Anacano:

Ancano and you had been together for almost 2 months and still no kiss. You weren't complaining because you never kissed anyone. Anacano was reading and you were eating a sweet roll. You were finishing it up and noticed Anacano was staring at you "Don't stare. It's rude" You said "I can't help it. You are too beautiful" he said and got up from his seat and walked over to you. He had sat his book down and took the rest of your sweet roll putting it on the table next to you. He leaned down and kissed you. It took you a minute to realize what was happening but you kissed him back "Best first kiss" You told him

Brynjolf:

Brynjolf had asked you to go for a walk with him. It was midnight and you were tired but he gave you the puppy dog eyes "I regret teaching you that" You muttered and walked with him. He told you stories about his childhood and at one point said he fought a bear at the age of 13 "I call bull" you said "Aye that may be true but I know that we haven't had our first kiss" Brynjolf said smirking. You rolled your eyes and grabbed him by the collar "That's gonna change" you said and kissed him.

Cicero:

Truth or dare. Worst game ever. Babette thought it would be a good idea to play this godforsaken game. It was your turn "Truth or dare (Y/n)" you picked truth "Have you ever kissed anyone?" you smirked and walked over to Cicero and kissed him "I have now" you said

Farkas:

Farkas had broken yet another shield. You ran up to tell Eorlund and tripped and fell on your face. Farkas walked over giggling and helped you up. He smiled "No cuts, not a thing. Just beauty" He said. You blushed and smiled "Thanks" You muttered. You thought it was time and kissed him. Which ended up being a make-out session. 

Ulfric:

Ulfric was in his bedroom helping you move your stuff in. You finished putting everything away and sat in the nearest chair. Which happened to have an Ulfric sitting in it. You didn't care and sat in his lap. You snuggled up into his neck sighing. Ulfric chuckled and hugged you closer. You kissed his cheek and took him by surprise. He made you look at him and his eyes flicked from your eyes to your lips and back. You saw this and kissed him. His beard tickling your face. You pulled away and got off of him hearing your Uncle yell for you.

Vilkas:

Vilkas was helping out in your book store putting books on shelves and helping people find books. Things like that. You were helping  little boy learn how to read because you offer free lessons to homeless children. Vilkas was watching you because it was closing time. You smiled as the boy read another line correctly. He struggled a bit more "The waves of blue ran across the hori, horiz, I don't know this word" he said to you "It's Horizon" you smiled. After a while the boy read the whole book and left you were cleaning and Vilkas came behind you "Good job today my love" he said and you smiled "Thanks" You smiled turning around kissing him. Before you could pull away Vilkas held you in that spot kissing you back. He pulled away and kissed your nose leaving "Men" you muttered