QUESTION: In what order should I watch the series?
ANSWER: See below for the perfect order, but the starred items (☆) are a must see.
High☆Speed！ Volume1 -- Light Novel (to be read as an antecedent to the anime)
High☆Speed！ Volume 2 -- Light Novel (to be read as an antecedent to the anime)
☆Free! -- Season 1 Anime
Makoto's Problem! -- Original Video Animation
Recruiting New Members! -- Original Video Animation
Rin and Nitori, a Week With Us! -- Original Video Animation
Rei's Entry Training! -- Original Video Animation
Rei, Theory and Speedo! -- Original Video Animation
The Iwatobi Family! -- Original Video Animation
A Distant Tremble! -- Original Video Animation
☆Free!-Eternal Summer- -- Season 2 Anime
Forbidden All-Hard! -- Original Video Animation
☆High☆Speed！the movie －Free! Starting Days－-- Movie
Free!-Timeless Medley- the Bond -- Movie (recap)
Free!-Timeless Medley- the Promise -- Movie (recap)
☆Free! The Movie -Take Your Marks- -- Movie
☆Free!-Dive to the Future- -- Season 3 Anime
Buildup of Early Spring! -- Original Video Animation
Free!-Road to the World- the Dream -- Movie (recap)
☆Free!–the Final Stroke– the first volume -- Movie