Second date in the Gramercy, Union Square or East Village area
Kajitsu is an intimate, special feeling vegetarian Japanese restaurant in the EV. They have a four course menu that is $50/person. Graffiti is another good EV choice, although it is very tiny. Perbacco for Italian small plates in the same nabe is a great spot too.
234 East 4th Street, New York, NY 10009
414 East 9th Street, New York, NY 10009
147 E Houston St, New York, NY 10002