Chapter 26:

“Sooo, do you wanna shrink all the way right now? Or do you wanna go a little slower? It’s your choice, my love.”

Jackie and I were back at Volleyball House in her bedroom. She was nude, and I was sitting in her hand.

“Slow.”

“Very well then,” she said. She tapped her phone a couple of times. “How does 6 inches sound to you?”

I tried to think of what that meant: 6 inches tall. It was such a small number. And I didn’t care one bit.

“Sounds perfect,” I said.

Jackie immediately reached for my pencil dick with two fingers (that’s all she needed nowadays).

“Wait!” I said.

“What?”

“Can I, um, how do I say this?” I said, struggling to find the right words.

Jackie smiled as I timidly stirred in the palm of her hand. “Dessy, honey. We’ve been dating for a while now. Your sexuality isn’t something to be embarrassed about. Just tell me what you want. Tonight, I’m your dream girl.”

I hugged her thumb. “You’ve always been my dream girl, Jackie.”

“Oh, god. You always know just what to say to a get a girl going,” she said, her face getting hot with desire.

I cast aside my sheepishness and was honest with Jackie.

“OK, dream girl. Can I… Can I cum in your face.”

She quickly said, “No.”

“Jackie, I’m sorry I—”

“Just kidding! Of course you can, my big strong man!”

“You’re a bitch, you know that?!” I said, blushing.

“Well, this bitch wants less talking and more ‘doing it,’ OK?”

With one finger, she pushed my body flat onto her palm, then closed her fingers around me. She hopped onto her bed and laid on her back. She effortlessly tore the fabric of my American Girl doll outfit into pieces, leaving me nude. She stared at me for a few seconds, as I dangled directly over her head. She had this vacant look, like she was staring straight into me.

“What’s wrong, Jackie?” I asked.

“Nothing at all. You’re just so fucking hot.”

Her hot, passion-filled breath emanated from her mouth and up to me. My cock twitched in anticipation. I fixated on her lips. I couldn’t help but stare at them. They were thicker and fuller than ever. She was also wearing different lipstick than normal; purple. And it suited her. My obsession with her lips crystallized in that moment, and it was then that I knew how I wanted to lose my 6 inches.

“I want to fuck your mouth,” I said.

“You sure you can handle this?” she asked as she licked her lips.

“I don’t know, but I don’t care.”

She gave an approving look, gently dropping me onto her naked chest. I was so light that I bounced off her boob and rolled off her onto her bed. Just another one of our bedroom mishaps.

Since this was my fantasy, I shooed away her attempts to help me back up onto her body. I took in the sight in front of me. I savored it. I reveled in it.

Jackie’s bust was at least 3 or 4 inches taller than me, even as she laid flat on the bed. I remembered thinking how amazing it was that she was taller than me on her knees. That couldn’t compare to how I felt at that moment. She was literally taller than me lying down. And soon, there wouldn’t be a single comparison that I could boast about.

I walked over to her neck, which was almost twice the thickness of my torso. It was also half my height, making it a little easier to climb than her massive boobs.

Once I climbed up, I was standing on her neck, looking down at her face. She wore a blasé facial expression, even I stood right on her throat. I was too light to have even a slight effect on her.   

I hoisted myself over her chin and got on my knees. She unsealed her lips, and I watched as her cavernous mouth opened. That alone was intimidating. Then, her tongue came out and expertly licked my cock, instantly getting it soaking wet with her saliva.

“Come on, big boy. I’m thirsty for you,” Jackie said.

That was all the encouragement I needed. I dove on top of her closed mouth, my body parallel with her lips. I positioned my cock right in the middle of her lips. Almost immediately, she enveloped it. At its hardest, I guessed that it was only 1 and a half inches long. It was so small compared to her mouth that it felt like I was sticking it into a cave. Though, her lips were so thick that it barely even made it past them. Her lips glided over the entire length of my cock as she sucked on it, and she tickled the tip with her tongue.

As she did all this, I realized that she was doing most of the work. So, I managed to grab a foothold on her cheek and readied myself to thrust into her.

She momentarily spit my dick out to say, “Oh, so you really wanted to fuck my mouth?”

“More than anything,” I said.

And I thrusted into her mouth, humping away for the next ten seconds or so as I tried to maintain my balance atop her face. Every time I thrusted, her lips responded in kind, sucking even harder and tighter than I could imagine. A small part of me was worried she’d suck my dick clean off.

I grabbed handfuls of her cheek and tried to ram my cock past her lips and into her giant mouth. My thrusts quickly got more violent and frenzied. I was enjoying being active and in control during sex. Sure, I enjoyed being thrown around like a rag doll, but this was a nice change for me.

My control over the sex took a timeout when Jackie unexpectedly lifted me off her mouth and began squirting ungodly amounts of lube on me. Surely, I didn’t need that much; she just enjoyed watching me get all slimy.  

She then abruptly dropped me back down. The lube she covered me in made it hard for me to stay on top of her, so she held me down with one finger as I re-entered her mouth.

I had to admit, it felt better with the lube all over me. The lube also sped up my orgasm considerably. After just a minute more of shoving my cock in between her lips, I was starting to tingle all over. I was really close.

I stood up on Jackie’s chin, and for the rest of the way, I stroked my cock. I stared into her beautiful blue eyes and her golden hair. I wanted her eyes and her hair to be covered in my cum.

And with one epic final tug, standing on my girlfriend’s face, I ejaculated straight onto her nose first, then onto her right eye. Soon after I came, I slipped on account of all the lube and landed back on her mouth. My cock landed first, which caused it to squirt out the little bits of cum up onto my own face. It was the most pulse-pounding orgasm of my life. I could barely move because wave after wave of pure euphoria thrashed at my soul. I simply let out an exhausted sigh and passed out.

I felt a few nudges on my head and woke back up. I was still laying on Jackie’s mouth.

“Did I shrink yet?”

“Not yet, but you’re about to,” she said. “Stand up, I want to feel you shrink in my hand.”

Upon getting up, Jackie’s hands quickly snaked around my whole body. My feet left the ground, and she held me directly above her still cum-soaked face.

“I can’t believe I came that much,” I said.

“You’re pretty virile for a guy who’s a foot tall,” she said. “Can I wipe it off now, my big burly man?”

“Not yet, wench.”

She tried not to smile, but her half grin indicated that she still found my quip at least a little bit funny.

“You’re pushing your luck.”

“Sorry, I was having fun not being totally submissive for once.”

The all too familiar feeling hit me right then. I was shrinking. And this wasn’t like any other time I’d shrunk. In one go, I was losing half my height. My body couldn’t keep up with how fast I was shrinking. One second, my legs were poking out from her grasp, and the next second, they were swallowed up in her giant hand. At a foot tall, her fingers were slightly bigger than my arms. As I shrunk, her fingers gradually became like pillars of immovable steel. I had absolutely no hope of moving them.

As I shrunk further and further into her hand, the soft, smooth skin on her palm rubbed across my cock. It got me dangerously excited. I wondered if she could even feel me getting hard anymore.

When I finally reached 6 inches, the last stop before I hit my target height, everything around me became exponentially bigger. For instance, Jackie’s fingernails were almost the size of my face. Her pointer finger was wider than my torso. Her middle finger was over half as long as my entire body.

I, of course, wasn’t the only one who was gushing over our comical size difference.

“Oh my god, look at my little toy boy! Isn’t it amazing that we have to measure you in inches now? No feet for little Dessy, just inches!”

“That is amazing,” I said without a hint of irony.

“Hey, since it’s kind of silly for us to do height comparisons now, let’s compare you to some household objects. I want to see if you’re still taller than my favorite multicolored pen!”

Before I knew it, Jackie plopped me down on her desk. She sat in front of me, her giant breasts spilling over onto the desk threatening to crush me. I actually had to dive back to avoid them.

“Stand up straight, Dessy. We want an accurate measurement now, don’t we?”

I simultaneously loved and hated it when she used her sexy, condescending voice. It was like she was my mom, and I was her three-year-old son. It shouldn’t have turned me on, but it did.

“Yes, Jackie.”

Her hand descended with the pen between two fingers. She put me back to back with it. Soon enough, she was bouncing in her chair overflowing with excitement. Her boobs bounced too, sending shockwaves through the desk that threw me out of kilter.

“You…are…the…same…height…as…my…PEN!”

I looked back for myself, and sure enough, yes, I was the same height as a pen. She yanked it away, and I couldn’t help but look at the pen in her hand. It looked so tiny surrounded by all that healthy womanly flesh.

Do I look that small in her hand?

Then I had an idea.

“Jackie.”

“Yeah?” she asked.

“Can you put that pen in between your boobs?”

For a second she was confused, but then she smiled when she realized.

“You want to see how small you look in my cleavage, don’t you?”

I nodded.

“OK!” she said, “Here goes nothing!”

She wedged the pen in her boobs. She was so tall that I couldn’t see the pen. Her tits were simply too high up.

“Could you bend down? I can’t see,” I admitted, my face blushing.

“Oh my gosh, I can’t get over how tiny you are.”

She took her boobs off the desk and arched her back forward until I could see the pen. I could barely believe how insignificant it was smushed in between the most massive breasts I’d ever seen. Just the end of the pen was visible, and I was sure that the other side of the pen didn’t even reach the bottom of her cleavage.

“That’s what you’d look like in there, my little toy,” she cooed at me. “A tadpole in a pond far bigger than you can ever fully explore.”

“Well, I can try, can’t I?”

“You can. But I think you’ll find yourself getting quite overwhelmed, little man.”

She let me climb into her hand, and once I was up at the top of her chest, I used her fingers as a slide. I dove headfirst onto them and careened straight into Jackie’s cleavage.

“Men are so silly,” I heard her say as I fell.

As soon as I made contact, I sank in between her breasts. It was like being surrounded by gelatin. I kept tumbling deeper and deeper, bouncing back and forth. I had no control over how I moved anymore. I was falling too fast and too hard.

My fall came to an abrupt end when Jackie squeezed her tits together with her hands, freezing me in an awkward position. When I was falling, I could breathe. But now, with my face smushed up against her boob, air was in short supply. And because she was covered in dried lube, I was glued to her.

Thankfully, Jackie began moving her breasts up and down. And every time the breast I was stuck to came up high enough, I gasped for air, knowing I’d be shoved back down into her cleavage soon enough.

“I love those desperate little gasps of yours,” Jackie whispered.

She kept fondling her boobs as if there weren’t a person struggling to breathe inside of them. After getting bored of going up and down, she began smashing her boobs together with me still thoroughly fixed on one of them. She wasn’t knocking them together hard enough to break my bones, but I was certain I’d wake up the next morning with some gnarly bruises.

To prevent any more pain, I tried to unstick my face from her sweaty skin. With strongest effort, I was able to get half of my face free. So, with my partially covered mouth, I shouted a muffled plea to Jackie.

“Jackie! Please stop!”

“Please stop!” she mimicked me in a childish voice.

Her boobs colliding every second or two diminished the effectiveness of my retort, which wasn’t that clever to begin with.

“You’re…gonna…crush…me!” I screamed intermittently.

“You’re gonna crush me!” she repeated.

“I…don’t…sound…like that!”

“Ok, fine. I’ll stop. I don’t like it when you get cranky. I told you that the twins would be too much for you.”

She put a finger between me and her boob, prying me off her sweaty skin and dropping me into her hand. She held me close, and I cuddled up against her cheek. Her body heat alone was enough to almost dry me off. It was like being up against a radiator. It was nice. It wasn’t explicitly sexual. It was romantic. I needed some romance in that moment.

“You’re so warm,” I breathed.

She laughed, keeping me up against her delightfully smooth, tanned skin. She nudged me over to her lips for kiss on my head.

“Imagine how warm I’d be when you’re an inch tall,” she said.

She was eager to shrink me again, but I wasn’t quite ready.

“Not yet,” I said, rubbing my head against her like a pet, “I’m enjoying just sitting here with you.”

So, as an accommodating girlfriend, Jackie generously allowed me to stay at my towering height of 6 inches for a little while longer.

She compared me to more household items and found that I was smaller than many of them. The list of things I was smaller than was quite astonishing to me.

First, she compared me to an envelope, which was 2 inches longer than me. She dropped me into the envelope and sealed me inside with ease.

“Who should I mail you to, Desmond? You know, I think my Aunt Delilah in North Carolina would appreciate you.”

“If you keep talking craziness like that, I’ll just mail myself home to Massachusetts,” I said.

From inside my stationery prison, I heard her titter. After ripping the envelope open and pretending she’d ordered me online, she compared me to a whole host of other objects: a pair of scissors, a stapler, and a TV remote. There was no greater humiliation than watching Jackie giggle at the fact that I was smaller than all of them. Hell, I could fit through the finger holes of the scissors! And the buttons on the TV remote were bigger than my feet!

Surprisingly, I was around the same size as many other items, including Jackie’s phone and her index cards. I didn’t admit it to her, but I was actually a little bit proud that I wasn’t smaller than everything in sight. Of course, I would be very soon, but for now, I was happy I was still wasn’t smaller than a standard smart phone.

But then, we did the ultimate comparison. The one that I was sure I was going to lose, but one that Jackie still wanted to do anyway.

“Lay down in my hand, Dessy. I want to see if its officially longer than you now.”

Without protesting, I laid down, making sure I stretched as tall as possible. But judging by Jackie’s chuckling, my efforts to make myself taller didn’t amount to much.

“I can’t be that much smaller than your hand. Am I really that small?” I said, still on my back.

“Yes, you are, my little man. My hand has to be over 3 inches longer than you.”

She pulled out the tape measure and nodded.

“Holy shit,” was all I could muster.

“Holy shit is right,” she agreed.

We looked at each other for a while, communicating without saying a word. A smile was forming on the corners of her mouth. It was contagious, and soon we were grinning at each other stupidly. She unlocked her phone and let me watch her type in my next size. 1 inch.

“I love you,” I said.

“I fucking adore you.”

She leaped back onto her bed with me in her hand. I had no idea what she had in store for me. The first thing she did was throw me down onto her bed like I was a baseball. I bounced once and rolled to a harsh stop against the footboard.

“I know you like it rough, Dessy. Don’t lie to me.”

I said nothing.

“Now, come here,” she said in her most domineering voice. “I have a little demonstration for you before we actually do this thing for real.”

I approached cautiously, stepping over the wrinkles in her comforter like they were speed bumps.

Once I was close enough, she grabbed me by the leg and held me upside down.

“I know how much you love to be humiliated, even if you won’t admit it. So, I’m gonna show you what we’d have to do if I wasn’t on birth control right now.”

She let go of me, and I fell a few inches into something rubber. It was thick and clear.

Holy shit, am I in what I think I’m in?

I stood up to my full height and found that I did not even come up to the top of the condom I was now trapped inside. If Jackie was trying to emphasize just how small I was, she’d done it in fabulous style.

“This is the biggest condom in the store, right?!” I shouted up to her. I immediately regretted asking that question when she began laughing. And it wasn’t a girly giggle. This was a deep belly laugh.

“Oh man, you’re killing me, Desmond!” she said as she calmed down. “Holy shit, that was hilarious. No, this was probably a mid-to-small sized condom.”

Jackie’s taunting laughter and patronizing insults only made my cock rock hard. I couldn’t deny how much of a turn-on it was to be smaller than a normal condom. But I think the hot part about it was that Jackie could have any man on campus, but instead she chose a guy that started out almost two feet shorter than her. It was even hotter that she was sticking with that guy even when his whole body fit inside a condom.

Apparently, I was silent in thought for a long time, because Jackie eventually leaned down and asked me what I was thinking about.

“I was thinking about how amazing you are,” I said.

She put her hand on her heart. Or on her boob more accurately. She looked at me through the rubber with adoration.

In one swift move, she plucked me out of the condom and maneuvered me down to her beautiful, waxed pussy. My heart was soaring as I figured out what was about to happen.

“Any last words, tiny?” she asked.

“Jeez! I’m not getting executed! I thought this was supposed to be sexy!”

“You don’t find it the least bit sexy that I could probably crush you to bits with my pussy?”

She raised her eyebrow, practically daring me to lie to her face. I couldn’t.

“Yeah, that is pretty hot. Which scares me.”

“Don’t worry, honey. I don’t think I’ll crush you.”

And before I could even utter word of caution, I was thrust headfirst into my girlfriend’s vagina. It was the sort of sensation that wows a person and changes their life forever. Regular sex couldn’t rival it.  

It felt like being rammed down a waterslide, then getting pulled back up. Her juices coated my entire body instantly, and the walls of her pussy contracted around me. I was getting hugged by her pussy as she jammed me in and out of her. It melted my mind.

But as mind melting as it was, it was terrifying too. And that was with Jackie’s weeks of oral sex training with me. Every night, I serviced her for what seemed like hours. Sometimes my skin would get wrinkly because I was wet with her juices for so long.

This was what all that training was for. It was to make me a more competent human dildo. And if there was anything that my training taught me, I had to do most of the work. But right now, it was hard to focus. I was more turned on than I’d ever been in my life. My cock was so hard that it hurt. And as I slid back and forth with my hands at my sides, I realized that I wasn’t doing my job. So, I tried to spread my arms and legs.

That garnered a response from Jackie. Amazingly, I could hear her moans from inside her. My arms were almost fully outstretched, and my legs were extended as wide as I could manage with her pussy bearing down on me.

“Keep doing whatever you’re doing, Desmond! Swim around in there, I’m going to let go!”

Her hands left my ankles, causing me to immediately slip all the way inside her. To prevent myself from falling any farther toward her cervix, I stuck my arms and legs out, slowing my descent.

“OH!”

I guess she likes that, I surmised.

So, for a little while, I just wriggled my body around inside of her. With the particularly violent shakes of my body, she would convulse with pleasure. I gradually ramped up the jerkiness of my motions, trying to be unpredictable.

“Harder!”

I kicked. That’s right. With my inch-long leg, I kicked her right in the vagina. And she loved it. She couldn’t get enough of it, because I could hear her outside begging me to do it again. But I was starting to run out of air, so I began swimming to the opening. That process required plenty of kicks and arm strokes, which inevitably allowed my cock to freely rub up against her vagina. I had to use every last bit of my willpower to stave off an orgasm.

After a minute of intense paddling, I saw the light. I stuck my hands out and pulled my head up and over. I sucked in several desperate breaths before Jackie’s pussy, seemingly having a mind of its own, pulled me right back in. The walls of her vagina constricted around my entire body, and my cock couldn’t hold it any longer. I exploded inside of her and my body went completely limp. I was barely conscious, but her frenzied screams returned the vigor back into my heart.

“Keep going, you little worm! I’m so close!”

After getting pulled into her pussy with Jackie laying a finger on me, I realized that if she wanted to keep me in forever, she probably could. So, not wanting to suffocate, I knocked it up a notch. I started throwing punches and kicks to her pussy.

“Oooh, god! That’s it!”

Several more minutes of nonstop assault to her pussy finally caused a volcanic orgasm that shot me straight out onto her bed. It was a process so violent and sudden that I almost orgasmed as I was shot out and again when I squelched onto her sheets. There wasn’t a single part of my body not covered in her thick, sticky ejaculate. In fact, I was so slimy that I was completely stuck to her sheets. I couldn’t even unstick my arm to wipe my face off.

As I laid there with my eyes closed, I hoped that in her orgasmic daze, Jackie wouldn’t forget about her 6-inch boyfriend who was firmly glued to her bed. I tried to call out to her, but her juices ran into my mouth, filling it in seconds. I was forced to swallow it all, because I lacked the strength to spit it out. A mere orgasm from Jackie was now enough to render me completely motionless and unable to speak. Her power was unnerving.

Finally, her finger glided across my skin, instantly collecting the fluids off my backside.

“Enjoy yourself, Desmond? I sure enjoyed myself,” she said while I was still face deep in her sheets.

Stupidly, I tried to answer her and got another mouthful of her ejaculate. I dutifully gulped it down once more.

Not hearing a response from me, she asked, “Did you pass out again, little one?”

I tried to shake my head, but gooey trap I was in made it impossible.

“You know, it’s pretty funny actually. Seeing you stuck to my sheets. You couldn’t move if you tried, could you?”

Now, she was just talking to herself.

“Ok, little guy, I’ll give you a helping hand.”

I felt four fingers slither underneath me, popping me free from my sticky prison. She held me close to her face, and asked, “Would you like to get cleaned off, Dessy? You look like a little slut, you know?”

“Yes, please,” I croaked in an unrecognizable voice.

“Curl up.”

Once I had contorted my body into a tight little ball, Jackie popped me into her mouth. She sloshed me around like I was her own personal gum ball. I bounced again and again off her tongue, flying every which way. I eventually fell underneath her tongue, and she closed it down over me. Her tongue was soft and mushy as it pressed into my back, pushing me harder and harder into the bottom of her mouth. When she got bored of that, she lifted her tongue and sloshed me around for a little while longer.

It was so chaotic, but indescribably pleasant at the same time. The warmth of her saliva was oddly comforting.

Before I could get my bearings straight, I was spit back out into her hand completely coated in her spit. She expelled hot breaths onto me, acting as a human blow dryer, and in a matter of seconds, I was practically dry.

She allowed me to sit in her hand for a bit and regain my wits, and once I was back to my normal self, I stood up in her hand.

“Well, I don’t think I ever need to take a shower again! You can just throw me into your mouth and give me a good wash!” I said.

Jackie gushed laughing. The force of her laughter knocked me right back onto my ass.

“Yeah, I guess if we’re in a hurry, and I don’t have time to wash you in the sink, then maybe,” she said.

“You could put some soap in your mouth,” I ventured.

“Ok, the next time I cuss, a bar of soap and you are going in here,” she opened her mouth and pointed.

“Fair enough.”

There was an awkward silence between us. She reached for her phone. I knew what she was about to do.

“Hold on, Jackie. Can I, um, kiss you one last time, before I get too small for that too?”

“Of course, little guy! You never have to ask for a kiss!”

“Well, I kinda do when I’m standing on your palm and still can’t reach your lips.”

Her hand traveled up to her lips and before she kissed me, she said, “You have a point.”

She made the first move toward me, connecting her lips to my tiny face and upper body. I tried to purse my lips and kiss back, but it was really no use. Kissing Jackie was more like hugging her lips. But I liked the all-encompassing feeling of being dwarfed by them.

“I love you,” she cooed after she was done rubbing her lipstick off on to me.

“I love you too.”

“Let’s do this thing, Dessy.”

With one tap on her phone, my fate was sealed. For a whopping two months, I would be an inch tall. After she pressed the shrink button, I immediately felt myself dwindling down as I stood in her hand. I blazed past 5 inches in seconds, then 4, then 2 and a half. After that, it slowed down, which was good because I was starting to get nauseous from shrinking so fast.

“Look at you go, Dessy! You’re getting so so small! But you still have a ways to go. Hang in there!”

I tried to keep my eyes open as I watched the world around me swell to a size I never thought was possible. Standing in the middle of Jackie’s hand was like having my own fleshy dorm room. And being inside Jackie’s bedroom was like being inside gigantic airplane hangar. And Jackie’s face was now approaching the size of all of the heads on Mount Rushmore combined.

To say I was overwhelmed at my new size was an understatement. I was freaking the fuck out. I was so small that everything in sight was like a mountain to me. Even the ridges in Jackie’s hand were noticeable depressions to me now. And her face loomed large in my point of view. If she got any closer, she would be the only thing my tiny eyes could even see. She dominated my entire field of vision in a way that I had only dreamed about up to this point. I couldn’t even escape the outlines of her face with my peripheral vision. She was just so huge. And then she said something that almost made me pee myself with fear.

“Now that you’ve reached your target height, do you want to watch me grow to my maximum height, little guy?”