From Parties at the Playboy Mansion to a Soft-Core Porn Film: Donald Trump's Long and Colorful History with Playboy
![Trump 'showed Playboy model Karen McDougal Melania pics after sex romp in their marital bed,' former friend claims Trump 'showed Playboy model Karen McDougal Melania pics after sex romp in their marital bed,' former friend claims](https://www.the-sun.com/wp-content/uploads/sites/6/2020/10/NINTCHDBPICT000456184988.jpg)
Trump 'showed Playboy model Karen McDougal Melania pics after sex romp in their marital bed,' former friend claims
![Donald Trump & Melania Knauss Trump at Playboy's 45th. Anniversary in NYC Dec.1998 Featuring: Daphnee Lynn Duplaix, Donald Trump, Heather Kazar Where: Manhattan, New York, United States When: 30 Dec 2018 Credit: Donald Trump & Melania Knauss Trump at Playboy's 45th. Anniversary in NYC Dec.1998 Featuring: Daphnee Lynn Duplaix, Donald Trump, Heather Kazar Where: Manhattan, New York, United States When: 30 Dec 2018 Credit:](https://c8.alamy.com/comp/RGXYKW/donald-trump-melania-knauss-trump-at-playboys-45th-anniversary-in-nyc-dec1998-featuring-daphnee-lynn-duplaix-donald-trump-heather-kazar-where-manhattan-new-york-united-states-when-30-dec-2018-credit-wenncom-RGXYKW.jpg)
Donald Trump & Melania Knauss Trump at Playboy's 45th. Anniversary in NYC Dec.1998 Featuring: Daphnee Lynn Duplaix, Donald Trump, Heather Kazar Where: Manhattan, New York, United States When: 30 Dec 2018 Credit:
![Donald Trump (center left) and Melania Knauss (center right) with Playboy Playmates at the Boss Hugo Boss Playboy & the Playboy Playmates party in celebration of the Hugo Boss New York Flagship Donald Trump (center left) and Melania Knauss (center right) with Playboy Playmates at the Boss Hugo Boss Playboy & the Playboy Playmates party in celebration of the Hugo Boss New York Flagship](https://c8.alamy.com/zooms/9/dfddf6ce4c4c41e5bf4a0aa6cbbdf7d7/kb830w.jpg)
Donald Trump (center left) and Melania Knauss (center right) with Playboy Playmates at the Boss Hugo Boss Playboy & the Playboy Playmates party in celebration of the Hugo Boss New York Flagship
![Melania Trump Interview: Marriage to Donald Trump, a Secret Half-Brother, and Plastic Surgery Rumors | GQ Melania Trump Interview: Marriage to Donald Trump, a Secret Half-Brother, and Plastic Surgery Rumors | GQ](https://media.gq.com/photos/571fd7e16a2af99a11a1d824/master/w_1600%2Cc_limit/malania-trump-03.jpg)
Melania Trump Interview: Marriage to Donald Trump, a Secret Half-Brother, and Plastic Surgery Rumors | GQ
Ex-Playboy model shares fresh details of alleged love affair with Trump and apologizes to Melania - Los Angeles Times
![Donald Trump is first US President to have appeared in a porn video after Playboy cameo - Mirror Online Donald Trump is first US President to have appeared in a porn video after Playboy cameo - Mirror Online](https://i2-prod.mirror.co.uk/incoming/article9673930.ece/ALTERNATES/s615b/JOP_MDG__407-JPG.jpg)
Donald Trump is first US President to have appeared in a porn video after Playboy cameo - Mirror Online
![Sex, lies and tabloids: hush payments to women that spell danger for Trump | Donald Trump | The Guardian Sex, lies and tabloids: hush payments to women that spell danger for Trump | Donald Trump | The Guardian](https://i.guim.co.uk/img/media/d735765d0296048d85edb94c2a991f9b244f326b/0_112_1334_1677/master/1334.jpg?width=445&quality=45&auto=format&fit=max&dpr=2&s=b23c2831bf89544db16668a7ee8c4313)
Sex, lies and tabloids: hush payments to women that spell danger for Trump | Donald Trump | The Guardian
![He would be a great leader,' Melania Trump said of then-boyfriend Donald Trump in 1999 ABC News interview - ABC News He would be a great leader,' Melania Trump said of then-boyfriend Donald Trump in 1999 ABC News interview - ABC News](https://s.abcnews.com/images/US/melania-knauss-trump-interview-01-abc-jc-181012_hpMain_16x9_992.jpg)
He would be a great leader,' Melania Trump said of then-boyfriend Donald Trump in 1999 ABC News interview - ABC News
![From playboy to president? Trump's past crude sex talk collides with his White House bid. - The Washington Post From playboy to president? Trump's past crude sex talk collides with his White House bid. - The Washington Post](https://www.washingtonpost.com/rf/image_1484w/2010-2019/WashingtonPost/2016/05/09/Production/Daily/A-Section/Images/shutterstock_1079623a.jpg?t=20170517)