If you liked the Princess Princess anime, the Anime-Planet community thinks you'd like:
Ever since their first meeting at six years old, Hikari Hanazono has struggled to defeat her rival Kei Takashima at anything, whether it be athletics or academics. To date she has proven unsuccessful, resulting in Kei constantly referring to her as "second place." In reality, Kei has been in love with Hikari for quite some time, but Hikari remains completely oblivious to the fact. Now, as the top two students in a prestigious academy, the duo continues their long-running competition as part of the school's elite class of seven, the Special A. Will Hikari ever surpass Kei... or realize that he loves her?
On Astraea Hill stand 3 prestigious female-only academies known as St. Miatre, Spica, and LeRim; and though the schools are separate, they share a single campus and dormitory. Nagisa Aoi is a 10th grader who has decided to transfer to St. Miatre's Girls' Academy. Though her transition has been smooth so far, while exploring the campus Aoi inadvertently falls down a hill, sees the beautiful Shimuza, and promptly (not to mention embarrassingly) faints. Nagisa continues to see Shimuza out and about, but soon discovers that she is the "Etoile" -- a well respected girl within all of the schools. With Shizuma taking a liking to the new transfer student Nagisa, secrets of Shizuma's past will unravel over the coming school year.
Both Princess Princess and Strawberry Panic show the daily life of the stars of the school, their tasks to represent and cheer for the students, and the sacrifices they have to make in order to fulfill their duties. Strawberry Panic is more romantic than Princess Princess, while Princess Princess is more centered on the funny aspects of the character's weird situation.
Megumi was a normal kid. He enjoyed getting into fights and mixing it up, and one day he did so in defense of a wizard who was being attacked by bullies. His reward was a magical book that was supposed to grant his wish. The mischievous demon inside the book decided to play a prank on Megumi, though, and instead of turning him into "a man among men," he became a girl. Fast forward to five years later, and Megumi is now entering high school, a tumultuous time for even normal teenagers, let alone a girl who is trying to figure out how become a guy again...
Princess Princess and Cheeky angel have many elements in common: characters pressured to take a gender role they don't want, femininity used as a tool/weapon, school setting, humor, and group-of-friends dynamic.