Miles Raymond is an unsuccessful writer, a wine aficionado, and a divorced and depressed middle-aged English teacher living in San Diego. He takes Jack Cole, his soon-to-be-married actor friend and former college roommate, on a road trip through the Santa Ynez Valley wine country. At the beginning of this trip, he stops to see his mother before the day of her birthday. While there he steals a thousand dollars from her secret stash. Though Jack is still recognized on occasion, his acting career appears to have peaked years earlier, when he had a role in a popular TV soap. He now does commercial voice-overs and plans to enter his future father-in-law’s successful real estate business. Miles wants to spend the week relaxing, playing golf and enjoying good food and wine. However, much to Miles’ consternation, Jack is on the prowl and wants one last sexual fling before settling into domestic life.Sideways 2004 Full Movie Download
In the wine country, the pair visit Miles’ favorite restaurant, The Hitching Post II, and encounter Maya, a waitress with whom Miles is casually acquainted. Jack senses that Maya is interested in Miles, who believes she is married. Jack lies to Maya that Miles’ manuscript has been accepted for publication, even though it is only being considered. As they are walking back to the motel, Jack tells Miles that Maya did not have a wedding ring on at the bar, implying that she is single as he suspected. At a tasting in a local winery, Jack and Miles meet a wine pourer named Stephanie, who is also acquainted with Maya. Jack is immediately attracted to Stephanie and arranges a double date.
During the date, Miles gets drunk and telephones Victoria, his ex-wife, after learning from Jack that she has remarried and will be bringing her new husband to Jack’s wedding. The two couples go to Stephanie’s home, where she and Jack adjourn to her bedroom for sex. Miles and Maya connect through their mutual interest in wine. While in Stephanie’s kitchen, Miles awkwardly attempts to kiss her. As they are leaving separately, Miles gives her a copy of his manuscript, which Maya had earlier expressed interest in reading.