Popsugar Celebrity Celebrity Friendships Adam Sandler and Drew Barrymore's Best Friendship Moments Adam Sandler and Drew Barrymore's 2-Decade-Long Friendship Just Gets Sweeter With Time 21 May 2020 by Kelsie Gibson Image Source: Getty / Kevin Mazur When Adam Sandler and Drew Barrymore team up for a movie, you know it's going to be good. Over the years, the two have worked together on a handful of projects, but it's their real-life friendship that truly deserves an award. The duo first met in the late '90s when they costarred in The Wedding Singer and have since developed a strong bond off screen. "I told him, I know that we are destined to work together," Drew said about meeting Adam for the first time. "I know we are a match and I believe you in [sic] so much. I want to be like [Audrey] Hepburn and [Spencer] Tracy even though we don't look like them, but I just I want to be in this partnership with you." In addition to costarring in 50 First Dates and Blended, they have also cheered each other on for big career milestones. Earlier this year, Drew presented Adam with best actor at The National Board of Review Annual Awards Gala in NYC. "I love this man so much and I have always believed in him," Drew said in her speech. "This moment could honestly could [not] be more deserved. I know that everyone is rooting for you because you have earned everyone's respect. You deserve the best, you give the best, and you are the best. I love you very much." Get ready to feel nostalgic as you look at some of their sweetest friendship moments ahead. Related: Adam Sandler Celebrates 20th Anniversary With Wife Jackie: "Let's Keep It Going Babe" Image Source: Getty / Mark Mainz 1 / 25 Image Source: Getty / Mike Coppola 2 / 25 Image Source: Getty / KMazur 3 / 25 Image Source: Getty / Ron Galella, Ltd. 4 / 25 Image Source: Getty / Kevin Mazur 5 / 25 Image Source: Getty / picture alliance 6 / 25 Image Source: Getty / Alberto E. Rodriguez 7 / 25 Image Source: Getty / Theo Wargo 8 / 25 Image Source: Getty / Ron Galella, Ltd. 9 / 25 Image Source: Getty / Kevin Winter 10 / 25 Image Source: Getty / Target Presse Agentur Gmbh 11 / 25 Image Source: Getty / Michael Tran 12 / 25 Image Source: Getty / Dimitrios Kambouris 13 / 25 Image Source: Getty / Michael Tran 14 / 25 Image Source: Getty / Jeff Kravitz 15 / 25 Image Source: Getty / Michael Buckner 16 / 25 Image Source: Getty / L. Cohen 17 / 25 Image Source: Getty / Ron Galella, Ltd. 18 / 25 Image Source: Getty / Jeff Kravitz 19 / 25 Image Source: Getty / KMazur 20 / 25 Image Source: Getty / Jamie McCarthy 21 / 25 Image Source: Getty / Jeff Kravitz 22 / 25 Image Source: Getty / C Flanigan 23 / 25 Image Source: Getty / Jesse Grant 24 / 25 Image Source: Getty / Kevin Mazur 25 / 25 Celebrity FriendshipsAdam SandlerDrew Barrymore