At the start of 2013, rumors of a possible romance between Pippa and James are put to an end when she is seen walking hand-in-hand with stockbroker, Nico Jackson. Hello! reports he is a big hit with the Middleton family and their relationship is soon confirmed. In June, they are pictured having a blast together at Wimbledon and within a year of dating, many predict these lovebirds will be the ones to get engaged. Photo: Getty

Just weeks before their wedding, the duo make a rare public outing and attend the ParaSnowBall at London's Hurlingham Club. The bride-to-be looks radiant in floral print dress by Erdem. As for what she'll wear on her wedding day? It's still top secret, although leading British designers Jenny Packham and Alexander McQueen are tipped to be in the running. Photo: Getty

After the Middletons celebrated Christmas privately at their Berkshire home, Pippa and James are invited to join the Queen and her family for the Sunday service at St Mary Magdalene Church, Sandringham, Norfolk. The bride and groom-to-be attend church alongside the Duke and Duchess of Cambridge — a sign that James has been accepted into the royal circle. Photo: Getty

Five months before their big day, James joins the Middleton family at a Christmas Day service at the church where their upcoming nuptials will take place. Photo: Getty

The date is set! According to The Telegraph, the couple will tie the knot on May 20, 2017 at St Mark's church in Englefield, Berkshire, which is located a few miles away from the Middleton family home. Following the church service, the congregation is expected to celebrate with a reception on the grounds of Carole and Michael Middleton's Georgian property in nearby village of Bucklebury. Photo: Getty

They're engaged! The duo announce the good news to Britain's Press Association, saying they are "delighted," and plan to wed in 2017. The proposal is said to have happened on July 17, when Matthews got down on one knee while the couple was visiting the Lake District, a national park in northwest England. He presented Pippa with an art deco-style Asscher cut diamond ring with a central stone. Big sister Kate and Prince William say they "are absolutely delighted with the news," and naturally, parents, Michael and Carole, are also over-the-moon "They make a wonderful couple and we wish them every happiness together," the said in a statement. Photo: Getty

The romance is back on! Pippa and James are pictured enjoying a New Year holiday in St. Barts. Two months later, Pippa and James make their public debut when she competes in the Birkebeiner Ski Race for charity in Rena, Norway. Later in the month, they are photographed on a ski trip with friends in Verbier, Switzerland. They look very much like a happy couple as they hit the slopes. Photo: Getty

After over two years together, Pippa and Nico split. Their long distance relationship is rumored to have put strain on the couple, with Nico based in Geneva and Pippa living in London's Chelsea. Their break-up marks a key moment in Pippa and James' romance as later in the month, the younger Middleton sister is spotted leaving the financier's home. And this time, she's even carrying flowers. "James has always been on the scene," a source tells E! News. "He is super charismatic and charming, good looking and always held a torch for Pippa. They have always had insane chemistry, but Pippa was always in a relationship." Photo: Getty

Pippa and James' love story kicks off in the most idyllic of settings, when the two are introduced on the Caribbean island of St. Barts. Pippa, who is eight years younger than James, is said to become friendly with the hedge fund manager when they meet at the luxury Eden Rock hotel, owned by James's parents David and Jane. According to The Daily Mail, they stay in contact for years to come and the island becomes a favorite vacation destination with Pippa and her family. Photo: Getty

Around a year after she split from English cricket player Alex Loudon, Pippa is seen on a dinner date in London with eligible bachelor James, who she has stayed close with since their first meeting some years ago. Following a few more encounters, which take place around the time Pippa is promoting her party-planning book Celebrate, friends tell the Daily Mail that her relationship with James is going from "strength to strength." One source says Kate's younger sister is smitten, stating: "Pippa is quite taken with James. She wants to take things slowly at first but she she is ready for a full-time man in her life again." Photo: Getty