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As you can see, this chronology no longer takes into account the upcoming changes in history after sleepy's release from vacation.
Thank you for the timeline.
I found this usefull link with a decription to each character:
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(Listed in order of importance):
Primary characters:
Evelina Le Fey
Evie is the brunette anti-hero of the stories - From a young age, she was hypnotised and brainwashed by her aunt Carmilla to suffer specific fetishes, and it is not clear how much of her actions is proper Evie and how much is merely her acting out previous instructions. There is definitely things in her past to unpack, and it would not come as a surprise if Evie's attraction to Violet is due to her projecting a hypno-assisted/latent desire for her aunt onto another, similarly dominant personality. While Violet sees her as her closest friend and partner in crime with very special benefits, Evie shows signs of wanting more of a proper relationship, but knows Violet well enough not to push the issue. She is shown to be a bisexual switch, and enjoys the pleasures of both men and women - normally her craving for control has her holding the leash of her partners, but she can submit to Violet as a sign of trust and affection. She displays a low level jealousy for Kayla, wanting to humiliate her in front of Violet.
Evie displays a high degree of technical knowledge (for instance creating the spy app 'Evie's Total Digital Domination 1.3') and is a chemistry genius - some of her concoctions (Chemical Cupid) are powerful aphrodisiacs, admittedly with potential lethal side effects. Her position as a Chemistry professor and student counselor at Crystal Heights University (C.H.U) dovetails nicely with her predilections for drug-fuelled non-consensual sex. She is also adept with hypnotism by the way of fascinators, for instance this nice blinking crystal. Look into the crystal. You are getting sleepy. And aroused.
She's also an amateur mixologist - Look out for Evie's Mind Wipe at a cocktail bar next to you - It contains Pink Vodka, Deep Blue and a few drops of GHB. Please remember that the green umbrella is for you, the pink umbrella is for the one you want to get wasted. Sneaky Joe's Cloud 9 is also a frequently used tranquilizer, administered by syringe.
Evie lives in her family's gothic mansion with a cavernous dungeon, overlooking Crystal Heights.
Violet White
Violet is a short-haired, honey-skinned (Hard to tell if intended to be mixed, pacific or Latino descent), nipple-pierced, work-hardly (preferably enticing someone else to do the work for her), party-hard kind of woman. She works as a middle manager at Spümco. While she primarily enjoys the role of a lesbian dominatrix with a penchant for breath-play and anal play, she has been shown enjoying the other side of the ropes from time to time, especially when distracted by someone playing with her ass. She enjoys corrupting younger girls, manipulating them into becoming her adoring slave-girls. Violet is not a particularly nice person, and would probably be labeled a sociopath by some. She is shown to be manipulating, prone to fits of anger and capable of arranging for the misfortunes of other for her own personal gain. Aren't all beautiful women like this? Violet lives in a penthouse duplex apartment, with a well-equipped dungeon on the lower levels.
Trixie M. Bailey
Pink-haired slacker student by day, nefarious cat thief by night, Trixie is also adept with rope and blow-gun tranquilizer darts. Sporting a piercing in her right nipple and a Fox tattoo on the inside of her upper left arm, she is a stubborn teenager with clear authority problems, and since she prefers to be in control, Nancy's submissiveness is as attractive to her as it is to Evie - she is fiercely protective of Nancy, and will go to great lengths to protect her, even when it results in a no-win scenario (as seen in To Catch a Thief). Due to her nocturnal efforts, she knows many salacious people around the city. There are some inconsistencies as to if Trixie calls herself the Black/Pink Fox, and her Fox tattoo jumps around from arm to arm. If this was real life, we'd be very confused about this.
Nancy Templeton
Amateur sleuth. Nearly Full-time hypnotised lesbian sex slave. There is just something about Nancy that makes people want to brainwash her into submission. It might be her fair hair, sunny disposition or her antiquated societal views - but whatever it is, people want to own her. At this point in the story, she has been drugged, hypnotized, brain-washed and reprogrammed so much that her brain goes straight to mush when exposed to someone with bad intentions. She has proven several times that she can make good logical deductions, and would probably be quite good at being an amateur detective if she did not go around half brain-damaged by heavy chloroform inhalation. Her butt is supposedly the cutest thing around in miles. Her family is rumoured to have money, which would explain her protected upbringing.
Secondary Characters:
Lady Carmilla Le Fey (and Coven)
Rich, potentially immortal and utterly without scruples. She is the head of her coven, who all the Le Fey woman are members of. It is said to have been founded by Morgana La Fey - It is not explicitly said whether Carmilla is Morgana in a new disguise or not, but images of Carmilla dating back to 1896 is shown. The initiated of the coven have to imbibe a belladonna extract with psychedelic effects while claiming allegiance to the nightshade queen. Evie describes the coven more succinctly as "A club of middle-aged ladies who like to fuck while high". The coven features hard-spanking latex-clad nuns. If you think Evie is despicable, Lady Carmilla makes her niece look like a girl scout.
Sarah Meyers, aka Country Girl
Sarah is a southern country girl, used to riding horses on the farm. When Evie first encounter her in the Plaza hotel bar in Central City, she confides to have ran away from her fiance a few weeks earlier, with no one knowing her whereabouts. Having escaped Evie after being brought to Le Fey Mansion, she appeals to Violet to help her get away, which promptly results in a new abduction, and this time it is permanent. Being locked in her hooded catsuit as close to 24/7 as practically possible, she is only shown being washed when securely bound and drugged. Quickly becoming Violet and Evie's favourite toy, she is still keeping her wits about her, never giving up a chance to escape, no matter how remote success might seem.
Kayla
Kayla is a black girl working as a barista at Coffee Hut (but secretly trying to audition for musicals) when Violet finds her, and leads her into a whirlwind romance. Setting events into motion to get Kayla both fired and evicted, Violet eagerly invites her to live with her - making her more dependent and even easier to manipulate with drugs and rough sex - all to carefully craft the previous inexperienced sweet girl into a dirty girl willing to do anything to please Violet's preferences. She is obviously besotted with Violet, while Violet treats her as a slave girl in training whom she is more than happy to share with others, especially Evie.
Frederick (Le Fey, we suppose?)
Frederick is supposedly the favourite nephew of Lady Carmilla, while also being the nephew of Evie (He must be from the Alabama side of the family if this is correct). Living together with his aunt (Carmilla, that is), Carmilla does not want to leave him alone at home while she is out traveling, and therefore directs Evie to take him in. This is incompatible with her plans featuring Country Girl and Violet, and the only way to for Evie to solve this conundrum is to include young Freddy in the party games. He proves to be an easy prey, and his fetishes are aligned with the rest of the family (Is there something in the water?).
Tertiary Characters
Pam - Pam is a featured in several non-canon poll stories, as well as background in the main story line. She only has a couple of pages of introduction, in where Evie and Violet knocks her out and forces her to submit for having parked in Violet's preferred spot. She is a tall, rubenesque blond female whom often is shown wearing a pink gimp pig paraphernalia.
The Great Selene
Selene is a semi-recurring character who works as a stage hypnotist - A mind-controlling interests she shares with several other protagonists in this story. She is not above using hypnosis for commercial gains, and will change her allegiance faster than you can say hypno- uuuuhhh.
Girlfriends-in-crime
Evies and Violet's apparently closest friends consist of three other women, who are of same predilection when it comes to sexual slavery and non-consensual submission. They are not named, but appears in several stories. One of them is a red-head, the other two are of possible asian descent. They appears as background characters in "Pam", "Corrupted Barista", and are unnamed characters with speaking parts in To Catch a Thief and To Break a Thief.