her son eventually came home to see us both hanging out. Not really sure what was going through his mind but he never said anything.

My very first post, sorry if it’s long winded. I don’t have any experience writing these things, but I have a few other interesting stories about the exploits of my youth that aren’t run of the mill if anyone is interested. Let me know in the comments.