@Lisa5829 There's a big difference between not being shy to ask for what you want and asking for what you want after you've already been made aware that your request can't or won't be accommodated.
In the first case, those who feel intimidated about asking for things that would be beneficial to them, do indeed miss out on things- it's often a matter of self-esteem and feeling like you don't deserve to have whatever it might be, or that you don't want to be perceived as a bother.
In the second case, those people are just entitled, self-absorbed and annoying.
For instance, if I were a guest, I would ask a host if they would be amenable to not using dryer sheets or heavily perfumed detergents on the sheets and towels if I were to make a booking with them, because those chemical scents really bother me. They are free to say no, and then I simply wouldn't book with them.
But if their ad stated that they don't accept pets, I wouldn't then ask them to make a special exception and let me come with my dog.