Maybe just record "Lots Of Loving" back to back a dozen times? I think Murs has some songs about emotional love things. I seem to remember songs on Murs 3:16 about that kind of thing. I bet it would be easy to come up with a dope soul mix on ths subject. Hip hop & emo stuffs is a bit tougher. I've never really heard Sage Francis. Maybe he raps about this kind of thing? For sure Sole has songs for days about loneliness.
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i sent her a feel good hiphop mix earlier
Buena Onda
This, I am grateful to say, is not always the case.
And I'm disappointed you didn't mention Trae's "No Help."
It ain't a hip hop track but Biz did sample it for "Toilet Stool Rap"
Scarface - Im Dead.......
I suppose it's a about loneliness, but I'd categorize it as get-the-fuck-away-from-me instead.