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

It's been a bumpy road for Khloé Kardashian and Tristan Thompson. The exes share two children -- 5-year-old daughter True Thompson and 1-year-old son Tatum Thompson -- and are still a big part of one another's lives, but their journey has been filled with lots of highs and lows.

Though Khloé maintains that they are not together romantically, the reality star hasn't rejected the notion entirely. On season 4 of The Kardashians, viewers saw Tristan living in Khloé's home following the death of his mother and later trying to make amends with several members of Khloé's famous family after numerous cheating scandals. He also traveled with Khloé and her family to Palm Springs and spent lots of time with Kim Kardashian's kids.

The exes have certainly been through a lot over the course of their relationship and failed romance.

From sparking romance rumors during a fun, jet ski-filled vacation in Cabo in September 2016 to getting pregnant a year later to multiple infidelity scandals and paternity drama, it's safe to say Khloé and Tristan have faced their obstacles.

During their relationship, they've also talked about the possibility of marriage, expressed their desire to start a family -- which they did in April 2018, when Khloé gave birth to their daughter, True -- and had love and praise for one another in interviews and super sweet social media posts.

ET looks back at the couple's whirlwind romance, heartache, the sweetest things they've said about one another, and what went wrong since the start (and end) of their PDA-packed romance.

2016

August -- Sparking Rumors

Khloé and Tristan first sparked romance rumors after they were photographed leaving the Los Angeles nightclub Bootsy Bellows within minutes of one another.

Sept. 3 -- Vacation in Paradise

Khloe Kardashian Sparks Romance Rumors With NBA Star Tristan Thompson During Mexican Getaway

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Khloé and Tristan seemingly confirmed the dating rumors when they were spotted enjoying the sunshine and crystal-clear waters in Cabo. The pair was photographed hitting the ocean on jet skis and having fun with friends in the idyllic vacation destination.

Sept. 16-18 -- Miami Make-Out

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Snapchat

The pair got more public than ever before when they made out at a party in Miami. They locked lips as they were filmed by one of their pals, who posted the make-out session to Snapchat.

Earlier in the evening, Khloé and Tristan were joined by Kourtney Kardashian and family friend Jonathan Cheban for dinner before heading to watch Kanye West perform at the American Airlines Arena as part of his Saint Pablo Tour.

Two days later, ET caught up with Kris Jenner, who gave Tristan her stamp of approval, sharing, "He's a wonderful guy. I have met him and he's great."

Later that night, the couple semi-officially confirmed their relationship when they smiled for photographers at the LIV at Fontainebleau nightclub in Miami.

Oct. 26 -- Championship Couple

Khloé traveled to Cleveland to support the Cavaliers star as he accepted his NBA championship ring. The reality star -- who rocked a green coat with a fur stole and thigh-high leopard-print boots -- shared photos of the special occasion to social media.

Nov.  3 -- Candid With Kimmel

Khloe Kardashian Says She 'Really Likes' Life in Cleveland With Boyfriend Tristan Thompson

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Khloé sat down with Jimmy Kimmel and opened up about her romance with the NBA pro and how she's been spending more and more time with him in Ohio.

"I live here, but I’m there very often," she told Kimmel of splitting her time between L.A. and Cleveland. "I actually really do [like spending time in Cleveland]. I actually really like it. I like just having my routine and being a little more under the radar."

Dec. 19 -- Tristan's First Baby 

Amid Tristan's burgeoning romance with the KUWTK star, he also became a first-time father when his ex-girlfriend, Jordan Craig, gave birth to their son, Prince Oliver. The couple split up shortly before he struck up a relationship with Khloé, while Craig was pregnant.

Dec. 25 -- A Very Merry Xmas

The happy couple spent their first Christmas together, with Tristan taking to Instagram to celebrate the happy holiday. He shared a photo of himself and his lady love in luxurious fur coats, writing, "Merry Christmas & Happy Holidays from me and mines, to you and yours."

2017

March 13 -- Birthday Bash

Khloé showed just how much she adored Tristan when she threw a glamorous house party to celebrate her boyfriend's 26th birthday. The house was filled with sparkly gold balloons as well as giant letter balloons that spelled out "Happy Birthday," and the table was set with a stunning floral arrangement that served as a table runner. The decadent spread also included donuts with glitter sprinkles, golden Kit Kats, and cookies with the couple's picture on them.

She later took to Instagram to send her beau a sweet message, writing, "To the happiest of birthdays my love! To the first of many more together! May God continue to bless you in all of your days! And may we forever look at one another like this ?."

EXCLUSIVE: Khloe Kardashian is 'Madly in Love' With Tristan Thompson!

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EXCLUSIVE: Khloe Kardashian is 'Madly in Love' With Tristan Thompson!

April -- Marriage on Her Mind

In an interview with ES Magazine, Khloé said she would "love to have a family," and admitted that she and Tristan had already discussed the possibility

"We’ve talked about it. He [already] is a father, and I know for a fact that he would be an impeccable father," she said.  "I definitely want to be a mom. But I don’t put the pressure on it. It’s not like, 'the clock is ticking.' I feel in my soul it will happen."

She also said she would say yes if Tristan popped the question, adding, "[I've] never been in this type of love."

June 25 -- Birthday Bash (Redux)

Three months after Khloé threw Tristan a special b-day party, her boyfriend returned the favor with a surprise celebration with tons of her friends and family at the Blind Dragon restaurant in Los Angeles. Tristan went all out for the big night, covering the club in decorations and golden treats, and they even had a photo booth.

August -- 'Best Relationship Ever'

Khloé opened about her romance with the Canadian basketballer in an interview with the Mail on Sunday's YOU magazine, once again talking about the possibility of getting married again and starting a family. "I’m in the best relationship I’ve ever been in and it doesn’t take a ring for me to feel that way,” she said. “I believe in marriage and I want to be married again one day but I don’t have a time frame. Why do people think that marriage equates to happiness? There are a lot of people in unhealthy marriages.”

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Khloé also noted that their relationship works well and stays strong because they share the same "belief system and morals," which makes dating and communicating easier.  She went on to say that Tristan is "very protective" of her, adding, "Feeling loved and validated and secure is a huge thing. Tristan is protective of my entire family, which is beautiful. And I love that everything we do is as a union. When he speaks, it’s ‘us’ and ‘we,’ and that’s important because it shows that you’re sharing life."

September -- Pregnancy Rumors

Reports first surfaced that Khloé and Tristan were expecting their first child together just days after it was revealed that her younger sister, Kylie Jenner, was pregnant. A source told ET at the time, "Khloé is pregnant and due early next year. It's going to be a very busy time for the Kardashian-Jenner family… It's no secret that Khloé was eager to become a mother. This is something she has wanted for a long time and finally the timing is right."

Dec. 20 -- Baby Bump Debut

Khloé finally confirmed the pregnancy rumors when she took to Instagram to share the news alongside a photo of her bare baby bump, cradled by her and Tristan's hands. "My greatest dream realized! We are having a baby! I had been waiting and wondering but God had a plan all along. He knew what He was doing. I simply had to trust in Him and be patient. I still at times can't believe that our love created life!" Khloé wrote. "Thank you to everyone for the love and positive vibes! I know we've been keeping this quiet but we wanted to enjoy this between our family and close friends as long as we could privately."

2018

Jan. 2 -- Coming Soon

Just a couple of weeks after Khloe officially revealed her pregnancy, she shared an update that she was officially six months along.

“For six months [pregnant], you a fine six months, baby. I’ll tell you that," Tristan flirted in a sweet Snapchat video from the couple's New Year's Eve night out in Ohio.

March 4 -- Gender Reveal

As part of the Keeping Up With the Kardashians season 14 finale, Khloé first revealed that she was expecting a little girl while talking with her sisters. She also took to Twitter to address the news, and sweetly gave a shout-out to Kylie Jenner and Kim Kardashian West's newborn daughters, Stormi and Chicago.

"I am now so excited my daughter will have forever best friends with Chicago and Stormi!! God is great!!! Thank you Lord for our princess," Khloé shared.

March 11 -- Baby Shower

Khloé and Tristan went all out for their baby shower, a stunning pink-filled soiree held at Hotel Bel-Air and hosted by Amazon Baby Registry. In the pics, there are hundreds of rose-colored balloons on the ground with pink flowers dangling from the ceiling, pink table settings and lighting. There was also a neon sign that says, "Baby Thompson."


In a Snapchat video, Khloé shared, "I'm so excited it's my baby shower," while Kendall Jenner cuddles up to her and rubs her baby bump.

April -- Countdown in Cleveland

In the days leading up to her due date, Khloé spent her time keeping a low profile, relaxing at the couple's home in Cleveland and taking to Instagram and Snapchat to document the final days of her pregnancy journey.

The 33-year-old reality star, who has never shied away from baring her glowing pregnancy bod, posted numerous artistic photos of her baby bump in romantic snapshots with Tristan. On April 9, Khloé posted a touching photo of her and her shirtless boyfriend sharing a sweet kiss, which she captioned, "We are ready whenever you are little mama."

April 10 -- Allegations Arise

Tristan made headlines after The Daily Mail obtained video of what appeared to be Thompson making out with an unknown woman at the New York City club PH-D Lounge on April 7.

In the wake of the reports, TMZ also published a video of what appeared to be Thompson kissing and getting cozy with two women at a hookah lounge outside Washington, D.C., in October 2017. The NBA star didn't comment on the reports.

April 11 -- Khloe's Family Comes to Comfort Her

A source told ET that Khloé's family was standing behind her to lend emotional support as she approached her due date, amid reports that Tristan had been unfaithful. "Kris has gathered the family and made sure they would all be there for her," the source said at the time. "They are so excited for Khloé. Her sisters are being super supportive of her… her family is rallying around her."

The source said that despite photos and videos published by multiple outlets that allegedly show Thompson being intimate with unknown women, the family was trying to make sure Khloé focuses on the thing that matters right now, which was the birth of her daughter. Meanwhile, another source said that Khloé was "completely devastated," explaining, "Tristan is a man Khloé built a life with and saw as her forever. Khloé’s mother, Kris, flew to Cleveland to be with her and support her in whatever she needs."

April 12 -- Khloe Gives Birth

Amid the cheating drama, the couple welcome their first daughter together, a baby girl, around 4 a.m. ET in a hospital outside of Cleveland, Ohio. "Baby and mom are healthy,” a source close to the Kardashians told ET, adding that the little one is "beautiful."

April 16 -- The Couple's Baby's Name is Revealed

Khloé announces the name of their newborn baby girl, True Thompson, which -- according to an ET source -- was chosen before the couple’s cheating drama.

"Our little girl, True Thompson, has completely stolen our hearts and we are overwhelmed with LOVE. Such a blessing to welcome this angel into the family! Mommy and Daddy loooooove you True!" the new mom wrote on Instagram.

April 27 -- Khloé's Sister, Kim Kardashian West, Breaks Her Silence

As the days go by, sources continued to tell ET that Khloé was "furious" with Thompson and not in "denial" over the situation, noting that the couple's relationship was "not in a good place."

Then, two weeks after True's birth, Kim Kardashian West described the infidelity scandal as "so f**ked up" during an appearance on The Ellen DeGeneres Show. "Like, I don't even know how to describe it. It's just so f**ked up," she shared. "We really were rooting for Khloe, and we still are," the mother of three continued. "She's so strong and she's doing the best that she can. It's a really sad situation all over."

May 4 -- Khloe and Tristan Step Out

The reality star and basketball player were spotted enjoying a meal together with a few friends at TownHall restaurant in Cleveland, Ohio. Photos and video obtained by TMZ show the Good American designer looking relaxed as she smiled at the table sitting next to Tristan.

 

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May 7 -- Kris Says Khloé Is Doing 'Really Good' 

Khloé's sisters and mother, Kris Jenner, hit the red carpet at the Met Gala in New York City, and ET spoke with the momager about how her daughter was doing following Tristan's cheating scandal and the birth of her first child.

"The best. Yeah, she's doing great," Kris said. "Really, really good."

Met Gala 2018: Kris Jenner Says Khloe Kardashian Is the 'Best' Mom (Exclusive)

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May 9 -- Tristan Opens Up About His and Khloé's Baby Girl

Tristan stayed mum about the status of his relationship with Khloé in an interview on UNINTERRUPTED's Road Trippin' Podcast but had no problem sharing details about his daughter. "She's doing good," he said of the newborn. "Baby True is eating, sleeping and, uh, sh**tin'."

As for whether he sees himself having more kids in the future, the father of two confessed, "I'm gonna keep going. ...I've got a couple more left."

May 13 -- Khloé's First Mother's Day

The new mom was basking in the joy of her first child after she turned one month old a day prior to Mother's Day. Khloé gave fans a first glimpse of True on her milestone one-month birthday, with fans quickly cooing over the newborn and trying to figure out if True looked more like her mom or dad. "Tristan and True are twins lol it’s crazy," Khloé told one fan.

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