I've experienced the simultaneous O about four times in my whole life. It's "O"-kay , but not the be-all and end-all. Not something I work toward or care too much about. If anything, separate O's enable you to really get into your partner's in a way that you can't if you are O-ing at the same time.

Also regarding size and tearing: Yikes! For God's sake get some astroglide and keep it by the bed (or wherever). I know, I know... some people have the "If I have to use artificial lube, it means he isn't/I'm not turning me/her on." To that I say bullcr@p. Your car needs lube, your sewing machine needs lube, and your squeezy bits need lube. Just buy the doggone stuff and use it! Cheesh! The Level/Amount of Her Lubrication is another rule-evaluation-scorecard-thing that has to go! Before someone gets hurt-- oops! too late! Well, before someone gets hurt AGAIN.