Two And A Half Men - Season 10 May 2026

as Missi, Michael Bolton as himself, Jaime Pressly as Tammy, Emily Osment as Ashley, and Hilary Duff as Stacey. Critical Reception and Ratings

Lyndsey ( Courtney Thorne-Smith ), Kate ( Brooke D'Orsay ), Zoey (Sophie Winkleman), Herb Melnick ( Ryan Stiles ), Billy Stanhope ( Patton Oswalt ), Rose ( Melanie Lynskey ).

The core trio is supported by a mix of returning regulars and notable high-profile guest stars: Characters & Actors Two and a Half Men - Season 10

: The season opens with Walden proposing to Zoey , only to be rejected because she has found someone else. Later, Walden creates a "poor" alter-ego named Sam Wilson to find a woman who loves him for himself, not his money, leading to a relationship with an aspiring designer named Kate .

Walden Schmidt ( Ashton Kutcher ), Alan Harper ( Jon Cryer ), Jake Harper ( Angus T. Jones ), Berta ( Conchata Ferrell ). as Missi, Michael Bolton as himself, Jaime Pressly

: Their relationship reaches new milestones including an engagement, though it is plagued by Alan’s reluctance to commit and Lyndsey’s eventual realization that the "spark" is gone.

: Now a member of the U.S. Army , Jake appears in a recurring capacity, navigating life on leave and messy romantic flings. Key Cast and Guest Stars Later, Walden creates a "poor" alter-ego named Sam

Season 10 of Two and a Half Men originally aired on CBS from September 27, 2012, to May 9, 2013. This season marks the second year with as billionaire Walden Schmidt and serves as the final season for Angus T. Jones (Jake Harper) as a series regular. Main Storylines