Well, the first thing I'd advise is to make sure you are 100%, crystal clear ready for a threesome. To be honest, it doesn't sound as though you are. You shouldn't THINK you won't be jealous, you should KNOW for SURE you won't be jealous. You really need to be careful when entering into a threesome. It could permanently destroy your relationship if it isn't handled in the right way.
There's a couple on here, Mr. and Mrs. Espresso. Recently they engaged in a threesome with the stipulation that if ANY activity WHATSOEVER made one of them uncomfortable, the threesome was to be stopped immediately. Mr. Espresso did become uncomfortable, and the events were stopped. I think that is a wonderful way to handle a threesome. They talked it over and everything's fine now. (Hi, if you're reading this, Espressos!)
As far as approaching a third person..why not sign up for a swinger's website and meet this person a few times before you have a sexual experience?
And as far as positions- um..i can't help you there.
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