This event is only availiable for a week after Cheerleading Decision event has started. If you haven't started Cheerleading decision, then you can start it and get this one as well. If you already have Cheerleading decision completed and it's been more than a week since then, you won't be able to trigger the New casual outfit.
I agree that walkthrough can be sometimes confusing beacuse you have to jump to different parts of it all the time, but I've never found that any best choices weren't green. I also missed some achievements on my first walkthrough, but it was mainly because of the timing of my actions. I did something that cut off my chances to get that achievement and noticed it when it was too late. So I learned from my mistakes on the first playthrough and completed the second with all achievements.
You get the Achievements it is only not best solved so you have red marks.
When I remember correct here is a example (and you have more places as this one):
-’Say something.’ GREEN is missing talking in the bus with Jessica (This sentence is missing in the walkthrough)
2nd Dinner with Jessica
...
-’I like it too.’
-Grab the receipt – if you have less than 50$e Jessica pays GREEN
If you have more than 55$)
-Yes
-No
-Leave it – Jessica pays
If all green options selected)
-Kiss her – event ends heree if the 4th massage GREEN
lesson from ‘Golden hands’ quest isn’t done
-What? - event ends here
-’Lead the way...’
-’Drag me to your lair...’
-’NO! NOe I BEG OF YOU...’
-’Yeahe I do.’ - go to ‘Conversation topics’
-’I want to kiss you.’
-’No I don’t.’
-’Say something.’ GREEN is missing talking in the bus with Jessica (This sentence is missing in the walkthrough)
-Go to the Sleepover event for conclusion