Pretty simple character, traditional tropes I think.
[sblock=Serpica]
Serpica
Female Half-elf Rogue 1, chaotic neutral
Armor Class 14 (leather)
Hit Points 8 (1d8)
Speed 30 ft.
Str 8 (-1)
Dex 16 (+3)
Con 10 (+0)
Int 14 (+2)
Wis 14 (+2)
Cha 14 (+2)
Defenses Advantage on saving throws against being charmed and cannot be put to sleep by magic.
Senses Darkvision 60 ft., passive Perception 16
Languages Common, Elvish, Dwarven, Thieves' Cant
Skills Athletics 1, Acrobatics 5, Stealth 5, History 4, *Investigation 6, Insight 4, Perception 4, Persuasion 4, *Thieves Tools 4, Chess Set 2
Illegitimate Noble - Living in Exile You are the illegitimate child of a noble family. You know things about the nobility that most commoners would not, and you know how to behave in their company.
Actions
Rapier. Melee Weapon Attack: +5 to hit, reach 5 ft., one target. Hit: 7 (1d8+3) piercing damage.
Dagger. Melee Weapon Attack: +5 to hit, reach 5 ft., one target. Hit: 5 (1d4+3) piercing damage.
Thrown Dagger. Ranged Weapon Attack: +5 to hit, 20/60 ft., one target. Hit: 5 (1d4+3) piercing damage.
Shortbow. Ranged Weapon Attack: +5 to hit, 80/320 ft., one target. Hit: 6 (1d6+3) piercing damage.
Once per turn, you can deal an extra 1d6 damage to one creature you hit with an attack if you have advantage on the attack roll. The attack must use a finesse or a ranged weapon. You don’t need advantage on the attack roll if another enemy of the target is within 5 feet of it, that enemy isn’t incapacitated, and you don’t have disadvantage on the attack roll. The amount of the extra damage increases as you gain levels in this class, as shown in the Sneak Attack column of the Rogue table.
Equipment
Rapier
Shortbow
20 arrows
dungeoneer's pack
leather armor
2 daggers
thieves tools
Fine clothes
Signet Ring
Scroll of Pedigree
Purse (25 gp)[/sblock]
[sblock=Background]Some twenty years ago a human nobleman had a one-time tryst with a woman of elven descent. The child of this relationship was abandoned at a small rural nunnery. The child was often ridiculed for her large pointed ears she had not yet "grown into" as a child and was bullied by other orphans being raised there. During one such bullying incident a tiny young lordling boy came to Serpica's defense. The boys family took Serpica in as a servant at his request, and they lived together for the remainder of their childhood.
A year into service at the lordlings manor his father finally returned from an extended journey. The lord recognized the girls features as far too familiar, both reflecting those of his mother, and an affair from his youth. While not wishing to enrage his wife, the mother of his son, he took to ensuring her education and training was slightly more than a peasant servant girl deserved.
Three incidents marred her adolescence. First, the suspicion of the Lady of the House over time grew as a simple peasant girl was treated with a great deal more favor than could be warranted. The lady had many accusations, some more founded than others. Second, the young lordling grew infatuated with the girl in his company so much of the time, something that Serpica had no interest in. Third, Serpica's skills at observation and sneaking made her apt to discover the unwanted affairs of both the lord and lady of the manor in both business and other relations. In the end, Serpica took a few small tokens of her illegitimate status from the household and fled into the night. She does not speak of her name or her father's house name, she only uses the name of a character from a story she once read, changed from Serpico to Serpica.
Serpica's time in the nunnery and constant need to escape made her more observant and adventurous than the other girls. Her time as a servant and the education her father provided helped her understand the world somewhat at large. Her need to run keeps her on her toes and she seeks excitement and to never again be kept as a bird in a cage.[/sblock]