Before the start of the season, Harold and Leshawna barely saw each other. Harold did at some point sell some of his prized cherry action figures to visit his girlfriend and stay at her hometown for a week. He got Leshawna's parents' approval, but his own parents and siblings still didn't approve of their relationship. Leshawna and Harold were doing well when they were reunited on TDC, but sadly did not manage to spend a lot of time together. This was due in part to Leshawna being eliminated fairly early in the competition.
When Harold was poisoned with Gummi-Slugs, Leshawna hijacked the Boat of Losers to see him, and was by his side until the end of the day, where she had to go back with Katie and Sadie in the same boat unfortunately.
The couple got along very well at the beginning of the season, but when Harold started to become closer to Bridgette, the couple started to have some troubles. Leshawna's parents no longer approved of her relationship and Jasmine openly despised the couple throughout her appearance in TDBG. However, Harold is really trying to keep the relationship going.
- The couple is based on Kiff and LaFawnduh from Napoleon Dynamite.
- Harold has expressed that when he and Leshawna get married, he would like their children to be named either Harold Jr. and Leshawna Jr. or Aragorn (from The Lord of the Rings) and Leia (from Star Wars).
- Sierra, the co-host of the Total Drama Battlegrounds Aftermaths, thinks this couple is cute.
- There is a lot of support, as well as dislike, for the unlikely couple. Lindsay, Bridgette, and Gwen, who witnessed the couple's first kiss, are the biggest supporters, and Jasmine is the biggest antagonist for her friend's relationship.