Makoto Naegi:

This beloved cinnamon roll small lucky boy was super worried. He understood that he had to be a MAN. He needed it to be sweet, pure, and most importantly, he needed to make it special. He was worried as all can be and you tried your hardest not to laugh when he stuttered out his confession to you. His confession came from the heart and you were more than touched by his sweetness and cuteness.

"Y-Y/N, I-I r-really like y-you, a-and I j-just w-wanted to ask i-i-if--"

"I really like you too, Makoto. Want to go on a date?"

You were only trying to help him complete his confession, but you questioned if you should've just let him do it on his own when he froze as still as a rock and got so pale that you wondered if he was still alive.

He admitted at the end, of course.

Yasuhiro Hagakure:

He literally went to Aoi Asahina for the advice of how to ask you out, since he had never asked someone out before. She told him to be himself and tell you that he likes you. So that is exactly what he did. You were on your way back to your house and Hiro was supposed to walk with you, but he said he needed to do something and left you to walk by yourself. As soon as you were walking up to the door of your house, you see Hiro standing there with a bouquet of Orchids, Lillys, Chrysanthemums, and Carnations. You were confused about what was going on until he started pouring his heart out to you saying...

"Y/N, I love you so much, and you don't even know it. Sometimes I get scared about showing it. It feels like when you come around me, my mouth locks tight, and the words I want to say are just stifled. My lips lock up because my love is so strong, and the words that I want to say just can't be expressed. Sometimes I want to open up and tell you how I feel, but I guess I'm just too scared. I know you love me, and you have feelings hidden inside, too. It seems like it isn't any easier for you to express yourself to me, than for me to express myself to you. I love you, so please know that I always will. How I wish words could express the thoughts that I have about you. If I should say, "I love you," then the greater percent of my feelings would still be unexpressed. But of course, I must say something. My heart longs for you, and I must tell you that. I long to see your face and to hear your voice. Just thinking of you helps make my day a better one."

You teared up at his confession and tackled him in a hug saying that you felt the same way about him. 

Byakuya Togami:

Ah, good old Byakuya here is a complete classical romantic and you didn't even realize. When he confessed, he even brought you a small bouquet of your favorite flowers. He chose to do it while you two were hanging out at the park because he didn't want to be too flashy. He was calm, cool, and collected as he always was on the outside.

"Y/N L/N, I've been hiding this for a while, but I really like you and wanted to ask you if you wanted to.. go out on a date with me?" You didn't miss the small blush that was on his cheeks. Despite his low-key behavior, it was very obvious to you that he was slightly nervous. The fact that he was nervous and was trying to hide it made you feel unique and like he was really being honest. You smiled.

"I would love to, Byakuya."

Kiyotaka Ishimaru:

The straight-laced rule-following Ultimate Moral Compass, Kiyotaka Ishimaru This guy would be seemingly comparable to Byakuya Togami, only he would be a lot more traditional and... well... straight-laced about it.

"Y/N, I have something that I want to say." He said to you abruptly. You looked at him as he had a gorgeous bouquet of red roses in his hands.

"What's up, Taka?"

"Well, I... I admire your perseverance, work ethic, and righteousness as an ultimate! I wanted to ask you if you... if you wanted to join me tonight for dinner, that is, if you are not too busy." He said as you tilted your head.

"Like a date?"

"Well, uh.... y-yes," He answered tensely. You beamed and chuckled.

"I would love to get dinner!"

And so dinner you received. It was delicious but also very expensive. You felt so bad. Yet, you were pleased that Taka was far too gentlemanly and traditional to let you pay for it. 

Let's just say one lucky boy ended up with a kiss on the cheek that night.

Leon Kuwata:

You were watching Leon's baseball game and his team was about to lose. That is until Leon hit the winning home run, you stood up and cheered him on. Sitting down, you saw a text that he sent you before the game started that told you to meet him on the field after the game. A couple of minutes pass and you walk onto the field waiting for Leon. You stood there and you saw his whole team walking up to you. You were confused becasue you did not see Leon. Then the team split into two making a walkway for a certain red haired baseball player. He walks up to you placing his hat on your head covering your eyes. Fixing the hat, you see him with a single red rose in his hand. He looks you dead in the eye saying

"I wake up every morning thinking of you and  I  want roll over and see your smiling face. I know we can disagree, and I can make you mad, but you still love me with everything you have. I was scared to love you at first, in fear that you would hurt me, but I did anyway, and it's the best choice I ever made. Now, the only fear I have is waking up and rolling over and finding out you were only a dream. If this is a dream world, then please don't wake me up because you're the one and only for me. I love you with everything I have and would give you the very clothes off my back. I love you with all my heart."

You teared up, was he confessing his love for you? You hug him and tell him that you felt the same way about him.