Khloe Kardashian and Tristan Thompson's Relationship Timeline: From First Kiss to Second Baby

Khloe Kardashian and Tristan Thompson were reportedly secretly engaged for months before the news broke he had cheated again. The Keeping Up With The Kardashians icon, 38, and sports star, 31, share two children together, having welcomed their youngest, a son, via surrogate in August. Khloe and Tristan, who also have daughter True, four, had previously been a couple but split due to the NBA star cheating.

Kim Kardashian is getting dragged on the internet again!

The Kardashians, the 38-year-old spoke about Tristan's desire to take their romance to the next level, despite his turbulent history of cheating on her. Khloé first found out the athlete had cheated on her just days before giving birth to daughter True in 2018, in December 2021, he cheated on her again and fathered a son Theo with personal trainer Maralee Nichols.

Khloe Kardashian‘s weight was addressed during the latest episode of The Kardashians.

Another layer to the drama. Khloé Kardashian and Tristan Thompson were secretly engaged for nine months before their 2021 split, Us Weekly can confirm.

Khloé Kardashian left out some VERY important details in Thursday’s The Kardashians!

There’s a bombshell new report that Tristan Thompson proposed to Khloe Kardashian in 2021 and she said “yes.”

Tristan Thompson tried to marry Khloé Kardashian while reportedly dating multiple women. In a recent episode of HULU’s The Kardashians, the mom of two revealed to older sister Kim Kardashian that the NBA player proposed to her, but she ultimately rejected him. Khloé also opted to keep it a secret.

love story between exes Khloe Kardashian and Tristan Thompson continues. On Thursday's episode of , Khloe and her sister, Kim Kardashian, talk about Tristan's secret proposal in December 2020, which Khloe says she turned down at the time. But now, a source confirms to ET that Khloe actually accepted a second proposal from Tristan in February 2021 and that the two were engaged. This means that they were engaged in March 2021 when Khloe threw the NBA player a 30th birthday party.

Khloe Kardashian's went for a brain scan amid the fallout from her ex Tristan Thompson's paternity scandal.The Kardashians new series premiered last week with an emotional Khloe opening up about how Tristan cheated on her, getting another woman pregnant at the same time as embarking on their new surrogate pregnancy. In a clip from episode two, Khloe's supermodel sister Kendall Jenner, 26, explains how she herself has had a brain scan and details the procedure telling Khloe she’s interested to see how her brain looks, especially after everything that has happened with Tristan.

Tristan Thompson once popped the question to his now-former partner way back when — and she turned him down!!

Khloé Kardashian‘s family just wants what is best for her.

Kardashian sisters Kendall and Kylie Jenner have voiced concerns for older sister Khloe Kardashian's 'dramatic weight loss'. In the latest episode of The Kardashians, Kim can be seen talking to Khloe about their younger sisters' concerns, after the mother of two noticeably dropped the pounds following her ex boyfriend Tristan’s paternity scandal. In episode two of the new season, Khloe can be seen arriving at Kim's home, before she remarks that she looks "very skinny".

Turns out, Khloe Kardashian is very good at keeping secrets, even from her own family. On Thursday’s episode of “The Kardashians”, the family explains that they are flashing back in time six months prior to the premiere episode. The Hulu reality series decided to share Khloe’s baby news up front in the show’s premiere, noting that Khloe did not discuss her son in the episodes leading up to the birth of her child.

Khloe Kardashian and ex-fiancé Tristan Thompson were secretly engaged last year when he got another woman pregnant, according to a report.  The on-again-off-again couple, who share two children, quietly made the ill-fated decision to get married in February 2021, just one month before Thompson impregnated Maralee Nichols in an affair he has called "based on sex only," in paternity legal filings, according to BuzzFeed News.  On top of that, Kardashian had thrown her then-fiancé a 30th birthday party that March on the same night he got Nichols pregnant, according to the outlet.  The former couple were also looking into surrogacy at the same time Nichols had gotten pregnant, and even after Thompson found out he was the father of Nichols’ baby in July 2021, he continued to pursue a baby with Kardashian, according to last week’s episode of the reality show "The Kardashians."  Tristan Thompson and Khloe Kardashian share two children together. ((Photo by Jerritt Clark/Getty Images for Klutch Sports Group) In fact, Thompson pushed for the surrogate’s embryo transfer just days before his baby with Nichols was born and the scandal broke.

'Humiliated' Khloe Kardashian rejected Tristan Thompson's marriage proposal, but she kept it a secret from her famous family. Khloe, 38, shares two children with her love rat basketball ex, who cheated on Khloe once again and got someone pregnant, whilst encouraging Khloe to go through with their planned surrogacy for their second child. Khloe's experience of the devastating situation has been the focus of the latest season of The Kardashians, and she's been searingly honest about her feelings.

Kylie Jenner ’s worries for Khloe’s drastic weight loss in the wake of her latest split from Tristan. As Khloe walked in, Kim looked at her and remarked she looked ‘very skinny’, before sharing Kendall and Kylie’s worries about her health.

Khloe Kardashian just a new bombshell about Tristan Thompson.

Khloe Kardashian is very good at keeping secrets, even from her own family. On Thursday's episode of, the family explains that they are flashing back in time six months prior to the premiere episode.

birth of Khloe Kardashian's son in the season 2 premiere of, the Hulu reality series' second episode kicked off with the birth of Kylie Jenner's son nearly six months earlier. It is explained at the beginning of Thursday's episode that the show decided to feature Khloe's baby storyline first and then flashback to everything that happened before the news broke that Khloe and Tristan had welcomed a second child together. The episode starts with a frantic Kris Jenner rushing around her mansion, gathering up kettle corn, chili cheese Fritos and champagne (as one does) for Kylie before heading to the hospital. In an even more hysterical moment, Kris tells her boyfriend, Corey Gamble, to «quit filming» and drive to the hospital.

A secret proposal. Khloé Kardashian dropped a major bombshell about her relationship with Tristan Thompson — revealing what the public didn’t know about his plans for their future.

It seems Khloé Kardashian’s relationship with Tristan Thompson has left her with some trust issues.

As Khloé Kardashian’s rocky relationship with Tristan Thompson continues to air on The Kardashians, her family is expressing concerns about her appearance — which the 38-year-old doesn’t seem to mind.

Treats for the whole family! Khloé Kardashian made cookies with her daughter, True Thompson, and niece Dream Kardashian — including one decorated for True’s “baby” brother.

Kourtney Kardashian is pushing her new gummy vitamin brand Lemme out for the world to see — but is her little sister hurting her marketing plan?!

Live! With Kelly and Ryan, Kim Kardashian shared details about her morning routine with a house full of kids. The 41-year-old reality tv personality and businesswoman said, “it’s madhouse chaos,” trying to get North, Saint, and Chicago ready for school.“I do carpool every single day; that’s my thing. All my sisters do, so we see each other at school,” Kim said, revealing that all the kids in the family attend the same educational institution.

Khloé Kardashian raised eyebrows when she took a dig at herself while promoting Kourtney Kardashian‘s new gummy vitamin brand, Lemme.

Khloe Kardashian after a picture taken of the  actor and the star at the Dolce & Gabbana show in Milan went viral.  Morrone's rep said in a statement to, that the actor and the Good American founder simply just posed for a photo. «Dolce & Gabbana asked them to take a photo at the show,» Morrone's rep told the publication.

Khloe Kardashian and 365 Days star Michele Morrone sent the internet into a frenzy when the two were spotted together at Milan Fashion Week.MORE: Are Khloe Kardashian and Michele Morrone dating? All we knowFans of the two immediately began to ship them as a couple, relishing in the fact that the reality star was finally "living her best life" following her tumultuous relationship with Tristan Thompson.However, the actor quickly put any fantasies of the two becoming an item to a halt the following day, revealing where he really stood with her.vidWATCH: Khloe Kardashian surprises daughter True with epic birthday cakeMORE: Who sued the Kardashians? The $100 million lawsuit explainedThe 31-year-old's team spoke to People and revealed that while it was lovely to have met her, things between the two weren't going anywhere beyond their meeting at the Dolce & Gabbana spring/summer 2023 fashion show.Explaining what actually happened, his reps revealed: "Dolce and Gabbana asked them to take a photo at the show."Unfortunately for fans, they added: "Michele said she was very nice, and that was the extent of it." Rumors were sparked when Michele shared a photo of the two on his Instgram StoriesMichele is currently single, though the Italian native was previously married to Lebanese artist Rouba Saadeh from 2014 to 2018.MORE: Khloe Kardashian just rocked the ultimate Barbiecore outfitMORE: Khloé Kardashian and Tristan Thompson welcome baby boy via surrogateMeanwhile, Khloe's personal life as of late has gone through plenty of ups and downs, and she recently opened up for the first time on the season two premiere of The Kardashians about welcoming her baby boy right as it was revealed that her on and off boyfriend, and father to both

MICHELE Morrone has updated fans on his rumored romance with Khloe Kardashian. It comes after a PDA photo of them emerged over the weekend.  Khloe, 38, and Michele, 31, are not dating, his rep has confirmed to TMZ. The rep also told the outlet that the two stars met for the first time backstage at Kim Kardashian’s Dolce & Gabbana fashion show in Milan.

Reality TV star Khloe Kardashian was photographed with Italian actor Michele Morrone during Milan Fashion week at a Dolce and Gabbana show and fans were quick to start speculating whether there was a romantic connection between the two. After the heartbreak Khloe has suffered at the hands of cheating ex Tristan Thompson, those hoping for Khloe's happy ending have been disappointed yet again as 365 Days actor Michele, 31, has shut down rumours that there is any romantic link.