Bokura no Hentai

Three boys in junior-high who cross-dress because of differing reasons meet each other through a cross-dressing community website, and decide to meet up in real life. "Parou" started cross-dressing because the boy he liked refused to date him unless he dressed up as a girl. "Marika" is transgender and identifies as female. Lastly, "Yui" is an antagonistic boy who adopted the persona of his older sister after her death. In contrast to Parou and Marika, Yui is sorely disappointed at the meeting. (Source: AniList)