|Relationships||Jacob Morales (Ex-Boyfriend)|
|First Episode||Everybody Talks|
|Portrayed By||Aree Davis|
Skyler Montgomery is a character in Orlando: The City Beautiful. She is currently a senior. She is the older sister of Latisha Montgomery. She is portrayed by Aree Davis.
- She is a cheerleader with Savannah.
- She lost her virginity to Jacob.
- Her friends Savannah, Randi, Jacob, JC and Jo tormented Molly and Donovan but Skyler was the only one who didn't.
- She and Latisha have transferred to a high school in LA. Skyler, however will make about two more guest appearances.