Kai Timeline
Timelne about Kai's relationships.
Greg's relationships timeline can be found here.
2011
August 6, 2011
Shane Dawson uploads a video titled "GAY KISS with SHANE DAWSON!!" Kai eventually sees this video and becomes smitten with Greg.
September 14, 2011
Kai sends the first of many fan tweets to Greg. At this point he goes by Taylor and identifies as a woman
October 16, 2011
Kai turns 17.
October 29, 2011
Kai tweets about his love for Greg for the first time, despite never talking to him yet.
November 11, 2011
Greg turns 26.
2012
February 12, 2012
Greg tweets "Soulmate... where are you?" and Kai replies "here." Greg DMs Kai, asking why he thinks they are soulmates. (Source)
February 27, 2012
Greg and Kai begin privately dating. Greg had previously consulted a lawyer to see if it was legal to date Kai while he was underage.
March, 2012
Greg proposes to Kai over Skype.
Greg begins to wear a ring in his videos and says that he's been keeping his private life private.
March 8, 2012
Greg goes to New Mexico to meet Kai in person for the first time. Sometime during his stay in New Mexico, he rents a house.
June, 2012
Kai and Greg's relationship turns long-distance.
August 2012
Greg returns to New Mexico and rents a place to secretly live with Kai. Kai's family believes he is living in his college dorm.
October 16, 2012
Kai turns 18.
October 22, 2012
Greg announces his fiance Kai to his fans with an Instagram picture of them kissing.
October 24, 2012
Greg and Kai get matching "27" hip tattoos.
November 14, 2012
Greg and Kai are secretly married through the New Mexico court system behind Kai's family's back. They soon move back to Greg's home in Washington.
November 11, 2012
Greg turns 27.
2013
March 27, 2013
Greg and Kai get matching "14" ankle tattoos.
April, 2013
The Snail Mail Stalker sends a letter to Kai's parents informing them of the depth of Greg and Kai's relationship.
June 26, 2013
Kai announces he is pregnant on Tumblr by sharing a picture of his baby bump and states that the baby is due in December.
Kai announces he will no longer share baby bump pictures.
September 4, 2013
Greg uploads a video complaining about a doctor that wanted to do an expensive test on he and Kai's soon-to-be child for down syndrome.
September 25, 2013
Kai announces she will no longer post baby bump pictures for the second time.
October 5, 2013
Kai will no longer share their child online due to death threats.
October 16, 2013
Kai turns 19.
November 11, 2013
Greg turns 28.
2014
September, 2014
Greg posts a tirade of Facebook statuses berating and humiliating Kai’s younger sister when she allegedly expressed an opinion about sex and the size of one’s genitals. (Source) Kai did not publicly defend her and claims that it was a “private matter” that he handled over private messages.
October 16, 2014
Kai turns 20.
October 29, 2014
Kai tweets he and Regina are officially dating. (Source)
November 11, 2014
Greg turns 29.
2015
April, 2015
Billie turns 18.
May 28, 2015
Kai makes a tweet joking about grooming Sarah.
July 1, 2015
Kai comes out as bisexual and genderqueer on Twitter. Kai begins trying out different names and uses "they" pronouns. (Source)
July 6, 2015
Kai comes out as non-binary.
August 7, 2015
Kai and Greg make a coming out video together for Kai's bisexuality.
August, 2015
Sarah turns 15. Sometime after this, Kai begins talking with Sarah romantically and about kissing Sarah once she turned 18.
October 16, 2015
Kai turns 21.
November 11, 2015
Greg turns 30.
November 19, 2015
Kai tweets Billie asking if she would be his girlfriend. (Source)
December 6, 2015
Billie visits Kai and Greg for the first time.
December 16, 2015
Greg asks Billie if she's ever thought about dating <Kai. (Source)
December 17, 2015
Greg texts Billie trying to get her to ask Kai out. Shortly after this, Kai asked her out instead and the two began dating. (Source)
December 30, 2015
Greg goes on a tirade insulting Kai's mother on Twitter, despite being asked repeatedly to stop.
2016
January 24, 2016
Kai and Billie break up, and Kai decides to separate from Greg after an incident known as Cuddlegate.
January 25, 2016
Kai announces he is separated from Greg and that Greg cheated on him with Billie.
January 26, 2016
Greg and Kai announce they are back together and are planning on attending marriage counseling.
February, 2016
Sarah is introduced to the idea of having a relationship with Greg and Kai.
April, 2016
Billie turns 19.
June, 2016
Billie is invited to visit again.
June 29, 2016
Greg uploads a picture of Greg and Kai to Instagram where Billie's blue hair can be seen in the background.
June 30, 2016
Greg explains he has threesomes with two "amazing individuals" in a UhOhBro video.
July 1, 2016
Billie uploads a photo of her and Greg and Kai, officially letting viewers know that are dating again.
August, 2016
Sarah turns 16.
September 9, 2016
Kai tweets about getting to meet Sarah in 6 days.
September 15, 2016
Sarah visits Greg and <Kai for the first time. During this visit, there a jokes that Greg, Kai, and Billie are in a "love square" with Sarah. Sometime after, Sarah would confide her tumultuous home life in Kai, which resulted in an invitation for her to come with with the couple.
September 27, 2019
Haylee tweets Kai a picture of her wearing Laineybot merch. Kai retweets it and soon after they begin talking. (Source)
October, 2016
Sarah moves in with Greg and Kai. (Source)
October 16, 2016
Kai turns 22.
November 6, 2016
Greg sends Billie and Ayalla their flight information while also claiming the Billie betrayed him and Kai. (Source)
November 9, 2016
Greg emails Billie and Ayalla about their 2016 tax returns. (Source)
November 11, 2016
Greg turns 31.
November 26, 2016
Greg begins texting Haylee, also known as Luxymoo. (Source)
November 27, 2016
Greg tries to convince Haylee to date him alongside Kai. She is unsure of what a three-way relationship would entail and politely declines. (Source)
November 29, 2016
Greg has a conversation with Haylee in which he shows interest in her financial situation. He then reveals that he paid for Kai's college tuition and claims that he started to give Kai $4000 a month after he and Kai first separated. (Source)
November 30, 2016
Greg once again pressures Haylee for a trinity relationship. (Source)
December 1, 2016
Greg texts Haylee that friendship will be hard while still pressuring her to date Kai. Haylee mentions that she feels like she's being used as a distraction. (Source)
December 16, 2016
Greg announces that he, Billie, and Kai are all back together again. In private, Greg had proposed that Billie get a tattoo of a lily to symbolize her and Kai's (who then went by 'Lainey') relationship nickname, "Lillie".
December 22, 2016
Greg sends the "Beautiful People" contract in a group text between he, Kai, and Billie.
2019
April 8, 2019
Kai comes out as a transgender man.