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A good friend of mine went to Bryn Mawr College, which she described as hedonism central; three-or-mores were common, with or without men involved.
The closest I ever came to a full-on threesome involved two Bryn Mawr-ites; a dull evening ended up turning into a three-way makeout session, with the ladies experimenting a bit, and I was used as a visual aid (so to speak) by the more experienced of the two, instructing the novice in how best to perform a certain act. The novice's enthusiasm helped make up for her lack of prior practice. Had the one's parents not been downstairs, it might've progressed further than that, but it didn't.
Steve-O of the Jackass crew had a great rationale for threesomes when he was on Stern recently with Pontius. "You know how when you get a girl, the first thing you do afterwards is call a bud? If he's there and you're sharing her, it saves a phone call."
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