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Thanks for the post! Sorry for the delay. Here's the help:
First pic is Ace & Damian with soup. You can earn it playing as Ace with these required details: Ace must have chosen Damian as his friend at the bar (night one), but also have chosen to date Morton (Feb 14)

In the future, there will be other ways to earn this.

For the second pic:

Top left: play as Ace, choose Jagger as friend night 1, choose Morton or Daz to date Feb 14. You will earn this pic of Ace & Jagger on Feb 17.

To the right of that: same as above, just choose Damian as friend night 1 instead of Jagger.

To the right of that: same as above, just choose Gideon as friend night 1 instead.