NL5 99 on 538 Flop (2tone) check/raise?

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NL5 99 on 538 Flop (2tone) check/raise?

BN: $7.55
SB: $15.52 (Hero)
BB: $6.90
UTG: $5
HJ: $6.75
CO: $10.31
Preflop ($0.07) (6 Players)
Hero was dealt 9 9
UTG folds, HJ folds, CO raises to $0.15, BN calls $0.15, Hero calls $0.13, BB folds
Flop ($0.50) 5 3 8 (3 Players)
Hero checks, CO bets $0.31, BN folds, Hero raises to $0.90, CO raises to $1.65

Hello, Villian was unknown.

Can I check raise in this spot on the flop?

The Reason for it is that Villain mostly have Highcard Hands like KQ for example. There is a very high chance that a high card will come till the river. Setting me in a difficult spot.

After he raises on me on the flop I gave him this range:

55,33,88,TT+,AsQs,AsKs,AsJs,AsTs,KsQs,KsJs,Ks,Ts,QsJs,Qs,Ts.

So I folded. (Equity wise I think I am very behind 80/20.

Your thoughts about this hand?

Should I 3bet preflop? Is the checkraise reason ok? And would you give him the same raising range?

Thanks in advance :)

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