Try me!

[Theseus]

We use this expression to invite someone or more commonly to ask somebody to test our threat.
--I wanted to ask you a favour, but I think you'll say no.
--Try me. I'm feeling generous.
--You haven't read the book, so I don't think you can answer this question.
--Try me - you might be surprised.
--You can't cancel the gig on Saturday. Too much cash has been put up front.
--Try me.:huh:

 

[SBE]

Νομίζεις;
Όπως:
Δε γίνεται να ακυρώσεις τη συναυλία του Σαββάτου...
Νομίζεις;

 

[amarkord]

I think δοκίμασέ με is what you need here.

 

[Palavra]

Also, έτσι σου 'πανε, so they have told you and μ' αυτό το πλευρό να κοιμάσαι, i.e. yeah, dream on.

 

[daeman]

...
α. Ζήτα εσύ και θα δεις. / Ρώτα με εσύ... (και θα δεις). / Μην το δένεις κόμπο (don't be so certain). / Έτσι νομίζεις. / Έτσι λες;

β. Αυτό θα το δούμε.


Edit μετά το «μ' αυτό το πλευρό να κοιμάσαι»: β. Ναι, καλά, κάνε όρεξη / κάνε όνειρα! / Κούνια που σε κούναγε... /
Μη φας, έχουμε γλάρo!

 

[Inachus]

The first that came to my mind was "δοκίμασέ με", #3.
Another expression could be "τι χάνεις;", in the sense of "what are you going to lose if you bet on?", which is something I haven't heard of for a long time.

 

[nickel]

Τι χάνεις; (Πού το θυμήθηκες...)

I suppose it is equivalent to “You bet?”, meaning specifically “What are you prepared to lose?”

 

[Zazula]

I suppose it is equivalent to “You bet?”, meaning specifically “What are you prepared to lose?”

Is it “You bet?” or rather “Wanna bet?”?

 

[nickel]

Το δεύτερο καλύτερα. Να μην ταράζουμε τους λεξικογράφους...

 

[sarant]

I liked Νομίζεις; which sounds natural in my ears. Also, perhaps, Έτσι λες;

 

[Hellegennes]

What I don't like with νομίζεις and the rest proposals is that it implies distrust rather than dare. For example:

-What happened here?
-You wouldn't believe me if I told you (Hollywood stock phrase, by the way).
-Try me.

I'd translate it like this:

-Τι έγινε εδώ πέρα;
-Και να σου πω, δεν θα το πιστέψεις.
-Τι έχεις να χάσεις / δεν χάνεις και τίποτα να μου πεις / για πες και βλέπουμε.

 

[sarant]

Good point.