First of all I'd say keep it casual and feminine with a touch of edge, for on outfit that is both relaxed and playful.
For a casual date I'd pair this super cute heart print sweater that also has some sparkle in it with a simple pair of jeans and some flats.It reminds of love and Valentine's day, but it's not too exaggerated.
If you plan on going to a rock concert, then why not wear a printed pair of leggings, with a long top and a leather jacket? I know, nothing on this look reminds of Valentine's Day, but you can play with accessories if you want and add some color.
For date night at a fancy restaurant wear a killer dress and pumps to make you look sexy.If you want to wear red or pink shades then focus on just one piece like the dress/skirt/top or heels.
As the beauty part go for a natural makeup, with big lashes and a pretty pink lipstick, and loose waves.Men love a style that looks natural and feminine.
All items are from Topshop