Claire Danes<\/h2>\n
Claire Danes<\/a> may now have her own high-profile husband, but when she was a teenager, she was Leonardo DiCaprio’s on-screen love.\u00a0 The rumors about their on-set relationship are diverse.\u00a0 According to some sources, even though Claire was only 16, she thought 22-year-old Leo was unprofessional.\u00a0 That contradicts her recent admission that she had a crush on him while they were filming Romeo + Juliet. Claire Danes implies that nothing happened, but it’s difficult to know for sure.<\/p>\n Leo may not have reached peak movie stardom in 1995, but even as a teenager, he knew how to find the biggest names on the runway.\u00a0 Though he and Naomi Campbell<\/a> never seemed to have a serious relationship, there was a rumor back in the day that the two had a fling, at least for a short time.\u00a0 It’s normal to experiment with your love life at that age, but it appears Leo hasn’t quite left those days behind.<\/p>\n Natasha Henstridge<\/a> was not the first model Leo was linked to, but given her acting ambitions, it’s no surprise the relationship didn’t last.\u00a0 Leo was on the verge of becoming an A-list star following the release of Titanic at the time Natasha and Leo were introduced, and Natasha had experienced her first taste of success as an actor rather than a model.\u00a0 The couple never made their relationship public.<\/p>\n Leo appears to have been a little more daring in his choice of women when he was younger.\u00a0 In the 1990s, Bijou Phillips<\/a> was not the type of leggy blonde model that Leo would prefer in his later years.\u00a0 However, it appears that their relationship, no matter how brief, was beneficial.\u00a0 Phillips was born into a showbiz family, but it was Leonardo DiCaprio who introduced her to the director who cast her in her first film, Black and White.<\/p>\n Leo was photographed with Kidada Jones<\/a> in several photos taken in the late 1990s. If her name sounds familiar, it’s because her father’s name is Quincy Jones.\u00a0 While the two never confirmed a romance, it’s possible that Leo and Kidada had a brief romance before Leo started dating Gisele Bundchen.\u00a0 After being engaged to rapper Tupac Shakur, dating Leo was a drop in the bucket for Kidada.<\/p>\n It wouldn’t be long before Leo moved on to a new relationship with another model, Eva Herzigova<\/a>.\u00a0 When Leo met the Czech beauty at the premiere of The Man in the Iron Mask in 1998, he knew he had to pursue a romantic relationship with her.\u00a0 Their entanglement, like many of his other flings since his rise to fame would be fleeting.<\/p>\n It may be difficult to believe that there was a time when we thought Leo had finally found the one.\u00a0 For five years, Leo’s constant companion was supermodel Gisele Bundchen<\/a>.\u00a0 Leo was so taken with Gisele that he brought her to the Oscars with him.\u00a0 However, for whatever reason, the pair was unable to take the next step.\u00a0 Gisele found love with Tom Brady after they divorced.<\/p>\n Trishelle Cannatella<\/a> may have faded into obscurity after her stint on The Real World ended, but if the rumors are true, at least Leo DiCaprio took notice of her.\u00a0 During what must have been a rough patch with Gisele Bundchen, Leo was linked to one of the first reality stars to make headlines.\u00a0 Of course, given Leo’s relationship status at the time, we can only rely on Trishelle’s word.<\/p>\n When things fell apart with Gisele, it appeared that the only way Leo could lick his wounds was to find another internationally acclaimed, blonde supermodel.\u00a0 He fell into the arms of Bar Refaeli<\/a> this time after meeting her at a Sports Illustrated party in Las Vegas.\u00a0 Though they were never as serious as he and Gisele, Leo, and Bar pursued each other on and off between 2005 and 2011, when they finally split up for good.<\/p>\n During a difficult period with Bar, Leo found himself single enough to pursue a model who had appeared in Sports Illustrated<\/a> as well as Victoria’s Secret<\/a>, Russian-born Anne Vyalitsyna<\/a>.\u00a0 During Leo’s six-month break, the two were frequently spotted traipsing around glamorous locations like Ibiza.\u00a0 Anne had no idea that another woman still had a stranglehold on Leo’s heart, making it impossible for them to get serious. They’d soon split up.<\/p>\n Blake Lively<\/a> isn’t a model per se, but with her long legs and sunny locks, she’s a dead ringer for the type of girl Leo is looking for.\u00a0 When things started to heat up between Leo and Blake, he realized she was nothing like the other girls he had been dating.\u00a0 Blake was apparently happy to cook and bake for Leo, which he had never done in any of his previous relationships.<\/p>\n With hits like Romeo+Juliet launching Leo’s career in the mid-1990s, it was only natural that he sought out the biggest names at the Victoria’s Secret Fashion Show.\u00a0 Helena Christensen<\/a> is still one of the most well-known Angels today, but back in 1997, she was possibly bigger than Leonardo DiCaprio himself.\u00a0 With the news that these two were dating, Hollywood was waiting to see what would happen between the stunning couple.\u00a0 Unfortunately, it would not last.<\/p>\n During Leo’s turbulent period following his split from Bar Rafaeli, the brunette Madalina Ghenea<\/a> briefly appeared on his arm.\u00a0 While he was in Sydney filming The Great Gatsby, the two were seen canoodling at his temporary residence.\u00a0 Not only were Americans obsessed with the burgeoning romance.\u00a0 Both Romanians and Italians are obsessed with their own stars, so seeing her with DiCaprio was especially exciting.<\/p>\n Alyce Crawford<\/a>, an Australian model, maintains that she and Leo never dated, but given how frequently they saw each other back in 2011 while Leo was working on The Great Gatsby, it’s difficult to say if something more is being kept from the public.\u00a0 Several sources claimed to have seen Crawford leaving Leo’s hotel, but they were always wary of being seen together in public.\u00a0 Given that Leo was having a difficult romantic period, anything is possible.<\/p>\n Following his brief affair with an actress, Leo was eager to return to the arms of models, this time Erin Heatherton<\/a>.\u00a0 Erin was yet another Victoria’s Secret model with whom Leo enjoyed spending time, and they were able to keep things going for nearly a year between 2011 and 2012.\u00a0 Unfortunately, they claimed that their schedules were too hectic to keep their relationship going, and they ended their relationship roughly 10 months after they met.<\/p>\n Leo never went public about his fling with Miranda Kerr<\/a>, which may have been because they were linked together in several publications while Kerr was still married to the actor Orlando Bloom.\u00a0 Though Kerr and Bloom announced their split in 2013, she was reportedly seen out and about with Leo in 2012.\u00a0 We’ll never know if this contributed to her breakup with Bloom or if Kerr was prone to straying because she knew a divorce was on the way.<\/p>\n The French model gave Leo a break from his blondes when they were seen getting cozy on a yacht in 2012.\u00a0 The yacht trip appears to be one of Leo’s favorite ways to romance women, but his relationship with Margarita Gauchet<\/a> appears to have lasted even less than usual.\u00a0 Aside from their public kiss, little is known about this romance.\u00a0 Having said that, neither has denied that their affair occurred, even though it clearly did not work out between the two.<\/p>\n After meeting another Brazilian model at Cannes that year, Leo had set his sights on another Brazilian model by 2013.\u00a0 Though Kat Torres<\/a> matched Leo’s preferred aesthetic, there didn’t appear to be much chemistry between the two of them, as their relationship was extremely brief. It didn’t help that DiCaprio was torn between Torres and another woman who had a much stronger hold on his heart at the time.\u00a0 It could be because Torres was so quick to reveal the relationship.<\/p>\n Alesia Riabenkova<\/a>‘s time in the spotlight had little to do with Leonardo DiCaprio.\u00a0 She made headlines after some outrageous claims about being attacked by a photographer were proven false.\u00a0 She was dealing with the fallout from a public breakup with a Scottish actor at the time.\u00a0 Even the most necessary of splits can be painful. Following the split, there were rumors that Alesia, a Latvian-born model, was healing her heart with Leonardo DiCaprio.<\/p>\n Leo pursued another blonde model, this time from Germany, to complement his relationship with Kat Torres.\u00a0 Though the pair dated on and off between 2013 and 2014, it appears that Leo wasn’t afraid to rekindle their romance when things fell apart with his current flame in 2017.\u00a0 After several years apart, the two were seen strolling down the street hand in hand, but their happiness was cut short once more.\u00a0 Leo now prefers to avoid running into Toni Garrn<\/a> whenever possible.<\/p>\n Katie Clearly<\/a> didn’t need Leo to advance her career as an established actress in franchise films like Iron Man 2, but he was a good option when it came to blowing up a failing marriage.\u00a0 While it appears that Katie had already filed for divorce, many believe that being photographed with the star at a party was the final nail in the coffin for her husband.<\/p>\n When Leonardo DiCaprio went out with Demi Moore<\/a>, it appears he was experimenting with what a relationship with an older woman might be like.\u00a0 Far from being enthralled as his much younger girlfriends appear to be with him these days, young Leo appears to be suffering from the more worldly Demi.\u00a0 Even if she was looking for a younger man after her divorce from Bruce Willis, Leonardo DiCaprio was clearly not that man.<\/p>\n This relationship has remained a rumor, but for a period of time in 2015, it appeared that Leo and Rihanna<\/a> were frequently seen at the same party.\u00a0 Though neither went public with their relationship, Leo was frequently photographed steps behind the pop star with a hat pulled low over his head.\u00a0 Rihanna had been linked to one of Leo’s friends, not Leo, as the press discovered after the fact.<\/p>\n When Leonardo DiCaprio and Kelly Rohrbach<\/a> first started dating, it appeared that there was enough spark between them to make this fling last.\u00a0 It came as no surprise when they announced their inevitable breakup, despite how frequently they were seen laying it on thick throughout New York City.\u00a0 Just because Leo seemed serious about his latest model didn’t mean it was necessarily any different from the others.<\/p>\n Some may have been taken aback when it appeared that Leo was getting cozy with Laura Whitmore<\/a>, an Irish television presenter.\u00a0 The two apparently met at an awards ceremony, and Leo was hot on her tail at the after-party.\u00a0 Though Whitmore was coy when asked if she had a relationship with Leo, she only told reporters, “Everyone was just having fun\u2014there was a lot of dancing.”\u00a0 In any case, it appears to have been short-lived.<\/p>\n Leo may prefer to keep his personal life as private as possible, but he hasn’t had much success concealing his trysts or friendships from the paparazzi.\u00a0 When he was seen with Nina Agdal<\/a>, a Sports Illustrated model who was 21 at the time, Nina quickly tried to clear the air by saying they were just friends.\u00a0 She claimed the much older actor never made a move on her, but given how he reacts to publicized girls, that may not be entirely true.<\/p>\n Leo met Roxy as his previous relationship was dissolving, which is never a good time to start a new romance.\u00a0 Despite the fact that she became a part of his turbulent romantic life, Roxy Horner<\/a> denied rumors about their first meeting.\u00a0 They were spotted again months later, looking less like friends and more like love interests.\u00a0 Whatever the rumors said, Horner maintained that they were simply friends and that any reports of more were false.<\/p>\n Leo appeared to be having difficulty finding a partner with whom he could have more than a fling in 2016.\u00a0 One of his brief romances was with Chelsey Weimar<\/a>, who was around 19 at the time.\u00a0 Though neither of them made their relationship public, they were seen having dinner together, and some of Weimar’s Instagram posts were undoubtedly taken at Leo’s house in Los Angeles.\u00a0 His Dutch involvement was going to be brief.<\/p>\n There’s a chance that 2016 was simply Leo’s year of British models.\u00a0 Ella Ross<\/a> appeared to be looking for an upgrade after being linked to Scott Disick, at least when it came to finding someone who had earned their celebrity.\u00a0 When they were spotted dancing close to one another at a star-studded party, neither Leo nor Ella had waited for the dust to settle after their previous relationships had ended.<\/p>\n Victoria Robinson<\/a>, then 23, was one of the few other brunettes Leo had spent time with since his big Hollywood break so many decades ago.\u00a0 His time with Robinson, like many of his other relationships at the time, was merely a fling.\u00a0 The first rumors that they were dating surfaced when Robinson and DiCaprio were seen leaving one of Justin Bieber’s parties in spring 2016, though the relationship never took off.<\/p>\n Lorena Rae<\/a>, the 23-year-old German, stood out from the rest of Leo’s ladies when she appeared on the scene.\u00a0 No, she’s still a model, as evidenced by her petite frame, but she’s one of the few brunettes he’s stepped out with in recent years.\u00a0 Their romance appeared to begin around August 2017, but while he was courting her, he was also having fun with his ex, Toni Gurrn.\u00a0 Needless to say, it was short-lived.<\/p>\n When things fell apart with both of his previous girlfriends, Leo set his sights on the Polish model Ela Kawalec<\/a>.\u00a0 In recent years, it appears that Leo’s strategy for attracting new girlfriends has been to take them for a spin around New York City, often using the city’s bike share program, Citi Bike.\u00a0 In terms of Leo’s girlfriends’ careers, Ela was still a rising model, despite the numerous beachside photoshoots she’d landed.<\/p>\n When it comes to Leo’s love life, Kristen Zang<\/a> may be the ex to end all exes.\u00a0 Leo was so taken with this particular blonde model that he took her to the Romeo+Juliet premiere in 1997.\u00a0 Unfortunately for the rising star, they’d already broken up by the time Titanic reached the top of the charts.\u00a0 Some say Zang is “the one that got away,” but there could be bigger loves in Leo’s life.<\/p>\n Leonardo DiCaprio may have achieved heartthrob status when he was only 20 years old, but he’s still embarking on romances with some of the world’s most beautiful models more than two decades later.\u00a0 Leo’s fascination with models began at a young age when he proudly introduced Bridget Hall<\/a> as his first public girlfriend in 1994.\u00a0 Unfortunately, their puppy love did not last. So, which leading lady is truly his true love?<\/p>\n Leo may have realized that rekindling a romance with an ex or having an affair with Lorena Rae were not the best choices for him.\u00a0 While looking for a woman to call his one and only, he was introduced to Juliette Perkins<\/a>, who set many tongues wagging.\u00a0 Juliette is one of the youngest girls Leo has dated since his adolescence, but that didn’t stop them from attending several parties together.<\/p>\n Leo had a new female co-star with whom he could be romantically linked when he began filming The Basketball Diaries in 1995.\u00a0 It’s no surprise that the young heartthrob was all over the news for his romantic ties as Leo’s profile as an actor continued to rise.\u00a0 Neither Leo nor Brittany Daniel<\/a> ever confirmed their relationship, but given their on-screen chemistry, there’s a chance the two had a fling while working on the film.<\/p>\n Dating a socialite isn’t normally Leo’s style, but in 2000, Paris Hilton<\/a> and Leonardo DiCaprio found themselves in the same social circles.\u00a0 While sharing friends is not a requirement for a romantic relationship, Paris and Leo began showing up at the same place at the same time frequently enough that rumors began that the two of them were involved.\u00a0 Of course, it didn’t take long for Leo to progress to bigger and better things.<\/p>\n Leo appears to have found the romantic bliss he’s been looking for, as he publicly announced his relationship with the young model Camila Morrone<\/a>.\u00a0 He hadn’t had a relationship that lasted more than six months before meeting the 21-year-old, who was born the year Titanic was released in theaters.\u00a0 Could Camila be the right girl for Leo? Is it possible that someone else has always been waiting in the wings?<\/p>\n![\"Claire](\"https:\/\/img5.hotnessrater.com\/1016404\/claire-danes.jpg?w=600&h=900\" "\\"Claire")
<\/a><\/p>\nNaomi Campbell<\/h2>\n
![\"Naomi](\"https:\/\/img6.hotnessrater.com\/6047429\/naomi-campbell-nude.jpg?w=600&h=900\" "\\"Naomi")
<\/a><\/p>\nNatasha Henstridge<\/h2>\n
![\"Natasha](\"https:\/\/img7.hotnessrater.com\/5882790\/natasha-henstridge-lingerie.jpg?w=600&h=900\" "\\"Natasha")
<\/a><\/p>\nBijou Phillips<\/h2>\n
![\"Bijou](\"https:\/\/img2.hotnessrater.com\/998953\/bijou-phillips.jpg?w=600&h=900\" "\\"Bijou")
<\/a><\/p>\nKidada Jones<\/h2>\n
![\"Kidada](\"https:\/\/img7.hotnessrater.com\/6881550\/kidada-jones.jpg?w=600&h=900\" "\\"Kidada")
<\/a><\/p>\nEva Herzigova<\/h2>\n
![\"Eva](\"https:\/\/img7.hotnessrater.com\/6131622\/eva-herzigova-bikini.jpg?w=600&h=900\" "\\"Eva")
<\/a><\/p>\nGisele Bundchen<\/h2>\n
![\"Gisele](\"https:\/\/img2.hotnessrater.com\/5860297\/gisele-bundchen.jpg?w=600&h=900\" "\\"Gisele")
<\/a><\/p>\nTrishelle Cannatella<\/h2>\n
Bar Refaeli<\/h2>\n
![\"Bar](\"https:\/\/img5.hotnessrater.com\/111860\/bar-refaeli-bikini.jpg?w=600&h=900\" "\\"Bar")
<\/a><\/p>\nAnne Vyalitsyna<\/h2>\n
![\"Anne](\"https:\/\/img7.hotnessrater.com\/545678\/anne-vyalitsyna-bikini.jpg?w=600&h=900\" "\\"Anne")
<\/a><\/p>\nBlake Lively<\/h2>\n
![\"Blake](\"https:\/\/img8.hotnessrater.com\/5722799\/blake-lively.jpg?w=600&h=900\" "\\"Blake")
<\/a><\/p>\nHelena Christensen<\/h2>\n
![\"Helena](\"https:\/\/img7.hotnessrater.com\/968222\/helena-christensen-bikini.jpg?w=600&h=900\" "\\"Helena")
<\/a><\/p>\nMadalina Ghenea<\/h2>\n
![\"M\u0103d\u0103lina](\"https:\/\/img2.hotnessrater.com\/2417697\/madalina-diana-ghenea-bikini.jpg?w=600&h=900\" "\\"M\u0103d\u0103lina")
<\/a><\/p>\nAlyce Crawford<\/h2>\n
![\"Alyce](\"https:\/\/img5.hotnessrater.com\/5534188\/alyce-crawford-bikini.jpg?w=600&h=900\" "\\"Alyce")
<\/a><\/p>\nErin Heatherton<\/h2>\n
![\"Erin](\"https:\/\/img1.hotnessrater.com\/3117672\/erin-heatherton-nude.jpg?w=600&h=900\" "\\"Erin")
<\/a><\/p>\nMiranda Kerr<\/h2>\n
![\"Miranda](\"https:\/\/img5.hotnessrater.com\/11036\/miranda-kerr-lingerie.jpg?w=600&h=900\" "\\"Miranda")
<\/a><\/p>\nMargarita Gauchet<\/h2>\n
![\"Margarita](\"https:\/\/img1.hotnessrater.com\/5503800\/margarita-gauchet.jpg?w=600&h=900\" "\\"Margarita")
<\/a><\/p>\nKat Torres<\/h2>\n
![\"Katiuscia](\"https:\/\/img8.hotnessrater.com\/612767\/katiuscia-torres-bikini.jpg?w=600&h=900\" "\\"Katiuscia")
<\/a><\/p>\nAlesia Riabenkova<\/h2>\n
![\"Alesia](\"https:\/\/img2.hotnessrater.com\/6881801\/alesia-riabenkova.jpg?w=600&h=900\" "\\"Alesia")
<\/a><\/p>\nToni Garrn<\/h2>\n
![\"Toni](\"https:\/\/img5.hotnessrater.com\/33980\/toni-garrn-bikini.jpg?w=600&h=900\" "\\"Toni")
<\/a><\/p>\nKatie Cleary<\/h2>\n
![\"Katie](\"https:\/\/img7.hotnessrater.com\/4435526\/katie-cleary-bikini.jpg?w=600&h=900\" "\\"Katie")
<\/a><\/p>\nDemi Moore<\/h2>\n
![\"Demi](\"https:\/\/img7.hotnessrater.com\/4989070\/demi-moore.jpg?w=600&h=900\" "\\"Demi")
<\/a><\/p>\nRihanna<\/h2>\n
![\"Rihanna\"](\"https:\/\/img3.hotnessrater.com\/5853970\/rihanna-lingerie.jpg?w=600&h=900\" "\\"Rihanna\\"")
<\/a><\/p>\nKelly Rohrbach<\/h2>\n
![\"Kelly](\"https:\/\/img5.hotnessrater.com\/3119604\/kelly-rohrbach-bikini.jpg?w=600&h=900\" "\\"Kelly")
<\/a><\/p>\nLaura Whitmore<\/h2>\n
![\"Laura](\"https:\/\/img7.hotnessrater.com\/352222\/laura-whitmore.jpg?w=600&h=900\" "\\"Laura")
<\/a><\/p>\nNina Agdal<\/h2>\n
![\"Nina](\"https:\/\/img7.hotnessrater.com\/2909470\/nina-agdal-bikini.jpg?w=600&h=900\" "\\"Nina")
<\/a><\/p>\nRoxy Horner<\/h2>\n
![\"Roxy](\"https:\/\/img5.hotnessrater.com\/5484620\/roxy-horner-lingerie.jpg?w=600&h=900\" "\\"Roxy")
<\/a><\/p>\nChelsey Weimar<\/h2>\n
![\"Chelsey](\"https:\/\/img4.hotnessrater.com\/1607563\/chelsey-weimar-lingerie.jpg?w=600&h=900\" "\\"Chelsey")
<\/a><\/p>\nElla Ross<\/h2>\n
![\"Ella](\"https:\/\/img7.hotnessrater.com\/6881910\/ella-ross-bikini.jpg?w=600&h=900\" "\\"Ella")
<\/a><\/p>\nVictoria Robinson<\/h2>\n
![\"Victoria](\"https:\/\/img3.hotnessrater.com\/6881994\/victoria-robinson.jpg?w=600&h=900\" "\\"Victoria")
<\/a><\/p>\nLorena Rae<\/h2>\n
![\"Lorena](\"https:\/\/img7.hotnessrater.com\/5790598\/lorena-rae-bikini.jpg?w=600&h=900\" "\\"Lorena")
<\/a><\/p>\nEla Kawalec<\/h2>\n
![\"Ela](\"https:\/\/img6.hotnessrater.com\/6685101\/ela-kawalec-bikini.jpg?w=600&h=900\" "\\"Ela")
<\/a><\/p>\nKristen Zang<\/h2>\n
![\"Kristen](\"https:\/\/img5.hotnessrater.com\/6882372\/kristen-zang.jpg?w=600&h=900\" "\\"Kristen")
<\/a><\/p>\nBridget Hall<\/h2>\n
![\"Bridget](\"https:\/\/img4.hotnessrater.com\/5544131\/bridget-hall-bikini.jpg?w=600&h=900\" "\\"Bridget")
<\/a><\/p>\nJuliette Perkins<\/h2>\n
![\"Juliette](\"https:\/\/img4.hotnessrater.com\/4405363\/juliette-perkins-bikini.jpg?w=600&h=900\" "\\"Juliette")
<\/a><\/p>\nBrittany Daniel<\/h2>\n
![\"Brittany](\"https:\/\/img1.hotnessrater.com\/6047512\/brittany-daniel.jpg?w=600&h=900\" "\\"Brittany")
<\/a><\/p>\nParis Hilton<\/h2>\n
![\"Paris](\"https:\/\/img4.hotnessrater.com\/6112139\/paris-hilton.jpg?w=600&h=900\" "\\"Paris")
<\/a><\/p>\nCamila Morrone<\/h2>\n
![\"Camila](\"https:\/\/img4.hotnessrater.com\/3831339\/camila-morrone-lingerie.jpg?w=600&h=900\" "\\"Camila")
<\/a><\/p>\nKate Winslet<\/h2>\n
![\"Kate](\"https:\/\/img1.hotnessrater.com\/2872120\/kate-winslet.jpg?w=600&h=900\" "\\"Kate")
<\/a><\/p>\n