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not sure if it’s what I’m doing, or the games fault, but for some reason it never allows to date multiple people when I’m  make my character poly.  The prompt just never shows up after I start dating someone.

I'm having that same problem. I got my character a girlfriend and then started working on getting a boyfriend, all his stats were up and I was going on a date every night for weeks but the prompt never showed up. Finally, I broke up with the girlfriend and next date? He finally asks me to be his partner.

And while all this is happening, I've been stuck in a loop with the Best Friend, I rarely get the option to even talk about sex (despite my character's stats) and when I finally do it's never the scene that resolves their storyline. I guess I'll try breaking up with my character's boyfriend to see if that works, but it's really frustrating if choosing to be poly locks me out of actually being poly.

Same thing happened to me with the best friend route. The option to talk about sex barely showed up when I was dating someone, but the event that allowed me to date the best friend only showed up after I broke up with my current partner. Here's hoping that it gets patched next month update, or if the creator decides to do another update for june.

Speak to them somewhere besides the dorm and phone and you'll have an option to talk about your relationship. If you're poly, there's a poly option.