Sasha Obama and Clifton Powell Jr. seem to be getting serious in their relationship. They started dating in 2022 and have kept their romance private and mostly away from the public eye.
In an interview on the “Dear Fathers” podcast, Clifton Powell, the dad of Clifton Powell Jr., talked about his son’s relationship with Sasha Obama, the youngest daughter of Barack and Michelle Obama. He mentioned that they had been dating for a year before their relationship became public, which gave him a chance to teach his son important values.
Clifton Sr. said, “It has helped me talk to my son about how to treat Sasha Obama because we really like the Obamas. I need to make sure my son is responsible, kind, loving, and supportive.” He often reminds his son to be a gentleman and to take care of Sasha. He texts him regularly, saying, “Treat Sasha like you would want someone to treat your daughter.” This advice makes sense, especially since Clifton Jr. is dating someone so well-known.
Is Clifton and Sasha’s romance Obama-approved?
Dating a former first daughter can be tricky, but Clifton Powell Jr. seems to manage it well. It looks like he has the Obamas’ approval. In a 2022 interview with “Good Morning America,” Michelle Obama openly talked about her daughters’ dating lives.
Michelle Obama thinks it’s “wonderful” that Sasha and Malia Obama are exploring different relationships and looking for partners. She said, “I want them to know what they want and who they are in a relationship, and that takes trying out different people.” Barack is “good with it” too. Michelle added, “They’re in their 20s. They went to prom and have lived their lives.” She mentioned that Barack has learned to be a caring dad without being overprotective.
Clifton Powell Jr. also seems to have passed the “sister test.” Malia was seen spending time with him shortly after it became known that he was dating Sasha. The two were spotted walking and talking in a Los Angeles park, appearing relaxed despite the paparazzi nearby.
Is Clifton the one?
Before dating Clifton Powell Jr., Sasha Obama was rumored to be dating Matt Metzler. They sparked dating rumors in 2017 when they were seen kissing at the Lollapalooza Music Festival, but it was unclear if they were officially a couple. After that, Sasha started dating Powell Jr. in 2022, and they have been together ever since.
It looks like Sasha’s parents support her relationship. In a 2022 appearance on “The Ellen DeGeneres Show,” Michelle Obama talked openly about her daughter’s dating life, saying, “Now they are bringing home grown men. Before, it was just pop bands. Now they have boyfriends and real lives.”
As for whether Clifton Powell Jr. is the right match for Sasha Obama, it’s hard to say what the future will bring. However, it’s nice to see that they are enjoying their time together like any other young couple.
The Ring and the Revelation
I had planned it for months. Every extra shift, every skipped luxury, every penny saved went towards that little box. It wasn’t the biggest diamond, I knew that. But it was elegant, minimalist, exactly what I thought she’d appreciate. It felt like us – understated, genuine, built on something real, not flashy. I was so proud of it, so proud of the effort, so hopeful for the future it represented.
The moment arrived, the words tumbled out, earnest and heartfelt. I opened the box, my heart pounding with a mixture of nerves and pure, unadulterated love. And then, she looked at it. Not at me, not at the significance of the gesture, but at the ring itself.
Her reaction wasn’t joy, or tears, or even surprise. It was a dismissive glance, a slight frown, and then, she took the box from my hand and tossed it aside. “The diamond is too small,” she said, as if commenting on a minor imperfection in a piece of furniture.
My world tilted. The air left my lungs. Broken. That’s the only word that comes close. I felt utterly broken, exposed, and profoundly helpless. All the effort, all the love, all the hope – reduced to the size of a stone. It wasn’t just the ring she had rejected; it felt like she had rejected me, the part of me that had worked so hard, that loved her enough to offer everything I had. Her words, her casual dismissal, crushed me in a way I hadn’t thought possible.
I don’t remember exactly what I said, or if I said anything at all. I just remember the feeling of numb disbelief as I bent down, picked the small, rejected symbol of my love from the floor, and walked out.
Now, days later, my phone is a constant buzz. Her name flashes across the screen, message after message, call after call. She wants the ring back. Her ring, she calls it.
But honestly? Looking at the ring now, it doesn’t represent a future together anymore. It represents that moment, that crushing realization, the feeling of being utterly unseen and unappreciated. The desire, the hope, the love I felt in that moment of proposal – it’s gone. Washed away by the cold, hard truth of a diamond that was “too small.” I’m not interested anymore. Not in the ring, and not in trying to rebuild something that shattered so completely over something so superficial.
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