First off, can you trust your friend to keep his mouth shut? If so, good, if not, don't. The last thing you want is to have him start talking indiscreetly and bring unwanted attention to the two of you. Threesomes are hot as hell, and if you she is interested in doing one, that's a good place to start. My wife was into FSRP, a real submissive, and while tied I would make her tell me all her desires and fantasies. When I discovered her fantasy of being used as a captive fucktoy by a couple men, it started me thinking about WHO I could involve in it. It had to be someone we BOTH liked, and who she felt was physically attractive. I settled on a former professor of mine who I had became good friends with. I felt he wasn't going to try and fuck things up between my wife and I by becoming possessive of her, and he had made his interest in her known many times by his complimentary comments and just plain leering at her. So, one day at the bar I told him I trusted him and knew he wasn't going to judge or shoot his mouth off, that she was hot as hell, one of her fantasies was about threesomes, and asked him if he wanted to fuck my wife.
He was surprised, but said yes. His only concern was that she was willing (some guys try to pull this off when the woman isn't really into it) and I assured him she was. I can tell you when it happened, it was hot! I shared her a number of times with him, and he never spoke of it with anyone else.
I guess what I'm saying in this roundabout way is that if your woman is willing, your friend is discreet and can be trusted, and there is a mutual physical attraction and some measure of friendship and respect, then it can work.
HTH!
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