The Amagami SS anime was pretty well known as a harem romance series were each main girl was able to get their own arc with the main character Junichi, with all of them being able to "win". If you haven't watched the main series yet then I suggest you do before watching this OVA so you will be familiar with all the characters.
These 6 short OVAs are some neat add-ons to the each of the 6 girls' stories. All 6 OVAs are roughly 5 minutes each, and mostly could be fit towards the middle or the end of each respective arc.
The OVA order follows the
arc order of the series based on the current girl which is: Haruka > Kaoru > Sae > Ai > Rihoko > Tsukasa.
While all 6 OVAs are short, they're all pretty funny, interesting and every character has the same personality they did in the main show.
If you enjoyed Amagami SS and wanted just a little bit more from your favorite female (or from any/all of them), then I definitley recommend watching these OVAs. Only takes about half an hour!