Thomas Jefferson -- Founding Father Jungle Fever Scandal broke out in 1802 when James T. Callendar, a political journalist, wrote in a Richmond newspaper that then-President Thomas Jefferson had not only had an affair with his slave, Sally Hemings, but also fathered "several" of her children. While the rumors had been circulating for years prior, Callendar's article made it general knowledge. Jefferson's policy, setting the benchmark for all future sex scandals, "was to offer no public response to personal attacks." Today, however, it is widely-accepted that Jefferson was most likely the father of Hemings's six children.  [Monticello.org]

John F. Kennedy -- Some Like It Camelot By now everyone knows that John Fitzgerald Kennedy bedded anything with two legs and a pulse, but undoubtedly his most (in)famous liaison was with noted trainwreck, Marilyn Monroe. JFK and Marilyn spent a weekend in Palm Springs at Bing Crosby's in 1962, much to the chagrin of First Lady Jackie Kennedy. While it was just another conquest for the  lascivious world leader, Marilyn became obsessed with the pres -- of course by then she was already face-down in her pill addiction so that certainly didn't help matters. Monroe would memorably sing a breathless rendition of "Happy Birthday, Mr. President" shortly after the tryst -- adding fuel to the fire of a rumored affair -- only to die of an overdose a month later. Kennedy's involvement in Monroe's death, either directly or indirectly, has been subject to speculation ever since. [Daily Mail]

Abraham Lincoln -- Gaybraham Lincoln While he may be no vampire hunter, Honest Abe honestly didn't mind sticking his wood into his share of dudes -- allegedly. Rather, it's hard to pin the label of "homosexual" on Lincoln since the concept didn't really exist then, but rumors over the Great Emancipator's sexuality have persisted for some 150 years. From his romantic friendship with Joshua Speed to a bawdy poem about gay marriage and not to mention his bodyguard David Derickson sharing his bed when Mary Todd was away, there's enough evidence to build a case that Abraham Lincoln was at least a bit of a queer one. [Wikipedia]

Bill Clinton -- Lewinskygate "I did not have sexual relations with that woman." The mantra of a generation. Sex became a very public topic of conversation across the nation -- particularly what constituted sex -- during the dark, Ken Starr-haunted days of the Clinton administration when William Jefferson Clinton became only the second president in the office's totally impeach-worthy history to actually be impeached. Andrew Johnson was the first in 1868. Clinton's affair with White House intern and noted homewrecker Monica Lewinsky became a legal matter once Bill was accused of perjury and obstruction of justice when he denied said sexual relations. He was inevitably acquitted and through it all Hillary Clinton had his back. And I think we can all agree the Secretary of State came out smelling like roses after that little indecent incident -- although Bill's pimp status has forever been cemented. [Wikipedia]

Eleanor Roosevelt -- Ladies First for the First Lady Though she was not President, Eleanor Roosevelt had a large role in shaping the course of this country as First Lady. And just because her husband, Franklin Delano Roosevelt, was arguably the greatest President of the 20th century, he was known to have his fun on the side as well. Enter Lorena Hickock, a journalist with whom Eleanor formed a lifelong friendship in 1933. Their relationship is documented in a number of letters, several of a very intimate nature. For example, in a letter "Hick" -- as Eleanor affectionately called her -- writes to the FLOTUS: "Most clearly I remember your eyes, with a kind of teasing smile in them, and the feeling of that soft spot just north-east of the corner of your mouth against my lips."  Sounds like Mrs. Roosevelt had a New Deal all her own, amirite? [Sappho]

Celebrating 40 years of marriage — and a good 12 years of avoiding all reference to a certain beret’d intern — this year also marked Bill’s 65th birthday. To wit, the Lady slipped into her best Marilyn Monroe schtick to sing “Happy Birthday, Mr. President.”

As if further reason was needed to celebrate, the concert was also to raise awareness about the Clinton Foundation’s humanitarian do-goodery around the world.

In addition to getting caught up in a “Bill Romance,” Gags claimed the former president was “Bill This Way” and referenced Hills in “Yoü &I”:  ”Sit back down where you belong in the Oval Office with those high heels on.”

Video of the entire concert, featuring performances by Stevie Wonder, U2, Usher is available at Yahoo!

In the November 2008 issue of Esquire, Sexiest Woman Alive, Halle Berry, recreats a classic Esquire cover from December 2000, featuring Bill Clinton. Click here to get an inside breakdown of how this image came together.