How often do you allow yourself "healthy" desserts?

I literally plan my day so I can have a Lenny and Larry's cookie for dessert every day. No half cookie bs

I lost my taste for sweets in the late 90s.

I have dessert most nights -- sometimes ice cream (had leftover ice cream with rhubarb sauce I made for Easter tonight, because I had a hard workout and relatively low cal day), sometimes a piece of fruit (pears are an amazing dessert), sometimes something non-sweet like cheese. I used to do protein shakes or smoothies sometimes, but haven't done either for a while. I've made "healthy" desserts like sweet potato pudding or a banana coconut milk pudding or chia pudding, and there's a TJ's yogurt I like that might as well be dessert, but they aren't usually much of a calorie savings over other options, and I'm lazy, so I don't that often -- more often as an experiment because I feel like cooking.

I don't see anything wrong with having a dessert that fits into your calories, though. I tend not to have baked goods much because I find them hard to fit into my calories in satisfying amounts without sacrificing other things and enjoy them more saving them for special occasions, but I'll have a little piece of high quality chocolate if I need low cals, or any number of other things for up to around 200, which I often have left at the end of a day anyway.

If I don't have the calories because I was more splurgy on other things earlier in the day, I will skip the dessert, no problem. However, I don't really separate out sweet splurges (like I said, my desserts aren't always sweet) from other sorts. (My biggest weaknesses aren't the sweet ones.)