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Author's Chapter Notes:

Desmond and Jackie engage in a unique sex act that can only be performed when by a tiny man and a woman with huge boobs. How much will Desmond shrink?

Chapter 20:

Jackie practically ran upstairs with me on her shoulder. I clung to her braids with all my strength. I was terrified at how fast she was going with me standing on her, but also totally exhilarated.

She dashed into her room and closed the door behind her. Then she kneeled in front of her bureau and let me step down onto it.

“Desmond, you’re gonna love what I have in store for you,” she yipped, fishing around in her closet.

“What are you doing in your closet?” I asked.

“You’ll see.”

She stripped completely nude and put on a two-piece bikini. It was red with small, white polka dots. When she came out, she had in her hands a bottle of lube. My dick hardened past where I thought it could previously go.

“What’s all that for?” My voice came out all strained from the raging boner I was sporting.

“Close your eyes and mouth, tiny.”

I did as she commanded, and I heard the bottle click open. I knew what was about to happen. She squirted the lube down onto my head, then onto my shoulders so it could drip down onto my chest and back. Then, she let me open my eyes again so I could watch as she lubed up the rest of my body.

“Is this really necessary? That’s a lot of lube you’re wasting,” I said.

“I have a feeling you won’t think this is a waste in a few minutes.”

Her next squirts went onto my cock. She went to go rub it in, but I was already completely primed with arousal.

“I’ll rub it in,” I said, putting my hand up to stop her.

“Afraid you’ll blow your load if I touch you?” she asked with a huge, beaming smile.

“Very much so.”

“Fair enough.”

I carefully rubbed in the lube on my cock, making sure not to get too excited. That went out the window when I saw Jackie squirting lube down onto her boobs. The way the little streams of liquid flowed down into her cavernous cleavage was mesmerizing. Oh, and once she rubbed it in—holy hell. She saw me staring at her, and laughed, causing her boobs to bounce. That only put me in a more precarious situation.

She kneeled down to be face-to-face with me. She couldn’t stifle a grin. My heart soared at the fact that she still craved my ogling. “Should I finish lubing my tits up with my back to you?”

“Fuck. Maybe,” I said, trying to think anything and everything that wasn’t sexy.

“I know that look. You’re trying to think of gross things. What are you thinking about? Your grandma? Or maybe moldy bread? Or maybe…my ass!?”

She flipped around and started twerking in front of me. My eyes nearly bulged out of my head. Her ass spilled out of her bikini, and it really seemed like with any more pressure, her bottoms would explode off of her.

“Jackie, stop! You’re gonna make me cum!” I averted my eyes and started thinking about cockroaches, whiteheads, and anything else that would keep an orgasm at bay.

“Ok, ok! I’ll stop. But you need to get ready for what’s coming next.”

“What?”

“Raise your arms.”

As soon as I did that, she grabbed my wrists and lifted me above her boobs. She held me there for a second so I could grasp the gravity of what was about to happen.

“You ready?” she asked me.

Dangling above her, I had no other choice but to say yes.

She slowly lowered me down into her cleavage. I shivered with excitement as my feet slid in between her breasts. They were so warm and soft.

Ugggghhh, control yourself man, I told myself.

My thighs disappeared, then my calves, then my balls touched her breasts.

“Oooooh!” I exhaled in pleasure.

“Are you gonna be ok?” she asked.

“Yeah, yeah. Keep going.”

My dick snapped up to my chest as she slid me down further into her cleavage. And eventually, it was gone, completely engulfed by her huge tits.

“Let’s go look in the mirror, Dessy.”

She walked in front of the full-length mirror on her door, and boy, was it a sight to see.

I was firmly stuck in her boobs. Her soft orbs of flesh protruded almost six inches out in front of me. Only my feet and ankles peeked out from the bottom of her cleavage, and my head fell beneath her shoulders. Her tits likely weighed four times what I weighed. Whenever I tried to move, her wet, lubed-up skin caused me slide further down into the crevasse that was her tits. It was utterly surreal to be this physically outmatched by another person. I never thought this would ever be possible, even when I began shrinking. I always had some naïve idea that it would eventually stop, and I would hit some target height. I was now convinced that I had no target height. This would go on forever, unless I stopped it somehow. That fact haunted me and aroused me to no end.

Jackie practically read my mind and asked, “Did you ever think you would be able to fit in between my boobs like this, Dessy?”

“Never,” I whispered in awe.

“Me neither.”

We looked at ourselves for a little while longer, both of us utterly dumbfounded at how mismatched we looked. Yet, really, we were the ultimate match. What guy had the privilege of spending time in between the breasts of his girlfriend? None of them except me.

But it was only going to get better. When we were finished basking in our size comparison, she headed downstairs. When we walked into the living room, we turned the heads of everyone. They stared at us like we were some sort of lost treasure.

“Holy shit, Jackie! He’s…in your boobs!” Vicky exclaimed.

I was elated at her reaction. It took a lot to get her flustered. Apparently, me being a prisoner of my girlfriend’s tits was what did the trick.

“Yep, and I’m about to make him cum harder than ever.”

All the girls were enraptured by Jackie’s presentation. They all turned to her and gave us their undivided attention.

“This is so hot…” said Faith.

“Yeah, I know,” Gabby said.

“I’m gonna take a shot to make sure this is really happening,” Audrey said in disbelief.

“Oh, this is happening,” Jackie said while she squirted more lube onto my head and her tits. “This is what I like to call the ‘Tit Floss’. You ready, squirt?”

“Ready as I’ll ever be,” I said.

Without further ado, the most insane sexual experience I’d ever had commenced. Jackie grabbed my wrists with one hand and my ankles with the other. It turned out that her name for what she was about to do was quite accurate. I was the ‘floss’ for her tits. She pulled me up and down through her boobs. Her bikini kept her tits together and her cleavage tight. To say that I was titillated by this would be an understatement.

Up and down I went, and every so often, she would spit on me to keep me wet. Maybe this would’ve bothered me under normal circumstances, but I was right on the edge of bliss, so nothing truly mattered.

Then, she broke her rhythm by letting go of my wrists. My whole upper body disappeared as I plummeted through her tits. Feeling my face graze past her wet inner boobs was utterly euphoric.

“Look at him go!” Vicky shouted.

My arms were straight up, so I tried to grab the tops of Jackie’s breasts to prevent myself from falling to the ground. It was a silly attempt, considering her boobs were too lubed up for me to get a hold on them.

Before I could slide completely down to the floor, Jackie wrapped her arm around me, pinning me to her stomach. My head was still in between her boobs.

She then pushed me back up and through by my ankles. In a few seconds I popped out of the top of her cleavage. My face and hair were soaked with sweat and lube.

“I had you going there, didn’t I?” Jackie giggled.

“Yeah, you did,” I breathed heavily, “But I knew you weren’t going to let me fall.”

She pulled me up to her lips and gave me a sloppy kiss. Her lips practically took up the entire lower half of my face. She was so big and so dominating.

All of a sudden, she pulled away with faux disgust and said, “Eww, you’re wet!”

She gave me a cutesy smile, and let go of my arms, letting me slide right through her boobs once again.

“Mmmmphhh!”

My screams were completely muffled by her chest. This time, she pulled me right out of her breasts and held me upside down by my ankles.

“I think it’s time for a headfirst slide. What do you think girls?” Jackie asked them.

“Yeah!” they agreed.

My dick throbbed at the thought of diving headfirst into Jackie’s breasts. “Wait, I want to try something!”

“Ok,” Jackie was surprised by my interjection, “What do you have in mind?”

I got her to place me onto her shoulder, and I whispered in her ear what I was going to do. I wanted to keep the spectacle a secret to the onlookers in the room.

“Oh my god, that’s brilliant! More lube, more lube!”

She grabbed the lube and drenched me until not an inch of my body was dry. As I wiped my eyes, she squirted more lube onto her tits. I bent my knees and got myself ready.

“Ok, little guy! 3, 2, 1, GO!” Jackie said.

I dove off of Jackie’s shoulder and into her cleavage. Let me say, the experience wasn’t close to diving into water. It wasn’t at all a clean dive. My arms and head went straight through her cleavage line, but the rest of my body didn’t go straight down into her boobs. My legs instead slapped onto her upper chest.

So, I wiggled my way deeper, rubbing my dick against her chest the tops of her tits in the process. Oh god, it felt good.

After around ten seconds, it was getting tough to breathe, so I increased my efforts, writhing like a fish out of water.

After a little help from Jackie, which involved her lifting my legs up perpendicular to the ground, I slid right through just like before. The way my cock felt as I swam down through the ocean of boobs was practically indescribable. It felt like I was tit fucking four sets of tits stacked on top of one another, but still, that description didn’t even give this experience justice. I was literally swimming in boob flesh. It was unbelievable.

As my head peeked out through the bottom of her boobs, Jackie’s hand came over from the side and palmed the top of my head, completely halting my downward motion. She regained her grip on my ankles and started flossing her tits with my body again. Only this time, I was upside down. My dick and balls kept slamming into her chest as lifted and lowered me. It was painful yet utterly pleasurable at the same time.

After two minutes of non-stop, upside-down tit flossing, I was getting dangerously close to orgasm.

“Jackie…I’m…gonna…CUM!” I said in segments since my head kept going back up into her boobs.

She said nothing, and only increased the speed at which she flossed with my body. I was going up and down every second. I felt my dick burgeoning inside her cleavage.

“Fuck…it’s…coming!” I yelled.

“You’re nothing but my tit slave, Dessy!”

That was it. That sentence. Those words made spew harder than I’ve ever spewed before. She kept moving me up and down through her tits as I squirted hot cum into her cleavage and onto the floor. It must’ve looked like her tits had a leak. As she pulled me up and down, I actually said to myself, “I can’t wait ‘til I get smaller.”

This was the greatest sexual experience of my life. It was all-consuming and blissful and a little terrifying. And when I got smaller, this experience would only become more all-consuming, blissful, and terrifying. I truly couldn’t wait to shrink for Jackie.

She finally pulled me out, not wanting to miss my shrink spurt. She wrapped her hand around my torso and grasped me like a doll.

“Shrink for me, Dessy. Shrink for me!”

It began. I dwindled and got radically smaller right in the palm of her hand. Her fingers constricted tighter and tighter as I shrunk. Shrinking into her hand was an experience like none other. I was shrinking so fast and so much that I thought I was going to get smaller than her hand.

“Keep going, little man. You’re not small enough!” Jackie cackled down to me.

My chest and shoulders disappeared into her fingers, as did my hips and thighs. All that was outside of her direct grasp was my neck up and my knees down.

“I can’t believe I can hold you in my hand like this! This is so amazing!”

I lovingly looked up at her giant face, but the words I may have wanted to say were stuck in my throat. I adored her so much. There wasn’t a length I wouldn’t go for her.

“Oh my god! Pass him around! I want to hold him in my hand!” Gabby said.

Jackie walked me over to Gabby, and politely asked everyone to be super gentle with me. She placed me in Gabby’s open hand. She immediately closed her fingers on my body and brought me up to her face.

“You aren’t even as big as my Barbies back home! Isn’t that just something?!”

“Yeah,” I said with a small voice.

“Hand him over! I wanna play with him too,” Faith said.

I was literally a toy to these women now. In the span of one night, I had gone from minimal dignity to none at all. And part of me thought that was so hot. These girls could squeeze me to a paste if they wanted to. I was at their mercy. It was dangerous, but it was so fucking hot.

I got passed around the room to be poked, fondled and played with. When I got passed over to Audrey, I nearly screamed. By this point my cock was rock hard, and she looked bigger and sexier than ever. It took everything I had for me not to cum in her hand. Her fingers were damn near thicker than my entire body.

Audrey looked at me with a mix of delight and pity. Amazed and excited that I got this small, but guilty that she’d let it happen without a fight.

I wanted to reassure her and tell her it wasn’t her fault, but it didn’t seem like the right time. Besides I was too focused on trying not to blast a load onto her thick, meaty fingers.

Predictably, Jackie didn’t want me lingering in the hands of Audrey, so before long, she scooped me out and cupped me in both her hands.

“I think that’s enough shrinking for tonight.”

She proceeded to wipe me and her boobs off with a hand towel until both of us were completely dry. She then she stuck me inside her tits for the rest of the night.

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