This should be better character history is on the way, but I established more information to work with.
[sblock=Annàn]

Art: Another one Out; credit goes to Argendriel from DeviantART. (Note: Image does not completely depict appearance and setting)
Name: Annàn
Player: Zansy
Class & Level: Rogue 4
Race: High Elf
Size: Medium
[sblock=Sage Background]
[sblock]ANNÀN - UNLOCKED
A LONG TIME AGO, or at least, so it feels, A young elvish man camped under the stars on a Bald patch in the woods. Touching base with his two childhood mates, planning to swap goods, among their other traditions.
The three smiled and laughed as they started a campfire, as a duck was stewing in the pot above it.
"It must have been no less than 75 years since we last saw you, Annàn." Vrattaryn smiled as he sharpened a set of old knives.
"Indeed I know, friends." Annàn answered as he undid his stunning black hair. "this forest is like a second home to me. what have you two been doing while I was gone?"
"Well, I joined in the Tethyrian army." Vrattaryn said, and was immediately cheered on it by Annàn. "Yes, though I mostly joined to learn to fight better. one of these days I'll be a great leader around these parts, and my gang will be better than those rotten dwarves. I need to set myself apart from all the nameless who are out there, stealing eachother's bread." as he spoke, his auburn hair shimmered by the fire, standing apart from even his tanned skin
Annàn raised his brow, it was not quite the reasoning he expected for such an important life choice. he turned to Vrattaryn's sister, who sat farther away, staring into the fire. "How about you, Arafel? what have I missed all these years?"
"A
lot." Arafel said quietly, she was not much of a talker.
"Like what?" Annàn smiled, not fully understand.
"It matters not." she answered, looking away.
"It might be best we don't dwell on the past, mate." Vrattaryn whispered to Annàn. "I don't think she ever truly forgave you for knicking her spellbook.
"What? I
told you guys so many times already, I did not take that book!" Annàn got upset, he really did steal her spellbook, and is only now beginning to understand it's contents. but he could never admit it. "sure, I tried to read it a few times when I was, how old, 40? but I never took it Arafel. you have to believe me."
Arafel didn't answer.
"Why didn't you just try to get a new one?"
"You know, I almost died when I learned you took it?" Arafel furrows her brow begrudgingly. lifting the hem of her tunic the young lad her stretch marks on her thin stomach.
"it was a good thing we found you in time. It's amazing that you lost all the weight, too."
"the green old lady almost ate me!"
"You know what, fine - I
did take your spellbook, and I
am sorry for what happened to you." he took the old schooltome from his pouch and returned it to her. "I thought you would have forgotten about it, and wanted to patch things up between us. I was going to give it back tonight to bury the hatchet."
he returned her spellbook to her. it somehow made her even more enraged. she threw the book on him agressively "I... I can't believe you! I could have had a future with this!"
"I said I'm sorry! Let me make it up to yo-" Annàn said as Arafel ran out to the forest. Annàn was about to run after her, when her brother stopped him. "Best leave her to blow off steam, at least the duck is ready" Vrattaryn said. "She will calm down, but you understand why she is mad? you ruined her future as an archmage."
"I didn't realize it at the time; like I said, I was only 40."
"So why did you only return it now?"
"I have learned a few very important and advanced secrets through it, that I couldn't learn otherwise. since I left, I mastered my pickpocketing, using the tricks I learned in the book, I stole valuable documents from a foreign spy, which Queen Zaranda rewarded me handsomely for his apprehension; the money didn't last. aside from that, I studied astronomy and cosmology for the last 30 years, and I'm doing some odd jobs to buy an observatory." after a pause, he continued. "Besides, I have another copy of it, now."
"Ahh... That sounds like quite a handful." Vrattaryn said as the two dug into their meal. "I joined a church of Lathander."
"I thought you hated churches?" Annàn inquired. "What changed?"
"I got caught a tussling a while back with that darn gang bunch of dwarves again. Taking care of Orphans was the only
real way I could get amnesty." Vrattaryn said as he perked up. "not a bad job, either, I think I like those kids. I wish I was allowed to teach them to use a blade though. it hurts me that I can't teach them anything that's not in their books."
Shortly afterwards, Arafel returned, soaking wet and covered in dirt and blood, not her own, however. she took step after step, until she approached Annàn.
"Arafel! What happened to you?" the black haired thief tried to reach out for her, only to get his hand slapped away.
"Don't talk." Arafel said, quite upset she parted her filthy red hair. "A curse on you, Annàn. you will leave this place and you won't come back, for you may never wear the hat of a thief again."
she turned to Vrattaryn, her look dark and vindictive.
"Come Vrattar, we are leaving."
without so much of an argument, the two left, as Vrattaryn signed to Annàn to stay in touch."
Annàn did not look to deeply into Arafel's threat at first; it was not until days, maybe weeks after that Annàn noticed his hair was growing shorter. he as tried many things to make it seem longer, and even conceal it with a hat, but every hat he tried on blew off of his head within seconds, as if by a gust of wind. he tried masks, bandanas, makeup - nothing! Annàn panicked, as keeping a hidden identity has suddenly become that much harder. it wasn't until more weeks have passed when he received a call from the Queen Monarch - he has a new mission, and his hair turned white and shrunk as if it was cut short, a disgrace by elven standards. he will have to find some way he could undo Arafel's curse on his missions, for he has no interest in becoming the first bald elf of Faer
ûn!
[/sblock]
Specialty: Astronomer.
Personality Trait: I've read every book in the greatest libraries in faerûn. That's my story, and I'm sticking to it.
Personality Trait: The First thing I do in a new place is note the locations of everything valuable---or where such things could be hidden.
Ideal: No Limits. Nothing can fetter the infinite possibility inherent in all of existence.
Bond: My loyalty to the Queen-Monarch is absolute.
Bond: My life's work is a series of tomes containing groundbreaking theories regarding the far realm and the elemental planes. I could read my work over and over endlessly.
Flaw: I have been magically cursed to slowly lose all of my beautiful hair, and I am unable to conceal it.
Flaw: I am easily distracted by the Promise of information.[/sblock]
HP: 31 (8+2+5+2+5+2+5+2)
HP Remaining: 31
AC: 14
Speed: 40 Feet
STR: 8 +1
DEX: 16 +3
CON: 14 +2
INT: 16 +3
WIS: 8 -1
CHA: 12 +1
PROFICIENCIES:
Proficiency Bonus: +2
Armor: light armor
Weapons: Simple Weapons, hand crossbows,
longswords, rapiers, shortswords,
Shortbows, Longbows.
Tools: Thieves Tools
Saving Throws: Dexterity +5, Intelligence
+5
RACE (High Elf):
Base walking speed is 40 feet
Darkvision
Keen Senses
Fey Ancestry
Trance
Elf Weapon Training
Cantrip (Minor Illusion)
Languages: Common and Elvish +3 Languages (TBD)
SKILLS:
Acrobatics +5, Arcana +5, Deception +3 History +5, Investigation +7, Perception +1, Sleight of Hand +7
EQUIPMENT:
Rapier
Shortbow
20 arrows
Leather Armor
2 Daggers
Thieves' Tools
[sblock=Explorer's pack]Backpack
Bedroll
Mess kit
Tinderbox
10 Torches
10 Days of Rations
Waterskin
50 feet of Hempen Rope[/sblock]
[sblock=background equipment]Bottle of black Ink
Quill
Small Knife
Letter from a dead colleague, posing a question I have not yet been able to answer
Common Clothes
Belt Pouch containing coins[/sblock]
CURRENCY: 10 GP.
CLASS FEATURES:
Expertise: Investigation, sleight of Hand
Sneak Attack +2d6
Thieves' Cant
Cunning Action
Roguish Archetype: Arcane Trickster
Spellcasting
Mage Hand Legerdemain
FEAT: Mobile
SPELLCASTING:
Spell DC:13
Spell Attack: +5
Cantrips:
~Minor Illusion
~Mage Hand
~Dancing Lights
~Gust
1st Level Spells (3/3 spell slots)
~Tasha's Hideous Seizure
~Fog Cloud
~Disguise Self
~Silent Image
[/sblock]
I was kind of hoping not to rely on enchantments, but between charm person and illusory script, I can foresee only one right choice.