I can't answer any of these, but I can muse on the first question.
It's because there are only 2 women in Glacier's life, one of those is his mother. (That was a joke)
The more likely reason is that he asked other people, but they refused, and for fairly obvious reasons. (How would you explain to your employer that your first major voice-acting gig was for a lewd FNaF clone?)
EDIT: Grammar