Pixie Lott's Enduring Love Story: From Gregg Sulkin to Oliver Cheshire and Family Life

Pixie Lott, the British pop sensation known for her soulful voice and vibrant personality, has navigated her romantic life largely in the public eye, culminating in a long-term partnership and growing family with model Oliver Cheshire. While her early career saw a brief, publicly noted romance, her journey has predominantly been defined by a steadfast and evolving relationship that has captured the attention of fans and media alike.

One of Pixie Lott's early publicly reported relationships was with actor Gregg Sulkin. The couple dated from January to August 2010, a period that coincided with her rising fame. Their romance was relatively short-lived, with reports indicating a separation by late summer of that year. While details of their time together were not extensively publicized, it marked one of the first instances of Lott's personal life drawing media interest.

Later in 2010, a pivotal moment in Pixie Lott's romantic history occurred when she met model Oliver Cheshire. They reportedly crossed paths at a Select Models event. Their connection was immediate, and they quickly embarked on a relationship that would become one of the most enduring in the entertainment industry. Lott was just 19 when they started dating, and they have since spoken about growing up together and building a strong foundation for their future.

Over the years, their relationship blossomed, becoming a staple in celebrity news. They were frequently seen together at high-profile events and often shared glimpses of their life on social media. Despite their demanding careers, they maintained a strong bond, with Lott often expressing her deep affection for Cheshire. She once told Notion magazine in 2015, "I love Oliver. We’ve grown up together and I’m glad I met him early on because you can get to a stage in this business where you can’t trust people."

In November 2016, after six years of dating, Oliver Cheshire proposed to Pixie Lott. The romantic proposal took place on the steps of St Paul's Cathedral in London, a moment they shared with their fans through social media. Lott expressed her immense joy, calling it the "biggest surprise ever!" The engagement marked a significant step, and fans eagerly anticipated their wedding.

Their journey to the altar, however, faced several delays. Initially planning to marry in 2018, work commitments led to postponements. Subsequently, the global pandemic further pushed back their nuptials. Pixie Lott was vocal about her desire to have a grand celebration without restrictions, stating, "I didn't want to do it when there were restrictions and we couldn't invite everyone we wanted to because of the rules." This patience allowed them to finally celebrate their union as they had envisioned.

Pixie Lott and Oliver Cheshire finally tied the knot on June 6, 2022, in a stunning ceremony at Ely Cathedral in Cambridgeshire. The wedding was a highly anticipated event, attended by numerous celebrity friends and family. Lott wore a beautiful custom-made Schiaparelli gown, with a special detail of the wedding date and a four-leaf clover embroidered inside, symbolizing luck and their long journey together. The joyous occasion marked the culmination of over a decade of love and commitment.

Following their marriage, the couple embraced a new chapter: parenthood. In June 2023, Pixie Lott announced her first pregnancy, sharing the news with a photo of Oliver kissing her baby bump. She later revealed that she had kept the pregnancy private for a significant period, waiting until she was 31 weeks along before making the public announcement. Lott had previously expressed her desire for a large family, stating in 2021, "I'm a big family girl, a very big family girl. It is everything to me so I would love to have my own when I can find the time."

In October 2023, Pixie Lott and Oliver Cheshire welcomed their first child, a son named Albert Charles Cheshire. Affectionately nicknamed Bertie, his arrival brought immense joy to the couple. Lott shared the news with her followers, embracing her new role as a mother. The couple has since shared glimpses of their life with their son, showcasing their happiness as a family.

Their family is set to grow even further. In June 2025, Pixie Lott announced live on stage at London's Mighty Hoopla festival that she was pregnant with her second child. This announcement, in contrast to the private nature of her first pregnancy, was met with excitement from her fans. The couple continues to build their life together, with their enduring love story evolving into a beautiful family journey. Pixie Lott and Oliver Cheshire's relationship stands as a testament to commitment and shared growth, from their early dating days to their marriage and expanding family, all under the public gaze.