Creepiest Celebrity Couples Of All-Time
Shady Love: The Creepiest Celebrity Couples Of All-Time - Page 15
Share the post
Share this link via
Or copy link
Creepiest Celebrity Couples Ever
For years, famous creeps have gallivanted around Hollyweird (aka Creepville, USA) with young eye candy and no major backlash. At times, there were loud whispers but never any major pressure to change a creepy culture that’s only grown worse (and more glamorous) over time.
Hit the flip for the creepiest celebrity couples of all-time.
- This The New PBS?! Viral Kids Cartoon Teaches Slavery As ‘No Big Deal’, Company’s Co-Founder Wants To Indoctrinate Children With Right-Wing Ideology
- I’m Leaving With Something! Denzel Washington Hilariously Hijacks A$AP Rocky’s Watch Mid-Interview: ‘That Watch Is Gone!’
- Hoax, Police Corruption Or A Scheme That Todd Set Up? Netflix’s ‘The Truth About Jussie Smollett?’ Sends Social Media Spiraling Into A FRENZY
R. Kelly and Aaliyah
Legendary sicko R. Kelly allegedly married budding R&B star Aaliyah when she was only 15 during the infamous “Age Ain’t Nothing but a Number” era. The self-proclaimed “Pied Piper” (No, that isn’t creepy) was 28 at the time and later denied the marriage but, seriously, would you really believe R. Kelly?
- This The New PBS?! Viral Kids Cartoon Teaches Slavery As ‘No Big Deal’, Company’s Co-Founder Wants To Indoctrinate Children With Right-Wing Ideology
- I’m Leaving With Something! Denzel Washington Hilariously Hijacks A$AP Rocky’s Watch Mid-Interview: ‘That Watch Is Gone!’
- Hoax, Police Corruption Or A Scheme That Todd Set Up? Netflix’s ‘The Truth About Jussie Smollett?’ Sends Social Media Spiraling Into A FRENZY
Tyga and Kylie Jenner
A 25-year-old rapper with a 3-year-old child frolicking around with a 17-year-old home school dropout? So many things wrong in one sentence.
- This The New PBS?! Viral Kids Cartoon Teaches Slavery As ‘No Big Deal’, Company’s Co-Founder Wants To Indoctrinate Children With Right-Wing Ideology
- I’m Leaving With Something! Denzel Washington Hilariously Hijacks A$AP Rocky’s Watch Mid-Interview: ‘That Watch Is Gone!’
- Hoax, Police Corruption Or A Scheme That Todd Set Up? Netflix’s ‘The Truth About Jussie Smollett?’ Sends Social Media Spiraling Into A FRENZY
Michael Jackson and Lisa Marie-Presley
Mike and Lisa were the ideal celebrity couple until “the cringe-worthy kiss” during the VMAs that left a bizarre taste in everyone’s mouth.
- This The New PBS?! Viral Kids Cartoon Teaches Slavery As ‘No Big Deal’, Company’s Co-Founder Wants To Indoctrinate Children With Right-Wing Ideology
- I’m Leaving With Something! Denzel Washington Hilariously Hijacks A$AP Rocky’s Watch Mid-Interview: ‘That Watch Is Gone!’
- Hoax, Police Corruption Or A Scheme That Todd Set Up? Netflix’s ‘The Truth About Jussie Smollett?’ Sends Social Media Spiraling Into A FRENZY
Big Sean and Ariana Grande
This “relationship” between star rapper and Pop starlet just feels wrong on multiple levels. Mostly because Ariana looks 12-years-old.
- This The New PBS?! Viral Kids Cartoon Teaches Slavery As ‘No Big Deal’, Company’s Co-Founder Wants To Indoctrinate Children With Right-Wing Ideology
- I’m Leaving With Something! Denzel Washington Hilariously Hijacks A$AP Rocky’s Watch Mid-Interview: ‘That Watch Is Gone!’
- Hoax, Police Corruption Or A Scheme That Todd Set Up? Netflix’s ‘The Truth About Jussie Smollett?’ Sends Social Media Spiraling Into A FRENZY
Billy Bob Thornton and Angelina Jolie
The “creepy step-father in love with his step-daughter”-dynamic never really won the public over.
- This The New PBS?! Viral Kids Cartoon Teaches Slavery As ‘No Big Deal’, Company’s Co-Founder Wants To Indoctrinate Children With Right-Wing Ideology
- I’m Leaving With Something! Denzel Washington Hilariously Hijacks A$AP Rocky’s Watch Mid-Interview: ‘That Watch Is Gone!’
- Hoax, Police Corruption Or A Scheme That Todd Set Up? Netflix’s ‘The Truth About Jussie Smollett?’ Sends Social Media Spiraling Into A FRENZY
Morgan Freeman and E’Dena Hines
So, there was that pesky rumor that the iconic actor married his step-granddaughter E’Dena Hines which they both vehemently denied despite endless media reports.
- This The New PBS?! Viral Kids Cartoon Teaches Slavery As ‘No Big Deal’, Company’s Co-Founder Wants To Indoctrinate Children With Right-Wing Ideology
- I’m Leaving With Something! Denzel Washington Hilariously Hijacks A$AP Rocky’s Watch Mid-Interview: ‘That Watch Is Gone!’
- Hoax, Police Corruption Or A Scheme That Todd Set Up? Netflix’s ‘The Truth About Jussie Smollett?’ Sends Social Media Spiraling Into A FRENZY
Anna Nicole Smith and J. Howard Marshall
In most cases, there’s only one reason why an eye-popping 26-year-old would marry an old, decrepit, shriveled up billionaire and it isn’t love. Luckily for Anna, the relationship only lasted 14-months before his death/her expected pay day.
- This The New PBS?! Viral Kids Cartoon Teaches Slavery As ‘No Big Deal’, Company’s Co-Founder Wants To Indoctrinate Children With Right-Wing Ideology
- I’m Leaving With Something! Denzel Washington Hilariously Hijacks A$AP Rocky’s Watch Mid-Interview: ‘That Watch Is Gone!’
- Hoax, Police Corruption Or A Scheme That Todd Set Up? Netflix’s ‘The Truth About Jussie Smollett?’ Sends Social Media Spiraling Into A FRENZY
Mike Will Made It and Miley Cyrus
The super-producer and Pop star never officially confirmed their relationship but, with pics like this scattered across the ‘net, they didn’t need to.
- This The New PBS?! Viral Kids Cartoon Teaches Slavery As ‘No Big Deal’, Company’s Co-Founder Wants To Indoctrinate Children With Right-Wing Ideology
- I’m Leaving With Something! Denzel Washington Hilariously Hijacks A$AP Rocky’s Watch Mid-Interview: ‘That Watch Is Gone!’
- Hoax, Police Corruption Or A Scheme That Todd Set Up? Netflix’s ‘The Truth About Jussie Smollett?’ Sends Social Media Spiraling Into A FRENZY
Woody Allen and Soon-Ye
Notorious creep Woody Allen dated his ex’s 19-year-old daughter when he was 56 before they eventually married in one of the creepest Hollyweird love stories ever.
- This The New PBS?! Viral Kids Cartoon Teaches Slavery As ‘No Big Deal’, Company’s Co-Founder Wants To Indoctrinate Children With Right-Wing Ideology
- I’m Leaving With Something! Denzel Washington Hilariously Hijacks A$AP Rocky’s Watch Mid-Interview: ‘That Watch Is Gone!’
- Hoax, Police Corruption Or A Scheme That Todd Set Up? Netflix’s ‘The Truth About Jussie Smollett?’ Sends Social Media Spiraling Into A FRENZY
Jerry Seinfeld and Shoshanna Lonstein
Yea, this really happened. Creeepy.
- This The New PBS?! Viral Kids Cartoon Teaches Slavery As ‘No Big Deal’, Company’s Co-Founder Wants To Indoctrinate Children With Right-Wing Ideology
- I’m Leaving With Something! Denzel Washington Hilariously Hijacks A$AP Rocky’s Watch Mid-Interview: ‘That Watch Is Gone!’
- Hoax, Police Corruption Or A Scheme That Todd Set Up? Netflix’s ‘The Truth About Jussie Smollett?’ Sends Social Media Spiraling Into A FRENZY
Macaulay Culkin and Mila Kunis
At no point did this relationship seem normal (or healthy) and yet it went on (for years) despite the very peculiar vibe between the two.
- This The New PBS?! Viral Kids Cartoon Teaches Slavery As ‘No Big Deal’, Company’s Co-Founder Wants To Indoctrinate Children With Right-Wing Ideology
- I’m Leaving With Something! Denzel Washington Hilariously Hijacks A$AP Rocky’s Watch Mid-Interview: ‘That Watch Is Gone!’
- Hoax, Police Corruption Or A Scheme That Todd Set Up? Netflix’s ‘The Truth About Jussie Smollett?’ Sends Social Media Spiraling Into A FRENZY
Steven Bauer and Lyda Loudon
The 57-year-old “Ray Donovan” star and his 18-year-old girlfriend don’t seem to mind their relationship backlash because “the heart wants what it wants,” right?
- This The New PBS?! Viral Kids Cartoon Teaches Slavery As ‘No Big Deal’, Company’s Co-Founder Wants To Indoctrinate Children With Right-Wing Ideology
- I’m Leaving With Something! Denzel Washington Hilariously Hijacks A$AP Rocky’s Watch Mid-Interview: ‘That Watch Is Gone!’
- Hoax, Police Corruption Or A Scheme That Todd Set Up? Netflix’s ‘The Truth About Jussie Smollett?’ Sends Social Media Spiraling Into A FRENZY
Mary-Kate Olsen & Olivier Sarkozy
The photo pretty much sums up their creepy relationship.
- This The New PBS?! Viral Kids Cartoon Teaches Slavery As ‘No Big Deal’, Company’s Co-Founder Wants To Indoctrinate Children With Right-Wing Ideology
- I’m Leaving With Something! Denzel Washington Hilariously Hijacks A$AP Rocky’s Watch Mid-Interview: ‘That Watch Is Gone!’
- Hoax, Police Corruption Or A Scheme That Todd Set Up? Netflix’s ‘The Truth About Jussie Smollett?’ Sends Social Media Spiraling Into A FRENZY
Prince William & Kate Middleton
Something’s always been off about this royal marriage that’s very older brother-younger sister-ish.
- This The New PBS?! Viral Kids Cartoon Teaches Slavery As ‘No Big Deal’, Company’s Co-Founder Wants To Indoctrinate Children With Right-Wing Ideology
- I’m Leaving With Something! Denzel Washington Hilariously Hijacks A$AP Rocky’s Watch Mid-Interview: ‘That Watch Is Gone!’
- Hoax, Police Corruption Or A Scheme That Todd Set Up? Netflix’s ‘The Truth About Jussie Smollett?’ Sends Social Media Spiraling Into A FRENZY
Hayden Panettiere and Wladimir Klitschko
The 38-year-old heavyweight champ and his 25-year-old actress boo have this “high school gym teacher and student” thing going on. And yea, it’s kinda creepy.
- This The New PBS?! Viral Kids Cartoon Teaches Slavery As ‘No Big Deal’, Company’s Co-Founder Wants To Indoctrinate Children With Right-Wing Ideology
- I’m Leaving With Something! Denzel Washington Hilariously Hijacks A$AP Rocky’s Watch Mid-Interview: ‘That Watch Is Gone!’
- Hoax, Police Corruption Or A Scheme That Todd Set Up? Netflix’s ‘The Truth About Jussie Smollett?’ Sends Social Media Spiraling Into A FRENZY
Doug Hutchison and Courtney Stodden
The creepy actor famous for creepy roles married a 16-year-old at the tender age of 50 thus completing the trifecta of creepiness.
- This The New PBS?! Viral Kids Cartoon Teaches Slavery As ‘No Big Deal’, Company’s Co-Founder Wants To Indoctrinate Children With Right-Wing Ideology
- I’m Leaving With Something! Denzel Washington Hilariously Hijacks A$AP Rocky’s Watch Mid-Interview: ‘That Watch Is Gone!’
- Hoax, Police Corruption Or A Scheme That Todd Set Up? Netflix’s ‘The Truth About Jussie Smollett?’ Sends Social Media Spiraling Into A FRENZY
Aaron Taylor-Johnson and Sam Taylor-Wood
The popular actor (24) and his director wife (47) have ignored the haters, found true happiness and started a family which never seems to take the focus off their eyebrow-raising age difference.
Topsy/Instagram
- This The New PBS?! Viral Kids Cartoon Teaches Slavery As ‘No Big Deal’, Company’s Co-Founder Wants To Indoctrinate Children With Right-Wing Ideology
- I’m Leaving With Something! Denzel Washington Hilariously Hijacks A$AP Rocky’s Watch Mid-Interview: ‘That Watch Is Gone!’
- Hoax, Police Corruption Or A Scheme That Todd Set Up? Netflix’s ‘The Truth About Jussie Smollett?’ Sends Social Media Spiraling Into A FRENZY
Stories From Our Partners at OkayPlayer
-
Whew Lawd! The Hottest Thirst Traps Of The Week, Vol. 108
-
This The New PBS?! Viral Kids Cartoon Teaches Slavery As 'No Big Deal', Company's Co-Founder Wants To Indoctrinate Children With Right-Wing Ideology
-
Footage Of T-Hood Assaulting Girlfriend Kelsie Frost Released, Rapper's Family Speaks Out—'Show The Date & Time On These Videos!'
-
Whew Lawd! The Hottest Thirst Traps Of The Week, Vol. 109
-
Cardi Seemingly Responds To Rumors She's Pregnant Again With Cryptic Tweet After Slamming Suspicious Fans On IG Live
-
Platinum's Perspective: Legendary Magic City Star Sonya 'Platinum' Meadows Reflects On The Strip Club's Changes, Celebrity Clients
-
T-Hood’s Death Under Investigation As Possible Self-Defense Shooting; Kirk & Rasheeda Frost’s Son Ky Named as Suspect
-
Former #LHHMIA Star Allan Mueses Arrested & Charged With 4 Counts Of Sexual Assault
