A perfect moment in a complex relationship [MF]

“That’s really hot.” Jenny was nibbling on my ear and watching me jack off while my other hand squeezed her ass.

“You turn me on. I want to cum for you.” I don’t think I’d ever had business so acutely unfinished as this particular nut; I had wanted her for years but never quite taken the chance. The nature of our relationship and the specifics of our first hookup earlier that night, I’ll keep to myself. What matters is I had woken up a few minutes prior, spooning her after a long overdue fuck that was interrupted before I could finish. My free hand was already between her legs, sliding a finger casually in and out of her or taking her clit between two fingers and rubbing in small circles. Knowing better than to miss an opportunity, I placed my thumb on her asshole like it belonged there and just pressed a little. Her cheeks clenched and her breath caught for a moment, then relaxed again. Rather than push it any further, I appreciated how it made her pussy even wetter. Sarah was still on her side, not quite feigning sleep anymore but still letting my hands take the lead. Lifting her right leg for better access, I placed my thumb back on her ass and inserted two fingers to her pussy this time. She moaned and reached back for my cock, but I freed my left arm from beneath her and pinned her down by the right shoulder while I continued working her to orgasm. I wanted her to cum again, and didn’t want to interrupt to grab another condom. I wasn’t even sure she wanted to fuck again anyway, so I was just doing right by her before I unceremoniously jacked off on her face or something. This was equal parts heartfelt love and workmanlike pride.