As @simsplayer818 said, yes! It's hit or miss, but the game seems to favor "your" Sims for walkbys, etc., so keep them in "your households." Contextually, if the Sim you're trying to meet has a high fishing skill you can hang out at the fishing spots, etc. If they have fitness--more than level 4, I think--they'll be at the gym when you go, or will jog past your house, etc. Artsy Sims seem more likely to spawn at the Museum. Etc. The game does populate NPCs/walkbys contextually by skill/trait. They also might be at bar night, unless they're loners.
If you have the Get Together pack, you can put both Sims in a club, and then start a club gathering. This guarantees it!
If you're able and willing to use mods, LittleMsSam has the SimDa dating app and you can send your Sim on a date with the other Sim and say they spotted each other's profiles on SimDa.