I have been humping pillows, stuffed animals, friends haha, exercise balls, beds, couches, etc since around age 4 or 5! Whoever asked the question about the problems I think only a person who has a problem with figuring out orgasms before anyone else would think this a negative thing. Personally I feel lukcy to have found this and will probably always be hundreds of orgasms ahead of my friends!
I can orgasm as many times as I want this way. The first one usually takes under 2 minutes, then after about 30 seconds to 2 min I am ready for another. I have gone all the way to 30 times in one sitting! Mmmm. I usually am satisfied and ready for a short nap after about 7, though.
As far as getting orgasms with other people I am bisexual and find that doing the "Student's Position" with my girlfriend is most satisying. It is very similar to the kind of pressure you get with the pillow. It is simply lying down and having the person's upper thigh between your legs and grinding like a mad-woman. If you are getting close to orgasm try and straighten your legs and tighten your legs from the ass down while your partner (male or female works!) continues to grind you slowly and hard! This is also able to get me off up to 50 times in a row (my birthday

)!
Best of luck!