Introduction:

​”Try Not to Look So Pretty” is a poignant country ballad co-written and performed by Dwight Yoakam, featured on his fifth studio album, This Time, released on March 23, 1993. The song showcases Yoakam’s signature blend of honky-tonk rhythms and heartfelt storytelling, solidifying his reputation as a leading figure in the country music genre.​

Co-written by Yoakam and renowned songwriter Kostas, “Try Not to Look So Pretty” delves into the complexities of romantic relationships, exploring themes of longing and emotional vulnerability. The collaboration between Yoakam and Kostas had previously yielded successful tracks, and this song further exemplifies their synergistic songwriting partnership. ​

Released as the fourth single from This Time on February 14, 1994, the song achieved notable success on the charts. In the United States, it peaked at number 14 on the Billboard Hot Country Singles & Tracks chart, while in Canada, it reached an impressive number 4 position. These chart performances underscore the song’s resonance with audiences and its contribution to the album’s overall acclaim. ​

The music video for “Try Not to Look So Pretty” was directed by Gregory R. Alosio, with Yoakam’s involvement, reflecting his hands-on approach to his artistry. The visual narrative complements the song’s emotive lyrics, offering viewers a deeper connection to its themes. ​

This Time stands out in Yoakam’s discography for its exploration of diverse musical influences while remaining rooted in country traditions. The album produced several other successful singles, including “Ain’t That Lonely Yet,” “A Thousand Miles from Nowhere,” and “Fast as You,” each contributing to Yoakam’s enduring legacy in the music industry. Notably, “Fast as You” became his last American top 10 hit to date, peaking at number 2 on the charts. ​

For those interested in experiencing “Try Not to Look So Pretty,” the track is available on various streaming platforms, including Spotify. Listeners can appreciate the song’s intricate instrumentation and Yoakam’s distinctive vocal delivery, which together evoke the heartfelt emotion embedded in the lyrics. ​

In summary, “Try Not to Look So Pretty” exemplifies Dwight Yoakam’s ability to craft songs that resonate deeply with listeners, blending traditional country elements with introspective storytelling. Its chart success and enduring appeal attest to its significance within Yoakam’s body of work and the broader country music landscape.

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