![Dee Ocleppo and Tommy Hilfiger at the 2019 Oscars | Get Ready for the 2020 Oscars by Reminiscing on Last Year's Most Stylish Couples | POPSUGAR Celebrity Photo 92 Dee Ocleppo and Tommy Hilfiger at the 2019 Oscars | Get Ready for the 2020 Oscars by Reminiscing on Last Year's Most Stylish Couples | POPSUGAR Celebrity Photo 92](https://media1.popsugar-assets.com/files/thumbor/m-g7G89hx97zWQxSpY6JlvZgYoY/fit-in/2048xorig/filters:format_auto-!!-:strip_icc-!!-/2019/02/24/115/n/1922398/3ed8778bd6dcc8aa_GettyImages-1127186999/i/Dee-Ocleppo-Tommy-Hilfiger-2019-Oscars.jpg)
Dee Ocleppo and Tommy Hilfiger at the 2019 Oscars | Get Ready for the 2020 Oscars by Reminiscing on Last Year's Most Stylish Couples | POPSUGAR Celebrity Photo 92
Inside Tommy Hilfiger and Dee Ocleppo Hilfiger Celebrate NYFW with Douglas Elliman and BELLA — Off The MRKT
![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 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/5dd55d1633888f0008dd4928/3:2/w_2338,h_1558,c_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
Tommy Hilfiger and Dee Ocleppo Buy Palm Beach, Florida, House for $21 Million | Architectural Digest
![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
Fashion Designers Tommy Hilfiger and Dee Ocleppo Hilfiger to Honor 2014 CancerForward Forward Movers at Saks Fifth Avenue Key To The Cure Kickoff
![Tommy Hilfiger: Stitching Together a Family - Parade: Entertainment, Recipes, Health, Life, Holidays Tommy Hilfiger: Stitching Together a Family - Parade: Entertainment, Recipes, Health, Life, Holidays](https://parade.com/.image/t_share/MTkwNTc4MzkxNzgxODc2ODYx/tommy-hilfiger-autism-ftr.jpg)