If you're looking for manga similar to Asahi, the Cheeky Crossdresser, you might like these titles.
Soutarou Inugami is a shy and reserved high schooler interested in anime and manga. Although content with his lot in life, Soutarou also wouldn't mind having a fateful encounter with a cute girl someday. Lucky for him, he comes home from school one day to find a girl sitting at his doorstep who he's never seen before, but who happens to have the same red earrings as Meguru Satoi, a cool and good-looking guy at his school.
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The number one reason I would suggest Nise x Koi Boyfriend because of the theme 'Genderfluidity". In both of the mangas, one of the characters crossdresses but also lives a normal life with their original gender. Honestly, mangas with Genderfluidity are the best.
"You can even do something more amazing. I don't mind, if it's you." Sudou, a university student who loves games, has a difficult job-hunting experience. Thanks to a former student who he's friends with, he gets to meet Nagi, a crossdresser he admires. Sudou drinks a bit too much when Nagi shows up looking like his favorite character and listens kindly to his complaints... so he ends up bringing him home and stealing a kiss. Nagi resists at first, but gradually becomes more and more assertive!? The sound of the godly cosplayer's moans keep fueling Sudou's wild excitement...!!
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Both have almost the same story. A guy who live both lives of a girl and a boy and falling in love with another boy. Both are amazing story
Ikuto Chihana is your average office worker, but his secret boyfriend is the hottest actor in entertainment, Eiji Miyamura. They live together in secret, so wherever they go, they can't let anyone find out what's going on between them - not even when they're invited to a colleague's singles party, or out on a date! One day, someone takes a sneak picture of them, and it gets in the gossip magazines...!!! A cute romance in the entertainment world between a big star and an office worker!
It's 'cause Tsubasa's face is so cute!! Even though he knows he's a man!! They make love every night!!!?? Cram school instructor Sano has a kind and hard―working personality, but no luck with women. On the night he's dumped by his tenth girlfriend, the super cute high school girl he saves actually turns out to be a 31―year―old feminine man! Tsukasa, who dresses as a woman working at a cosplay brothel, says, "You're my 11th man today, Dr. Sano." Then, with a cute face that's totally Sano's type, Tsukasa blows him, gets on top, and says, "This is a reward for your hard work"...! A weak straight man who is easily swayed, and a super cute, super forward, older feminine―looking man go from friends with benefits to lovers.
A shriek was heard as a sailor uniform skirt fluttered, and Meguru thought himself a lucky perv till he caught a glimpse of... guy's boxer shorts? By chance, he ended up inviting the high school boy in girl's uniform, Keiichi, to his place with the mystery of why he wears that uniform still unsolved. Unwittingly, however, Meguru discovered the reason behind Keiichi's uniform...Two hearts entwined and a tale of first love,to reach out to get closer to your heart.