The quarter-finals of the North Riding Senior Cup have thrown up a number of mouth-watering David v Goliath clashes.
Marske United of the Northern League have been drawn away to Boro - who field a development team in the competition - while Wearside League outfit Redcar Athletic have a plum home tie against League One club York City.
And Guisborough Town, who won the trophy with a win over Boro at the Riverside last spring, will entertain Whinney Banks of the Teesside League.
A third Northern League club, Thornaby of Division Two, face opponents higher up the pyramid when they visit Evo-Stik First Division outfit Scarborough Athletic, who currently play in Bridlington.
Dates for the fixtures have yet to be announced.
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