While sat around the dinner table with Kim's family during a tropical group holiday to Bora Bora, the NBA star found out that he wasn't going to be Kim's first husband as one of her chatty relatives accidentally revealed that she has been married before.
'You were really married? You guys are serious?' said a shocked Kris in disbelief.
Sharing spoons: Kris Humphries and Kim Kardashian enjoyed a romantic moment during her family holiday to Bora Bora, which happened last April but only aired on Keeping Up With The Kardashians tonight in the U.S.
As always, Scott was as subtle as a brick when talking about Kim's first marriage to music producer Damon Thomas, which lasted from 2000 to 2006.
Revelation: Amidst the swimming, sun-bathing and snuggling, Kris was shocked to learn that Kim had been married before
Reaching new heights: Luckily Kris got over his upset and didn't let the news of Kim's past ruin the holiday
Little brother Rob tried to be more supportive: 'Kim wasn't really married.'
But poor Kris couldn't be consoled. 'What else do I not know about her at this point?' .
'I didn't see that coming, that hit me like a ton of bricks. What else will Kim break to me?' asked the New Jersey Nets basketball player.
Fortunately resilient Kris got over his upset and started looking to his future with reality queen Kim, instead of dwelling on the men in her past.
Water babes: Kris Jenner and her daughters all enjoyed life on the ocean waves
Paddle power: The women all tried their hand at kayaking in the calm water
After a fun and fear-filled boat trip where they went shark and sting ray feeding during which Kris pushed Rob into shark-filled waters, the drama focused on the other Kris, as the family matriarch stressed about her being overweight.
Husband Bruce had gone to great efforts to gather everyone, including Kim, Khloe, Kyle, Kendall, Rob, Kourtney, Scott and baby Mason to throw a surprise wedding renewal ceremony for Kris to celebrate their 20th wedding anniversary.
'I've got one last big surprise. I really want to renew our vows after 20 years,' the former Olympic athlete told his wife.
Boat trip: A family day trip of sting ray and shark feeding ended with a splash
'I'm not a renew our vows kind of girl. I don't want that kind of attention - can't we just go for dinner?' asked Kris.
'It's not a wedding, we're already married!'
She went on to exclaim: 'I don't want to stand up there and have everyone watch me. This was like a drive-by wedding, I didn't prepare for this. You sprung this on me at the eleventh hour.'
While her husband and children are bemused at Kris' reluctance to go through with the ceremony, she finally admits that she's not happy with how she looks.
Group dinner: Family time wasn't without it's bumps as Kris learned more about his wife-to-be than he wanted
Motherly stress: Kris Jenner wasn't happy about being surprised with a wedding renewal ceremony as part of her 20th anniversary celebration
Anxious: Bruce Jenner just wanted to throw a romantic surprise but didn't realise it would upset his wife
A shopping trip with her daughters doesn't make it any better, as Kris storms out of the island-themed fashion store in tears after they flaunted they sexy figures in bikinis in front of her.
Eventually Bruce sweet-talked his wife into changing her mind after promising that he will help her lose weight and get into shape when they get back to Los Angeles.
'Bruce has been adorable - of course I'm going to go through with this,' Kris said.
As Kris and Bruce kiss and make up, there was trouble in paradise between tumultuous couple Kourtney and Scott.
Strong support: All of Kris' daughters tried to persuade her that she still looks fabulous despite her insecurities
Cheers! Scott Disick and Rob Kardashian bond over beer in Bora Bora, much to Kourtney's displeasure
'Just don't go back to old bad habits,' she snapped, after her boyfriend and brother had, 'brought it back old school,' during an island-bonding reunion.
'You wonder why I want to hang out with other people,' Disick retorted.
The episode closed with a previews of next week, when Kris Humphries will take advantage of the paradise setting to ask Bruce for his step-daughter's hand in marriage.