A small town on the England/Wales border.
"I'm going to Chepstow."

"Boy, Chepstow sucks! I'm off to beat someone up."
by Dragonic MiKe December 18, 2005
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1. A Jumper
2. To pot a ball on a pool table by hitting another ball first.
1. Thats a smart chepstow mate
2. He's just done a chepstow
by Jimmy October 30, 2004
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Headteacher is a baldy tryna sort out all the lads who act hard although if you come to this school beware of Ewan hell beat you up. None of the teachers last 5 minutes they always get fed up and leave
Chepstow school is a shit place to be
by estotheme March 31, 2020
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