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Royal Wedding

Sexy Socialites & Seductive Models! Prince Harry's Little Black Book Exposed

Prince Harry – Little Black Book Exposed Before Wedding
Source: Mega/Instar

May 18 2018, Updated 12:18 p.m. ET

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The road to wedded bliss for Prince Harry is littered with broken hearts. Before the party prince says I do, take a look back at all his wild romps with sexy socialites and seductive models before meeting Meghan Markle!

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Prince Harry – Little Black Book Exposed Before Wedding
Source: INSTAR Images

Former lawyer Chelsy Davy was the prince’s longest relationship. The two were on-again and off-again from 2005 to 2010.

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Prince Harry – Little Black Book Exposed Before Wedding
Source: INSTAR Images

Davy, now 32, is reportedly still single. After their breakup, she returned home to her native Zimbabwe to be with her family. She is currently promoting a brand ethical jewelry.

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Prince Harry – Little Black Book Exposed Before Wedding
Source: MEGA

The prince’s next relationship wouldn’t last nearly as long. In 2011, he dated lingerie model Florence Brudenell-Bruce.

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Prince Harry – Little Black Book Exposed Before Wedding
Source: MEGA

The pair were an item for just two months, before Harry cut her loose to focus on his military service.

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Prince Harry – Little Black Book Exposed Before Wedding
Source: MEGA

“Harry doesn’t want to be tied down in a relationship when training, so he called time on the relationship," an insider said at the time.

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Source: INSTAR Images

Harry had a good thing going from 2012 to 2014 with model Cressida Bonas. But his wandering eye derailed their love.

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Prince Harry – Little Black Book Exposed Before Wedding
Source: INSTAR Images

The young prince was dating Bonas when he was famously caught in a nude photo scandal in August 2012, playing naked billiards in Las Vegas.

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Prince Harry – Little Black Book Exposed Before Wedding
Source: INSTAR Images
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Prince Harry – Little Black Book Exposed Before Wedding
Source: INSTAR Images

They continued their torrid romance for the next two years, and Harry even talked about marrying the now 29-year-old. But the two split for good in April 2014.

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Prince Harry – Little Black Book Exposed Before Wedding
Source: INSTAR Images

“He found her too needy and it just wasn’t working out,” a source close to the prince revealed at the time.

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Prince Harry – Little Black Book Exposed Before Wedding
Source: INSTAR Images
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Harry wasn’t heartbroken for long, and in November, was seen at an exclusive yacht party in Abu Dhabi with German model Anastasia Guseva.

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Prince Harry – Little Black Book Exposed Before Wedding
Source: INSTAR Images

Harry continued to play the field for the next year, until hooking up with British pop star, Ellie Goulding. The two had met years earlier, at big brother William’s marriage to Kate Middleton.

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Prince Harry – Little Black Book Exposed Before Wedding
Source: INSTAR Images

In June 2016, the two were spotted heating things up at a polo match. “They spent a lot of time sitting together under blankets. They were seen having a kiss before Harry had to go because he was playing polo the next day,” a source claimed at the time.

Prince Harry – Little Black Book Exposed Before Wedding
Source: INSTAR Images

Just a few weeks later, a mutual friend introduced him to a new girl – Meghan Markle. And the prince’s little black book was closed. We pay for juicy info! Do you have a story for RadarOnline.com? Email us at tips@radaronline.com, or call us at (866) ON-RADAR (667-2327) any time, day or night.

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