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How to pass the end of Date 4

In order to get to Date 5, you will first need to survive the fae in Date 4. Here are the right choices for it after you get separated from the boys:

Don't use the clover

Continue walking at a normal pace

Go right

Only two of these are necessary to pass.

How to get Keith's Date 5 fluff scene

To go down Keith's route in Date 5 in general, you need to simply not ask for Tenebris, then to offer help. After that, so long as you avoid the nsfw option, you will be going towards his fluff scene.

However, if you end up snooping through his diary, some choices will force you right past his fluff scene!

In order to avoid this, you can stray clear of the diary altogether.

OR

Upon choosing to look at his diary, pick "It's not that bad", then "Go ask him about it."

How to get Tenebris' Date 5 fluff scene

"No it's not" OR "Yes, everything is great" THEN "Admit the truth"

Ask for Tenebris

Go get settled in

(Neither snooping nor not snooping has any effect)

Ask him to switch

Maybe we can just talk

How to get the joint fluff scene

There are no joint nsfw scenes in Date 5, only one fluff scene. In order to obtain it, make sure to pick these choices after you've reached the boys' apartment:

No it's not OR "Yes, everything is great" THEN "Admit the truth"

Ask for Tenebris

Offer to help

Wash it off

How to get the BDSM scenes

Important to mention: At the moment, there are no submissive player BDSM scenes. They may be added in the future on Keith's Date 5 route. Tenebris will always have solely dominant player scenes.

Keith:

Anything except "Ask for Tenebris"

Offer to help

Lick it off

Snoop around a bit

Look inside the wardrobe

Look inside the box

Go find Keith

Offer a massage

Take a peak at the cover of his book

Tenebris:

No it's not OR "Yes, everything is great" THEN "Admit the truth"

Ask for Tenebris

Go get settled in

Snoop around

Look inside the wardrobe

Look inside the box

Go back to Keith

Ask him to switch

Let's just play the game

Call him a brat

In order to get their VANILLA nsfw scenes, you may follow this guide without needing to snoop around or look inside the box in the wardrobe.