Actually, I'm not the type to organise stuff, so at a lot of point you might see this book randomly updated with random scenarios

***

Atsushi
He will most like choose a line that will have a drastic effect on you-he would have to say it in bed though, as it'll be very easy to settle things ;)

"Hey y/n." he hummed beside you, a paw stroking your thigh. Although it was very clever of you for having an emotionless face like Akutagawa's when he has to go to shopping with Higuchi the vibrations of his hard claws and soft fur almost made you shivered in delight.

"Yes?" you said firmly, but he could detect the nervousness behind it.. He smirked in amusement and whispered huskily in your ear,

"If I am the tiger can I eat you tonight?" He gave you a suggestive wink, his head plopped near your... well... yeah.

You sighed. "Why do people call you innocent?"

Dazai

"If I drown would you be the water?"

You cringed. "Nice try but it is not cheesy enough, pickles."

He pouted but then a bizzare idea struck his head and his eyes lit up mischievously.

"Hey y/n."

"Yes?" You raised an eyebrow.

"Wanna see something big?"

Your face exploded into different shades of red as dirty thoughts raced through you mind.

"Y-Yes?" you stuttered, your eyes closed, embarrassed that you really are asking for this.

But this is where plot twists kills you.

"Here." he threw his phone to you, which you caught it,

A picture of Dazai wearing a bikini with Kunikida.

"Babe this is so a turn off." you threw the phone to a tiger Atsushi.

Kunikida
At first you thought Kunikida is the type that does not express freely to another.

But actually he does.

With his trashy pickup lines.
Well, that's what he said. But he actually said some dirty questions to you but the answers are... Clean.

"What's long and hard and has 'cum' in it?" He teased, his fingers idly caressing your neck like a snake. You shuddered in pleasure, looking at him with lustful eyes until..

"A cucumber." He gave you an idiotic look, expecting you to get the riddle.

And you slapped him in return.

"You are sleeping on the couch tonight!"

Ranpo

"Hey y/n~!" Your boyfriend Ranpo cooed at your ear.

"Yes my cinnamon roll?" You kissed his cheeks and he mewled,

"Are you a magician? Because whoever I looked at you everyone else disappears!"

You let out a sigh and chuckled, now kissing his neck.

"That pickup line literally suits me thank you." You said between your peppered kisses at his neck making him feel ticklish but at the same time pleasurable.

"But too bad your pants ran away."

He averted his eyes from you to his trousers, which somehow disappeared and now in view stood a very visible tent at his grass green boxers. Luckily for him you both are alone in his room

So he could punish you for being a naughty girl~ (insert imagination here)

Kenji
Unfortunately like every man in the whole wide world

The innocent looking Kenji we know is also a pervert.
***
He may give you cheesy pickup lines like,

"I'm not a photographer but I could picture me and you together!"

Aaand this is when things get awkward.

"In bed." He calmly added, his country-accent does not soothe your hormonal nerves at all.

"Naked." Now this is the point when he starts to touch you or give you pecks of kisses at your face then your neck, making you moan and at some point, clawed his back.

"With me licking you like you are my-"

Unfortunately the innocent Atsushi walked into his room, but luckily with Dazai beside him he shielded his student's eyes.

"You are too young to see this child."

Junichiro
He would be the type that gives all the sweet lines in all the sweet places ;)

Well, not all the time ;)
***
"Smile." He ordered as you looked at him with a dumbfounded expression. It is unusual for him to be bossy, but nevertheless you smiled.

"If you want to have sex with me." He smirked, making you blushed like a tomato.

"Is this from Dazai again?" You groaned, chopping lemons.

***
"Are you an orphanage? Cause I wanna give you kids." He clicked his tongue as if that would make a dramatic effect on you.

You bit your lips with an unreadable expression.

"Hey Junichiro."

"Yes?"

"I was felling a little bit off today, but you definitely turned me on." You said seductively, a grin crept to your lips and your hands are prying his shirt hardly.

Yukichi
He may be a very stern man to others but actually to you he is all soft and cheesy.

***
"Are you a fruit, because Honeydew you know how fine you look right now?" He hugged you from behind and you shot him e/c eyes full of affection and your mouth was shaped an oval, muttering 'aww' and 'I should've brought a camera with me right now'.

When he is in front of his subordinates he would look you like a senpai would, but at their backs he would bite your ear just to tease you.

Next>>
•His Pickup Lines To You PART II
•When You First Met Him PART I