Best movies like When Love Digs a Hole

After her husband runs off with his secretary, Terry Wolfmeyer is left to fend for herself -- and her four daughters. As she hits rock bottom, Terry finds a friend and drinking buddy in next-door neighbor Denny, a former baseball player. As the two grow closer, and her daughters increasingly rely on Denny, Terry starts to have reservations about where their relationship is headed.

A high school jock bets his friends that he can score with the school beauty queen, who is also a virgin.

Cheated on, mistreated and stepped on, the women are holding their breath, waiting for the elusive "good man" to break a string of less-than-stellar lovers. Friends and confidants Vannah, Bernie, Glo and Robin talk it all out, determined to find a better way to breathe.

Two roommates discover that the family of one of their girlfriends is populated with vampires.

An adult Martin Roy reminisces about his life in the 1966/67 school year. At fifteen years old and in his last year of junior high school, he breathed, ate and slept hockey. He collected hockey cards, played street hockey with his friends, tried skating and ice hockey for the first time in his life, but was most fascinated with his local national league team, the Montréal Canadiens, and its star player, Henri Richard. He dreamed of growing up and working for the Canadiens franchise. But a more immediate goal was to get tickets to one of their games, using M. Richard and his banker father, Hervé, as possible conduits to that goal.

High school student Wendy has an odd relationship with her five friends: They're openly sexual with each other, swapping partners every week. But this is all thrown into turmoil when she meets Sean, a new student in school who has a crush on her. Wendy wants to be with Sean, but doesn't want to disappoint her friends, whom she has known since grade school. When she does decide to leave them, her best friend, Billie, threatens revenge.

When Addison investigates the murder of his friend Kevin with the help of Phoebe, they discover that the truth is darker than they had ever imagined.

When a beautiful first-grade teacher arrives at a prep school, she soon attracts the attention of an ambitious teenager named Max, who quickly falls in love with her. Max turns to the father of two of his schoolmates for advice on how to woo the teacher. However, the situation soon gets complicated when Max's new friend becomes involved with her, setting the two pals against one another in a war for her attention.

In the summer of 1987, a college graduate takes a 'nowhere' job at his local amusement park, only to find it's the perfect course to get him prepared for the real world.

Georgia Nicolson is fourteen, lives with nosey parents who don't understand her, an annoying three year old sister and has to wear a beret to school. She would, however, rather be blonde, have a smaller nose and a boyfriend. Revolving around her hilarious journal entries, prepare to be engulfed in the world of the soaring joys and bottomless angst of being a teenager.

A quirky teen with a penchant for war reenactments, Kelly Ernswiler obsesses over military tactics with his buddy Bart. The school bully is one of Kelly's regular headaches, and he also has to deal with a frustrating situation at home, where his father is a recovering drug addict. Kelly's life gets even more complicated when he falls for Tabby, Bart's pretty and soon-to-be-wed older sister.

Pop superstar Jordan Jaye (Matthew Espinosa) has a big dream he just wants to live like a regular teenager. When he's chased down by some excited female fans, he finds a perfect hideout and a reluctant new friend from a small town, high-school art student, Emily Lowe (Sarah Jeffery, Descendants). Despite being from different worlds, they soon discover they have way more in common than they ever imagined. Over the course of several days, the two embark on an unexpected journey of friendship, first love and self-discovery -- proving that maybe opposites really do attract.

John Twiller takes down his high school yearbook and begins to reminiscence about that time he first moved into the neighborhood in 1956. His teenage self, Jack is obsessed with Lily one of the more popular girls around. The sole obstacle is Angelo, her bullying boyfriend. With the help of his pals Crutch, Floyd, and Spider, he makes every attempt possible to change her mind.

Louise, an unfulfilled divorced woman with regrets, gets the chance to relive her past when she meets a young man who bears an uncanny resemblance, in name and appearance, to her high school sweetheart who died many years before.

A recent high school graduate is faced with two options, either go to a business school where his father wants him to go to, or get a full time job. However he decides to defy his father and go to Hawaii. Trouble is he has no money. Along the way he comes to understand his parents and eventually bonds with his father.

Four very different Montreal university teachers gather at a rambling country house to prepare a dinner. Remy (married), Claude (a homosexual), Pierre (involved with a girlfriend) and Alain (a bachelor) discuss sex, the female body and their affairs with them. Meanwhile, their four female guests, Louise (Remy's wife of 15 years), Dominique (a spinster), Diane (a divorcée) and Danielle (Pierre's girlfriend) are spending the time at a downtown health gym. They also discuss sex, the female body and, naturally, men. Later in the evening, they finally meet at the country house and have dinner. A ninth guest, named Mario, who used to know Diane, drops in on the group for some talk and has a surprise of his own.

Dave, a high school senior, spends most of his time pining away over a girl he can’t have. Aubrey, a junior with artistic aspirations, has a hot boyfriend who doesn’t quite understand her or seem to care. Although they go to different schools, Dave and Aubrey find themselves at the same party. When both head outside to get some air, they meet. A casual conversation sparks an instant connection, and, over the course of a weekend, things turn magical, romantic, complicated, and funny as Aubrey and Dave discover what it's like to fall in love for the first time.

Three couples in Vancouver navigate their relationships: first jobs, first crises, professional jealousy, an affair, and lack of communication. Noah and Zipporah marry after a brief courtship. She wants to be a singer and stalls out when she fails. He's working hard at a business that may go under. Sarah and Shane are architects; he can't handle her success at a downtown firm. Leslie is a librarian, sour and prickly; her mate, Peter, is a college teacher whose head is turned by a student. Can any of these couples sort things out and stay together? Should they?

The eldest daughter of a professor of psychology at a large conservative university causes havoc, and great embarrassment, for her father with her free-willed and uninhibited lifestyle.

Poised to attend Oxford University, 19-year-old Charles Highway decides it's high time to have a romantic encounter with an older woman. With the help of a computer program and several eccentric relatives, Highway sets his sights on seducing Rachel Noyce, a stunning American in her 20s. However, Highway has his work cut out for him. Noyce has a boyfriend, DeForest, and is not exactly receptive to Highway's advances — at first, anyway.

A group of friends graduate from the halls of Georgetown University into lives that revolve around sex and career aspirations. Kirby waits tables to pay for law school. His roommate Kevin struggles at a D.C. newspaper as he searches for the meaning of love. Jules, an object of adoration and envy, but secretly she has problems of her own. Demure Wendy is in love with Billy—a loveable sax player and an irresponsible drunk. Alec wants it all: a career in politics and the appearance of a traditional home life. Alec’s girlfriend, Leslie, is an ambitious architect who doesn't know about his infidelity, but his new allegiance to the Republican Party is already enough to put her off marriage.

On a university scholarship, a good natured student from the midwest gets a crash course in city life while dealing with three evil roommates. He befriends a virtually homeless college student whom he falls for, but she's dating a nasty professor.

A student will do anything to become part of the "in-crowd" at the exclusive school she attends in New York.

Two high school misfits join forces in an attempt to overtake the local school board. Guided by their families, they enter the perilous word of politics and, in the process, learn a thing or two about love.

Two young lovers meet on a series of snowy days in high school.

When Ally, a popular teen and local celebrity goes missing, her small suburban town erupts in panic.

After the early death of his wife, a mourning father moves with his teenage son across the country for a private school teaching job. Their lives begin to transform due to two unique women, who help them embrace life and love again

A New Jersey teen faces her impending adulthood, dreaming of a life as a successful New York artist. But when she gets caught up in the carefree sport of pre-AIDS sex and drugs, her future becomes less certain.

With his marriage to Audrey almost at an end, Ben begins a torrid affair with Mercedes, a young French student in his writing class. The affair soon spins out of control, their emotions and Ben and Audrey's family hanging in the balance.

After five years of travelling abroad, Alex arrives back in Montreal. All he has with him are a back-pack and a slip of paper with an ex-girlfriend's address scrawled on it.

Small town bookstore owner Jamie Vaughn learns that hers and other struggling local businesses face closure by a powerful Portland property developer, led by architect and former flame Sawyer O'Dell. As Valentine's Day approaches and closure seems imminent, Jamie must not only hatch a heartfelt plan to save her beloved bookstore, but she must also sort out her past feelings for Sawyer.

Four college guys caught cheating on their final exam are forced by their unstable teacher to perform a series of outrageously funny and sexy tasks in order to graduate.

Three 17-year-old girlfriends get a job at the Toy Depot for the holiday season and become smitten with the guys who work alongside them.

The story takes place during the colonization of the Laurentian region in Quebec towards the end of the 19th century (approx. 1885-90), near Sainte-Adèle. An unscrupulous man, Séraphin Poudrier, dominates the small community using his wealth. Mayor of the village, he will marry Donalda Laloge, after her father, unable to repay his debt, gives her to him in marriage. Donalda, a gentle and submissive woman who was promised to the handsome Alexis Labranche, rather, he will live his life according to the wishes of this petty and contemptuous miser, but will never let his situation get him down.

Hailey throws puppy parties and meets Ryan, whose daughter wants a dog and her dad to remarry. Though smitten with each other, Ryan and Hailey are at odds since he’s developing a mall where she wants a dog park. Still, they grow close, and Ryan even helps when Hailey’s neighbor tries to shut down her business. But soon Hailey fears she’s barking up the wrong romantic tree when Ryan grows distant. Refocusing her efforts on a dog sanctuary, Hailey is suddenly asked to throw a puppy party that might result in a forever home for her dogs and her heart.