I may have done it once or twice (OK maybe a few more times).
In cases where I only went out with the girl to get the shadchan to stop harrassing me, my friends, my Rabbeim and my family I would sometimes try to get them to say “no”.
The reason for this is that if I would say “no” the shadchan would say that I didn’t give it a fair chance, that I already made up my mind from before. (She also wouldn’t be able to twist my hand and say “give it one more try”.)