Osomatsu-san Boyfriend Scenarios

His feelings for you

Osomatsu
After that day Osomatsu would smile brighter when he was with you. He had loved you for a while and that little action made him feel very happy. He knew about your feelings but doesn't say anything as he just likes to see you get flustered and shy. He did manage to gain the confidence to ask you out. He just wanted to wait until the time was appropriate.

Karamatsu
When he first so saw you so angry he was concerned. His mind was wondering what could've caused a lady ,with such beauty, to be so angry. He may be seen as a womanizer among other things but he had actually never truly been in love with a girl. So when he started to gain those feelings he couldn't control himself from staring at her or shying away. Despite how it may seem to those who don't know him he is very shy about these types of feelings. But he had to man up and ask you out as he loved you and didn't want to lose you to another.

Choromatsu
He didn't even know where to being with you. He loved you so much but he was to shy and was too scared of the rejection. He saw you as a beautiful, smart, and independent woman. He thought that a relationship between the two of you would be impossible and wouldn't work out. Even if he knew you guys had common interests you guys were very different. Though he would still make an attempt even if he'll get rejected.

Ichimatsu
He loved you. Absolutely adored you and wanted you to be his. But he knew that even if you guys were friends that's all you could be. Just friends. He was trash compared to you and if you two were to try a relationship he would just mess it up. That's what he thought. He loved you but knew that relationship wouldn't last because of him.

Jyushimatsu
This ball of sunshine loved you with all his heart and wants to be more than just a friend. He's slightly worried about rejection considering the last time he confessed his feelings. But he knew he had a better chance that you'll except and even if you didn't he'd be happy to continue to be you best friend. He just wants to be by your side doesn't matter to him if you're his best friend or girlfriend.

Todomatsu
He was sincerely confused as to why any guy would leave you. He thought you were pretty, funny, very smart, and really cute. Confident wasn't an issue to Todomatsu. No the issue was that he didn't want to rush into when you got out of a relationship not long ago. He loved you but didn't want to rush into it.