I am too scared to ask him out and I don't know if I should due to the fact that he is a chipmunk. The age difference is also a factor ( I am over 325 and he is 15)
...erm...wait what...
I'm immortal
Errrr....
Yeah people don't know I'm into a furry forum and the fact I'm gay or wear diapers
This thread is genuinely painful to read..for the sake of trying to be helpful, consider these:
Does this guy you like know you well?
Is this a serious relationship you are wanting? (you did all this in character, so it's difficult to make sense of things)
Do you share interests with this person?
Have they shown you affection suggesting they like you too?
If the answer to most of the above is 'yes' then ask them, simples.