Taylor’s style during the self-titled era was very young country, over-exaggerated and loud. For example, her hair was much bigger and often left untamed. The curls were either styled to be naturally frizzy or corkscrewed and voluminous.

For the majority of award shows I can only describe her go-to style as “prom dress”-y. Which, given the fact that she was a high school student and her framework for style was prom dresses, isn’t really that surprising.  

She almost exclusively wore cowboy boots during concerts and a few award shows. 

Her concert-wear consisted of spaghetti strap dresses with deep v-cuts, embellished with either ruffles or sequins. 

Taylor also had a tendency during this era to stack her bracelets (only on her left hand so her jewelry wouldn’t interfere with her strumming right hand when playing guitar). This went on until the Fearless era. The self-titled era is also marked by the ‘Sharpie Heart’ which Taylor drew on the top of her left foot (you can see it in some of the artwork from the self-titled album booklet). She once stated she would get it tattooed on if her album sold a certain amount of records. This was later redacted when her dad told her if she got a tattoo he would “sand it off with a belt sander.”

“Prom” shoes and dress as well as Sharpie Heart. 

Example of natural curls and the Sharpie Heart.

Example of voluminous ‘corkscrew’ curls and ‘loud’ embellished dress. 

Natural hair, cowboy boots and prints.

More corkscrew curls. Also my least favourite thing Taylor has ever worn. Like ever.

Tiered, ruffled dress and cowboy boots.

Feathers, cowboy boots. Also the stacked bracelets.

Spaghetti strap, v-cut dress. Cowboy boots.  

(All photos from 2006-2007).

– Sarah

Taylor’s style during the self-titled era was very young country, over-exaggerated and loud. For example, her hair was much bigger and often left untamed. The curls were either styled to be naturally frizzy or corkscrewed and voluminous.

For the majority of award shows I can only describe her go-to style as “prom dress”-y. Which, given the fact that she was a high school student and her framework for style was prom dresses, isn’t really that surprising.  

She almost exclusively wore cowboy boots during concerts and a few award shows. 

Her concert-wear consisted of spaghetti strap dresses with deep v-cuts, embellished with either ruffles or sequins. 

Taylor also had a tendency during this era to stack her bracelets (only on her left hand so her jewelry wouldn’t interfere with her strumming right hand when playing guitar). This went on until the Fearless era. The self-titled era is also marked by the ‘Sharpie Heart’ which Taylor drew on the top of her left foot (you can see it in some of the artwork from the self-titled album booklet). She once stated she would get it tattooed on if her album sold a certain amount of records. This was later redacted when her dad told her if she got a tattoo he would “sand it off with a belt sander.”

“Prom” shoes and dress as well as Sharpie Heart. 

Example of natural curls and the Sharpie Heart.

Example of voluminous ‘corkscrew’ curls and ‘loud’ embellished dress. 

Natural hair, cowboy boots and prints.

More corkscrew curls. Also my least favourite thing Taylor has ever worn. Like ever.

Tiered, ruffled dress and cowboy boots.

Feathers, cowboy boots. Also the stacked bracelets.

Spaghetti strap, v-cut dress. Cowboy boots.  

(All photos from 2006-2007).

– Sarah