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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While Cleaning the Car, My Son Asked, ‘Why Don’t We Just Take the Secret Car Daddy Drives?’
When my son innocently revealed that my husband was secretly driving a shinier car with a woman I knew nothing about, I thought his secret would break us apart. But then I did my investigation and discovered a truth I never anticipated.
I’ll admit it: our car was a disaster zone. Sharing it with my husband, Ben, who works in construction, meant it constantly smelled of sawdust and sweat.
The floors were a graveyard of mud from his boots, crumpled fast-food wrappers, dust-covered tools, and the occasional rogue nail or screw! But when I tried to clean it, our son, Liam, told me something that changed our lives forever.
A dirty car | Source: Midjourney
While my husband trashed the front of our old car, the backseat was Liam’s domain. It was a scattered mess of broken crayons, half-eaten snacks, and sticky juice boxes!
Between driving our five-year-old to preschool, running errands, and visiting my mother — who had been struggling with her health — keeping the car clean felt impossible. It was a battle I was constantly losing, but giving up wasn’t an option because I also used it.
A woman looking at a dirty car | Source: Midjourney
But this Saturday morning was different. Ben’s coworker, Mike, offered to pick him up for an early shift, giving me a rare slice of free time and access to the car. I glanced at the wreck that was our car and decided it was time to wage war against the mess.
“Liam, want to help me clean the car?” I asked, half-hoping he’d say no.
His eyes lit up. “Can I use the sponge?”
“You bet.”
An excited child | Source: Midjourney
Liam looked so cute as he marched outside, clutching a tiny sponge like a sword. For the first 30 minutes, we made a good team. He scrubbed the rims with the focus of a tiny soldier, and I tackled the front seats, pulling out old receipts and sticky candy wrappers.
But it wasn’t long before my son plopped down on the curb, puffing out his cheeks.
“Mom, why don’t we just take the secret car Daddy drives?”
I froze. My hands, gripping a dust rag and a sponge, went still.
“Secret car?” I repeated slowly, keeping my voice light.
A confused woman | Source: Midjourney
We were only halfway through cleaning, and I really didn’t need this distraction, but I just had to know what Liam was talking about.
He nodded, casually picking at a dried leaf.
“Yeah, the shiny black one. The lady always lets Daddy drive.”
My pulse quickened.
“What lady, sweetheart?”
My son shrugged, completely unbothered.
“The pretty one with curly hair. They were laughing, and then she gave Daddy the keys. I saw them when Jenna was watching me. You were at Grandma’s house.”
The sponge slipped from my hand.
A woman washing a car | Source: Midjourney
I forced a chuckle and pretended to brush it off, though my stomach twisted into knots and my hands were shaking.
“Oh, that’s funny. I’ll ask Daddy about it later.”
But my mind was racing. Ben never mentioned anything about a fancy car or another woman. Why would Liam say that? And why had this happened when I wasn’t home?
Later that afternoon, when my son was down for his nap, I sat in the kitchen after showering, staring at the counter but seeing nothing. The more I thought about it, the more the pieces didn’t fit. Ben had been distant lately, brushing off conversations and spending more time away from home. But a secret car? A woman?
A woman deep in thought | Source: Midjourney
I quickly made up my mind, deciding not to ask my husband anything yet. I needed to find answers on my own. So, I pulled out my phone and texted my friend Sarah.
Me: “Hey. Can I borrow your car tonight? It’s complicated. I’ll explain later.”
Her response was instant.
Sarah: “Uh, YES. Spill!”
I sighed. This wasn’t how I imagined spending my Saturday night.
A woman talking on the phone | Source: Midjourney
That evening, I enacted my plan by casually telling Ben I was dropping off groceries at my mom’s, but Sarah was picking me up because we wanted to go out for drinks afterward. I told my husband not to wait up, but he barely looked up from the game he was watching.
“Drive safe,” he mumbled.
Jenna, our regular babysitter and Liam’s older best friend who watched and kept him busy in the evenings while I cooked was lounging on the couch, scrolling through her phone. She glanced up.
“Can I leave, or do you need me to stay late?”
“Maybe. Ask Ben,” I said, forcing a smile.
A woman on her way out | Source: Midjourney
When I got out, Sarah’s car was parked in our driveway. She was sitting in the driver’s seat, sipping an iced coffee. “Alright, what’s going on?” she asked when I got in and shut the door.
“I think Ben’s hiding something.”
Sarah’s eyebrows shot up.
“Like… hiding what? Illegal substances? Another woman?”
I winced.
“I don’t know. Liam saw him with some woman in a black car. He said she let Ben drive it.”
“Oh.” Sarah leaned back. “Wow, that sucks… so, what’s the plan?”
“We follow him.”
Two women sitting in a car | Source: Midjourney
Sarah gave me a long look before grinning.
“I’m so in! Ben’s going down!”
We parked away from the house but close enough to see if there was any movement in the front yard. Not ten minutes later, as anticipated, my husband left the house, carrying a small box under his arm. It looked like a jewelry box, the kind meant for something expensive. My heart squeezed as I wondered if it was a gift for her.
“What’s in the box?” Sarah whispered for some reason.
“I don’t know. But I need to find out.”
A determined woman | Source: Midjourney
A sleek black car rolled up. A woman with dark curly hair stepped out, smiling as she handed Ben the keys. Then, she slid into the passenger seat while my husband took the wheel. Ben didn’t leave with Jenna, so I assumed she was staying to look after Liam while he was out.
“That’s her,” I said, my voice low. “Follow them. But stay back.”
Sarah nodded, her expression serious for once.
We followed them through the winding streets, staying two cars behind. They weaved through downtown before pulling into the parking lot of a sleek, modern office building.
A car driving around | Source: Midjourney
Ben and the woman got out. She adjusted her blazer, and my husband carefully cradled the box.
“I’m going in,” I said, unbuckling my seatbelt.
Sarah grabbed my arm. “Wait, wait. Are you crazy?”
“Probably. But I have to see what’s going on. I have to know.”
Sarah nodded and said, “I’ll be right here waiting no matter what happens. If you need me, just call, okay?”
“Okay. Thanks, Sar,” I said, grasping her hand affectionately before leaving her car.
An emotional woman | Source: Midjourney
Inside, I followed them quietly, my heart hammering in my chest. They disappeared behind a door labeled Private Meeting Room. Peeking through the narrow glass panel, I saw the woman open a laptop.
Ben carefully lifted the box’s lid, revealing a delicate necklace with intricate gold filigree and a small ruby at its center. It looked old. Expensive.
He looked somber as he handed the box over to her. She looked at the necklace, nodded, and began typing furiously. I backed away, my mind spinning. Was he giving her jewelry? Was he cheating?!
A confused woman | Source: Midjourney
Confused and shaken by what I was seeing, I stepped away from the door. I needed answers, and I couldn’t wait any longer. But Ben suddenly opened the door, and I stepped in front of him.
“Care to explain?” I asked, my voice trembling.
He froze. His eyes went wide.
“What are you doing here?!” he asked in shock.
“I could ask you the same thing. Who is she? Why do you have that necklace?”
He looked over his shoulder nervously.
“Let’s talk outside.”
A sad man | Source: Midjourney
Back in Sarah’s car, Ben let out a long, tired sigh, rubbing his temples. We’d asked my friend for privacy, and she went inside the building, saying, “I’ll just browse around a bit and keep an eye on that other woman.”
“It’s not what you think,” he started.
“Oh, it never is. So explain.”
“That necklace was my mom’s. One of the last things I have of hers.”
“Then why are you giving it to her?”
“I’m not. I was going to sell it.”
I blinked. “Sell it? Why?”
My husband’s shoulders slumped.
A defeated man | Source: Midjourney
“It’s your mom. When her medical bills started piling up a few years ago, I took out a personal loan to help. I didn’t want you to stress over it, so I kept it quiet. I thought I could handle it, but with interest, it spiraled out of control. The woman you saw — Marissa — is a financial consultant. She’s helping me figure out how to pay it off.”
My anger dissolved instantly, replaced by guilt, as I finally realized why she was so formal-looking. The typing also finally made sense.
“Ben… why didn’t you tell me?”
He stared at the steering wheel.
A man sitting in a car | Source: Midjourney
“Because it’s my job to protect this family. You’ve been under so much stress with Liam and your mom. I thought I could handle it.”
Tears welled up in my eyes. “Ben, we’re a team. You don’t have to do this alone.”
His voice cracked. “I thought selling the necklace was the only way.”
I shook my head. “No. We’ll figure this out together.”
A sad woman | Source: Midjourney
Over the next few weeks, we worked together to find a viable solution and made changes. I insisted on picking up extra shifts at my part-time job. We cut back on unnecessary expenses.
And to my surprise, Marissa was kind and understanding, helping us restructure the loan so we could make realistic payments.
Oh, and the driving thing — Marissa explained it to me too. She frequently used the travel time to review documents or prepare notes for their meetings.
Letting Ben drive allowed her to focus on her work uninterrupted, maximizing their time and ensuring they were prepared for discussions.
A businesswoman | Source: Midjourney
And Ben got to keep the necklace. I told him to save it for Liam — a piece of our family’s history that he could pass down as a reminder of the love and sacrifices that shaped our family.
Looking back, it’s funny how a child’s innocent question about a “secret car” could have torn us apart. But it brought us closer instead. Our life isn’t perfect, but we have each other. And that’s more than enough.
A happy family | Source: Midjourney
Sadly, Ben’s wife isn’t the only woman who thought her husband was cheating. After meeting their son’s fiancée, Lily’s husband met up with the young woman in secret. Livid, I confronted them, but the truth was far from what I’d imagined.
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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