Most Similar Movies to The 40 Year Old Virgin (2005)


If you are looking for movies like The 40 Year Old Virgin (2005), you might like movies tagged with keyword : comedy, romance, adult, coming of age, humor, sex, friendship, awkwardness, dating, midlife crisis, sex education, self-discovery, social pressure, life transition, sexual exploration, modern romance, sex comedy, male perspective, sexual confusion, sexual liberation .


The Late Bloomer (2016), A Nice Girl Like You (2020), Pyaar Ka Punchnama (2011), Zack and Miri Make a Porno (2008), Casual Sex? (1988), National Lampoon's Adam & Eve (2005), Love & Sex (2000) ... Let's take a look at the following list...

The Late Bloomer (2016)

The Late Bloomer (2016)

5.2/10 Romance

The story of an adult male who, after the successful removal of a benign tumor resting against his pituitary gland, experiences all the changes and effects of puberty over a three-week period.

Stream Full Movie
A Nice Girl Like You (2020)

A Nice Girl Like You (2020)

5.1/10 Romance

After being accused of being too inhibited by her ex-boyfriend, a violinist creates a rather wild to-do list that sends her on a whirlwind journey of self-discovery.

Stream Full Movie
Pyaar Ka Punchnama (2011)

Pyaar Ka Punchnama (2011)

7.7/10 Comedy, Romance, Drama

After falling in love, three room-mates experience changes in their lives.

Stream Full Movie
Zack and Miri Make a Porno (2008)

Zack and Miri Make a Porno (2008)

6.5/10 Comedy, Romance

Lifelong platonic friends Zack and Miri look to solve their respective cash-flow problems by making an adult film together. As the cameras roll, however, the duo begin to sense that they may have more feelings for each other than they previously thought.

Stream Full Movie
Casual Sex? (1988)

Casual Sex? (1988)

3.1/10 Romance

Two single women (Lea Thompson, Victoria Jackson) talk frankly about men while getting in shape at a health resort.

Stream Full Movie
National Lampoon's Adam & Eve (2005)

National Lampoon's Adam & Eve (2005)

3.0/10 Romance

Fraternity member Adam (Cameron Douglas) falls for beautiful Eve (Emmanuelle Chriqui), a sorority girl who's preserving her virginity until she meets someone she likes enough to have sex with. Adam wins over Eve with his sincerity, and the two begin dating. With both their friends mocking the chaste relationship, frustrated Adam sleeps with the promiscuous Patty (Courtney Peldon) and contracts gonorrhea, driving away Eve just as she is ready to consummate their relationship.

Stream Full Movie
Love & Sex (2000)

Love & Sex (2000)

4.7/10 Romance

While writing a story on modern dating, a journalist (Famke Janssen) reflects on her own bad choices stemming from her fear of commitment.

Stream Full Movie
Key Exchange (1985)

Key Exchange (1985)

4.7/10 Romance

A young woman wants to get her boyfriend to commit to her, but the most she can get him to do is exchange apartment keys.

Stream Full Movie
Crazy, Stupid, Love. (2011)

Crazy, Stupid, Love. (2011)

7.4/10 Comedy, Drama, Romance

A middle-aged husband's life changes dramatically when his wife asks him for a divorce. He seeks to rediscover his manhood with the help of a newfound friend, Jacob, learning to pick up girls at bars.

Stream Full Movie
He's Just Not That Into You (2009)

He's Just Not That Into You (2009)

6.4/10 Comedy, Drama, Romance

This Baltimore-set movie of interconnecting story arcs deals with the challenges of reading or misreading human behavior.

Stream Full Movie
She's Out of My League (2010)

She's Out of My League (2010)

6.4/10 Comedy, Romance

An average Joe meets the perfect woman, but his lack of confidence and the influence of his friends and family begin to pick away at the relationship.

Stream Full Movie
The Brothers (2001)

The Brothers (2001)

6.3/10 Romance, Drama, Comedy

Four friends (Morris Chestnut, D.L. Hughley, Bill Bellamy) question women, relationships and honesty after one of them becomes engaged.

Stream Full Movie
Never Again (2001)

Never Again (2001)

6.3/10 Romance

Two people who have pledged never to fall in love again then discover each other in a gay bar.

Stream Full Movie
Trainwreck (2015)

Trainwreck (2015)

6.2/10 Comedy, Drama, Romance

Having thought that monogamy was never possible, a commitment-phobic career woman may have to face her fears when she meets a good guy.

Stream Full Movie
What's Your Number? (2011)

What's Your Number? (2011)

6.1/10 Comedy, Romance

A woman looks back at the past nineteen men she's had relationships with in her life and wonders if one of them might be her one true love.

Stream Full Movie
The Best Man (2005)

The Best Man (2005)

6.0/10 Romance

A guy tries to help his best friend win the attention of the girl of his dreams.

Stream Full Movie
Not Suitable for Children (2012)

Not Suitable for Children (2012)

5.8/10 Romance

A young playboy who learns he has one month until he becomes infertile sets out to procreate as much as possible.

Stream Full Movie
A Four Letter Word (2007)

A Four Letter Word (2007)

5.4/10 Comedy, Romance, Drama

Hook up artist Luke surprises himself when he considers becoming monogamous after meeting and dating smug and handsome Stephen, but Stephen might not be all that he seems, will Luke be disappointed?

Stream Full Movie

Related Movie List


Movie Tags