Jaden Smith Spends Time With Kylie Jenner's Family

(Reuters/Lucy Nicholson)Singer Justin Bieber of Canada (L) shows actor Jaden Smith an NBA Championship ring belonging to Los Angeles Lakers executive vice president Jeanie Buss during the NBA game between the Los Angeles Lakers and the Houston Rockets in Los Angeles, California, October 26, 2010.

Jaden Smith is spending time with his good friend and rumored girlfriend Kylie Jenner's family.

Smith, 15-year-old actor and son to Will Smith, was pictured with 16-year-old "Keeping Up With The Kardashians" star Jenner's, sister Khloe Kardashian and their niece Penelope Disick. Kardashian, 29, posted the image on her Instagram account recently.

"That awkward moment when you realize you're in the middle of a major stare down between Jaden and P. #Awwwwkward," Kardashian captioned the photograph.

Last year, she spoke about her little sister's union with Smith.

"I think he's so sweet … but I will also say they're teenagers and I really can't keep teenagers straight," Kardashian previously told radio host Ryan Seacrest on radio station 102.7 KIIS FM. "You just never know. Everything is up and down, but they're definitely best friends."

Although Kardashian did not confirm whether a romance was budding between Smith and her sister, the 29-year-old told Seacrest that she was "kind of obsessed" with the young actor. Smith and Jenner previously professed their love for one another last month.

After Jenner took to her own Twitter account to post actress Louise Flory's quote about rising above criticism, Smith retweeted the message while adding one of his own.

"Okay I Love This Girl," Smith tweeted last month.

The budding actor and musician then took to his own Twitter account to post a quote from Albert Einstein about education. Jenner retweeted the message and added one similar to his.

"Okay I love this boy," Jenner replied to his tweet.

While Jenner has previously insisted that she is not officially dating Smith, Us Weekly reported that they were holding hands at the American Music Awards last November. Jenner previously revealed her feelings for Smith on his birthday last July.

"Although we can't remember exactly when we met, I couldn't be more grateful that we did. You understand me like not many do & you always know the right time to make me laugh," Jenner wrote in the Instagram message. "And no, you haven't failed once to catch me when I attempt to walk or open the door on my every entrance. Happy birthday to my best friend."

Smith previously revealed that he and Jenner were best friends in Wonderland Magazine last year.

"She's one of my best friends. It's pretty awesome," Smith told the publication.