Theo Von's Dating History: A Deep Dive Into The Comedian's Ex-Girlfriends And Current Status In 2025

Comedian and podcaster Theo Von has built a massive following with his unique brand of Southern-infused humor and deeply personal storytelling, often leaving fans wondering about the woman behind the man. As of late 2024 and heading into 2025, the host of the popular *This Past Weekend* podcast is reportedly single, but his past relationships have included high-profile encounters with reality television stars and even a surprising, unconfirmed rumor involving a major Hollywood actress. This deep dive explores the confirmed ex-girlfriends and the elusive women who have captured the attention of Theodor Capitani von Kurnatowski III, giving fans a rare glimpse into the comedian's private life.

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Theodor Capitani von Kurnatowski III: A Quick Biography

Before diving into the comedian's romantic life, it is essential to understand the man himself. Theo Von's journey is a fascinating blend of reality TV, stand-up comedy, and podcasting success.

• Full Name: Theodor Capitani von Kurnatowski III
• Date of Birth: March 19, 1980
• Place of Birth: Covington, Louisiana, U.S.
• Age (as of December 2024): 44
• Nationality: American
• Early Career: Gained initial fame as a cast member on MTV's *The Real World: Road Rules Challenge* (2000–2004).
• Main Career: Stand-up Comedian, Podcaster, Television Personality, Actor.
• Notable Works: Host of *This Past Weekend* podcast, co-host of *The King and the Sting* (former), Netflix stand-up specials (*No Offense*, *Regular People*).
• Relationship Status: Reportedly Single (as of 2024).

Born and raised in Covington, Louisiana, Von’s distinct Southern drawl and ability to weave dark, insightful humor with genuine vulnerability have made him one of the most beloved figures in modern comedy. His career trajectory is unique, transitioning from the chaotic world of reality television to becoming a highly successful touring stand-up comedian and a dominant force in the podcasting landscape with *This Past Weekend*.

Confirmed and Public Relationships: Theo Von's Ex-Girlfriends

While Theo Von is famously private about the specifics of his dating life, a few relationships have become public knowledge, primarily due to the celebrity status of the women involved or his own candid, though often vague, discussions on his podcast.

1. Brandi Glanville (2016)

The most widely reported and confirmed relationship in Theo Von's dating history is with reality television personality Brandi Glanville.

The relationship gained significant media attention in 2016. Brandi Glanville is best known for her role on *The Real Housewives of Beverly Hills* and her high-profile divorce from actor Eddie Cibrian.

Theo Von and Glanville’s romance was confirmed by PEOPLE magazine at the time, though it was described as "early on." The pair were often seen together and their brief connection became a hot topic in the celebrity gossip circuit.

The relationship appeared to be short-lived, as neither star spoke extensively about it after the initial reports. Glanville, known for her outspoken nature, and Von, known for his unique comedic voice, made for an interesting celebrity pairing, bridging the gap between reality TV and the world of stand-up comedy.

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2. Sarah Greyson (Early 2000s)

Another name consistently linked to Theo Von in his earlier years is Sarah Greyson.

Greyson is cited in multiple sources as one of Von's ex-girlfriends, with the relationship reportedly occurring around 2003. Details about Sarah Greyson are scarce, suggesting she is a private individual who was not a public figure at the time of their dating.

This relationship pre-dates much of Theo Von's massive success in podcasting and stand-up, falling closer to his time on the MTV reality TV circuit. Fans often speculate about the nature of his early relationships, which he occasionally references in his stand-up specials and during his on-air calls with "rat-tat-tats" on *This Past Weekend*.

3. Coral Smith (2001)

While often listed in his dating history, Coral Smith's connection to Theo Von is typically described as an "encounter" rather than a full-fledged relationship.

Smith is another reality TV alum, known for her appearances on *The Real World: Back to New York* and several seasons of *The Challenge*. Their connection stems from their shared time within the MTV reality television ecosystem in the early 2000s.

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These early-career connections highlight how Theo Von's initial foray into the entertainment world—via reality television—led to his first public and semi-public romances before he transitioned fully into the comedy scene.

The Rumored Romances and Elusive Entities

Beyond the confirmed relationships, Theo Von’s celebrity status has led to several high-profile rumors and speculations about his love life. The comedian’s tendency to keep his private life guarded only fuels the curiosity of his dedicated fanbase.

The Kate Beckinsale Rumor

One of the most surprising names to be linked to Theo Von is Hollywood actress Kate Beckinsale.

Rumors of a relationship between the two circulated for a short time, leading to significant speculation among fans and media outlets. However, this relationship was never officially confirmed by either party, and it appears to have been a brief, unverified rumor that quickly faded from the public eye.

The juxtaposition of the Southern comedian and the British film star provided plenty of fodder for online discussion, but it remains one of the more unconfirmed "entities" in his dating history.

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The Anonymous "Rat-Tat-Tats"

A significant part of Theo Von's on-air persona involves his discussion of dating and relationships, often referring to the women he dates as "rat-tat-tats."

He frequently shares humorous, sometimes self-deprecating, anecdotes about his dating experiences on his podcast, *This Past Weekend*. These stories, while entertaining, are intentionally vague, protecting the identity of the women involved and maintaining his commitment to privacy.

The comedian has often opened up about the challenges of finding a meaningful connection while balancing a demanding touring schedule and public life, expressing a desire to find a serious relationship while also being content with his single status.

Theo Von's Current Relationship Status in 2025

As of the current date, late 2024 and moving into 2025, Theo Von is widely reported to be single.

The comedian has never been married, and there is no public confirmation of a current girlfriend. He maintains a very private personal life, a stark contrast to the candid nature of his comedy. While he is open about his search for love and the comical pitfalls of modern dating, he has successfully shielded any serious partners from the intense media spotlight.

His single status is often a topic of discussion among his fans, who follow his journey through the "stray animal belt" of dating. It is clear that while he has dated high-profile figures like Brandi Glanville, the comedian values his privacy and the freedom to focus on his booming career, which includes his successful podcast and constant stand-up tours.

In conclusion, Theo Von's dating history is short on confirmed, long-term relationships but rich with interesting encounters and celebrity links. From his early days on reality TV with Coral Smith and Sarah Greyson to his confirmed romance with *The Real Housewives of Beverly Hills* star Brandi Glanville, the comedian’s love life has been as unique and unpredictable as his comedy. For now, the beloved podcaster remains one of the most eligible bachelors in comedy, continually searching for that special "rat-tat-tat" to share the road with.