It was one of those decisions that you congratulate yourself for later… looking backwards you feel a sense of pride that you showed so much insight. In reality, it’s a decision I almost didn’t make.
Her name is Jen, and she’s a Chiang Mai bargirl. She was a fantastic ending to a really good day.
Monday morning I was up early to meet my sister for breakfast in the hotel restaurant. We were picked up by the tour van in the lobby at 8:00 am, and had a full day out and about. First we went to an elephant camp where elephants were the theme of everything. We took photos with them, watched them bathe in the river and then were treated to a show by a team of a dozen elephants and their handlers. The pachyderms did everything from playing soccer to painting pictures to building a wall. Entertaining.
We then got on the back of a very large beast and rode through the rain forest for about an hour. This was followed by a short ride in an ox-cart, and then a buffet lunch.
After lunch we went to see the long-necked women of the Karen Hill Tribe people — a Burmese ethnic minority who live a protected life in Thailand, but only as long as they agree to live in specific villages where they are the main draw as a tourist attraction — a bit like a human zoo.
I felt a little embarrassed being a spectator. I had gone there because my sis had wanted to see the women, but by the time we left, she felt a bit exploitative as well. No one in the village looked happy. They just looked trapped.
The day finished with a very tranquil hour-long ride along a lazy river on a bamboo raft. The area we were in was completely unspoiled nature and it was a great way to enjoy the impressive scenery.
Some other stops during the day included an orchid and butterfly farm that simply thrilled my sister, who has an unnatural love of butterflies (her home in the US is decorated with butterfly images) and who is a keen gardener. I yawned.
We also visited a small factory (perhaps an over-generous description of the large open-air shed) where a small group of people converts elephant dung into paper in an interesting 5 or 6-step process that gets all the plant fibers out of the elephant dung and turns it into colored paper.
My sister was thrilled and bought two items in the shop at the end. I yawned again.
Back at the hotel, sis grabbed a nap while I took care of a little business. I secured tickets for our Tuesday night return to Bangkok, and rented a couple of motorbikes so we could tool around Chiang Mai like a couple of cool youngsters (sis is 59 and I’m 49).
I had asked her on the phone if she could ride a motorbike and she had said yes. When I woke her from her nap and announced that I had gotten a bike for each of us it was the first time that we understood that she thought she was riding behind me on the same bike.
Turns out that she had never ridden a motorcycle before but she was willing to try.
I gave her a set of instructions, going through things slowly several times, then showed her how to make the bike go, taking a slow lazy circle through the parking lot.
Do you want to try it now? I asked.
She gave me a confident “sure!”
“Okay”, I said, “very gently give it a little throttle just to get the feel of it. “
She gunned the throttle and the bike leaped forward. She panicked and in a series of bursts turned the throttle forward and back two or thee times in two seconds, with the bike bucking wildly. She was headed for some outdoor wooden furniture and a plate glass window. I simply screamed, “Let go, let go, let go”
She did.
Not just the throttle, she let go of both handlebars. The bike went down in a heap on the parking lot pavement about 2 meters from the glass window, but it was better than the alternative.
Sis — a month shy of her 60th birthday — was lying on the pavement with a motorcycle on top of her struggling to breathe.
I got the motorcycle off of her and got her onto a wooden bench. She recovered her composure pretty quickly, but was deeply embarrassed. She kept saying over and over “I’m sorry, I’m sorry”
Her motorcycle-riding days were over. An experiment that ended as quickly as it had begun.
She wasn’t sure until the following day, but she told me over breakfast this morning that she cracked a rib. She never let is slow her down.
The idea of her piloting her own bike was out of the question, but she was willing to go on the back of mine, so we doubled up and headed out into the Chiang Mai night.
We were looking for some light entertainment and a bit of food.
We found it in a traditional karaoke restaurant. It took about 45 minutes of riding around to find it, but it was well worth the effort. A nice open air restaurant that seated perhaps 50 people, there was a girl onstage singing Thai songs in a beautiful voice.
We ordered a dish of chicken — little balls of meat and cartilage that are breaded, deep fried, and seasoned with garlic, chili and basil then served with a chili sauce. I’ve had this dish dozens of times in Thailand, but this was the best I’ve ever tasted.
Later we had some Woon Sen – Chinese Glass Noodles with Pork and very very spicy.
We killed four large bottles of Heineken over a period of about two hours while we soaked up some traditional Thai atmosphere along with the delicious food and cold beer.
It was back on the motorbike before I could crack a 5th beer. I offered sis three choices of what to do next. One of the choices was to go back to the hotel and sleep, but she went for choice number 2, which was to go to the Spotlight Go Go Bar. She’d never seen a go go bar before and was curious.
We went in for one beer, chatted a bit about what a go go was and how it worked. After 20 minutes we figured we’d learned as much as we could from this particular venue, so I took sis back to the hotel.
I dropped her at the door and told her that I was gonna go over to the beer bars on Loi Kroh Road. She knew where I was talking about because we had spent the previous night — Sunday night– at the Butterfly Bar talking to a charming bar girl named Ploy and a Dutch guy named Chris whom we had met earlier in the evening. My sister had understood that Ploy was a hooker without me telling her, but thought she was charming and engaging in spite of her profession.
Ploy was great.
She was about 4 foot 11 and around 40 kilos. She was happy and enthusiastic. On Sunday night I quietly suggested that she could return to my room with me, but she looked at my sister from the corner of her eye and said that it might not be a good idea.
On Monday night I automatically went to the same bar. Ploy was there, but she had a customer. She came to say hello and invited me to sit down, but I decided to go to one of the other dozen or so bars on the street instead.
There were two bars side by side that seemed to have a lot of life and a good selection of girls. I ended up in one of them for no particular reason, and soon I had a girl or two giving me attention.
My attention wasn’t on either of them, however. There was a pretty girl out on the sidewalk smoking a cigarette who looked to be the best of the bunch. I focused my attention on her.
But then I saw a girl sitting less than a meter away from me. To see her I had to look in the opposite direction I had been.
Chiang Mai is known for it’s tall, fair skinned women. This girl might have been from Chiang Mai or it might have just been a happy accident, but she fit the profile perfectly. Her name was Jen.
She later told me that she is 173 cm — very tall for a Thai girl. Her weight is right around 50 kilos, which at that height means that she’s a slender girl.
Jen was wearing shorts, and from what I could see she resembled a new born horse — skinny and all legs.
Her face seemed to have the immature, un-moulded look that I associate with young girls. I figured she was about 18 or 19 years old. That turned out to be wrong. She told me that she’s 23, and that she has a five-year-old daughter.
She didn’t speak English at all. I bought her three drinks and we chatted in Thai. She started holding my hand and I found that I was very attracted to her. Around 12:30 or 1 a.m. I asked her if she wanted to go back to my room with me.
She said she’d like that very much.
I paid her bar and she hopped on the back of my motorbike. Five minutes later we were in the lift on the way to my hotel room.
We ended up in the shower together, and soon after we were together in the bed.
I spend a lot of time having sex with really petite women, and I have to say that it’s nice sometimes to have a girl closer to my height.
Jen had full lips and a large mouth. We kissed a lot. She was very talented at it — something I can’t always say about Thai girls.
Her body had a bit of the flaccidness that comes from childbirth, but it was still appealingly sexy. We played around a lot and things were fun. When I finally penetrated her, it was in a traditional missionary position.
During the playing around I’d gotten the feeling that she might be inclined to take one up the pooper, so after fucking her properly for a while, I tried to switch holes.
No problem. I went slowly at first, but it became clear that she wasn’t unhappy or overly uncomfortable, and soon I was plunging slowly, but complletely, into her backside. We stayed in that position till I came while pushing strongly up her ass.
Thirty minutes later we did it all again, this time with her on all-fours, doggy style. Again we started with vaginal sex and finished with anal, this time I was pounding away at her back side furiously with my balls slapping repeatedly against her wet pussy. It was great fun for me.
I woke up around 6 am with my arm under her and her pubic hair resting on the palm of my hand. I slid out from under her, went to the toilet where I brushed my teeth, took a shower and woke up completely.
Coming back to bed with my tall naked Chiang Mai beauty there was no way I was going back to sleep. I started kissing her neck. Soon we were engaged in the same French kissing as a few hours earlier. I used my tongue between her thighs and soon she was lubricating freely and moaning with delight. I shifted around and fucked her pussy again for ten or fifteen minutes, before once again pushing her legs back and entering her anally. I tried to be a bit slow and gentle, fearing that she might be sore from earlier.
Again, she didn’t complain, though the grimace on her face indicated that she may well have been sore from the earlier pounding. For the third time in six hours I came while pushing deep inside her backside.
Afterwards we cuddled together, kissing and stroking until we both went to sleep.
My phone rang at 20 past 8, waking both of us.
Much as I would have liked to try for number four, I was supposed to meet my sister for breakfast at 9, so I just grabbed a shower and then waited while Jen got hers. She came out of the shower a few minutes before 9. We kissed and cuddled some more. I grabbed her phone number. I don’t know what she typed into her phone when she saved my number — during the course of the night she had never asked me my name.
I wasn’t sure how much to give her. Five hours isn’t exactly long time, but three shots up the ass seemed like more than short time duty. I decided to give her a thousand and see if she asked for more.
She didn’t. She wai-ed, thanked me, then sat on my lap to kiss me some more. Great.
My only real regret at that point was that I knew I was going back to Bangkok in the evening. This was a girl I could see again (and again, and again).
A great decision.
I’m a fucking genius.


June 17, 2009 at 8:01 am |
nice read,yep been to the elephant camps,seen them painting,playing football,ect.i agree ,with the sorry lot for the karen hill tribe,they get treated like freaks,not nice.
i found it hard to find such quality women in chiang mai,lots of very ordinary chicks up there,bars are a bit depressing too,bkk 10x better,even here on samui better too.just got back from the escape /black moon party here,tons of available sexy ladies in mini shorts/long legs.a good optic all night long,just too tired from dancing to shagg one,but got a number of a keeper.sorry about your sister ,cracked ribs bloody hurt.keep up the postings.
June 17, 2009 at 8:04 am |
if any one needs samuis best fireworks at the best prices IM me here,from 20 bht to a 7000 bht 40 kilo,coffee table size firework.fun for all.
June 17, 2009 at 9:05 am |
geez WW i had the feeling u were not a poop shoot sort of guy – guess i got that wrong
good to see u back in the saddle
June 17, 2009 at 10:16 am |
I hate you even more now?
cheers mate!!!
June 17, 2009 at 11:29 am |
Did sis catch on at all as to your whereabouts Monday night?
June 17, 2009 at 12:38 pm |
It is true that Chiang Mai isn’t the best place in Thailand to find a chick for the night. There is plenty of action, but it is mostly pretty plain. And there are no good Go-Go’s. But Chiang Mai has a much more comfortable climate than central or southern Thailand and it is a very comfortable place to live.
June 17, 2009 at 10:11 pm |
I recently banged the first girl (Asian of course) who was exactly half my age. It feels good! The magic line has been crossed.
I see more of such encounters happen in my future, wonder why. Aging has some nice side effects
June 18, 2009 at 7:27 am |
touché
June 18, 2009 at 9:03 am |
My sister didn’t get to be 59 years old by being a complete dope… she didn’t say anything but I imagine she knew. She came to my room while I was packing before checkout. The hotel had white tile floors and there were long black hairs strewn everywhere — the kind of thing girls notice — so I’m guessing sis saw the evidence but chose discretion. I think she has pretty well figured out my habits by now.
@JB: I think it’s time to move on now. Can we change the tenor of the comments. You’ve always been a reluctant commenter who posted only when you had something to contribute but now you’re posting stuff for no clear reason. It’s too much work for me to manage the comments — I go out drinking and when I come home there’s a nasty exchange that’s already taken place. Do me a favor… take a break.
I don’t think you even need to respond to Prufrock. I know you live in Thailand and that you’re living the life that most people only dream of; financially successful and generally happy, spending most days on the beaches in Phuket. Let’s get back to the beach life of sabai sabai.
And then, let’s get back to talking about important topics, like butt-fucking tall attractive Thai girls, and leave all the other angst at the door, shall we?
On another note, I went out drinking last night with my sis and some friends. I remember having a great time and dancing with sis at the grand opening of the Aussie bar on Soi 11 (the band was pretty good last night BTW). I remember sis leaving to go home while I decided to stay and party on.
The rest is a blur or a blank. I woke up at 3:30 a.m. finding myself sleeping at a table in Country Road on Soi Cowboy, minus my wallet and my backpack. Don’t know how or when I got there. The manager there is accustomed to me falling asleep in his place — something I’ve done once or twice before — and they simply closed up around me. I drank way too much last night. Don’t know exactly what happened, but my right hand is sprained and I have a hell of a headache.
We’re leaving for Koh Samet in an hour or so. A few days on the beach should do me a world of good. I need to leave the beer drinking behind for a while.
June 18, 2009 at 11:21 am |
now now ,its not nice to see men behaving like boys ,grow up both of you,or exchange mobile phone numbers ,leave it out here please.
June 18, 2009 at 7:51 pm |
Oh yeah Zepplin, I remember you. You’re one of these people who expect us all to entertain you.
Running low on cash?
June 19, 2009 at 2:30 am |
ww..”butt-fucking tall attractive Thai girls”…amen. Just another 36 minutes and I can do an online check in..then I’m all set..now then, where did I leave my passport……
June 19, 2009 at 2:58 am |
Ahhhhhhhhhh…”The Werewolf Tales”..right up there with the best paperbacks, you know the ones..Private Dancer, Money Number 1, etc etc.
Keep em coming WW…not sure if you really know how much pleasure you give those that don’t live there…helps keep our imaginations going till the next trip.
Congrats…just luv it.
June 19, 2009 at 8:33 am |
He lost another wallet? This is crazy. He needs tighter pants.
June 19, 2009 at 9:03 pm |
WW,
I enjoyed this blog entry…
Thanks for sharing your “good luck” story…almost like being there! **f__t**
July 20, 2009 at 1:06 pm |
wow you paid her just a thousand baht? serious you’re some sick and cheap bastard.
July 21, 2009 at 4:41 pm |
“sick and cheap bastard”… why?.. are you from the tip-police? Did I violate some standard tip regulation from your department?
She seemed perfectly happy with the money; in fact she kissed me and gave me her phone number AFTER I gave her the money.
Do you routinely pay more than you have to for things you buy? If you do, you’re just stupid.
I paid the girl the amount that I thought she’d be happy with. Based on her reaction I think I got it right.