Usotsuki Twilight

Saku, the school's most notorious delinquent, has a secret. Along with his older sister and his childhood friend, Saku is part of the three-person live-streaming crew known as the Tebasaki Sisters. During their streams, Saku dresses as a girl to hide his true identity, with twin-tails and cute outfits as his trademark look. One day, Saku is forced to go outside while cross-dressing. There, he runs into his classmate Mizuki, a cool beauty who always seems to be picking on him at school... (Source: Natalie, translated)