# Taylor Swift’s High School Crush Unsuccessfully Tried To Connect With Her After Hearing This Hit Single From 2007

- URL: https://talkfuse.com/story/taylor-swifts-high-school-crush-unsuccessfully-tried-to-connect-with-her-after-hearing-this-hit-single-from-2007/
- Published: 2026-11-01T12:30:00+00:00
- Updated: 2026-11-01T13:11:42+00:00
- Original publisher: American Songwriter
- Original article: https://americansongwriter.com/taylor-swifts-high-school-crush-unsuccessfully-tried-to-connect-with-her-after-hearing-this-hit-single-from-2007/
- Topics: Entertainment, Music

## Key points

- “Teardrops On My Guitar” was inspired by Drew Hardwick.
- Hardwick contacted Swift after his relationship ended.
- Swift said the moment had passed.

## Summary

Taylor Swift’s 2007 single “Teardrops On My Guitar” was inspired by her high school crush, Drew Hardwick, and became her first Top 15 hit. The song’s success later prompted Hardwick to contact her, but Swift said the timing was too late for her feelings to return.

Hardwick was in a relationship when the song came out and turned up at Swift’s home about two years later, after his break-up. Swift recalled that he had also advertised on MySpace that a famous song had been written about him; she was unsure whether he wanted friendship or recognition. The song helped establish the personal, autobiographical approach that continued in her later early singles.

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Summarised by TalkFuse (https://talkfuse.com/). Quote the original publisher for the reporting and link this page for the summary and discussion.