Jack is a shy and awkward man who drives a limo and lives an unassuming life. His friend and co-worker, Clyde, and his wife Lucy, feel sorry for Jack and set him up on a blind date with Connie. Connie shares Jack's shyness and awkwardness, but through each other they seem to be able to find solace within themselves. Trouble might be brewing in paradise though, as Clyde and Lucy's marriage stumbles just as Jack and Connie's relationship grows. Written by
This always happens.
Whenever there's anything good, it fucks up.
It fucked up, but it fucked up because *we* forgot.
No, you fucked it up because you made a fucking toast!
Because I love you. We all love you. We forgot the food because you were being loved. That's the important thing to remember.
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"Jack Goes Boating" is a relationship drama. A tale about life, love, romance, marriage, dating and life again. It's about Jack (Philip Seymour Hoffman) a very awkward man whose married friends Clyde and Lucy set him up with Connie (Amy Ryan), a very awkward woman. Connie mentions that she would like to go boating, when the weather warms up. Jack would like that.
The rest of the film is about Jack trying to show Connie that he likes her and hoping that she likes him. Their awkwardness is heartbreaking and real and really sets the stage for watching love grow and eventually going boating. Hoffman and Ryan have a great connection; a very refreshing couple.
The film brings slowness to a whole new level, until things come to a boil. Some scenes really show the theatre roots of this film, and I always love those. There have been a lot of recent well done films based on plays and "Jack Goes Boating" is up there with the best.
There are some very subtle and interesting remarks about what makes a relationship work. It was uplifting but in a very awkward way, but also refreshingly real and ultimately cute. "Jack Goes Boating" is very slow, and adult and raw, but I recommend it.
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