Leo:
Read the last imagine :P Basically it's a candle lit dinner he organized with the rest of the turtlesMikey:
You don't need a fancy dinner date, a movie and a box of pizza is enough to make both of you more than happy.Donnie:
Sitting on a rooftop, gazing up at the stars and out at the city with a picnic set up :)Raph:
He takes you on an adventure; but at the same time as protecting you, he shows his soft side by complementing you, holding your hand and kissing you on the cheek.