Red Sox fan proposal gets really awkward: ‘Looked like the woman said I don’t know’
A Red Sox fan's marriage proposal at Fenway Park during a game against the Astros took an awkward turn when the woman appeared to respond with 'I don't know.' The moment was captured on the stadium's jumbotron and shared widely on social media, drawing attention for its uncomfortable nature. The incident occurred amid a losing streak and growing tension surrounding the Red Sox organization.
- ▪The proposal took place during the fifth inning of a Red Sox game at Fenway Park.
- ▪Onlookers and reporters noted the woman seemed to say 'I don't know' when asked to marry.
- ▪Linda Henry, CEO of the Boston Globe, recorded the moment on her Instagram story.
- ▪The Red Sox lost the game 3-1, dropping to a 13-21 record on the season.
- ▪A plane flew over Fenway Park with a banner calling for chief baseball officer Craig Breslow to be fired.
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Sports Entertainment Red Sox fan proposal gets really awkward: ‘Looked like the woman said I don’t know’ By Bridget Reilly Published May 4, 2026, 9:58 a.m. ET Not even a classic Fenway Park proposal can go right for the Red Sox and their fans. During the fifth inning of a game against the Astros, a couple was shown on the jumbotron with the words “Serah Linn, will you marry me?” Yet, the woman in the video didn’t look at the screen once and the body language between the couple couldn’t have been worse. As the woman was asked, she seemed to say “I don’t know,” per the Boston Herald’s reporter Gabrielle Starr. One of the most awkward proposals occurred on Sunday at Fenway Park.
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