Thai ladyboys, just like the vast majority of Thais, feel very strongly about their family, the King (monarchy), and their religion.
You shouldn’t say anything negative on these subjects (especially when on a first date! In fact, you are best to avoid any conversation on the monarchy and religion altogether.
Let her see that you’re comfortable with who you are and you’re not ashamed to be seen with her.
It’s not like everyone is going to stare at you and call you a freak, if anything the people starring will be wondering how the hell a guy like you landed such a hot date.
If you go into it with any sense of shame or social shyness you’re only going to make your date feel totally embarrassed and uncomfortable, which isn’t cool. Don’t walk 5 steps in front of her or take her somewhere quiet and away from others.
A date with a ladyboy is no exception, and talking about sex and ex-partners is never the way to get off to a winning start.
If you’re going to take a Thai ladyboy out on a date, treat it like you would any date and make an effort.
There are plenty of ladyboys out there on dating sites looking for sex and friends with benefits, but there are also a lot of genuine ladyboys looking for boyfriends and serious relationship.
If you make out you are looking for a real date knowing full well you just want to get laid, in the end you’re just wasting everyone’s time.
Yes, in general ladyboys tend to be more promiscuous than girls, and often have had more adventurous backgrounds and sexual experiences, but that doesn’t mean you need to tell them about how many ladyboys you’ve already bedded and that time you had a 4 some in the hotel pool.
Any first date should be kept simple, fun, and free of heavy conversation.
If you just want to get laid stick to the bars, or seek out the ladyboys online looking for the same thing. Trying to bed a ladyboy who you know is looking for a relationship is going to be a lot of time and trouble and you’ll either end up looking like an asshole and upsetting them…or you may even get into a bit of trouble (no one wants to play the game Angry Ladyboys).
While it pays to be honest about your intentions, just as with any first date, it doesn’t pay to be too honest about everything.
I find ladyboys to be among the most fun, kind and funny people I’ve met, so full of surprises and usually a total pleasure to be with.