_He Hopes They Split Up.._ Leonardo DiCaprio's Dark Wish About Bradley & Gigi

Name: _He Hopes They Split Up.._ Leonardo DiCaprio's Dark Wish About Bradley & Gigi
Uploaded: 2026-09-17T16:10:46+00:00
Duration: 22 min 17 s
Channel: Oman Moments

00:00Leonardo DiCaprio and Bradley Cooper spent years as close friends, but insiders now claim Leonardo

00:06isn't rooting for Bradley's relationship with Jiggy Haddad. Keep watching as we piece together

00:11how they got here and why this story has Hollywood talking. To understand where things stand today,

00:16you have to go back to two nights in October 2023, when the entire dynamic between these

00:22three people flipped. Jiggy Haddad had spent the better part of a year linked to Leonardo DiCaprio.

00:28The two were first publicly linked in September 2022 at a New York Fashion Week afterparty,

00:34following DiCaprio's split from Camila Morrow after four years together. From there,

00:39the two kept popping up together. They were seen together off and on from pre-Oscars parties

00:43to summary Hamptons gatherings, and insiders were split on how serious it actually was.

00:49Early on, the temperature read hot. One insider told reporters flatly,

00:53Leo is definitely pursuing Jiggy, while another added that Jiggy was Smith. But by the following

00:59spring, cracks were showing. Leo was spotted with Irina Shaikh, Bradley Cooper's ex, at a Coachella

01:04party. And that appearance reportedly did something interesting. It seemed to cool Jiggy's interest

01:10in him. Around the same stretch, DiCaprio was also linked to Italian model Vittoria Serretti.

01:16Then came October. On the 5th of that month, paparazzi caught Jiggy Haddad and Bradley Cooper,

01:21leaving a New York City dinner spot called Via Carota, climbing into the same car afterward.

01:27Three days later, they were seen together again in Manhattan, this time with Cooper behind the

01:32wheel. A source told people shortly after that the two were simply having fun hanging out.

01:37Within days, the story had shifted from casual sighting to full-blown romance rumor.

01:42Jiggy Haddad had moved on from her year-long reported Leonardo DiCaprio romance to another

01:47A-lister, Bradley Cooper. For most former couples, that would just be a breakup and a new relationship.

01:54But this wasn't most situations, because Bradley Cooper wasn't a stranger to DiCaprio.

01:59Jiggy Haddad and Leonardo DiCaprio were reportedly getting to know each other before those rumors

02:04cooled off. And DiCaprio's best friend, Bradley Cooper, is who ended up stepping out with her instead.

02:10This is the part that turned a normal celebrity dating story into a full Hollywood love triangle.

02:16The new boyfriend was the old boyfriend's closest friend. That's the detail that reportedly still

02:22bothers DiCaprio two years later. According to insiders speaking to Radar Online, DiCaprio didn't

02:28take the shift lightly at the time. Sources described the moment Cooper entered the picture as when the

02:34two men's dynamic turned, in the words of one insider, mega awkward. Another insider went further,

02:39framing it as a violation of an unspoken rule between friends. It's not like they were ever

02:45seeing each other exclusively, but the way Leo sees it, Bradley broke the bro code, the source claimed.

02:51That single phrase, bro code, has followed this story ever since. It shows up in nearly every report

02:57about the two actors from the fall of 2023 all the way through 2025. Because it captures exactly what

03:04people close to them say is at the heart of the tension. It isn't really about Jiggy Hatted dating

03:09someone new. It's about who that someone new turned out to be. At the time, DiCaprio reportedly wasn't

03:15shy about showing it either. One source claimed he met up with Jiggy in Italy not long after the

03:21Cooper rumors started and was, in the source's words, all over her, reading it as DiCaprio staking his

03:27claim even after the door had supposedly closed. Whether or not that trip changed anything, it didn't

03:33stop what came next. By 2025, Cooper and Hatted weren't a rumor anymore. Reports indicated Bradley

03:39and Jiggy had been together for two years and were going very steadily. And that's exactly the timeline

03:45that makes this story land the way it does now. What started as a few paparazzi photos outside a West

03:51Village restaurant turned into a real, sustained relationship. One that, according to insiders,

03:57DiCaprio never fully made peace with. To understand why, though, you need to go back even further to

04:02what Leo and Jiggy actually were to each other before Bradley Cooper ever entered the picture.

04:07Before you can understand why DiCaprio reportedly still isn't over this, you need to understand what

04:13his relationship with Jiggy Hatted actually was. And more importantly, how it ended. The DiCaprio

04:19Hatted connection came out of a very specific moment in both of their lives. Leo had just come out of

04:25a

04:25four-year relationship with Camilla Mara. Their split happened in the summer prior, after four

04:30years together. And within weeks DiCaprio was already being photographed with Hatted at a fashion week

04:36party. Jiggy, for her part, had just closed the book on her own long-running, on-again-off-again

04:41relationship with Zayn Malik, the father of her daughter. The two of them spent close to a year

04:46in this undefined space. Sources confirmed to people that they were getting to know each other,

04:51though insiders were careful to note they weren't officially dating, yet. They were seen out with

04:57groups of friends. Insiders described it as still early days, with one source noting it had only

05:03been a few weeks since DiCaprio's split, and that he'd mostly just been leaning on friends and family.

05:08But that framing didn't last. Reports soon escalated. One insider claimed Leo was actively

05:13pursuing her, and another said Jiggy had fallen for him. That's a detail worth sitting with,

05:18because it comes up again and again in later reporting. Jiggy reportedly fell hard. One

05:24insider put it directly. The dynamic later became awkward specifically, because Jiggy fell hard for

05:29Leo back when they hooked up. But he wanted to play the field, so things fizzled out. Another source

05:35describing the fallout, said there was real resentment, not just from Jiggy, but from the

05:40people around her too. At the time, there was a lot of resentment from Jiggy and her friends towards

05:44Leo, an insider claimed. That resentment is important context, because it explains something

05:50that shows up later in this story. Why Bradley Cooper reportedly felt so justified in stepping

05:56back from his friendship with DiCaprio once he and Jiggy got serious. If Jiggy had simply had a

06:01casual fling that fizzled amicably, there'd be no reason for Cooper to treat the situation as delicate.

06:07But according to insiders, that's not how it played out. The relationship left a mark.

06:12The timeline on when exactly things ended between Leo and Jiggy shifts, slightly depending on the

06:18source. Some reports pin the fizzle to early 2023, while others stretch it closer to mid-2023,

06:24with Jiggy moving on to Cooper later that same year. Either way, the throughline is consistent,

06:30Leo wasn't interested in exclusivity, Jiggy wanted more. And by the time she and Cooper were

06:35photographed leaving that dinner in October, the DiCaprio chapter was already closed, at least on paper.

06:41What makes the story more complicated, is Leo's own reported read on where things stood.

06:46Even after Jiggy had moved on, sources say DiCaprio assumed it wouldn't go anywhere serious.

06:52According to one insider, Leo kept his distance at first, assuming the Cooper relationship wouldn't

06:57last very long, but it turned out to be the real deal. That assumption that this was just a rebound,

07:03a phase, something that would burn out, is arguably the seed of everything that followed.

07:08DiCaprio, according to these accounts, wasn't bracing for a real relationship. He was waiting

07:13for one of his oldest friends to get bored and move on, the same way he reportedly had.

07:18That waiting game never paid off. And the fact that it didn't is part of why, two years on,

07:24DiCaprio is reportedly still processing it. Not just as an ex watching a former partner move on,

07:30but as a friend watching that same story play out with someone he considered family.

07:34That brings us to the other half of this equation, what actually happened to the friendship itself

07:39once Cooper made his choice. If part two was about what Leo lost with Jiggy,

07:44this part is about what he's reportedly lost with Bradley. And why, according to insiders,

07:49Cooper is the one who pulled away first. Before any of this, Cooper and DiCaprio weren't just

07:55industry acquaintances who showed up at the same award shows. Reports describe them as two actors whose

08:01friendship came under strain, specifically, due to their mutual interest in Jiggy Hatted. But that

08:06framing only makes sense if you understand how close they were before her. Multiple sources describe

08:12them as having been best pals, guys who considered each other practically brothers. One insider was

08:18blunt about it. Leo loved him like a brother and misses him like crazy. That's not a small thing to

08:24lose. And according to the reporting, the loss wasn't mutual in how it's being handled.

08:29It's not that both men quietly drifted apart out of awkwardness. Insiders are specific that Cooper

08:35is the one enforcing the distance, and that he's doing it deliberately, out of loyalty to Jiggy.

08:41The reasoning insiders give is straightforward. Cooper reportedly can't reconcile staying close

08:46with DiCaprio while knowing how DiCaprio treated Jiggy during their own relationship. One source described

08:52it plainly, saying the actor can't stay amicable after DiCaprio treated Hatted Shabbily during their

08:58rumored relationship. Another insider used almost identical language to Radar Online, framing Cooper's

09:04distance as a matter of respect rather than jealousy or awkwardness. Cooper is reportedly staying away

09:10from DiCaprio as he can't stay friendly with someone who treated his girl Shabbily. Notice the phrase

09:16there, his girl, not Leo's ex, not a mutual friend, not someone from the past. In Cooper's reported framing,

09:22Jiggy is fully his now, and defending her comes before maintaining an old friendship. That's a

09:28pretty significant shift in loyalty, and it's the piece of this story that turns a simple love triangle

09:33into something closer to a values test between two friends. One outlet described the emotional

09:39temperature of this shift using a phrase that's shown up across nearly every report on the story.

09:44The dynamic between the two men became, in the words of multiple insiders,

09:48mega awkward once Jiggy entered the picture. It's telling that separate sources, talking to separate

09:54outlets, keep landing on that exact same word. It suggests this isn't just tabloid flourish,

10:00it's the phrase these insiders are actually using to describe what they're seeing. There's also a version

10:05of this story that frames Cooper's distance as coming from Jiggy's side just as much as his own.

10:11According to one report, Cooper's stepping back wasn't purely his own decision. It was also about

10:16respecting the fact that Hadid herself wanted nothing to do with lingering ties to her ex.

10:21Sources say Cooper has reportedly distanced himself from his old friend,

10:25not out of personal choice, but because Hadid isn't interested in any lingering ties to her ex.

10:31With sources adding that the supermodels still hold some resentment toward Dicaprio,

10:36given how things ended between them. So depending on which insider you believe,

10:40Cooper's coldness toward Dicaprio is either a personal boundary he's drawing on principle,

10:46or a boundary Jiggy herself is asking him to keep. Either way, the result reported is the same.

10:52Dicaprio finds himself locked out of a friendship he used to lean on,

10:55for reasons he apparently disagrees with. Insiders describe him as genuinely confused by the whole

11:01situation, not just hurt by the distance, but baffled by what drew Cooper to Jiggy in the first place.

11:07One source summed up his state of mind bluntly, saying he's sulking that Bradley's broken the bro

11:12code and really doesn't understand what he sees in Jiggy. That single sentence carries two separate

11:18emotions that are easy to conflate but worth separating. One is jealousy over Jiggy specifically.

11:24Dicaprio apparently still doesn't get the appeal, even two years in. The other is something

11:29closer to abandonment. The sense that a friendship he valued has been sacrificed for a relationship

11:34he didn't see coming and still doesn't fully understand. It's worth pointing out here that

11:39Cooper, at least according to these reports, isn't shown lashing out or holding a grudge the way

11:44Dicaprio reportedly is. He's not described as angry at his old friend. He's described as simply having

11:51made a choice and living with the consequences of it, prioritizing Jiggy and treating the friendship

11:56as collateral. That's arguably a harder thing for Dicaprio to sit with than if Cooper were openly

12:02hostile, because there's no fight to have. There's just a door that's quietly been left closed. And

12:08that closed door is exactly what leads into the next part of this story. Because if Cooper has moved on

12:13from the friendship with a clear conscience, Dicaprio reportedly hasn't moved on at all. He's still

12:19hoping, according to insiders, that the whole thing simply falls apart. Still hoping, according to

12:25insiders, that the whole thing simply falls apart. This is the part of the story where the title of

12:31this video actually comes from. And it's worth slowing down on exactly what insiders are claiming

12:36Dicaprio is hoping for, and why. According to a source who spoke to Radar Online, and whose account

12:42has since been picked up across multiple entertainment outlets, Dicaprio has essentially resigned himself to

12:48a waiting game. The insider laid out where things currently stand between the three of them in blunt terms,

12:54saying that all Leo can really do at this point is hope Bradley and Jiggy eventually split up,

12:59and stick with his other friends until that happens. All Leo can do is hope Bradley and Jiggy split up

13:06and

13:06stick with his other pals in the meantime. None of them holds a candle in friendship terms to Bradley,

13:12though, the insider noted. Read that second sentence carefully, because it's arguably the most revealing

13:17line in this entire story. It's not just that Dicaprio misses one specific friend. It's that,

13:24according to this source, no one else in his circle even comes close to filling that gap. He has other

13:29friends, plenty of them, presumably, given how large his social circle in Hollywood is known to be.

13:35And still, insiders say none of them measure up to what he had with Cooper.

13:39That's a pretty significant admission for someone in Dicaprio's position. A level of specificity about

13:45a friendship that a lot of people wouldn't extend to a former romantic partner, let alone a friend

13:50they haven't fully reconciled. So what is Dicaprio's plan, according to these reports? It's not

13:57confrontation. Nobody in this story describes Dicaprio calling Cooper, demanding an explanation,

14:03or trying to force his way back into the friendship. There's no dramatic reconciliation attempt on

14:08record. No public plea. Nothing that reads as active effort to fix things. Instead, the reported

14:14strategy is passive, weighted out. Stay close with his other pals, let time do the work, and hope that

14:21whatever Cooper has with Jiggy eventually runs its course the same way Leo's own relationship with her

14:27did. That last part is worth pointing out, because there's a certain irony baked into it.

14:32Dicaprio's own relationship with Jiggy reportedly fizzled because he wasn't interested in something

14:38serious. Now, according to insiders, he's hoping Cooper's very serious relationship with the same

14:44woman eventually fizzles too. Essentially rooting for Cooper's version of the relationship to end the

14:49same way his did, just so he can get his friend back. It's also worth noting how this reported hope

14:54interacts with the timeline of Cooper and Hadid's actual relationship. When the rumors first started in

15:00October 2023, Dicaprio's assumption, again, according to insiders, was that it wouldn't last.

15:06That assumption gave him, presumably, a reason not to make a big deal out of the situation at the time.

15:12Why fight for a friendship over a relationship you expect to be over in a few months? But two years

15:18is

15:18not a few months. And by the time these reports about Dicaprio's hopes surfaced, Cooper and Hadid

15:24weren't a fling anymore. They were, by most outside accounts, one of the more stable long-term couples

15:30in their respective circles. That stability is exactly what makes Dicaprio's reported position

15:36harder to hold onto with each year that passes. If you're hoping a relationship ends, that hope gets

15:41a little more strained, every time the relationship proves it's not going anywhere. And multiple sources

15:47describe Cooper and Hadid's relationship in exactly those terms. Not casual, not a phase,

15:53but something both of them are actively protecting. One insider described the effort both of them are

15:58putting into keeping things together, despite demanding schedules. Saying that considering how

16:03busy they both are with work and family, they have managed to keep this alive and are going strong.

16:09Adding that they each admire the other's success, and they have kids in common. That last detail,

16:14the kids in common, comes up constantly in reporting on this relationship, and it's not incidental.

16:20The two are reported to have grown close over shared experiences as single parents. With Cooper

16:26sharing his daughter with ex-Irina Shaikh, while Hadid co-parents her daughter with singer Zayn Malik.

16:31That shared context, both of them navigating co-parenting, both of them balancing massive careers with young

16:37kids, is part of what insiders point to as the foundation making this relationship different from a

16:43typical whirlwind celebrity romance. It's not built on a red carpet spark, it's built on something

16:49closer to mutual understanding of a very specific, very demanding life stage. And that's exactly the

16:55kind of foundation that doesn't tend to collapse quickly, which is bad news for anyone hoping it

17:00might. DiCaprio, according to these accounts, hasn't reached out to try to fix things directly. He's not

17:06shown publicly criticizing the relationship, and he hasn't been reported making any moves to sabotage it,

17:12either. His entire reported strategy is patience, sitting back, staying in his existing friend group,

17:18and hoping time does what he isn't willing to do himself. Whether that patience pays off is genuinely

17:24an open question. Because everything happening on Cooper and Hadid's side points in the opposite

17:29direction of what DiCaprio is reportedly hoping for. That tension, one man waiting for an ending,

17:36two other people building something that looks increasingly permanent, is where this story currently sits.

17:41And it's worth looking at exactly what that permanence looks like from the outside,

17:46because it tells you a lot about how long DiCaprio might actually be waiting.

17:50So where does all of this leave the three people at the center of it?

17:54As of the most recent reporting, the picture is fairly clear, even if not every detail lines up

17:59perfectly across every outlet. Cooper and Hadid, by every account from 2025, are not slowing down.

18:06Multiple reports describe them as having been together for two years, and going very steadily.

18:12A stretch of time that, in the context of high-profile Hollywood relationships,

18:16counts as genuinely stable. Fans have taken notice of just how consistently the two show up together.

18:22With outlets describing the public fascination in detail, fans have poured over every candid moment.

18:28Their Loki strolls through New York City, shared smiles and snapshots, and playful exchanges online.

18:34With each sighting bringing new speculation, and now, with the world watching, whispers of a possible

18:40engagement, or even marriage, beginning to sound more plausible. That's a meaningful shift from where

18:45things stood back in October 2023, when this was just a couple of paparazzi photos outside a restaurant.

18:51Back then the story was, are they or aren't they? Now, per multiple reports, the conversation has

18:57moved to whether marriage is on the table. That's the kind of trajectory that doesn't

19:01leave a lot of room for the kind of hope insiders describe DiCaprio holding onto.

19:07It's also worth noting that Cooper and Hadid have had time to build a genuine public rhythm together.

19:12Something that outlets have specifically framed as a partnership, rather than a fling.

19:17Sources describe the romance as appearing strong, with insiders saying the two have

19:21made their relationship a priority, despite busy careers and family obligations.

19:27That kind of language, prioritizing the relationship, is the opposite of what you'd expect reporters to

19:32say about something on the verge of collapse. Meanwhile, DiCaprio's own dating life has continued

19:38to move in its own direction, separate from all of this. He's been linked to other people since the

19:43Hadid chapter closed, and none of those relationships have been reported as connected

19:48in any way to his reported feelings about Cooper. What insiders consistently return to isn't DiCaprio's

19:54romantic life moving forward, it's the friendship standing still. Frozen at the moment,

19:59Cooper chose Jiggy over maintaining that closeness. One outlet weighing everything together,

20:04offered a fairly stark read on where DiCaprio's friendship with Cooper is actually headed long-term,

20:10suggesting that as the bond between Cooper and Hadid keeps deepening, DiCaprio may eventually have

20:16to accept that his friendship with Cooper has permanently changed. That's a heavier conclusion

20:20than give it time. It suggests that even the people reporting on this story see the current chapter

20:26as something closer to the new normal, rather than a temporary rough patch. And that's really the

20:31shape of where this stands. On one side, you have a relationship that keeps getting described,

20:35in terms of stability, priority, and long-term commitment. On the other, you have a friendship

20:41that's been reduced to something DiCaprio, reportedly, can only sit when hope changes on its own.

20:47Those two trajectories are moving in opposite directions, and the longer that continues,

20:51the less realistic DiCaprio's reported hope becomes. None of this means the door is necessarily

20:57closed forever. Friendships between men who have known each other for decades have survived stranger

21:03things than a shared romantic history. Hollywood is full of examples of X's new partners eventually

21:09becoming friendly again, given enough time and enough distance from the initial awkwardness.

21:14It's entirely possible that a few more years down the line, DiCaprio and Cooper find their way back to

21:20something resembling what they had before Jiggy Hadid entered the picture, particularly if enough time

21:25passes that the original circumstances stop feeling raw. But based on everything currently being reported,

21:31that reconciliation isn't close. Cooper, according to every insider account, has made his choice and

21:38isn't looking back. Hadid, according to sources, still carries some resentment from how her relationship

21:44with DiCaprio ended, which gives Cooper additional reason to keep his distance. And DiCaprio, for his part,

21:50is described as still missing his old friend deeply enough that even his large circle of other

21:55relationships in Hollywood doesn't fill the space Cooper left. So for now, the situation sits exactly

22:01where those insiders described it. Three people, a friendship on hold, a relationship that keeps

22:07getting stronger, and one man reportedly still waiting on the sidelines. For something that,

22:12based on everything visible from the outside, doesn't look like it's coming anytime soon.

_He Hopes They Split Up.._ Leonardo DiCaprio's Dark Wish About Bradley & Gigi

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