Would I be viewed as cheapskate or financially prudent if I went on a restaurant date and paid with a Coupon or use ENTERTAINER or Eatigo?

I think it's all about communication, so you can tell your date about the deals you have and ask her if she's interested in it. I'm sure most wouldn't mind. But really what's even more fun and financially prudent is to go for activity-based dates e.g. Botanic Gardens, MacRitchie Reservoir, Bukit Timah!

Why would anyone view you as cheapskate?

For a matured woman/man (your date) should be happier when you use coupon or app! If you're a guy then it's a plus point! How many guys out there uses all these nowadays without feeling ashamed or labeled as cheapskate?

I have heard stories of my bros saying that their gf are angry and felt ashamed when they use these apps. But walao this kind of person is not a wife/husband material lah.

This is Singapore!
Every single cent is worth saving! 😆

Sometimes its not the date that views you as cheapskate, but the establishment itself.

As an ardent user of Fave deals and similar apps, I do find that certain establishments do give you 'the look' when redeeming deals.

Take for example the recent Shopback Go $2 Pork Katsu deal. I went to the branch at Millenia, and was given the 'immediate face change to black face' when I pointed to the $2 Pork Katsu deal sign they had.

Suffice to say, I would think twice about visiting the same place, even if they offered promos.

Honestly, it's actually fine; done it personally even on first date. Hahaa. I was asking my date if he mind dining at that specific place because I wanna to eat there & additionally I do have the entertainer membership. So i let him know if he wishes to order something out of the available menu, its still okay. And ended up he happily pay off the bills without going on dutch with me. (Im still fine with it haha)

On the other hands, I did went on date when the guy wanna to go to the restaurant of his choice (that's fine). Yet when he looks at the menu, he finds the prices are steep & then he asked me do we mind sharing food & costs~ Etc. That actually make the date pretty awakward & shows he is Cheapskate.

So the main point is depending how u bring across the message to your date. I mean if you really wan to try the food because there is special deal on it. Let ur date know about it. Maybe he/she also likes it. And most important both should be comfortable with one and another :) good luck.