21 Most Disturbing Photos Of Donald Trump With Women That'll Make You Cringe

21. Ivanka Butt Grab (2016)

As a presidential candidate, Donald Trump has come under much scrutiny. A lot of this attention has been focused on his negative treatment and interactions with women.

That makes seeing these photos a bit awkward. Try not to cringe while browsing through these photos from Trump’s history with women.


Trump's hands are a little too close to his daughter's rear for comfort here.

20. Paula Zahn Sandwich (1992)

It’s actually really awkward to look at it.

19. Playboy Polaroids (1993)


What’s more disturbing: Donald kissing with his eyes open, or the fact this lady now has to live with this photo forever?

18. Hand-Feeding Barbara Walters (1989)


Trump attended the 40th anniversary press party for Playboy Magazine in 1993, and took some polaroids of model hopefuls.

17. Dirty Dancing (1996)


Donald seemed to highly enjoy hand-feeding Barbara Walters during the 1989 March of Dimes Gala in New York.


This photo of Trump and then-teenage daughter Ivanka enjoying a concert together recently came to light.

16. King Of The Universe (1991)

Allegedly it shows Ivanka “grinding” on Trump’s leg during the show and has people once again questioning the father-daughter relationship.

15. Miss Teen USA (1999)


A smug Donald Trump was surrounded by Miss Universe contestants aboard The Spirit New York Cruise.

14. Playmates And Girlfriends (2003)


Trump was sure to pose with plenty of pretty ladies at a Miss Universe and Miss Teen USA press conference.


Well, this is awkward.

13. Make Out Sesh (2004)

Trump posed with 1997 Playmate of the Year Victoria Silvstedt and with then-girlfriend Melania (his current wife.) That face, though.

12. Beach Benefit (1996)


Trump and Melania were spotted mid-kiss at Men's Health Magazine's 50th celebration.



Donald Trump attended this DISHES Pediatric AIDS Benefit with wife Marla Maples.

11. Miss Universe Kiss (1997)

He seemed to cozy up to model Roshumba Williams while enjoying the scenery at Atlantic Beach in New York.

10. Meet And Greet (2001)


Donald stopped to give Miss Universe Alicia Machado a kiss as she completed her workout.

9. Handsy (2004)


Of course, Donald had to say 'hello' to this Playboy Bunny during a fashion show in New York City.


Please note how close his hands are to Katie Couric's breasts.

8. EMMY Awards Nightmare (2005)

And all this at a colon cancer benefit nonetheless!

7. Poor Pam Anderson (2005)



Megan Mullally did not look comfortable during this encounter at the 2005 EMMY Awards.


Trump was all up in Pam Anderson's face at the Donald J.

6. All About The Models (2008)

Trump Birthday Quarter Million Dollar Giveaway celebration in New Jersey.


Seriously, Trump can't keep his lips off the models!

5. Kisses For Olivia Culpo (2012)

He's seen here kissing model Heidi Klum as wife Melania looks on.


It looks like Olivia was none the wiser to Mr.

4. Lingering Gaze (2009)

Trump's attempts.

3. Model Life (1998)


Trump loves the Miss USA contestants, and that seemed especially so with 2009's Kristen Dalton.

2. 'The Apprentice' (2004)


Trump made one of his infamous faces while posing with then-girlfriend model Kylie Bax at a New York movie premiere.


Melania seemed to sneer as Donald got a little close to The Apprentice 2 contestant Jennifer C.

Interestingly enough, Jennifer later went on record to saw the reality show ruined her life after she was fired from her real job for comments made during filming.