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The Certified Lover Boy’s 2025 Roster: 3 Women Drake Is Currently Rumored To Be Dating

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The question of "Who is Drake dating?" remains one of the most persistent and captivating mysteries in pop culture, especially as the year 2025 draws to a close. The Toronto rapper, a self-proclaimed "Certified Lover Boy," has built an entire persona around his complex, often cryptic, and always high-profile relationships, continuously dropping hints in his music and on social media that keep fans and tabloids guessing. As of December 20, 2025, no single woman has been officially confirmed as his exclusive girlfriend, but the rumor mill is spinning faster than ever, fueled by subtle Instagram clues, flirty photo shoots, and a reality star’s coy television appearance.

The truth about Drake’s love life is rarely straightforward, often existing in a gray area between casual dating and serious commitment. His public dating history—which includes some of the world’s most famous women—sets a high bar for speculation. Here are the three most prominent and persistent women linked to Drake in the latest wave of 2025 dating rumors, complete with the evidence that has the internet convinced a new romance is brewing.

The Current Contenders: Who is Drake Rumored to be Dating in Late 2025?

Drake, whose real name is Aubrey Graham, has a unique approach to dating that he once described as seeing "four or five women at a time." This philosophy ensures that the list of potential partners is always fluid, but a few names have dominated the headlines throughout 2025, suggesting a more focused interest.

1. Kim Kardashian: The Persistent A-List Speculation

The rumor that Drake is dating, or at least intimately involved with, reality television icon and businesswoman Kim Kardashian is not new, but it reached a fever pitch in late 2025.

Kim Kardashian Profile Snapshot

  • Occupation: Reality Television Star, Businesswoman, Socialite.
  • Known For: *Keeping Up with the Kardashians*, SKIMS, KKW Beauty, high-profile divorce from Kanye West.
  • Latest Rumor Evidence: Shared photo locations and social media posts in late 2025.

The most compelling evidence, which surfaced in November 2025, centered on a series of Instagram posts. Kim Kardashian shared a photo dump from a luxurious vacation, simply captioned "ITALY 2025." Eagle-eyed fans, who often function as amateur detectives in the world of celebrity gossip, quickly noticed a photo of Kim leaning against a railing. Simultaneously, a real estate account posted images of a property that appeared to match the location and the distinct railing in Kim's photo. The implication, which spread like wildfire, was that Drake was either at the same location or had shared the space with Kim, fueling the long-standing narrative of a secret, high-profile romance.

The history between Drake and Kim Kardashian is complicated by Drake's long-running feud with Kim's ex-husband, Kanye West (now known as Ye). Despite the drama, the two have never officially confirmed or denied a relationship, allowing the speculation—and the online "proof"—to continue.

2. Lexi Wood: The Reality Star Who Dodged the Question

Model and reality star Lexi Wood became a major focus of Drake dating rumors in the first half of 2025, especially following a very public television appearance where she refused to confirm or deny the relationship.

Lexi Wood Profile Snapshot

  • Occupation: Model, Reality Television Personality (*Summer House*).
  • Born: September 22, 1997 (Canadian).
  • Known For: High-fashion modeling work, her role on Bravo's *Summer House*.
  • Latest Rumor Evidence: Playfully dodging questions about "the timeline" of their dating on television.

The speculation about Lexi Wood and Drake’s alleged romance gained significant momentum in May 2025 after her appearance on Bravo’s *Watch What Happens Live*. Host Andy Cohen directly asked the *Summer House* star about "the timeline" of her relationship with the OVO founder. Wood, a Canadian model who is currently based in New York City, playfully but firmly dodged the question, refusing to give a straight answer. This evasiveness, rather than shutting down the rumors, simply added fuel to the fire, as many fans interpreted her silence as a subtle confirmation. Though she continued to brush off the buzz as late as September 2025, her name remains firmly cemented in the list of Drake's rumored 2025 flings.

3. Sexyy Red: The Flirty Tennis-Themed Photo Shoot

The most recent and perhaps most unexpected rumor of 2025 involves St. Louis rapper Sexyy Red, whose professional relationship with Drake quickly turned into romantic speculation after a series of provocative social media posts.

Sexyy Red Profile Snapshot

  • Occupation: Rapper.
  • Born: Janae Nierah Wherry (April 15, 1998).
  • Known For: Her breakout 2023 hit "Pound Town," and her unapologetic persona.
  • Latest Rumor Evidence: Drake sharing "steamy tennis-themed photos" of them together with flirty captions.

In July 2025, Drake broke the internet by posting a series of "steamy tennis-themed photos" of himself with Sexyy Red to his Instagram account. The images were accompanied by captions that were decidedly flirty, leading fans to believe that the pair were more than just collaborators. The two have been seen together on multiple occasions, and Drake has openly supported the "Pound Town" queen’s career, even referring to her as his "new baby mama" in a separate post, a clear reference to his own son, Adonis.

While some industry insiders believe the relationship is a strategic move to boost both of their profiles—a popular tactic in the music world—the undeniable chemistry in their public appearances has led many to believe that the connection is genuine. The fact that Drake is rumored to have dated other rappers, like SZA, only adds to the credibility of this particular pairing.

The Certified Lover Boy's Dating Philosophy and Past Loves

To understand Drake’s current dating life, one must look at his history and the persona he has cultivated. The title of his album, *Certified Lover Boy* (CLB), perfectly encapsulates his public image: a man who is both a hopeless romantic and a heartbreaker.

Drake’s lyrics are often filled with cryptic references to his love interests, making it difficult to distinguish between genuine relationships and creative license. This ambiguity is a key part of his brand, ensuring constant discussion about his personal life. He has openly admitted to dating multiple women simultaneously, a habit he described in a deep fake interview with Howard Stern as a way to avoid getting "in this habit of dating four or five women at a time."

The rapper's long list of rumored and confirmed past relationships includes some of the most powerful women in entertainment, which sets the stage for the caliber of women he is linked to in 2025:

  • Rihanna: Arguably his most high-profile and on-again, off-again romance, spanning from 2009 to 2016.
  • Jennifer Lopez (J.Lo): A brief but widely publicized fling in 2016.
  • SZA: A relationship that was revealed through a lyric on his song "Mr. Right Now."
  • Johanna Leia: An influencer he dated in 2021.
  • Serena Williams: Another high-profile connection that has been widely reported.

The latest 2025 rumors involving Kim Kardashian, Lexi Wood, and Sexyy Red are simply the newest chapters in the ongoing saga of the "Certified Lover Boy." Whether any of these women will become the next long-term partner remains to be seen, but for now, the speculation is exactly where Drake seems to want it: at the center of the cultural conversation.

who drake is dating
who drake is dating

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