![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
![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
![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,
![Tommy Hilfiger with his wife Dee Ocleppo GQ Men of the Year Awards 2011 - Arrivals London, England - 06.09.11 Stock Photo - Alamy Tommy Hilfiger with his wife Dee Ocleppo GQ Men of the Year Awards 2011 - Arrivals London, England - 06.09.11 Stock Photo - Alamy](https://c8.alamy.com/comp/DBWKMC/tommy-hilfiger-with-his-wife-dee-ocleppo-gq-men-of-the-year-awards-DBWKMC.jpg)
Tommy Hilfiger with his wife Dee Ocleppo GQ Men of the Year Awards 2011 - Arrivals London, England - 06.09.11 Stock Photo - Alamy
![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
![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
![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)