“My name is Jennifer, although tonight my Mistress has said she will only call me slave.” I bowed to Jun, not too deeply, but like that used in business when dealing with an equal. The young woman returned the gesture with a smile.
“You are taught well. I’ll call you Jen-san,” she said and that had always been the easiest and most logical diminutive of my name for my Japanese friends. Jennifer could be a little tricky for them at first, but Jen was perfectly suited to the Japanese tongue and I didn’t mind. I’d been called Jen often enough in America too.
Just then Mistress Kami called to Jun and I looked over, but Mistress Atsumi did not look at me, so I remained where I was. A few minutes later the girl returned, carrying my leash. She clipped it onto my collar and smiled. “I’ve been instructed to find you a gift,” she said and tugged at my collar with a soft giggle. I followed her, of course, curious as to what she meant.
We moved to a corner of the shop that displayed dildos and vibrators of all shapes and sizes. They were arranged neatly on glass shelves, packaged in ornate boxes behind a display sample in front of them. They seemed to be sorted by size, as much as anything else, with the smallest toys on the upper shelves and the larger ones near the bottom. And they were very large, some of them, and I swallowed nervously as I looked at a double-headed dildo that must have been two feet long and bigger around than a soda can. I couldn’t imagine a possible use for that, except perhaps beating someone with it. It certainly wouldn’t fit inside my vagina! At the other extreme I saw a very small toy that looked like egg, except it was only slightly bigger than my thumb and pink. It had a thin wire attached to a small remote control and it was much easier to think of a use for that. I tried to imagine standing on a crowded train with a small vibrator buried in my ass, Mistress holding the remote and surprising me with it as she pleased. I rather liked that idea.
“Do I get to choose?” I asked, feeling a little self-conscious as Jun and I looked at the assorted collection.
“No, I’m supposed to choose for you,” Jun said softly and after several silent minutes she ***********ed a cream colored butt plug that was perhaps six inches long. It was bluntly rounded at the tip and swelled quickly to perhaps seven or eight inches around at the widest point, before narrowing again to almost nothing where a thin, round rubber base was connected to it. The plug looked huge to me and I thought Jun must be joking.
“I do not think it will fit, Jun-san!” I giggled nervously as the girl held it up.
“You don’t think so, but you don’t know either,” she grinned at me slyly. “Come with me now.” Jun picked up a package, opening the box and looking inside to see that it was the same. She led me to what was ostensibly a changing room, like a small closet with a curtain that closed with Velcro strips.
We both entered and Jun had me bend over, placing my hands on a small, cushioned bench that was mounted against a wall. There wasn’t very much room and the curtain fell over the girl’s back as she pulled my thong down.
“You have a beautiful ass, Jen-san.” She caressed me for a moment, running her fingers across my slit and then my anus, teasing me and making me shiver slightly. “Your Mistress told me I could play with you, so you must let me.”
I nodded. “Yes, please. I like it,” I breathed. I closed my eyes as she rubbed my labia gently, working her fingers back and forth across the lips until they became fat and rubbery, and slick with the oily wetness I’d been steadily leaking all night. It felt nice and she moved her fingertips to find my clitoris, stroking the tiny bud and making me murmur my approval. A few minutes later, just as it was feeling very good, I felt something else rubbing my slit. I thought at first it was the butt plug, but it was warm and shaped not at all like the hard blunt plastic of that dildo. This was more like…
My eyes opened wide and I liked over my shoulder as the head of Jun’s cock lodged inside my cunt. She? He? Jun pushed into me hard, grabbing my hips and pulling at the same time so that her cock was driven easily into my ready cunt. Jun’s cock wasn’t terribly large, but it did stretch my neglected pussy all the same, and with every thrust I would grunt softly and feel my warm muscles clasping eagerly around her.
“You…You’re a man?” I asked stupidly, feeling that very real cock sliding back and forth inside me. I wondered how she’d hidden her penis so effectively in the tight shorts that were now fallen down around her ankles.
“I’m whatever Mistress Kami desires me to be,” the girlish boy said as she fucked me at a nice slow pace. I still regarded Jun as a she, even though the cock inside me gave lie to that. It felt good, not very large as I said, but enough for me right then and I was enjoying the surprise of it immensely.
“It pleases her now to make me a woman,” Jun continued as her hands moved up to fondle my sore breasts through the bodice of my dress. “Soon I will have breasts like yours. Big, beautiful tits for my Mistress to love.”
I moaned softly and Jun picked up the pace, thrusting her cock deep so that I could feel her soft balls slapping my tiny erect clitoris and bringing me to the edge of an orgasm. I’d been aching to be filled ever since I’d climbed that stage several hours before and now I was getting what I needed. Jun’s cock seemed perfect for me and she was treating me with it, working her prick between my quivering pussy lips to split the walls of my cunt around her. When she begin moving faster, so did I, pushing myself against the bench I was leaning on. I fucked her cock the way I’d never done for my co-workers and bosses, grinding my sex around it, wanting to keep her inside me as my orgasm drew close.
“That feels so…good…” I breathed, turning my head and smiling, nodding my head and urging the girl to fuck me as hard as she liked. I was ready for it. “I am going to…cum…I…Oh…Yes!”
“Cum for me, Jen-san. Cum on my cock for me now,” she was whispering in my ear, bent over me and working her prick into my pussy with short, quick stabs to make me gasp.
“Yessss…” I hissed in English through clenched teeth and my body gave in to the pleasure completely. I gave a sharp little cry and then only low mewling sounds as I felt a hundred soft explosions deep between my legs. I was cumming nicely, jerking beneath the girl and riding her cock, my cunt spasming around it.
Jun gave me the moment, holding her cock inside me, but she wasn’t cumming, not yet, and I groaned when the girl began to slowly withdraw her penis. “What are you doing? Don’t stop! Please, Jun-san! I want you to cum also!” I was looking over my shoulder at her with half-lidded eyes, panting and feeling my pussy protesting the sudden emptiness.
“Thank you, Jen-san,” Jun smiled at me. Her face was flushed like mine and her dark eyes were shining with the need to orgasm. “I will cum, but only in your ass.” With that she pushed the head of her cock quickly past my sphincter and thrust into my already sore and well-stretched rectum. It happened so suddenly that she was inside me before I’d even fully translated her words. “I’ve never fucked an American before, Jen-san, I expected you to be much bigger inside.”
I groaned loudly and felt my ass being split apart as my body instinctively resisted. Jun was smaller than the dildo Mistress Atsumi had used earlier, and much better lubricated for the penetration, but it still burned a little and I knew she was enjoying the tight warmth of my anus around her cock as she went deeper. My ass didn’t resist for long though. The muscles were tired and weak and after just a minute or two I felt nothing but pleasure as Jun was able to fuck me as hard and fast as she wanted.
Jun fucked me good for five minutes or so, reaching around my hips to play with my cunt rubbing my clit and fingering my pussy, which soon enough brought me to another shuddering climax. It was all she’d been waiting for, or so it seemed, because as soon as Jun felt my body jerk with pleasure she began cumming as well. Jun pumped her cock deep into my asshole and gasped sharply, flooding my bowels with her urgent semen. It felt amazing and the girl’s cum bathed my tender flesh with an indistinct warmth. We paused for a moment, her body pressing down on my back, while we both caught our breath. I turned my head so Jun could kiss me sweetly on the lips and I thanked the Japanese transsexual for making me feel so good.
Jun pulled her softening cock out of me, immediately unwrappeding my gift and had me spread the cheeks of my ass so she could push the plug inside my sperm filled rectum.
“That is so beautiful, Jen-san!” She was giggling and pushing hard until the extreme width of the toy had stretched my sphincter to almost unbearable limits. I was shaking and moaning and then let out the breath I was holding as it popped inside and my sphincter closed behind it, although my anus was somewhat less than tight after being fucked twice that evening. Jun continued the pressure, holding the base in her small fist and pushing until the thin rubber flange was snug against my wrinkled little hole. The base was soft, not very big and disappeared from sight as I was finally able to let go of my butt cheeks.
I stood up feeling more than a small bit of discomfort, the plug lodged inside me seeming to push against my body like an insistent cramp, keeping my rectum taut and the muscles stretched around it. I could feel Jun’s greasy sperm trapped inside me as well and I had the odd sensation of needing a bathroom, but it was only because of the plug.
“How does it feel, Jen-san?” Jun asked, standing there with her penis hanging from her girl’s body, semi-erect and covered with the remains of fucking my ass. It was all of five inches long perhaps, with a ruddy shaft and dark pink tip emerging from the foreskin. Her cock looked very pretty, I thought, almost feminine like Jun’s hairless scrotum. I stared at her cock for a moment and dropped slowly to my knees.
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