I'd never received much oral sex before I met my second wife, and as much as I loved it from her, I couldn't seem to get over the edge. Then, after about a year of daily head, she finally got a gusher. After that it was routine. If she wanted me to cum in her mouth, I would.
I don't know how much of the success was in me accepting the idea and how much was in her learning what it took, but she could pretty much get me off orally any time she wished. Since her death I've never gotten off that way. I had girl friends who certainly gave it the ol' college try, but none were successful, and my wife doesn't like giving head.

She can get me off with a handjob whenever she wants, but that's pretty rare.