could even come close to comparing to a ditched wedding!#The Dramais Not Real Click through the gallery below to take a peek inside Debby’s dating timeline to see all the guys she has, quote-unquote, dated in the past!After they hit the red carpet together at the beginning of 2010, rumors began swirling that Debby and fellow Disney Channel member Gregg Sulkin were a couple.The pair both denied that they were anything more than friends, but they continued to hit the town together.In this week’s episode, “The Blinddate, the Cheapskate and the Primate,” to prove to Zuri that she’s over Tony, Jessie decides that she and Tony will set each other up with other people. “Teen Beach Movie” star Garrett Clayton guest stars in teh episode as Jessie’s new man and judging from the photos, we have a feeling their date might not go as planned.Be sure to tune in FRIDAY, November 1 ( PM – p.m., ET/PT) on Disney Channel.It was from there that reports surfaced that James had a major crush on Debby and was trying to take their friendship to the next level.We were bummed when Jessie and Tony broke up on “Jessie” and it looks like Jessie is on a mission to cure her broken heart.
Debby Ryan and Spencer Boldman have been friends for years now and it looks like these two have some major plans to take their relationship in a whole new direction!
And of course they aired it all on Twitter for us all to witness.
The last time Grebby was seen together was in early 2012, but we're still not 100 percent positive what actually happened between them.
Shortly after the Gregg Sulkin dating rumors began to die down, Debby was linked to another Hollywood hottie: Lucas Till!
The pair reportedly saw each other for only a few months before until they ended things.
photoshoot in June 2010, Debby's phone was apparently blowing up with texts from the BTR star.