Have you ever dreamed of falling madly in love with an incredibly rich, handsome man who makes all your dreams of traveling around the world on wild, sexy adventures come true?

Okay, I get it; we’ve all had our Disney fairytale fantasies dashed to pieces the minute we started dating.

My Plan B; invest in crypto. However, I still love a romantic Cinderella story.

Whether romantic Cinderella remakes are your style, or you’re obsessed with Pretty Woman, (or you’re more into scandalous shades of gray types of flicks,) this list of “poor girl meets rich boy, Prince Charming” type of films, this list is sure to delight you.

Perhaps you need a bit of entertainment for a long flight, or you’re planning a sweet dinner and a movie date with your lover and need some ideas.

Or, maybe you just miss the nostalgia of the time you were five and believed in romantic fairy tales.

Below is a list packed with movie titles that will transport you back to that magical time when you believed in such rubbish, I mean romance.

The feminist in me is appalled. But the 50 Shades of Gray scandalous lil’ hooker in me is thrilled to grab a bowl of popcorn and invite you to take that vibrating, um…Firestick and click on any of these titles for some old fashioned fantasies.

At least until this pandemic dies down and you can hop on a plane for your next foreign fling of your own.

Romantic Fantasy Films for Solo Female Travelers


Secret Garden (2010)

Pretty Woman

365 Days (2020)

50 Shades of Gray

Daydreamer (2018)

Maid in Manhattan

Boys Over Flowers (2005)

A Christmas Prince (2017)

Fifty Shades of Black (2016)

That Touch of Mink

Master’s Sun (2013)


Deadly Circuit (1983)

Gold Digger

Sense and Sensibility (2008)

Lonely Hearts

Priceless (2006)

Pride and Prejudice

Madame and Her Niece (1969)

Pretty in Pink

The Heirs (2013)

Crazy Rich Asians

Rich in Love (2020)

Sabrina Heartbreakers (2001)

Gentlemen Prefer Blondes

Match Point (2005)

The Great Gatsby (2013)

Breakfast at Tiffany’s (1961)

Coming to America (1988)

Cheongdam Dong Alice (2012)

Dirty Rotten Scoundrels

The Portrait of a Lady (1996)

My Fair Lady

Men, Money & Gold Diggers

High Society (2014)


The Slave Isaura (2004)


The Prince Who Turns into a Frog (2005)

Tommy Boy

Can You Keep a Secret? (2019)

How to Marry a Millionaire

Good Deeds (2012)

The Anna Nicole Smith Story

Fated to Love You (2008)

Gold Diggers in Paris

Kiss Me at the Stroke of Midnight (2019)

The Women

Boys Over Flowers: Final (2008)

For Love or Money

Mary Reilly (1996)

The Prince & Me

The Lady Eve

It Could Happen to You

A Cinderella Story

Ella Enchanted

Ever After

The Glass Slipper

The Slipper and the Rose

I’m sure I’ve missed a lot of good fantasy flicks. What are your favorite “poor solo female traveler meets rich sugar daddy with a private plane” films?

Share them below! And happy travels, sis. Oh, and maybe look into cryptocurrency investing so maybe you can buy your own plane.

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