Never in my life have I seen anyone playing cards on their first date. If I ever did this while I was single, it would have been my first AND last date. Anyone nervous enough on a first date that they'd need to resort to these would probably also be too nervous to play cards without looking like an idiot.
There is a decent novelty factor to this, but it's better as a fourth- or fifth-date activity at best, and only if your date enjoys playing cards. And those questions? Yikes. Any questions worth asking, you should have at the tip of your tongue on the first date, not printed on a playing card that you read. The main thing this project has in its favor is that he's using a cheap printer with a low minimum, 'cause there's no other way he'd be producing and delivering a deck for a mere $1,000.