Responses
I think this is it, hope this helps!!! Happy Reading!!! :)
http://www.mangago.me/read-manga/udagawachou_de_mattete_yo/
beta
Highschool setting; boy1 secretly crossdress outside school and boy2 got curious and followed him where boy1 stood almost all day in a park i think while boy1 crossdressed. It also had a japanese live action adaptation