David Spade has been in the spotlight for quite some time! The star first began out in comedy, landing stand-up gigs across the country before making it big on Saturday Night Live. Spade became a season regular before expanding his resume to countless other television shows and films. Luckily for David Spade, he's become part of the Adam Sandler friend group, appearing in many of the same films as his posse, including Grown Ups and The Wrong Missy, to name a few.
Although David Spade has had immense success when it comes to his professional career, he hasn't had as much luck when it comes to tying the knot. While his past relationship with his former partner, Jillian Grace is easily his most notable, considering the two share a daughter, the actor has also been tied to a number of celebs throughout his career, however, it seems as if none of them were suitable to be "the one".
Updated on November 18, 2021, by Michael Chaar: David Spade has had quite a career, and of course, a love life to match! The comedian and actor has been romantically linked to a number of high profile celebs, including Nicolette Sheridan, Kaitlynn Carter, Carmen Electra, and Pamela Anderson, however, it seems as if the star has been deemed "undateable," by former love interest, Julie Bowen. Despite never having tied the knot, David found himself in a short-lived relationship with playmate Jillian Grace back in 2008, which stands out as Spade's most notable romance considering the two now share their 13-year-old daughter, Harper Spade.
11 Naya Rivera
Best known for her role as Santana Lopez on the hit musical television show Glee, Rivera surprisingly dated Spade in 2017. Their budding relationship was rumored in March of that year and seemingly confirmed when the pair were caught vacationing together in Hawaii the following month as well as on a date at a sushi restaurant in Malibu, California sometime later. However, their relationship only lasted a few months, as Spade was seen with a mystery woman in August.
10 Kaitlynn Carter
Kaitlynn Carter rose to fame in her relationship with her reality star and now ex-husband Brody Jenner. Carter gained more prominence when she shared a brief fling with singer Miley Cyrus, but did you know that she also was rumored to be dating Spade in 2012?
Despite the pair having been photographed together on multiple occasions, the public never received confirmation as to whether or not they were actually an item.
9 Sara Foster
Another one of Spade’s short-lived relationships with one of Hollywood’s more notable faces is when he dated Sara Foster. Though there is very little evidence of their relationship, Spade and Foster were reported to have been together for only a few months in 2004, long before she gained popularity on the teen drama television show 90210.
8 Carmen Electra
Carmen Electra and Spade were linked together on two occasions—once in 2006 when they were spotted getting flirty with one another at the Teen Choice Awards, but showed little evidence of an actual relationship.
However, in 2008 they were seen once again, arriving together at a New Year’s Eve Bash at the Lavo at the Palazzo and Tao at the Venetian in Las Vegas.
7 Pamela Anderson
Pamela Anderson may be one of the most currently discussed individuals in the media, but she was equally as popularly discussed in 2007 when she was rumored to be dating Spade. The media and the public first became aware of their budding relationship when they were spotted partying together at a Las Vegas nightclub getting very cozy with one another. Needless to say, their relationship never grew more than that one night in Vegas.
6 Tara Reid
Spade’s relationship with actress Tara Reid was one that many men desired, considering that Reid was known as America’s Crush during her prime years when she was in projects like Saved By the Bell and The Big Lebowski.
Much like many of his previous relationships, theirs was never actually confirmed by either party. However, it was reported that between 1999 and 2000, the pair were an item, but went their separate ways soon after.
5 Julie Bowen
Fans of the hit television show Modern Family may be surprised to find that its star Julie Bowen dated Spade in 2002-2003. While this duo may seem like a comedic match made in heaven, the pair had their struggles, having to work through periods of long-distance which is no easy task for any couple. However, there were moments of happiness, like when Spade managed to surprise Bowen with a voicemail of Stevie Nicks singing her favorite song. Despite their romance, the actress has labelled David Spade as "undateable."
4 Nicolette Sheridan
Nicolette Sheridan is best known for her role on the long-running soap opera Desperate Housewives, but also struck up headlines for her fling with Spade in 2008. The couple was first spotted getting close at Sheridan’s 45th birthday in November, but the public was unsure of their relationship status for quite some time. Although, it seemed their spark fizzled out at the beginning of 2009.
3 Jillian Grace
One of Spade’s most special relationships was with Playboy model Jillian Grace in 2008. This is due to the fact that their relationship, albeit short in length, resulted in the birth of Spade’s only child Harper Spade.
Spade stated publicly that if the child was his, he would take full paternal responsibility, which he did when his daughter was born in August of 2008.
2 Charlotte McKinney
One of Spade's more recent relationships was with actress Charlotte McKinney, who also happened to be his co-star in the Dirty Joe film sequel.
Whisperings of their relationship were first initiated when the pair were spotted out to dinner in April of 2018 and also appeared in a Funny or Die sketch video together. However, this relationship was never confirmed, despite the duo going as far as attending Coachella together.
1 Krista Allen
In comparison to Spade’s other relationships, his with Krista Allen did not return to an amicable relationship after they broke up in 2001.
After their relationship, Allen dated George Clooney, however, this is not what caused tensions between the exes. In 2015, Allen sued David Spade in a one million dollar lawsuit over claims that he stole her idea for a show they intended to make together.