Here's a quick check list of things I've noticed was of concern to me:
Jealousy Test
Make sure you won't be jealous. A good test is the following: ask your girlfriend to describe one of her wildest sexual adventures she's done before (presumably with only one guy, but nevertheless). If you get turned on , great! If you feel jealousy, well, then you're not ready. It doesn't mean you never will be, but you'll need to work on getting used to your girlfriend's stories before you actually have an MMF.
Reverse Jealousy Test
She also needs to know you won't freak out if you see her fuck another dude. Once you've past the jealousy test above, you can (pretty) safely reassure her by explaining that her past adventures only turn you on.
Experienced Third
Make sure the guy you invite has experienced doing MMF before (not just "threesomes", as this could mean MFF). Why? Because most inexperienced guys have penis aversion, and they just can't get hard when it's time. So ask him (through email/internet) about his past experiences, and be a good judge of character.
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