Hope your week and day are amazing! Not sure if you have done this before but how would the Shishigumi react to falling deeply in love with someone? Almost as if they thought they never could be loved because of what they do?
+Chief Lion
-Maeve
Ibuki
Takes a while to process what's going on
Once it really hits him, he feels like he's drowning and you don't deserve to have someone as subpar as himself in love with you
Ibuki is less likely to confess than many of the Shishigumi, just because it's so hard for him to wrap his head around the idea that you could ever return his affections
He'd rather remain by your side as a friend than risk loosing you completely
Free
Free, not being one to settle down, takes the longest to come to terms with his feelings
Once he realizes them, it hits him hard and he goes into denial. A guy like him isn't really meant to fall in love, or be tied down to one person
Even so, Free will probably confess quickly once he comes to terms with his feelings, and confront those feelings head on. The best he can do is hope you feel the same
Dolph
Since he's older, he understands his feelings quickly and is pretty good at processing them.
Dolph doesn't make a big about it, but accepts his own feelings and composes himself before he even thinks about confessing.
He doesn't take very long to confess, once he's sure of his feelings. Dolph is straight forward, and would rather know if you feel the same or not sooner instead of later.
Agata
Doesn't feel worthy of loving you. He feels like his line of work, and his lack of leadership despite his mane color, means he's not good enough for you.
Agata, once he realizes his feelings, sulks and is pretty down. While you wont notice a big difference, he's more spacy and out of sorts.
Dolph is the one who finally convinces Agata to confess, and he does so nervously and stutters through the confession.
He wants you to feel the same, or he's going to be crushed
Dope
One of the most calm about his feelings.
He knows what he feels and instead of freaking out, he spends the time to write down his feelings and organize how he'd like to confess to you.
While he knows he's not the most ideal partner, since he's a gang member, but if there's even a chance you may feel the same, he's willing to take the chance.
Jinma
Doesn't realize his feelings, but everyone else does. Dope, who works with him most, brings it up. That's when it hits him.
Jinma, once he comes to terms with it, worries and overthinks
It takes a long time for him to confess, since he wants it to be perfect.
He finally does, and while he worries about how you'll react, he feels like he can't do anything else to show just how much he cares. It's hard for him, but he has to say something before you fall for someone else. n
Sabu
Older and wiser, Sabu realizes the feelings and shortly after tells you how he feels.
As a gang member, he never knows what day will be the day that he makes a mistake that costs him his life. He'd rather tell you how much he loves you than risk never being able to tell you at all. It's better to have loved, and lost, than to have never loved at all.
Miguel
Miguel takes a while to come to terms with his feelings, and while he's not afraid of feeling what he does, it does worry him
He's in a dangerous line of work, and he works as an enforcer. He's the strongest of the Shishigumi, and he uses his body when he works.
He's a beast, and you deserve better
While it does take a bit, he finally confesses after a difficult gang fight. He doesn't want to die not knowing if you'd feel the same.
Hino
Understands his feelings quickly, but takes a long time to confess
He uses his looks to bring in work, and often that means being flirty or suggestive. He doesn't know how you'd feel about how he works, and the fact he works for a gang?
Hino takes a long time to confess, but does when he realizes he doesn't want to go without you.
Chief lion
Takes a bit to understand his feelings, but as soon as he does, he tells you.
Sure, his work is dirty and immoral, but how could you resist?
If he likes you, he assumes you feel the same. It's just a matter of making it official.
Most to least likely to confess
Chief Lion > Sabu > Dope > Free > Dolph > Miguel > Jinma > Hino > Agata > Ibuki