Group of Adventurers

Darkrall - Human Male Cleric of Sarenrae

Tall, intimidating, with dark long hair and a scar on his face (left cheek). 
Wears a burnished banded mail armor decorated with phoenix themed elements, the helm covering his eyes but not the rest of the face, and forged to look like a fiery bird of prey. His gloves, boots and cloak are trimmed with snakeskin.

Also wields a large metal shield sporting the image of the goddess (a female angelic being wreathed in flames), and an oversized warhammer of bluish metal.

Azula - Half Elf Female Bard

Has long curly red hair with no fringe/bangs, bright green slanted elven eyes, and freckles. Wears golden earring looking like tree leaves and a small round earring at the tip of the ear, a torque necklace more apt for a male, a green cloack and high boots with an ankle strap.

Her green tinged leather armor is so tight that looks more like a corset, over a white shirt and bright red pants; she's equipped with a shortbow and a silver flute (western concert type).

Getro "Quickfingers" - Halfling Male Rogue

Sports long black hair tied in a ponytail, with no facial hair except for thick eyebrows - and a perennial know-it-all smirk. His attire is a dark brown full leather armor, covered in pouches, straps and buckles, with overknee boots, and a tattered and dirty black cloack from which emerges a dangling grappling hook. 
Is also armed with twin shortswords and a bandoleer with 5 throwing knives.

Rumi - Human Female cleric of Kurgess

Wears splint mail over cerimonial vest, exceedingly clean and neat looking; has shoulder lenght wavy blond hair, is just under 6' tall and slim (athletic looking, kinda like field jumping athletes). She's equipped with heavy wooden shield, morning star and light crossbow as ranged weapon. 
Yep, it's from the original request.

Alissariel Kirmoon

I just can't post the description here, the commissionee did an incredible job and even collected a whole wiki for her.  Hope it's okay to post the link. -> http://wiki.worldsunknown.com/wiki/Ruloc

I feel a bit bad since I couldn't fit all of that into the timeframe I gave myself for those illustrations.

Yuna Tsukimura

Yūna’s a Half-Elf [pathfinder] (Domain: Air) Wizard 5/ Monk 1. As her speciality is air-based spells, she favours wind and lightning spells, so tends towards the more destructive ones. She will be going into Initiate of the Sevenfold Veil eventually though, which is all about the colours of the prismatic wall, but as prerequisites has her specialising rather heavily in abjuration/defensive spells. She favours speed over strength but isn't weak. She grew up in a human city (steampunk-ish) in an orphanage (taught martial arts), and from 15-24 years old lived aboard a halfling trading ship (taught magic, then the campaign began), who are modelled after Terry Pratchett’s Nac Mac Feegles, so are a little chaotic and love alcohol & money. She can also (through feats) cause sonic damage with a touch, and her domain allows her to cast feather fall & levitate on herself at will (and eventually fly).

Physical description (sorry if it’s so detailed, she’s my first character):
She stands around 5’8” and walks with calm, graceful confidence. Her long black hair, smooth like silk, dyed with purple streaks in places, reaches almost half way down her back, and her eyes are a deep, dark amethyst colour. She favours her elven heritage, so her ears are elongated, obviously so, and her eyes are slightly wider than a human’s.

She has a black tattoo on her left side, from about halfway between her elbow and shoulder to just below her ribs, with a few tendrils poking above her jacket collar on her neck, almost to her jaw line. She has a second tattoo on her right hip, in a similar style but much smaller (maybe up to her bottom rib at most). She also has spellbook tattoos around the edges of the main tattoo on her left arm, and down the outside of her right upper leg (since the world she’s in revolves significantly around Japanese, the text is probably in asian script).

She wears a black, long-sleeved traveller’s jacket that almost reaches the floor, with purple patterns decorating the inside (the overall colour scheme is black with purple filigree). Her boots are black leather and reach past her knees, and have purple trimmings. She wears black silk hotpants, and a purple corset with black & white filigree. She has black leather fingerless gloves and a black belt with a black & white buckle shaped like Nethys’ mask (pathfinder god of magic http://www.pathfinderwiki.com/wiki/File:Nethys.jpg ).

As far as equipment goes, all you can really see are two leather pouches on the back of her belt, and a purple ribbon wrapped around a lock of hair on one side (it’s a hat of disguise so if you can think of anything else that would fit better feel free). She also has an owl familiar if you want to include him too for practise.

Branwynn and Yance Waynolt

Yance is 5’10”, 180 pounds, with brown hair and, though completely human has bright, glowing golden eyes (a throwback to the power that saved his people 5,000 years ago). He has a short “mountain man” beard, and his eyes are larger and his face longer than average. He was born a peasant, a simple farmer, though recently his life has taken a dramatic turn. On his back he carries a composite longbow and at his side an axe. He wears a Mithral breastplate, though it has been camouflaged in earth-tones for an archer’s practicality in stealth. He still carries the hard life of a peasant in his expression though. All he has in the world is Branwynn, and you can tell this by the way he stands next to her.

Branwynn, a half-elf, is 5’11”, 120 pounds, and drab. Long dishwater-blonde hair and gray eyes, a fear can be constantly detected in her gaze: the fear of persecution for being a witch. Her familiar is a Sugar Glider who lives in a small pouch that hangs from her neck. She keeps a dagger tied in her hair (a silvered, slightly curved blade that resembles a leaf) which belonged to her father, a member of the noble elven house Silverleaf. Clothing doesn’t matter much to her. She would have worn whatever would have been appropriate for a medieval bride. 

Party

Hasjua 

Male Half-orc Fighter 
Hair: Black 
Eyes: Darker Red 
Armor: Full Plate
Major Items of Importance: 
- Heirloom Greatsword
- Belt of Physical Perfection 
Hasjua’s hair is straight shoulder length, worn in a ponytail, usually keeps a tankard on his belt, as he enjoys a good drink with friends and strangers alike. He is also the general of the nation, so he might have military adornments.

Powerfully built, Hasjua wears full plate armor, which he keeps in pristine condition. As a former guardsman in Brevoy, he values the regiment of organized military and well-kept equipment, but the hint of an untamed soul is betrayed by the glint in his eyes. Uncharacteristically handsome and charismatic for a half-orc, Hasjua is as adventuresome in his philandering ways as he is in his travels, despite coming from a well-adjusted and stable home of two half-orc parents and multiple siblings. 

Kelmdor Kenaber 

Male Half-elf Alchemist
Hair: Dirty Blonde
Eye: Yellow-Green (Left eye is covered by a dark reddish brown eye patch)
Major Items of Importance:
- Headband of Vast Intelligence
- Bracers of Armor +4
- Folding Boat
Kelmdor’s dirty blonde hair is worn short and disheveled. He wears a long leather “duster”/lab coat. He is always loaded down with vials, ingredients, alchemical tools, mundane alchemical items, etc. He worships Cayden Cailean.

Even hailing from demon-warring Mendev, Kelmdor is a free spirit, taking up the adventuring life originally seeking eventual godhood (much like his patron deity). This free spirit seems to stand in stark contrast to his studious nature (though both add to his aloofness). There is a cursed artifact to thank for his missing eye; the item compelling him to rip out his own eye and attempt to shove the oversized gem into the socket. He is also the Magister of the nation, so he usually has at least one or two books jammed into his bag of holding. 

Vladimir Godwrath 

Male Human Paladin of Iomedae
Hair: Black
Eyes: Grey
Armor: Full Plate
Major Items of Importance:
- Magical Kilij
- Crown of Conquest
Vladimir is the King of the nation and displays that air of regality constantly. His straight shoulder length dark black hair and heavy brow line easily betray his Ustalavian heritage. He usually wears a very serious look on his face. He proudly displays is holy symbol of Iomedae.

Vladimir is tall for a human, but by no means lanky. He is powerfully built, and wears a heavy suit of magic full plate armor, the pieces ranging in color from a light gun metal to silver. Vlad oozes charisma, though it can easily be as intimidating as it is diplomatic. He often carries a stern look. He is quick to stamp out evil, though as of late he has realized the importance of redemption. His hands are permanently charred black up to mid-forearm and display heavy scars on the palms in the shape of Iomadae’s holy symbol, resulting from a life-saving return of divine power that ripped a piece of his soul through a lay on hands to revive a dead ally of the party (the piece of soul has since been returned). 

Eli Jaxx 

Male Half-elf Ranger of Erastil
Hair: Blonde
Eyes: Emerald Green
Armor: Mithril Chain Shirt
Animal Bond - Scar: Large Male Wolf (Grey) bearing a scar from the left side of its muzzle to above its right eye (from a vicious troll attack when it was a pup).
Major Items of Importance:
- Skybolt – Darkwood and Ivory +2 thundering composite longbow
- Cloak of Elvenkind
Eli’s long straight blonde hair is never tied up. He has a brooch to hold on his cloak in the shape of the symbol of Erastil. He keeps a tankard and hooded lantern on him, as well as all the hunting, fishing, and camping gear he might need.

Eli is a frontiersman through and through. The frankness and genuine demeanor of his face thinly veils a secretive nature that few can penetrate. He never travels without his Cloak of Elvenkind and often adventures with the hood up. The stoic blood of his elven nature is matched in equal part by the drive of his human nature. He is patient and resilient, yet passionate and bold. These contradicting forces of personality make the silent hunter all the more enigmatic. 

Borrias Duerek 

Male Dwarven Cleric of Torag
Hair/beard: Blonde
Eyes: Steel Grey
Armor: Dwarven Full Plate
Major Items of Importance:
- Headband of Inspired Wisdom
- Dwarven Full Plate (adamantine) with ancient dwarven runes acid-etched over its surface
Borrias is a jeweler in his spare time . Oddly, he has no mustache as part of his beard, as he doesn’t like dealing with the hassle it causes with food and ale.

Borrias wears his dwarven plate armor as much as a symbol of pride, as for protection. His stern look and stubborn attitude demand a respect and deferral from others, not directly associated with his titled role as the nation’s treasurer. He carries a warhammer, closely resembling Torag’s holy symbol and a heavy steel shield, bearing a topographical map of the stolen lands.

Kethil Wyvernsbane

Kethil stands 5'8". Her parents are a Desert Elf and a Vampyrri Human(like a dhampir). Her father is currently the avatar of the deity of fate. Her mother is the daughter of the avatar of the deity of Fire, who for some reason is a succubus that is good aligned. She became smitten with a cleric of that same deity and started working on getting him. She is very wealthy and so tends to wear only the finest materials. 

Through an adventure in an abandoned temple she took up being a cleric of a water god by the name of Nereus. His symbol is a wave forming a cutlass. She commissioned her Holy symbol to be made out of amethyst, sapphire and aquamarine to fit the theme and his colors. 

She has somewhat pale skin, black hair and amethyst eyes. Her succubus heritage seeps out in her beauty and ability to charm males if she wishes. She generally prefers to wear a dress and tends to wear Nereus' colors now. His colors are ocean blues and purples. She wears her hair down, but in a style that keeps it out of her face in battle. She wields a cutlass and has a whip for when she does not want to get in close. 

Amontillado

'Monty' Amontillado is a half-elf rogue big on muscle and big on charm.
The sort of roguish bad-boy that all the mother warned their daughters about, Monty looks like a romance novel cover model come to life.

Had he been born on Earth instead of Golarion, his dark and swarthy looks would give clear indication of his mothers Italian ancestry, offset with some of the finer features of his fathers Elven blood.

His hair is raven black in colour, from the slicked back and tied into a long plait.

His looks are dark and smouldering, handsome, but definitely bad-boy in nature...

TLDR - Ultimately he's a pretty physical guy, a Rogue Thug with big Str and a very respectable Cha stat (and the Charming trait). He's half elven, dark hair, dark features, has an elven curve blade, and is generally a well dressed Sczarni - well dressed medieval mafiosa. His chain shirt is masterwork.

I guess for 'dark and smouldery looks' you might consider the Jake Gylenhaal Prince of Persia, or just look for any bodice ripper romance novel with 'pirate' or 'rogue' on the cover - its all swarthy looks and 5 o'clock shadows on chisel jaws and flashy biceps under manly (yet elegant) eyebrows with smouldery eyes.