[FM] My Time as a Whore in Japan, Pt. 1

Hey! I’m Kate, a long-time lurker and reader. I’ve recently been getting into writing some erotica and I’ve wanted to pen this little series down. It’s kind of an exercise in making my writing better and kind of just reliving a very bizzare, very hot, part of my life.

A little disclaimer – this part of my life happened a couple of years ago. I remember it fairly vividly, but obviously my memory isn’t perfect. I’m going to try to keep this as close to the truth as possible, but obviously there are parts that I’m sort of “filling in” to keep this a cohesive story and not just like “And then this happened, and then this happened.”

A couple years ago, I spent a year going to school in Japan. It’s something I had meant to do for a long time. I’m half Japanese, and I visited my Japanese side’s family in Japan pretty often growing up, so I feel a real closeness there. I went to a Japanese fortification school through high school, and I really wanted to, at some point in my life, live in Japan. I got to do that in my senior year of undergrad when I was approved by my school to essentially attend a university in Japan.

It was kind of an adjustment living there (and I realized how my conversational Japanese is pretty up to par, but technical words were waaay beyond me, especially writing them), but it was awesome. Better yet, I lived a couple train stations away from a girl, Hana, that lived near my grandparents’ home in Japan that I kept real close friends and pen pals with growing up. I hung out with Hana and her friends all the time, even as I made some friends at the university I was attending.

Now, Hana, well, both Hana and I didn’t really come from a super rich family. And I hadn’t seen her since like freshman year of high school at that point, but it was very jarring to see Hana suddenly be so.. rich. She paid for *so* much while I was there. I looked like exactly what I was – someone who had just hastily packed and was still just barely surviving on cheap meals in a worn out blouse and jeans. Meanwhile she was just so.. posh.

I was getting pretty tight on cash and I felt like I needed a part-time job. I decided to ask Hana. You’re a grad student – do you have a part-time job? Does your lab just pay you that much?

She said she did have a part-time job, but would never tell me what it was. She said it wasn’t a big deal. I didn’t really want to pry. So I just left it at that, and I eventually found a job working part-time at a used bookstore.

One night, Hana and I were drinking in her apartment watching some shitty TV, and she gets a phone call. She chatted with someone, and she says she might have to go to work soon. And long story short, well, she confesses to me that she’s sort of an escort.

Now, I wasn’t *that* sexually inexperinced at the time, but this was like, whoa. What. I knew about that kind of world, and I would be a liar if I said that that thought never crossed my mind. I wanted to hear everything. Was it safe? How did she find people? Was it fun? Is it good money?

She told me a lot about how it worked. Most of the guys she knew – lonely, busy, rich university guys. Some were the classic older “sugar daddy” types that she met. For any new guys, she’s always with somebody else. She made good money, and she said she never felt as though she was in an unsafe situation.

I don’t know if I had just expressed *too* much interest in it at first, but Hana asked if I wanted to tag along. And secretly.. I did. Well, not even secretly. It was kind of a weird world, and I love weird shit. I had also made a resolution that I was going to be pretty sexually liberal when it came to being here for the year – live it up, you know? Let myself have fun.

It was definitely a weird experience being there. It was so surreal. I got in a cab with Hana, went to this guy’s apartment, and introduced myself. He was a normal looking guy in his late 20s, dark hair, pretty clean apartment, not really like.. the type that I think would be paying for sex. Definitely not who I was expecting. We all chatted, he gave us some tea, he was a pretty funny and nice guy and I thought, geez, he really doesn’t need to pay in any sort of normal world.

Eventually, he and Hana left me in the living room and went to the bedroom. I began to hear the familiar sounds of sex – the groaning, kissing. It felt weirdly as though I was invading their privacy, so I turned on the TV and just thought about this whole thing. By this point, I was secretly hoping Hana would ask me if I wanted to try this out. I definitely would have.

I fell asleep watching TV – it was super late, almost into the morning time.

I accompanied Hana on a couple more of those in the next couple weeks. It wasn’t long before she offered me an opportunity, only if I wanted. I told her that I didn’t want to do anything in any sort of a threesome setting, but I was pretty interested in just trying this out. Apparently, the first guy that I had accompanied Hana with had been asking about if I was ever interested in doing what she did. I told her sure, that guy would work.

Fast forward a few days and we’re in another cab, heading back to this guy’s place. I had asked Hana what this guy’s deal was – he was definitely good looking enough to have found somebody. Apparently, though, this style of paying for these things really got him going. He makes decent money and gets off on paying for her. She also told me that he has a very kinky side, which I didn’t have to oblige if I wasn’t so inclined.

She also mentioned that he had, well, a very small penis. She told me as a warning so I wouldn’t be concerned or laugh. I told her it would be fine.

I had kind of pampered myself for the evening, and I was very, very nervous. I had taken a shower, but I felt myself starting to break a bit of a sweat as we approached his apartment. I wore a dress with some unassuming underwear – I didn’t really have any “sexy lingerie” had brought, and Hana told me it wouldn’t really be worth it to buy any for myself for this.

The evening followed the usual trend. We went in, chatted for a bit, he gave us some tea, and after a few awkward breaks in conversation where I was wondering “Is this where I just make the move or he makes the move?” he finally asks about taking a bath together. *Finally,* I thought.

He takes my hand and leads me to a tiny bathroom with a tub and a little shower area. I start taking my dress off, and he just stares. He asks me if I’m sure that I wanted to do this like at least a million times. I tell him yes, I’m sure. He tells me that I’m too pretty for him a million times. I joke that Hana would have her feelings hurt if she knew he was saying that to me, but he said that he tells her the same thing.

I don’t know if the same type of guys that would be into Hana would be into me. She’s the typical Japanese woman – straight black hair, round face, great smile, porcelain skin. I’m half Japanese, quarter Venezuelan and quarter white. My hair is black but more wavy than not, I’ve got the same Japanese dark brown eyes but much rounder eyes in general. I’m slim, 34B, and usually I don’t shave but I did for the occasion.

When I slipped out of the dress, he cupped my chest immediately and I realized then I hadn’t really gotten touched like that in a little while. It felt great. I asked him to take off my bra for me. He kissed me as he groped my chest and ass for a good long while. Eventually he began to flick his tongue on my nipples – something that, I’ll come to find out, Japanese men love to do.

I asked him to take his clothes off too. He was pretty tall, had a nice set of arms, and was also nice and shaved which I appreciated. His penis *was* small, but not embarrassingly so I didn’t think.. but maybe I’m being too nice. It was pretty small in length. It had good width though, and I didn’t feel like I wouldn’t enjoy having sex with him.

We got in the bath and he washed me off, which was basically another excuse for him to run his hands all over my body. Maybe I was just thirsty for affection at the time, but it felt legitimately great to be pampered like that. I reciprocated, washing him all over and trying to get his cock hard. I realized with a little bit of shock that he *was* already at full length when I assumed he was only about halfway there. I silently told myself “Well, good job you didn’t say anything.”

After we washed the soap off of each other, we left the bath and headed to his bedroom. I caught a glimpse of Hana just watching TV as we crossed from the bathroom to his bedroom. She gave me a little smile as if to say “Good!”

I sat on his bed, wrapped in a towel, and asked what he wanted to do. He asked me if he could eat me out. I laughed and told him if I had accidentally gotten the terms of the deal wrong and maybe I should be paying him instead – a bath and now he was going to eat me out? Deal!

I laid on my back and he got to work immediately. I instantly melted onto the bed as his tongue flicked over my clit and a finger plunged into my pussy. It felt *so* so good. I couldn’t help but let out a moan – a real one. Hana had told me that it’s good to make noise even if I didn’t particularly feel all that great, just to give the guy a good time. But this was legitimate. He lapped up all of me in his mouth, and he told me I tasted amazing. I loved to hear that – I don’t really hear that too often.

I asked him if he wanted his cock sucked, and he said he did. I had him lay down this time and I got between his legs and immediately took his entire length in my mouth. I’m already pretty good at deepthroating, so his cock was cakewalk. I did what I usually do, start with just bobbing my head up and down the shaft, sort of fucking my own mouth, getting the cock nice and wet. I slow down and tease him with my tongue with the cock in my mouth while I let my neck rest when I get tired. I pop it out, jerk him off, and gently suck on his balls. And then I go back to throating him. It was a good little rhythm I have for myself.

He moaned hard every time I jerked him off while I sucked his balls.

“Feel good?” I ask. He nods and says that it’s different from anything else he’s felt. Well then! I sort of pull his pelvis up, get underneath his balls, and start licking all over, letting my tongue drift ever so close to his ass. He yelps and pulls my head back, telling me it’s too much – it feels good, but it’s too much. I say that’s okay, and I suggest 69ing instead. He’s down for that, so we do.

After a few minutes of that, I can tell he’s pretty roaring to go. He unstraddles me and puts on a condom. Even with it on, I ask him to not cum inside of me, and he agrees.

He fingers me a little more and stretches me out at my request, and when I let him know I’m ready, he spreads my thighs and starts to fuck me, gently. Honestly, for a pretty un-fucked pussy like mine, a cock like his was amazing. It fit well, it didn’t hurt too much, and I could tell as my pussy gripped around his cock, he was enjoying it too. He closed his eyes and pumped into me, a slow, hard rhythm.

I asked him why he kept his eyes closed, and he said that if he opened them, I was so beautiful he would cum too fast. *Hah, you idiot,* I wanted to say, but I just laughed and told him it was fine, I’d rather he look at me.

Sure enough, the moment I made eye contact with him, he stops, jerks back, and pulls out with a loud moan and I felt the first twitch of his cock cumming into the condom just before it left my pussy lips.

At this point I was pretty turned on, and he had finished a little too quick. I could tell he was a little embarrassed, too. I played with myself for a little while, and kept eyeing the condom with his cum inside.

I guess one big kink I have is.. I love oral sex. And part of why I love oral sex is that I love cum. I love tasting cum, and I love getting cum down my throat way more than anywhere else in or on me. I didn’t ask him to not cum in me for birth control- I’m alread on the pill. I was hoping he’d fuck me until he was ready to cum, pull out, rip the condom off, and cum down my throat. Well, that plan didn’t work.

I ask him if it felt good. He nods, and asks the same. I tell him absolutely – I hadn’t been eaten out like that in a long time. I tell him I would’ve liked his cum in my mouth. He offers me the condom, but.. that was a little too much for me. I turned it down and told him hey, if this ever happens again, he can cum in my mouth.

I check the time and realize it’s super late, and so I go to the bathroom, freshen up, and put my clothes on. He thanks me a million times and hands me an envelope before I go out to meet Hana in the living room.

“How was it? Bad?” She asks as we walk to the train station to catch a cab.

“No, not at all,” I say. “I actally kind of like him? No, that’s weird. But yeah it was good!”

“Well, if you ever want him I’m sure he’ll be up for it again in a few weeks,” she says. I tell her I kind of feel bad that I’m taking him from her. She says it’s not a big deal.

“Thanks,” I say. “Is this weird? Should I keep it a secret?”

“Yeah you’ve kinda started something weird,” Hana says. “You should keep it a secret.”

Ooops. Guess it’s not a secret anymore.

Source: reddit.com/r/gonewildstories/comments/8qt8xc/fm_my_time_as_a_whore_in_japan_pt_1

12 comments

  1. Half Japanese, quarter Venezuelan and quarter white is a rather interesting combination. I don’t think I have ever heard of that. Is your father or your mother japanese?

  2. Interesting story. My gf has been escorting for about 6 months and it really is important to keep it a secret, people can be very judgmental. Luckily we have a group of very sex positive, progressive, poly-amorous friends that are supportive of our own decisions. Make sure to be safe and always let someone know where and when you’re going, so they can be alert if you don’t check in. Feeling people out beforehand is the best way to filter out weirdos/dangerous people. Sites like seekingarrangements really help with reviews of customers and such. Happy adventures!

  3. Really great story, and it was already written well at that!!! I’m excited for whatever you have cumming next for us tbh, and I hope that the next one involves you getting cum in your mouth.

    Would you ever consider a threesome with Hana though? Or is it too awkward???

  4. I used to travel to Tokyo a lot in the 80’s-90’s. I ran into a LOT of american Ex-pats, especially tall, blond good looking American woman that were essentially, kept women by rich Japanese business men. Don’t get me wrong; they liked it and wanted it. I met and took up with one after meeting her at the hard Rock in Roppongi, a favorite place for ex-pats to hang out. As I’d travel there monthly for 5 years, we saw each other a fair amount, but very, very discretely. Always at my hotel. She did have a bodyguard/driver as again, she was very well paid for a kept by this Japanese man. she told me some amazing stories about other ex-pat American women she met doing this exact same thing.

    She was a lot of fun, sexually, and yes, she appreciated my American ‘size’ many times, after some amount of complaints about the local’s. Also, I very eagerly lavished many oral treats on her, including rimming, which she loved, as she said her Japanese men would not do any oral at all.

    Ahh, memories.

    Good luck!

  5. Man, I love reading stories like this about being in Japan/Tokyo. When are you coming back to Japan?

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