Top definition. Herdsman unknown.
Someone who goes after chubbier girls because they are often easier to have sex. Often after saying 'herdsman' you can often hear people going 'HYAH!
From Season 2 Episode 10 of The League. Dude that guy used to go for all the fat chicks. What a herdsman! Someone who only fucks fat girls, so the group of girls that he has fucked looks like a herd of cows.
Did you hear about Tim's new girlfriend Ian: Yea, shes huge And the Herdsman adds another to his herd. When an attractive human male engages in sexual activity with ugly female specimen because they are often easier to get.
Urban Dictionary: Herdsman
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And you might also not mention that you consulted several million strangers about how to have sex with a fat girl. It could be a turn-off. Someone who goes after chubbier girls because they are often easier to have sex with. Often after saying 'herdsman' you can often hear people going 'HYAH!. But I have had a couple bigger women absolutely fuck me in half. Put it on The whole “fat girls try harder/give better head” thing is nonsense.
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