Movies Like Pretty Woman

Published On: January 8, 20242071 words11.2 min read

The contemporary Cinderella story of a sex worker who wins the heart of a wealthy businessman had widespread appeal when Pretty Woman debuted in theaters in 1990. It’s still regarded as one of the best rom-coms over thirty years later. In addition to making Julia Roberts a true celebrity, Pretty Woman is regarded by many as one of the greatest romantic comedies of all time. But at a time when romantic and classic movies like Pretty Woman are hard to come by, if you loved Pretty Woman, continue reading to find out what movies you’ll probably adore too and more movies like Pretty Woman.

Movies Like Pretty Woman

  1. Stepmom
  2. Sliding Doors
  3. She’s All That
  4. Maid in Manhattan
  5. Erin Brockovich
  6. Two Weeks Notice
  7. The Wedding Planner
  8. Bringing Down the House
  9. My Best Friend’s Wedding
  10. The Wedding Singer
  11. As Good as It Gets
  12. The Best Man
  13. You’ve Got Mail
  14. Runaway Bride
  15. Jerry Maguire

Stepmom (1998) – Rent or buy on Amazon Video, Apple TV

Stepmom (1998) Movie Like Pretty Woman

Luke’s ex-wife is Jackie. They have a daughter and a boy. Following a three-year divorce, Jackie and Luke alternated raising their kids. However, tensions escalated when Isabel, a photographer, and Luke fell in love. Isabel was determined to be a good stepmother when she moved in with Luke. Contrary to popular belief, though, Jackie, the child’s biological mother, will always hold a special place in their hearts. Jackie feels conflicted. Given her disease, it makes sense that she would want her kids to be raised by a caring stepmother. She could not perceive Isabel and the kids as real people due to jealousy. As the condition grew worse every day, Jackie—who was having psychological difficulties—finally decided to let go of the disease.

Sliding Doors (1998) – Streaming on Fubo TV, DIRECTV, Hoopla

Sliding Doors (1998) Movie Like Pretty Woman

The movie follows London-based British youngster Helen Quilley, who recently lost her job in public relations. Two other worlds are used in the narrative to represent the two possible trajectories of her life that might arise from choosing to use the London Tube or not. Helen travels to another universe where she takes the subway, meets James, and comes home to find her disgusting lover Gerry and his ex-girlfriend Lydia having an affair. Helen finds Gerry by himself in the shower when she ultimately arrives home after missing the metro, getting robbed, and visiting the hospital. Simultaneously, these two realities advance. Don’t miss Pretty Woman movies like it.

She’s All That (1999) – Streaming on Netflix, Paramount+, DIRECTV

She's All That (1999) Movie Like Pretty Woman

Aesthetically pleasing and superb outcomes, Zach is the school’s envy, yet he also struggles with unfathomable bewilderment and problems. Zach finds it unacceptable that Taylor, his girlfriend, looks at Brock, a man who is less than her. Zach held back his harsh words, saying he could teach any lady to be charming. He did not anticipate that when Lainey, the girl he intended to train, suddenly stood in front of him, Zach would be left speechless. Lainey is a well-known freak; she is not only well-dressed, but her head is full of strange concepts. Zack will have a difficult time quickly turning such a girl into a heartthrob.

Maid in Manhattan (2002) – Streaming on Hoopla, DIRECTV, Peacock Premium

Maid in Manhattan (2002) Movie Like Pretty Woman

Strong-willed and raised in poverty, Marisa Ventura is now raising her son Tyler alone, and she faces daily challenges in his life. Marissa earns pennies on the dollar as a cleaning assistant at a posh Manhattan hotel. Along with finding someone who genuinely loves her, Marissa hopes for a better life with her kid. When she meets Christopher Marshall, a dapper and refined aristocrat, in the hotel at this time, he believes Marissa is a socialite since she is dressing expensively. Even though Marissa’s true identity has become the largest hindrance to her happiness and ability to live the life she desires, the two individuals still have positive sentiments for one another.

Erin Brockovich (2000) – Rent or buy on Amazon Video, Apple TV

Erin Brockovich (2000) Movie Like Pretty Woman

Erin Brockovich is a single mother who has brought three children with her from two previous divorces. She had to work in her own lawyer’s legal practice out of desperation to make ends meet. Erin came over some dubious medical records amongst a stack of paperwork about debts and assets one day. Erin learns, with Ed’s help, that the local village is experiencing an unlawful release of hazardous sewage, endangering the health of its citizens. Through her acts, Erin has gained the trust of every inhabitant and has emerged as their main representative. The pollution disaster was ultimately adequately paid for with the assistance of a sizable legal firm, resulting in the $333 million largest civil lawsuit of its sort in U.S. history.

Two Weeks Notice (2002) – Streaming on TNT, TBS, rent or buy on Amazon Video, Apple TV

Two Weeks Notice (2002) Movie Like Pretty Woman

Let’s dive into the following Pretty Woman like movies. George Wade, a millionaire, depends on Lucy Kelson, the company’s attorney, for housing, food, and clothing. And Lucy is infatuated with the attractive, intelligent George. She has been George’s support in everything. George did not provide any hint that Lucy had chosen to step down for five years. After some hesitation, George grants his request, but only after asking Lucy to locate a replacement. Following a search, June, a stunning and driven young attorney, is hired by Lucy. June is enamored with her wealthy new employer. George lost a close friend upon the death of Ruth, and his spiritual loss cannot be filled by the initiative dedication’s replacement. At first, everyone who needed each other the most was present, but they didn’t pay attention.

The Wedding Planner (2001) – Streaming on Hulu, DIRECTV, rent or buy on Amazon Video

The Wedding Planner (2001) Movie Like Pretty Woman

With her sharp mind and enthusiasm, Mary Fiore, a stunning and gifted wedding planner from Sicily, has risen to the top of the San Francisco wedding market. But her love hasn’t bloomed despite several marriages. Mary was ready to embark on her greatest professional endeavor; thus, she had no time for him. Mary will take over as the partner’s boss if she successfully hosts Internet mogul Fran Donolly’s wedding. After an unfortunate event led her to meet the attractive Dr. Steve Edison, Mary became increasingly sure that real love had finally arrived. However, she eventually learns that Steve is Fran’s fiancé. Which should she choose, her work or her love?

Bringing Down the House (2003) – Streaming on DIRECTV, rent or buy on Amazon Video

Bringing Down the House (2003) Movie Like Pretty Woman

After his divorce, nervous lawyer Peter Sanderson wants to go back into the dating game but is having problems finding the perfect lady. He gave online dating a try, and when he struck up a conversation with another lawyer, luck struck. The two decide to meet, but he is taken aback by Charlene, an African American runaway. Charlene attempts to persuade Peter to handle her case and establish her innocence, but he is appalled. He learns how to lighten the atmosphere while she wreaks havoc on his middle-class existence along the way.

My Best Friend’s Wedding (1997) – Streaming on Netflix, DIRECTV

My Best Friend's Wedding (1997) Movie Like Pretty Woman

Michael and Julianne were high school sweethearts. There had been an agreement when they graduated, according to which they would be married by the time they turned 28 if they weren’t already married. Julianne mistakenly believed that the two individuals who became electrified after graduation were simply friends. She has always loved Michael, but when she learns of his marriage, it wakes her up like a dream; intense jealousy and grief force her to eat and sleep. Julianne decided to alter everything. She created a comical “conspiracy” in an attempt to hurt their sentiments. At the wedding, Julianne does an outrageous thing that truly turns the bride away, realizing that Michael’s love for his fiancée is winning her over. However, circumstances have evolved. It is one of the movies like Pretty Woman on Netflix.

The Wedding Singer (1998) – Streaming on Hulu, TNT, TBS

The Wedding Singer (1998) Movie Like Pretty Woman

Robin could not fulfill his dream of becoming a singer, so he became a wedding singer. He has seen a lot of new people and happy moments, but in his wedding encounter, fiancee Linda is abandoned, and Robin is sad to death. Fortunately, with the comfort of the waitress Julia, Julia invited him to prepare for his wedding. Julia’s fiance is a stockbroker and a philandering man surrounded by beautiful women. Robin knows that Julia’s fiance is such a person but can not bear to tell Julia is intoxicated with newlywed happiness. At this time, Robin discovers that he has secretly developed feelings for Julia, and Julia’s wedding day is approaching.

As Good as It Gets (1997) – Rent or buy on Amazon Video, Apple TV

As Good as It Gets (1997) Movie Like Pretty Woman

Without family or friends, Melvin is an irritable and compulsive older man who spends his days indoors penning his sixty-second novel. Simon, a young homosexual painter who lives next door and has an adorable little puppy, is Melvin’s neighbor. Melvin frequently makes fun of Simon. Melvin eats at the same restaurant only once a day. After a break-in at Simon’s house, which left him critically injured, Melvin was given custody of the dog until Simon was admitted to the hospital. Melvin grew to love the little dog, and soon afterward, he started to notice changes in Simon’s psychology.

The Best Man (1999) – Streaming on DIRECTV, Peacock Premium, rent or buy on Apple TV

The Best Man (1999) Movie Like Pretty Woman

An aspiring writer named Harper bids farewell to his fiancée one weekend and heads to New York to serve as best man at the wedding of his college best buddy. Who knew that his closest pals from television work had first leaked the “early edition” of his soon-to-be-published debut novel to his college pals? Harper is eager to withdraw the “early edition” of the book before the wedding, fearing that something may happen to ruin the beautiful day, even though the book is dedicated to old college buddies and its characters and substance are a combination of fiction and truth. Because the hero must confront his past, present, and future at this wedding, this weekend has become the most important one in his life.

You’ve Got Mail (1998) – Streaming on AMC, rent or buy on Apple TV, Amazon Video

You've Got Mail (1998) Movie Like Pretty Woman

Follow us to explore more excellent movies like Pretty Woman. Kathleen and Joe are competitors in business. The little bookshop that Kathleen’s mother left is operated by her. Joe, on the other hand, has been operating a sizable bookshop along the same street with a low-discount policy and excellent customer care ever since he opened. His incursion disgusts Kathleen much, and later that day, there is fighting between the two of them. Suddenly, friends were formed via the Internet late at night when none of them knew the other’s identity. Even though each of them has a partner of their own, they are so in love with one other that they choose to get together. But now that Joe had a fresh insight and was privately considering how to approach the beauty, he unintentionally discovered the name of the internet confidant.

Runaway Bride (1999) – Streaming on Netflix, Paramount+, rent or buy on Apple TV

Runaway Bride (1999) Movie Like Pretty Woman

Ike was a columnist, and his direct supervisor was his wife. But instead of bringing him great luck, this union caused Ike to lead a more melancholy existence due to his wife’s personality conflicts following the divorce. By coincidence, Ike sits in a pub and overhears Maggie’s story—a woman from Maryland who, after walking the red carpet three times, had cold feet. He wrote a column on it since he was so fascinated by it. As Maggie reads Ike’s essay, she feels ashamed and makes her fourth escape just before she steps onto the red carpet for the fourth time. Maggie chooses to retaliate in kind since she believes Ike has mistreated her.

Jerry Maguire (1996) – Streaming on AMC, DIRECTV, rent or buy on Apple TV, Amazon Video

Jerry Maguire (1996) Movie Like Pretty Woman

Sports agents like Jerry are excellent. Yet the boss was not pleased with the polished and outstanding speech, which led to the boss’s firing. His lovely girlfriend broke up with him, which left him unsure about his future job path. As he was about to drop out of the firm, Jerry rallied his coworkers to launch a company with him. So Jerry just grabbed one fish, and he found an accountant who was eager to work for him. Rod is a mediocre black football player and Jerry’s lone customer these days. From the looks of things, Jerry has to put in a lot of work to restart his career.

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