"Such a classic pic... Our 1st trip to NYC and we got I (love) NYC tees and the little old man said can I get a tee that says 'I Hate NYC'? He was 5! Ha ha memories! Love you xoxo," she captioned the Instagram post.
Spelling, now 42, has definitely changed over the years, but the biggest difference is her hair -- as a kid, her signature blonde locks were brown.
The picture reveals a more innocent time for the actress, who recently admitted to sleeping with some of her 90210 co-stars as well as getting another one, Shannon Doherty, fired.
The mom of four opened up about her "teenage love story" with Brian Austin Green last week during her one-hour special of Celebrity Lie Detector and admitted that she had also slept with Jason Priestley.
"It was a summer fling," she told the show's host, Louise Roe, of Priestley. "It was our version of a summer romance. The 90210 version."
As for Doherty, Spelling seemed to feel some regret for being a part of her friend's firing, but shared that the decision was best for their work place. "I felt like I was a part of something, a movement, that cost someone their livelihood," she said in-between tears. "Was she a horrible person? No. She was one of the best friends I ever had."
Spelling's sex life isn't the only thing she has been candid about. Find out how she "fights the sag" in the video below.