In the modern sense, theres some problematic depictions, but he wasnt all that promiscuous. In the 60s sense he was very respectful which is what made him attractive to the women he encountered but he only has an on-screen kiss like three times. In that moment the show was very much eelfecting its day by having the crew encounter “regressive” societies that were illustrations of things going on in the present. The Kirk as playboy idea came about after the fact and gets reflected in the movies a bit, and in the development of the riker character.

Hence the sequals

I don’t remember, but that carebears starship is too damn familiar.