the 40 year old virgin ( 2005 ) steve carell and catherine keener and paul rudd and romany malco and seth rogen and elizabeth bank and leslie mann and jane lynch and gerry bednob and shelley malil and kat dennings . hysterically funny high concept comedy about the titular andy stitzer ( wonderfully play by perennial second banana carell in a truly extraordinarily comic breakthrough performance sure to stratosphere him to the a list ) and a tech service rep for an electronics store in southern california who be find out about his secretive identity by a trio of well mean yet entirely clueless womanize co worker buddy ( rudd and malco and rogen and each one degree funny than the next ) determine to get their friend deflower no matter the cost . what follow be an unlikely yet very warm hearted romance with a vivacious mother ( the marvelous keener have lot of fun here ) lead to add more fuel to the fire within andy . a surprisingly good spirit and unapologetically raunchy romantic comedy while the funny since there something about mary with a shrewdly observant script by director judd apatow and carell that feature some astoundingly gut bust sequence include a scathingly accurate david caruso joke and homophobic debunk ribbing and send ups of wouldate a paloozas and demystify the war of the sex with cheeky aplomb . a true winner and an instant classic while the funny film of the year .