That's a record, if you're counting. Not that anyone has, apart from PEOPLE and maybe Roberts herself (but she seems pretty surprised by it).
Roberts first covered PEOPLE’s World’s Most Beautiful issue 26 years ago and since then appeared again in 2000, 2005 and 2010 before this month's cover crowned her for the fifth time.
"I am very flattered," she tells PEOPLE’s editor-in-chief Jess Cagle, joking that: "I’m going to mention that in my Christmas card to the Clooneys this year."
49-year-old Roberts also remembers 'Pretty Woman' in the cover story, saying:
"People say, ‘Oh, when Pretty Woman came out it must have really changed your life,’ and it’s kind of become this joke, but the truth is I was out of town when Pretty Woman came out."
"I was in another movie in this tiny little town that was showing Star Wars in its first run. I remember reading … ‘Pretty Woman came out this weekend and made this much money’ and I thought, ‘Is that a lot of money? Is that good? Is that great?’ I didn’t really know."
Will she stick around Hollywood to make the cover for a sixth time? Don't rule her out.