I'm low carb, whole foods. I do pure and high quality dark chocolate (been on a Michel Cluizel kick lately, and Cafe-Tasse, Francois Pralus origin bars, etc) in small amount of 8-20 grams almost daily. That scratches the itch for me, is entirely on plan, keeps me from feeling mentally deprived, and also more cost effective (such chocolates aren't cheap!).
It depends on your plan and habits - I've been on plan without much issue for half a decade, and when I have the rare off plan eating I can get back on the horse without much adieu. I'm not generally a binger, though I do overeat if I don't log food and sometimes even when I do. I know my triggers. I know my limits. I know how to get on track and avoid disaster.
If you don't, approach something like chocolate with respect and caution. But it can absolutely have a regular and healthy place in a diet if you control quantity, and a rare but special spot if you have trouble with limiting yourself.
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