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===1990s–present=== {{BLP sources section|date=November 2020}} At 54, Sinatra posed for ''[[Playboy]]'' in the May 1995 issue and made appearances on TV shows to promote her album ''One More Time''. The magazine appearance caused some controversy. On the talk-show circuit, she said that her father was proud of the photos. Sinatra told [[Jay Leno]] on a 1995 ''[[The Tonight Show|Tonight Show]]'' that her daughters gave their approval, but her mother said that she should ask her father before committing to the project. Sinatra said that when she told her father what ''Playboy'' would be paying her, he said, "Double it".<ref>{{cite news|last=Riedel|first=Michael|date=April 11, 1995|work=[[The Baltimore Sun]]|title=Nancy Sinatra poses in boots only to kick off a comeback|url=https://www.baltimoresun.com/1995/04/11/nancy-sinatra-poses-in-boots-only-to-kick-off-a-comeback/|access-date=March 17, 2017|archive-date=December 13, 2018|archive-url=https://web.archive.org/web/20181213134054/http://articles.baltimoresun.com/1995-04-11/features/1995101154_1_sinatra-boots-frank|url-status=live}}</ref> In 1995, Nancy wrote the book ''Frank Sinatra, An American Legend''. This was followed by an updated version in 1998 following Frank's death. Taking her father's advice to own her [[Mastering (audio)|masters]], Sinatra owns or holds an interest in most of her material, including videos.<ref name="sinatrakugel" /> Sinatra appeared live at the [[Edinburgh International Festival]] in August 2002. The sold-out, one-off concert was filmed by the [[BBC]] and later aired on [[BBC Four]]. She collaborated with former [[Los Angeles]] neighbor [[Morrissey]] on a 2004 version of his song "[[Let Me Kiss You]]", which was featured on her album ''[[Nancy Sinatra (album)|Nancy Sinatra]]''. The single{{spaced ndash}}released the same day as Morrissey's version{{spaced ndash}}charted at no. 46 in the UK, providing Sinatra with her first hit in more than 30 years. The follow-up single, "Burnin' Down the Spark," failed to chart. The album featured [[U2]], [[Sonic Youth]], [[Calexico (band)|Calexico]], [[Pete Yorn]], [[Jon Spencer]], [[Pulp (band)|Pulp]]'s [[Jarvis Cocker]] and [[Steven Van Zandt]], all of whom have cited Sinatra as an influence. Each artist crafted a song for Sinatra to sing on the album.<ref>{{cite news|last=Rosen|first=Jody|date=September 28, 2004|newspaper=[[The New York Times]]|title=Nancy Sinatra's indie-rock comeback|url=https://www.nytimes.com/2004/09/28/arts/nancy-sinatras-indierock-comeback.html?_r=0 | access-date=March 17, 2017}}</ref> [[EMI]] released ''The Essential Nancy Sinatra'', a UK-only [[Greatest hits album|greatest-hits]] compilation featuring the previously unreleased track "Machine Gun Kelly", in 2006. The album was Sinatra's first to make the UK charts (no. 73) since 1971's ''Did You Ever?'' reached no. 31.<ref>{{Cite web|url=https://peterviney.com/peter-viney-music-rock-the-band-record-cover/nancy-sinatra/|title=Nancy Sinatra|website=Peterviney.com|date=May 30, 2019|access-date=March 13, 2021}}</ref> Sinatra recorded "Another Gay Sunshine Day" for ''[[Another Gay Movie]]'' in 2006.<ref>{{cite web |title=Nancy Sinatra biography, birth date, birth place and pictures |url=http://www.browsebiography.com/bio-nancy_sinatra.html |access-date=2024-06-08 |website=www.browsebiography.com}}</ref> Sinatra received a star on the [[Hollywood Walk of Fame]] on May 11, 2006. A Golden Palm Star on the [[Palm Springs, California]], [[Palm Springs Walk of Stars|Walk of Stars]] was dedicated to her in 2002.<ref>{{cite web|url=http://www.palmspringswalkofstars.com/web-storage/Stars/Stars%20dedicated%20by%20date.pdf|title=Palm Springs Walk of Stars by date dedicated|website=Palmspringswalkofstars.com|access-date=2014-04-01|url-status=usurped|archive-url=https://web.archive.org/web/20121013165655/http://www.palmspringswalkofstars.com/web-storage/Stars/Stars%20dedicated%20by%20date.pdf|archive-date=October 13, 2012|df=mdy-all}}</ref> Sinatra appeared as herself on one of the final episodes ("[[Chasing It]]") of the [[HBO]] mob drama ''[[The Sopranos]]''. Her brother Frank Jr. had previously appeared in the 2000 episode "[[The Happy Wanderer (The Sopranos)|The Happy Wanderer]]". Sinatra and [[Anoushka Shankar]] recorded a 2007 [[Public service announcement|public-service announcement]] for Deejay Ra's Hip-Hop Literacy campaign, encouraging reading of music and film-related books and screenplays.<ref>{{Cite news|url=http://lyricalknockout.com/_pdfs/SinatraAndShankar.pdf|title=Maestros' daughters to promote books on their fathers|date=Oct 5, 2007|work=The Indian Express|access-date=Jan 27, 2020}}</ref> Sinatra's digital-only album ''[[Cherry Smiles - The Rare Singles|Cherry Smiles: The Rare Singles]]'', featuring previously unreleased tracks and songs only available as singles, was released in 2009.<ref>{{Cite web|url=https://nancysinatra.com/blog/2009/08/cherry-smiles-2/|title=Cherry Smiles {{!}} The Official Site of Nancy Sinatra|website=nancysinatra.com|language=en-US|access-date=2017-09-29|archive-date=September 29, 2017|archive-url=https://web.archive.org/web/20170929233018/https://nancysinatra.com/blog/2009/08/cherry-smiles-2/|url-status=dead}}</ref><ref>{{Cite web|url=https://www.discogs.com/Nancy-Sinatra-Cherry-Smiles-The-Rare-Singles/release/9254478|title=Nancy Sinatra - Cherry Smiles - The Rare Singles|website=Discogs|date=September 22, 2009 |language=en|access-date=2019-09-13}}</ref> She released the 2013 digital-only album ''[[Shifting Gears (Nancy Sinatra album)|Shifting Gears]]'', featuring 15 previously unreleased tracks, including a rendition of [[Neil Diamond]]'s "[[Holly Holy]]". The [[orchestra]] tracks were recorded in the 1970s while Sinatra was touring with a 40-piece orchestra, and her vocal tracks were recorded within 10 years of the release of the collection.<ref>{{cite web|url=https://www.usatoday.com/story/life/music/2013/11/14/song-stream-premiere-nancy-sinatra-holly-holy/3511257/|title=Song stream: Nancy Sinatra's 'Holly Holy'|work=USA Today|access-date=2017-06-26}}</ref> Sinatra's 1967 hit duet with Lee Hazlewood, "[[Summer Wine]]", was featured in retail apparel giant [[H&M]]'s "The Summer Shop 2017" ad campaign.<ref>{{cite web|url=https://www.youtube.com/watch?v=L7l4G9ve8uU| archive-url=https://ghostarchive.org/varchive/youtube/20211030/L7l4G9ve8uU| archive-date=2021-10-30|title=H&M The Summer Shop 2017| date=May 18, 2017|via=[[YouTube]]|access-date=2017-06-26}}{{cbignore}}</ref> In October 2020, Sinatra and [[Light In The Attic Records|Light in the Attic Records]] announced plans to release the Nancy Sinatra Archival Series. The first release was a [[Record Store Day]] [[Black Friday (shopping)|Black Friday]] exclusive 7" vinyl single featuring two Sinatra/Hazlewood duets, "[[Some Velvet Morning]]" and "[[Tired Of Waiting For You|Tired of Waiting for You]]". A new 23-track compilation, ''Start Walkin' 1965–1976'', followed in February 2021.<ref name="Grdn"/> The first single, a remastered reissue of Nancy & Lee's 1976 Private Stock single "[[L'Été indien|(L'été Indien) Indian Summer]]", was released as a digital exclusive on October 21, 2020. Some of Sinatra's past albums were issued on CD for the first time, including her first record with Hazlewood, 1968's ''[[Nancy & Lee]]'', and its follow-up, 1972's ''Nancy & Lee Again''.<ref>{{cite web|url=https://sinatrafamily.com/blog/2020/10/nancy-joins-light-in-the-attic/7/|title=Nancy Joins Light In The Attic|website=SinatraFamily.com|access-date=2020-11-01}}</ref> Sinatra's debut album, ''Boots'', was reissued on vinyl, picture disc, compact disc, 4-track, 8-track, and digital by Light In The Attic Records on September 17, 2021. The second wave of the Nancy Sinatra Archival Series kicked off on September 29, 2023 with the digital release of a new 25-song compilation ''Keep Walkin': Singles, Demos & Rarities 1965-1978.''<ref>{{Cite web|title=Keep Walkin' — Singles, Demos & Rarities 1965-1978|work=Discogs|url= https://www.discogs.com/release/28431241-Nancy-Sinatra-Keep-Walkin-Singles-Demos-Rarities-1965-1978 |accessdate= 19 February 2025 }}</ref> Physical release followed on October 20, 2023. Sinatra participated in her first [[YouTube]] live chat on November 2, 2023.
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