The "second" time, I try to let things develop as they will.
So that's what I'm doing with this new install of Sims 3 (I went with the Ambitions expansion). I create all my Sims, put them in houses and get them jobs, introduce them to each other, and then just let them "decide".
I hadn't played GuySim or TearSim much beyond getting them started in their careers, then I focused on AschSim and LukeSim's house, then AriettaSim's house (D wanted an Arietta because he wanted her and Anise to be friends. "That part really hurt me," he said like the cutest cute thing ever.), then AniseSim's house, then NataliaSim's.
And it was when I was focused on controlling NataliaSim's house that I had her throw a party and invite everyone she knew (she still hasn't met AschSim, probably because they work opposite hours and so every time she tried to go over there, he was out).
Anyway, she was chatting up her neighbor GuySim who she didn't know too well, and I clicked the "Ask if Single" option.
And it tells me "Natalia has learned that Guy is in a relationship with Tear."
Okay then! I don't know when that happened, but I'll go with it.
I told D, because I thought he'd be pleased. I said, "So your OTP is Luke/Tear, then your next favorite is Natalia/Tear, then Guy/Tear, right?"
And he thought about it seriously and said, "Hmm, you know, first Luke/Tear, and then... is Luke/Anise too weird?"
So I said, "No, I love them as buddies, and I think they have an understanding on a level no one else does, so it's not completely weird."
And he said, "Okay, then after that... and I'm not just saying this because you said it, but then Guy/Natalia. There's a lot of basis for that. It makes sense. It makes a lot of sense, actually."