A few years after Barack Obama praised Drake, calling him talented enough to do anything, the rapper was seen partying with Obama’s daughters.
Malia and Sasha Obama were spotted at a Hollywood party with Drake, wearing outfits that showed off their fun and stylish sides. One of them showed her midriff, while the other wore a revealing top.
If you want to know more about the former first daughters, who are now all grown up, keep reading!
Life in the White House wasn’t easy for Malia and Sasha Obama, who just want to enjoy life like everyone else.
On Father’s Day, Michelle Obama shared a sweet message, thanking Barack Obama for being a loving and caring dad to their two girls, Malia and Sasha.
Malia, born on July 4, 1998, and Sasha, born on June 10, 2001, are the daughters of former President Barack Obama and Michelle Obama. From 2009 to 2017, they lived in the White House, one of the most famous homes in the world.
Their mother, Michelle Obama, once said that the girls had to learn how to handle all the attention while staying polite and figuring out how to live their own lives under the public eye. She shared this during an interview on the *Moments that Make Us* podcast with Melinda French Gates.
Michelle Obama shared that her daughters had to be smart, confident, and independent from a young age, even while living in the White House with staff like butlers, maids, and florists. She always reminded them, “You won’t live here with me forever, so I need to help you take charge of your own life.”
In 2014, when Malia was getting ready for prom, it was hard for Barack Obama to see his oldest daughter growing up so fast.
“I think it’s fair to say that the first time you see your daughter in heels is a little bit jarring,” he said on Live with Kelly & Michael. “She’s lovely. She’s beautiful.”
After graduating high school in 2016, the young woman took a gap year before attending Harvard University, where she graduated in 2021.
Malia Obama showed an interest in entertainment and spent her gap year working in the industry. She worked as a production assistant on Halle Berry’s CBS sci-fi show *Extant* and as a writer on the Amazon series *Swarm*.
In 2024, using the name Malia Ann, she made her debut at the Sundance Film Festival with a short film she wrote and directed called *Heart*.
Back in 2008, Barack Obama told *People* that Sasha was full of energy and the comedian of the family.
After Sasha graduated from high school in 2019, she started her first year at the University of Michigan, where she had to learn online because of the COVID pandemic.
At 23, Sasha Obama graduated from the University of Southern California in May 2023 with a degree in sociology.
Now, she and her sister Malia live together in a home in Los Angeles.
Michelle Obama shared how happy it makes her to see her daughters finding comfort in each other’s company, saying, “It’s the one thing you hope for as a parent.”
Malia and Sasha also enjoy having fun together. Recently, they were spotted partying with Canadian rapper Drake at The Bird Streets Club in Los Angeles, dressed in stylish outfits that fit the occasion.
Sasha Obama showed off her belly in a black cropped corset, paired with baggy cargo pants and open-toe shoes. She wore her braids in a high ponytail and added some sparkle with earrings, a necklace, and rings.
Malia matched her sister’s cool style, wearing a sheer lace-up top with high-waisted printed pants that showed off her curves. She completed her look with long brown hair over her shoulders and chunky boots.
The sisters partied at Drake’s event, which must have been wild! Reports say they stayed out until 4 a.m. and left with their friends.
Drake, who has a mutual admiration with the Obama family, was in L.A. for his “It’s All A Blur Big As The What?” tour at the Crypto.com Arena. The Toronto-born rapper once said he’d love to play Barack Obama if a biopic is ever made.
In 2010, Drake said, “I hope someone makes a movie about Obama’s life soon because I could play him.”
In 2020, Barack Obama responded to the idea and praised Drake. “Drake seems to be able to do anything he wants,” the former president said when asked about Drake playing him in a movie. “He’s a talented guy, so if the time comes and he’s ready…”
He adds, “Drake has, more importantly I think, my household’s stamp of approval. I suspect (my daughters) Malia and Sasha would be just fine with it.”
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My Brother Covertly Took the $20K My Grandmother Left for Me Before Her Death — Karma Intervened Before I Could Confront Him
The moment I saw my brother cruising around in a shiny red convertible, I knew something was off. Little did I know, that car held the key to a betrayal I never saw coming — and a plan Gran had set in motion long before she was gone.
My name is Juniper. I’m 26 now, and I’ve been living out of state for four years. Honestly, it was the best decision I ever made: to get away from my family and from all the hurt that came with it.
It wasn’t like I ever felt a part of them. My parents had always favored my older brother, Maverick. You could say he was the golden child, but that doesn’t even cover it. Growing up, I was just… there. The “spare,” as Gran used to joke, though there was always a tenderness in her voice when she said it.
That’s part of why I left. Well, that, and Noel — my boyfriend. He convinced me it was time to live for myself, to create something outside the shadows of my family.
We packed up our little car, and I moved with him to the city, away from my parents, Maverick, and all the memories.
“Noel, I swear, I just couldn’t stay there anymore,” I had told him over dinner once. I still remember the way he’d smiled at me from across the table, his hand reaching out to grab mine.
“You don’t need to explain it to me again, June. You did the right thing,” he had reassured me, squeezing my hand. “You deserve more than being the second choice.”
Even after four years away, I barely spoke to my family. Calls came less frequently, texts became a rare formality. My parents? They didn’t seem to mind, honestly. It was like I had just faded out of their lives. The only one who stayed in touch was Gran.
She was the one person in my family who made me feel like I mattered. When I was younger, she’d sneak me chocolate bars when my mom wasn’t looking, or call me on the phone late at night just to hear how my day went.
Gran didn’t care if it was boring or if I felt like my life was a mess. She just listened.
And then, one day, I found out she died. Accidentally. No call, no message, nothing. Can you believe that? I was scrolling through Facebook, of all places, and saw a post from an old family friend. Gran’s picture. A date and a “Rest in Peace” note.
I couldn’t breathe. I stared at my phone, waiting for things to make sense, but they didn’t. My heart felt like it had been ripped out of my chest.
I dropped my phone on the table, stood up, and muttered, “Gran’s gone.”
Noel looked up from the couch. “What? What do you mean she’s gone?”
“She died. No one even told me.” I could feel the burn of tears, but it was more than sadness; it was anger and perhaps betrayal. “How could they not tell me?”
Noel was up in a second, pulling me into a hug, but it didn’t make any sense. Why hadn’t my parents called me? Even Maverick. Nothing.
I booked a flight back home that same night.
I didn’t care what it took — I had to visit Gran’s grave. I had to say goodbye, at least on my own terms. The next morning, I found myself walking through my hometown, the place I hadn’t seen in years, the place I had fought so hard to escape. Everything was as I remembered, except one thing.
I blinked, stunned. “The… what?”
As I stood at the corner of the street near the cemetery, I spotted something that made my blood run cold. My brother, Maverick, cruising by in a shiny red convertible.
Maverick? The one who still worked as a cashier, who could barely make ends meet? He was driving a red convertible that looked like it cost more than his entire life savings.
My stomach churned. Something wasn’t right.
Later that day, I found myself standing by Gran’s grave, the soft rustle of the trees the only sound around. The earth was still fresh, and I couldn’t shake the knot in my stomach. Gran was really gone. I hadn’t been able to say goodbye properly: no chance to tell her how much she meant to me.
The pain of finding out about her death through a Facebook post still stung like an open wound.
As I knelt beside the grave, I heard footsteps approaching. I looked up to see Mr. Anderson, Gran’s best friend. He was a kind, older man, always hovering around Gran, helping her with anything she needed. His face was somber as he approached.
“Juniper, I’m so sorry,” he said softly, standing beside me. “Your Gran… she was a one-of-a-kind lady.”
I swallowed the lump in my throat. “She really was. I just wish I had more time with her.”
He nodded, his eyes distant. Then, after a moment of silence, he turned to me and asked, “Did you get the $20,000 she left you?”
I blinked, stunned. “The… what?”
Mr. Anderson’s brow furrowed. “Your Gran. She mentioned in her will that she set aside $20,000 for you. I just assumed you knew.”
My heart dropped. Suddenly, the red convertible Maverick was driving made all the sense in the world. The anger that had been simmering inside me boiled over. “No,” I muttered, standing up, fists clenched at my sides. “I didn’t know.”
Mr. Anderson’s face paled. “Oh, Juniper, I’m so sorry.”
But I wasn’t listening anymore. I had to get to Maverick’s trailer. Now.
I stormed back to my car, my mind racing. Maverick, who could never hold down a steady job, was suddenly driving around in a flashy car, and I hadn’t thought twice about it? Of course, it was my money. The money Gran left me — the one person in my family who actually cared about me — and he stole it without a second thought.
When I pulled up to Maverick’s trailer, I was ready for a full-blown confrontation. But what I saw stopped me in my tracks. There, crumpled in the driveway, was the red convertible, completely wrecked. The front bumper was smashed, the windshield shattered, and the tires looked flat, like the car had been in a serious accident.
And there, standing in the doorway of his beat-up trailer, was Maverick. He was leaning on crutches, a cast covering his leg, and his face was bruised, a mess of cuts and scrapes.
Karma had already caught up with him.
I walked up to him, my anger momentarily replaced by shock. “Maverick, what the hell happened?”
He shifted uncomfortably on his crutches, his eyes darting away from mine. “It’s… it’s nothing.”
“Nothing?” I gestured at the totaled car. “That doesn’t look like nothing. What did you do? And why did you take Gran’s money, Maverick?”
He winced, knowing he couldn’t avoid it any longer. “I didn’t mean for it to go like this, Juniper. I… I just thought I’d borrow it. I was gonna pay you back. But then I saw that car, and…”
“Borrow it?” I was incredulous. “You don’t just ‘borrow’ twenty thousand dollars that wasn’t left to you. Gran left that money for me, and you took it like it was nothing. And now look at you. This is karma, Maverick. This is what you deserve.”
Maverick opened his mouth to protest, but I wasn’t finished. “You’ve always taken everything. My parents’ attention, their affection: everything was always about you. But this? This was different. This was from Gran, the one person who actually gave a damn about me, and you stole it.”
Maverick hung his head. “I messed up, okay? I thought—”
“You thought what?” I snapped. “That I wouldn’t find out? That I didn’t deserve what Gran left me?”
He didn’t have an answer. We stood there in silence, the weight of everything hanging in the air. Then, just as I was about to turn and leave, my phone buzzed in my pocket. It was Mr. Clearwater, Gran’s lawyer.
“Mr. Clearwater?” I answered, keeping my eyes on Maverick.
“Juniper, I’ve been going over your grandmother’s will,” Mr. Clearwater said. His voice was calm and steady, as though he knew I needed some reassurance. “There’s something you should know. Your grandmother predicted this might happen.”
“What do you mean?” I asked, my heart pounding in my chest.
“She knew Maverick might try to take the money, so she had a plan in place. The $20,000 was only a part of her estate. The rest of it — her house, her savings, her investments — it’s all yours, Juniper. She left everything to you.”
I couldn’t believe what I was hearing. “Everything?”
“Yes, everything,” Mr. Clearwater confirmed. “Your grandmother was very clear. She wanted to ensure you were taken care of, so you wouldn’t have to rely on anyone.”
Tears pricked at my eyes, but they weren’t just from sadness. Gran had known. She saw this coming, every bit of it, and she had protected me in the way only she could. Even in death, she was still looking out for me: still showing me that I mattered.
I took a deep breath, steadying myself as I looked at Maverick. “I hope that convertible was worth it, Maverick. I hope you enjoyed the ride.”
“Juniper, I—” he started, his voice shaky.
I held up my hand, cutting him off. “Don’t. I’m done with excuses, Maverick. Just save it.”
Without waiting for a response, I turned and walked away, leaving him standing there, broken in more ways than one. For the first time in my life, I didn’t feel like the forgotten sibling. Gran had made sure of that.
If this story touched your heart, take a look at another exciting read: When my grandmother asked us to come to her place to celebrate her birthday, I didn’t expect my family to do what they did! Grandma was hurt by their actions, and I wasn’t willing to let my family go unpunished. So I came up with a plan that put them in their place!
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