something the two of you are comfortable with is perfect for the first date.

my girlfriend likes for the two of us to go back to the restaurant that we went on our first date to, it holds sentimental value for her i think (aside from being very good! ) so keep that in mind, maybe you'll be coming back to this restaurant so pick something you definitely like.

i might be a little out of line with this suggestion because you seem to be either going on a more formal/dressy date than i usually do with my girlfriend or older than i am (19), but i saw "knocked up" with my girl last weekend and it was hilarious and she loved it, i recommend it.
jdub61 Reviewed by jdub61 on . "First" Date I'm going on a date tomorrow night, he told me I get to pick where to go. We don't have a huge selection of restaurants in my town so I'm thinking of this little hole-in-the-wall Italian food place that we used to go to a lot. But we also have places like Chilli's, Friday's and Applebee's. Where would you guys pick? He's paying and has a lot of cash to blow, so that's not an issue. I also have no idea what to wear. He said he's dressing up but won't tell me specifically what he's wearing. Rating: 5