Leonardo DiCaprio rang in the new year surrounded by models in bikinis in St. Bart’s. You can see some of the photos here – it seems like there’s six models per guy, which might seem like the ultimate male fantasy, but I can’t help but think: after Leo passes out, what do the other five girls do with themselves? Watch TV? Anyway, I think we can safely say that Leo is done with Toni Garrn – she tried to party-stalk him in Miami in December, but girl, he’s just not that into you anymore. She might have aged out of the Leo’s Girlfriend Requirements. So with a single-and-ready-to-mingle Leo out on the prowl, the Enquirer is trying to set him up with Taylor Swift. OH NOES.
Taylor Swift has targeted her next conquest – suddenly unattached Leonardo DiCaprio!
“Taylor has the hots for Leo, so she had her manager reach out to his people,” an insider tells the Enquirer. She demanded and got a meeting with Leonardo to put him to the test, sources said. “It was ostensibly to discuss a movie project but Taylor really wanted to feel Leo out to make sure he’s good boyfriend material.”
The meeting went so well that friends claim Taylor invited him to New York. “She’s been texting him nonstop.”
Leo is reportedly delighted to be on Taylor’s radar: “Taylor is exactly Leo’s type – tall, blonde, thin and gorgeous. He’s even more turned on by her success.”
[From The Enquirer, print edition]
Sources then go on to say that Selena Gomez, Karlie Kloss and Taylor’s mom are all worried about the potential hookup because, ew, gross, Leo is a womanizing, modelizing d-bag. But Swifty is telling people that she thinks she and Leo would make an excellent power couple. Gossip Cop has a “source close to DiCaprio” who declared the story “dumb” and not true. For what it’s worth.
Let’s just examine the idea for a moment, just to play devil’s advocate. On one hand, I kind want to see what a fling between Swifty and Leo would look like, and just how badly he would mess her up. I mean, one week with Leo and she would have at least two albums’ worth of material. But does Swifty really meet Leo’s Girlfriend Criteria? She’s a little bit old for him (she’s 25) and she’s not a Victoria’s Secret model… although Swifty has walked the Vicky’s Secret runway in lingerie as she performed, so maybe she’ll get credit for that. But I sort of think that Swifty’s BFF Karlie Kloss would be more Leo’s type.
Photos courtesy of Fame/Flynet.
Why on earth would Taylor want to be with him? Because she’s a big fan of Stewie Griffin? His sweet dance moves? Maybe she wants him to teach her to do some karate kicks?
Your comment made me laugh at work. Sweet dance moves. I’m dying. He’s such a dork.
No Bridget, She just wants Material for an Upcoming album full of Blind riddled… is gonna be called “Deloused= All My Shots are Current”
How about “Coasting on your long faded good looks” for an album title? Or “why does Lukas Haas always have to go places with us?” Or maybe those are just song titles.
Oh that’s brilliant., QQ. And very high on the ewww factor.
Bridget I see what you’re doing… is this the Track list??
1-Coasting on your long faded good looks
2- Lukas Haas always have to go places with us
3-Models and B*llshit
4-Ibiza Drunk
5-YBMH (You Broke My Heart and I was so surprised)
6-Here we Go Again
7- I already feel Ancient…..for you
8- Fauxmance
9- U r so Vain ( Cover)
10-Sink Already, You Tubby Beardo
11-Mommy Issues
@QQ you made me laugh so hard!
10-Sink Already, You Tubby Beardo
QQ – HAHAHAHAHAHA
it’d be promotion for her current album– “I can make the bad guys good for a weekend.” Article must be written by a fellow parent of a tween whose heard that song too much…
“Sink Already you Tubby Beardo” ahahahahaha!!! That will be a number one hit for sure! LOL
God, he repulses me…
How about “Environmental Activist Riding On A Private Jet”
And “George Clooney was right, you’re a crappy basketball player”
“Sink already, You Tubby Beardo”!!! SHRIEK OHMYGOD!!!!!!!!! Oh, QQ. Thank you!!!
And maybe “I am TOTALLY as good as those Victoria’s Secret models!”
You guys are cracking me up! I already feel ancient…..for you is my personal fave
“I’d rather have sex with someone that actually cares that I’m there” OR ALTERNATE TITLE “Sex with you is disappointing”
We’ve practically got this album written for Taylor!
Great track listing guys! I am laughing my butt off.
I think the last track of the album should be called, “You left me crying on a yacht”
So many ideas for Taylor!
Ohhhhh noooo. He’s definitely gay. TS is the most obviously gay ( herself) , beard there is for SALE.
No, just publish me. I’m good.
When a 25-year-old woman seems “too old” for a guy Leo’s age, it almost sound pedophilic. That’s how gross it is.
Right?! I know Kaiser wasn’t endorsing his standards by any means, but simply seeing that age and “too old” in the same sentence was too much for me. I’m two years older than Taylor, and if a man Leo’s age wanted to date me, HE would be the one who was too old! Not me!!
It’s funny because I was about to ask if at 25 if she is too old for Leo as well? Leo certainly doesn’t look like he did at 25! 😉
Never happen.
I agree with you. Plus Taylor is not “discreet” with her blind items songs. Although Leo’s ways are one of the worst kept secrets in Hollywood I don’t think that he would appreciate the attention and scrutiny that she would bring to him. Plus, Taylor seems like she would be into men who bathe and take some pride in their appearance.
Leo is a good actor, but he looks crusty and diseased. I don’t get it.
Oh, this is a brilliant idea.
It would be A-MAZING.
Meh, I doubt it.
Of course. What would the youngest/most successful young woman in music want with an old actor? Honestly? The models get with him because they think it will help their career and/or keep momentum. She doesn’t need that. And he kinda seems like a dbag.
I would poop myself from surprise if they actually got together. Even Martin Lawrence makes more sense than this.
Ohh please God let this happen: it would be a glorious mess!
Can you imagine Swity and Leo Titanic-instagram pictures ??LOL
Like Taylor would date HIM. His looks sank with the Titanic.
Exactly. She’s out of his league.
Plus, the one thing all Swifty’s boys needs in the look department is great hair. His isn’t all that much.
That was my thought too – I could see him MAYBE being interested in her for a fling, but I don’t see her being into him, at least not based on her past boyfriends.
This. He would be into it, at least for a fling, but she wouldn’t. She’s not dumb and his appeal is not existent.
Pul….ease , !!! He is gay gay gay ,( not that there’s anything wrong with that, blah blah)
Because Taylor actually appears to be clean.
I want to see them play baseball or tennis. No doubt, she would best him in any sport. And he would probably pout and be mad at her for it. I can totally see that.
The material she could get would last her for years! Humanity would be stuck listening to her complain about how she was used. I can almost hear her whine now.
If a person grows older and simply CANNOT (or will not) date a person somewhere near their own age, there’s something off in there. Leo is 40ish, and 25 seems geriatric for him. I get maybe not wanting to settle down, have kids, etc. But at a certain point does he not want to have an actual conversation? I can’t imagine in a few years if I became single thinking a 20 year old guy would have anything to offer. It’s that creepy Hugh Hefner syndrome. And it’s creepy for Madonna as well. At some point you have to say hey I’m 60, I need another old person to eat soup with.
There are 20somethings who can hold an adult conversation. However, I doubt all of his girlfriends could.
I feel i can safely say that 95% of the women Leonardo gets with aren’t exactly Brain surgeons.
Just saying
I think it’s pretty clear he’s not looking for conversation anyway.
@ Joy- you bring up a really interesting point. Maybe he’s greiving the loss of his young, man candy status of days past, and he wants to see himself as permantly mid-20s. Maybe that’s why he can’t bring himself to date anyone his own age– he doesn’t want to accept that he’s aged. Side note: you’re really funny. Any 60-year-old man would be lucky to eat soup with your 60-year-old future self.
I agree. It just looks pathetic. If you don’t want to go the traditional route and marry and have children it’s okay but, eh… aren’t you too old for this lifestyle? Doesn’t he get tired partying so much? He’s old, he doesn’t have the energy of those models. And he looks so out of place there. He sticks out like a sore thumb.
I think it is because he does not have to try that hard in the sack, or is just that good at it, so he equates young with inexperience.
Yes, but where Heffner was actually a sex-addicted horn-dog, I still think with Leo, it’s all about perception and he actually probably has “trouble” in that area if he is in fact even straight (because I’m still giving him a major side-eye re his sexuality or lack of honesty about it). I hate to say this, but back in the day, Heff had some sex appeal. He was always in shape and was truly a business mogul. Leo – he is a good actor, but that’s about it. There is nothing sexy, in fact, I dare say he’s beyond awkward and actually quite a turn-off. His walk is even cringe-worthy. I can’t imagine a woman being into it with him – just him touching a woman…gross. That Seinfeld episode where George was trying to bed a woman and she asks him what he thinks he’s doing…it feels like she’s being probed by an alien – comes to mind.
See my last postes. He be gay. And that’s OK.
I agree….like what…you’re NEVER attracted to women in their early 30’s???!?! What’s up with that! There are lots of gorgeous women in their 30’s! To me that makes it clear he’s not just a playboy but has some sort of weird issue of not wanting to admit his own age or something.
I think beautiful ladies in their thirties just have more maturity mentally. They aren’t willing to put up with his shit, hence the constantly dating 20 year olds. It’s not a looks thing at all, it’s maturity.
I would love this. And I wpuld be Team Swift through to the very last terrifying moment.
I actually think Dic is on a crazy tear because he intends to pack it in and start playing the reformed lothario. He wants that Oscar so bad, he is willing to pull an Affleck if he has to in order to win voters hearts.
So yeah, I think a DicSwift union is possible. And perhaps this is just testing the gossip waters. The only hole in my theory is that he would be risking serious ire if they had a messy breakup. Taylor has her haters but the general public would iew that as dirty old man breaks pop princess heart
He has to pull an Affleck, ’cause the Nicholson ain’t working.
She needs a electric shock treatment at Psych hospital!! He is the next Squidgy, stay out of it Swift.
This will never happen. His ego could never take being with a successful woman never mind one who writes songs about her exes. Leo need to be in control in his relationships, eg. Lukas Haas. He wouldn’t have the upper hand with Taylor. Dream on, girl!
Run Leo!
It wouldn’t surprise me if she wanted it to happen bc then she would seal her belief that she is a model equivalent. Shes been working hard this past year to show she’s one of them (models) so prob things dating Leo will up her model cred. Can’t see the man who hates being photographed and hides behind things dating the girl who makes her front steps a runway show ever day though….
I don’t think dating Leo really does anything for anyone’s “model cred” these days. When he was 10-15 years younger, sure (and of course then he was dating models who were already huge in their own right, e.g. Giselle). But these days everyone knows that he’s basically just interested in someone young with a hot body and not at all interested in settling down or even really being monogamous for more than a few weeks, so dating Leo is really more like cementing your “credibility” as desperate, fame hungry, and completely lacking in self-respect. Taylor may be dumb when it comes to guys but I do think she is smart enough to realize that dating Leo would be terrible for both her public persona/reputation AND not at all satisfying or fulfilling on a personal level.
Awesome and on f**^(&@ point!!
Victoria’s Secret strongly encourages their models to hook up with someone with a “name”. It may not necessarily make a new model’s career, but it *does* give these ladies (and the VS brand) exposure.
I can see VS encouraging their models to date someone like Leo to give the brand exposure, and that models who are lower down on the rung and not in a committed relationship (e.g. Toni Garn) would be desperate or dumb enough to believe it will benefit them. But Taylor should be smart enough to know she’s famous and powerful enough not to need to play that game. And VS should be smart enough not to suggest it to her as a way to get “model cred”, *if* that is something she actually wants to do (and if she does, then what VS really needs to be doing is locking her in to perform at a few more runway shows…which would bring them way more positive exposure than her hooking up for a week or two with Leo).
The topic was whether or not dating DiCaprio actually does anything for a model’s career, not whether or not a) Taylor Swift should actually date him or b) if it would make her more like a model and ingratiate her with VS. Because Victoria’s Secret as a brand needs Taylor WAY, WAY more than she will ever need them. She brings exposure to what has become their core audience, and brings a ton of social media exposure. VS as a brand realizes the value of that extra press that comes from tabloid fame and social media – it’s why they want their models to date someone famous. It won’t necessarily give that girl a high fashion career, but it can solidify her place within the VS crew which can be worth a lot, as well as lead to other, more commercial opportunities.
I feel that ever since that Victoria secret model dissed TS something about her not being model like (I think). TS has been obsessed with proving she could’ve been or could be a model. Dating/sleeping Dicatchaho is a right of passage for models so part of a crazy plan to prove she’s got it. I think she’s a beautiful talented girl but somehow emotionally stunted especially romantically. Um, hi Quasimodo I mean John Mayer…
I find this story untrue if only because I highly doubt Leo would go to a meeting to discuss a possibility to do a movie with Taylor. Anyone remember that Valentines Day movie? Bleurgh.
LOL agreed, total fake story
Taylor should go after Lukas Haas instead.
Well, if anything Leo could provide a lot of material for her songs. Lol.
Now, whether that would be worth it is a question,
I was watching Pawn Stars last night and Cory looks exactly like Leonardo DiCaprio does now.
eeewwwww!
Is it just me, or does her face look particularly gaunt here? She’s a pretty girl but the weight loss combined with the sharp edges of her face make her look older.
Which is good when you’re young, but as you get older, not so good.
Girl looks rough.
“He’s even more turned on by her success”
lol, thats Leo. the biggest admirer of succesful women on this planet.
come on Enqurirer, no one believes that story the way you wrote it. you really should have played the Taylor performing at a VC show to get on Leos radar.
Exactly. He’s known for dating hie equal. … eyeroll
LOL!
Him and Seth MacFarlane. They like women that intellectually stimulate them.
Taylor likes pretty boys. Leo circa 1997 might have worked, but he hasn’t been her type for a loooooong time.
Maybe he was a childhood crush (like Tom was to Katie)?
ERMIGAWD!!! How much longer is that rat’s nest going to be on his face???
Actually, I apologize to all the rats I just offended.
I take this entire thing with a grain of salt because holy shit can she do better, but I would love to see them hook up in another fantasy world. Not just for the revenge songs, but because I would hope she had enough game to pull a Blake Lively on him. Say what we will about her, but I will always have a soft spot for her using him as a stepping stool to Ryan Reynolds.
I don’t think this story is true, but I want it to be.
Leo’s a great actor but not the greatest, I don’t get all the obssession over him. But swifty is far below his toes.
Leonardo likes his women young, broke, and stupid. Taylor cannot (and will not) follow him around like a dog. She’s smarter than that.
Leo is the king and a lot of women would relish getting the kudos that would come with being the one who landed him. But when I see all the BS that happens with other celebrity couples and their messy divorces I can see why Leo is just happy to play the field. If I was in his position I’d be doing the same thing. But I’m sure when he gets to about 50 and his powers are starting to wane he’ll pull a Johnny Depp and finally marry some Amber Heard type who is like 25 years his junior. What a life he leads. He’s the Mick Jagger of his generation.
Taylor Swift likes cute boys.
Sadly, Leo DiCaprio is neither cute, nor a boy anymore. I’m pretty sure this story is hogwash.
Oh my God that first picture of Leo killed me. Stroking his beard pensively, “hmmm…Taylor Swift…would I?” He wouldn’t though. She’s too old for him.
Toni and Leo are surly over Look at her Instagram! 🙂