Idk if he deserves it. If you take the nightclub path, he's become somewhat of an abusive troll. He doesn't need an out. Speaking of which, by taking the real estate path, he shouldn't have Much of an out. He's clearly a gigolo and a lying one at that. He has Emma as a gf, goes after the beach girls, goes after his mom, his boss, his aunt, his sister, his sister's friend. So Where's the consequences for being a lying a-hole? If anything this game did, at least early on, it showed the consequences of the MC's actions, then somewhere down the line, everything changed. I don't know where but it turned into the typical harem trope-fest. Except for Tris who was keeping him honest, the rest of this harem became mindless, dick-hungry whores. Idk, I take the story for what it's meant to be, entertainment but, to have some realistic situations put in, only for the story to turn into typical harem-fare is a little disappointing.
So yeah, either way it goes, the MC should have a bad ending. The only difference is that, with the nightclub path, he should have a near tragic ending, like most pendejos deserve, whereas with the real estate path, he has to sacrifice a relationship. And to be clear Emma should Not be the easy choice for the Mc to have. Maybe Denise, maybe Tris but picking Emma just further diminishes the character and her appearance in the first place.