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I am going to begin with parents and their kids in round one...
I will post winners in the next round...

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H- (fn is an animal, MN is a western/country name) Montgomery
W- (fn is long and does not have an E, MN is short and vintage) Montgomery

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The Montgomery's live on a small farm in Kansas. They are high school sweethearts who have dreamed about owning a large successful farm. They had four children in 6 years. Their farm is becoming popular in their neighborhood, it seems to be the most talked about small farm around.

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D- (fn is a very country/vintage name, MN is after her mother but not the same)
S- (fn is a very vintage name that begins with D, MN is after his father)
S- (fn is an amish name, not commonly used, MN is a nickname)
D- (fn is biblical but does not begin with E, MN is also biblical and long)