Your method sounds like it has all the parts of best condom usage except that I'd add lube to the equation. When condoms fail it's through breakage, or coming off without realizing, and those two are most likely to be related to dryness or snagging. Lube helps with reducing the possibility of each....

i am going to meet my long distance boyfriend in real life in about a month. we obviously want to have sex (both of our first times) but are both pretty terrified of pregnancy. it's to the point where he wants to get a vasectomy, but i don't know if he'll be able to find a doctor that will carry out...