A Pattern of Youthful Companionships
For decades, public observation has noted a consistent trend in Leonardo DiCaprio's romantic relationships. This pattern involves companionships predominantly with individuals under the age of 25. As DiCaprio himself has entered his late 40s and early 50s, this long-observed behavior has prompted widespread discussion and analysis, particularly as he has been linked with new partners. The focus intensifies when a relationship appears to approach or pass the 25-year mark for his companion.

Timeline and Key Figures
Leonardo DiCaprio, a prominent figure in Hollywood since the early 1990s, has maintained a high public profile not only for his acting career but also for his personal life. His relationships have frequently involved well-known figures, including models and actresses.

Early Relationships: Reports indicate early relationships, such as with Bridget Hall in the 1990s, and Gisele Bündchen. Bündchen was 23 when their relationship reportedly ended, with DiCaprio being 25 at the time. They reportedly parted ways when she was 25.
Mid-2010s: Relationships during this period included Nina Agdal, which is said to have ended when she turned 25.
Recent Associations: More recently, DiCaprio has been linked with Camila Morrone, with their relationship reportedly ending shortly after she turned 25. He was also seen with Gigi Hadid, who was reportedly 27 at the time. His current public association is with Vittoria Ceretti.
Evidence of the Trend
Several sources highlight a recurring theme in DiCaprio's dating history:

Reports consistently mention that past partners, including Gisele Bündchen, Bar Refaeli, Camila Morrone, and Vittoria Ceretti, were reportedly no older than 25 during their relationships with the actor.
The timing of breakups has often coincided with his companions reaching or passing their 25th birthday. For example, Camila Morrone reportedly separated from DiCaprio months after turning 25, and Nina Agdal's relationship is noted to have ended around the same age.
An observation made in early 2023 noted that DiCaprio broke up with his long-term girlfriend, Camila Morrone, just months after she turned 25.
The "25-Year Rule" Hypothesis
A prominent theory posits that Leonardo DiCaprio has a consistent preference for dating women under the age of 25. This "rule" has been a frequent subject of media attention and public speculation.
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Arguments for the Pattern
Age Correlation: The sheer volume of reported relationships where the female partner was under 25 lends weight to the hypothesis. Sources suggest that, historically, "none of DiCaprio’s partners have been older than 25."
Timing of Breakups: The repeated occurrence of relationships ending around the time a partner turns 25 is cited as a key piece of circumstantial evidence. It has been noted that this pattern even occurred "ironically" on multiple occasions.
Challenges to the Strict Interpretation
Apparent Exceptions: Some recent reports suggest a potential shift or break in this established pattern. DiCaprio has been linked with Gigi Hadid, who was reportedly 27 at the time of their association.
Current Relationship Status: His association with Vittoria Ceretti is a point of ongoing discussion, with questions about whether this represents a deviation from his previously observed trend. The exact duration and nature of these relationships, particularly concerning age at their commencement and conclusion, are subject to ongoing observation.
Expert and Public Commentary
Public discourse and media analysis frequently address DiCaprio's dating history. While direct quotes from experts analyzing DiCaprio's motives are not present in the provided data, the consistent reporting across multiple outlets on this topic suggests a widely recognized phenomenon. The articles themselves serve as a form of public commentary, framing the narrative around this age-related pattern.
Conclusion and Ongoing Scrutiny
The evidence presented indicates a strong, long-standing pattern of Leonardo DiCaprio dating women under the age of 25, with several relationships reportedly ending around their 25th birthday. However, recent reports linking him with individuals over 25, such as Gigi Hadid, and the ongoing nature of his association with Vittoria Ceretti, suggest that this pattern may be evolving or that the "rule" is not absolute.
Further observation will be necessary to ascertain if these more recent associations represent a definitive shift in DiCaprio's long-standing dating practices or are outliers within a broader, consistent trend. The public and media attention on this aspect of his personal life remains significant.
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Sources Used and Their Context
The Express: Focuses on what happens to DiCaprio's girlfriends when they turn 25, highlighting recent associations and potential deviations. Published 6 hours ago.
Cosmopolitan: Provides a broad overview of DiCaprio's dating history, including a quote from an unnamed source describing him as a "sweet and thoughtful boyfriend." Published Jun 5, 2025.
Link: https://www.cosmopolitan.com/entertainment/celebs/a42843717/leonardo-dicaprio-full-dating-history/
The Standard: Explains the "under-25s" theory and details DiCaprio's relationship history, specifically mentioning Camila Morrone and her 25th birthday. Published Feb 6, 2023.
The Independent: Offers a timeline of DiCaprio's dating history, mentioning ages at which relationships ended, including with Gisele Bündchen and Camila Morrone around the age of 25. Published Feb 9, 2023.
Tirana Post: Discusses whether DiCaprio has "broken the 25-year rule," listing past girlfriends and noting the age commonality. Published Oct 26, 2024.
AS.com: Reports on DiCaprio breaking the "25-year rule," referencing his history and recent associations, including Nina Agdal. Published Aug 9, 2025.
Link: https://en.as.com/entertainment/leonardo-dicaprio-breaks-the-25-year-rule-n/
Elle UK: Provides an overview of DiCaprio's dating history, from Camila Morrone to Vittoria Ceretti, without focusing heavily on age specifics. Published Jan 12, 2026.
Link: https://www.elle.com/uk/fashion/celebrity-style/articles/g24272/leonardo-dicaprio-dating-history/
Daily Mail: Features a chart illustrating DiCaprio's dating history, suggesting he may have broken his "25 and under" rule. Published Oct 25, 2024.