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Love is in the air — and Madonna’s proving she’s not slowing down anytime soon! The 67-year-old music icon has reportedly found love again, this time with 29-year-old Akeem Morris — and rumor has it, there might even be wedding bells on the horizon.

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00:00Love is in the air, and Madonna's proving she's not slowing down anytime soon.
00:04The 67-year-old music icon has reportedly found love again, this time with 29-year-old
00:10Akeem Morris, and rumor has it there might even be wedding bells on the horizon.
00:15Yep, you heard that right.
00:17Engagement talk is in full swing.
00:19I think what makes a marriage successful is the ability to love one another unconditionally.
00:26Madonna was recently spotted in New York with her much younger boyfriend, and let's
00:31just say she was keeping things low-key.
00:33Dressed in a comfy puffer coat, tracksuit bottoms, and sneakers, she looked like any traveler
00:38just trying to get through the airport unnoticed.
00:41But, of course, when you're Madonna, unnoticed isn't really an option.
00:47Her assistant and Akeem were right by her side as she made her way through JFK.
00:51Now this relationship isn't just making headlines because of the age gap.
00:54Insiders claim Akeem has actually had a big influence on Madonna's mindset, especially
00:59when it comes to how she views herself.
01:02For years, there's been endless chatter about her cosmetic choices, but lately, people have
01:07noticed a change.
01:08She seems more relaxed, more herself.
01:12According to Page Six, Madonna wants to look like herself again and is embracing a more natural
01:18look.
01:19Apparently, Akeem's been a big part of that shift, reminding her she's beautiful just the way
01:23she is. And honestly, that's the kind of energy we all need in our lives, right?
01:28That's soul. That's loving someone on a soul level.
01:31But it's easy to...
01:31Taking all the physical stuff away.
01:33Yeah.
01:33So who exactly is Akeem Morris? Born in Jamaica, he's a former soccer player whose talent took
01:39him all the way to the U.S. He studied and played soccer at Stony Brook University in New York,
01:44later joining Oyster Bay United FC. But it wasn't until he crossed paths with Madonna
01:50during a 2022 photo shoot for Paper Magazine that things started to get interesting.
01:55At the time, Madonna was seeing someone else, but their friendship slowly turned into something
02:00more. And by 2024, Akeem was showing up in her Instagram posts.
02:06When Madonna celebrated the 4th of July last year, she posted a touching message about recovering
02:11from her health scare. And Akeem was right there next to her. Since then, he's been part of her
02:17family life too, celebrating holidays like Christmas and Hanukkah with her kids.
02:22Even her 67th birthday trip to Italy this summer had Akeem in the mix, as the two watched the
02:27historic paleo horse race in Siena. Sources close to the couple say Madonna has never been happier.
02:33She's reportedly planning a small, intimate wedding, possibly in Italy, Portugal, or at her
02:39East Hampton estate. And yes, there's talk of a prenup. But apparently, Akeem's completely fine
02:45with that. If it happens, it'll be Madonna's third walk down the aisle. Her first, of course,
02:51was with Sean Penn four decades ago. Let's wind the clock back to 1985.
02:57Madonna was busy filming her music video for Material Girl off her album Like a Virgin.
03:02That was when she first laid eyes on Sean Penn. The actor was visiting his former assistant,
03:06who was working on the set for the music video at the time. As legend has it, Penn got his first
03:13glimpse of Madonna, decked out in the dress Marilyn Monroe made famous in the film
03:17Gentlemen Prefer Blondes. She was a vision in pink, bursting with charm and charisma,
03:24and seemingly irresistible. Penn was hooked, and it seemed like Madonna was just as taken by the actor
03:30as he was with her. It was love at first sight for the pair, and they immediately hit it off.
03:35They had both just come out of relationships, and were enjoying their newly single lives.
03:40So at first, the couple decided to take things slow, and date non-exclusively.
03:45I think there's enough weird conceptions about me already.
03:49I guess that the biggest one is that, uh, that I'm married to Madonna.
03:55I wish.
03:56But that didn't last very long. It didn't take long for the pair to take their relationship to the
04:02next level, and it soon blossomed into a full-on romance. After just six months of dating,
04:09Sean popped the big question, and Madonna said yes. They said their I-dos in 1985, and the ceremony
04:16was held at a clifftop mansion in Malibu. It was an A-list wedding, featuring guests like Tom Cruise,
04:22Cher, Martin Sheen, Carrie Fisher, and more. The date of their wedding was also significant,
04:29because it was on the singer's 27th birthday, no less, and the next day Sean Penn turned 25.
04:34Following their blissful vows, Madonna and Penn took their romance to the big screen when they
04:39starred alongside one another in the 1986 adventure comedy, Shanghai Surprise. And the singer even
04:46dedicated her 1986 True Blue album to her new husband.
04:49But it is interesting that Sean Penn found Madonna the world's most public woman and fell in love
04:58with her.
04:58My life is just a trap.
05:00Yeah.
05:00It seemed like love was truly in the air, and to the public, the couple looked perfect together.
05:06Fans thought that this was going to be one of Hollywood's epic, unbreakable marriages.
05:09Unfortunately, behind the scenes, things were not as perfect as they seemed to be. Behind closed doors,
05:16the couple's marriage was rife with accusations of infidelity, domestic violence, and unhappiness.
05:22Although their relationship was off to a good start, it seemed that their marriage brought out
05:26the worst in Sean. The actor struggled with unpredictable bursts of rage and temper tantrums
05:32that would put a toddler to shame. Penn had become incredibly jealous of his new wife's fame,
05:37and couldn't handle all the attention she received, especially from other men.
05:41However, he should have understood that Madonna's fame was part of the package in their relationship.
05:45In fact, Sean got so mad that he attacked songwriter David Walensky in a nightclub
05:50after he thought Walensky had kissed his wife. He had believed that Madonna had been unfaithful to him,
05:55and he had decided to take it out on David. As it turned out, Walensky and Madonna were just good
06:00friends, and nothing had happened. The future Oscar winner was fined $1,700 and sentenced to one year
06:08of probation for the attack. Insiders also revealed that Penn believed Madonna was having an affair with
06:14her each-time-you-break-my-heart collaborator Nick Kamen. Though she adamantly denied cheating on Penn with
06:20Kamen, seeing them together made Sean wildly jealous. But despite his insecurities, Madonna was
06:27understanding of Penn's actions, and even revealed that she too has those moments.
06:32I have my insecure moments, Madonna admitted at one point during the relationship. And that puts a lot
06:41of strain on people. You take things out on the person you love, and that causes fights, alienation,
06:48grief, shrink sessions, and a lot of caca. After a year of marriage, Madonna filed for divorce from Penn,
06:54but later withdrew the papers, only to file them again in 1989. While it's unclear if Penn's
07:00outbursts prompted the singer to end their relationship, it's been rumored that the singer
07:04suffered years of abuse from her husband, which many believe was a big reason for their split.
07:09However, it turned out those rumors had no truth to them. Madonna even set the record straight on the
07:14abuse accusations in 2017, insisting that Penn never laid a hand on her during their marriage.
07:20There was never much evidence to prove the abuse allegations. The former couple would later both
07:25adamantly refute the allegations. But Madonna was vague when asked if she filed a police report about
07:30it. I am aware of the allegations that have surfaced over the years accusing Sean of incidents of
07:35physical assault and abuse against me. I know the allegations in those and other reports to be
07:41completely outrageous, malicious, reckless, and false. The allegations described an event that
07:48occurred where Sean had supposedly struck the singer with an 8-3, patten y de la huelste,
07:53dad in 1987. However, Madonna explained that the allegations were all false. On the other hand,
08:00she did admit that she and Sean certainly had more than one heated argument during their marriage.
08:05But Sean had never physically assaulted her in any way.
08:08I am aware that I can be a difficult person to like from afar often. I sometimes think that,
08:17you know, I have a great love affair with humanity, but not too good about humans.
08:22While the official reason behind their split remains a mystery, taking a look back at their
08:27complicated and dramatic romance, it seems like their reasons were clear. Sean couldn't keep himself out
08:32of trouble, and it was all too much for Madonna. We also can't forget their busy schedules along with
08:38Sean's jealousy and short temper. When you put all of those things together, unfortunately,
08:43their marriage was doomed from the start.
08:45I learned a lot. He's an incredible human being. He's intelligent. He's talented. And even though,
08:52you know, things didn't work out for us in terms of our marriage, I don't regret marrying him for a
08:56moment. Although Madonna and Penn's marriage came to a tumultuous end in 1989, they have continued
09:04being great friends in the years following. Not only have they supported each other's respective
09:09careers, but they've also spoken highly of one another during interviews and special events.
09:15In 1991, Madonna released her documentary, In Bed with Madonna, where she was asked to name the love
09:22of her life. She coyly whispered back one single word. Sean. So, despite all their drama,
09:30the singer still had a special place for Penn in her heart as the love of her life.
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