Madonna memorabilia goes under the hammer

Materialistic girl! Haul of Madonna memorabilia goes under the hammer – including a $50,000 lesbian love note, an early headshot and a record company REJECTION letter

  • Stash of the star’s personal items including love letters she wrote to model Amanda Cazalet go on sale today 
  • Handwritten notes tell the model, pregnant and married at the time, she’s ‘harder to seduce than the Pope’
  • Other items include a 1990 Blond Ambition tour jacket, expected to raise $3,000 (£2,200) and a personal letter to Stephen Lewicki, which documents her childhood ambitions, which could fetch $50,000 (£37,000) 
  • Online auctioneers Gotta Have Rock and Roll estimates memorabilia will make $150,000 (£113,000)

Madonna fans with deep pockets could find themselves the owner of some of the 59-year-old star’s personal seduction letters – as a haul of memorabilia goes on sale today.

The online auction looks set to raise in excess of $150,000 (£113,000) with one of the most lauded pieces being a romantically-charged letter from Madonna to model Amanda Cazalet, which sees the singer suggest getting in touch with her is so hard it’s like ‘trying to seduce the pope’. 

The love letter is carrying a price tag of $50,000 (£37,000) and joins other items including the crystal-adorned bra Madonna wore in her controversial book Sex in 1992, an early headshot of the star and a letter from a record company telling a young Madonna that she wasn’t ‘ready’ for stardom in 1981.

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Bright future: An auction selling a stash of Madonna’s personal items including this early headshot – estimated to fetch $3,000 (£2,200) – is to go on sale in online auction today

A piece of history: The famous black bomber jacket worn by the star and her entourage of dancers on her Blond Ambition tour in 1990 is priced at $3,000 (£2,200)

Among the deeply personal missives being sold is this letter to model Amanda Cazalet, who Madonna once tried to seduce after kissing her for the Justify My Love video. In the sexually-charged letter, the singer says: ‘why don’t you call me?’

‘You’re one of the most beautiful women in the world’ Madonna tells Cazalet that she’s dying to kiss her again in the racy missive, written in red ink and containing her address and phone numbers 

The front of the hand-written note to the model from a fixated Madonna. Right: The pair had already enjoyed a steamy clinch in the 1990 hit Justify My Love and the singer was clearly enamoured with the video’s muse

A worn crystal adorned bra, custom made by Andre Van Pier with Swarovski and featuring in Madonna’s Sex book is up for sale for $3,000 (£2,200)

Last laugh: A rejection letter from Millennium Records penned in 1981 tells the aspiring icon that she is ‘not ready’ yet for a career in music

Model Cazalet had featured in the steamy music video for her 1990 hit ‘Justify My Love’ and was filmed kissing the star, considered ‘highly controversial’ due to its sexual explicitness.

Madonna says in the frank letter: ‘I know you are married and pregnant and I cannot explain my attraction – nevertheless it’s there.’

In the note, written in red ink, she tells the model that she is the most beautiful woman in the world and she is dying to kiss her again, signing off ‘love and kisses, M.’

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In another revealing letter, also up at $50,000 (£37,000), to first-time filmmaker, Stephen Lewicki, she discusses her upbringing and candid moments of her life.

She explains that in fifth grade, she wanted to become a nun or a movie star but after nine months in a convent she was cured of the ‘first disease.’

Later she discusses feeling ‘slightly schizophrenic’ over whether to be ‘the class virgin or the other kind,’ as well as including her headshot and resume.

Ed Kosinski, co-owner of Gotta Have Rock and Roll, which is selling the items, said: ‘They are two very different letters. The one is autobiographical where she explains what she wants to do with her life.

Watch out world! An early portfolio documenting the stars vital statistics including height, weight and eye colour is among the items on sale

An early shot of Madonna, wearing a pink and black full body leotard shows her sass was already in place at a young age


1979 Handwritten and signed three-page autobiographical Letter to Stephen Lewicki: $50,000 (£37,000)

‘Trying To Seduce The Pope’ handwritten love letter to Amanda Cazalet: $50,000 (£37,000)

Madonna Early Handwritten ‘Swing With Me’ Early Unreleased Song Lyrics: $8,000 (£6,000) 

Original 1981 Millenium Records Rejection Letter File Copy – $4,500 (£3,400)

Kiss: Amanda Cazalet had featured in the steamy music video for the 59-year-old icon’s 1990 hit Justify My Love, which sparked controversy at the time of its release

Owned and worn Blond Ambition tour jacket: $3,000 (£2,200)

Original resume and headshot: $3,000 (£2,200)

 ‘Sex’ book Andre Van Pier custom-made Swarovski crystal bra: $3,000 (£2,200) 

‘Like A Virgin’ Andre Van Pier custom-made white tulle wedding dress under-skirt: $800 (£600) 

Madonna earliest known nude images shown on a contact sheet: $500 each (£378)

‘The other is a personal love letter to someone she had a relationship with that has never been told before.

‘The letter to Amanda is a very revealing about Madonna’s sexuality but also a very creative letter in the way that it’s written.

‘I think the piece is a very fascinating and revealing, it’s extremely creative and only Madonna could think of comparing something to ‘trying to seduce than the pope.’

Lyrics to the song Swing written by Madonna are also up for sale

‘Then an early letter to Stephen Lewicki where Madonna talks about her future, her plans and how she wants to be in movies.

‘In that letter it says she wanted to be a nun which is pretty incredible.’

Madonna’s original resume and headshot showing the star with short spikey hair are also up for auction carrying an estimate of £2,200.

Handwritten lyrics to an early unreleased song ‘Swing With Me’ is up at £6,000 and a rejection letter to Madonna from Millennium Records in 1981 is estimated at £3,400.

An early letter to Stephen Lewicki sees Madonna reminiscing about her Detroit upbringing  

The autobiographical letter is expected to be one of the auction’s big-sellers, with a price tag of $50,000 (£37,500) already put on it 

The singer signs off with her full name, Madonna Cicconi, and her vital statistics including her weight – 102lbs and her date of birth, 16th August 1959

Worn clothing including a jacket from her ‘Blond Ambition’ world tour in 1990 and the wedding dress underskirt from ‘Like a Virgin’ could fetch £2,200 and £800.

Ed said: ‘We have an incredible selection of Madonna items, she has a very large fanbase and we have a large collectors-base.

‘We try to find unique Madonna items and have two very important letters, there is also a Madonna rejection letter, Madonna autographs and more.

‘We have at least one contract, early handwritten lyrics of Madonna and we have a very nice selection of other Madonna items.’

They feature alongside 14 of the contact sheets for the earliest known nude images of Madonna, with estimates of up to £378 each.

Ed said: ‘They are vintage contact sheets coming from the photographer’s estates but are duplicates of items we previously sold.’

There are 41 pieces in total, up for auction with the bidding opening on July 11.

For more information or to place a bid visit:

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