Hollywood & Wine (2010)

Hollywood and Wine (2011) is another one of those star-making vehicles for SNL alum Chris Kattan. Thankfully, a handful of hilarious former SNL-ers are also on hand, like Norm MacDonald and David Spade, helping this to rise above the fray. Nicky Whelan plays both a mild-mannered every woman as well as a disgraced tabloid star, and when a co-worker of the former (Kattan) gets in deep with a mobster (Chazz Palminteri), he tries to exploit the mobster's love of the latter by having his co-worker pretend to be the famous star. Nicky Whelan does show off some sensational cleavage at least twice in the film, even covering herself in whipped cream at one point! There's also some nice cleavage courtesy of Pamela Anderson, playing herself! The  best scene of all comes at the 59 minute mark when we get a courtroom scene featuring cleavage on Tracy Dali as the bailiff. Then Colleen Camp as the judge reveals herself in a leather domintatrix outfit. Things get incredible when the entire jury comes in with their breasts exposed, including Meriah Nelson, Josie Goldberg, Tabitha Taylor, Nicole Oring, Jessica McClain, and Lexi Baxter!