I recently asked my boyfriend if he notices when I wear makeup and his answer was 'I notice when you have bright lipstick and when you wear dark or sparkly colors on your eyes'. With that said, best to keep your date night makeup simple, subtle and pretty with these few products because you've got him fooled so far... let him keep thinking you just wake up like this!
FACE: Jouer Matte Moisture Tint or NARS Sheer Glow if you're combo to dry, Clarins Instalight Concealer and MAC Blot Powder in Medium Dark (then I take Tarte Pressed Smooth Focus Powder with me).
COLOR: Clinique Blush and Too Faced Chocolate Soliel Bronzer.
BROWS: ABH Wiz in Dark Brown
EYES: Naked 3, Urban Decay 24/7 Liner with Josie Maran Black Oil Mascara
LIPS: Tanya Burr Sparkling Dew Drops
The key is to keep it as close to natural as possible. Although some men appreciate deep sexy smoky eyes or a scandalous red lip, most in my experience prefer to see you (and with these products you'll be 'you' just a little brighter.