Mai thrust her pelvis out to me and I cupped it. Sure enough, a hard package. I only then fully believed she was a man. Just saying you're a man is one thing, but you can't conjure a sausage and a corresponding set of hairy boys out of nowhere. I looked up astonished, not believing the sperm dispensers I held in my hand. My mouth was gaping, but it closed when I saw his eyes. They were serious, not scared or embarrassed, as I would have anticipated. But still, I felt bad for the loneliness that I assumed must come from trying to have sex with straight men when you're not yet a woman.

"Fuck me in ass?" he asked, hopefully.

I half laughed, and for the second time in one minute was disbelieving my ears. "What?"

"Fuck me in ass." This time it was more of a command, his eyes staring into me with penetrating intent.

"Um." I'd never fucked a guy before. I had once given a few seconds of a handjob — not to completion — in seventh grade, to my friend at a sleepover. I hadn't been into the fleshy but hard feeling of a dick, and when he asked to blow me, I declined. Since then I had never so much as kissed another guy, and had never felt the desire.

If I ever wanted to flirt with my sexual orientation, this was the time.

But now I was faced with the prospect of a welcoming ass. I thought about it. Two small cheeks and a dark hole — how different could it be from a woman's ass? I'm not the first to identify the resemblance between a teenage boy's body and contemporary female models'. Going back at least to the ancient Greeks, the young man's body was held as the finest image of beauty a human could attain. Moreover, I reminded myself, I was travelling on a continent on which I knew not a single person. I could do whatever I wanted and never have to face any consequences. If I ever wanted to flirt with my sexual orientation, this was the time.

But I took Mai by the hand and explained that, while I appreciated the offer, I wasn't going to fuck his ass. He looked disappointed. "Please?" he asked, smiling rather charmingly. My mother always stressed the importance of manners. And I admired his audacity. To try and talk a straight guy, one you've just told you're a man, into putting his penis into your ass takes a lot of, er, balls. And I was flattered — I don't get enough girls to take a guy's affection for me for granted. But it just didn't entice me.

I led him down the path and back to the bars. Away from the beach, where it was quieter and I could absorb what has just happened. I bought him a drink and we parted ways, saying little else because both we spoke different languages and there was little to say. I found my friends an hour or so later, dancing on the beach. I rejoined them seamlessly, acting as if nothing happened. They didn't ask, I didn't say. We danced and drank and I pretended to laugh at their jokes, but my mind was elsewhere. We hopped from bar to bar, growing weary seeing the same tourist faces over and over even amidst tens of thousands of different ones. Before I left the beach, alone, around three a.m., I saw Mai across a bar. He was talking to another tourist, closely, and they were laughing. I stopped feeling sorry for Mai, and suddenly felt very lonely again.  

 

ABOUT THE AUTHOR:
Jordan Smith is a freelance writer living in Washington, D.C.

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.