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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After My Sister’s Wedding Was Canceled, She Demanded the $10K Gift I Promised – I Had to Set Her Straight
When Davina promised her sister Clara $10,000 for her wedding, she never expected betrayal to cancel the big day. But when Clara demands the money anyway, despite her role in the wedding debacle, it’s time for Davina to set her straight. A lesson in loyalty, consequences, and unexpected twists you don’t see coming…
Being the older sister comes with its fair share of responsibilities, and apparently, some unexpected chaos. I’ve always been the calm one in the family, the fixer. But when my younger sister Clara pulled her latest stunt, I knew I couldn’t just sweep up the mess for her this time.
A woman standing in her apartment | Source: Midjourney
Clara was supposed to get married last fall to her fiancé, Jack. They’d been together for five years, and he was the kind of guy you hope your sister ends up with: funny, dependable, and endlessly patient.
“I’ve always thought that you and Jack could make a good couple,” I confessed to Clara when we were getting our nails done.
It was the morning after their first date, and I wanted to know everything, even if I was a tiny bit jealous. But still, I hoped that Jack would ground Clara and her antics.
The interior of a nail salon | Source: Midjourney
“Really?” she asked, raising her eyebrow. “Usually, you don’t like me anywhere near your friends.”
“Yes,” I agreed. “But Jack is different. He’ll be good for you.”
Five years later, our friendship had taken a turn, and I’d grown to love Jack like he was family.
Knowing that they were saving for a house, I’d planned to give them $10,000 as a wedding gift. It was a big gesture, but I wanted to help them build their future together.
A smiling couple | Source: Midjourney
“That’s a lot of money,” my friend Camille said one evening when we were having a girls’ dinner at my apartment. “Are you sure that’s the best idea?”
“I do,” I replied, shredding chicken to add to our noodles. “Jack is insanely talented, but he’s had really bad luck on the work front lately. And anyway, you know Clara. She’s spoiled. Super spoiled. At least this way, maybe their house will be taken care of.”
“Clara is lucky that she’s got you for a sister. What with your fancy job and editorial role at the magazine and all that.”
Shredded chicken on a board | Source: Midjourney
I laughed.
“I’ve been trying to teach her how to grow up, but you know my sister.”
So, I told Clara and Jack about the money ahead of time, figuring it would relieve some financial stress. Clara, of course, had no problem letting the news slip to a few friends, she loved to brag.
“I’m going to be $10,000 richer!” she said in a video that she posted on her socials. “Life keeps getting better!”
A woman standing by a light | Source: Midjourney
But just two weeks before the wedding, everything imploded.
Jack discovered Clara had been cheating on him with his friend Liam, a guy that Jack had known since middle school. It wasn’t just betrayal. It was nuclear.
Jack called off the wedding, and though I felt awful for him, I couldn’t blame him for walking away.
Clara, though?
An upset man | Source: Midjourney
She acted like she was the wronged party, complaining nonstop about the “embarrassment” of a canceled wedding.
“Do you know how stupid I look, Davina?” she sighed dramatically, draping herself over my couch.
“But really, sis. What did you expect? How long were things going on for between you and Liam?”
“That doesn’t matter!” she said, reaching out for her glass of wine on the coffee table.
An upset woman sitting on a couch | Source: Midjourney
“It does matter, Clara,” I said. “Were you really going into a new marriage while taking your lover along?”
“Don’t say ‘lover,'” she glared. “Don’t make it cheap.”
“You ruined your relationship,” I said. “Don’t make me the bad person for telling you that you made the biggest mistake.”
Any guilt that my sister might’ve felt was buried under layers of self-pity.
A woman standing in an apartment | Source: Midjourney
A few days after our argument, my sister showed up at my apartment again. This time she was puffy-eyed but determined. She was a woman on a mission.
She sank onto my couch without asking, setting a latte on the table between us.
“Davina,” she began, her voice a mix of desperation and entitlement. “So, the wedding didn’t happen. Isn’t going to happen… but I still want my gift. Okay?”
An upset woman sitting on a couch | Source: Midjourney
I blinked, certain I hadn’t heard her correctly.
“What?”
“The $10,000,” she said, crossing her legs and folding her hands neatly in her lap, like we were discussing the weather. “You already promised it, and honestly, I need it more now than ever. Jack’s kicking me out of the apartment. I have two more days until I need to be out. I need the money for a new place, Davina.”
I was silent. I couldn’t believe the audacity.
Cardboard boxes in an apartment | Source: Midjourney
“Plus…” she sighed dramatically. “I could use a major shopping spree to cheer myself up.”
Again, it wasn’t just the words, it was the audacity. I stared at her, waiting for some sign of remorse or self-awareness, but she just looked back expectantly, like I was a vending machine about to spit out cash.
“Clara,” I said carefully. “You can’t be serious. You’re asking for the gift after you cheated on Jack and ruined the wedding?”
A woman with her hands on her hips | Source: Midjourney
Her face twisted in frustration.
“That’s irrelevant! You promised the money, Davina! It’s not fair for you to take it back just because the wedding didn’t happen.”
Something inside me snapped.
“Actually,” I said, sitting up straighter. “I don’t have the money anymore. I’ve given the money to Jack.”
A shocked woman | Source: Midjourney
Her jaw dropped, and she almost fell off the couch.
“What?! Davina!”
“Yeah,” I lied smoothly. “Dear sister. Jack’s been a close friend of mine since college. He’s starting a business, and I wanted to support him. After what he’s been through… I figured it was the least I could do.”
Clara froze for a moment, her brain working overtime to process the betrayal.
Then she exploded.
A man with a backpack | Source: Midjourney
“You gave my money to Jack?!” she shrieked, her voice sharp enough to make my upstairs neighbor stomp on the floor. “Are you insane? He’s not even family! Davina, how could you betray me like this?”
I didn’t flinch.
“It wasn’t your money,” I said calmly. “It was a gift for your wedding, which, let’s not forget, you destroyed. Clara, you betrayed Jack. And you didn’t even have the decency to end the relationship first, you just cheated. Why would I reward that?”
A woman with her hands on her hips | Source: Midjourney
Her cheeks flushed with rage.
“You’re supposed to support me! You’re my sister!”
“And I do support you,” I said, standing up. “But supporting you doesn’t mean condoning your actions. You made this mess, Clara. You need to face the consequences now.”
She stormed out, slamming the door so hard it rattled the frame.
An apartment door | Source: Midjourney
I thought that was the end of it, but she kept up her tantrum for days.
She called, texted, and even roped our mom into trying to guilt me.
“Just give her the money, Davina,” Mom had said reluctantly, but I refused.
Here’s the kicker.
A woman talking on the phone | Source: Midjourney
At that point, I hadn’t actually given Jack the money. I’d just said it to make a point. But the more I thought about it, the more I realized it wasn’t a bad idea. Jack was a good man who’d been dealt a terrible hand, and he deserved a fresh start.
The next day, I called him.
“Hey, Jack,” I said nervously. “I know this is out of the blue. But I’ve been thinking about your startup. You know, you told me all about it at the engagement party. I want to invest $10,000, not as a loan. Just a gift. I believe in you.”
A man talking on the phone | Source: Midjourney
There was a long pause.
“Davina, I don’t even know what to say,” he said finally, his voice thick with emotion.
“Are you sure? I can’t take that kind of money from you.”
“You’re not taking it,” I insisted. “You’re building something with it. And I think you need this more than anyone else right now.”
Eventually, he accepted.
A smiling woman | Source: Midjourney
Fast forward a few months, and Jack’s startup, a platform connecting freelancers to small businesses, took off. It wasn’t just successful.
It was thriving. He was thriving.
He sent me a thank-you note with the first return on my investment, and it nearly brought me to tears.
As for Clara?
An envelope and a bouquet of flowers | Source: Midjourney
She eventually stopped speaking to me. She moved back in with our parents, sulked for weeks, and found a way to spin the narrative to make me the villain. When I refused to engage, she gave up.
I don’t regret what I did. If anything, I hope it taught Clara a valuable lesson: entitlement doesn’t pay, but accountability does.
As for Jack? He’s happier than I’ve ever seen him, and I’d like to think I had a small part in helping him rebuild his life.
Suitcases on a doorstep | Source: Midjourney
But then, my mother called unexpectedly and asked me to brunch.
“Davina,” she said on the phone. “We need to talk.”
“Mom, if it’s about Clara, I don’t have anything else to say.”
“No, it’s about you, honey.”
A woman talking on the phone | Source: Midjourney
So, there I was, sitting at a trendy brunch buffet, waiting for my mother to appear. I hoped that she would come alone.
Thankfully, she did.
“Mom,” I said, hugging her as she sat down.
“Darling,” she said. “Let’s get some food and then we need to talk.”
A trendy breakfast bouquet | Source: Midjourney
We walked around the buffet, picking and choosing our way through the food. I just wanted my mother to spit it out. From her pursed lips, I knew she had something to say.
“Right,” I said. “Mom, talk away. I’ve got a lot of work to get through. Final approvals and all that.”
“I have to ask,” she said, picking at a strawberry on her pancakes. “Did you do this to get… did you do this to get with Jack?”
Strawberries on pancakes | Source: Midjourney
“Excuse me?” I gasped.
“Was this all about teaching Clara a lesson, or did you want Jack for yourself? I saw a photo of the two of you on his socials last week. You invited him to an event for the magazine?”
“I did,” I admitted. “It was an event for all our techies. It was the perfect networking event for Jack.”
My mother was silent for a moment.
A woman sitting at a table | Source: Midjourney
“And as for the other thing, Mom, come on. Jack and I have known each other for years. Since way before Clara and Jack even met. He’s my friend, and he’s close to me. But do I want anything else from him? Not a chance.”
My mother looked stricken.
“I knew it,” she muttered. “I had to ask, darling. Clara has been driving your father and me nuts. She was adamant that you got what you’ve always wanted, to ruin her.”
An older woman sitting with her hand on her head | Source: Midjourney
“I wanted to teach her a lesson,” I said. “That’s all. She needs to grow up, Mom.”
So, I might not be the perfect sister. But I am the honest one. And that’s more than enough for me.
What would you have done?
A woman standing on a balcony | Source: Midjourney
If you’ve enjoyed this story, here’s another one for you |
When Amber, a hardworking mom and corporate attorney, discovers a drawing by her 7-year-old daughter, Mia, her world is shaken. The picture shows Mia’s teacher in Amber’s place with a heartbreaking caption. Suspecting betrayal, Amber confronts her husband, Jack, only to uncover something deeper… Mia’s feelings of abandonment amidst Amber’s busy life.
This work is inspired by real events and people, but it has been fictionalized for creative purposes. Names, characters, and details have been changed to protect privacy and enhance the narrative. Any resemblance to actual persons, living or dead, or actual events is purely coincidental and not intended by the author.
The author and publisher make no claims to the accuracy of events or the portrayal of characters and are not liable for any misinterpretation. This story is provided “as is,” and any opinions expressed are those of the characters and do not reflect the views of the author or publisher.
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