From the album Monica
This is a pursuit disguised as politeness. Jack keeps apologizing for imposing while doing exactly that, framing his interest as something inevitable she'll eventually come around to. The whole song lives in the gap between what he says (respectful, patient, no pressure) and what he means (I know better than you what you want).
Grown, living alone / And you feel so at home (So you say)
That parenthetical flips everything. She says she's happy alone. He adds "so you say" like her own stated preference is something to dismiss. The doubt is built in from line one.
Tell you I'm the one I think you should belong to? / Wanna love you till my name is etched on to stone
The question mark does not soften this. He is already talking about forever with someone who has not given him her phone number. The self-awareness ("would it be wrong to") does not stop him from saying it anyway.
Don't be so certain of who you are / Don't be so skeptical of everything
He tells her not to trust her own judgment about herself. The advice sounds motivational until you realize it is really "stop being so sure you do not want this." Skepticism becomes the problem, not his persistence.
Got you right here now, so why would I / Think to hold my tongue in any way?
The mask drops. He has been framing this whole song as restraint, but here he admits the opposite. Having her attention means using all of it. The politeness was performance.
The sweetness in Jack's delivery makes this easy to miss, but the song is about wearing someone down while calling it fate. By the end, the apologies stop mattering. He has her attention and he is using it.