Memory lane – My first MILF [mf]
I, (m, mid 40s) had a good bit of fun before settling down. I love this subreddit and visit it frequently. This is my first attempt at posting here. Also, this happened nearly 20 years ago so this is from memory. Be gentle.
It’s the early 2000s and I just moved to a new city for a job. I was in my late 20s. Since I did not manage my money wisely before the move, I had to make some sacrifices like only having internet but no cable TV. Cell phones were not smart yet. So, I did what any single & horny guy did, I spent a lot of time on Yahoo messenger looking for hook-ups.
One evening after work, I received a message from a woman saying that I looked familiar. We chatted a bit and figured out why she recognized me. As the chat continued, we discovered that we lived in the same apartment complex! We talked for a few hours that night. Near the end of the conversation, we got on the topic of football. We made a bet, whoever wins the upcoming MNF game, we would meet (win/win for us both).