Nicole

Achievement Walkthrough w/ Commentary, very easy to just listen to my voice and follow along.
I show the choices needed for the Kurt, Ted, Darren Endings starting at 7:51 through to 11:10 and then at 15:10 I show Kurt's ending.

For all the endings achievements make sure to choose play the game in visual novel mode the second option and choose the special ending option the second option once again.

In order to get all (Kurt) endings in one play-through you have to choose these choices:

(You think that's all it's gonna take to impress me)

(I dunno)

(Keep confident you can help)

(Running back)

(Show him with Darren)

(Accept)

(Don't let him)

(Go along with it)

(Cookies)

(Yell at him)

After you finish picking up all these exact choices both achievements for both endings will unlock.

Hope this helps!

Also check this perfect full achievement guide done by Cheevo Guides

Play through the game in stat raising mode.
- Make correct dialogue choices and give correct gifts to raise Kurt romance level to 100%
- Raise Clues to 999 before Zeal goes 900+ (Doing the job raises most)
- Raise Zeal to 999

Important information about Kurt including dialogue choices, gifts, etc at 15:10 in the video.

Full achievement walkthrough video: