We Should Talk: Dark n' Stormy (Ending 1)
We should talk is a visual novel where the story is driven by your choices of dialogue. Unique to this game, you can scroll through parts of your sentence for a wide variety of options. It can be frustrating as few seem to change the context but sometimes a slight change of wording can alter the outcome of the story arc. There are 9 endings in total, but the game is very short making for an easy platinum as long as you don't get the same ending multiple times. It's likely you will get every trophy/achievement while getting all endings but I will include them just in case.
0:00 Intro
1:16 Steph the Bartender
Tell her you want a grenadine on the rocks with a kiss to get "flirty stranger"
3:44 Sam (Part 1)
Tell Sam you'll go to the Gym with here for "Pump Some Iron With Me Baybee". If you're nice enough to her too, she'll tell you she's feeling snuggly and you will get "I'm feeling Snuggly"
8:20 Dante
9:50 Sam (Part 2)
Tell Sam you're with Dante, or your ex to get the "wat" trophy
11:24 Jimmy
Tell Jimmy you'd like to be friends for "I'll Hold you to That"
12:55 Sam (Part 3)
Sam will always talk about cuties, so I think the "cuties" trophy is automatic.
If you followed the guide, and as I said, it can be annoying if you choose alternate dialogue, you should get Dark n' Stormy