Reds can be tricky especially with lighter features. You can definitely pull it off- half of making a red lipstick look good is wearing it with confidence- it sounds funny but it is true!
Try going with a similar undertone as your skin- if you have more pink undertones then a pink undertoned red would be great.
NARS Velvet Matte Pencil in Dragon Girl is beautiful:
If you have more golden undertones then look for a red that is more orange based.
Try NARS Lipstick in Heat Wave
If you are unsure, choose a blue based red as these look great on anyone. Makeup Forever Rouge Artist Intense Lipstick in Moulin Rouge #43 is one that looks fantastic on almost anyone:
Lipstick really depends on your natural lip color as well as complexion. The old saying with fair skin is to go with a red with more of a bluish tone to it which may or may not work for you (Example; Stila's liquid lip color in Firey). Red to me is easier to try out and match than say a nude or a beige.
Using the MUFE lip shade finder as a guide, look into shades similar to those tones in person. Online and swatches are completely different from how the color will look once applied to the lips.
A stain suggestion is actually more of a balm: Fresh Sugar Lip Treatment in Passion. It has the best of both worlds though: A stained color yet not drying on the lips (a common complaint about lip stains).
Best of luck!
Answered[ Edited ]
If you are worried about red creating too stark of a contrast against your skin (or you are not used to seeing yourself in red), go for a sheer, neutral red, such as NARS Gipsy or MAC Hot Tahiti. Both of these shades are sheer (but still red) on their own, but buildable for more color. If you're not sure of your undertones, or if you don't have a strong undertone to your skin, go for a neutral red. My two favorite neutral reds are NARS Fire Down Below (which is brick red) and Burberry Brick Red (one of the most wearable reds I own) -- these are more pigmented than the previous two I mentioned, but they can be sheered out.
Those are great recommendations!
I also wanted to add that you might want to try the following shades of red that will work well with your skintone.
20 Rouge Flamme
(metallic candy apple red)