The protagonist of our story; a fairly unambitious man whose life gets turned around very quickly after his girlfriend Katherine McBride states she wants to get married and he is seduced by the mysterious Catherine. Before long, he's having nightmares where he has to climb towards a cathedral alongside countless other people turned into sheep in order to escape.
The Cameo: Appears in Persona 3 Portable as "Man Drinking Alone", where he talks about getting weird nightmares and how a strange girl who suddenly appeared has suddenly thrown his life for a loop.
Chick Magnet: According to Orlando, he used to be very popular with girls when he was younger. Not so much the case now, though he did catch the attention of Catherine. Though there are bigger reasons for that.
Cluster F-Bomb: When he confronts Boss about the nightmares, he's so pissed off that this is the result.
Crouching Moron, Hidden Badass: In real life, he's pretty meek and spineless all around. In the dream world, he's a lot more determined, and openly defiant to his tormentors. His ability to quickly devise climbing techniques shows he can be especially clever too.
Despair Event Horizon: Comes close to crossing it when he loses Katherine. Depending on how you play, he can either get back with her, get over it, or make the last leap over it.
Determinator: Just try and tell this guy that he's not going to get through the night's 'mare.
Upon getting a Game Over, using one of your retries prompts him to say "Now's not the time to be dead!"
Happily Married: To his girl of choice in the True Lovers and True Cheater endings.
Hellish Pupils: He becomes an incubus in the True Cheater ending and gains these.
Large Ham: Especially in the English version, where it's clear that Troy Baker had a lot of fun going overboard with his yells.
Like a Badass out of Hell: In the True Cheater ending, he marries Catherine and chooses to stay with her in the netherworld; eventually becoming a demon himself. Not just any old demon, mind... The most powerful one in existence.
The titular seductress; Catherine seduces Vincent at the Stray Sheep bar and it's after meeting her that his nightmares begin. She is quite the Clingy Jealous Girl and is implied to be more than a little crazy. She is eventually revealed to be a succubus sent to seduce men who won't get married in order to "weed out" the unfruitful couples as part of a scheme by Mutton.
Vincent's girlfriend. They met at a high school reunion and struck up a relationship. She's described as being a career woman, but she also wants to get married. The pressure over whether or not to do so is partially what sets Vincent's story into motion. As it turns out, she was aware of his affair the whole time and eventually breaks up with him over it. Depending on the player's choices, they may or may not get back together.
Death Glare: Gives Vincent one hell of a look in the dream world before discovering his affair.
Financial Abuse: Says she'll be taking control of Vincent's finances after discovering her pregnancy, claiming that it's because he needs to be more responsible. She keeps up with this even after discovering she's not pregnant.
Rapunzel Hair: Quite ironic considering Rapunzel's tale is mentioned in the game, although it may be unintentional.
Secret Test of Character: Shortly after breaking the news to Vincent, she discovered she wasn't pregnant after all, but wanted to see if Vincent would come clean about his affair if she had been.
The Stoic / Not So Stoic: Majority of the time, she's pretty calm, but flips her shit in the dream world where she finds out Vincent is cheating and gets into a heated argument with Catherine. It's even more evident about the fact that she's not pregnant when Catherine questions her and Katherine gives her a slightly stuttered retort. In the real world, she takes it rather gracefully.
Orlando is one of Vincent's oldest friends and another frequenter of the Stray Sheep bar. He tends to lean towards freedom in everything he does and isn't particularly keen on the idea of marriage.
All Men Are Perverts: His immediate reaction to Vincent's ramblings about whether or not he should call the affair with Catherine off and apologize to Katherine can basically be summed up as, "Great - Hook me up with her instead."
When Vincent starts telling him about the pics that Catherine is sending him, he demands that he save those pics so he can see them later.
Jonny is another bachelor friend of Vincent's who frequents the bar. A used car salesman who works for his father's company and plans to continue the family business. He tends to lean towards the "order" side of things and has a yearning to find his own soulmate some day.
One of Jonny's workmates, Toby is the youngest member of the group and another regular at the bar. He looks up to his coworker and has a similar desire to find "the one" and get married. He's also quite the cake eater and has a huge crush on Erica.
A Man Is Not a Virgin: He loses his virginity to Erica before the game ends and is damn proud of it, too.
Butt Monkey: He's always picked on by his buddies, usually for being the youngest, for being a virgin, or for his shyness towards Erica.
Chivalrous Pervert: He's quite clearly a good guy at heart although he's definitely one of the more perverted of them, proudly announcing his preference for older women and asking "What's so wrong with having some adult fun with someone older?"
A waitress at the Stray Sheep bar and a childhood friend of Vincent's. She is bright, cheerful and a little bit of a gossiper. She seems well aware of Tobias' crush on her and it's hinted that she reciprocates it on some level, as he eventually loses his virginity to her. In the True Lovers ending, it's revealed that she is Transsexual.
The Chick: A moral centre for the team who tries to stop them getting depressed? Check. Mediates arguments and ensures that nobody falls out? Check. Encourages everyone to keep moving forward? Cheque, please!
Cool Big Sis: Though unquestionably cool, she subverts the 'Big' part of the trope by being the same age as Vincent.
The Boss is the barkeeper of the Stray Sheep bar, who always wears sunglasses indoors. Very little is known about him, although there are plenty of weird rumours surrounding him. He turns out to be the mastermind behind the nightmares and is trying to use them to weed out men who won't marry their partners for the sake of allowing the human race to keep populating the world, as per the will of Astaroth/Ishtar.
Batman-Gambit: Vincent basically undermines his illusion of control when he takes the whole plan apart by saying men and women don't need guidance and there's no way their lives can be so easily controlled.
Done as you traditionally call the Barkeep in Japan "Master" out of respect, and calling him "Boss" is just a translation of how respectfully you're suppose to address them in Japan.
Everyone Calls Him Barkeep: The Japanese language track calls him Master, the traditional way of addressing the barkeep in Japan as he's the master of the bar you're in. The English dub changed it to Boss, but the meaning behind it is the same. So at the end of the day he's still being called Barkeep, confusing ain't it?
Well-Intentioned Extremist: Turns out all he really wanted was for men and women to "continue populating the planet" and he intended to weed out cheaters in order to assist with that. Subverted in that he himself was cheating on Ishtar and fell out of favor with her as a result.
One of the regulars at the Stray Sheep. He's a reporter, and is studying the mysterious deaths of young men in their sleep. During the Nightmare stages, he appears as the Sheep with Glasses, teaching climbing techniques that Vincent may find useful.
My Greatest Failure: Justin once wrote an article about an impoverished ballerina who was looking for her big break. After the story was published, she became famous, but was tormented by rivals and ended up committing suicide. He thinks the nightmares are punishing him for this, and plans on wishing the ballerina back to life if he reaches the Cathedral.
Though, his appearance is actually foreshadowed earlier in an optional phone conversation where Catherine yells at her father for interrupting her phone call; his reason for the interruption being he wanted to play video games with Catherine.
Groin Attack: Is the victim of one courtesy of Catherine, who does it to stop his whining.