![Tommy Hilfiger and Dee Ocleppo at the 2019 Oscars | All the Lust-Worthy Celebrity Fashion Moments From This Year's Award Season | POPSUGAR Fashion Photo 319 Tommy Hilfiger and Dee Ocleppo at the 2019 Oscars | All the Lust-Worthy Celebrity Fashion Moments From This Year's Award Season | POPSUGAR Fashion Photo 319](https://media1.popsugar-assets.com/files/thumbor/O_gPkKAGAJL4GKjnWHrneGvNBwg/fit-in/2048xorig/filters:format_auto-!!-:strip_icc-!!-/2019/02/24/095/n/1922564/54ec8ab28a9011c8_GettyImages-1127186999/i/Tommy-Hilfiger-Dee-Ocleppo-2019-Oscars.jpg)
Tommy Hilfiger and Dee Ocleppo at the 2019 Oscars | All the Lust-Worthy Celebrity Fashion Moments From This Year's Award Season | POPSUGAR Fashion Photo 319
![Designer Tommy Hilfiger and wife Dee Ocleppo arrive for the 2016 Princess Grace Awards Gala in the Manhattan borough of New York, New York, U.S., October 24, 2016. REUTERS/Carlo Allegri Stock Photo - Alamy Designer Tommy Hilfiger and wife Dee Ocleppo arrive for the 2016 Princess Grace Awards Gala in the Manhattan borough of New York, New York, U.S., October 24, 2016. REUTERS/Carlo Allegri Stock Photo - Alamy](https://c8.alamy.com/comp/2CR07FK/designer-tommy-hilfiger-and-wife-dee-ocleppo-arrive-for-the-2016-princess-grace-awards-gala-in-the-manhattan-borough-of-new-york-new-york-us-october-24-2016-reuterscarlo-allegri-2CR07FK.jpg)
Designer Tommy Hilfiger and wife Dee Ocleppo arrive for the 2016 Princess Grace Awards Gala in the Manhattan borough of New York, New York, U.S., October 24, 2016. REUTERS/Carlo Allegri Stock Photo - Alamy
![Tommy Hilfiger and his girlfriend Dee Ocleppo attend the 3rd Annual Fashion Rocks to benefit the Elton John AIDS foundation held at the Radio City Music Hall in New York City, NY, Tommy Hilfiger and his girlfriend Dee Ocleppo attend the 3rd Annual Fashion Rocks to benefit the Elton John AIDS foundation held at the Radio City Music Hall in New York City, NY,](https://c8.alamy.com/comp/2E9HB6X/tommy-hilfiger-and-his-girlfriend-dee-ocleppo-attend-the-3rd-annual-fashion-rocks-to-benefit-the-elton-john-aids-foundation-held-at-the-radio-city-music-hall-in-new-york-city-ny-usa-on-september-7-2006-photo-by-lionel-hahnabacapresscom-2E9HB6X.jpg)
Tommy Hilfiger and his girlfriend Dee Ocleppo attend the 3rd Annual Fashion Rocks to benefit the Elton John AIDS foundation held at the Radio City Music Hall in New York City, NY,
![NEW YORK, NY - September 05, 2019: Tommy Hilfiger and Dee Ocleppo attend The Daily Front Row's 7th annual Fashion Media Awards at The Rainbow Room Stock Photo - Alamy NEW YORK, NY - September 05, 2019: Tommy Hilfiger and Dee Ocleppo attend The Daily Front Row's 7th annual Fashion Media Awards at The Rainbow Room Stock Photo - Alamy](https://c8.alamy.com/comp/WNAPRJ/new-york-ny-september-05-2019-tommy-hilfiger-and-dee-ocleppo-attend-the-daily-front-rows-7th-annual-fashion-media-awards-at-the-rainbow-room-WNAPRJ.jpg)
NEW YORK, NY - September 05, 2019: Tommy Hilfiger and Dee Ocleppo attend The Daily Front Row's 7th annual Fashion Media Awards at The Rainbow Room Stock Photo - Alamy
![Inside Tommy Hilfiger and Dee Ocleppo's $80 million apartment: There's room for Eloise, too - CultureMap Houston Inside Tommy Hilfiger and Dee Ocleppo's $80 million apartment: There's room for Eloise, too - CultureMap Houston](https://houston.culturemap.com/media-library/dee-ocleppo-and-tommy-hilfiger-in-their-plaza-apartment.jpg?id=31722805&width=980)
Inside Tommy Hilfiger and Dee Ocleppo's $80 million apartment: There's room for Eloise, too - CultureMap Houston
![Rocks, Botox and bling bags: Welcome to the super elite world of Dee Ocleppo, aka Mrs Tommy Hilfiger | Daily Mail Online Rocks, Botox and bling bags: Welcome to the super elite world of Dee Ocleppo, aka Mrs Tommy Hilfiger | Daily Mail Online](https://i.dailymail.co.uk/i/pix/2016/09/21/15/389C11FF00000578-0-image-a-8_1474468913917.jpg)
Rocks, Botox and bling bags: Welcome to the super elite world of Dee Ocleppo, aka Mrs Tommy Hilfiger | Daily Mail Online
![Tommy Hilfiger and Dee Ocleppo Are Selling Pieces From Their Connecticut Castle | Architectural Digest Tommy Hilfiger and Dee Ocleppo Are Selling Pieces From Their Connecticut Castle | Architectural Digest](https://media.architecturaldigest.com/photos/5dd55d1633888f0008dd4928/16:9/w_2560%2Cc_limit/GettyImages-1187588797.jpg)
Tommy Hilfiger and Dee Ocleppo Are Selling Pieces From Their Connecticut Castle | Architectural Digest
![Fashion designer Tommy Hilfiger and wife Dee Ocleppo take a stroll from the hotel to the Art Basel exhibition at Miami Beach Featuring: Tommy Hilfiger,Dee Ocleppo Where: Miami Beach, Florida, United States Fashion designer Tommy Hilfiger and wife Dee Ocleppo take a stroll from the hotel to the Art Basel exhibition at Miami Beach Featuring: Tommy Hilfiger,Dee Ocleppo Where: Miami Beach, Florida, United States](https://c8.alamy.com/comp/E3JXX2/fashion-designer-tommy-hilfiger-and-wife-dee-ocleppo-take-a-stroll-E3JXX2.jpg)
Fashion designer Tommy Hilfiger and wife Dee Ocleppo take a stroll from the hotel to the Art Basel exhibition at Miami Beach Featuring: Tommy Hilfiger,Dee Ocleppo Where: Miami Beach, Florida, United States
![Tommy Hilfiger, Dee Ocleppo The New Yorkers For Children MAKE IT HAPPEN Tenth Annual Fall Gala - Arrivals New York City, USA Stock Photo - Alamy Tommy Hilfiger, Dee Ocleppo The New Yorkers For Children MAKE IT HAPPEN Tenth Annual Fall Gala - Arrivals New York City, USA Stock Photo - Alamy](https://c8.alamy.com/comp/C20J08/tommy-hilfiger-dee-ocleppo-the-new-yorkers-for-children-make-it-happen-C20J08.jpg)