Here's a few from me.
So, after 13 years, I just found out that Haming (the boy you saw in Helgen during the dragon attack) is moved in with his grandfather in a shack southeast of Ivarstead. When I stumbled upon the shack and saw Haming sitting in a chair, I said to myself, man, this kid looks familiar.
Also, before entering the bridge to the College of Winterhold, you must speak to Faralda before you can cross. She will ask you to cast a spell before allowing you to cross the bridge. What I didn't know is that if you don't have the spell she asks you to cast, she will teach it to you for 30 gold. I always went back to town to buy a spell book like a dolt.