Best movies like Masquerade

It started in a chat room and ended in love.

A unique, carefully handpicked, selection of the best movies like Masquerade Starring Simbi Khali, Cress Williams, Kellita Smith, Anna Maria Horsford, and more. If you liked Masquerade then you may also like: Unhook the Stars, The Violent Heart, The Boy She Met Online, The Secret Sex Life of a Single Mom, Flirting with Forty and many more popular movies featured on this list. You can further filter the list even more or get a random selection from the list of similar movies, to make your selection even easier.

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After moving to LA, a young woman starts a romance with a man (Cress Williams) she met on the internet. Trouble brews when she discovers that a friend also is attracted to him.

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Unhook the Stars

Widowed mother Mildred must suddenly redefine herself and find an outlet for her nurturing side when her adult daughter moves out of the family home. Though Mildred thinks she's found her purpose when her neighbor, overworked single mother Monica, asks her to look after her little boy, she has great difficulty learning to strike a healthy balance between giving selflessly to others and remembering to take care of herself.

The Violent Heart

Fifteen years after the murder of his older sister, taciturn Daniel finds himself falling for Cassie, a vivacious high school senior in this southern gothic-inspired Romeo & Juliet story set in the American heartland.

The Boy She Met Online

When teenager Cami Winters falls in love, she falls hard. Her single mother, Tori, has no idea that Cami has fallen in love with a boy named 'Jake' she met on a social networking website. Although Cami believes Jake's a 23 year-old college student, everything he's told her online is a lie.

Flirting with Forty

A divorcee has a passionate affair with a much younger surfing instructor in Hawaii.

Seduced

Caroline and Margo respond to a "Missed Connections" ad on Craigslist, only to realize that there whirlwind romance was a trap, and the man of her dreams is leading a secret life. The Two women join forces to bring down the dangerous con man who simultaneously romanced and duped them.

Julie & Jack

In this love story with Hitchcockian overtones, a computer chip salesman meets the perfect girl (a brilliant software developer) -- and then she disappears. After Jack Livingstone (Justin Kunkle) finds Julie Romanov (Jenn Gotzon) through an Internet dating service, he's convinced life is perfect. But when she vanishes, he's left distraught and confused. Turning to Julie's mother (Hitchcock vet Tippi Hedren), he learns a startling revelation.

Elsewhere

A teen girl disappears after trying to meet men online in order to escape her small town. Apparently, only her best friend worries enough to investigate the mystery.

The Perfect Man

Holly is tired of moving every time her mom Jean breaks up with yet another second-rate guy. To distract her mother from her latest bad choice, Holly conceives the perfect plan for the perfect man, an imaginary secret admirer who will romance Jean and boost her self-esteem.

Me Without You

During a long, hot summer in seventies London, young neighbors Holly and Marina make a childhood pact to be friends forever. For Marina, troubled, fiercely independent, determined to try everything, Holly stays the only constant in a life of divorcing parents, experimental drugs and fashionable self-destruction. But for Holly, a friendship that has never been equal gradually starts to feel like a trap.

Two Night Stand

After an extremely regrettable one night stand, two strangers wake up to find themselves snowed in after sleeping through a blizzard that put all of Manhattan on ice. They're now trapped together in a tiny apartment, forced to get to know each other way more than any one night stand should.

Man Up

A 34 year old single woman, Nancy, hung-over again, exhausted by the endless fruitless set ups by her friends, traveling across London to toast another 10 years of her parent's successful happy magical marriage runs in with a 40 year old divorcee, Jack, who mistakes her for his 24 year old blind date. Nancy, deciding to go with it, happens to hop on the most chaotic yet hilarious journey of her life which neither of them will ever forget.

Goodbye to All That

Otto Wall is just a little unlucky in life, and unbeknownst to him, in love. When his wife suddenly asks for a divorce, he bounces between a search for answers, desperate attempts to stay connected to his daughter, and his fateful reentry into the dating pool.

Christmas Cupid's Arrow

Holly, a professor at a small college, has had a long history of finding the wrong guy. She’s accomplished quite a bit in her life, but after her younger sister announces she is pregnant, Holly decides she is going to make an effort to meet Mr. Right. Meanwhile, David, another professor, is a single father, very smart and kind, but not the type that Holly takes notice of when the two are assigned to plan the Christmas Formal. At the insistence of her best friend, Holly signs up for the dating website “Cupid’s Arrow,” where she meets Josh, an attorney just hired by the school. He’s everything she wants on the surface, but has little to say beyond his work and good looks. Josh and David were roommates in college, so Josh recruits David to write poetic messages in an attempt to win Holly over.

BearCity

Set in New York's gay "bear" scene and taking a cue from the popular HBO franchise "Sex and the City," BearCity follows a tight-knit pack of friends experiencing comical mishaps, emotionally sweet yet lusty romantic encounters and a cast of colorful, diverse characters as they gear up for a big party weekend

Meet Prince Charming

Jonathan 'Jack' Harris is a waiter, who hopes to start a newspaper called The Tribeca Times, after the part of Manhattan where he lives, and while struggling to find advertisers and stories decides to do one on Internet dating services, so he joins one and seems to have found a great match, maybe even a soul-mate. He doesn't know it's actually his apartment block neighbor, 29-year old magazine editor Samantha Feld -who only rolled into the thing because her friend and co-worker Jen thinks she needs a man and threw a party at Samantha's place- with whom he clashed from the start in daily life as they consider each-other noisy and inconsiderate. Yet, when they meet after e-mail bliss together and nothing but failed dates with others...

Rolling Thunder

An ex-military unit specializes itself in non-lethal combat methods and takedowns and offers its services

Home Invasion

A gang of armed criminals bursts into the home of a woman, taking her and the daughters of three of her friends hostage.

Talhotblond

This is the true story of a love triangle that takes place entirely online. Lies lead to murder in real life, as a teenage vixen (screen name 'talhotblond') lures men into her web. Revealing a shocking true crime story that shows the Internet's power to unleash our most dangerous fantasies.

The Dogwalker

Jerry Cooper is The Dogwalker, a Tom Sawyer grown up for the nineties, who having fallen on hard times, is struggling with the reality of having to sleep in his car. When he quite literally stumbles upon an old lady and her dog, he suddenly finds himself caught up in her life and over her head in a twisted mix of class, race, age, sex, drugs, dog leashes, inheritances and contract bridge.

Perfect Romance

The mother of a young divorcee places an ad on her daughter's behalf on a lonely hearts internet website but the person who responds fits her own ideal of a suitable partner. The daughter is still hung up on her musician ex-husband.

The Love Inside

When Vaughn invites friends to a cabin for the weekend to meet his fiance, one unexpectedly arrives with his ex-girlfriend. Long repressed feelings are reawakened and his engagement is thrown into doubt in this subversive romantic comedy.

Anything for Love

Katherine, a high-powered executive who believes men are intimidated by her career, is persuaded by her friend to create an internet dating profile claiming she is an executive assistant.

Playing Cupid

Set in the halls of Austen Middle School, a newly single middle-school teacher is covertly set up with a divorced dad after his daughter – one of her students – begins a matchmaking business for a school project she assigned her class.

Just Swipe

Vanessa has always had trouble in the dating world, never mind now being confined to her home. She soon discovers just how much you can get away with dating via webcam, but is the love she feels true or only a distorted version of reality?

Pursuit of Happiness

An advertising executive fails to realize that the woman of his dreams is his best friend since first grade, now married to his cheating co-worker.

The Trouble with Mistletoe

When San Francisco pet shop owner Willa Davis encounters the man who stood her up in high school, she fights both her head and her heart when she starts falling for him all over again ten years later.

What Remains

A small town pastor is forced to reckon with an act of forgiveness when the convict he forgave for murdering his wife returns to town five years later.

L.A. Johns

Liz dreams of buying a house and starts working as a call girl. She then becomes emotionally involved in a young man.

A Woman Escapes

Audrey lives alone in Paris after moving there to tend to the home of her recently deceased friend, Juliane. Moving through the days without motivation or a sense of purpose, she tries to re-establish her footing in the world by beginning video correspondences with two filmmakers—Burak, who lives in Istanbul, and Blake, who lives in Toronto. This exchange of words and footage initiates a healing process, but the nature of the interaction is not what it seems.

In Your Eyes

Two seemingly unconnected souls from different corners of the United States make a telepathic bond that allows them to see, hear and feel the other's experiences, creating a bond that apparently can't be broken.

Sarumba

Sailor meets singer in Cuba. He's due to ship out, but hits it off with her, so he sticks around. Trouble brewing on many fronts - singer's best friend doesn't like the sailor, and singer has another suitor anyway. Rich guy takes her to all the fancy Cuban sports events - jai-alai, horse racing. Much more glamorous than spending time with Sailor. Can he win her over before he gets in trouble for letting his ship sail without him?

Fort Vengeance

Two brothers flee America and join the Canadian North West Mounted Police. One brother is good, the other bad, both men on a collision course just as trouble starts to brew with the Indians.

My Best Friend's Bouquet

A hopeless romantic misses all of the signs of true love when she puts her trust in a bouquet tossed at a wedding.

They Called Him Mostly Harmless

When an unidentified hiker is found deceased in the Florida wilderness, authorities release a sketch. Multiple hikers call in claiming to have met the man. There's only one problem – he never told them his name. It would take two years, thousands of devoted internet sleuths, and a miracle of science to identify him, and that's when the trouble really starts.

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