I also eat out quite a bit, probably a lot more than I should. But its typically at the Mariano's hot bar... $7.99/lb for anything from pot roast to fried chicken. PILE IT ON, BOYS!
That said, I'm pretty sure a lot of these examples people have posted regarding $300 to $700 dinner outings are very rare, once in a while instances. Probably my most expensive meal was at the now defunct Moto as part of the bachelor party of one of my childhood friends, about 7 years ago. $175 a head, plus an additional $25 for the groomsmen covering the groom's bill.
I'll take my usual carne asada burrito or torta milanesa and tall boy of Miller Lite any day