Post-Breakup Experiment with a Student's Father

Anonymous Wanton Devil #620 · General

I know it’s taboo and I shouldn’t have even thought about it, let alone acted on it. But after my recent breakup, I was feeling lost and vulnerable. A student’s father, a widower in his late thirties, reached out to me one day after our school’s parent-teacher night. We had talked briefly before, but this time he suggested we meet for coffee. Over drinks, we started discussing the challenges of being single again at our age. It was just casual talk until I felt a spark that shouldn’t have been there. He mentioned how much his kids missed their mom and how much he misses her too. The grief in his eyes pulled me closer to him in ways I didn't expect. We ended up at my place, and it quickly became more than coffee chat. Kissing led to touching, and before we knew it, clothes were off. His hands exploring every inch of my body left no doubt about how much he wanted me. Lying there, feeling his hard cock pressing against me, I was torn between guilt and desire. But in that moment, the guilt faded as we made love in ways that seemed too intimate for just a casual hookup. The rawness of it all, his deep moans, the slick slide of skin on skin, it felt both wrong and right. It’s weeks later now, but I still can’t get past how I crossed so many lines without even thinking about the consequences.