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Canterbury Pilgrims four year grip on the Kent Cup ended in the last minute of extra-time as they suffered a 34-29 defeat against Thanet Wanderers on Sunday.
Thanet took a 19-8 lead into half-time thanks to tries from fly half Wayne Oberholzer, Pete Macauley (2) and two conversions from Tom Longdon.
A Danny Willcox try and a penalty from Robbie Greaves ensured Canterbury remained in touch with Thanet at the break.
In the second half, Thanet moved further ahead through a Longdon penalty.
Canterbury refused to give up and tries from Carlton Littlechild and Ian Burgess, along with conversions from Robbie Greaves brought the score level.
Extra-time was needed and Wanderers quickly seized the initiative through a try from Ash which was converted by Longdon.
Dave Hillerby's powerful dash to the posts and a Greaves conversion ensured Canterbury pulled level again.
But Thanet had the last word when Scott Whitford snatched victory with a late try in the corner.
On Saturday, Canterbury 1sts suffered a 17-13 defeat against Richmond in National 3 South.
Gert De Kock kicked a penalty to give Canterbury a 3-0 lead. Pat Sykes then saw his try converted by De Kock as the home side opened up a 10-0 lead.
Richmond pulled level when Jo Ajuwa went over for a try which was converted by Matt Hart. Hart also kicked a penalty.
In the second half, Canterbury moved back in front when Kieron Lewitt kicked a drop goal.
Hart converted his own try late on to hand Richmond the win.