>>211380991It's been ages since I've watched, but yes. They did play with that dynamic.
I seem to recall he had real feelings for a yoga instructor type woman, who had more depth than his usual flings.
He also gets married, I think?
The show is pretty fucking terrible, and even worse in the context of 2025. But I had some amazing memories watching it with my 85 year old grandfather. He found Charlies womanizing so funny, it was worth it just to watch gramps laughing.