Is he being considerate, charming, and fun? If yes, why isn’t that enough while you get to know each other? Maybe the lack of a ‘nicer’ date is really a need for some romance? What if he showed up with flowers for a ‘less-nice’ date, or a book he thought you might enjoy? Would that be enough? If not, IMO you’re just looking to enjoy someone else’s money.
The pre-nup conversation does seem odd though, if not brought up in another context (as someone else mentioned). I have a pre-nup, so it wouldn’t bother me, but it’s sorta like the guy who says ‘I love you’ on the second date. Yikes.
As an aside, pre-nups are also good for protecting your assets within a marriage. My husband was in a liability-prone occupation when we married, and we didn’t want my owned-prior-to-marriage house (our home) open to someone going after him. We both have appropriate insurance, but the extra protection is nice.
