Love & Romance

The Obamas’ Love Story: First Kiss, Magical Wedding and a Strong Marriage

“I was charmed, and we became instant friends after the first conversation,” Michelle Obama says. “Eventually I wore her down,” is Barack Obama’s version.

Michelle Robinson had no idea that she was about to mentor a coming president of the United States when she was introduced to the hotshot Harvard law student.

“What kind of name is that?”

She was a first-year attorney at the Chicago law firm of Sidley Austin when word spread through the law office that this young man would be working at the firm that summer. Michelle saw a photograph of the new hire and was not impressed. “I thought, OK, he’s probably not all that terrific, and he’s probably kind of a clown, and then I found out that his name was Barack Obama,” Michelle Obama said in a 2004 interview with the Chicago Sun-Times. ‘Well, what kind of name is that?'” Michelle asked herself.

The first date

When Barack told Michelle that he wanted to date her, she said no — repeatedly. She wasn’t keen on office dating. Michelle even tried to fix him up with other young women. “Eventually I wore her down,” Obama wrote in his 2006 book, The Audacity of Hope.
In his article Stefano Esposito writes about Michelle and Baracks’ first date, which included a day at the Art Institute of Chicago, a drink at the top of the John Hancock Center, and a movie — Spike Lee’s Do the Right Thing.

The kiss tasted chocolate

“He swept me off my feet,” said Michelle Obama, recalling how her date made her laugh and intrigued her with his “deep understanding” of art. Sitting on a curb, they shared their first kiss over Baskin-Robbins ice cream. “It tasted of chocolate,” Obama writes in his book. Michelle found they shared the same humor, the same values and interests. She admired the fact that he had a worldly charm, and at the same time showed a genuine desire to help the less fortunate.

“Won’t last”

Michelle Obama’s brother, Craig Robinson, remembers meeting Barack while he and Michelle were still dating: “I loved the way he talked about his family because it was the way we talked about our family. I was thinking, ‘Nice guy. Too bad he won’t last.’”Michelle waited two years before Barack finally proposed. She didn’t like the fact that he struggled with whether marriage had become an outdated institution, though she knew he didn’t fear commitment.
Over dinner at Chicago’s swanky Gordon restaurant, now Naha, the coming president had a peculiar smirk on his face. On the dessert plate was a box with a ring inside.

Magical wedding

Barack and Michelle were married in October 1992 at Trinity United Church of Christ. Their reception was held at the South Shore Cultural Center, which was once an elite private club off limits to African Americans and Jews.
“It was magical,” Michelle Obama’s close friend Valerie Jarrett, a top campaign adviser, says of the wedding. “They were clearly madly in love with each other.”

Strong marriage

According to the Obamas’ book, the couple spent the first few years of their marriage adjusting to each other’s moods, quirks and habits. “It’s unusual to have so strong a bond and so strong a marriage as the two of them have. They work very hard at it. It’s not easy,” Jarrett comments.

Adopted from

It has been reported that Homegrown Pictures is working on a film that will tell the love story of the POTUS and FLOTUS, back when they first met and got together on the southside of Chicago. It will chronicle how a young Barack first convinced Michelle to go on the couple’s first date, and the film has been aptly titled “Southside with You”


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