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Jesse Lally<\/strong><\/a>\u2019s failed marriage to estranged wife Michelle Lally<\/strong> was his storyline during The Valley<\/em><\/a> season 1, and now fans are stunned over his former fling<\/a> with late Hollywood star Anna Nicole Smith.<\/p>\n The Bravo newcomer was featured in a few advertisements for the defunct weight loss drug Trimspa with Anna, who was the face of the brand at the time. Housewives Tamra Judge<\/strong> and Teddi Mellencamp \u200bArroyave<\/strong> brought up Jesse\u2019s past gig during the Wednesday, June 5, episode of their \u201cTwo Ts in a Pod\u201d podcast, asking if Anna had a sexual relationship with Jesse.<\/p>\n \u201cFor a year or two,\u201d Jesse, 43, responded. \u201cI would come to L.A. and she\u2019d be in New York every once in a while.\u201d<\/p>\n \u201cWe were shooting in Miami [in] 2002. And the first time I met her, the first layout was an old James Dean and Marilyn Monroe photo where Marilyn\u2019s naked on a mattress and James Dean has no jeans and no shirt on in front of her,\u201d the real estate agent continued. \u201cI literally walked over with no shirt on, sat down and she\u2019s like, \u2018Hi, I\u2019m Anna Nicole.\u2019 And I\u2019m like, \u2018Nice to meet you.\u2019\u201d<\/p>\n Jesse continued to reflect on the photo shoot where he pulled the Playmate into the ocean and pushed her underwater with him. Although the crew was allegedly \u201cpissed\u201d because her glam was ruined, the pictures \u2013 shot by photographer \u200b\u200bAntoine Verglas<\/strong> \u2013 were the ones chosen for the campaign.<\/p>\n \u201cI was literally in my room that night. She called me. I was having a bottle of wine in the room, and I was like, \u2018Yeah, I can come up to the room.\u2019 And it was funny. We did a couple\u2019s massage,\u201d Jesse continued. \u201cWe were just kind of like two little kids messing with each other.\u201d<\/p>\n Tamra, 56, and Teddy\u2019s spicy question was a follow-up inquiry from Jesse\u2019s May appearance on Watch What Happens Live<\/em>, when he first opened up about previously working with Anna. Back in 2013, Jesse shared a throwback photo with the late actress.<\/p>\n Anna became the spokesperson for TrimSpa in 2003. While being the face of the brand, the To the Limit<\/em> actress featured in print and video advertisements. TrimSpa heavily declined after Anna\u2019s death in 2007 at 39 years old after an accidental drug overdose. Anna was found unresponsive in her hotel room at the Hard Rock Hotel & Casino in Florida during a trip with partner Howard K. Stern<\/strong>. After Anna\u2019s private nurse found her in the room, she was rushed to Memorial Regional Hospital, where she was pronounced dead.<\/p>\n<\/p><\/div>\n