That sounds more like my side: some dubs are good and some are bad, but as long as it’s a good dub, it’s probably easier to watch than the subs.
As for Phil: the main idea was that he’d be rather reluctant to start a romance with someone who is only sixteen, and while he doesn’t dislike the MC (well, an MC he’d agree to date), he doesn’t have any real romantic feelings towards them. His feelings for Sammy are also platonic (at this point), and are mainly about how he feels responsible for not protecting him (which gets him depressed, making him shut out the MC even more). If you have a good relationship with him (again, being his martial arts student helps a lot here), then after the date scene, you can get him to realise that he really should be treating you like an adult, and get a cute kiss scene with him. I get that this is harder work than say, romancing Sammy (where you just have to steer clear of Lani at the party), but I feel that it’s far more in character than him just falling head-over-heels in love with you right away; he has only known you for about a week at this point (plus a single meeting a few weeks earlier).