Jessica Simpson Makes Rare Comment About Ex Tony Romo

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Jessica Simpson knows that some love isn’t meant to last forever.

About thirteen years following their official separation, the artist known for “I Wanna Love You” appeared to recount a recent encounter with Tony Romo.

Two weeks past, my mother received a phone call, Jessica mentioned during the 2025 Women Who Rock Benefit Concert in Pittsburgh, Pennsylvania, as captured in videos shared online. “Tina,” the man on the line said, “I’m putting the boat up for sale.” My mother responded casually, “Okay, so?

In 2009, as reported by the National Enquirer, it was claimed that Jessica presented the ex-quarterback of the Dallas Cowboys with a speedboat worth $100,000 to celebrate his 28th birthday.

She went on to say, ‘Jessica’s name is still listed as the owner on the title,’ which means that I receive documents requiring me to transfer ownership of the boat so he can sell it.

After everything had been discussed, the 45-year-old stated that Tony rewarded her with a rather unusual present: some plastic cups.

She quipped, “I’m like, ‘Wow I’m glad we didn’t work out.’”

Jessica made a seldom mention of her ex-boyfriend, whom she was with from 2007 to 2009, only a few days prior to her appearance on the red carpet at the MTV VMAs after almost two decades.

During the event, she dazzled in a black lace dress designed by Christian Siriano. Meanwhile, the singer of “Irresistible” also discussed their past support for her younger sister Ashlee Simpson. This conversation occurred shortly after Ashlee began her “I Am Me” residency in Las Vegas last month, with Eric Johnson being a part of this shared history as they divorced in 2010.

Jessica emphasized to TopMob News during the 2025 MTV Video Music Awards on September 7 that their family-which includes Maxwell (13), Ace (12), and Birdie (6) with Eric-feels like one big, joyful unit. She added, ‘We certainly wouldn’t have missed Ashlee, it was such a significant moment for us.’

The artist, being an older sibling, pondered about the emotional journey they shared with Ashlee, accompanied by their parents Joe Simpson and Tina Ann Drew.

She openly confessed, “I was quite a emotional wreck,” and added, “I must have shed tears at least seven times. I believe I’m more familiar with her lyrics compared to some of my own long-standing tunes.

In a turn of events, Tony chose to step away from the Cowboys in the year 2017. Since then, he’s embarked on a new journey in sports journalism and has been enjoying fatherhood with his three sons – Hawkins (aged 11), River (aged 8), and Jones (aged 5) – alongside his wife Candice Romo.

In a conversation with People magazine in 2012, Tony emphasized the significance of finding a partner who comprehends the demands of an athletic lifestyle when he said, “If you have a remarkable spouse who appreciates the challenges faced by an athlete, I believe that’s crucial.” He expressed gratitude for being fortunate enough to find such a person.

He also mentioned, “She’s an outstanding mother and wife.” He continued, “Spending time with her and our son has been enjoyable, and it’s been quite thrilling as well.

For a deeper dive into Jessica’s star-studded dating history, keep reading…

In the summer of 2010, Simpson started dating her current husband, a former NFL tight end who had already retired by then. Their first child, a daughter named Maxwell Drew Johnson, arrived in May 2012, and their second child, Ace Knute Johnson, joined the family in June 2013. The couple tied the knot the following summer. Simpson went on to have another child with him, Birdie Mae Johnson, who was born in March 2019.

Back in January 2025, they announced that after 10 years of being married, they had decided to part ways and go their individual ways instead.

In her statement to TopMob News, Jessica shared that she and Eric have been living apart while dealing with a difficult period in their marriage. The well-being of their children is paramount, and they are committed to making decisions that benefit them most. They are touched by the outpouring of love and support they’ve received and kindly request privacy at this time as they navigate through this challenging phase together as a family.

 

For approximately a year starting from the summer of 2006, the two musicians had an on-again, off-again relationship. This came shortly after her divorce from Nick Lachey. In her 2020 memoir, “Open Book,” Simpson disclosed details about her relationship with Mayer. She mentioned that he frequently expressed his intense obsession with her, both emotionally and physically.

In 2010, Mayer confided in Playboy that Simpson was akin to “crack cocaine” for him, further explaining that their sexual chemistry was intense and explosive, using the analogy of “sexual napalm”.

In an interview with Playboy in 2010, Mayer compared Simpson to “crack cocaine”, stating that their sexual relationship was extremely intense and passionate, likening it to a powerful explosive called “sexual napalm”.

It wasn’t pleasant for his former partner when he chose that name. In her memoirs, Simpson wrote that he believed it was the nickname she wanted. She was shocked and mortified to realize that even her grandmother might read it.

2 years after the incident, Mayer later admitted his remorse over his remarks to NPR, stating, “At that time, I had no words. I was experiencing a phase in my life where I wasn’t comfortable revealing my personal matters, yet I didn’t want to seem dull.

In her book, Simpson expressed that she frequently worried about not being intelligent enough for Mayer. She further mentioned that her apprehension would escalate, leading her to consume more alcohol as a means to hide her anxiety, marking the beginning of her reliance on alcohol to conceal her nervousness.

On April 1st, 2020, Mayer mentioned on “Watch What Happens Live With Andy Cohen” that he had picked up some information about Simpson’s memoir. He went on to say, “However, much like Pee Wee Herman in ‘Pee Wee’s Big Adventure’, before the film of his life was about to unfold, he wasn’t watching the movie. The reason being, as Pee Wee stated, ‘I don’t need to watch it, Dottie, I lived it.’ I believe this sentiment is particularly relevant here.

In 2002, Simpson got married to a fellow singer following nearly four years of courtship. It’s said that she is believed to have lost her virginity during their wedding ceremony.

Their union was featured on the MTV reality series called Newlyweds: Nick & Jessica, airing from 2003 to 2005. During this time, a memorable incident occurred when Simpson questioned a can of fish, saying, “Could this be chicken I’m eating, or is it tuna? I know it’s tuna but the label says ‘Chicken of the Sea.’ Is that just silly?

Simpson and Lachey split in 2005. They had no children together.

In my role as a lifestyle expert, I’d like to share a poignant revelation from a renowned figure’s memoir update. Upon discovering that Nick Lachey had found love anew with Vanessa Lachey, she penned a heartfelt diary entry that echoes the pain of a past love fading away. As she wrote, “It seems, Nick, you’ve moved on so swiftly? The love you once shared with me, it appears, has slipped from your memory… I’m overwhelmed with sorrow, feeling lonely in the shadows, with no one to claim as my own.

Simpson started dating the Dallas Cowboys’ quarterback towards the end of 2007, but they parted ways approximately two years after that. The breakup occurred on the eve of her 29th birthday.

Initially, it seemed like Simpson was caught off guard and wouldn’t have arranged a party had she known what was going to happen. However, now it appears they are parting ways.

In the final months of 2009, there were whispers of a romantic relationship between her and the lead singer of The Smashing Pumpkins. However, a few months later, she clarified to TopMob News that she was no longer in a relationship and referred to Corgan as a “very dear friend of mine.

If I’m having a tough time, I’d certainly reach out to Billy because he always seems to have comforting words. (She added this.)

In the late ’90s, it’s said that she was romantically linked to the actor who became famous for Supernatural. On their MTV reality show, Nick & Jessica: Newlyweds, she admitted that her heart had been shattered by an actor from Days of our Lives. Neither Simpson nor Ackles has publicly acknowledged a past relationship with each other to this day.

In the year 2004, whispers about a blossoming relationship circulated between these two individuals, although it’s worth noting that at that time, one of them was still wedded to Nick Lachey. However, neither party has publicly acknowledged any such romantic past.

In 2005, speculations about romance swirled around Simpson and the actor from Jackass, who co-starred with her in the Dukes of Hazzard film remake. In her memoir, she disclosed that their relationship was deeply emotional, claiming it to be more devastating than a physical one.

In her own words, she shared that it wasn’t until after the physical act that she truly realized the importance of the emotional aspect. What she shared with Johnny went beyond just sex, which felt like a greater transgression to her marriage vows compared to the act itself.

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2025-09-13 18:47