As someone who usually heavily leans towards serious romance/monogamy and vanilla girls like Jill... My Massive Dik/Others playthrough is by far the most enjoyable. You get way more scenes, you can laugh at any stupid drama, you get the most fun interactions... and you get gals like Jade, Quinn, Envy, Lily, Sandy, Melanie, Sarah, Camila, Riona. Like holy shit, it's a no brainer. I still do other playthroughs for each girl, and they have nice/cute scenes, but as a whole they're much less enjoyable.
I didn't have to pay Melanie in my Massive Dik playthrough. I mentioned liking her to Quinn at the hangout. Man, their Episode 8 scenes were great. Mel and Sarah are two of my favorites and I hope we keep seeing more of them. A lot more.