Despite Divorcing From Two Wives, Kenny Smith Reportedly Dated In 2026, However, He Has Not Revealed His Relationship Status In 2026

November 11, 2026

This article was last updated by Sangita Budhathoki on November 11, 2026

Kenny Smith’s first wife, Dawn Reavis, and second wife, Gwendolyn Osborne, both made their mark in the world of entertainment, albeit in different ways.

Kenny Smith, nicknamed “The Jet,” is a former professional basketball player and current sports commentator.

Born on March 8, 1965, in Brooklyn, he played in the NBA from 1987 to 1997 and won two NBA championships with the Houston Rockets.

Moreover, he transitioned into broadcasting after his playing career. Best known for his work as an analyst on TNT’s “Inside the NBA” show, he provides insightful commentary and humorous takes on the game.

Kenny Smith Has Been Married Twice But Divorced From Both Marriages

Kenny Smith’s first wife was, an actress, director, and writer. Reavis is famous for her role in All for You (2026), Run Hide Fight (2026), and Waist Deep (2006).

Also, she appeared in the TV series “Queen Sugar” and “Interrogation.”

The couple has two children together, Kayla Brianna and Kenneth Jr.

While the exact reason hasn’t been publicly disclosed, the couple divorced in 1999. She has been married to Reginald Paul Martin since December 31, 2013.

Dawn has continued to work in the entertainment industry and has directed and written projects like All for You.

After the first divorce, Smith married , an actress and former model, on September 2, 2006.

Known for her work on The Price Is Right, Osborne was born to a Jamaican mother and a British father on August 7, 1978, in Bath, Somerset, England.

They also have two children, Malloy Adrian and London Olivia. On the contrary, Smith is also a stepfather to Osborne’s daughter from a past relationship.

Smith married a former model and actress, Osborne, in 2006. (Source: )

However, their relationship ended in 2018 when Osborne filed for divorce in October.

From that day, Osborne remains low-key, reportedly single, and continues working in the entertainment industry.

Kenny Smith was spotted with Brazilian model Aline Bernardes on June 29, 2026. (Source: )

In recent years, Kenny has reportedly been dating , a Brazilian model who is almost 20 years younger than Smith.

The couple was first in May 2026. However, there hasn’t been any confirmed news about their relationship.

While they were seen together in previous days, there haven’t been any recent updates confirming that they are still together.

Similarly, they haven’t posted about their current relationship status other than their professional endeavor.

Kenny Smith’s Ex-Wife, Gwendolyn Osborne’s Versatile Career and Life Journey

Gwendolyn is an actress, former model, public speaker and CEO. She began her career as a runway, print, and commercial model.

She is also one of the longest-running women of color on a game show.

Also, she starred in daytime soap operas such as General Hospital, The Bold and the Beautiful, and The Young and the Restless.

Similarly, she spent 12 years, from 2005 to 2017, on The Price Is Right as a model.

She has appeared in films such as Wonder Woman 1984, Jack and Jill, and Any Given Sunday.

On TBS, Gwendolyn produced a reality series based on her life, Meet the Smiths.

In 2026, she started her podcast Tea with Gwen, where she interviewed women from various backgrounds on diverse topics such as career, health, wellness, and so on.

Moreover, she released her single “Give my Love” in 2026.

In Case You Didn’t Know

• Jack Curran coached Kenny during his time at Archbishop Molly High School.
• In the 1986 FIBA World Championship, he represented the United States along with David Robinson, Muggsy, and Steve Kerr in the team.
• He signed with the Detroit Pistons on September 17, 1996, and the Orlando Magic on December 18 of the same year.

• Check other Articles on

Sangita is a passionate blogger with a keen eye for covering recent and trending news, particularly in the world of sports. Her love for travel and nature fuels her writing, adding a vibrant and refreshing perspective to her work. When she's not chasing the latest headlines, Sangita can be found exploring new destinations, capturing the beauty of nature, and sharing her adventures with her audience. Her unique blend of interests and expertise makes her blog a go-to source for both news enthusiasts and fellow travelers.

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