In Two and a Half Men, “Ashton Kutcher’s exes” refers to women linked romantically to his character, Walden Schmidt—not Kutcher’s real-life former partners. The clearest confirmed example is Judy Greer, who played Walden’s soon-to-be ex-wife, Bridget. The available sources do not establish a complete list of Walden’s romantic interests or provide a current 2026 update for every actress, so this guide sticks to what can be verified.
Who were Ashton Kutcher’s exes on Two and a Half Men?
The phrase points to Walden Schmidt, Kutcher’s character, rather than to the actor’s personal dating history. When the sitcom entered its ninth season, its premise shifted after Charlie Harper’s death: Alan met Walden, a new friend and roommate who was dealing with a bad divorce. The Television Academy’s series overview describes that reset and Walden’s introduction (Television Academy).
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| 1 |
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Two and a Half Men: The Complete Series (RPKG/DVD) | $95.99 | Buy on Amazon |
| 2 |
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Two and a Half Men: Season 1 | $16.38 | Buy on Amazon |
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Two and a Half Men: The Complete Series Boxset (DVD) | $87.68 | Buy on Amazon |
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Two and a Half Men: The Complete Second Season (DVD) | $13.98 | Buy on Amazon |
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Bridget is the strongest confirmed answer to the question. TV Guide reported in August 2011 that Judy Greer had joined the series in a recurring role as Walden’s soon-to-be ex-wife, appearing in several episodes (TV Guide). Peacock’s season-nine listing also identifies Bridget as Walden’s ex-wife, although that page is unavailable in some regions (Peacock).
Other actresses are sometimes associated with Walden’s romantic storylines, but the sources reviewed here do not establish a complete, authoritative cast list. Brooke D’Orsay’s Hallmark biography confirms that she was a recurring love interest for Kutcher on the sitcom; it does not, by itself, establish a comprehensive list of Walden’s partners (Hallmark). For that reason, Bridget is the only ex-wife profiled here as a confirmed character relationship.
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Judy Greer as Bridget
Her role on the sitcom
Greer played Bridget, Walden’s estranged wife, in a recurring role during the show’s Walden era. Her casting report also notes a useful distinction for longtime viewers: Greer had previously appeared on Two and a Half Men as Myra, a love interest for Charlie Harper. Myra and Bridget are separate characters, not two names for the same role (TV Guide).
What can be said about her “today”?
The sources available for this article establish Greer’s casting and roles on the sitcom, but do not provide a reliable, current career profile or a verified recent image. A meaningful update about what she looks like today would require a current public photograph; an old casting report cannot support an appearance comparison. This article therefore identifies her role without guessing at changes in her appearance or private life.
Rank #2
- DVD
- 16 X 9 LETTERBOX
- Slipcase - Pozzoli
- Multi Disc
- Dolby Surround Stereo - English Stereo 2.0 - Portuguese
Why this is not a complete “exes” roundup
The show ran for years and included many romantic storylines, but a character’s romantic interest is not automatically one of Walden’s exes. The reviewed sources confirm Bridget as his former wife and verify Brooke D’Orsay’s recurring love-interest credit, but they do not supply an episode-by-episode account sufficient to label every actress or character as an ex. Expanding the list without that evidence could confuse different relationships—or different characters—with one another.
Some familiar names associated with other sitcoms should not be added simply because they are well known. For example, Netflix Tudum’s profile of Mila Kunis covers her That ’70s Show history and a That ’90s Show appearance; it does not establish her as one of Walden’s exes (Netflix Tudum).
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Rank #3
- Two and a Half Men: The Complete Series All 12 Seasons
- Format DVD
- Release Year 2015
- Season Complete Series Box Set, 1, 2, 3, 4, 5, 6, 7, 8, 9, 12, 10, 11,12
- Region Code 1 (US, Canada)
What the available career snapshots do—and do not—show
Official biographies can confirm credits, but a biography is not necessarily a live account of someone’s current work. Hallmark’s biography verifies Brooke D’Orsay’s Two and a Half Men connection, without serving as a comprehensive update on her present projects (Hallmark). Hulu Press describes Hilary Duff as an actress, singer, best-selling author and businesswoman and names her role in How I Met Your Father; that page is a career snapshot, not proof of her current project status (Hulu Press). Neither source, on its own, verifies that its subject belongs in a complete list of Walden’s exes.
For this topic, “what they look like today” is best answered with recent, dated public images tied to the correct performer and character. The available sources do not provide a consistent set of such images for a full cast roundup, so appearance rankings or before-and-after claims would go beyond what they establish.
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Best Value
- DVD
- Standard Edition
- 16 X 9 FULL FRAME
- VIVA 4 Disc 15mm Case
- Multi Disc
Rank #4
- DVD
- 16 X 9 LETTERBOX
- Slipcase - Pozzoli
- Multi Disc
- Stereo 2.0 - English
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