If we have to find the best match for Tremolo, based on how it has shown so far I would say my podium is:
Mona, a girl who wants to have fun but still with moral limits, quite direct when she has to say something, in her simplicity seems to me the most suitable for the MC
Maya, considering that seen from the outside Maya's big drama practically doesn't exist (a deception that any sentient adult should unveil at the first attempt), she doesn't have big obstacles and she also has that meekness that goes well with the chick character of MC
Jill, here the problem is, if anything, to convince Jill that MC is the right partner for her, but once the problem of social inequality has been overcome, which doesn't seem to bother Jill too much, it would be a good match, after all MC has had sex with a girl in the first 19 years of his life, waiting a year for the second one would improve his average
strongly discourage Sage and Josy, who are really unmanageable for him, and at the end MC has already run away from them once
this for Tremolo anyway, for me it's another story