Traveling alone is an inherently lonely venture, no matter what the brochures and hostels promise, and having a pretty local girl listen to you for a while is comforting. But no matter how adventurous I fancied myself to be, the thought of paying for sex threatened to resurrect the many fluids uneasily coexisting in my stomach. She didn't ask for cash though (or a credit card, for that matter), and after a while that was enough to satisfy me. I kissed her; she returned the favor by grabbing my cock, and I felt the adrenaline surge that means sex is on its way.

It was around this time Uri came over and pulled me away from my newfound friend. "Hey man, we just wanted to say we don't think she's a ladyboy," he told me. "We thought she was, but now we don't think so." Now, as a rule, it's fair to say that if a friend tells you, unprompted, that the person you're making out with isn't, in fact, a transsexual, it's a good indicator you're making out with a transsexual. But somehow Uri's advice seemed unnecessary, even absurd — it hadn't occurred to me at all that my she was a he. I looked at Uri surprised he had even thought my girl was a tranny, and he was surprised I was surprised. But I really had no idea.

In any case, I went back to my dancing queen and we resumed thrusting international tongues into throats.

I felt the adrenaline surge that means sex is on its way.

One might think that, with a twenty-five-year record of staunch heterosexuality on my resume to that point, I might've noticed this kiss to be different from those of X-chromosomed girls I'd kissed before. But I didn't. There was no facial hair scratching me, no toughness or forcefulness or masculinity turning me off. There was only trance music, alcohol-fueled warmth and dizziness, and the softness and excitement that comes with kissing a woman.

Feeling triumphant, I took my girl by the hand and walked across the beach. I led her through the crowd, confident as I am when I know I have a sure thing on my hands. We walked about a quarter-mile, up a path through some woods, leading to a cliff. She told me her name was Mai. We kissed again and she almost immediately undid my pants and went down on me. The blowjob was unexceptional, the hands-free straight-bobbing kind I would get back in ninth grade. One of the highlights of being gay, I'd always imagined, would be that your partner would instinctively know what's pleasurable to you. Don't all men want the same things? But I can personally and conclusively confirm the inaccuracy of this idea. After a minute or so I pulled Mai up, and brought her to eye level.

"I want to fuck you," I told her, trying to be both bold and complimentary.

She stared at me with her endearingly big eyes.

Then she looked down. "I am a man," she said.

It didn't register. "What?"

"I am a man."

I literally thought it was an unfunny joke. "No, you're not."

But she wasn't smiling. And she got more specific. "I have penis," she said. Very specific.

My smile dissolved and I began scanning her face for traces of masculinity I had missed.

"No, you're not," I said. I was apparently operating by the trustworthy theory that if one says something over and over again, it becomes true.

"I have penis," she repeated, in what must surely have been the least amount of language she could have used to convince me.

"No, you're not," I chanted, reaching for her crotch. I only half-believed her at this point — I thought this was an excuse for why she didn't want to fuck me. But I realized "I have penis" is something women rarely say to men, even to ones they're rejecting. More common rejection phrases I've encountered include "I have a boyfriend," "I think we should just be friends," and "I can only hook up with people I respect."

Commentarium (28 Comments)

Sep 03 09 - 1:28am
hcl

This was a frank and unusual piece, but I'm a little surprised that you went that far into your backpacking trip without considering the cultural differences- such as ladyboys being far more common and accepted. Of course he wasn't going to be ashamed when you discovered his membership card to the boys' club.

Sep 03 09 - 4:11am
ura

punter

Sep 03 09 - 8:52am
fcm

WOW! Worst writing ever! It's like the kind of essay you'd hand in for school or something. Pretty damn awful.

Sep 03 09 - 9:27am
JL

Bah. You should have 'fucked her in ass.'

Sep 03 09 - 9:40am
LMS

Not original or well written.

Sep 03 09 - 9:48am
JS

I liked it - I smiled and grimaced during certain sections and thought the writing was clever.

Sep 03 09 - 11:51am
LB

Yeah, I don't know what's up with all the criticism on this site. I liked it.

Sep 04 09 - 12:08am
CLR

Who edited this? Muay Thai is the martial art, not Maui Thai- that sounds like a take-out joint in Lahaina

Sep 03 09 - 3:32pm
STH

One thing I learned in Thailand... any Thai woman with a rack is most likely a ladyboy.

Sep 03 09 - 4:41pm
VRM

I don't understand the nitpicking about the writing either. Are you looking for D.H. Lawrence? Not a story I would ever have written under my own name and photo, but it sheds some light on what is probably a very common experience for solo men in Thailand.

Sep 03 09 - 5:08pm
MEH

Yes, very surprised to see all the literary critics. May or may not be the most sophisticating writing I've ever seen, but certainly better than I could do. Regardless, I found it brave, honest and sincere.

Sep 03 09 - 11:44pm
LEP

I really liked this. I have been to Thailand, and heard about the 'ladyboys' while I was there. As a woman, it was interesting to hear about a part of Thailand that went right over my head.

Sep 04 09 - 12:07pm
JCB

Wow, apparently the writer isn't concerned about HIV AT ALL.

Sep 04 09 - 1:17am
DE

awesome piece, and excellently written. definitely merits a "thank you for sharing." also highly relatable for those of us who have been there.......

Sep 05 09 - 12:12am
LT

what a thoughtful story. i've traveled on my own a lot, and though i've never been to thailand, i can really relate to the sense of loneliness and longing you sometimes experience. especially if everyone around you is partying/with someone. very honest!

Sep 04 09 - 1:51pm
EW

Yeah, critics.... go easy will ya? I liked it as a good short piece emphasizing the feelings of the scene, not the logistics. I liked the "heads up" to the untraveled that traveling alone is often a lonely experience.

Sep 04 09 - 5:13pm
FR

Very frank and introspective. Interesting read, for sure.

Sep 05 09 - 7:44pm
SMP

I thought it was refreshingly honest and vulnerable writing. And you're far from average-looking.

Sep 06 09 - 3:04am
YH

A charming and sweet piece. The story I mean. Liked it a lot!

Sep 06 09 - 3:21am
AC

The story & writing were fine, My main issue was that you need to respect the identities of those around you, no matter how awkward you may feel. This WOMAN did not turn male (as you referred to her through pronouns) once she came out to you. She is as much a woman as she was before you knew about her transgenderism,

Sep 07 09 - 10:26pm
ndc

I lived in Thailand for a while and tourists like the writer are insufferable to be around. They make asses of themselves around locals, learn nothing about country or the people, then go home and perpetuate stereotypes about hookers, trannies and partying on Islands. Believe me, Thai people are judging them harshly despite all the smiling that goes on.

Sep 08 09 - 11:36pm
AbM

Enjoyable and nicely written.

Sep 12 09 - 2:52pm
dwp

given the size of ladyboy dick, i'm guessing he fucked you

Sep 12 09 - 2:53pm
dwp

and this article was way too long, which is probably what the ladyboy thought about you

Nov 12 09 - 2:23am
AC

Oh, it's really interesting. Hope, they won't do it again. However, there are still plenty girls from any Asian chat .

Jan 20 10 - 12:59am
jf

fair play leaving your name and a picture - assuming of course that's not the name and pic of your mate who insisted he was not a ladyboy in the first place :)
refreshingly open article

Sep 05 10 - 7:48am
RED26

I love the story !yah, it talks about how we expect but then we failed..

Nov 22 11 - 4:20pm
IM

Amazingly honest. Well written. I liked it.