1- Think I'd lead again and fold to a re-raise. He's a looks like a loose player and a T could be in his range but so could almost any PP(puting you on unpaired overs if thats your standard c-bet) or 98. Tell him you don't mind the T and see what he does. Checking just gives him a licence to take it away from you.

2- Fold, a tight player like that either has QQ or AA with As. If he's not worried about you having the flush, he sure aint worried about KK.