Anime-Planet users recommend these anime for fans of Higehiro: After Being Rejected, I Shaved and Took in a High School Runaway. All available to watch right here, right now!
One rainy day, salaryman Amakusa Ryo is saved by a high school girl he doesn't know at the station. He later finds out that the girl is Arima Ichika. Ryo is somewhat of a womanizer and to repay her for saving him, he suggests giving her a kiss or going out on a date with her, in which Ichika tells him he's creepy. This, however, opens a new door for Ryo and...
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What can I say, they have the most common stories in between them with age gaps, student/teacher relationships or the bitter drama, that explains why this is about a young adult men and a young teenager girl.
Its very similar to Higehiro in that its a slightly inappropriate relationship between a working 20 something man and a high school girl. They both explore areas of a relationship type not normally seen in anime.
Both have age gap relationships and are comedic in their own ways. The only difference I found so far is that Higehiro tends to edge on the fine line on what is considered anime and what is considered hentai.