I have just lost 5 buyins against a very lucky aggro monkey (87/65/33). 3 All-In's starting very much a favourite and lost, and a plethora of coolers left me completely tilted. I don't want this to happen again, so my question is, when I'm faced with this kind of player, what is the best strategy?
I think this is the wrong way to think about what happened:
I don't want this to happen again
The situation you were in was a dream; a player willing to get it in while you held the better hand? Again and again for lots of money? I want that to happen as often as possible! The fact that you can lose (and lose a lot) in these situations is something you need to accept as a poker player. If you make the decision to tighten up and worry about the risk of losing, it makes you less money in the long run.
The best strategy may be to continue doing what you were doing; getting it all in the middle with the better hand.
Haha... I know the type. You're ahead but he sucks out on the turn or river and stacks you. It's allright... we all have been here.
A basic poker sentence says that you make money by playing the opposite of what the other players are playing. So, if he's a loose aggro monkey, be a tight human. Flop a pair (TP is the nuts here) and go to showdown hell and high water. That's what happened to me last night agains a 95/35 who had position on me. Hand #1: I had JJ and ran into his AA, Hand #2: had a set on the turn but he made a straight on the river, Hand #3: I flopped a full house and tripled up. He won from me 1.4 buy-ins, but I got 2 buy-ins from him :)
I would play super tight and wait for very strong starting hand (AA, AK, KK, QQ, etc.) and then push all-in. If he is really a manic player as you suggest there's a good chance he'll call and the odds will be in your favour.
Update: I'd probably only raise all-in on a small table (< 4 players), otherwise I'd do a standard raise. Best time for this strategy would be heads-up.