Are there any recommended positions to help both me and my girlfriend orgasm at the same time?

Trial and error. Try using your hand to stimulte her clitoris at the same time. This may work better with "doggie" style sex. Or try to stimulate and delay vaginal penetration. An other method is to try and contro orgasming by taking deep breaths as you get excited. Or check out "tantric sex" via google, it comes from ancient india.