It depends a lot on circumstances.
Something like steak, or burgers, or eggs, I can ask how people like them, and adapt. If I'm inviting a few people over and I know that someone has a strong preference, I'll likely work with it, within reason (if a person's quirks are "Only boneless meat, no skin, so sauces, nothing on the plate can touch, nothing orange, all vegetables must be cooked to mush, I'll probably socialize with them in a non food setting).
For family members and close friends I'll generally be more accommodating than casual social contacts.
For larger meals - multi-guest dinners, parties, etc - then individual preferences get a lot less weight, beyond the vegetarian option level. I'm not burning the roast because one guest will only eat meat cooked to the consistency of leather, and I'm not restricting myself to sauceless boneless skinless chicken breasts because that's the only thing one of the guests won't eat.
I will adjust my own preferences when I know they're outside the norm in the group I'm entertain. I know my fondness for garlic and hot peppers aren't necessarily common, and a lot of people don't share my enthusiasm for things like organ meats.