Yes it is. I will give some of the stuff I did that allowed for it. I will put this in a spoiler tag.
Anyways, the following happened when I played as a person who can Detect Lies. The other 2 options might make it a little easier or give a slight bump to dialogue choices. Also I’ve been able to get Cecily to Friendly without choosing all the steps below, but this was the most direct way I recall
Step 1: Either choose Swimming as your main specialty, or pick it as an alternate skill like in character creation. Cecily is on the swimming team so this will give you two dialogues. In character creation, I did the popularity option, but I don’t think this matters to be friends with Cecily, but I’m mentioning for the sake of completeness.
Step 2: The first day, Cecily shares the same homeroom as you. She will come and want to talk to you one-on-one.
Step 3: She will take you to look out a garden. There are four options. Choose either the first “Yes, very…” I say, gauging her angle, or Option 4: “…” I wait her out.
Step 4: There will then be two choices in the next screen. Pick the first one: “I say nothing. Not the time to push her buttons.”
Step 5: Cecily will still be Distrustful at this point but you have built up some good will even though there is no change in the wording.
This is stuff in Week 1.
Step 6: If Swimming is your main specialty, then the first dialogue for it will pop up automatically. If not, be sure to choose it in the weekly schedule.
Step 7: The first swimming dialogue has you being directed to put on your swimsuit. Choose the last option: “I just head to the locker room and change. No need to banter.” This should raise the relationship to Indifferent.
Step 8: Choosing whether to go all out or simple didn’t seem to matter. You then go to Cecily feeding the cat. There are a large number of options, but I usually go with the first one “I didn’t know there was a cat on campus.” I keep it about the cat. Option 3 and Option 4 don’t seem to lower it either (Option 3 is where you ask if you can pet the cat, and Option 4 is saying “Nothing’" You will still be at the Indifferent level.
Step 9. By this point the party will go. Obviously you will need to follow Cecily into the maze. You will get a large number of options to reply when Cecily says “I will not go to homecoming with you.” Basically avoid anything slightly flirtatious. For my preference I usually go Option 5 “Don’t worry, I’d never ask you out. Ever.” I half-insult her.
However, you should be fine as well if you choose Option 1 (keep it polite) or Option 6 (that bad/sympathize). Scaring off her fans is probably also a good choice, especially if you play the Cocky Rebel stereotype.
Step 10: Cecily will then dart further into the maze, so follow after her. I usually choose: Option 2 “Fuck that guy.” I help her vent. However, the choice Option 3 is also good: “That kick was incredible, by the way.” I compliment her aim.
Doing this will raise your relationship value to Intrigued.
Step 11: You then get another screen where Cecily tells you to keep her stuff secret again. I usually pick the Option 1: “Your secret’s safe with me.” I offer my pinky. I think Option 2 (where you salute her) and Option 4 (Give a little bow) would be fine as well.
You will still be at Intrigued here but Friendly isn’t to far off.
Now we are in Week 2. If Swimming is your speciality, picking it once should get the second Swimming dialogue scene. If it is not a main skill, picking it twice will bring up the dialogue this week. Otherwise, it will show up in Week 3.
Step 12: The second swimming dialogue ends with Cecily saying you will not have it easy. I usually pick Option 1 (committment to the sport), Option 4 (I don’t lose) or Option 5 (just shrug). You will still be at the Intrigued level.
Step 13: You then come up with 3 choices of who to support. Obviously Pick Option 3, Cecily. Cecily will then order you to follow her to the cat. Obviously do so.
Step 14: Cecily will mention how you must want to be her minion. Option 1: (Your Minion) or Option 4 (Let her talk) raises the value. Congratulations, you are Friendly.
Choosing Option 2 (Nobody’s minion) really doesn’t change things much, but helps with the rep of your persona.
Step 15: If you are still at Intrigued, then you will need to wait for another scene. The best bet is if the group is drinking on the campus. Choices there that can help raise her stuff up is when they mention you taking a drink there is an otpion about “You’re really doing it at school?”
This also has a question “What’s up?” and reply with “The sky.” Cecily will love it, though the others will shake their head