Oxford City & County, last year's runner-up in the Oxford & District League Cup, sponsored by S&J Timms Cleaning Services and Rub-A-Dub-Dub laundrette, suffered a shock exit against Chipping Norton.
The west Oxfordshire club came out on top in a preliminary round clash, but were then then crashed out 96-60 against champions Banbury Central A in the first round.
League newcomers Watlington suffered a narrow defeat against Bicester in the preliminary round.
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Wins for Keith Lane and Mick Saunders weren't quite enough to help Watlington progress as they lost by three shots to an experienced Bicester side.
Headington A were the biggest first-round winners with a 102 -46 victory over South Oxford, while their B side also notched up a good debut win against Witney Town.
Russell Edwards and Terry Murphy both scored well for Headington B.
The competition has attracted a record 23 entries this year.
1st round results: West Witney 46, Carterton 83; Woodstock 67, Kidlington 80; Cotswold 73, Bicester 63; South Oxford 46, Headington 102; Oxford City & County B 84, Witney Mills 50; Headington B 74, Witmey Town 63; Shiplake 67, Hanborough 53; Banbury Central A 96, Chipping Norton 60.
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