Jessica Simpson is embarking on a not-so-public affair — with singer-songwriter John Mayer, PEOPLE has confirmed.

“She’s tiptoeing back into the dating world,” a source tells PEOPLE. “It’s the first stage. She’s never been happier.”

Mayer, 28, began a co-headlining tour with Sheryl Crow on Aug. 24, and Simpson, 26, is expected to attend his concert in Jones Beach, N.Y., on Wednesday night.

The two singers have known each other for several years and last year both attended Clive Davis’s pre-Grammys party in Beverly Hills.

This entry was posted on Tuesday, August 29th, 2006 at 7:17 pm and is filed under Uncategorized. You can follow any responses to this entry through the RSS 2.0 feed. You can leave a response, or trackback from your own site.