20 Best Songs About Clothing

Chelsea Cooke

Clothing plays an important role in our lives. It can make us feel powerful, sexy, or professional. It can show the world who we are and what we stand for. And sometimes, it just feels really good to put on a new outfit and dance around the house!

That’s why songs about clothing are so special. They can evoke all kinds of emotions, from happiness to love to sadness. They can take us back to memories of past outfits or inspire us to create new ones. Whether you’re getting dressed up for a night out or just daydreaming about your perfect look, these 20 songs will have you thinking about clothes in a whole new way!

By the way, if you’re a fan of songs about clothing, you might also enjoy songs about boots, songs about clueless, songs about fashion, songs about fellowship, and songs about shoes.

You Look Good In My Shirt – Keith Urban

You Look Good In My Shirt

You Look Good in My Shirt is a song co-written and recorded by Australian country music artist Keith Urban. It was released in February 2007 as the fourth single from his album Love, Pain & the Whole Crazy Thing. The song reached the top of the Billboard Hot Country Songs chart in May 2007, becoming his tenth Number One on that chart. “You Look Good in My Shirt” was written by Urban, Monty Powell, and Jerry Flowers. 

These Boots Are Made For Walkin’ – Nancy Sinatra

These Boots Are Made for Walkin'

First released in 1966, “These Boots Are Made for Walkin'” quickly became a global phenomenon, reaching the top of the charts in multiple countries. The song’s popularity can be attributed to its catchy tune and empowering lyrics, which celebrate independence and self-sufficiency. Moreover, the song’s subtle message about fashion trends remains relevant even today. In the era of fast fashion, it is all too easy to get caught up in the latest trends and neglect our personal style. However, as “These Boots Are Made for Walkin'” reminds us, it is important to stay true to ourselves and dress for our own enjoyment. After all, when we feel confident in our clothes, that is when we look our best.

Sharp Dressed Man – ZZ Top

Sharp Dressed Man (2019 Remaster)

Sharp Dressed Man is a song by the American rock band ZZ Top. The song was released in 1983 as the second single from their album Eliminator. The song was a commercial success, peaking at number eight on the Billboard Hot 100 chart. The music video for the song, which was directed by Tim Newman, was nominated for Best Male Video at the 1984 MTV Video Music Awards. The song is about a man who is well-dressed and confident in his appearance. The lyrics describe the man as “sharp” and “clean,” and advise listeners to “dress like him if you want to get ahead.” The song has been used in a number of popular culture references, including a 2013 episode of the television series Mad Men.

Itsy Bitsy Teenie Weenie Yellow Polka Dot Bikini – Brian Hyland

Itsy Bitsy Teenie Weenie Yellow Polka Dot Bikini

The song “Itsy Bitsy Teenie Weenie Yellow Polka Dot Bikini” is a classic summertime anthem. Written in 1960 by Paul Simon and Charles Tobias, the song tells the story of a young woman who is too embarrassed to go to the beach in her revealing swimwear. Over the years, the song has become synonymous with fun in the sun, and it continues to be a popular choice for pool parties and beach days. In addition to its catchy melody, the song’s lyrics are also notable for their use of onomatopoeia, which adds to the playful nature of the song. Whether you’re wearing a bikini or not, “Itsy Bitsy Teenie Weenie Yellow Polka Dot Bikini” is sure to put a smile on your face.

Sweater Weather – The Neighbourhood

The Neighbourhood - Sweater Weather (Official Video)

“Sweater Weather” is a song by the American rock band The Neighbourhood. It was released as the second single from their debut album, I Love You., on April 16, 2013. The song was written by the band’s lead singer, Jesse Rutherford, and produced by Justus West. The song’s lyrics describe a perfect fall day when the weather is cool and the leaves are falling. Rutherford has said that the song is about “the changing of seasons and relationships.” The song’s music video was directed by Hype Williams and features the band members walking around Los Angeles in slow motion.

Pyjamarama – Roxy Music

“Pyjamarama” is a song by the British glam rock band Roxy Music. It was released as a single in 1973 and reached the top ten in several countries, including the UK, where it peaked at number three. The song was written by lead singer Bryan Ferry and is one of the band’s most well-known tracks. “Pyjamarama” is a light-hearted, fun song that celebrates the simple joys of wearing pyjamas all day long. It was inspired by a period in Ferry’s life when he was living in New York City and working on his second solo album, “These Foolish Things”.

My Adidas – Run-D.M.C.

RUN DMC - My Adidas (Official Audio)

In the song “My Adidas,” rapper Run-D.M.C. extols the virtues of the iconic sneaker brand. He describes how his Adidas sneakers are not only stylish but also comfortable and durable. He goes on to say that his Adidas sneakers are a key part of his personal style and identity. In the song, Run-D.M.C. makes it clear that clothing is more than just a way to stay warm or cover up; it can be a form of self-expression. Clothing can tell the world who you are, what you’re about, and where you come from. In the case of “My Adidas,” it’s clear that clothing can have a profound impact on one’s life and sense of self.

Devil With A Blue Dress On – Mitch Ryder

Devil with the Blue Dress On / Good Golly Miss Molly (Medley)

The song “Devil With a Blue Dress On” is a classic example of rock and roll. The lyrics tell the story of a man who is attracted to a woman who is wearing a blue dress. The song is full of sexual innuendo, and the protagonist is clearly willing to risk everything for a chance to be with the woman in the blue dress. The song was released in 1966, and it quickly became a hit. It has been covered by many artists, including Bob Seger and Bruce Springsteen. The song remains popular today, and it continues to be an essential part of rock and roll history.

Short Shorts – Royal Teens

The song “Short Shorts” by the Royal Teens is a fun and catchy tune about the popular summer fashion of wearing shorts. The song was released in 1958 and became a big hit, reaching #3 on the Billboard Hot 100 chart. The song’s popularity is likely due to its light-hearted lyrics and infectious melody. In the song, the singer extolls the virtues of wearing short shorts, proclaiming that they are “comfortable, cool, and look awfully nice.” He goes on to say that everyone – from movie stars to school girls – is wearing short shorts and that they are the perfect clothing for a hot summer day. While the fashion of short shorts has come and gone over the years, the song “Short Shorts” remains a timeless classic.

Sucker In A 3 Piece – Van Halen

Sucker in a 3 Piece

The 1975 Van Halen song “Sucker In A 3 Piece” is a send-up of the manufactured image of the rock star. It’s a commentary on the superficiality of the music industry, and how appearance can often be more important than talent. The lyrics paint a picture of a man who is all show and no substance, with designer clothes and an entourage of hangers-on. The man in the song is clearly in over his head, and the band makes fun of him for it. However, the song also has a serious message about how people can be fooled by appearances. The man in the song may look like a rock star, but he’s really just a “sucker” who has been taken in by the trappings of success.

Jeans On – Lord David Dundas

Jeans On by Lord David Dundas is a song about clothing. The song is about a man who is trying to impress a woman by dressing up in his best clothes. He starts with a clean pair of jeans and a shirt, but he quickly realizes that he needs to add more to his outfit. He adds a jacket, tie, and hat, but he still feels like something is missing. Finally, he decides to add a pair of sunglasses. At first, the woman is not impressed, but when she sees the sunglasses, she changes her mind. The man has finally found the perfect outfit, and he is ready to take on the world.

No Shoes, No Shirt, No Problem – Kenny Chesney

Kenny Chesney - No Shoes, No Shirt, No Problems (Official Video)

Kenny Chesney’s hit song “No Shoes, No Shirt, No Problem” is an ode to the simple life. The lyrics paint a picture of a carefree lifestyle where the only thing that matters is having a good time. The song has a laid-back, island vibe that makes it the perfect soundtrack for a summer day. Even though the lyrics are lighthearted and fun, they also contain a message about acceptance and tolerance. In a world that is often focused on material possessions and appearances, the song reminds us that we should all just relax and enjoy life. Whether you’re barefoot on the beach or dancing in your living room, “No Shoes, No Shirt, No Problem” is the perfect anthem for letting loose and having a good time.

Long Cool Woman In A Black Dress – The Hollies

The Hollies - Long Cool Woman (In a Black Dress) (Official Audio)

“Long Cool Woman in a Black Dress” is a song written by Allan Clarke, Roger Cook, and Roger Greenaway and performed by the British rock group The Hollies. It was released on 30 April 1972 as a single from the album Distant Light. The song became the group’s second US No. 1 hit on 13 May 1972, spending a week at the top of the Billboard Hot 100. It also topped the charts in Canada and Australia. In the UK, it peaked at No. 2 on 7 May 1972 for two weeks behind “Tie a Yellow Ribbon Round the Ole Oak Tree” by Tony Orlando and Dawn.

Blue Jeans – Lana Del Rey

Lana Del Rey - Blue Jeans

Lana Del Rey’s “Blue Jeans” is a song about clothing, specifically blue jeans. The lyrics tell the story of a couple who meet and fall in love, despite the fact that they come from different backgrounds. The girl is from a wealthy family, while the boy is from a more modest background. However, they are able to connect through their shared love of blue jeans. The song paints a picture of two people from different worlds who are brought together by something as simple as a pair of jeans.

Cosby Sweater – Hilltop Hoods

Hilltop Hoods - Cosby Sweater (Official Video)

Hilltop hoods is an Australian hip hop group that has been around since 1991. The group is made up of three members, Suffa, Pressure, and MC Mixy. “Cosby Sweater” is a song off of their eighth studio album, Walking Under Stars. The song is about clothing, specifically sweaters that have been made popular by the television show The Cosby Show. The lyrics of the song are critical of the fashion choices of the characters on the show, and how those choices have influenced the fashion sense of people in Australia.

Zoot Suit Riot – Cherry Poppin’ Daddies

Cherry Poppin' Daddies - Zoot Suit Riot [Official Video]

The song “Zoot Suit Riot” by Cherry Poppin’ Daddies is a song about the zoot suit, a type of clothing that was popular among African American men in the 1940s. The song tells the story of how the zoot suit became a symbol of rebellion and how it was used by young men to express their own style and individuality. The song also describes how the zoot suit was eventually banned in some areas because of its association with crime and violence. Despite this, the zoot suit remains an iconic piece of clothing that is still worn today by people who want to express their own unique style.

Little Black Dress – Sara Bareilles

Little Black Dress

Though “Little Black Dress” is ostensibly about clothing, it’s really a song about confidence and self-acceptance. The lyrics tell the story of a woman who has been through a tough break-up and is struggling to regain her sense of self-worth. She turns to her little black dress for comfort and strength and eventually learns to love herself again. The song speaks to the power of fashion to boost our confidence and help us feel our best. It’s an empowering anthem for anyone who has ever felt a little down on themselves.

Blackfurs – Judie Tzuke

The song “Blackfurs” by Judie Tzuke is a song about clothing. The lyrics describe a black fur coat, and the singer compares it to a number of other items, including a piece of coal, a sheepskin, and a cloud. The lyrics also suggest that the coat is too hot to wear in the summer and that it should be stored away until the winter. The song is written in a very descriptive style, and the use of metaphors helps to create a vivid picture of the fur coat. The overall tone of the song is one of beauty and mystery, and it is clear that the singer is very fond of the coat.

Hand In Glove – The Smiths

The Smiths - Hand In Glove (Official Audio)

“Hand in Glove” is a song by the English rock band the Smiths, released as their first single in May 1983 on the independent record label Rough Trade. The song was written by singer Morrissey and guitarist Johnny Marr, and produced by Troy Tate. It is notable for its opening line, “I tried hard to have a father but I was so much cooler without one.” The song was recorded in April 1983 at Rockfield Studios in Wales and was included on the band’s debut album The Smiths (1984). “Hand in Glove” was well received by critics and is widely considered one of the best songs from The Smiths.

Hole In My Shoe – Traffic

“Hole in My Shoe” is a song by the British rock band Traffic. It was released as a single in 1967 and reached number two on the UK Singles Chart. The song is about a man who has a hole in his shoe and is trying to get rid of it. The lyrics are written in a light-hearted and humorous way, and the song features a catchy melody. “Hole in My Shoe” is one of Traffic’s most popular songs, and it continues to be performed live by the band today.