{"id":1766,"date":"2019-07-19T09:10:50","date_gmt":"2019-07-19T01:10:50","guid":{"rendered":"https:\/\/myladyboydate.com\/blog\/?p=1766"},"modified":"2025-08-15T06:14:55","modified_gmt":"2025-08-15T06:14:55","slug":"first-date-with-a-ladyboy","status":"publish","type":"post","link":"https:\/\/myladyboydate.com\/blog\/2019\/07\/first-date-with-a-ladyboy","title":{"rendered":"The first love making with a Ladyboy"},"content":{"rendered":"\n

Are you going out on a date for the very first time with a ladyboy<\/strong> ? Are your nerves unstoppable and your neurons have left the building? Calm down Bruce, I will help you find a way in dealing with your first ladyboy date<\/strong>. I\u2019m a ladyboy<\/a> myself and if that\u2019s not enough to pacify your anxiety, I don\u2019t know what will.<\/p>\n\n\n\n

Please take these tips with a grain of salt because we all have different individualities. I\u2019m assuming that you\u2019re going out on a date<\/strong> with a transgender woman from Asia because you\u2019re in an article that uses the ladyboy<\/strong> term that is widely used in the east. I\u2019m from the Philippines and I\u2019m going to share with you 3 key topics that are of paramount importance in most Asian women\u2019s lives.<\/p>\n\n\n\n

First Date<\/h2>\n\n\n
\n
\"Close-up
Holding hands and coffee. – pixabay.com<\/a><\/em><\/figcaption><\/figure>\n<\/div>\n\n\n

Family<\/h3>\n\n\n\n

I cannot stress enough of how important it is for you to be family-oriented<\/strong> when you\u2019re dating an Asian ladyboy<\/a>. <\/p>\n\n\n\n

We, most of the time, put our family, most especially our parents, above ourselves. <\/p>\n\n\n\n

If you\u2019re going to be dating a ladyboy from Asia, you have to be prepared<\/strong> to love her mother, father, brother, sister, and down to her very last 3rd cousin.<\/p>\n\n\n

\n
\"Group
Smiles shared on a sunny day. – pixabay.com<\/a><\/em><\/figcaption><\/figure>\n<\/div>\n\n\n

It\u2019s inevitable that you\u2019ll be regularly invited to tag along with your future ladyboy girlfriend<\/a> in family affairs so once you\u2019re in your romantic date<\/strong>, you have to let her know verbally that family ties matter.<\/p>\n\n\n\n

Monogamy<\/h3>\n\n\n\n

I\u2019m not saying that western people are all in an open relationship so please don\u2019t attack me. <\/p>\n\n\n\n

It\u2019s just that from my experience, most of the American guys I\u2019ve dated are more than willing to exercise their infidelity<\/strong>. <\/p>\n\n\n

\n
\"Smiling
A kiss full of tenderness and joy. – pixabay.com<\/a><\/em><\/figcaption><\/figure>\n<\/div>\n\n\n

Monogamy is not reaching for the stars and if you\u2019re looking into turning your ladyboy date into a wife, you have to have a strong stance with this issue<\/strong>.<\/p>\n\n\n\n

Tell her that you\u2019re not into threesomes and cheating and you want a love that\u2019s only exclusive for 2<\/strong> that\u2019s hopefully going to last a lifetime. Not only will she be smitten, but she might also be able to feel love at first sight<\/strong>. Remember, your goal is not only to leave her besotted, but you must also beguile her.<\/p>\n\n\n\n

Pay for the Bill<\/h3>\n\n\n\n

I\u2019m a very independent woman but if you\u2019re not going to foot the bill on the first date which YOU invited me<\/strong> on, I will play TLC\u2019s \u201cNo Scrubs\u201d in full volume while we\u2019re in a quaint restaurant while taking the cash out of my wallet. <\/p>\n\n\n\n

This is pretty much common sense but I\u2019m just here to remind you that this behavior isn\u2019t cute<\/strong>.<\/p>\n\n\n

\n
\"Two
Sweet moments shared over coffee. – pixabay.com<\/a><\/em><\/figcaption><\/figure>\n<\/div>\n\n\n

Even if the date didn\u2019t turn out well, still pay for the bill<\/strong> you jerk. Anyway, these are just a few things of what you must remember when you\u2019re on the first date with a ladyboy<\/strong>. Have a great time and remember to not get too drunk. Keep yourself together Bobby.<\/p>\n\n\n\n

[[SIGNUP]]<\/p>\n\n\n\n

First love making<\/h2>\n\n\n\n

Now that we\u2019ve discussed dating ladyboys for the first time<\/strong>, it\u2019s very important for you to know what happens in the area when it comes to finally making love<\/strong> with your ladyboy date.<\/p>\n\n\n

\n
\"Close-up
A timeless black-and-white moment of connection. – unsplash.com<\/a><\/em><\/figcaption><\/figure>\n<\/div>\n\n\n

I\u2019m going to divide this into 2 sections based on 2 points of view. The first one will be from my interview with a ladyboy friend and the 2nd one, from my interview with a gentleman.<\/p>\n\n\n\n

Ladyboys on First-timer Gentlemen<\/h3>\n\n\n\n

You\u2019re probably a guy who\u2019s reading this and every fiber of your being is going awry. The thought of having first time love making with ladyboys<\/strong> can prove to be an impalpable feeling<\/strong>. It\u2019s totally understandable but before doing the actual deed, don\u2019t just dive your way into it.<\/p>\n\n\n\n

There are things that you have to remember before getting yourself involved in this situation. There are caveats to consider so be wary that it\u2019s not all fun and games.<\/p>\n\n\n\n

The Ladyboy who Dislikes her Male genital<\/h4>\n\n\n\n

You see, not all ladyboys are open to the fact that most men who want to make love with them<\/strong> are interested in their gurltoys. <\/p>\n\n\n\n

Some ladyboys think that men who are into them aren\u2019t interested in the girl toy<\/strong>. <\/p>\n\n\n

\n
\"A
Let your heart breathe in the silence. – pixabay.com<\/a><\/em><\/figcaption><\/figure>\n<\/div>\n\n\n

Most lack education in knowing that there are men who are straight but are into gurltoys while some have heightened levels of gender dysphoria<\/a> that they can\u2019t stand what they have between their legs.<\/p>\n\n\n\n

My friend Patricia, who\u2019s now a proud owner of a neovagina, never had her eggplant involved in the mix. She was never comfortable even looking at it, let alone have a man touch it. You may come across ladyboys who are like this so be quite verbal<\/strong> before the first night.<\/p>\n\n\n\n

Don\u2019t string someone along just because you want to get into her knickers. Besides, you\u2019re not even going to truly get what you want even if she finally agrees to make love with you. If you want your first time with a ladyboy<\/strong> to go as how you\u2019d expect it to, communication is key.<\/p>\n\n\n\n

The Ladyboy who Likes her Gurltoy<\/h4>\n\n\n\n

Let\u2019s head on to the other kind of ladyboy; the one that I\u2019m banking on to be more in tune with your preferences. <\/p>\n\n\n\n

She\u2019s the type who has no issues utilizing her gurltoy in making love<\/strong>. <\/p>\n\n\n\n

She\u2019s probably also the reason why you signed up on a ladyboy dating website<\/a>.<\/p>\n\n\n

\n
\"Smiling
A smile as bright as the sunset. – pixabay.com<\/a><\/em><\/figcaption><\/figure>\n<\/div>\n\n\n

Albeit her comfort level when it comes to what she has between her legs, you must remember that she might not be fully functional<\/strong> because of hormone replacement therapy (HRT)<\/a>. Most ladyboys take this type of medication. While they have no qualms in having you feast on what they possess, they might not be as gifted with virility as you do.<\/p>\n\n\n\n

Ladyboy dating can be quite complicated. <\/strong>It\u2019s not as easy as regular dating and thinking of which hole to use for the week. Never get your expectations to fly too high<\/strong> is all that I\u2019m saying.<\/p>\n\n\n\n

The Fully Functional Ladyboy<\/h4>\n\n\n\n

I\u2019m guessing that she\u2019s the type that you\u2019re truly looking for and she\u2019s actually what your wet dreams are made of. <\/p>\n\n\n\n

You see, I\u2019m a ladyboy and most of my friends aren\u2019t fully functional. <\/p>\n\n\n\n

This type of ladyboy is quite rare<\/strong> but the adult industry<\/strong> makes novices think that she\u2019s the norm.<\/p>\n\n\n

\n
\"Ladyboy
Where comfort meets confidence. – unsplash.com<\/a><\/em><\/figcaption><\/figure>\n<\/div>\n\n\n

The Fully Functional ladyboy is someone who wants, knows, and enjoys her gurltoy <\/strong>and she\u2019s unapologetic about it. However, one caveat about her is that she may not be into switching so if you\u2019re going to date her and you want to get the best of both worlds, ask her if she\u2019s versatile<\/strong>.<\/p>\n\n\n\n

Pure top ladyboys exist and if you do not discuss this with her in the early stages of your dates, you may put yourself in a relationship wherein you\u2019re always on the receiving end.<\/p>\n\n\n\n

A Ladyboy\u2019s sexperience with a Virgin<\/h4>\n\n\n\n

Now, let\u2019s get into the topic of why you\u2019re here. I\u2019ve interviewed a colleague about her first time with a virgin guy (virgin to ladyboys) and his first time with a ladyboy<\/strong>. Let\u2019s call her Fanny to protect her identity.<\/p>\n\n\n\n

Fanny\u2019s quite a looker and she\u2019s how you\u2019d describe how a prototype ladyboy fantasy<\/strong> would look like. She has beautiful tan skin, silky long hair, pretty eyes, and a petite yet athletic body. Suffice to say, she could be a model.<\/p>\n\n\n\n

I asked her how her experience with a virgin<\/strong> was and she told me that she thoroughly enjoyed it. The reason being is because of the 2 main things that I\u2019ll be listing below.<\/p>\n\n\n\n

Open-Mindedness<\/h5>\n\n\n\n

The guy who had made love with her didn\u2019t approach the situation like most men would when it comes to their first ladyboy experience<\/strong>. <\/p>\n\n\n\n

He did not just undress and have his ladyboy partner do all the work.<\/p>\n\n\n\n

He was willing and he was curious. Topping, bottoming, licking, etc<\/a>.<\/p>\n\n\n

\n
\"Silhouette
When two souls align, even the light steps back. – pexels.com<\/a><\/em><\/figcaption><\/figure>\n<\/div>\n\n\n

all constitute having a great first time experience<\/strong> in making love with a ladyboy. If you don\u2019t know what these are, feel free to look them up in adult films.<\/p>\n\n\n\n

Fanny told me that this guy did everything and albeit she had to correct her from time-to-time because his only reference was p*rn, they still had a fantastic time<\/strong>. So much so that they did the deed more than once in just one night.<\/p>\n\n\n\n

Guidance<\/h5>\n\n\n\n

She added that most first-timers were verbal about asking for guidance; <\/p>\n\n\n\n

from how to properly orally fixate an eggplant, wash their b-hole for bottoming, proper rhythm, s*x positions, and more. <\/p>\n\n\n\n

No, this will not make your first time with a ladyboy<\/strong> seem rehearsed, think of it as a hot student and teacher fantasy.<\/p>\n\n\n

\n
\"A
Love is not always a straight line. – pixabay.com<\/a><\/em><\/figcaption><\/figure>\n<\/div>\n\n\n

Fanny added that these 2 things are great factors as to why the men who had their virginity taken by her, truly enjoyed their first ladyboy experience. If you don\u2019t consider open-mindedness and guidance, your first time with a ladyboy<\/strong> might become awkward.<\/p>\n\n\n\n

A Gentleman\u2019s First Ladyboy Experience<\/h3>\n\n\n\n

Now that we\u2019ve sorted out the POV of the ladyboy, let\u2019s discuss something that\u2019s more relatable to you; the point of view of the man who\u2019s about to have his first ladyboy experience<\/strong>.<\/p>\n\n\n\n

Because here in My Ladyboy Date, we\u2019re quite open-minded, I know a lot of people who are willing to share their experiences. I\u2019ve interviewed a male colleague about his first time with a ladyboy<\/strong> and I was actually surprised by the situation.<\/p>\n\n\n\n

Let\u2019s call him Caesar because I think that it\u2019s a very relevant name for this topic; ladyboy love making being Egypt. Caesar\u2019s discovery of Egypt, I mean, ladyboy films, started at a very early age. So much so that his actual first experience with a ladyboy was when he was 18 and the latter being 30 !<\/p>\n\n\n\n

Caesar\u2019s First experience with a Ladyboy<\/h4>\n\n\n\n

His first experience with a ladyboy<\/strong> comes from a time and country whereby ladyboys were still taboo. Because of this, most ladyboys at that time had enhanced levels of gender dysphoria. A lot of them are uneducated about the fact that it\u2019s truly possible for a man to prefer a woman with a gurltoy.<\/p>\n\n\n\n

He was only a little more than half her age but he was already open-minded about the experience<\/strong>. They met online, went for a drink, and came to her place; only for him to later find out that she was reluctant in using her gurltoy.<\/p>\n\n\n

\n
\"Smiling
Love blooms where joy and authenticity meet. – pixabay.com<\/a><\/em><\/figcaption><\/figure>\n<\/div>\n\n\n

Caesar told me that his first time<\/strong> felt too \u201cmechanical\u201d, and it was quite the opposite of what he imagined it to be and what he saw in adult films. He said that his partner had mental issues including depression and anxiety, driven by gender dysphoria.<\/p>\n\n\n\n

He mentioned that it was an antipode to what he experienced<\/strong> when he started traveling to Asia. Since countries like Thailand and the Philippines were more tolerant back then, he was able to fulfill his fantasies.<\/p>\n\n\n\n

What you Should Do on Your First Time<\/h4>\n\n\n\n

For you to have great first-time with a ladyboy<\/strong>, It\u2019s very important for you to COMMUNICATE. Ample dating is required for this communication to flow in a more natural manner; without her, feeling like you\u2019re only interested in getting to unravel her underwear.<\/p>\n\n\n\n

If you practice communication, open-mindedness, patience, willingness to be guided, and respect, your fantasies, and virginity will be rewarded in the most memorable way!<\/p>\n\n\n\n

xx<\/p>\n\n\n\n

Amanda<\/p>\n","protected":false},"excerpt":{"rendered":"

Are you going out on a date for the very first time with a ladyboy ? Are your nerves unstoppable and your neurons have left the building? Calm down Bruce, I will help you find a way in dealing with your first ladyboy date. I\u2019m a ladyboy myself and if that\u2019s not enough to pacify […]<\/p>\n","protected":false},"author":4,"featured_media":1768,"comment_status":"open","ping_status":"open","sticky":false,"template":"","format":"standard","meta":{"footnotes":""},"categories":[3],"tags":[],"class_list":["post-1766","post","type-post","status-publish","format-standard","has-post-thumbnail","hentry","category-love-dating"],"yoast_head":"\nThe first love making with a Ladyboy - My Ladyboy Blog<\/title>\n<meta name=\"description\" content=\"Are you going out on a date for the very first time with a ladyboy ? You will have your first love making with a ladyboy ? 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