I had matched with this beautiful older woman on a dating app a couple years before I was married, and we quickly hit it off. The more we talked the more we just enjoyed each other’s conversation. We didn’t really talk dirty at first but I flirted enough to know there were some embers of an inner freak there.
One of my favorite parts was that she was a lawyer – which was sexy as fuck to me because I love when women with high-level, high-pressure, corporate jobs are closet freaks.
We had agreed to meet for drinks one day after work at a nicer restaurant. In the days leading up our date, she had told me she had fake breasts. A lawyer with fake breasts? Are you kidding me? I was in heaven.
The night before our date I had one request: Wear a pencil skirt. She wouldn’t commit to it but I was hopeful.