Larrington Wentsworth III

Larrington Wentsworth III (commonly referred to as Larry) is a sentient, anthropomorphic fly and the guide of Gertrude. He has a jaded and depressed personality, and has been trapped helping Gertrude return to her world for decades. He was originally a bright and optimistic graduate of Fairyland University, but soon lost his naivety when his first journey as a guide ran long due to Gertrude's inaptitude and violence.

Personality
Larry has a depressive and jaded outlook on life, possibly due to years of witnessing and participating in horrific acts such as murder, genocide, and general cruelty and sadism. It could also be due to his apparently neverending servitude to Gertrude.

Larry is also sarcastic and witty, making many retorts and satirical comments about Gertrude's behavior.

Physical Appearance
Larry is a fly, meaning he is no more than several inches tall. His skin is green and covered with small black hairs. His eyes are very large compared to the rest of his body, an appearance Gertrude refers to as testicular several times. Larry wears a black vest, a red bowtie, white gloves, brown shoes, and a small black Hat of Holding. He almost constantly smokes a cigar.

Childhood
Larry was born alongside 346 brothers and 411 sisters to Mr & Mrs. Wentsworth. His father worked as a dung miner while his mother raised the children. Unlike his siblings, he was quiet and intelligent, and studied hard instead of killing, fighting or dating. Eventually, his other siblings either killed each other or were killed, and he became the sole child of Mr and Mrs. Wentsworth.

Larry graduated from school and reluctantly joined his father in the dung mining profession. Larry was planning to work for a summer in order to gain the money needed to go to university. His father looked down upon his desire, but died shortly after due to a heart attack. Larry's mother revealed to Larry that all the family's savings would go to fund him for university. Larry happily applied and was accepted for Fairyland University.

Fairyland University
Upon arrivig at F.U., Larry accidentally insulted two students, who beat him. Nevertheless, Larry worked hard for years, ignoring social interaction and parties, in order to graduate well. He studied the art of guiding human children in their quest to find the Key, with lessons such as the ups and downs of taking guests into dark woods and other vile places. Eventually, Larry graduated with the highest grade point average in the history of Fairyland. He was also the first student to be awarded the Fairyland Medal of Academic Amazement and Wonder. He was accepted into the Guild of Guides.

Meeting Gertrude
Larry's first child to guide was Gertrude, who was taking into Fairyland via a portal in her bedroom. Although she was initally excited to complete the quest, and Larry was an enthusiastic and helpful guide, it quickly became apparent that Gertrude lacked the skills required to find her way home, and as the years went on and the quest became no further to completion, Larry sank into depression.