July 16, 20168 yr 7 minutes ago, katchitup said: Yup! He also dated Kidada Jones (sister of Rashida Jones) for a minute in the 90's too. And well his ongoing thing with Rihanna. And I think his fascination has to do with his mindset. In his mind he's just as old as he was when Titanic got big. I think in his brain he is only 23/24 so having the hot girl on his arm is a priority. I think the mega fame he experianced kind of stunted any kind of mental or personal growth. Tilda Swinton said something like an actors brain freezes in time when they become famous, and I'm finding that to be true for not just Leo, but alot of celebs. Several people have asked him about it actually and it's always like this: Interviewer: "Why do you date models" Leo: "Wouldn't you if you could?" Interviewer: "Tell me about your relationships" Leo: I don't want to talk about my personal life" Every time. Hah, I have different thoughts and questions on what might be going on with him but I’m afraid I’m going too off-topic here! However, I have to ask about Kate Winslet. Why not her?
July 16, 20168 yr 6 minutes ago, Sanni said: Hah, I have different thoughts and questions on what might be going on with him but I’m afraid I’m going too off-topic here! However, I have to ask about Kate Winslet. Why not her? One of them was definitely friend zoned early on and I've never been able to figure out which one
July 16, 20168 yr 3 minutes ago, katchitup said: One of them was definitely friend zoned early on and I've never been able to figure out which one I think he might love and respect Kate more than he ever could all these models he is rotating through…
July 16, 20168 yr Do you think Leo will ever get married? It's going to look very weird & funny if he gets married at 50 or older with a girl still in her early 20s.
July 16, 20168 yr Just now, Sanni said: I think he might love and respect Kate more than he ever could all these models he is rotating through… Sad but possibly true.
July 16, 20168 yr 5 minutes ago, Stromboli1 said: Do you think Leo will ever get married? It's going to look very weird & funny if he gets married at 50 or older with a girl still in her early 20s. Maybe he’ll be like George Clooney who for the longest time was a confirmed bachelor, dated different young women, placed bets with his friends that he’d never get married again and now he is a married man to a “serious” admired woman. 5 minutes ago, katchitup said: Sad but possibly true. Yes, I made myself feel sad typing that!
July 16, 20168 yr 1 minute ago, Sanni said: Maybe he’ll be like George Clooney who for the longest time was a confirmed bachelor, dated different young women, placed bets with his friends that he’d never get married again and now he is a married man to a “serious” admired woman. Yes, I made myself feel sad typing that! Well he got serious with Gisele and Bar obviously not that serious because they never got engaged, but they were always house hunting together, spending time with eachothers families, etc. He was bout ready to marry Blake and she definitely was the one who dumped him, which it always seems like Leo is the one who breaks things off. Erin, Toni, and Kelly, well they were all just kind of more casual relationships. I think he will likely have kids before he gets married, if at all. He hasn't really expressed much interest in marriage anyhow though he has said he respects marriage and its ideologies. He seems interested in having kids someday, and he's not religious so he wouldn't care about being married before having a baby etc.
July 16, 20168 yr 6 minutes ago, katchitup said: Well he got serious with Gisele and Bar obviously not that serious because they never got engaged, but they were always house hunting together, spending time with eachothers families, etc. He was bout ready to marry Blake and she definitely was the one who dumped him, which it always seems like Leo is the one who breaks things off. Erin, Toni, and Kelly, well they were all just kind of more casual relationships. I think he will likely have kids before he gets married, if at all. He hasn't really expressed much interest in marriage anyhow though he has said he respects marriage and its ideologies. He seems interested in having kids someday, and he's not religious so he wouldn't care about being married before having a baby etc. Wow, I did not know that! I’d think it was the other way around. But she is married to Ryan Reynolds, another intense actor type, so maybe she does have something these men go crazy for. (There was even the Ben Affleck thing…)
July 16, 20168 yr 7 hours ago, Prettyphile said: ... Nina your taste in men sucks ... 7 hours ago, GuessGirl said: ... Leo is had bad taste in women. ... so in the end, they deserve each other
July 16, 20168 yr 18 minutes ago, Sanni said: Maybe he’ll be like George Clooney who for the longest time was a confirmed bachelor, dated different young women, placed bets with his friends that he’d never get married again and now he is a married man to a “serious” admired woman. True, but Leo seems to be getting worse as a serial dater as he gets older though. Not to mention his yacht parties with girls & drugs.
July 16, 20168 yr It's Leo DiCaprio fact night everyone! 12 minutes ago, Sanni said: Wow, I did not know that! I’d think it was the other way around. But she is married to Ryan Reynolds, another intense actor type, so maybe she does have something these men go crazy for. (There was even the Ben Affleck thing…) Yeah Blake was up for the role of Daisy in The Great Gatsby then Leo and Blake were spotted on a couple different occasions after her auditions getting "flirty" but they always denied it because he was with Bar and he didn't want to be seen as a cheater (even though he was likely hooking up with Blake then too) Then boom, him and Bar break up two seconds later he's with Blake. He was following Blake around like a puppy too and was pretty visibly upset/depressed looking after they broke up. Blake got with Ryan like two seconds after the Leo breakup and was likely dating Ryan while seeing Leo, and they all even went on a double date together when Blake and Leo were together #themoreyouknow
July 16, 20168 yr 8 minutes ago, katchitup said: It's Leo DiCaprio fact night everyone! Yeah Blake was up for the role of Daisy in The Great Gatsby then Leo and Blake were spotted on a couple different occasions after her auditions getting "flirty" but they always denied it because he was with Bar and he didn't want to be seen as a cheater (even though he was likely hooking up with Blake then too) Then boom, him and Bar break up two seconds later he's with Blake. He was following Blake around like a puppy too and was pretty visibly upset/depressed looking after they broke up. Blake got with Ryan like two seconds after the Leo breakup and was likely dating Ryan while seeing Leo, and they all even went on a double date together when Blake and Leo were together #themoreyouknow Interesting! I remember reading some speculations that she escaped to Leo’s yacht to be seen in order to deflect from the allegations that Ben Affleck had cheated on his wife with her.
July 16, 20168 yr 3 minutes ago, Sanni said: Interesting! I remember reading some speculations that she escaped to Leo’s yatch to be seen in order to deflect from the allegations that Ben Affleck had cheated on his wife with her. Possible, but he and blake were definitely hooking up well before that.
July 16, 20168 yr He was good looking at his prime time. But still for the sake he is Leonardo Dicaprio.
July 16, 20168 yr 10 hours ago, Sanni said: I think he might love and respect Kate more than he ever could all these models he is rotating through… I think Kate is someone he views more as a buddy than as a potential girlfriend. Probably also why the relationship has lasted this long, unlike his romantic relationships with women.
July 16, 20168 yr There is nothing wrong with consenting adults of any age hooking up, but there is a point where it becomes a bit sad. Like Mick Jagger impregnating his 29-year old girlfriend at the age of 72. Likewise, it's a bit weird for a 42-year old man like Leo to still be macking on chicks in their early 20s. Especially since at least some of his old possé have moved on (e.g. Tobey Maguire).
July 16, 20168 yr Leo will be a bachelor for life. He's determined to be the greatest cocksman in history.
July 16, 20168 yr he doesn't want to settle down and he keeps dating girls in their early 20s because they don't want to settle down soon and if they wants to, he break up with them
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