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Henry was born to parents Queen Jane and King Vladimir of Riverland. Henry loved playing with toys as a toddler and child, and wanted to become a merchant, but, as a royal, he didn't need a job. As a child, Henry always dreamed of having a job, starting with wanting to be a merchant, then a bard, then a spy, then a knight. He always wanted a job and hated being a royal; but as a teen, he became alright with it.
Starting at the age of 14, Henry was set up on blind dates with princesses from all over the world, as Jane and Vladimir hoped he'd marry a royal. At 15, Henry was set up with Princess Antionette of Champs Les Sims by his parents, and was interested in her, and asked her for a date again, but she revealed that she was secretly engaged to a Prince from Al Simhara. Henry was devastated but developed a crush on a blacksmith's daughter, Mary-Ann Small, also of Riverland. At 16, Henry and Mary-Ann got together. Later, Mary-Ann fell pregnant to Henry and gave birth to son Robert Small, and pretended Mary-Ann's ex-boyfriend Joseph was the baby's father. Mary-Ann and Henry then married and Robert became Robert Small.
Henry and Mary-Ann had three other children named Elizabeth, Victoria and John. At 50, Henry fulfilled his childhood wish, and got a job as King Vladimir had just allowed Riverland's royalty to have jobs. Henry's job was a Merchant. He loved being a merchant and kept the job until his death.