MTV Star Kristin Cavallari and Jay Cutler Engaged

Kristin Cavallari and Jay Cutler

The Hills resident bad girl is saying goodbye to single-hood for good.

She's been hated by almost every girl who's crossed her path at some point, and was pegged as the perfect antagonist for Lauren Conrad's nice girl archetype on Laguna Beach and later The Hills. But according to, "bad girl" Kristin Cavallari is ready to settle down permanently with Chicago Bears quarterback Jay Cutler.

Jay, 27, popped the question to the reality star while they were on vacation in Cabo San Lucas over the weekend.

"He surprised her with a quick trip to Cabo to ask her to marry him," a source said.

While we have yet to see a photo of the ring, rumor has it 24-year-old Kristin was given good reason to say yes (the diamond is reportedly 5.2 carats).

We can't be too shocked by Kristin's engagement, however, after her interview with Access Hollywood in February. When asked if Jay was the one Kristin said, "I'd like to say yes," and goes on to gush about her love of Chicago (where Jay is living and working).

Naturally, this wedding news leaves us with several unanswered questions, besides the obvious—how did she get engaged before Lauren Conrad?

For instance, does this mean Kristin's truly done with her alleged man-stealing, cat-fighting, and general hard-core partying ways? And how do exes Brody Jenner, Justin-Bobby, and Stephen Colletti (really, which ones did she actually date anyway, and which were just scripted reality TV relationships?) feel about her engagement? Isn't Brody her soul-mate after all?

And who of her former co-stars will be invited to what we are sure will be a much publicized wedding event? We hope Heidi and Spencer make the cut—for ratings sake of course.

Stay tuned for updates.