Celebrity Couples With Major Age Gaps

Jerry Seinfeld & Jessica Seinfeld: 17-Year Age Gap

Jessica Seinfeld (formerly Nina Sklar) and comedian Jerry Seinfeld’s relationship began in 1999, amid controversy due to their 17-year age gap and her existing marriage. In a 2004 interview, she explained that Jerry’s friendship provided strength during a difficult period following her previous marriage’s dissolution.

Their enduring relationship, which began amidst initial controversies, culminated in their Christmas wedding in 1999. They are now parents to three children. Their love story defies societal norms and age gaps, illustrating the enduring power of genuine connection and resilience through adversity.

Jerry Seinfeld & Shoshanna Lonstein: 21-Year Age Gap

Years before Jerry Seinfeld’s controversial wedding, the comedian was involved an an arguably more controversial relationship. In 1993, Seinfeld – then 38 – began dating high school student Shoshanna Lonstein. Seinfeld faced scrutiny for the relationship die to the massive age difference.

As well as the power imbalance in the relationship given his status as the biggest star on television at the time. Furthermore, there were even questions about the legality of the relationship, as there were questions about whether Lonstein was 17 when the relationship began. The couple dated for four years before splitting in 1997.

Simon Cowell & Lauren Silverman: 18-Year Age Gap

Simon Cowell’s romantic journey with Lauren Silverman is one that emerged from a veil of secrecy and controversy. With an age difference of 18 years, their relationship initially remained clandestine due to Silverman’s ongoing marriage to someone else. However, their love story took a significant turn in 2013 when they decided to make their relationship public.

This decision coincided with the revelation that Silverman was expecting a child with Cowell. Despite the tumultuous beginnings, they welcomed their son into the world in 2014, a moment that marked a new chapter in their relationship. Their relationship not only defies age disparities but also demonstrates the complexities of love and personal choices.

Kevin Costner & Christine Baumgartner: 20-Year Age Gap

Kevin Costner and Christine Baumgartner’s love story showcases the power of compromise. Beginning in 2000, their relationship faced challenges due to an age gap and differing desires for children. Costner, with children from a prior marriage, initially hesitated to expand the family, while Baumgartner desired children.

Despite initial differences, love conquered, prompting Costner to embrace expanding their family. They married in 2004, welcoming three children, a testament to their bond’s strength and willingness to compromise. Their story illustrates that love can triumph over disparities, uniting two people in a deep, enduring connection.

Rosario Dawson & Cory Booker: 10-Year Age Gap

Actress Rosario Dawson, known for her roles in films like “Clerks II,” “Kids,” and the Marvel Cinematic Universe, has been in a relationship with Democratic Senator Cory Booker since 2018. Despite their age difference, with Booker being 10 years her senior, their love has been a consistent presence in both their personal and public lives.

Their union serves as a notable example of love transcending both age and professional boundaries, reflecting the depth of their connection and it is a testament to the power of love and mutual support in the face of public scrutiny.

Steven Tyler & Aimee Preston: 39-Year Age Gap

Steven Tyler, the iconic frontman of Aerosmith, continued a well-established tradition in the music industry by entering into a romantic relationship with Aimee Preston, who was his personal assistant at the time. This tradition has often seen aging rock stars forming relationships with younger women.

Their nearly four-decade age difference initially raised eyebrows and invited speculation, as it is a common narrative in the world of rock and roll. However, their love story has endured, and the couple is currently engaged, defying age boundaries to pursue a meaningful and lasting connection.