Their reported relationship has been a hotly debated topic, with rapper Tyga eight years Kylie's senior.
On top of that, Kanye West's ex Amber Rose accused the rapper of leaving his fiancée and babymama Blac Chyna for the teen.
To make matters even more awkward, 26-year-old Blac Chyna is (or perhaps now was) Kim Kardashian's BFF.
Despite initially denying their romance, Tyga has now somewhat changed his story, and recently said during an interview:
"I feel like if I tell the world that I love her or I don’t, it’s on me to dictate that and how I want to keep my friendship or relationship with her.
“It doesn’t matter what the world thinks. If you’re around somebody and you love being around that person, that’s all that matters.
"I don’t think that what anybody could say could change that — how I feel for her as a person. Just being the great person she is, she’s just a good person, she’s got great energy.
We’ve got a group of friends that we’ve been hanging out for the longest. I’ve been knowing her and her family for six/seven years. It’s all love there. We’re going to continue to grow.”
And now it seems the rumoured couple may be taking things a step further.
“Kylie has asked her sisters what they think of getting married at a young age because it is something that she’d been talking about with him,” a source told 'Radar Online.'
"Obviously, her sisters have told her that they support her in whatever she wants to do. They cannot tell her that it is wrong because they were all monogamously coupled at extremely young ages."
Is teenage Kylie ready to be step mum to Tyga's 2-year-old son King Cairo Stevenson? Yes. King.