Take a look back at Rob and Chyna's most dramatic moments in the timeline below:
January 2016: Romance Sparks a Family Feud
After years of hiding from the spotlight, Rob reappeared in an intimate pic on Chyna's Instagram. While sparks ignited between the pair, they also flew between Rob and his famous family, who weren't very pleased that he was dating Chyna, the ex-fiancee of Kylie Jenner's then-boyfriend, Tyga (and mother of their son, King).
"You can do anything. But never go against the family," Khloe Kardashian tweeted on Jan. 25, though a source told ET at the time that the family didn't want to push Rob away because of his "fragile state."
"Yes, Kylie feels betrayed, but she also doesn't see the need to publicly taunt him. If this relationship is good for Rob, even if it's temporary, then Kylie is not going to push it. She'll get
over it," the source said. "The fear is that Chyna is doing this for attention."
The reality star proposed with a massive 7-carat diamond ring by Ben Baller, and while his family was nowhere to be seen, a source told ET that they were starting to come around on the relationship, despite the early tension.
“The family is really happy that they’re together,” the source revealed at the time. “The changes Rob has made in his life are so good. They appreciate Chyna for that.”
Days later, however, the family appeared a little uncomfortable when confronted with Rob's new relationship status. "Stop asking me stupid questions!" Jenner replied when asked about the engagement by paparrazzi, while Rob's sisters stayed silent on social media.
"I mean, it's so exciting. It's a really exciting time for him. I think he'll be the best dad. He's really just such a good, good person," Kim Kardashian told ET at the time, while a source said Kylie was "over the relationship."
"It was tough for her in the beginning. But she sees how happy he is and all she wants is for him to be happy. The general consensus in the house is 'Praise Chyna! Don't go!'" the source said. "They finally got the brother they always knew back."
September 2016: "Are You Still Texting B**ches, Yes or No?"
Things seemed happy for a bit -- until Rob and Chyna debuted their drama on their new reality show, Rob & Chyna. Right from the start, viewers saw the pair's relationship was plagued by distrust, cheating allegations, blow-out screaming matches, and Chyna's infamous line, "Are you still texting b**ches, yes or no?"
"Honestly, with me and Chyna, I just really don't know what's gonna happen," Rob admitted in the season premiere, before later deciding to try to make things work with the model. “My plan is not to have a kid with somebody and not be with the person. That's just bizarre to me."
By the end of the month, Rob was acting out, as he shared Kylie's cell phone number on social media in an effort to get back at his sisters for trying to throw him a baby shower without Chyna. And the next day, Chyna tweeted his number "to ensure your man is not texting no b**ches."
"If you ask Rob, he'll say they're having issues. If you ask Chyna, she'll say they are not together," a source told ET at the time. "Their relationship is not in a good place right now but they are working on it."
"Chyna and Rob are not in a good place right now, which then sets him into a downward spiral," the source added.
On Nov. 10, 2016, Dream Renee Kardashian arrived, and Rob and Chyna seemed to put away their differences for the sake of their newborn daughter.
"All is good with their relationship right now," ET's source revealed, adding that while they had two homes, the new parents were "doing a great job at co-parenting and staying under one roof."
"Everyone who is close to Rob, including his family and best friends, really respect and love Chyna," the source shared. "They see how happy she makes Rob and are thankful that she got him to turn around. Rob has been a great father and really loves Chyna. He is loving with her, helps take care."
The next month, however, Chyna decided she wanted out -- and took an interesting route to get there.
On Dec. 17, the model's Instagram account was seemingly hacked by a third party, who posted alleged screenshots of direct messages between Chyna and other men, as well as conversations between her and a lawyer about trademarking the Kardashian name. The hacker was later revealed to be Rob, who took to Snapchat hours later to announce that Chyna had moved out of their home with baby Dream and nearly all of their furniture.
"So, I get home, and Chyna took the baby, took the whole nursery we built, and Chyna took everything that we built for the nursery for baby Dream, and she left and she just left me alone and took the baby," Rob said on Snapchat, showing Dream's empty nursery, before Chyna told her side of the story.
"I'M DONE!" Chyna wrote on Instagram. "This entire year I have done nothing but help Rob! It's so SAD & PATHETIC how low he'd stoop to cover up HIS PERSONAL ISSUES!"
The next day, Rob apologized to Chyna for his social media outburst, and said he was "seeking help to deal with my flaws/issues."
Following Rob's diabetes-related health scare a couple weeks later, a source told ET that he and Chyna were "focusing on their relationship."
"Chyna and Rob took some time off to focus on their immediate family," the source said of why the couple skipped the annual Kardashian Christmas bash. "It's not a bad thing, and they needed a break for themselves, and their daughter. They are back together now and focusing on their relationship."
The source did, add, however, that Rob's drama with Chyna was starting to rub his sisters the wrong way. "After Rob calls his sisters and mother and shares everything with them, it's hard for Chyna to re-enter the family after they reconciled, mainly for Dream's sake," the source said.
"They are doing the best they can to stay civil and to co-parent the best they can," a source told ET at the time. "They have worked out an informal custody arrangement. They found out what works for them and they’re doing a good job at it."
"[Rob and Chyna] realize Dream will connect them for life, and it’s not worth it for them to fight and get dramatic about their breakup," the source added. "They’re forever connected by that beautiful girl, so there can’t be any bad blood."
That all changed on July 5, however, when Rob went off on social media again, sharing alleged naked photos of Chyna, accusing her of cheating on him multiple times and being on drugs. The reality star also claimed to be supporting Chyna's lifestyle, paying for her rent, cars, and paying for $100,000 worth of surgery after Chyna gave birth to Dream.
Chyna, meanwhile, fought back with allegations of her own, accusing Rob of cheating on her, and of being physically abusive.
"Soon as kylie and tyga broke up Chyna was over the game. She had a baby out of spite and I'll never view her the same," Rob tweeted. "I truly thought Chyna wanted to be a family and that's why I was so loyal to her but I learned my lesson and everyone else was right."
Whether the two have called it quits for good remains to be seen. Get caught up on all the drama in the video below.