Fullfillment in Chicago

My hard breathing hissed through my clenched teeth as I arched my back and tightened every muscle I could find to keep from releasing a flood of cum into the ultra-petite Japanese school girl’s pussy on top of me.

As my muscles flinched with quick pulses, I knew it was too late to hold back. I looked up at the sweet young face with full, tender lips as I pulled down hard with a hand on each of her curvaceous hips. With my cock buried so deep I could feel the top of her canal, I shot my hot, white seed into her lithe, fresh body.

Her tight, smooth pussy began to contact on my cock as I was shooting. She began to scream with an “aaayyyyeee” so common to Japanese girls in the many JAV movies I’ve seen. 
The scene was too much and the physical feelings beyond anything I’d expected when I embarked on this journey to fulfill the fantasies which had dominated my sexual desires for two decades. As I came down from the high of orgasm, I again became aware of the two video cameras that I had placed in opposite corners of the room. The idea that I’ll be able to not only replay this incredible time in my mind for the rest of my life, but on video as well added a second moment of satisfaction to my orgasm.

Hitomi Hayasaka was her name and having her twenty year old Japanese pussy holding my cock was a reality that is still hard to believe – but the video helps me remember it wasn’t all a dream!

Enabled to dream, driven to explore…

In early 2005, I closed a real estate development deal that netted me just over a million dollars after tax. Since the public Internet had developed, in the mid-nineties, whenever I had browsed across photos of very cute, smiling young Japanese girls, I would literally lose my breath for a brief moment. Something about these girls, whether long haired or short, small breasted or endowed, cute or sensual, attracted me like nothing I’d experienced in my life. As long as the girls were attractive, petite, smooth skinned, curved hipped, and had medium to large almond shaped eyes, I was smitten.
As a Midwestern American, I’d never been around many Asians until adulthood and then it was mostly Chinese or Pacific Islanders at university. I did find some Chinese girls very attractive and had great sex with several in school but was attracted, at that time, to petite brunettes and latin girls. I had a great sex life with many as a student and young professional and eventually settled down with a wonderful girl from South Texas who has never failed to attract me sexually and who is very happy to satisfy many of my fantasies.

Diana is her name and she was 25 when we married and I was 30. It was a risk sexually as she was a good Catholic girl and did nothing but hand jobs prior to marriage – maybe this is why I proposed – no getting the milk free!

Diana’s sexual appetite did seem strong though and through many discussions I learned that the reverse side of the no sex before marriage belief was a strong commitment to sexually serving a husband after marriage with no taboos. This came true and our sex has been great.

For example, once in a while, I’ll come home in the evening to find my slim, smooth, tanned-skinned Diana dressed in semi-short pleated plaid school girl skirt, thin white cotton blouse, knee-high white socks, mary janes, her dark long hair brushed straight, and ruby-red lipstick covering full, blow-job lips. 

She’ll welcome me at the door with a peck on the cheek, then she will close the door, lean me against it and sink to her knees in front of me with her hands rubbing my crotch. Diana then unzips my slacks, pulls out my cock, and kisses the engorged head with her well painted lips. Slowly she sinks my cock deeper in her mouth while I watch her red lips as they part and take my cock inside. The hot, wet feeling of her mouth is incredible. She then moves her tongue round and round my cock while it’s buried in her hot mouth.

While looking up at me with her dark eyes (a sight no man should miss) she cups my balls with one hand while moving the other to my ass where she puts slight pressure on my asshole. She knows that my ass is as sensitive as the head of my cock and makes full use of the knowledge. Her goal is to get me to come in her mouth as quickly as possible so that she can get me hard again with a sexy school-girl striptease. She knows that my second hard-on will last much longer allowing me to fuck her pussy until she can’t take anymore.

As she swirls her tongue around my cock, bobbing her head up and down and creating friction by keeping her lips tight, she pushes a finger into my penetration loving ass. It’s at this point that I shoot my load into her hot mouth.

Diana backs off and allows my cum drip sexily down her lips and chin while she stands up and pulls me to the sofa. She then begins her bump and grind striptease routine, with a look of innocence, proven many times to get my cock hard again within a few minutes.

Not much time passes until her blouse is open down to her navel, her bra gone, and her panties removed from under the pleated skirt. Now she has a leg on each side of my hips and is grinding her wet, smoothly shaven pussy against my cock as it gets firmer with each moment. 

Placing her nipples in my mouth for me to such and tease with my tongue, she lifts up her hips, reaches around, and guides my cock into her tight pussy. We both love this position with her in my lap and me sitting on the couch. I suck and tease her nipples as she moves up and down impaled on my cock.

As her speed increase, I increase the speed of my tongue on her nipples knowing that her orgasm is building quickly. As her speed of fucking approaches wild movement, I squeeze her ass hard while pulling her nipple hard into my mouth with suction. She begins to shake and scream with an orgasm that seems to last for minutes.

Since I had not come again yet, she goes from shy school girl to dominate latina and orders me to stand up, pull my clothes off, and bend over the arm of the sofa with my ass in the air. As I do so, she removes her skirt and steps into the straps of a strap-on dildo that, in addition to having a slender cock, has a built-in vibrator that drives her pussy mad.

She tells me that since I’ve been a good boy, she is going to reward me with fuck so I’ll know just how great my cock felt buried in her little body. She covers the false cock with lubricant, smears some in my ass, and then positions the shaft at the entrance to what she calls my boy-pussy.

At that moment she commands me to beg her to fuck my ass. I start begging her immediately.
“Please Diana, fuck my ass!” I plead. “Please slide your girl-cock in my boy-pussy!”
As I beg her to fuck me, she pushes the cock into my waiting ass and I delight in the feeling of it sliding in.
We enjoy many such experiences and while I’ve never found men sexually attractive, I do enjoy the thought of having a real cock buried in my boy-pussy just to know what it would feel like.
I imagine two different positions. In one, Diana has her shaven pussy in front of my mouth with me on my knees and my ass sticking up in the air with the guy fucking me from behind as she orders me to lick her while my ass is getting fucked.

In another frequent fantasy, I’m on my back with the guy between my legs and my ankles on his shoulders. Diana is sucking my cock as my ass gets fucked. Sometimes she is out to the side and in others we are in a 69 position. Either way, I enjoy shooting in her mouth as the cock in my ass shoots at the same time.
Though a fantasy, it’s not something I had ever explored in reality for many reasons including a non-attraction to men, fear of disease and/or discovery, and Diana’s sexual openness does not include having another person with us.

Expanded fantasies, moving them to reality…

As years passed my dream of making love to a young and petite Japanese cutie simply become stronger and more powerful over my psyche. I discovered so many of these cuties who seem to really enjoy sex while on-line browsing Asian thumbnail posts.

In some of these pages, a Filipina would be having sex with teenage boys of the same island race. For the first time ever, I had a small attraction to the male body and wondered what sucking a cock was like. I found that it was the smooth, hairless and almost feminine skin and body that turned me on. Anything masculine was a turnoff but a feminine looking young man with a sexy young girl began to be an occasional part of my fantasies.

In particular, the idea of having one of the sweet Japanese school girls as a lover and after several times together, having her bring her young, smooth skinned boyfriend to join us thrilled my imagination. In that limited scenario, the idea of even sucking the guy’s cock seemed exciting but only with the girl touching and encouraging us.

It was February 2005 and I was now in a suite of Drake Hotel in Chicago with japanese adult video star Hitomi Hayasaka next to me on the oversized king bed with nothing but a high thread count sheet covering her incredible body. 

I had decided to celebrate my lucrative business deal with a fantasy weekend before I was unable to do so due to age or family responsibilities. My wife Diana had chosen not to come on this “business” trip.

Finding someone in the JAV business over the Internet who understood and wrote English well was the hard part. After about a week of using email to contact the marketing and production departments of video companies in Tokyo, I finally received a well written reply from a producer of JAV.

I explained that I was an advertising agency owner in the USA who was looking to hire a model for a print advertising campaign where language doesn’t matter. I provided a list of Japanese AV idols that I loved and expressed ignorance at how this type of thing is done in the Japanese business world and that I was looking for an AV idol instead of a tradition model as I felt cost would be lower.
This particular contact owned a small adult video company that probably didn’t consist of more than two or three people and he was very helpful. He told me that my guess was right about cost but that most of these girls knew little to no English and had not done any fashion modeling except for the idol magazines in Japan. He did agree to find out what was available in the budget numbers I had provided and get back with me for a 15% fee of whatever I ended up contracting for.

Within another week, he emailed me with several names and photos all of whom were available for photo shoots in the USA and within my budget. It was at this point that I took the next big risk by asking him, in a joking manner, whether any of these girls would possibly agree to any extra-business activity. I was afraid that in reading this he would stop helping me but to my surprise he replied immediately that such was most likely possible. He would do some checking and let me know soon.

By now I could think of little else but the possibility of nearly 40 year old me getting to fulfill a long held fantasy and have one of these sweet girls in my arms for a weekend. I went ahead and made arrangements for the suite in Chicago, came up with a business reason to be there for five days, and awaited my go-between’s answer from Japan.

Chicago, here I come to cum…

I had become constantly horny as I moved forward with my plan. I was away from home in a business hotel checking email on my laptop when the reply from Japan came. I had on a pair of very nice dark blue panties with lace front (another of my small fetishes of which my Diana approved and supplied), a terrycloth hotel robe and a hard dick when I read the email that said that Hitomi Hayasaka was available at any time and for a very reasonable fee for a four days in the USA. My cock almost ripped out of my silky panties when I read the line: “…fifty percent less if the photos are for your personal use only!”

It was set. A twenty year old Japanese body idol was coming to see me in Chicago with every intention of letting me photograph her nude in a private hotel suite – alone. I was now of a mind that even if she didn’t allow for touching, just being with her in the suite and enjoying her beautiful body would make it worth the ten grand I was about to invest in getting her to Chicago, paying her fee, and paying for the suite at the Drake.

I put a small dildo in my ass, stroked my cock with the panties wrapped around it, and shot my load looking at page of her nude photos on the laptop before going to sleep with eager anticipation.

The Drake, Hitomi Hayasaka & holding her in my arms…