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How to Celebrate Valentine’s Day with Your Ladyboy Girlfriend

Amanda Valentine Dela Cruz
This post was last updated on .

It’s the time of the year again when love is the strongest energy that is keeping the streets alight at night. When all the restaurants, yachts, and hotels are fully booked. The time when it is perfectly okay to express one’s utmost desires.

However, it is not all that it’s cracked up to be. It is also filled with rejection and uncertainties. Amidst all that, are you one of the lucky few who is looking forward to Valentine’s Day? Do you have a special ladyboy girlfriend to spend it with? Then, by all means, keep reading.

Why Valentine’s Day is Important for You and Your Ladyboy Girlfriend

Because ladyboys are often given a hard time by society in Asia, it’s vital for you to make every special moment for her. Moreover, for someone committed, it’s normal to expect something extra special from a man when it comes to Valentine’s day. Hence, you must at the very least, live up to this expectation.

nice couple in a restaurant


Valentine’s Day is a celebration in honor of the late Saint Valentine of Rome. However, in modern times, it’s a day that is celebrated every February 14 that encompasses love and romantic relationships. It’s also a day to express courtship or interest to someone by giving gifts such as confectionaries and love letters.


Saint Valentine’s day was established by Pope Gelasius I in AD 496. He did so to commemorate the martyrdom of Saint Valentine of Rome. Saint Valentine was known for ministering to Christians who were persecuted under the Roman Empire. He is also known for being able to recover the eyesight of his jailer’s blind daughter.

Celebrations of Valentine’s Day

Even if it’s a Christian holiday, the majority of countries around the globe celebrate it. Valentine’s day gained popularity after being linked to love and romance in the 14th and 15th centuries.

How to Celebrate Valentine’s Day for Long-distance Relationships

Loving someone and being away from them is one of the hardest experiences that some people have to go through. Many factors point to as to why this happens but amidst it all, love can still push through.

guy tapping on a computer

Giving Gifts

If you truly love your ladyboy girlfriend, you should already have an idea of what she likes. Giving gifts does not equate to you having to break the bank. When it comes to gifting, it’s always the thought that counts. However, if you give her something that she has mentioned, you should go with that.

Celebrating Valentine’s Day from Afar

Virtual dates are made possible by modern technology. The two of you may not be able to touch each other but feeling like you’re together with ample effort can still give her butterflies in the stomach. Set up a time and invite her to have a meal with you on cam.

You can also have a voice call with her and devote your time solely to exchanging sweet nothings with her. In a case like this, time is the most precious thing that you could offer. Give all of it to her on this very special day.


There are many ways to be romantic virtually. If you write well, you can dedicate a poem to her. If you have a nice voice, you could record a love song for her. Are you an artist, why not make her a digital portrait? Work with what you have and she will fall in love with you all over again.

She Lives with You

Are you part of the lucky few who live with their ladyboy girlfriends? If so, don’t waste a minute in planning an explosive Valentine’s surprise for her. This day only happens once a year. Don’t miss your chance!

Cyril and maki

Date Ideas

A romantic dinner is a classic but you can always put a twist to it. Take her to a restaurant whereby they have musicians ready to serenade her with a violin sonata. Prepare a picnic basket for her and take her to a lakeside while the two of you can gaze upon the stars after enjoying your meal.

If you want to make it more exciting and you belong to the wealthy few, you can pick her up with a rented helicopter to take you to a secluded dinner. You can also take her breath away by inviting her to a cruise ship Valentine’s date.

Gift Ideas

A simple piece of jewelry is always special and will make a ladyboy feel like you treasure her. It does not have to be overly expensive. You may also give her a handbag because most women are suckers for beautiful purses. However, don’t give her something like lingerie because admit it, it’s more for you than for her.

If she likes decorating the home, you can also commission someone to create a painting exclusively for her. Is she a fitness junkie? Maybe it’s time for a smartwatch or something that will benefit her activities greatly.

At the end of the day, you know your ladyboy girlfriend best. Go with what you know that she will truly appreciate and treasure for the rest of her life. Flowers and chocolates are okay too if she’s the classic type of woman.

Sex and Romance

If you are not naturally sweet to your ladyboy girlfriend, it’s time to switch gears. Even if she accepts you for who you are or how cold you treat her, you must give at least give her everything that she deserves in this special day.

Give her compliments. Tell her how beautiful she is and how lucky you are to be with her. Make her feel like she is the most important person in your life. Hug her and kiss her for a long time. Allow her to do everything that she pleases on this special day.

If you are not very good with words, initiate gestures that will make her feel comfortable to be more intimate with you. Champagne kisses and roses, the cornier the better. Channel your inner leading man from a Harlequin romance novel.

No matter what you decide to do, it’s best to make her happy this day. Ladyboys have been marginalized all their lives. Don’t make her feel further excluded by not treating her extra special on a day when most men show their love and appreciation to their girlfriends or wives.

Posted in Ladyboys, Love & dating

About the author

Amanda Valentine Dela Cruz
Just a random trans woman playing with makeup and skincare. Loves bacon and the operating table. I'm also the author of the dating guide book Dating Transgender Women for Gentlemen. Know more ->

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