2 Hands in Sequence vs same Donk-llain

Hand 1 : I had a feeling villain didn't have an 8/boat/overpair so I push (gg me lol)

My notes on villain say he calls flops extremely loose.

***** Hand History for Game 5359161344 *****

$400 NL Texas Hold'em - Thursday, October 12, 00:22:15 ET 2006
Table Monster #1277411 (No DP) (Real Money)
Seat 1 is the button
Total number of players : 6
Seat 1: Tommy_N ( $312.04 )
Seat 2: antikiller1 ( $402.98 )
Seat 4: Sand808Man ( $400 )
Seat 5: VILLAIN ( $574.41 )
Seat 6: Manatee4653 ( $1090.16 )
Seat 3: HERO ( $400 )
antikiller1 posts small blind [$2].
Manatee4653: all i had was a 7
HERO posts big blind [$4].

** Dealing down cards **
Dealt to HERO [ 5s 5c ]
VILLAIN calls [$4].
Manatee4653 folds.
Tommy_N calls [$4].
nice laydown
antikiller1 calls [$2].
HERO raises [$17].
VILLAIN calls [$17].
Tommy_N folds.
antikiller1 folds.

** Dealing Flop ** [ 8c, 6s, 8s ]

HERO bets [$35].
VILLAIN raises [$70].
HERO raises [$70].
VILLAIN calls [$35].

** Dealing Turn ** [ Qh ]

HERO is all-In.
VILLAIN calls [$274].

** Dealing River ** [ 3c ]

HERO shows [ 5s, 5c ] two pairs, eights and fives.
VILLAIN shows [ 6d, 7d ] two pairs, eights and sixes.
The time at which hand ended:Oct 12 2006 00:23 ET
VILLAIN wins $805.50 from the main pot with two pairs, eights and sixes.


Hand 2 : How do you play the turn here based on the 1st hand (that took place about 3 seconds ago…)?

***** Hand History for Game 5359218257 *****
$400 NL Texas Hold'em - Thursday, October 12, 00:33:33 ET 2006
Table Monster #1277411 (No DP) (Real Money)
Seat 3 is the button
Total number of players : 6
Seat 1: Tommy_N ( $326.64 )
Seat 2: antikiller1 ( $390.98 )
Seat 4: Sand808Man ( $390 )
Seat 5: VILLAIN ( $840.81 )
Seat 6: Manatee4653 ( $751.26 )
Seat 3: HERO ( $922.50 )
Sand808Man posts small blind [$2].
VILLAIN posts big blind [$4].

** Dealing down cards **
Dealt to HERO [ Ks Kd ]
Manatee4653 calls [$4].
Tommy_N folds.
antikiller1 raises [$20].
HERO raises [$66].
Sand808Man folds.
VILLAIN calls [$62].
Manatee4653 folds.
antikiller1 folds.

** Dealing Flop ** [ Tc, 3s, 2s ]
VILLAIN checks.
HERO bets [$135].
VILLAIN calls [$135].

** Dealing Turn ** [ Jd ]
VILLAIN checks.
HERO ??? (We are both deep which makes this somewhat tougher)

Hmm...check or push. I'm leaning towards checking turn and calling a river bet or value betting if it's checked to you.

Tough though because he's probably calling a push with any jack or 10. But right now you don't know you have the best hand, while if he checks the river to you, then you probably do especially if you show signs of slowing down by checking the turn. But bleh, lots of draws up there now. I dunno

$300, let him call down