A Thai Ladyboy Gave Me The Best Experience

The Thai Girl That Got Away

Hi, I would like to share my story as I do not see many stories about ladyboys on this channel, and as its a big culture in Thailand I thought it would be fun to send in my story.

I know ladyboys are not everyones cup of tea, but I thought id share my experience anyway

I recently took a 10-day vacation in Phuket with a Thai ladyboy, and had the best time ever.

I guess I should probably confess that even though it was my first trip to Thailand, it wasn’t my first time meeting a ladyboy.

Last year, I met someone from a traveling ladyboy show who had a bright smile and looked stunning, but her personality was pretty bland.

The date was just as forgettable.

Still, the way she acted and the experience of being with a ladyboy stuck with me and made me more interested in them.

I realized I wanted more than just a few pricey hours; I actually started thinking about the possibility of a relationship.

Pattaya Ladyboy In A Bikini

Searching For A Ladyboy Girlfriend

Where I am from, we do not have much options for people that are searching for that type of woman.

If you do find one from where I am from, they just look like men with wigs on, don’t put much effort into their appearance.

And with them, its pay to play, I kind of wanted a bit more than just fun with one.

So after about 5 seconds of researching, I quickly discovered that Thailand and Philippines are the hot spot for these type of girls.

After binge watching countless hours of YouTube videos about these places and the ladyboys there, I settled on trying to find one in Thailand.

Ladyboy in Bangkok

I got a bunch of dating apps and set my location to Phuket and started doing some swiping  searching for a ladyboy who wasn’t a bargirl and had some personality.

I know searching for one that is not working or a bargirl was like finding a needle in a haystack, but I thought I’d give it a try.

While the ladyboys seemed interested in me, my interest quickly faded after a few dull conversations.

Either the conversations would eventually turn to money or the language barrier was too much, or simply they just bored the hell out of me.

Just as my one-month membership was about to expire, I found someone from Phuket who was a breath of fresh air.

Tall, tanned and absolutely beautiful.

Using Dating Apps To Meet Thai Ladyboys

Luckily for me, I swiped right and she had already swiped on me so we matched instantly.

She was genuinely fun to talk to, with no pressure for money or talk of marriage.

She had normal photos on her profile, nothing that shown me she was in any type of night work

We quickly started chatting for hours on Whatsapp, video calling each other, and sending multiple texts every day.

She claimed that she did not work in the freelancing or bar business, but she worked at hotels, training staff.

dating a ladyboy in thailand

At this stage, I had no reason to not believe what she did for a living, she seemed honest and hard working.

Weirdly it felt like a relationship, albeit an online one, but still, I would finish work, come home and pretty much call and chat with her the rest of the day.

Her English wasn’t perfect, but I found it charming that she not only looked cute and had a great sense of humor but also showed an interest in cultural topics.

As the weeks passed, I could tell our feelings for each other were growing.

I was confident about it and kept getting reassured.

She came off the dating apps and deleted her profiles, she wanted to show me she was serious about us.

For Christmas, I sent her a bunch of candy from my country that she had been asking for and some other goodies.

Ladyboy Posting In A Bikini

Online Long Distance Relationships With Thailand Transgender Women

I hadn’t even met her yet and I felt like I missed her, at the time I wish I could have just left and gone to Thailand whenever I wanted.

Because of work commitments, I couldn’t just pack my bags and spend quality time with this girlt, so the weeks turned into months.

It Really made me jealous of these digital nomads that have the chance to live wherever they want while making an income.

If I could go back in time, I would have learnt a skill such as computer programming that I could do remotely.

Confronting Ladyboys

Anyway, while in this situation and learning more about her and Thailand, I decided it was “now or never.”

There is only so far you can take a relationship when it’s online and long distance so I booked a flight and shared my decision with her, which she was thrilled about.

Since she worked at a big newly opened hotel, she arranged a room for us there and got me a big discount on the price.

Finally, the big day arrived, and I got on a plane.

Next stop: Phuket!

To say I was nervous is an understatement, during the whole trip my mind was full of what could go wrong rather than what could go right.

Pattaya Ladyboy Trying to Scam Tourist

First Trip To Thailand To Meet My Online Girlfriend

As soon as I stepped out of the airport, the first thing I noticed was the humid heat.

Next came a swarm of eager taxi drivers.

But then, a stunning ladyboy caught my eye, smiling at me, I had finally arrived!

She came running up to me, gave me a big hug and kissed me.

Surprisingly, I did not really care if people were looking at me with a ladyboy, I thought it would bother me but I guess guys that have been in Thailand a long time are used to seeing that kind of stuff.

We did get a lot of stares in the airport but who cares, I was happy as were she, that’s all that mattered.

In the hours that followed—driving back to the hotel, strolling hand-in-hand along the beach, meeting her friends who I felt were showing me off like a trophy, and sharing kisses I couldn’t help but admire her beauty.

model shot of thai ladyboy

I know people like her are not for everyone, but to me, she was absolutely perfect.

Everything about her I loved, from her beautiful looks to her outgoing and bubbly personality.

Before coming to Thailand, I had bought a small silver necklace, nothing too expensive or fancy, just a little something to show my appreciation which I gave her that night.

The next day, we spent most of our time exploring her small, quiet beach town.

As a gentleman, I paid for our meals and drinks, but she insisted on treating me to my first Thai meal, which was some spicy salad that almost burnt my mouth off.

Travelling, Dating and Having Fun In Thailand

Turns out she was quite popular in her town, so we attracted a lot of curious and surprised looks as we walked by, laughing and holding hands.

I wasn’t the slightest bit embarrassed to be seen with a ladyboy; instead, I felt proud to have such a gorgeous person by my side.

She also was not shy to show me affection in public, we originally connected really good.

On our third day, we rented a motorbike and rode to Patong.

We started by wandering around the mall, and later, when night fell, she took me to Bangla Road and introduced me to a few of the bars, where we enjoyed a drink together.

spending the night with ladyboys

Bangla road is a crazy place, especially for first time newbies like me.

Going there as a single man and no woman on your arm must be heaven, there are bars and girls everywhere, it’s pretty insane.

Its jam packed with people though, for some reason I saw a lot of families on there as well with strollers, which I thought was a bit strange.

The next few days flew by in a blur.

We explored the island’s beaches, visited a local temple and market, spent time with her friends, and took a motorbike day trip to see the Big Buddha of Phuket and Wat Chalong.

Unlike a lot of the stories ive read, I was not asked to pay for her friends when we went out to eat together.

Thanks to her understanding boss, she had 10 days off from work, allowing us to spend every moment together.

The only time we were apart was for about three-quarters of an hour each day when she visited the beauty salon.

dominant looking thai ladyboy

Spending Time With A Thai Ladyboy

On our last day, we headed back to Patong to catch a show.

As a farewell gift, I bought her a new pair of high heels.

She would never let me spoil her, so I really had to force her to allow me to buy them for her.

I could see she had her eye on them and really wanted them, so I thought that’s the least I could do after an amazing trip together.

When we returned to the hotel, she surprised me with a set of three stylish shirts she had bought me with her own money.

After we had gave each other farewell gifts, it was time to head back to the airport so I could get my flight home.

First night in Thailand with a group of ladyboys

I really did not want to leave, in the taxi on the way there we was both holding each other tight knowing this is going to be the last moments together.

It was upsetting to leave, but I am so glad I got to have this experience with her, it opened up a whole new world for me.

Sadly, the awful parking restrictions outside the airport and the fact that I was already running late turned our goodbye into a rushed kiss and hug.

I didn’t have time to think during the airport chaos, but once I was on the plane, it hit me: my holiday was over.

Again, I was left thinking of all the bad things that could happen:

will I ever see her again?

What if she meets someone else?

When will I be back?

Leaving Thailand, Feeling Sad and Depressed

As soon as I got home, I missed her right away.

I wanted to be with her again.

We quickly started arranging my next trip to Thailand so we can pick up where we left off.

We had discussed that the next time I go to Thailand, we visit her home town where she grew up.

I was even willing to visit her family since her mother and sister already knew about me, and I had spoken to both of them over the phone.

She was aware of my deep feelings for her, but her responses became less frequent.

Phuket Ladyboys

I noticed it started taking her longer to reply to my text messages and the replies were shorter.

I could sense something was off but when I would ask her if everything is ok, she would reply that all is fine and that im just over thinking.

Then, about two weeks after my trip, I received a flurry of quick messages that read something like:

Sorry. I want to be alone now. After you left, I changed. I’m not the same anymore. I don’t miss you. I don’t love you. You’re a good man, but I like bad men. You’re not my type. So sorry. Take care.

I felt betrayed, hurt and confused as the trip and time we had together was fantastic.

Getting Serious With A Ladyboy

Long Distance Breakup

Calling her was impossible since she had changed her phone number, and my messages went unanswered.

She blocked me on WhatsApp so I could not call her there either.

Not long after, all the photos from our holiday disappeared from her Facebook profile, and her status changed back to “single.

She later blocked me from all social media and left me in the dark, I had no way at all to contact her and it was very clear she was done with me.

Meeting Pattaya Bar Girl

A few later, her sister messaged me, saying, “She is crazy.” And I think I have to agree…

She probably has just met someone else, or already had other guys like me on the go.

Easier to just block me and move on rather than telling me the truth and letting me down that way.

I’m sure I’ll never fully understand what went wrong.

She never did ask me for money, but maybe she was waiting for me to offer some to her.

I always felt that she had just as much fun with me as I did with her and enjoyed my company as much as I enjoyed hers.

Losing Contact With Holiday Girlfriend

This Thai Ladyboy Gave Me The Best Experience of My Life

While I was with her she never shown signs that she was disappointed with me or anything like that.

She always seemed to be having fun like I was, she never seemed bored or fed up with our dates.

I can only guess that I didn’t quite meet the expectations she had from our chats.

Yes, I felt heartbroken, but I’ll always cherish the memory of those amazing nine days.

I am sure I will be back in Thailand in the near future to carry on with my journey.

There is plenty more fish in the sea so they say.

Thanks for listening to my short but sweet Thailand romance.

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