Dreams Money Can Buy (Take Care Era)
5 AM in Toronto (NWTS Era)
Summer Sixteen (Views Era)
Two Birds One Stone (More Life Era)
Diplomatic Immunity (Scorpion Era)
Omerta (D6)
When to Say When (D6)

Let me know if I'm missing anything else?

My rank:

1. Dreams Money Can Buy
2. 5 AM in Toronto
3. Omerta
4. Diplomatic Immunity
5. When to Say When
6. Two Birds One Stone
7. Summer Sixteen

where's gold roses?

where hotline bling?

Do those fit the theme? These are songs where Drake is getting really personal before dropping an album.

Gold Roses is a feature
HLB is a pop hit

lol Hotline bling is an artist's expression of longing and deprivation of sexual activity with a female. How the hell can you deduce that HLB is just a "pop hit" i might just put a hit on you.