27 Best Movies Like Hall Pass ...

1h 59m Comedy Romance

John and his buddy, Jeremy are emotional criminals who know how to use a woman's hopes and dreams for their own carnal gain. Their modus operandi: crashing weddings. Normally, they meet guests who want to toast the romantic day with a random hook-up. But when John meets Claire, he discovers what true love – and heartache – feels like.

1h 48m Comedy Romance

After standing in as best man for his longtime friend Carl Petersen, Randy Dupree loses his job, becomes a barfly and attaches himself to the newlywed couple almost permanently -- as their houseguest. But the longer Dupree camps out on their couch, the closer he gets to Carl's bride, Molly, leaving the frustrated groom wondering when his pal will be moving out.

1h 24m Romance Comedy

Christina's love life is stuck in neutral. After years of avoiding the hazards of a meaningful relationship, one night while club-hopping with her girlfriends, she meets Peter, her perfect match. Fed up with playing games, she finally gets the courage to let her guard down and follow her heart, only to discover that Peter has suddenly left town. Accompanied by Courtney, she sets out to capture the one that got away.

1h 53m Comedy Romance

Four couples, all friends, descend on a tropical island resort. Though one husband and wife are there to work on their marriage, the others just want to enjoy some fun in the sun. They soon find, however, that paradise comes at a price: Participation in couples therapy sessions is mandatory. What started out as a cut-rate vacation turns into an examination of the common problems many face.

1h 34m Comedy Romance

By following ten simple rules, 20-somethings Vince and Cameron spice up their relationship by sleeping around. But when their straitlaced friends get engaged, their relationship gets turned upside down. To put the rules to the test, they will go on the road to the Hamptons to crash the biggest party of the year where love triangles collide and off-the-wall mayhem ensues.

1h 49m Comedy Romance

After discovering her boyfriend is married, Carly soon meets the wife he's been cheating on. And when yet another affair is discovered, all three women team up to plot mutual revenge on the three-timing SOB.

1h 34m Comedy Romance

Best pals Jason and Daniel indulge in casual flings and revel in their carefree, unattached lives. After learning that the marriage of their friend Mikey is over, they gladly welcome him back into their circle. The three young men make a pact to have fun and avoid commitment. However, when all three find themselves involved in serious relationships, they must keep their romances secret from one another.

1h 35m Comedy

A group of 30-year-olds who have been friends since high school attempt to throw an end-of-summer orgy.

1h 42m Comedy Drama Romance

Erin and Garrett are very much in love. When Erin moves to San Francisco to finish her journalism degree and Garrett stays behind in New York to work in the music industry, they gamely keep the romance alive with webcams and frequent-flyer miles. But just when it seems the lovers will soon be reunited, they each score a big break that could separate them for good.

1h 31m Comedy Romance

Candy and Lonnie Earl are just crazy about each other. The problem: she's married to Roy and he's married to Darlene. So far it's been a secret affair. But that's about to change, because this foursome is driving cross-country and headed for some big surprises.

2h 14m Comedy

Pete and Debbie are both about to turn 40, their kids hate each other, both of their businesses are failing, they're on the verge of losing their house, and their relationship is threatening to fall apart.

1h 42m Comedy Romance

Tells the tale of three buddies in their 20's whose love-lives are in shambles. They go to Aspen to pursue the booming trend of dating cougars: hot older women who prey on hot young guys.

1h 37m Comedy Romance

Kathy is married to Peter. Now she can't help but wonder how things could have been if she got together with her old boyfriend, Tom. Being married prevents from doing that so she asks her friend, Emily to go to him and see if she can sleep with him then tell Kathy how it was. When Emily tells Kathy that things were awesome, their friendship suffers, at the same so does Kathy's marriage. Things get even more complicated when Emily learns she's pregnant, and she's not certain if it's Tom's or her boyfriend, Elliot.

1h 35m Comedy Romance

The story of Angela, an ambitious, image-conscious businesswoman working for over-demanding boss Mary. When Angela becomes unexpectedly pregnant at the peak of her career, her life with her divorce attorney husband, Curtis, is turned upside-down.

1h 40m Comedy

It is freshman year at Coolidge College and Van Wilder is ready to party. To his dismay, all the girls have taken a vow of chastity and the dean rules the school. Van embarks on a crusade to land the campus hottie, Kaitlin, and liberate his school from sexual oppression and party dysfunction.

1h 37m Comedy Romance

After a quick courtship, two lovers hastily decide to tie the knot. As their first year of marriage unfolds, temptation and incompatibility put their relationship in jeopardy.

1h 29m Comedy Romance

When Troy "Slam" Slamsky loses his girl, love makes a wake-up call and he finds success in the world of online advertising with some hysterical twists on an old theme. Finding a new love who understands his vision sets Slam free to do what he loves, love who he does and make crazy videos.

1h 19m Comedy

Rushon is sexually pent-up and ready to take thing things to the next level with his girlfriend, Nikki. But when he calls for a date, she asks to make it a double -- bringing along her brash friend Lysterine, whom Rushon sets up with his lewd buddy, Bunz. Things go better than expected. As the evening transitions from the restaurant to the bedroom, the two men go on a madcap search for what will surely make the night complete: condoms.

2h 9m Comedy Romance Drama

For fun loving party animal Ben Stone, the last thing he ever expected was for his one night stand to show up on his doorstep eight weeks later to tell him she's pregnant.

1h 30m Comedy Romance

Richard Cooper is a married man and father of two who is just plain bored with married life. Not getting any sex from his wife, he resorts to ogling random women on the street to the point that he takes lunch late to look at them. When old crush Nikki Tru visits his office to get a reference letter, she becomes obsessed with Cooper and they begin a complicated relationship.

2h 1m Comedy Drama Romance

After being cut from the USA softball team and feeling a bit past her prime, Lisa finds herself evaluating her life and in the middle of a love triangle, as a corporate guy in crisis competes with her current, baseball-playing beau.

1h 47m Comedy Romance

Emma is a busy doctor who sets up a seemingly perfect arrangement when she offers her best friend Adam a relationship with one rule: No strings attached. But when a fling becomes a thing, can sex friends stay best friends?

1h 37m Comedy

When Jay and Annie first got together, their romantic connection was intense – but ten years and two kids later, the flame of their love needs a spark. To kick things up a notch, they decide – why not? – to make a video of themselves trying out every position in The Joy of Sex in one marathon three-hour session. It seems like a great idea – until they discover that their most private video is no longer private. With their reputations on the line, they know they’re just one click away from being laid bare to the world... but as their race to reclaim their video leads to a night they'll never forget, they'll find that their video will expose even more than they bargained for.

1h 25m Comedy Romance

A suburban couple decide to spice up their lives by swinging with another couple.

1h 27m Comedy Romance

When a happily married family man, who would never consider an affair, meets a beautiful woman in red, he is totally infatuated and desperate to make her acquaintance. However, as he tries out various schemes to sneak out to meet her, he realizes that adultery is not quite as easy as it looks.