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I don't think you can get Sims to do an actual proposal to more than one Sim, like with the animations/special camera and all, but I think you can set "engaged" flags for the Sims in question using something like the Sim Blender. But then, if you have one Sim engaged to more than one Sim, I'm pretty sure you can't use a regular wedding arch and/or do the "wedding party" thing to have them marry all of their intendeds, if that's what you'll want to do. (For poly relationships in my game, I don't always bother with getting the involved Sims engaged, and I pretty much always use the hacked arch that kestrellyn linked to, when I use an arch at all, even for normal, monogamous marriages. So, you know, keep that in mind when considering my advice.
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