Masamune-kun's Revenge
政宗くんのリベンジ (original)
As a child, Masamune Makabe once suffered greatly at the hands of a wealthy and beautiful girl named Aki Adagaki, who nicknamed him "Piggy" due to his chubby appearance. Seeking revenge against his tormentor, Masamune works hard to improve himself and returns as an incredibly handsome, albeit narcissistic, high school student. When he encounters Aki once again, he is prepared to exact vengeance. With the aid of the rich girl's maid, Yoshino Koiwai, Masamune slowly begins to build his relationship with Aki, intending to break her heart when the time is right. However, as his friendship with Aki begins to grow, Masamune starts to question the objectives of his devious plans, and if bringing them to fruition is what his heart truly desires.
Starring Natsuki Hanae, Ayaka Ohashi, Inori Minase, Suzuko Mimori, Azusa Tadokoro, Saori Hayami, Mitsuki Saiga, Mariya Ise, Yui Ogura, Satomi Sato
It's a comedy and animation show, and has a rating of 6.5 out of 10 from Imdb which is usually fine for this kind of show.
Watch it here
Not found streaming from United States.