| Ashley | Baron | Tripp's ex-girlfriend. |
| Ted | Baskin | Kevin's neighbor. |
| Trudy | Baskin | Ted's wife. |
| Jim | Benson | One of Kevin's larger clients. |
| Steve | Berkshire | One of Tripp's friends. |
| Clay | Bigsby | Kevin's boss. |
| Allison | Blakely | Tripp's sister. |
| Coleen | Blakely | Tripp's sister. |
| George | Blakely | Tripp's father. |
| Katherine | Blakely | Tripp's mother. |
| Tripp | Blakely | The man Annie falls in love with. Aka: George Patrick Blakely III. |
| Collette | Brinker | Tripp's ex-girlfriend in Monomoy. |
| Ray | Broderson | Annie's first boyfriend. |
| Simone | Cooperman | An artist. Annie's friend. |
| Sarah | Danforth | One of Annie's housemates. |
| Michael | Eshelman | Tripp's friend who was getting married. |
| William | Faulkner | A famous renowned author. |
| Todd | Fielding | The police officer. |
| Quinn | Ford | Luke's assistant coach. Kevin's friend. |
| Jack | Hampton | Liz's father. |
| Liz | Hampton | Kevin's wife. Aka: Elizabeth McGregor. |
| Theresa | Hampton | Liz's mother. Kevin's mother-in-law. Aka: Tess. |
| Pat | Hastings | Ashley's ex-boyfriend. |
| Baxter | Hillcrest | Missy's son. |
| Missy | Hillcrest | Kevin's neighbor. |
| Kristi | Hobart | Scott's wife. |
| Scott | Hobart | Kevin's neighbor. |
| Anne | Holloway | The protagonist of the book that Kevin is reading. Aka: Annie. |
| Charlie | Holloway | Annie's grandfather. |
| Evelyn | Holloway | Annie's mother. |
| Joseph | Holloway | Annie's father. A lawyer. Aka: Joe. |
| Courtney | Jacobs | Michael's fiancé. Annie's friend. |
| Scarlet | Jennings | Annie's friend in law school. |
| Steve | Jensen | Joe's friend. |
| Hallie | Jergens | Kevin's ex-girlfriend. |
| Carloe | Jorgensen | Hans's wife. |
| Hans | Jorgensen | The Hampton's friends. |
| Davis | Korbin | Liz's ex-boyfriend that both Janie and Tess like. |
| Jim | Korbin | Davis's father. A former congressman. |
| Victoria | Korbin | Davis's mother. |
| Maureen | Lens | One of Annie's housemates. |
| Jeremy | Mallard | The protagonist of Jeremy's Wish. |
| Reed | Matthews | Kevin's classmate. |
| Simon | McCallum | Kristi's alleged lover. |
| Caroline | McGregor | Kevin's sister. |
| Josie | McGregor | Luke's twin sister. |
| Kevin | McGregor | Protagonist. |
| Luke | McGregor | Kevin and Liz's son. |
| Pete | O'Leary | One of Tripp's friends. |
| Knox | Pennington | Ashley's alleged lover. |
| Alyssa | Potter | Zach's wife. |
| Danielle | Potter | Zach and Alyssa's daughter. |
| Sierra | Potter | Zach and Alyssa's daughter. |
| Zach | Potter | One of Kevin's neighborhood childhood friends. |
| Heidi | Radcliff | Annie's enemy. The new sorrority leader. |
| Jen | Richter | One of Annie's housemates. |
| Chase | Rogers | One of Kevin's co-workers. |
| Ernie | Simpson | The CEO of Simpson Hughes. Tripp's boss. |
| Stephanie | Simpson | Ernie's wife. |
| George | Soulick | The author of Jeremy's Wish. |
| Neal | Wolcott | Chief Justice of State. |
| Paul | Zamenski | One of Tripp's friends. |
| Aaron | | Evelyn's new husband |
| Benjamin | | Evelyn's dead son. |
| Bobby | | Tim's brother. |
| Brad | | Michael's friend. |
| Brady | | Simon's son. |
| Brian | | Kevin's co-worker. |
| Britanny | | Heidi's friend. |
| Courtney | | Annie's friend. |
| Eddie | | Kevin's cousin. |
| Elsie | | Tim and Janie's daughter. |
| Gabby | | Kevin's office assistant. |
| Gopher | | Tripp's dog. |
| Greta | | One of Evelyn's best friends. |
| Gretchen | | Brett's sister. |
| Ivy | | Josie's co-gymnast. Laura's daughter. |
| Janie | | Liz's sister. Kevin's sister-in-law. |
| Jasper | | Brett's groomsmen. |
| Jed | | Ted and Trudy's dog. |
| John | | Laura's husband. |
| Jordan | | Hallie's new boyfriend. |
| Julie | | Hallie's friend. |
| June | | The school's registrar. |
| Katie | | Liz's friend. |
| Keith | | Kevin's friend. |
| Kit | | Miles's wife. |
| Kyle | | Kevin's co-worker. |
| Laura | | Liz's friend. |
| Libby | | Liz's roommate. |
| Max | | Kevin's friend. |
| Meg | | Maureen's sister. |
| Mila | | A psychic medium and love specialist. |
| Miles | | Kevin's friend. A musician. |
| Molly | | Hallie's friend. |
| Ned | | Kevin's step-father. |
| Philip | | Michael's friend. |
| Rigby | | Liz and Kevin's dog. |
| Rob | | Kevin's co-worker. |
| Ryan | | Liz's uncle. |
| Simone | | Brittany's friend. |
| Susan | | Brett's secretary. |
| Suzi | | One of Annie's high school best friends. |
| Tim | | Janie's husband. |
| Tom | | Michael's best man. |
| Tyler | | Pat's friend. |
