When trying to decide on a good Day-to-Night look, start with something more subtle than too dark. A natural look is a good daytime look. When you are prepping to go out, don't worry about taking off what you already have on, just add to it. Play up your eyes with some darker colors on the outside of your eyes like black, dark purple, dark blue, etc. Don't be afraid to pack it on if it still isn't dark enough for you.
If you don't have time between work and going out to head home and do your makeup, do a dark natural smokey eye. Start with a dark brown on the outer corners, lighter brown in the middle and a burnt orange, gold, or lightest brown color in the inner corners of your eyes. Blend it all together with a blending brush and you are set.