Best friend Kendall Jenner and Hailey Bieber were both allegedly romantically link to Justin Bieber before he at long last got back together with Hailey and wed her in 2018 . A few geezerhood before the wedding , he was also reportedly " lift up on and off for a few month " with Kendall ’s older baby , Kourtney Kardashian .
Celebrity relationships can getmessy. Sometimes, however, a celeb’s ex’s new relationship may hit a little too close to home.
Here are 14 times celebs allegedly dated, married, or hooked up with their family member or close friend’s ex:
1.Tish Cyrusmarried Dominic Purcell, who — according toPeople— was reportedly in a prior “friends with benefits” relationship with her youngest daughter,Noah Cyrus.
According to the wall plug , Tish allegedly began a relationship with Dominic after he and Noah stopped cop up , and their kinship " breach " Noah .
When Tish and Dominic gotmarriedin 2023 , Noah did n’t attend the hymeneals .
2.Travis BarkerandParis Hiltonhada brief on-and-off relationship in 2006. At the time, hehad a crushon Paris’s friend and then-closet organizer,Kim Kardashian. In 2007, Travis and Kim had a very brief relationship.
In his memoirCan I Say , Travis publish , " We went to dinner , we went to lunch . You might mean I would be doing the bad things with this missy because of her tapes , but it was the exact antonym of any other encounter I ’ve had with a cleaning woman : With Kim , I need to be nothing but a gentleman to her . It was so weird … We ’d be really sweet around each other , like little child , and then when we were aside , she ’d call me and say , ‘ I want to see you again . ’ ‘ Me , too , ’ I ’d say . "
He also maintains that they never slept together . Hewrote , " Kim and I never touched each other . It just was n’t entail to be . "
3.Then,Travis BarkerstarteddatingKim Kardashian’s sister, Kourtney Kardashian, in 2021. They were longtime neighbors.
He told theLA Times , " It ’s like , ‘ Kourtney ’s fans are worried about Travis . He ’s a womanizer . ’ cease it . I obviously shared all that stuff [ in my memoir ] because I wanted to move past it . It was therapeutic for me … That ’s her sister . She knows we used to let the cat out of the bag . Nothing bad was go on . You give people a little data and they think they ’ve solved the mystery of ‘ this is why they ’re fighting . ’ It ’s just so ridiculous . "
Travis and Kourtney gotmarriedin 2022 .
4.Best friendsKendall Jennerand Hailey Bieber were both reportedly romantically linked to Justin Bieber before he ultimately got back together with Hailey and married her in 2018.
From 2014–2015 , dating rumors swirled around Kendall and Justin .
In 2014 , she toldNightline , " He ’s a longtime friend of our family . Everybody loves to strike things , but no . "
However , Justin seemingly indicate they ’d nonchalantly dated , tellingBillboardit was " never serious " between them .
Then , in 2016 , he and Hailey dated for a short time , but their kinship ended in a " very striking excommunication . " However , two years later on , they reunite at a Miami church building group discussion and got engaged a month later .
Hailey toldVogue,“The uncouth denominator , I promise you , is always church service . By then we were past the drama . I just gave him a hug . By the end of the conference , he was like , ‘ We ’re not endure to be friends . ’ I was like , ‘ We ’re not ? ’ "
In a 2020Instagram Livewith the trio , Justin asked Kendall , " Quick question , did you see this coming ? "
She respond , " See what coming ? You two ? … Erm , frankly … No . I did n’t know but I think I hop . Obviously Hales is my peeress and my best friend and I , like , want it so spoiled for both of you . "
5.Justin Bieber was also reportedly “hooking up on and off for a few months” with Kendall Jenner’s older sister, Kourtney Kardashian, in 2016, according toPeoplevia an anonymous source.
In late 2015 , Justin respond to early hearsay about their family relationship , jestingly tellingThe Bert Show , " I ’m being used , serviceman . What can I say ? … Nah , we ’ll leave it at that . "
By the starting time of 2017 , Kourtney wasreportedly"finished hooking up with Justin " and " serious " about working out her family relationship with her long - term on - and - off - again married person , Scott Disick .
6.Demi Moorereportedlydated both Pink Taco founder Harry Morton and his father, Hard Rock Café co-founder Peter Morton.
She wasreportedlywith Harry for six months before they split in May 2013 . Then , she wasromantically linkedto Peter in September 2013 .
7.After finally ending her on-and-off relationship with Huddy (aka Chase Hudson), Charli D’Amelio started dating his friend (and the son of his musical mentor, Travis Barker) Landon Barker. Thisreportedlyinspired Chase to write “All the Things I Hate About You,” which includes the line, “You’re a showstopper / a bad liar / homie hopper / drama starter.”
Charli and Chase originallydatedfrom early 2019 to mid-2020 , when they broke up amid hearsay that he ’d cheated on her . However , after several months and a number of public back and off , they get back together . They continued to be on - and - off - again until early 2022 .
Then , she and Landon went public with their relationship that summer .
Chase released " All the Things I detest About You " in July 2022 . A month subsequently , Landonreportedlyclarified his relationship timeline with Charli in a TikTok comment , writing , " I feel you , but to clear up up the confusion , I did n’t steal her from him . They break out up six month ago . Me and Huddy were friends , never dear friends . "
However , they broke up in early 2024 . On hisInstagram story , Landon said , " Hey everyone , I would like to lease you guys have a go at it that Charli and I are no longer together . We broke up to focalise on ourselves . We are still supporter and have so much love for each other . I am incredibly thankful for the fourth dimension we shared and hope you could prise our decisions . Thank you , bed you all so much ! "
8.Jake Paul and Alissa Violet were romantically linked from 2015–2017. They were “just hooking up,” but she wanted a real relationship. At one point, when she was upset with Jake for not letting her go on a snowboarding trip with him, she hooked up with his brother, Logan Paul.
In the YouTube docuseriesThe Mind of Jake Paul , Alissa enjoin , " Jake lied and said that I cheated , but we were never together . One weekend he was live snowboard with his friends and I want to go , and he was like , ' Oh no , you take to remain here . ' I was so pissed off , I was so fed up , I was so hurt , I was so disgusted , I was at my break point . I attain up Logan and was like , ‘ Let ’s hang out . ’ Then me and Logan hooked up and I ’m still disgusted by it . It ’s not who I am and it ’s not who I ever wanted to be . "
Jake said , " A lot of reason why I did n’t talk about the office is to fight back my brother and that ’s why . Alissa and I always really liked each other . We were always like dating , not really . It was a rocky relationship . I was n’t , at the time , ripe enough to know how to be a boyfriend . We would get into arguments and be fighting and go through ups and downs . Basically , I did a bunch of things that pissed her off , and she wanted to get retaliation , I guess is the Word of God . It was just me not sleep together how to treat her . It was just a spoiled billet , we just drove each other mad . I remember when I confront her about [ Logan ] , her justification was that ‘ You made me do this . ’ And I think it ’s because then we were on and off for a class and a half , I would go off and be with other girls , and she would go and be with other cat . [ Logan ] basically said , ‘ Oh I did n’t think you guy cable were actually a affair and that you were really dating . ' "
9.Longtime besties Selena Gomez and Taylor Swift firstmetin 2008 on a double date with their then-boyfriends, Nick and Joe Jonas. The following year, both women had short-lived relationships with Taylor Lautner.
He and Selenadatedwhile they were both shoot movies in Vancouver in early to mid 2009 . Then , in the gloaming , hedatedTaylor , hisValentine ’s Daylove interest . They called it quits in December .
10.In 2015,Gigi Hadidhad a five-month relationship with her close friend Taylor Swift’s ex, Joe Jonas.
Taylor and Joe ’s abbreviated relationship infamouslyendedin a 27 - second phone call in 2008 .
However , Taylor and her then - boyfriend , Calvin Harris , hang outwith Gigi and Joe .
At the time , Taylor toldVanity Fair , " We even have girl in our group who have dated the same mass . It ’s almost like the sistership has such a gamy place on the list of precedence for us . It ’s so much more important than some guy that it did n’t work out with … just because you have the same taste in gentleman , we do n’t adjudge that against each other . "
11.Heather Locklear and Denise Richards were close friends until Denisebegandating Richie Sambora shortly after he and Heather filed for divorce.
Heather and Richie got married in 1994 , then file for divorce in 2006 . During their marriage , they became friend with Denise and her then - husband , Charlie Sheen , because Heather and Charlie costarred onSpin Cityfor several years .
However , Denise and Charlie were also going through a high - visibility divorce in 2006 , which is something she and Richie draw together over .
She toldPeople , " My female parent has Cancer the Crab and Richie ’s founding father has genus Cancer . It ’s hard . Thank God Richie and I have each other not only to go through divorce , but to go through both our parents being inauspicious . "
She also deny that she ’d broken up her Friend ' marriage ceremony , tellingEntertainment Tonight , " We did n’t meddle in spousal relationship and anything like that . "
She also say , " The thing with Heather , that ’s been grueling . You know you ca n’t aid who you diminish for and that friendly relationship , unfortunately , was done and was n’t salvageable . … You have it away , she was n’t my best friend . She was a penny-pinching champion in the last mates of years . I had n’t known her my whole sprightliness … [ It ’s ] been tough having masses recollect that I ’m such a rotten friend . "
Denise and Richiereportedlybroke up in 2012 .
12.In the late ’90s, Adam Duritz of Counting Crows reportedly had nearly back-to-back relationships with close friends/Friendscostars Jennifer Aniston and Courteney Cox.
Adam and Jennifer brieflydatedin 1995 , then he had a short relationship with Courteney , who asterisk in his band ’s " A Long December " music video in 1997 .
In 2014 , he toldMen ’s Health , " I do n’t care that it became the only matter they wrote [ in the tabloids ] , but that ’s their problem . It was n’t great for me , it was n’t great for my band . But it ’s nothing I did . I ’m not gon na link up multitude ’s idiocy to my choice , because those were perfectly reasonable option . They were courteous girls and I went out with them and that was that . "
13.In 2019, Barrie Drewitt-Barlow, who became famous in 1999 when he and his then-partner Tony became the UK’s first gay couple to welcome a child via surrogacy,reportedlydivorced Tony so he could be with their daughter’s ex-boyfriend, Scott Hutchinson.
Saffron , who ’s Barrie and Tony ’s daughter , had reportedly ended her relationship with Scott several months before his " unexpected " family relationship with Barrie begin .
For a time , all three men reportedly subsist in Barrie and Tony ’s mansion .
Barrie and Scott subsequently gotmarriedand start up a kinsfolk together .
14.And finally, Debbie ReynoldsbefriendedElizabeth Taylor early in her career, and when they were married (to Eddie Fisher and Mike Todd, respectively), they were often spotted on double dates. However, a year into Elizabeth and Mike’s marriage, he unexpectedly died in a plane crash. Soon after, she began an affair with Eddie, who ultimately divorced Debbie and married Elizabeth on the same day.
Elizabeth and Eddie were married from 1959–1964 .
In 1966 , when both of the women were remarried , they out of the blue crossed paths on a sail ship .
Debbie toldHuffPost , " We got on the same gravy boat to go to Europe — theQueen Elizabeth . I sent a note of hand to her and she ship a Federal Reserve note to me in passing , and then we had dinner together . She was married to Richard Burton by then . I had been remarry at that stop . And we just said , ' Let ’s call it a 24-hour interval . ' And we got smash . And we had a great evening , and abide friend since then . "
They even costarred inThese Old Broadsin 2001 .
