Donald Trump has talked a lot about his eldest daughter, Ivanka Trump, and sometimes it can cross the line. There have been a handful of times that the former U.S. president has acted totally inappropriate towards Ivanka. In 2006, in one of Donald’s most cringe-worthy television appearances, he and Ivanka appeared on “The View,” where he discussed how he would feel if she were to ever pose for Playboy. He told the co-hosts (via Today), “I don’t think Ivanka would do that, although she does have a very nice figure. I’ve said if Ivanka weren’t my daughter, perhaps I’d be dating her.” As weird as his comments may seem, this wouldn’t be the last time he would talk about Ivanka’s looks and whether he would date her.

When Ivanka was brought up in a 2015 Rolling Stone interview, Donald praised his eldest daughter in a strange way. He said, “Yeah, she’s really something, and what a beauty, that one. If I weren’t happily married and, ya know, her father…” It’s no secret that Donald is fond of Ivanka, but his comments are odd for a father to say about his daughter. Still, the former U.S. president has continued to share these inappropriate remarks, whether it’s on-set of “The Apprentice” or in interviews.

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