The "Started from the Bottom" rapper, 26, was in the hot seat chatting about his romantic history on the Friday, Sept. 20 episode of Ellen -- and Drizzy was surprisingly frank! As Ellen De Generes subjected the Grammy winner to a rapid-fire Q&A -- displaying photos of famous women -- Drake obliged with the details on each.

I started calling all these people, and everybody was talking to me like I was crazy.

The cosmetics entrepreneur wrote: 'Linda said Peace Out! I've said, Adios, boo to the catwalk and now I mentor others (on Top Model and off) to work the runway but I still feel like a new woman after cutting my hair.'It's all about taking BIG chances. Not being afraid to say GOODBYE, SAYONARA, ADIOS, to things (like modeling careers) because there can be so many better things on the horizon (like starting your own company with your own bank$signs).'Don't be afraid.

Let the old go (Buh-Bye) and make room for the new (Hello, new life!!!

Love, Ty Ty' I have to pay homage to the supermodel that inspired me to chop my hair.

Cut whatever it is out of your life so you can fly. I've said, "Adios, boo" to the catwalk and now I mentor others (on Top Model and off) to work the runway but I still feel like a new woman after cutting my hair.

Not being afraid to say GOODBYE, SAYONARA, ADIOS, to things (like modeling careers) because there can be so many better things on the horizon (like starting your own company with your own bank$signs). Let the old go (Buh-Bye) and make room for the new (Hello, new life!!!

Cut whatever it is out of your life so you can fly.

"Me and Nicki are like family," he explained of his frequent collaborator. We've haven't really shared like intimate moments." Tyra Banks: "I went on a date with her one time, yeah. We're close as well." PHOTOS: Rihanna's hair history As Drake grew increasingly flustered, De Generes showed him Kanye West's love, Kim Kardashian. "They don't call me back after one date according to this." PHOTOS: Ellen and wife Portia These days?

" PHOTOS: Rihanna's sexiest nude moments Nicki Minaj? " Last but not least, there was the one broke girl that got away: Kat Dennings: "I just always had a huge crush on Kat Dennings and she was kind enough one night to oblige me and we went out for dinner," he said of the actress.

Tyra Banks was born on December 4, 1973 in Los Angeles, California, USA as Tyra Lynne Banks.

[About Barack Obama, who was in running for President in 2008]: When Barack won the nomination, I just started bawling.