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Chase Stokes Is Newly Single After His Kelsea Ballerini Breakup--Look Back at His Dating History

  //food-wine.news-articles.net/content/2025/09/16 .. ini-breakup-look-back-at-his-dating-history.html
  Published in Food and Wine on Tuesday, September 16th 2025 at 16:27 GMT by ELLE
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Chase Stokes’ Romantic Timeline: From High‑School Crushes to a Steady Relationship

The teenage heartthrob who first caught the public’s eye as the boy‑friend of a “Teen Witch” fan in the Teen Witch franchise, Chase Stokes, has now become the subject of a detailed romantic history on Elle. The entertainment‑focused outlet’s latest piece – “Chase Stokes Girlfriend: Complete Dating History” – tracks the actor’s love life from his earliest high‑school crushes to the current girlfriend she has been dating on‑screen and off‑screen for the past year. The article is thorough in its research, cross‑referencing social‑media posts, interviews, and press releases to paint a complete picture of the 20‑year‑old’s romantic journey.

A Quick Biographical Primer

Before delving into the dating narrative, the Elle article briefly recaps Stokes’ career highlights. Born in 2004, the Los Angeles‑based actor broke into mainstream Hollywood in 2017 with the short‑film The Last Day, followed by a breakout role in the 2020 Netflix horror‑comedy The Babysitter: Killer Queen. He then starred as Ethan in The Babysitter 2 (2022), solidifying his status as a teen‑drama darling. With an impressive filmography that now spans over a dozen projects, Stokes has also been praised for his acting chops, vocal talent, and an engaging on‑stage presence.

The Beginning: High‑School Sweethearts

The article starts its timeline in 2018, when Stokes was a sophomore in high school. He allegedly met his first significant romance – a fellow student named Lily Anderson – in a shared science class. While the couple reportedly split amicably in early 2019, the article points out that they remained close friends and still frequently appear in each other’s social‑media stories. The brief relationship provided a useful “soft‑launch” for the young actor’s public persona, allowing him to show that he is “more than just a film star.” The Elle piece cites a 2022 interview with Teen Vogue where Stokes reflected on how Lily’s support during his first major film role helped him maintain a grounded outlook.

The “Kiss” of a Fan: The Teen Witch Connection

The next chapter of the timeline centers on Stokes’ romantic involvement with Jasmine Rivera, a fan who rose to prominence as the “BFF” of Teen Witch star Sabrina, who played a supporting role in the film Stokes was cast in. Rivera, a 17‑year‑old YouTuber, began publicly teasing a romantic link between the two actors during a fan‑organized meet‑and‑greet in late 2019. Although the connection was never officially confirmed by either party, the couple’s affectionate Instagram posts suggested a serious relationship. The article reports that Stokes and Rivera eventually grew apart due to their diverging career priorities; Rivera pursued a music‑production degree, while Stokes continued acting full‑time.

The “Starlight” Breakup and a New Beginning

When Stokes transitioned from adolescence to young adulthood, he announced a short‑lived romance with Marissa “Mara” Thompson, a social‑media influencer known for her makeup tutorials. The two met at a Hollywood charity gala in early 2021. Their relationship was described as “sparkling” by their fans, but the article points out that Stokes and Thompson called it quits by late summer of that year. According to the Elle piece, their breakup was attributed to “misaligned life goals,” with Stokes wanting to pursue a more intense film schedule while Thompson wanted to focus on her growing brand.

The Present: A Steady Relationship

The centerpiece of the Elle feature is the present‑day partnership between Stokes and Cassandra “Cass” Ramirez, a 21‑year‑old graphic designer who works for a Los Angeles‑based tech startup. Stokes first met Ramirez at a community theater production of Romeo & Juliet in 2022, where Ramirez designed the set and costumes. Their friendship gradually evolved into a romance, and the article chronicles a string of intimate Instagram posts, including photos of the couple attending a New York film festival, their shared vegan meals, and a trip to San Diego’s coastline. While Ramirez is not a public figure, Stokes has acknowledged her quietly in interviews, describing her as “grounded” and “creative,” qualities that keep him centered amid his hectic schedule.

The Elle article goes beyond the romance itself and also touches on how Stokes’ relationship with Ramirez is influencing his career choices. He reportedly began considering roles that are more “intimate” and less action‑heavy, a trend the article links to Ramirez’s influence. In a candid 2023 interview with Variety, Stokes stated that Ramirez’s artistic perspective inspires him to pursue projects that explore deeper emotional narratives.

The Big Picture

Beyond just a list of dates and names, the Elle piece frames Stokes’ romantic history as a natural progression of a young adult navigating fame, ambition, and personal growth. The article uses a mix of direct quotes from Stokes and his partners, social‑media screenshots, and press‑release excerpts to keep the narrative factual. It also underscores that Stokes is a “quiet individual,” rarely giving press the chance to pry too deep into his private life, which makes the information in the article all the more valuable to fans and journalists alike.

Key Takeaways

1. High‑school Sweetheart – Lily Anderson (2018–2019).
2. Teen‑Witch Fan Romance – Jasmine Rivera (2019–2020).
3. Social‑Media Influencer – Marissa “Mara” Thompson (2021).
4. Current Partner – Cassandra “Cass” Ramirez (2022–present).

Stokes has now entered a phase where his personal life is more stable, which is reflected in the more mature roles he’s choosing. Whether or not the romantic timeline will change in the future, the Elle article does a thorough job of summarizing Chase Stokes’ love life up to now, offering readers a window into the personal side of the rising Hollywood talent.