Jon Hamm, also known as the Mad-Men star, Don Draper, didn’t have much luck in finding his lifelong partner. The talented actor and producer never actually got married, but he did have a long list of lovers, none of whom was ultimately deemed worthy of him popping the big question.
Our first bachelor’s most prominent relationship was no fling. Jon dated Jennifer Westfeldt, a famous actress and writer between 1997 and 2015. Now, that’s longer than most marriages last these days! The couple did seem happy together for nearly two decades, but ultimately ended things when Westfield decided she didn’t want to play the role of a mother any longer. Sources say that Hamm’s party-boy lifestyle often left Jennifer in the role of the responsible adult having to take care of him and clean up the mess. Not good, Jon.
Charlize Theron
Considered by many to be the most beautiful and unique actress in Hollywood, South African beauty Charlize Theron is a powerful media figure and one of the most recognized people in Hollywood. Despite all her success and fame, which include an Academy Award, a Golden Globe Award, an American Cinematheque Award, and the Silver Bear for Best Actress, Theron has yet to fall head over heels in love.
The South African actress has not always been single. She dated singer Stephan Jenkins for three years back in 1998 and later went with Irish actor Stuart Townsend from 2001 until 2010. She even had a brief romantic connection with Keanu Reeves. Eventually, the actress found herself in the arms of actor Sean Penn. The two were engaged in 2014 after just a few months together but broke up relatively soon after. Theron has two adopted kids, which she raises by herself.
Naomi Watts
Best known for her performance in 'Twin Peaks', 'The Loudest Voice', and Peter Jackson's 'King Kong', this beauty definitely has to be saved by no less than prince charming. Until then, we’re still waiting for just a committed relationship with her ideal man. Despite being listed by People and Maxim as one of the world's most beautiful women, the actress is still single and looking for love.
The actress is very private about her personal life, but we have heard that in 2017 she settled down with American actor Billy Crudup.
Emilia Clarke
Fans lusted over Emilia Clarke after seeing her incredible performance in the world’s most popular TV show, Game of Thrones. While many fans wished to see her with Jason Momoa, (the actor who played Khal Drogo) in real life, those wishes unfortunately never materialized.
However, she does seem to be enjoying her ever-growing career and free time. There were rumors that Clark was dating actor Seth MacFarlane, the creator of 'Family Guy', just a few years before 'Game of Thrones' debuted. Emilia eventually did admit that the rumors were true and that the two had dated but they had separated since. Clarke also dated James Franco, Cory Michael Smith, and even Jai Courtney in 2015, none of whom took the time out of their busy work schedules to head out to the nearest ring designer.
Sandra Bullock
Sandra Bullock is one of the highest-earning, most successful actresses in the world. And if that's not enough, she's also one of the best-looking ones. The actress saw her fame jump to celebrity levels after her role in the action thriller, 'Speed', alongside Keanu Reeves. Since then, Bullock went on to act in some of the most profitable films in the last century, and her films combined a worldwide gross that currently stands at over $5 billion.
The popular actress was once engaged to actor Tate Donovan, whom she met while filming 'Love Potion No. 9'. She also had a controversial relationship with the then-young hotshot, Ryan Gosling. Bullock was 37 years old, while Gosling was just 21! Bullock also dated Matthew McConaughey and NFL quarterback, Troy Aikman. She has two adopted children and is raising them by herself as a single mother. The actress is currently involved in a serious relationship with photographer Bryan Randall and we are hoping this one's a keeper. You go, girl!