Growing up, I always found older women attractive. My moms coworkers and friends used to always call me cute or handsome and it would just lift my spirit. I got called ugly by girls my age because I'm dark skin and Growing up in the 90s and 2000s, dark skin wasn't the thing to be in most cases. But when it came to milfs and cougars, they showed the kid some love
I attended a small university in a somewhat small town that was almost isolated in a sense but you can maneuver around it and people knew each other. My sophomore year, I got an on campus job in the student union kitchen, just so I could make some extra cash. I worked mostly with middle aged white women and they were so sweet and open to questions, a few actually looked good for their age. I'm 19 at this time and ome of the ladies I work with I had noticed my freshman year. I always greeted her with a smile and she would always look up with a smirk and these really pretty light blue eyes. She never said much but I could see when she was around the other ladies, she would be a little chatterbox. One day, we were working the server line together and we made small talk during a slow time of the day, just getting acquainted and she asked if we could be friend on Facebook (I had no issue with it, she was cool. She's in her late 30s-early 40s, mother of two, divorced and has a someone decent shape. We continue out shift and we once it wrapped up, I went in the back to clean the big pots and other stuff. She jumped in to lend a hand and was cool. I found a coworker who I can come too if I need help.
Time goes on and we chat on FB and occasionally work similar shifts but I had to step back from work since school was overwhelming at one point in the semester. She didn't see me as much so one night she hit me up and invited me out to a bar. Again, im 19 at the time and other than my mustache and goatee, I'm getting carded and denied being served drinks. I agree because I needed a break and I met her at the bar. I hop in my truck and make my way to her. I walk in and I greet her, we chat for a lil and she gave me a beer that she bought. I was like you sure, the bartender let it slide so I said F it. We chat a little more and we step outside and get in her jeep. She tells me since I started working there, she wanted me. I was flattered and I asked what made her attracted to me. She said I was tall, dark, handsome and I seemed more mature than most of the guys who came through the student union. She said she wanted to see how I was in a setting outside of school and liked my vibe. She said let's go to a more secluded spot and I agreed. The wheels are turning jn my head at this point that she wants to fuck and I was all for it. As we're driving, she puts her hand on my lap so I fix my pants and pull out my semi hard dick. She grabs it and says oh my God, looks at it and swerves. She gives me a hand job until we get to the spot. We find our spot, park and she leans over and starts throating my dick. I lean the seat back and pull my pants down further while she had a hard time fitting the girth in her mouth. She kept sucking until i came in her mouth. She swallows it and comes up for a breather and says she doesn't know who women take it. I told her I'd gladly show and I'd go slow. We get out the front seats, she drops the back gate to the jeep, both drop our pants, and she sits on the gate and spreads her legs. I rubbed my dick head on her pussy lips and she was dripping wet. I slide the head in and after about 7 long strokes, all 9 inched were in. I stroked this cougar pussy like she had never been stroked before and she was in complete bliss.
I finish in the condom and toss it and we drive back to the bar. We hooked up a few more times before I transferred to another school. Unfortunately we've lost contact over the years but I hope she's doing well