Need advice with Spousal/ extending Vistor

[lxxgatmanxxl]

I married my wife last July.. Haven't filed for spousal but will do this month. I need to extend my visitation ( from the US )

On the application it asks if I have ever extended my stay. I have by about a few months but was always allowed back in

Do I check the box yes or no? Will this have a big impact on me extending my visa?

Do I just forgo extending my visitor visa and go with spousal or do I have to do both? I was under the impression that I must do both.