Skip to content
  • Essence GU
  • Beautycon
  • NaturallyCurly
  • Afropunk
  • Essence Studios
  • Soko Mrkt
  • Ese Funds
  • Refinery29
  • 2025 ESSENCE Festival Of Culture
  • Celebrity
  • Fashion
  • Beauty
  • Lifestyle
  • Entrepreneurship
  • News
  • Shopping
  • Video
  • Events
  • Subscribe
Home • Black Celeb Couples

22 Iconic Photos Of Oprah And Stedman's Love Through The Years

By Lauren Porter · Updated October 24, 2020
01
Oprah Winfrey and Stedman Graham

Oprah Winfrey and her longtime love Stedman Graham graced the cover of ESSENCE together in June 1989. We love everything about this, including the fact that they’re still enjoying their version of happily ever after today.

Every Single Time Black Love Reigned Supreme On ESSENCE Covers Through the Years
02
Oprah and Stedman

The couple began their love in 1986 and ever since, they’ve been one of the cutest couples in Hollywood!

22 Iconic Photos Of Oprah And Stedman's Love Through The Years

Jim Smeal/Getty Images

03
Oprah and Stedman

Oprah once described Stedman as being very “kind and supportive,” and that’s remained true throughout the duration of their relationship!

22 Iconic Photos Of Oprah And Stedman's Love Through The Years

Ron Galella/Getty Images

04
Oprah and Stedman

The media mogul has nicknamed her beau, “honey-graham” and we can’t think of a cuter moniker!

22 Iconic Photos Of Oprah And Stedman's Love Through The Years

Ron Galella/Getty Images

05
Oprah and Stedman

On one of her biggest nights, Stedman was of course by Oprah’s side to cheer her on. 

22 Iconic Photos Of Oprah And Stedman's Love Through The Years

Robin Platzer/Getty Images

06
Oprah and Stedman

Ok, Oprah! We see you with your fur and your boos!

22 Iconic Photos Of Oprah And Stedman's Love Through The Years

Jim Smeal/Getty Images

07
Oprah and Stedman

“The only time I brought it up was when I said to Stedman, ‘What would have happened if we have actually gotten married?” Oprah once told Vogue about why she never tied the knot with her longtime partner.

“And the answer is: ‘We wouldn’t be together.’ We would not have stayed together, because marriage requires a different way of being in this world. His interpretation of what it means to be a husband and what it would mean for me to be a wife would have been pretty traditional, and I would not have been able to fit into that.'”

22 Iconic Photos Of Oprah And Stedman's Love Through The Years

Ron Galella, Ltd./Getty Images

08
Oprah and Stedman

Over the years, fans have pondered why the lovebirds never walked down the aisle but for Oprah, the answer is simple. 

“But what I realized is, I don’t want to be married,” she has said. “Because I could not have the life that I created for myself. I couldn’t do it.”

22 Iconic Photos Of Oprah And Stedman's Love Through The Years

Jim Smeal/Getty Images

09
Oprah and Stedman

During Oprah’s biggest achievements, Stedman is always there to cheer her on–that’s what love and support are all about! 

22 Iconic Photos Of Oprah And Stedman's Love Through The Years

Jim Smeal/Getty Images

10
Oprah and Stedman

What a throwback this is!

22 Iconic Photos Of Oprah And Stedman's Love Through The Years

Jim Smeal/Getty Images

11
Oprah and Stedman

Isn’t the couple just darling!

22 Iconic Photos Of Oprah And Stedman's Love Through The Years

Jim Smeal/Getty Images

12
Oprah and Stedman

There is no denying that Oprah and Stedman are one good looking pair. 

22 Iconic Photos Of Oprah And Stedman's Love Through The Years

Ron Davis/Getty Images

13
Oprah and Stedman

For nearly 30 years, these two have definitely been and always will be red carpet cuties!

22 Iconic Photos Of Oprah And Stedman's Love Through The Years

Jim Smeal/Getty Images

14
Oprah and Stedman

Look at how they look at each other! Just L-O-V-E!

22 Iconic Photos Of Oprah And Stedman's Love Through The Years

Mitchell Gerber/Getty Images

15
Oprah and Stedman

At the 2002 Primetime Emmy Awards, Oprah looked darling and Stedman looked dapper as she took home the Bob Hope Humanitarian honor. 

22 Iconic Photos Of Oprah And Stedman's Love Through The Years

Jeff Kravitz/Getty Images

16
Oprah and Stedman

Through thick and thin, Stedman has always had Oprah’s back and that’s special!

22 Iconic Photos Of Oprah And Stedman's Love Through The Years

Jeff Kravitz/Getty Images

17
Oprah and Stedman

There’s so much joy in their relationship. It’s written all over Oprah’s face!

22 Iconic Photos Of Oprah And Stedman's Love Through The Years

Ron Galella/Getty Images

18
Oprah and Stedman

While receiving her Kennedy Center Honor in 2010, Oprah and Stedman were all smiles on the red carpet. 

22 Iconic Photos Of Oprah And Stedman's Love Through The Years

Paul Morigi/Getty Images

19
Oprah and Stedman

Oprah is a pretty lady in pink and we’re sure Stedman would agree!

22 Iconic Photos Of Oprah And Stedman's Love Through The Years

Gilbert Carrasquillo/Getty Images

20
Oprah and Stedman

Aww, how cute are they! 

22 Iconic Photos Of Oprah And Stedman's Love Through The Years

Jason LaVeris/Getty Images

21
Oprah and Stedman

Lady O can always lean on Stedman because that’s the way love goes!

22 Iconic Photos Of Oprah And Stedman's Love Through The Years

Steve Granitz/Getty Images

22
Oprah and Stedman

At the 75th annual Golden Globes, Oprah and Stedman were side by side during the evening and he proudly cheered his longtime love on as she made history (again!) as the first African American woman to receive the Cecil B. DeMille award.

22 Iconic Photos Of Oprah And Stedman's Love Through The Years

Michael Kovac/Getty Images

TOPICS:  Black Love Oprah Winfrey