How to Get Sims to Date on Sims FreePlay
First, make sure your Sims have a strong friendship! Then, select 'Be Romantic' until their relationship status changes to 'Dating.' Easy peasy!
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Honestly, just spam 'Be Romantic' until they start dating. Works like a charm.
From experience, I can tell you that getting your Sims to date involves a LOT of flirting and romantic gestures. After they've reached the 'Good Friends' level, just keep using romantic actions until they become partners!
Build up that friendship meter! Then start using the 'Be Romantic' interaction a lot and they'll be dating in no time.
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