Yes, I've met some dates on ok cupid. My first boyfriend after the divorce was actually from Plentyoffish, but I like the selection of people better on OKC (they seem smarter and hipper?).
I dated a couple of very nice men from OKC.
If dating is financially problematic for you, that doesn't have to be a deal-breaker, at least for the right woman. One guy I dated was very up front on his profile (not necessarily a good idea for you, btw) about the fact that he was working hard to save for school. For me, if a guy is clear about his finances (i.e. I am working hard to pay off debt from my divorce and therefore watching my expenses) AND puts the effort out to make fun no-cost or low-cost dates, I would be very impressed with that.
I had one boyfriend in college who was flat broke but won me over by riding the bus 2 hours to visit me and bringing me a flower he picked from someone's yard on the way. A picnic can be a very romantic date. It matters more to me that a guy puts THOUGHT into the date, rather than money. Be creative.