A quickie:
1989-1993: George H.W. Bush / Dan Quayle (Republican)
1988: Gary Hart / Al Gore (Democratic)
1993-1995: Paul Tsongas / Bob Graham (Democratic)
1992: George H.W. Bush / Dan Quayle (Republican)
1995-1996: Bob Graham / Vacant (Democratic)
1996-1997: Bob Graham / Lynn Yeakel (Democratic)
1997-2001: John McCain / Jack Kemp (Republican)
1996: Bob Graham / Lynn Yeakel (Democratic)
2001-2009: Mickey Leland / Jim Hunt (Democratic)
2000: John McCain / Jack Kemp (Republican), Donald Trump / Dick Lamm (Reform)
2004: Woody Jenkins / Chuck Hagel (Republican)
2009-2013: Jon Huntsman / Jim Webb (Republican)
2008: Joe Biden / Claire McCaskill (Democratic)
2013-2017: Anthony Weiner / Nikki Tsongas (Democratic)
2012: Jon Huntsman / Jim Webb (Republican)
2017-: Kristi Noem / Mitch Daniels (Republican)
2016: Cecile Richards / John Walsh (Democratic)
Gary Hart's infidelities stay secret until September 1988, blowing up a race he was going to win and making him a hate figure for Democrats for throwing away an election they couldn't lose. Hart's scandal means that Bill Clinton's indiscretions aren't tolerated nearly as much and Paul Tsongas ultimately benefits the most from them. There were lots of questions about whether a guy who was last in the Senate eight years previously who nearly died of cancer is the best person to put up against a president who just won a war, but as the economy sunk and Perot withdrew his independent campaign, the polls tipped in Tsongas' favour. The new president is controversial with his party for his deficit-hawk tendencies and had poor relations with Democrats in congress. His increasingly erratic behaviour is eventually explained by his admission of his cancer returning, and he abruptly resigns on Christmas in 1995. President Graham is left with very little political capital, with terrible relations with House Speaker Trent Lott and mounting questions about his behaviour during his predecessor's illness- the word "cover-up" is thrown around by many. In a hail-mary pass, he made a Pennsylvania Senator the first female Vice President. It didn't work. McCain was initially extremely popular. He delegated most domestic policy to his Vice President. What sunk him ultimately was his intervention in the Kosovo, with questions of legality mounting over the NATO action which lacked the support of the UN and many European allies: Britain's John Smith and French President Balladur didn't enjoy good relations with the USA. A military confrontation with Russia in the region led to a Peace Summit in Berlin in which President Rutskoy was seen to gain the upper hand in what proved to be a humiliation for McCain.
Mickey Leland was initially an also-ran, but the frontrunners (Mary Landrieu, Evan Bayh, Jim Hunt) misread the mood of the Democratic rank-and-file that had been alienated by Tsongas' rightward shift- they wanted a President who would play Santa Claus. He wasn't supposed to beat McCain either, but a faltering and inept campaign and a quixotic, publicity-seeking third-party run by a man who all but said that he'd be okay with Leland as long as McCain was gone. Leland embraced healthcare reform, devoting his efforts to a "Medicare for All" bill that nearly faltered at the last minute and took immense pressure from the White House to pass- it ultimately drained Leland of the political capital to do anything else. EU integration seemed to be making NATO obsolete and America had little part in the Indian-Pakistani war of 2005. A mediocre second term with a mostly hostile congress strengthened the appeal of the governor of Utah, who was seen as the "greater of two goods" in his defeating the equally popular Joe Biden. But then the bottom fell out of the economy. The few financial regulations Leland was able to get through the Senate made the recession better than it could have been, but the fallout of Congress voting down a bailout for the Auto Industry really increased the suffering. Abroad, Chancellor Steinmeier and Chinese President Wu Yi orchestrating peace between India and Pakistan the solidified the impression that America was adrift and not in control of the world's future.
Anthony Weiner seemed like a man in control. His combative, populist rhetoric made many see him as the heir to Leland, even though he swiftly alienated many on Capitol Hill with his personality. Massive stimulus bills were pushed through, as well as rescue packages for the unemployed and homeless. But there was always a whiff of scandal to Weiner, which came to a head in 2015 with revelations that he'd been sexting female White House aides, quickly turning the presidency into an international joke. His Vice President openly suggested that Weiner resign, and he was heard to remark that putting the ex-Massachusetts governor on the ticket was the worst mistake he'd made in his career. Apart from all the other ones. After a lot of intra-party chaos, President Weiner announced that he wasn't going to run for a second term, happy that his VP was too tarnished to succeed him. 2016 came to be known as the "Year of the Woman", with two female outsiders taking the nominations of both major parties. The governor of South Dakota came out on top in the end, with her prairie charm being the ultimate antidote to her predecessor's short temper. Whether she can stop the Middle-East from blowing up now that Saddam Hussein has died, that's another story.