The last time I had real misgivings about being a gainer was when I first woke up to my desires at the age of 13 or 14. Now, though I do have moments of the whole "Forever Alone" melodrama, I'm perfectly happy with my decision to get fat. Sure it would have been easier for me to find a girlfriend if I were thinner, but being a gainer and being fat are such huge parts of who I am now that I know I'd never be able to make a relationship work if my significant other wasn't also into my size and/or wanting me bigger.
Long of the short, gaining can lead down a pretty lonely road. You have to make a few decisions based on how you're going to live your life which are going to be pretty much irrevocable, so it's not a decision to take lightly.
It took me about 4 years to completely come to grips with my decision to go with it, so don't expect your own desires to be resolved easily. Hopefully this helps you out a bit.
Long of the short, gaining can lead down a pretty lonely road. You have to make a few decisions based on how you're going to live your life which are going to be pretty much irrevocable, so it's not a decision to take lightly.
It took me about 4 years to completely come to grips with my decision to go with it, so don't expect your own desires to be resolved easily. Hopefully this helps you out a bit.
12 years