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10a (4) Unpleasant, upsetting lady heartlessly

?G??

2d (4) Spot estimate of chances in the climbing

?C??

8a (4) Surly fellow not getting lead part in cast

H?R? HERO ?

4d (6) Come unstuck - university in error dismissing leader

?R?L?E

UpsettinG LadY

4d I don't think the R is correct

8 (c)HURL

Thanks chrise

4d Could it be UNGLUE ?

(b)UNGLE around U for University

Thanks again... that makes 2d ?S?Y ESPY ?

Also it now makes 1a CHESTERTON. Clue: City's fashionable people identifying author. I get the Chester bit and the author but where does TON fit in ?

TON can mean "fashion" (as in style)

Ton is fashionable style or distinction

I wouldn't have got that ! Thanks !