Just like every year, Alvin is none-too thrilled about going back to school. That is until he sees the new Principal and then it's whoa! Love at first sight!
Alvin isn't thrilled about going back to school until he sees the new Principal and develops a crush on her. At the bell of his first class, Alvin rushes to Principal Meadows's Office where he discovers Brittany is her assistant. Brittany refuses him admittance until he is sent for back-talking to his teacher. Alvin tells her a long-winded story that concludes with him kissing her hand. After misbehaving in class over and over again just to see her, Principal Meadows talks to Dave which Alvin interprets as competition. To prevent him from seeing the Principal, his teacher states a new rule in which he won't see her anymore. His continued misbehavior ultimately leads to his suspension. Dave, unable to stand Alvin and unaware he followed him, meets Principal Meadows at a cafe. Alvin crashes the dinner before learning she's married. Alvin describes his broken heart to Miss Smith as he cleans his school graffiti and quickly moves past it once he sees a girl outside walking her dog.
- This episode's plot shares some similarities to the 80's episode Romancing Miss Stone.
- When Alvin hides in a pile of self-plush toys, they can be heard singing "The Chipmunk Song (Christmas Don't Be Late)."
- When Alvin gets sent to his room to finish his homework, he sings a part of "I Wish I Could Speak French" and the original instrumental could be heard in the background as he sung it.
- The full episode was available on Nick.com (US).
- The clip of Alvin on his skateboard with a paintbrush tied to him, the clip of Alvin in sunglasses raising his hand, the clip of Dave smiling out the window of his car, and the clip of Alvin sitting on a hanger are included in the original series opening theme.
- Part of the Alvin's Wild Adventures and Back to School DVDs.
- This episode marks Brittany's first appearance in this series, along with the school The Chipmunks go to.
- First appearance of Miss Smith and Principal Meadows.
- This is the first episode to feature two songs.
- ↑ Alvinnn!!! and the Chipmunks, Tvschedule.zap2it.com, Retrieved 2015-07-29.
- ↑ Top 100 Monday Cable Originals: 8.3.2015, Showbuzzdaily.com, Retrieved 2015-08-05.
- ↑ ALVINNN!!! and The Chipmunks Vol. 1, iTunes.apple.com, Retrieved 2015-10-28.
- ↑ United States Copyright Office, Cocatalog.loc.gov, Retrieved 2013-12-09.