Fullfillment in Chicago

My muscles flinched with quick pulses and I knew it was too late to hold back. I looked up at Hitomi’s sweet young face 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!”

The next few days…

Our time together for the night was incredible and sleeping with her in my arms was a feeling that I cannot begin to describe to you. In the morning we bathed together with her soaping me everywhere and sucking me to orgasm in the process. Then, just wearing the hotel robes we enjoyed breakfast at table in-suite.

Laughing, giggling and working hard to tell me things in English, every moment with this sprite of a girl was pleasurable. After another round of love making and watching some the action we had recorded the night before, we showered again and dressed to go sight seeing in downtown Chicago.

It was cold but sunny so I took her on one of the architectural walking tours, took her for a drink in the University Club of Chicago on Michigan and Monroe, and then to several stores on the Mile for some lingerie shopping – something I really enjoy doing for a woman.

Another fantasy came true in these doings. She was stylishly dressed and just being with her publicly, with her holding my hand, pulling me along and kissing me on the street was another dream come true.

We got some looks, some just because she was young, cute and sexy and others because I was certainly old enough to possibly be her father! I found that I liked that and though never having found incest to be attractive, I did find it neat to think of her as my little girl in a protective, paternal way. I decided that I would ask her to call me “daddy” in bed just to see what it felt like.

We had a quick fuck without orgasm in the dressing room of a lingerie shop, I licked her pussy Neiman-Marcus while she was trying on a school girl type skirt that I wanted her to wear later, and she sucked my cock in a bathroom in the Inter-Continental Hotel. This girl was wickedly sexy, funny and fun.

One thing that I’ve leaned on-line is that dress-up play is common in Japan and often called cos-play, short for costume play. Hitomi was immediately up for such things and understood very well what I was hinting at with the school girl skirt.
On another day, she dressed completely as a school girl (the Japanese sailor suit wouldn’t quite fit in) as we went out and she called me daddy in front of waiters and other people. It was quite thrilling to sit in Johnny Rockets in a booth and have my toes playing with her pussy under her skirt while we shared a malt.

Wrapping it up in Chicago with Room Service…

We had been having an unparalleled great time for three days and our final night together was approaching. I decided that I would repeat a fun activity I had done with other girls when I was younger.
I dressed Hitomi in a full outfit of black stockings, garter belt, matching bra and panties and a pair of mid-heel shoes. She looked, as you can imagine, fabulous. I dressed in nothing but silk boxers and a light silk robe. We then ordered a full dinner to be served in-suite on the round dining table that was placed in front of a large window with a great view of Chicago’s lakefront to the North.
The idea is to remain very normal as the room service waiter shows up and sets the table, then moves everything to the table for dinner. It’s fun to watch him, or her, attempt to not notice how you are dressed and you get incredibly horny just thinking about what the waiter is thinking.

Well, as fortune had been with every part of this adventure, lady luck smiled again. When I opened the door for room service, with Hitomi already seated at table, our waiter was no waiter. It was a waitress of Hispanic looks with long curly hair and a cute, petite body no taller than five feet. She was pretty in her black skirt and white shirt with bowtie. Her name tag read: Sylvia.
Seeing a man in a robe loosely tied was probably not shocking in the least to a hotel employee and she didn’t seem to be shocked. 

“Sylvia, bienvenidos,” I said welcoming her in Spanish.
“Gracias,” she replied acknowledging that I had guessed correctly.

Now the fun began. I watched as Sylvia began to spread the linen on the table while Hitomi was seated just back from the table showing her entire body dressed in sexy black lingerie. The waitress nodded a hello politely to Hitomi and was obviously a bit dumbstruck by what she was witnessing. I loved watching her try to set the table without showing that she was looking. 
I know better than to do anything sexual or actually show the sex organs in a situation such as this. You never know how the waitress feels and could end up thrown out or worse, arrested.
Sylvia was no prude however and seemed to make a good effort to bend down to the bottom area of the food cart several times with her fine ass pointed in my direction wrapped in a tight black skirt. I noticed and she noticed that I noticed – maybe the hard cock making a tent in the robe was a clue!

I don’t know whether Sylvia was thinking of a big tip or just good fun but what happened next had never happened when pulling this stunt before.
After laying the plate and silver, pouring the wine, and having me sit down opposite of Hitomi, this little Latina waitress shocked me.
“I would be happy to join you for dessert in a few minutes when my shift is over,” she stated rather matter of factly while looking me up and down and then doing the same to Hitomi who was simply smiling and enjoying the fun of it all.

I told her that we would love to have her for dessert. Then I signed the bill with a regular sized tip which they included automatically. I wondered if she was just after money or fun.
My answer came just after Hitomi and I had finished eating but were still seated at table. The door opened from a pass key and in walked the lovely, spicy Sylvia with her hair now completely down. She walked right up to us, leaned forward and kissed me on the mouth. As she raised up I looked to check Hitomi’s reaction and all I saw was a smile that was either embarrassment or amusement. 
Then, Sylvia shocked Hitomi by walking behind her chair, reaching down, and cupping Hitomi’s breasts in her small hands. She then leaned forward and began kissing Hitomi’s neck just below the ear.
I could not believe what was happening. Hitomi had a look of resigned ecstasy on her gorgeous face and Sylvia had reached down with one hand and began to rub Hitomi’s pussy through her panties as Hitomi spread her legs apart.

I got up and joined them coming up behind Sylvia and releasing the button on the back of her skirt and pulling the zipper down. I pulled her skirt down as she licked Hitomi’s neck and fondled her tits and pussy. Sylvia stepped out of the skirt without missing a beat.

I then pulled her pantyhose down and these she stepped out of as well without taking a moment of attention off of the beautiful Hitomi. I reached around her body and unbuttoned her blouse and caressed her tits which were much larger than those of Hitomi. I pulled off the bowtie and began emulating Sylvia’s action to Hitomi. I kissed this lovely latina’s neck while squeezing her tits with one hand and had my other in her panties rubbing her very wet and very hot pussy.

After a few moments another fantasy was fulfilled when Hitomi turned to face Sylvia, looked into her eyes, tilted her head and touched her lips to those of this extraordinary room service representative. They began to kiss passionately and I was frozen in admiration for the beauty of the scene: this gorgeous young Japanese body idol dressed in black lingerie kissing this hot latin girl with long curly hair and a white blouse open showing her full breasts.

Hitomi began to stand and as she did the two petite women joined together hugging and kissing with tenderness no man can emulate. I was simply enjoying the show and happy that I had set my camera up in the corner to catch the dinner service reactions!

I took each girl’s hand and led them to the bedroom where we all collapsed on the bed kissing, licking and stroking each other for hours. I was able to 69 with Sylvia and to watch her do the same with Hitomi – something I’d always wanted to witness. 

It was fun sliding my cock in Sylvia’s pussy while she was on her knees with Hitomi underneath licking her pussy. Hitomi sucked and licked my balls while I fucked Sylvia. When I was ready to cum, I asked them to lie next to each other and I shot my cum all over both of their faces which they then proceeded to lick from each other which got me hard all over again!
I had not attempted anal sex with Hitomi during our time together but I leaned over and whispered in Sylvia’s ear: “I want to fuck you in the ass. Will you let me?”
“Put your cock in my ass,” she replied loudly in contrast to my whisper.
“I’m gonna fuck your tight ass you little slut,” I shouted at her.

Hitomi helped her to get on her knees and ready for my cock by taking left over semen and putting it all over Sylvia’s asshole. I inserted a finger to loosen her up but felt almost no resistance indicating to me that Sylvia was well used to getting her ass fucked.
“Take my cock up your ass,” I said to Sylvia as I pushed my cockhead against her asshole. 
“Fuck my ass,” she said with a breathy voice.

Hitomi held my cock against Sylvia’s little asshole as I moved forward. Her well trained asshole sucked my cock right in while she breathed very heavily with her face buried in the pillow. I began moving slowly out and then back in. As I did, Sylvia began to compliment the rhythm with her hips. 

My cock was sliding in and out of Sylvia’s ass while Hitomi positioned herself in front of Sylvia with her pussy right in front of Sylvia’s mouth. Sylvia began to lick her pussy getting her face crammed against Hitomi’s clit each time I pushed my cock forward in her ass.

Hitomi began to scream her Japanese “aaaaayyyyyeeee” and Sylvia began to shake with an uncontrollable orgasm. At just that moment I shot what little cum I had left deep into her sexy, round ass.
After a bit of rest the three of us bathed together with Hitomi showing how the Japanese bathe in the tub using the shower to rinse. The best thing that happened in the shower is that Sylvia, the little ass-play lover, put two fingers up my soapy ass and played with me for several minutes.

After we had dried off and enjoyed a drink together, Sylvia gave us her home and cell phone numbers and asked as to call her when we were in Chicago again. I didn’t have to reassure her that I would, it went with out saying. She then dressed and left, kissing each of us deeply at the door.
Yuka and I spent the next several hours on the love seat looking out the window just holding and caressing each other’s body. Around 11 p.m., we went to the bed and made slow, sweet love in the missionary position – possibly the first time we’d been in that position our whole time together.

The Question…

After we had both cum and cuddled for a bit, Yuka asked me if I would keep her here in America. I didn’t know how to answer the question without ruining the entire time we’d had together and she seemed to sense this and remained quite.

After several days together, we had both become much better at understanding each other in English. While holding her tightly, I told her that I had a wife who would never understand and that I never pretended otherwise as I had worn my ring the entire time.

Yuka was surprisingly not upset by this news. In fact, she seemed to have known all along and it didn’t change her thoughts. After talking for a while it became clear to me that in Japan it was not unusual for a man of means to keep a girl separate from his family. And, keeping a mistress just wasn’t thought of in the same way it is in our society. She said that she would be happy to be separated and that she wanted to attend university in the USA.

I thought about what she was proposing and told her that we might arrange such a thing. “But,” I told her, “I will have an expectation that you will not have other men while I am helping you.”
She said this was her understanding as well and agreed to the idea.

Then she planted a seed of thought in my mind with which I’m still dealing on a daily basis these many months later.

Higher education and new ideas…

Hitomi is now enrolled in a college near my home and I see her often during the day and she never forgets to call me daddy just before taking my cock in her mouth or pussy.
And often, when she finishes sucking me off as I drive around town, she brings up the subject again, in much improved English I should add.
“Daddy,” she says with a sweet smile, “I promise I could love Diana just as well as I love you.”

Until the next episode…