On a ride day
A pour-over at home, fresh ground with my hand grinder. Probably 20oz. Cream, no sugar.
2nd cup (ha, cup, what a concept) somewhere at or near the start, with some kind of pastry.
If it's an all-day ride, probably another convenience store coffee 40 or 50 miles in. Black or dairy creamer if they have it.
After that, I'll switch to cold Starbucks Frappuccino or whatever from the convenience store fridge. Calories and caffeine, baby. Short can of Pringles for some sodium, more pastries, maybe a sandwich.
On a 300k or 400k where I'm having a sit-down meal, I love to say "give me a coffee, slice of pie, and a menu".
Going into darkness, particularly if it's cold, I'll go with more convenience store coffee
Post-ride? Beer. With a burger, burrito,or pizza, if anyplace is open at those stupid hours.