The light novel is the original content for this series. There are currently 11 volumes and a 12th is rumoured to be in progress. Volumes 1-3 have been translated to English and are set to be released in 2017, or are already out.
There are currently 4 Drama CD's released. They are bundled with special editions of the light novels.
A drama CD, titled Tatoeba Konna Birthday Song (たとえばこんなバースデーソング, subtitled with "Birthday Song for you"), was released with a special edition of the 3rd light novel on November 18, 2011. The drama CD contains a character song, sung by Saori Hayami and Nao Tōyama, titled "Bright Generation" and composed by Yukari Hashimoto.
A second drama CD, titled Hikigaya Komachi no Keiryaku (比企谷小町の計略, subtitled with "His sister's tactics"), was sold together with the first one at Marvelous AQL's booth at Comiket 83, held on December 29, 30, and 31, 2012.
A third drama CD, titled Kanojotachi no, We Will Rock You (彼女たちの、うぃー・うぃる・ろっく・ゆー♡, subtitled with "We will... We will rock "you"!!"), was bundled with the special edition of the 7th volume, published on March 19, 2013. The drama CD contains a character song by Saori Hayami and Nao Tōyama, titled "Rock You!!" and composed and arranged by Yūya Saitō.
A fourth drama CD, titled Sono Christmas Candle no Akari ga Yureru Toki... (そのクリスマスキャンドルの灯が揺れる時…), was released with the special edition of volume 6.5 on July 22, 2014. The fourth drama CD contains a character song by Saori Hayami and Nao Tōyama, titled "Kimi to Merry Christmas" (君とMerry Christmas).
Season 1 - Yahari Ore no Seishun Rabu Kome wa Machigatteiru/My Teen Romantic Comedy SNAFU (2013)
OVA - The first OVA released (2013)
Season 2 - Yahari Ore no Seishun Rabu Kome wa Machigatteiru. ZOKU/My Teen Romantic Comedy SNAFU TOO! (2015)
OVA. ZOKU - The second OVA released (2016)
Game 1 - Yahari Game demo Ore no Seishun Rabu Kome wa Machigatteiru
Game 2 - Yahari Game demo Ore no Seishun Love Kome wa Machigatteiru. Zoku