Odds on Kylie Jenner’s Next Official Boyfriend: Drake & Quavo Favored, Tyga Listed at +500

By JJ De La Torre in Entertainment
Updated: April 6, 2020 at 8:49 am EDTPublished:

- Single lady and proud mom Kylie Jenner’s next boyfriend is still to be determined
- Given Jenner’s history of dating hip-hop artists, many are betting her next beau will also be a well-known rapper
- Will Jenner level up to A-list status and date someone like Drake, or go back to an ex like Tyga?
Fans and followers of celebutante Kylie Jenner know that she’s up to more than just releasing those beloved lip kits. The superstar and youngest Forbes self-made billionaire is also famous, of course, for her personal life.
Jenner’s split earlier this month with rapper and baby daddy Travis Scott has made her one of Hollywood’s most eligible women. Even though many are probably vying at their chance of being Stormi Webster’s unofficial stepdad, Jenner’s still seemingly single. Or perhaps she’s just being tight-lipped about who she’s cozied up to.
The absence of a partner in Jenner’s life has made for quite a celebrity guessing game. And given Jenner’s string of rapper exes, eyes are on the hip-hop industry in figuring out who she’ll end up with as Scott’s replacement.
Odds on Kylie Jenner’s Next Official Boyfriend
Potential Boyfriend | Odds |
---|---|
Drake | +200 |
Quavo | +200 |
21 Savage | +350 |
Tyga | +500 |
Lil Baby | +800 |
Chris Brown | +1000 |
Jaden Smith | +2000 |
Luka Sabbat | +2000 |
Gunna | +3300 |
Post Malone | +3300 |
Odds taken October 29th
In 2019, the hip-hop industry is more crowded than ever. Looking at the list of prospective would-be boyfriends, it seems everyone’s guess is on a rapper.
Started From the Bottom
In terms of eligible bachelors in the rap game, no man is more of a draw than Canadian superstar Drake. The star’s trajectory isn’t the only thing that impresses fans. The man is a bonafide heartthrob.
Drake, like Jenner, leaves a stunning list of exes in his past. His list of exes and rumored past flings includes no less than the likes of Jennifer Lopez, Nicki Minaj, and Rihanna. The man has no trouble making his way amongst Hollywood’s bold and beautiful.

But Drake’s known for dating fellow musicians and models, not entrepreneurs. He hasn’t dated reality stars, makeup icons, or television stars, really. Seeing him hook up with Jenner would be a total curveball.
On the flip side, Drake isn’t really the same type of outsider or indie rapper that Jenner typically goes for. Drake is an A-lister and Jenner is known for finding more unknown artists and making a name of them simply by being romantically linked to them.
A Lad More Likely
The rest of the list makes a lot more sense. Rappers like Quavo, 21 Savage, and even Jenner’s ex Tyga, are listed as likely candidates for her to end up with next.
In taking a look at this shortlist, Tyga is easily out. Jenner and Tyga were linked years ago, in her pre-Scott days, and she’s far more likely to keep her eyes on the future than take a page out of her past.
The internet makes everything 100 times more dramatic than what it really is. There was no “2am date with Tyga”. You see me drop two of my friends off at a studio that he happened to be at.
— Kylie Jenner (@KylieJenner) October 3, 2019
Quavo, a member of rap trip Migos, is moderately famous, and definitely in the league of rappers Jenner typically plucks her mates from. 21 Savage, on the other hand, has a little more street cred to his name after spending some time behind bars earlier this year due to visa issues.

Long Shots
The list of potentials also includes some big names, perhaps just as a chance to see if Jenner goes for a bigger star.
One of rap’s biggest stars at the moment, Post Malone, is in the mix, but it’s unlikely Jenner would go for someone who comes with such a novelty personality. Similarly, Jaden Smith and Chris Brown are listed, but Jenner really prefers someone more rough around the edges.
One thing’s for sure, exes are not happening, as Kylie announced on twitter in regards to Scott.
Travis and i are on great terms and our main focus right now is Stormi ‼️ our friendship and our daughter is priority
— Kylie Jenner (@KylieJenner) October 3, 2019
It’s pretty likely that, out of the listed names here, Quavo is going to get a chance at Kylie’s heart next. Hopefully if he does, he’ll treat her right and we won’t be playing this guessing game in another year. After all, then Kylie can focus on being a mom and making another mint on those lip kits everyone seems to not be able to get enough of.
Pick: Quavo (+200)

Entertainment Writer
As an active entertainment aficionado, the former Editor-in-Chief for the Capilano Courier, JJ also co-founded Lords of Dogwood, a Vancouver-based entertainment site in 2013. His writing has been found in ION Magazine, the North Shore News, and The Strand.