Anacano:

He wanted it to be special so he made a firework spell and with many trials and errors he did it and he took you for a walk. He waited for you to turn around and he let them off into the night sky. You smiled and told him it was the best confession you had ever seen. 

Brynjolf:

He was drunk. Vex and you were talking and he came up behind you and pinched your butt. He apologised the next day and said he was very sorry and explained he liked you more than a friend. You giggled and told him you liked him as well and added "Just don't pinch my a** next time". 

Cicero:

To your surprise Cicero was a hopeless romantic. He picked (Almost wrote dicked)  over 4 dozen flowers and scattered them around his room. He left a note on your bed telling you to come see him and you did so. Seeing flowers everywhere you couldn't help but squeal. Making Cicero laugh. He came up to you and put a Nightshade in your hair "Cicero thinks (y/n) is like a nightshade. Beautiful but deadly" he told you making you blush.

Farkas:

Farkas and Vilkas were fighting. Again and this time it was if Farkas would go tell you he liked you. Vilkas came up behind you and whispered something in your ear making you smirk and nod. Farkas was sooo pissed and terrified. You walked over to him and told him what Vilkas told you and Farkas laughed and thanked his brother making you giggle.

Ulfric:

Again you were playing with magic but this time by yourself. While sitting on the throne. Ulfric and you had grown close and you kinda had a little crush on him. Ulfric felt the same. He walked behind you and scared the living s*** out of you making you hit his arm. He laughed and said "By the nine now I know why I fell for you" making you blush and look at the floor.

Vilkas:

Vilkas wasn't shy. At all. He told you about sex stories and over time you wished he told those kinds of stories about you. You wrote this in your diary. Big mistake. Vilkas read that and he confronted you about it. You were as red as a tomato. He explained that he liked you that way as well.