41 [M4F] Flirting with men you know you shouldn’t
As I’ve gotten older, I’ve been surprised by how often I’m approached by women who probably shouldn’t be talking to me. I work with them, am significantly older, and sometimes even hold a position of an authority relative to them, but they still find ways to make me take notice. Some are bold enough to text me at night or introduce inappropriate topics.
Women in their early 20s tend to be the most forward and sexual, but women in their 30s seem to have learned how to be subtle and maintain some plausible deniability about their intentions.
I’d like to hear from women who have initiated these sorts of interactions and how you come to be attracted to men that you know you probably shouldn’t be flirting with. There’s admittedly an intense sexual tension that builds up from both parties trying to ignore the obvious and wondering who will take The first direct move. In several cases, I’ve had the interactions escalate and they have been some of the most erotic experiences of my life. I’d like to hear about those times as well, in addition to your fantasies.
Posted Apr 5, 2026, 3:01 AM UTC · locked