Known for her incredible clothes, self-confidence, and her sexually liberated attitude, it was no wonder Samantha Jones prided herself on taking a lot of lovers. She slept with 35 men (and one woman) over the course of the HBO hit series Sex and the City, taking them to bed and breaking their hearts as casually as she broke bread with Carrie, Miranda, and Charlotte.
Some of these single conquests turned into something more, or at least, lasted more than one episode. Some offered hot sex but were emotionally toxic, while others were more chaste but offered security for the feelings she pretended not to have. Here are five of Samantha's boyfriends we'd love to date, and five we wouldn't.
10 WOULD LOVE TO DATE: SMITH JERROD
The bashful New York City bartender turned Hollywood sensation was Samantha's longest-running boyfriend on the series, when a determined one-night stand blossomed into something more meaningful. Despite his callow youth and easygoing personality, Smith was more devoted and mature than Sam gave him credit for.
Smith was the whole package; with model looks and a killer set of abs, he was also kind, approachable, and never let his fame get to his head. He remained a steadfast companion to Samantha all through her breast cancer battle and recovery, proving he was more than a pretty face looking for the same.
9 WOULDN'T: RICHARD WRIGHT
High-powered hotel magnate and lady killer Richard Wright seemed exactly the sort of man that Samantha should be paired with in season 4, but they ended up being so similar that their love life was the one ravaged, not Sam.
Like Samantha, Richard had a tendency to sleep around, but Samantha ended up having true feelings for him that required him to be monogamous. He was selfish and short-sighted, foregoing true love with Samantha for immediate gratification, forcing her to end things to maintain her self-respect.
8 WOULD LOVE TO DATE: MR. COCKY
When Samantha ran out of a Prada store and into a stud on the street, he had every reason to be christened Mr. Cocky. Tall, broad-shouldered, and smoldering, the Italian stallion seemed like a perfect partner for Sam in season 2.
There was just one big problem; his manhood was even too much for Sam to handle, despite all the various downers she took before their lovemaking. It's unfortunate that it had to come between them because he otherwise proved to be fun-loving and charismatic.
7 WOULDN'T: ADAM BALL
In season 3, Samantha took the appropriately named Adam Ball as her lover, who happened to love oral sex. She was happy to oblige until she found out that Adam had "funky tasting spunk," and no amount of wheat-grass smoothies could fix this.
To add insult to injury, when Sam told Adan about her concerns, he got defensive and attacked. His selfishness and immaturity were a clear sign that his semen wasn't the only thing that was off about him.
6 WOULD LOVE TO DATE: CHIVON WILLIAMS
A successful music mogul who specialized in hip hop, Chivon Williams was an eligible New York City bachelor who Samantha managed to claim in season 3. Unfortunately, his sister Adeena had a problem with her brother dating a white woman.
Ultimately Sam is forced to let Chivon go, despite the fact that they had amazing chemistry and she got to bust out some amazing hip-hop inspired outfits. Chivon had a lot to recommend him, even if his sister was over-protective.
5 WOULDN'T: HARVEY TERKELL
Harvey Terkell seemed right up Samantha's alley – he was a wealthy real estate agent who had a penthouse and an actual servant. Sam enjoyed the perks of being the pampered woman of the house, right up until she realized that Harvey's loyalty was to his maid Sum.
Sum was all smiles when Harvey was around, but the moment he left for work, she made it her job to turn Samantha's stay in Harvey's apartment into a living nightmare. He wouldn't even entertain the notion that Sum could be up to no good and chose her side of the story over Sam's.
4 WOULD LOVE TO DATE: JAMES
Unlike the other men that Samantha dated, James seemed to bring out her softer side right from the beginning. After they met at an uptown jazz club, she was swept up by his old school romantic charm. He wanted to wait to have sex with her so that it would be special.
When the big night finally arrived, Sam found out that he might have been worth the wait, but his manhood wasn't. She tried to make their relationship work and even went to a sex therapist with him, but Sam ultimately dumped him over his lack of size. It wasn't his fault – he was born that way!
3 WOULDN'T: ED
Samantha didn't let numbers get in the way of her love life, and to prove that age was nothing but a number, she dated Ed in season 2. A millionaire tycoon who was personal friends with Donald Trump, he offered her everything she could ever want, including diamond jewelry and trips in private jets.
Unfortunately, though Ed claimed to have the energy of a man in his 40's, he had the body of a man in his '70s, and Samantha simply couldn't overlook it. She had to part ways with Ed before he had a heart attack from taking too much viagra.
2 WOULD LOVE TO DATE: MARIA DIEGA REYES
Technically, Maria wasn't one of Samantha's boyfriends, but she was one of the longer partners that Samantha had on the series. Arriving in season 4, she helped Sam get more emotionally in touch with herself, even if she didn't want to admit it.
Maria was passionate and fiery, yet for all her volatility, she could be surprisingly nurturing and demure. Inevitably, the fact that she didn't have a man's equipment made Samantha break up with her; well, that, and the fact Maria liked to talk about feelings way too often.
1 WOULDN'T: DOMINIC
Though Samantha didn't start dating Dominic until season 2, the girls had known about Dominic for some time. An infamous New York City Lothario, he was an aspiring Richard Wright before Richard's appearance in season 4.
Dominic had already broken Sam's heart once before, and he had no qualms about toying with her heart again. Samantha told herself she wasn't going to be manipulated so easily again, but Dominic proved just as wily the second time around.
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