Boro's Under-23s will face last season's beaten finalists Marske United in the quarter-finals of the North Riding Senior Cup.
The last eight tie is a repeat of last year's semi-final, where Marske defeated the Boro youngsters to earn a place in the final against Scarborough Athletic.
Graeme Lee's side secured their place in the quarter-finals with a 4-1 victory over Boro Rangers.
Marske booked a last eight spot in the competition with a convincing 8-0 triumph against Northallerton Town.
The date and time of the quarter-final tie is still to be confirmed.