Dexter was a dark and gripping show that boldly made a serial killer the protagonist, but even with the violent nature of the main character, there were still a number of Dexter’s love interests featured in the series. It followed the life of Dexter Morgan (Michael C. Hall), a serial killer who targeted other murderers. The show dealt with Dexter struggling to hide his dark hobbies and fit in with regular society. While Dexter often discussed that he was not interested in relationships or intimacy, he did have a number of romances over the course of the show.

When it comes to Dexter’s love life, some of these women were long-term girlfriends Dexter was with in an attempt to appear normal. Others were smaller flings, and some even knew Dexter was a serial killer and supported him. While some of these relationships were seen as huge mistakes on the part of the show, others made the series even better, creating complex characters for these women while also strengthening the character of Dexter Morgan.

9 Debra Morgan

Played By Jennifer Carpenter

Though Dexter was a hugely popular and acclaimed series in its early days, it was also known as a show that eventually lost its ways and made some much-maligned decisions in the later seasons. Dexter season 6 was widely considered the worst and a major reason was this storyline. Debra Morgan (Jennifer Carpenter), Dexter’s adoptive sister, attended therapy and came to the conclusion that she was in love with him. Carpenter and Michael C. Hall were married in real life, but the romance simply did not work for these characters.

They may not have been related by blood, but Deb and Dexter considered each other as siblings. Anything romantic between them felt forced and awkward while also severely hurting the character of Debra. While the showrunners seemed to recognize their mistake and drop the storyline, the damage had been done to Debra who was made to be a more naive and less intelligent character because of this arc.

8 Angela

Played By Julia Jones

Angela Bishop was introduced in the Dexter soft-sequel Dexter: New Blood, which debuted in 2021 and functioned as something of a 9th season to properly round off the story. While Angela was an incredibly interesting character, she definitely wasn’t a suitable love interest for Dexter, which became very clear by the time New Blood concluded. Once Angela, the Chief of Police in Iron Lake, learns of Dexter’s murderous inclinations, she wants nothing more than to see him extradited to Florida to answer for his crimes, even though this will likely result in the death penalty.

While this makes Angela an incredibly noble and efficient police officer, it also means that — for a serial killer like Dexter — she’s ultimately not compatible as a love interest. She was also seen by viewers as something of a stand-in for Deb. While Angela and Dexter don’t share any of the near-sibling complications he and Deb did, their similar personalities create similar problems when it comes to romance. Ultimately, Angela outlives Dexter by the time New Blood finishes and even tampers with a crime scene to make it seem as though she was the one who brought him to justice.

7 Laci

Played By Cherilyn Wilson

While most of Dexter’s romantic partners on the show have a fairly significant role to play in the story, that was not the case with Laci (Cherilyn Wilson). In fact, it is not likely that a lot of fans remember the character as she only appeared in a short scene in one episode during the derided sixth season of the show. However, that was enough to have a brief moment with Dexter.

The episode finds Dexter on a road trip where he stops at a small store where Laci works. He begins flirting with her and nearly ends up killing her at the request of the vision he had of his brother Brian (Christian Camargo). However, Dexter went a different route and had a random fling with Laci, resulting in a sexual encounter in the back room. Though brief, it is a rare moment of this kind for Dexter.

6 Trisha Billings

Played By Kristen Miller

Similar to Laci, Trisha Billings (Kristen Miller) only showed up for one episode of the series. However, she managed to make a bigger impact with a bit more screen time. She also had more of a connection to Dexter, making their brief time together mean more for him as a character.

Trisha was an old classmate of Dexter’s who remembered him from biology class. The former prom queen saw him again at their high school reunion and openly flirted with him. She then took him into an empty classroom for a quick hookup that was forgotten about by the end of the episode. Though it didn’t make for a grand romance, the fact that Trisha was a popular girl in school while Dexter was a bit of an outcast showed how he had learned to fit in more since his school days.

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5 Lila West

Played By Jaime Murray

Lila (Jaime Murray) is a complex love interest for Dexter as she made for a compelling addition to Dexter season 2 while also presenting a character that the audience wanted to see taken out as soon as possible as she was bad news for Dexter. After Dexter developed a cover story about being a recovering drug addict, he started going to Narcotics Anonymous meetings where he met Lila, and she eventually became his sponsor.

Lila was interested in Dexter’s “darkness” and he was intrigued because nobody wanted to see that side of him before. They started an affair that caused a rift between Dexter and Rita (Julie Benz). Lila turned out to be manipulative and dangerous as she committed arson several times. One was to get Dexter to sympathize with her, another killed Sergeant Doakes, and another nearly killed Dexter, Astor, and Cody. Though she made for a great villain, she was the wrong woman for Dexter.

4 Cassie Jollenston

Played By Bethany Joy Lenz

Life would’ve been much less complicated for Dexter had he actually started dating Cassie Jollenston (Bethany Joy Lenz). A lot of fans might not fondly remember Cassie because she didn’t show up until the much-maligned final season. Cassie was Dexter’s neighbor and a friend to his nanny, Jamie Batista (Aimee Garcia). The two seemed to hit it off when they first spoke, but their later meetings were eventually a bit disappointing.

Dexter wasn’t interested in pursuing the relationship any further and didn’t call Cassie back, leading her to move on to a new man with Oliver Saxon. Unfortunately for her, Oliver is also a serial killer and brutally murders her. While her death is one that fills Dexter with guilt and shows the danger brought to people in his life, their relationship isn’t strong enough to sell that point and Cassie just comes off as a tragic victim.

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3 Hannah McKay

Played By Yvonne Strahovski

This was another romance that seemed to work slightly because of the violent nature shared by Dexter and his love interest. Dexter slowly found out that Hannah McKay (Yvonne Strahovski) was a murderer. Once he uncovered her true nature, he got her on his kill table and expected her to beg for her life. However, the interaction took a strange turn when the two were overcome with passion, leading to Dexter cutting her free and the two of them having intercourse. Debra wanted Dexter to kill Hannah for her misdeeds, but he refused, and the two remained together.

Though they split at the end of season seven, Hannah returned in season eight. They ended up back together and by the time the series finale rolled around, Dexter left Harrison with Hannah while he went off to become a lumberjack. While they certainly seemed like a good fit, Hannah simply suffered as a love interest for being included in the lackluster later seasons of the show. Hannah was killed off-screen before the events of Dexter’s revival New Blood, as revealed by Dexter’s grown-up son Harrison.

2 Rita Morgan (Née Bennett)

Played By Julie Benz

As soon as the series began, Rita Bennett was Dexter’s girlfriend and later his wife. She had a harrowing and violent past that left her uninterested in sex, which worked out well for Dexter as he got into the relationship simply to appear more normal. Eventually, that changed, and the two grew closer. What started as a facade became a true relationship.

Dexter went on to legitimately love Rita and her children, Astor and Cody. He married Rita and they were mostly happy for the better part of four seasons, even having a child of their own named Harrison. Tragically, Rita was murdered by The Trinity Killer at the end of Dexter season 4. Interestingly, though the shocking twist was seen as one of the show’s best moments, it never rebounded from the loss of Rita.

1 Lumen Pierce

Played By Julia Stiles

Following the death of Rita, many fans weren’t ready for another Dexter love interest. However, Lumen Pierce (Julia Stiles) turned out to be the perfect new partner for Dexter and the one who he saw as being his true soulmate. Her backstory is a tragic one, having been captured and repeatedly raped by the Barrel Girl Gang. Dexter found her while searching for Boyd Fowler, a killer who was meant to dispose of Lumen’s body.

Lumen and Dexter went on to partner up to eliminate the members of the gang, with Lumen wanting revenge against the men who brutalized her and also killed several other women. It was the first true case of Dexter letting a woman in on his ritual and they formed a true bond. While he very much wanted their relationship to continue at the end of Dexter season 5, once Lumen got her revenge, she felt she was ready to leave the world of violence behind and begin healing.

Dexter Could Have A New Love Interest In The Prequel Spinoff

The popularity of the Dexter franchise continues with the plans for an upcoming Dexter prequel series, Dexter: Original Sin. The series will be the first time Michael C. Hall is not playing the title character (though he will be providing the narration), as Patrick Gibson will step into the role. The show will follow Dexter Morgan’s life after his college graduation, with several key characters from the original series also appearing.

There will be a lot of interesting areas to explore in Dexter’s younger years which were glimpsed in flashbacks throughout the original series. One of the most interesting will be his potential romantic relationships. It is known in the series that Dexter is not an ordinary person and doesn’t form a connection with people like the rest of society. Rita seems to be the first serious relationship he has and that begins mostly out of a necessity to appear normal.

It is likely that Dexter: Original Sin will not see any long-term or serious relationships for young Dexter, but it will be fascinating to explore those early years and how he dealt with interactions with girls while still struggling with his Dark Passenger. It is possible he could attempt a relationship with a girl his age and the results will surely be compelling.

Dexter

Based on the character created by author Jeff Lindsay, Showtime’s Dexter follows Miami Metro Police Department’s most skilled blood spatter analyst, Dexter Morgan, as he attempts to satisfy his Dark Passenger’s need to kill by hunting down criminals who have escaped justice. However, using the rules his adoptive father taught him to remain undiscovered, Dexter must walk the fine line of seemingly blending into society while continuously feeding his dark urges. Dexter faces several serial killers as his facade slowly crumbles around him; with every problem solved by his Dark Passenger, another one arises for his suburban fatherly life. When Dexter takes things personally or feels that the law is failing, he takes matters into his own hands and even compromises the investigations of his co-workers. Dexter aired on Showtime for eight seasons before receiving a mini-sequel series called Dexter: New Blood, which picked up ten years after the show’s events. You can buy each season for just $9.99 for Prime Day. 

Cast

David Zayas , Michael C. Hall , Lauren Velez , C. S. Lee , James Remar , Jennifer Carpenter , Desmond Harrington , Julie Benz

Release Date

October 31, 2010

Seasons

8

Writers

Jeff Lindsay , Scott Buck , Scott Reynolds , Tim Schlattmann , Karen Campbell , Melissa Rosenberg , Kevin Maynard , Wendy West , Manny Coto , Daniel Cerone , Jace Richdale , Drew Z. Greenberg , Chip Johannessen , Adam Fierro , Jim Leonard

Showrunner

Clyde Phillips

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