All depicted activities and individuals are fully consenting adults, at least 18 years old at all times.
Early in the night, I removed the white leather get-up for a more comfortable sleep. I figured out that trying to get my piss from the cock cage tube spout into the toilet was a total fucking waste of time--I just sprinkled in the open shower and washed it all down with soap and hot water.
Hours later, the bright daylight and sun beaming through the front windows woke us. Uncle Jack was smiling away, kissing my hair and head; still sucking out the boy-cum from my cock cage spout and tube deep in my dick, transporting it to my parched mouth as we shared my semen lovingly in our oral tongue dancing rise. The best nourishment a boy can have to start a day's work!
I said, “Jack, we'd best order my puppyhood; I assume you will help me with my morning dump, douche and re-plugging—oh, and I need to take my PREP –All Vacc’d too, Jack!”
“Awesome, Cassi—great that you and I and all the Pig Pen Boys are PREP’d and Vacc’d. Sounds like a good plan. Let me grab my laptop here; we can browse away. If we are shopping, was there anything else you thought I did not have in The Play Pen that you might want to try?” He wondered.
“I know you said all the anal toys are sanitized--the cock cage and urethral tubes and sounds all soaked in your homemade organic apple mash vodka, but I am amazed at all the different styles and types. I am intrigued by the pretty nearly flat ones, or just a bit of glans space in the dragon shape with the large vents that show some of the penis head. Totally pushing one's penis deep in the belly and strangling the testicles interests me; the sensations combined with the anal mental-emotional impact amongst the group play.” I surmised.
“You are correct, Cassi. You will see on Friday that some guys are not caged and still do both top and bottom fucking, fisting and huge toys; many others are totally caged up in various colours, shapes, and materials. I, with my huge penis, often find it very thrilling to negative invert cage up and cum tube insert. It has the effect of focusing on the anal-rectal colonic pleasure zones to produce our group climax and orgasms. You will be surprised to see the cum and semen fly out of the urethral cock spouts when you and the guys are so anally expanded, ravaging the prostate and vesicle—not worry about what our cocks are doing—big or small,” he answered.
I nodded, and we continued shopping online. We ordered same-day delivery this afternoon from a local sex warehouse, various-shaped metal multi-coloured cages for me to keep in my nightstand with the cum tubes and spout plugs so I could go in the hot tub with them on. I found a perfect puppyhood with semi-floppy ears in black-and-white stripes, like piano keys—what else would you think I would choose? IT was all covered by Jack’s welcome gift.
We headed to the upper shower; no need to detail here, but it was a mix of pleasure and pain as Jack pulled out the large butt-plug. I shot a huge cum squirt as the widest part ground over my prostate and vesicle, capturing and swallowing it all down my savouring parched twink throat. He disclosed that this was a Canadian-manufactured toy called Topped Toys from Vancouver; my current challenge is called Breaker 108—fucking huge! 3.5” wide and 8” deep!
My dump was huge and solid like a fucking eggplant; it did burn some, but I shot a small load again as I released it—fuck, it felt incredible. He douched me out and soaped me all over, sparkling clean; then x-lubed the Breaker 108 back in with more ease than I had the night before—which was exactly what we all wanted! Progress! Fuck Yeah!
“Jack, what time today do you think we should switch me up to the next size?” I asked.
“Well, today is Monday, and we have four more sizes of The Topped Toys. Plug #2 (Spike 105) from later this morning till Tuesday AM; plug #3 (Breaker 128) from Tuesday AM until Wednesday AM; Wednesday into Thursday, we put the second largest (Spike 125) in you for 36 hours; then Thursday to Friday, the very largest (Breaker 142) until 6 PM, when the guys start to arrive for Social and Pig-Playtime. It is tradition that at the start of each play session, first timers confirm their ability by bottoming on Wreckoner 155—So I think Thursday you should be able to take most of the very largest toys, and my fists and arms; perhaps 2, elbow, or a bit deeper! Some surprise, though, I will mix up the plugs between Breaker and Spike; it ensures the expanded width and depth,” He announced.
I said, “Wreckoner 155 sounds like total anal destruction!”
“Just a bit smaller than a fire hydrant!” Jack responded.
We giggled, lying back in the bed; as soon as he said all that, a sprinkler of cum and semen flew out of my cage spout, bathing my chest, belly, legs and his as well. I was so turned on!!
“Fuck Cassi! You're so adorable! You're like a boy-cum factory, I swear—just the thought of my hands and arms deep in your hole and the massive toys has you so out of control turned-on!” I squirted and sprayed yet again! I got up and put on my white leather harness, collar, cuffs (Ankles, Thighs, Wrists), and white runners; famished for breakfast and the day's work ahead—if you can call it that. I was certain of more plowing and drilling in the orchard, I prayed!
Breakfast was light--fruit, yogurt, multigrain sourdough toast, coffee, juice…and more water before we hit the orchard. All caged, plugged and leathered up, we headed out. Jack asked me to wait on the back porch while he went to “The Pig Pen” to fetch some rewards for each row I helped thin out. All he had on was an assless Red AC Thong barely containing his anaconda beast. Today, we will complete the other 8 alternating rows we skipped the other day—something again about slow balance in the orchard. Everything here seemed in balance; I felt so happy and calm—at Home, in peace.
Jack appeared again with two large, clear plastic totes and lids. I could see the massive dildos and plugs inside—my cock ran even more as my boy hole cried—Feed me, Sir, Please Feed me!!
He spoke, “Ok, so Cassi, here is the day's plan. At the end of today's first row, I will remove the current plug. I will fuck and breed you; then, adorn the strapon harness and fuck you until you ½ fill or so, the six-ounce cup around your spout for us to share. I will then upsize you to Plug #2 (Topped Toys Spike105). At the end of row 2, I will fuck and breed you again and then upsize to a larger dildo with the strapon, which I will name at that point, then re-plug you—repeating the cycle at the end of each row; you can lick and suck my dick, and we will share your cum cup; fewer bugs so leave the piss play for the showers—Questions?”
“Jack, at the end of the day, is my hole not going to be overflowing with your semen, cum and lube that has not leaked out during all this orchard play?” I asked.
“Yes. Before we shower, you can squat on my face; blast it all out as my reward for working your hole—as always, bring your face to me after and we share. Tonight, I want you to de-cage and fuck me, Cassi.” Jack said.
“But Jack, although I know my dick is a good size, your hole is so well expanded, you will never feel any of me at all—will you?” I pondered.
“That is where you are so totally wrong, young man. You will learn and feel how even I can tighten and clench and milk your beautiful 7.5” perfect penis--make you feel all my fleshy, wet, silky tunnel muscles. You will also learn how to tighten and milk a boy dry with your whole power.
Even after you learn to take multiple fists, arms and massive dildos, you will be flabbergasted at the controllability and voluntary ability of your anal canal, sphincters and rectal tunnel.” He chuckled.
“Really? Wow! I am learning that my anal boy-hole and tunnel right through to my mouth is one incredible organ, isn’t it?” I spoke, nodding my head. Jack giggled and slapped my ass so fucking hard—we both heard my squirt in the cup.
And so, we began. My cock continued not just to drip, but constant cum strings were running into the tied-on collection cup—I stared at the future conquests in the transparent bins, making me so horny! I should ask about any serious love interests that Jack has…I mean, I love him, but I will not fall in love with him — I do want a Twink lover my age. Thinning row 1, I asked.
“Jack, do you have any special, serious lover or in love partner?”
He smiled, answering, “I am glad you asked, Cassi. I love you, my boy--I will never be in Love with you. (I breathed relief—but also a bit sad too!)
I do have a special older gentleman named Matthew Magnuson. He is from Denmark--he has been cumming here to play for many years now. He is 41 years old, with the most incredible, perfect shade of strawberry-blonde-copper-ginger hair in a faded-sides mop-top, similar to mine. Green eyes like emeralds and a body that damn near rivals mine. Not quite as tall as me--his smile causes me to squirt. His cock? Fucking even bigger than I!”
I giggled in response, “Oh Fuck Jack! I am so happy for you—that is wonderful!”
“The best thing, Cassi, is that he has an 18-year-old son named Carter. This weekend will be Carter’s first time here—just like you,” he said.
“Cool! —what do they do in life or living; more importantly, how did Carter get his hole ready for a fist to cum?” I asked.
“Matthew is the lead structural engineer for the most famous high-rise construction company in the country; Carter asked his dad to train him to take a fist, so he did.” Jack beamed in reply. I suddenly pondered what it would be like for my dad to fist my hole…as Mom watched! I giggled inside.
“So, Carter Magnuson is following in Daddy’s footsteps?” I inquired.
“Yes and No—Yes to the Gay fisting but No for Career. In fact, he is off to UNI soon to complete his music degree—he is a violinist—loves the electric ones too!” Jack stated, grinning as big as a Halloween pumpkin. My cock strained against the cage—a large semen load erupted with a squirt into the cup.
He continued, “he is also just a bit taller than you, same hair and eyes as dad, and I hear a massive cock just like his daddy!”
“So—two Great Hung Danes! Fuck I can’t wait!!” I spoke so excitedly.
Look at that, we are at the end of Row 1. As soon as Jack shut off and locked the little tractor and cart, I ran, grabbed the back, bent over, and spread my legs, opening my plugged hole. Jack came over, knelt, and slowly withdrew my plug—I squirted an ounce, being so excited picturing Carter and his dad. Sort of cool fate—my age, into music and instruments—similar body—best of all, how can he have a bigger cock than Uncle Jack—Fuck Me Please—right fucking now!!
Before I knew it, Jack had the large plug out. I was suddenly brought out of my daydream with his cock plunging balls deep, jackhammering, drilling and plowing my hole. Both of us being turned on thinking about these two hot guys caused us to orgasm in record time. In two minutes, hanging on for dear life, both of us simultaneously were hollering in the middle of the clear skies, blazing orchard, crying out in Twink-man anal and breeding orgasms.
“OOOOOOOOOOHHHHHHHHHHH FFFFFFFFFFFFFFFFUUUUUUUUUCCCCCCCKKKKKKKKKK YYYYYUYYYYYYYYEEEEEEEESSSSSSSSS GGGGGGGGGGGOOOOOOODDDDDDD OOOOOOOOOHHHHHHHHHH AAAAAAAAHHHHHHHHH FFFFFFFFFFFFFUUUUUUCCCCCCKKKKK!” I felt Jack fill me up deep with his hot seed. I turned around, and we kissed as my penis spout continued to squirt and splash into the cum collection cup—now half full.
After ten minutes of post-dual ejaculations, Jack opened the knapsack. He pulled on a sexy Black Strapon harness—then I almost fucking died and thought I would faint! He pulled out this huge Topped Toys dildo called Mordax 105. This fucker was going to fuck my hole, almost 3.5” wide and over 11” deep--it is fucking like a multi-overlapping ridged armadillo.
“Jesus Christ, Jack! You think I'm ready for this—it is so much bigger than your cock, and the butt plug?” I blurted out.
“Cassi, this Mordax series has two larger sizes that you will conquer this week. These ridges do nothing but glide and scrape your prostate and vesicle—so hold on for dear life to the apple branches, cause If you use the cart here, I am worried you might break or push it over when you see how incredible this feels!” He Proclaimed.
I nodded and grabbed onto the lower branches of the nearest apple tree and hung on like a roller-coaster ride. He greased the beast with the x-lube and inserted the spout and filled my hole that was still leaking his hot, creamy man cum. I moaned and whimpered when I felt Mordax's head tease my hole. When he grabbed my hips once lined up and pressed, I relaxed and breathed and holy Fuck! This beast stretched me—I was sure I was going to split wide open inside. Even at about 2/3, Jack stopped and gave me a minute to adjust, rubbing my back, shoulders, and neck — insisting I breathe and relax. I nodded back to him when it felt good to go.
Holy Jesus! OMG!! Fuck me!! In another minute, I found myself grabbing the fucking tree and pushing back! I have never imagined such pleasure. The fact that my hole can stretch and expand like this renewed my hopes and goals of being ready to take anything the boys could dish out by Friday night. Jack was grabbing the cum cup and strangled testicles and pulling, stretching them incredibly—fucking hurt—I loved all of it!
In minutes, Uncle Jack was fucking me wildly with the massive strapon. I was pushing back, begging for more, deeper, and faster! Sounds impossible, but until you try it, it is so off the charts incredible sensations and feels blasting through all the nerves, curves, bends and doorways each time striking senses that had my brain, balls, prostate, and vesicles gearing up for another torrential blasting ejaculation. The tree was shaking, apples falling, and roots piercing the soil!
“OH Fuck Jack! More! Fucking More! Faster! Harder! Yes! OOOHHH Fuck! Yes! OOOOOOHHHHHHHHHHHH FFFFFFFFFFFFFFUUUUUUUCCCCCCCKKKKKKKKKK GGGGGGGGGGGOOOOOODDDDDDDDDD YYYYYYYYEEEEEEESSSSSSSSSSS FFFFFFFFUUUUUUCCCCCCKKKKKKKKKKKKK YYYYYYYYEEEEEEEEEESSSSSSSSSSSS!”
The cock cage spout was squirting massive white boy-cum semen streams—I could feel my prostate pumping like a ship's piston engines—unfucking real! How could this pleasure get any better? Deep, wide fisting was beyond my thinking, it being the ultimate yet to cum.
Jack is such a pro. After he was sure all my cumming was done, he stayed still with Mordax balls deep. I turned, and we kissed passionately. Over several minutes, he slowly withdrew the beast. My cup runneth over! Good thing he covered it with his hand to save some.
He brought his cum covered palm to his mouth and licked it clean, stating, “Cassi, have some water and a little rest. Then we will share the half-spilt cum cup. Relax your hole--spike will pierce you deep before we get back to work,” he said.
Breathless and panting, I replied, “Holy Fuck, Jack! That was incredible—so glad my hole opened right up like it was wanting this forever!”
“Yes—most Twinks and young men don’t figure this out until they try it,” he said, chuckling away. I did as he suggested. In another few minutes, we were sipping my six ounces of hot, creamy white boy-cum--fabulous.
Just before starting the next row, I assumed the position; out came Spike (105), lubed up and slowly inserted entirely 14” deep and 3.5” wide at the base—fuck when it goes through the sigmoid and maxes out the stretch at my anal ring, it is complete bliss, joy and rapture!
The remains of the morning continued the same. Up and down the rows we went, drinking so much water. At the end of each one, I was Jack Bred, massive Dildo fucked and re-spiked. I was so happy pushing the limits of my semen output. As I said, I was always a big Cummer, but now I was wondering just how much I could make and ejaculate in a day. We both loved the taste and consistency of my sweet creamy white boy-cum.
About an hour before lunch, and having taken Mordax 105 and Artemis 115, I struck up more conversation with Uncle Jack.
“Jack, are you comfortable talking and sharing about your time in the military?” I asked.
“Not combat stories—maybe people and fun times.” He spoke seriously.
“Sure—tell me who the most badass boy you ever met or heard of was? Did you fool around with the guys then?” I asked.
He chucked, “Yes, Cassi. My first cock and boy fuck was when I was 18 in the military—it was a shower orgy that erupted one day after drills and training. All that nudity and perfect male form and still few women around--all it takes is one hard cock, and we’re all game to go Fraternity X Sketchy sex all out! It was so much fun!
As far as badass mother fuckers—well, do I have a dude for you! He is openly gay, well into his 50s. We all called him LTC—he was the special forces trainer of all trainers, so picture all the worst Hollywood bad ass commando type dudes—he makes them all look like a bunch of schoolgirls. LTC has the secret unpublished record for the world's farthest sniper kill, like ridiculous, 8,000 meters.”
“OH Bullshit, Jack! That is from here to the escarpment, for Fuck sakes--most can't even see that far!” I rolled my eyes.
“Oh, it gets better. He retired and opened a cleaning company in Montreal, hiring some hot Twink Irish Fuck with rumours of emerald eyes and black curly hair to die for, hotter than one can imagine. (See related story, “Saving the Twink And…”)
The kid gets in trouble with a shark loan from the local mob. LTC takes him under his wing as a protégé and teaches him everything. Turns out the kid was struck by lightning in his teens and has exponentially heightened senses. The mob kidnaps him and stupidly electrocutes the hot fuck repeatedly. LTC goes in for the rescue--it is a complete blood bath, like 60 mobsters dead!
Anyways, they fell madly in love, even with a 30+ year age difference, and opened a private security firm with their own jets and military-custom escort interceptors that LTC and a bunch of other friends modified. They do multimillion-dollar contracts and a few hits for those confirmed total evil.”
“What is the name of the Hot Green Eyes Irish Kid Called?” I asked.
“Oh, well, they go by LTC & SIR,” Jack answered.
I screwed up my face, “SIR?”
“Yeah—Silent Irish Reaper!” He giggled.
I gawked back with my mouth open, “That is so fucking cool!” I asked, “Do you keep in contact?”
“They are ghosts—he finds you—If I ever needed him, there is a long-convoluted chain—like he might have some twin 18-year-old boys in Toronto in a secret sanctuary complex for Twinks—it is one massive Twink Fisting Orgy (See story; “A Dildo in The Wash Reels in The Twins.”)
“Holy Shit!” I was gasping, so horny and turned on.
We finished a few more rows. I was bred and ass-busted with Artemis 115; we shared my semen cup again--I licked and sucked Jack's cock and balls clean of all his cum and my ass juice—fucking tasting so awesome.
“Come on, Cassi, it's time for lunch break and a few surprises—the orders should be here from Rahul any minute.” He announced. We started walking back to the big house, with a covered rear porch.
“Rahul?” I said, “You know the delivery guy personally?”
“Yeah—I have been ordering from that sex warehouse for years, and Rahul Dani is a hot 19-year-old mixed everything like Indian-South African (White and Black), other Asian super hot dude good-sized cock close to yours, uncut--he started cumming to the Play sessions last year once he was 18. Recently, he cums with his lover, an 18-year-old Korean Boy who just joined in the spring, named Dong Park—very tall and attractive K-pop like hotness, blonde streaked hair, nice uncut dick. Both have cut little rosebuds.
Interestingly, Rahul is a Cellist and drummer; Dong is a singer—awesome voice, like a mix of Freddie Mercury, David Bowie, and Prince, with some bad-boy ASAP Rocky mixed in. They love the electronic instruments—Rahul has a plug-in cello. Carter will be bringing his electronic violin, so maybe you guys could jam on the Saturday and Sunday?”
As we got close enough to the house, I saw a brand-new White Lincoln Navigator with a giant white box protruding from the back hatch. Then I heard the piano notes, twanging and strumming with a painful wine.
I smiled and inquired, “Jack? Someone is here--they are fussing with the piano. WTF?”
He chuckled, “Surprise—the tuners are here and other gifts in the trunk!”
“Jack! I am fucking naked except for the leather and cock-cage!” I exclaimed with laughter.
“They are both 90 years old and very gay; Georgie is blind, and Ted is almost as well—they will love the hot Twink caged Cassi!” He spoke. I ran for the house with lube and cum dripping out of my hole. I burst in, placed the cum cup on the counter, all smiling--I approached.
The Piano was in pieces all over the place. Georgie is tuning, and Ted is cleaning the other bits. Ted began, “Oh, Hello, gorgeous naked young man—Georgie, if you could see this off-the-charts hot Twink, your swollen old hairy nuts would explode!” We all giggled. Jack made a formal introduction, and we all shook hands—Ted drooling over my strangled balls and dripping caged cock tube and spout cum.
Jack said, “Cassi, come help me get the White Kawai ES920 electronic keyboard out of their navigator.”
“What! Jack! Are you fucking kidding me!!” I hollered and ran out to the SUV! That was the big white box protruding out…OMG!! We hauled it into the house — Jack helped me set it up near the back sliding doors to the porch. It was fucking gorgeous, all in white to match me. I briefly read the guide, ran and got the cell, and paired it all together.
I thought I'd best play something famous and classical, so I chose Rachmaninoff: Piano Concerto No. 2, op. 18. Ted and Georgie were blown away. But then Blind Georgie said,
“Wow! Cassi, that was flawless and so beautiful--how about a real classic, Master of the Puppets by Metallica!” I almost shit my pants! Jack nodded with thumbs up! I pounded that Kawai and loved every second, making the entire house and orchard shake. It was so loud, we failed to hear Rahul pull up and come in with my box of goodies.
Ted and Georgie were applauding and hollering, “Bravo! Bravo!” Suddenly, I see a hot, tall, gorgeous, dark-skinned Twink with fantastic black hair standing right beside them.
I jumped up and ran to him, “Rahul! It's so great to meet you!”
“Mutual Cassi—Jack has told us so much about you—God, you are fucking gorgeous—love the cock cage, cum spout and looks like Spike 105 up your hot hole…many more cages in this big box—great choices, awesome puppy hood—I packed it all myself!” Rahul said.
“You and Dong are cumming Friday…Yes?” With anticipation and excitement, I blurted.
“Absolutely—and I am bringing the electric cello and my Foot drum set--we can wake up the Farmers at 7 AM Saturday! We have been fisting each other all week with our negative inverted cages—mine is black, and Dongs' is yellow —along with our matching leather attire! Rahul laughed, responding. We all giggled. I hugged him—he squeezed my dripping caged cock and balls and slapped my ass. I squirted a load into his cupped hand. We both licked it clean in front of Jack, Ted and Blind Georgie!
Ted said, “OH, Georgie! If we were only young again! These Twinks get more beautiful every year, I fucking Swear—Bigger cocks and more cum!”
Georgie replied, “Quit your bitching old man—we're lucky to be breathing and still fucking and fisting each other; back to work—this Piano is a total fucking wreck. We have at least 4 more hours of work to bring it back from the edge of the bonfire pit!” We all laughed. Rahul left waving. I was so excited now to think about Carter, Rahul and Dong…not just the fisting fun together, but the jamming. I never thought about forming a band or group—well, we will see, I thought.
Jack made us all a nice light lunch snack. We ate quickly and drank lots of water; we all had a lot to do. I was squirming—my ass was starving! We finished and said pleasantries—Jack tapped his credit card on their payment app device. I knew the Kawai keyboards are about $3K+, and he owed them for tuning the old heap—so likely just dropped over $5K if I factor in the puppyhood and cock cages from Rahul.
We returned to the Orchard after I strapped on the cum cup again. I was almost in pain before we started. Even with Spike 105 in my hole, I needed ass fucking to a full blasting cum. Jack knew I was not going to make it to the end of this newly started row. Once we were down about a quarter of the way, he commanded.
“Cassi—grab a branch and spread-em—you want Mordax or Artemis?” Jack questioned.
“I know I just started with these big strapon toys—but I see you did bring the next size up for Mordax—can we try?” I said, batting eyelashes and giving a puppy-dog look, needing a treat or bone. He smiled and said, “Mordax 115 here we cum!”
He slowly withdrew Spike, causing every ribbed bump to rub slowly and hard on my prostate and vesicle—we both giggled as I squirted into the cup. He strapped on Mordax 115—this beast would take me an inch wider to nearly four inches and an inch deeper to 12. Oh Fuck!
You would think one wouldn't notice the upsize…Well, I fucking did! It was incredible. The pressure and pain mix as Jack thrusts deeper and deeper, faster and faster. I cried out, screaming in erotic pleasure as once again, that Sigmoid third hole opened and the wider dildo with the right to the base had my prostate and vesicle screaming and pumping, like a rock-pulverizer!
“OH Fuck Jack! Yes! Fuck! More! Fucking More! Faster! Harder! Yes! Holy Shit! Jesus Christ! OOOHHH Fuck! Yes! OOOOOOHHHHHHHHHHHH FFFFFFFFFFFFFFUUUUUUUCCCCCCCKKKKKKKKKK GGGGGGGGGGGOOOOOODDDDDDDDDD YYYYYYYYEEEEEEESSSSSSSSSSS FFFFFFFFUUUUUUCCCCCCKKKKKKKKKKKKK YYYYYYYYEEEEEEEEEESSSSSSSSSSSS!”
My quaking cum cup was filling with snake cum ropes and torrents like I could not believe. The sensations are so out of this world! I pushed back so hard, almost knocking big string Uncle Jack off his feet.
“You are a very hollow, hungry boy, aren’t you, Cassi!” Jack said, dumbfounded, how quickly I was progressing. I pushed him to the ground, tore off the cum cup, and drank the entire thing in front of him like a wild cum vampire. Jack was about to get up from his giggling state when I straddled and mounted that fucking Mordax 115. I went balls-deep in one fell swoop as his eyes almost popped out.
In a minute, I was bouncing, holding his hands for support, riding Mordax 115 Cowboy and coating Jack's stomach and Chest with squirting streams and splashes of all my boy-cum—I just kept making so much, so turned on and so horny for Friday and the boys! After I could not cum anymore and poor Jack looked like a milk bag explosion, I hauled off and curled up beside him on the grass and apples strewn about us.
I licked, slurped and shared all my blasted semen and cum from his body with our mouths and throats, like a fine afternoon parfait dessert. We eventually got up, undid Jack from the harness and dildo, and much more easily slid Spike up my hole.
“Cassi, I think before bed, we should switch you up to the Breaker 128, you're going so much faster than I thought possible!” Jack said.
“Really! Fuck Yeah!” I hooted and hollered like I just won the lotto. “At this rate, I will be done by Wednesday, so Thursday, what are you going to stick up my boy-hole?”
“I think Thursday night will be treat night, starting with Wreckoner 155 going 14” deep and over 5” Wide at your ring. But it will be in the most powerful fuck-machine doing the anal ravaging--you will be strapped to the spanking bench in The Pig Pen. Then I will move you to the Sling. I am going to anal-fist the fuck out of you with doubles past my elbows!” A sprinkle of boy-cum exploded out of my cage spout like Old Faithful—fuck, I am so horny and turned on!
We finished fewer rows than planned as we had more orchard ass pounding than planned. Oh well! Not like those apples are going anywhere—If Jack is worried, he can bring in the hands.
Once we got the cart back into the storage fridge, I said, “Sorry that we fell behind, Jack—I will make it up, I promise.”
“No worries, Cassi. Maybe Sunday before Carter, Rahul and Dong leave, you boys can do some Orchard thinning and playtimes—Matt and I will figure something to do.” We both chuckled, and I nodded in agreement.
We got back to the house at nearly 7 PM. Georgie and Ted had left. We quickly washed and showered. I pulled out Spike; I squatted and flooded Jack's face and head until it was totally covered in a mound of cum and lube. Spike then re-inserted deep in my hole—my cage spout still dripping. My cum cup—to hell and gone in the orchard.
Jack started supper. I sat down at the old, painted white piano, took a big breath and then began to play A Thousand Years" - Christina Perri. Holy Jesus Christ! The fucking heap sound like a Steinway D 274 concert Grand. I had to stop and stare right at Jack.
I yelled, “I can’t fucking believe those two, 90-year-old garden gnomes turn this heap into this! Holy Fuck!”
Jack giggled, “The tens of thousands of Google reviews gave them all 5 stars, so that is why I booked them!”
I smiled and said, “Thank you, Jack!” I continued with A Thousand Years--then played eclectic all over the place; pop, rock, jazz, blues…fuck even some Janice Joplin for Christ's sake! Vegan supper was awesome, but I had less wine tonight. I wanted my cock to be like fucking Titanium.
We chatted some more about anal pleasure, sounding and orgasms. I wanted so badly to please him tonight. My cock was, in fact, dying to get the cage off—48 hours is a long time without a break.
We carried my goodies upstairs and unpacked them all. Lots of cages and cock tubes in different metal shapes and colours. The best was that all these cages were entirely concealed with a vertical lock cylinder, so no sharp bits anywhere. Jack looked tired--I began.
“Cum lie face down on your bed with your head to the side, Jack.” He smiled and did so fully naked. His huge penis is between his legs. I grabbed my cock cage key, withdrew the lock, and popped out my dick. A river, followed by an ocean of hot creamy white boy-cum spilt all over Jack's ass, cock and balls. Once I was fully uncaged, my penis went beyond hard. I rubbed it all over his cock balls and asshole, spreading my hot days cooked jizz all over his perfect, muscular butt cheeks.
I scooted back some on his bed and began to lick, slurp and suck his asshole, cock and balls, savouring my dripping semen streams all over his sculpted god bod. It all tasted so good. I was so happy catching my Hot Twink reflection in all the mirrors with my mouth and face deep between his magnificent mounds. Fuck, it tasted so good! I could eat ass forever and never go hungry.
After 20 minutes, I had to fuck and breed him--otherwise I was going to have a massive orgasm just from devouring his ass and manhood parts. His hardening oozing penis, like a large cucumber, is face down between his legs—his huge nuts beside like a support structure. I needed no lube—my boy-cum was just everywhere. I leaned forward and rubbed my glans on his gorgeous hole. Fuck! I can hardly wait to Fuck Carter, Rahul and Dong, and I have not even met all of them yet.
I cried out when my penis slid all the way up Jack’s boiling hole. I gasped at the hot, wet, silky joy that flooded all around my shaft—just so fucking beautiful. My cum was building as I began my thrust. He was tighter than I thought.
With his head turned, Jack spoke. “Now, pay attention and learn.” I cried out—his hole pushed back; he clenched so tight as he rode my cock, thrusting and milking it like I never imagined possible. I just looked down in amazement as his two magnificent mounds and hole came back to my pubic bone, swallowing all my near 8 hard thick inches--then so tightly he fucked forward humping the bed and damn near pulling my entire cock right off its base.
I was not far from exploding—I leaned back, grabbed Jack's cock and began to stroke it against the bed. In just a few seconds, we both cried out in mutual orgasm and ejaculation, as I felt his prostate against my glans and shaft pump and thud like a fucking mariachi band!
“OH, Fuck! More! Fucking More! Faster! Harder! Yes! OOOHHH Fuck! Yes! OOOOOOHHHHHHHHHHHH FFFFFFFFFFFFFFUUUUUUUCCCCCCCKKKKKKKKKK GGGGGGGGGGGOOOOOODDDDDDDDDD YYYYYYYYEEEEEEESSSSSSSSSSS FFFFFFFFUUUUUUCCCCCCKKKKKKKKKKKKK YYYYYYYYEEEEEEEEEESSSSSSSSSSSS!”
I could not believe how wonderful it felt to ejaculate deep in a man’s hole as he squirted a huge orgasm back behind me all over the bed.
“That was perfect and beautiful, Cassi. You will make so many boys very happy!” He insisted. I was like a king on the throne. Jack was going to squirm and sit up, I commanded,
“Stay still, lover—more treats on the way.” I pulled my cum dripping cock from his hot manhole—reached back for all his cum pools on the bed. I spread his legs wide, exposing his big penis and oozing hole. I sat cross-legged and moved closer, placing his massive meat over my feet, increasing the backward angle and stretch on his penis until it was touching mine. He had no idea what I was planning—I could see his puzzled expression from his side profile. Fuck he is so fucking gorgeous!
I looked in the mirror as he watched me. His eyes damn near popped out when he saw me take all his semen and mine and coat it all over both my hands. I had only had one fist in him in the Orchard yesterday—I longed to be in control and show him what I had learned so quickly, just like my Piano protégé skills.
He knew now was the time to relax his manhole and enjoy—he still looked a bit pondering—oh well.
With my dual cum slathered hands, I slowly inserted into his hot, wet flesh. In no time, I was past my elbow, feeling his heartbeat just inches from my hand—fuck, that is so fucking cool! I began to fuck his hole with one hand and arm, and then the other. That pink tunnel screamed at me every time I pulled out and then pounded fast and hard back in. In a minute, I was punch-fisting him so hard and fast--almost worried about injury. The look on his face was to die for—total pleasure, ease, ease, and ecstasy beyond words. I clenched both hands together and gathered more of his squirting semen and mine. I was hands-free, ejaculating just from the excitement of doing this to him. I went harder and faster than I imagined he could take.
In a few minutes, Jack yelled the same as we usually do. His penis blasted out ropes and splashes of his hot white cream, man cum all over my cock, balls, stomach and chest. I used it again as lube and went even harder and faster into his hole, almost to my armpits with both. At this lower angle, he drenched my entire face and chin in his exploding backward ejaculations. One more big screaming blow and he was done.
I withdrew and commanded, “Bloom your Rosebud Jack--keep it pushed out for me.” He did so. I leaned forward with more mixed cum juice from us and began to kiss and such his entire prolapse into my mouth, twirling the semen all around his unbelievable red, rosy, soaked petals and folds—fucking so beautiful. I ate, sucked, slathered and licked his hole for almost 30 minutes. I saw tears running down his face.
I leapt up to him in concern—Fuck did I hurt him? “Jack! Why are you crying—Oh God! What did I do!”
He rolled me over and kissed me passionately, assuring me all was fine. “Why did you tear and cry?”
“Cassi. In all my years and nearly two decades of playing, no one has ever done that to me! That was fucking incredible—I am supposed to be teaching you — you must share and teach this with the Pig Pen Boys and Matt, especially!” We giggled. I was so proud of myself.
“Jack, will you promise to give me a Rosebud for Friday night?” I pleaded
“Cassi—it is so spiritual, I think we get Carter, Rahul and Dong to do it for you—definitely have the three of them eat it all out just as you did for me.” He answered so admiringly. We fell asleep in each other's arms, cum and ass juice covered.
The next three days proceeded as Jack had planned. I progressed to Spike 125 and took breaker 142 for almost 18 hours. We got so little done in the orchard as he ravaged my boy-hole with the strapon using Mordax 135, Artemis 125, and Wreckoner 142. At night I played the pianos (Both), and we rimmed, fucked and sucked.
It was Thursday now, after supper. I had on my new white negative metal inverted cock cage with all my leather attire. Jack was holding my hand, walking me to The Pig Pen Play Dungeon.
The light came on — the ventilation engaged. Jack was wearing a thong again. I ran straight for the spanking bench, all geared up.
“Little excited are we, Cassi!” Jack chuckled.
“I am so fucking ready for this Fuck machine and Wreckoner—best is going to be your fists and arms. My cock is pouring and streaming boy-cum here, look!” I spoke so excited and anxious. Talk about semen webs---it was like the giant spider scene from Lord of the Rings for fuck’s sake!
Jack got me all hooked on the spanking horse and started to Jazz and romantic blues. Then he brought it out! The Fuck Machine to end all Fuck machines! It looked more like a Gatling gun. Oh Fuck—now I'm going to be sorry this time.
He went to the heavy-duty rail system, all lined up—slowly pulled out Breaker 142 with a wet suction slurp and pop that was fucking hilarious, we both giggled. Most importantly, all the mirrors showed I had a nice, relaxed anal gape about three inches wide. He took the x-lube bottle and dumped in about a cup, I swear.
Then out came Wreckoner 155—Oh Fuck! Over 14” deep and over 5” wide. Well, I knew his hands and fists should slide in like a red-hot knife through butter after this. He mounted the red forged beast and secured it with extra straps. I mean, the thing weighs over twenty pounds. In a few seconds, I felt the head right on my soaked, dripping hole. I was so horny and hot for this!
My inverted negative cage was dripping and pooling cum into a fresh, new, clean, clear bucket on the rubber anti-slip floor, bigger than a salad plate. Jack came around to chat.
“Cassi, I will kneel right here watching your hole and cage for any pink and blood. If you feel any significant pain, please tell me. Remember, I promised your mom and Dad (my big bro) that your hole would be plowed and drilled just fine.” We both giggled. “Ready—here we go!”
OMG! With just the tip piercing my anal gape, it was a stretch. Some pain--tolerable. I started to get into an incredible headspace. This was my first sex with a machine—sort of really fun and cool, I thought. Slowly, her speed and depth turned up. Holy shit! I am loosening and taking it. The stretching deep sensations are so magnificent. My Sigmoid straight and the base pushing so hard into my prostate and vesicle. I could feel my cock ejaculating lightly but continuously.
Jack laughed so much, “Fuck Cassi! You're making so much cum into that bucket—like cups!”
“Oh, Fuck Jack—the sensations and feeling are so incredible—I can’t believe I have this massive silicone beast up my little Twink hole! Fuck! I am going to bottom this Beast right now—please full fucking blast!” I demanded in a Twink Pleading high-pitched voice.
In about ten seconds, the machine powered up like some fucking alien starship. Holy Fuck!
I was screaming, wailing, gasping, moaning and groaning. Holy shit! The feelings are unbelievable. That was it, here came my big release.
“OH, Fuck! More! Fucking More! Faster! Harder! Yes! OOOHHH Fuck! Yes! OOOOOOHHHHHHHHHHHH FFFFFFFFFFFFFFUUUUUUUCCCCCCCKKKKKKKKKK GGGGGGGGGGGOOOOOODDDDDDDDDD YYYYYYYYEEEEEEESSSSSSSSSSS FFFFFFFFUUUUUUCCCCCCKKKKKKKKKKKKK YYYYYYYYEEEEEEEEEESSSSSSSSSSSS!”
I looked around at all the mirrors and all I saw and heard was pelting, ricocheting, streaming, high-pressure cum squirts to end all cum squirts…or so I thought! The bucket below my cage spout did have at least cups of lube and cum. Slowly, Jack slowed the machine. Gently, he pulled out the massive fuck machine dildo.
I asked, giggling, “Ambulance…or hearse?”
“Well…I think…Neither!” You have a gorgeous, open, pink, fleshy, wet and dripping tunnel. I can see all the way to your splenic flexure.” He Chuckled.
I cocked my head up to his laminated anatomy poster. My eyes bulged out when I saw what the splenic flexure was. Then I felt so proud and manly. I just bottomed with one of the largest dildos ever made and likely the greatest Fuck machine ever created—this night couldn't have gotten much better!
Once all was pulled away and Jack unhooked my bindings, I ran for the sling. I farted twice and dropped about two cups of x-lube blasting out my gape. Jack just grabbed a piece of cardboard and scooped it into the laundry tub. I was in that sling faster than the Flash, with my legs spread and my feet up high for latching. My breathing was marathon-like. I was so excited to be fisted and fisted by Uncle Jack finally! Ny Hoel in the mirrors looked impossibly huge—a destroyed alpine tunnel!
Jack pulled up a stool and a fresh, big bottle of X-Lube. The jazz and blues were perfect. He was smiling away, shaking his head, funnelling fresh cups into my wide-open boy-hole.
“What?” I asked.
“I love you, Cassi—now let's see if you can squirt and hit the ceiling!” He exclaimed. My eyes and head rolled back so incredibly as Jack's full, clenched right fist slipped into my anus with so little difficulty that it seemed like I was a veteran.
I answered with pleasure, moans and groans, “I love you too, Uncle Jack!” He nodded and smiled. If I thought the Wreckoner 155 and fuck machine were unreal, finally getting fisted was off the charts, out of this world!
In a minute, Jack was Punch-fisting me with such incredible sensations and feelings—with each penetration deep to his bicep, my cock cage exploded volcanic cum blasts like a lidless blender. Then he started the alternating—oh fuck I thought I was going to die from the pleasure and sensations with my continuous orgasm. Never have I sprayed boy-cum like this.
He asked, “You want to try doubles?”
My response flew out before he even finished his words, “Fuck Yes! Please double as deep, wide and fast as you can!”
More giggling as I wailed, moaned and screamed, drenched in my boy's cum everywhere—Jack swallowing what he got on his face and mouth.
I started to think about Carter, Rahul and Dong giving me a rosebud—it will be awesome—but I want one right fucking now, “Jack! Please—I will stretch the truth and pretend to the boys—please give me my Rosebud—I trust you—do it—please!”
He beamed from ear to ear and began coaching, “Ok, relax—lots of pressure—I will keep fisting while I maneuver the ampulla down and out—enjoy Cassi—you are going to love this!” I looked at the anatomy posters again. I knew my ampulla was in my rectum several inches deep.
Suddenly, in the midst of double punch fisting, Jack switched hands and went in knuckle to knuckle. It felt incredible. He grabbed something and then pulled hard, yelling and hollering. “Push Cassi! Push! Hard as you can—Push!”
I did as I was told--his face lit up along with cum exploding from the cage spout like never before, hitting his concrete ceiling above, maybe nine feet. All I saw was like a white fluid explosion. Jack backed up to clear my view of the mirrors, and I screamed and pushed as he giggled so proudly and pleased.
“OH Fuck! Jack never felt this before! Oh God! Fuck, Jack, is it happening? Please, OH, Fuck! More! Fucking More! Faster! Harder! Yes! OOOHHH Fuck! Yes! OOOOOOHHHHHHHHHHHH FFFFFFFFFFFFFFUUUUUUUCCCCCCCKKKKKKKKKK GGGGGGGGGGGOOOOOODDDDDDDDDD YYYYYYYYEEEEEEESSSSSSSSSSS FFFFFFFFUUUUUUCCCCCCKKKKKKKKKKKKK YYYYYYYYEEEEEEEEEESSSSSSSSSSSS OH, fuck! (More pushing) Yes! OOOHHH Fuck! Yes! OOOOOOHHHHHHHHHHHH FFFFFFFFFFFFFFUUUUUUUCCCCCCCKKKKKKKKKK GGGGGGGGGGGOOOOOODDDDDDDDDD YYYYYYYYEEEEEEESSSSSSSSSSS FFFFFFFFUUUUUUCCCCCCKKKKKKKKKKKKK YYYYYYYYEEEEEEEEEESSSSSSSSSSSS.”
I looked in the mirrors and felt it too. My entire ass opened right up and popped out nearly 3” full and about 5” wide. Every time I push the rosebud out, more boy-cum ejaculation explodes. Jack took the cock cage key and quickly released the negative inverted flat plate and went straight for my cock with his open mouth. He swung around the side so I could keep watching, in the mirrors, my exploding pink and red, rosy-dripping flesh. Fuck it felt like this is what my hole has been wanting from day 1.
I grabbed his head and kissed his lovely blonde mop-top as he sucked my cock, sincerely gulping as much of my boy-cum as he could. Often turning and sharing with my hungry mouth. We both settled down. He crawled into the sling beside me, kissing my head and lips.
He stated, “I am so proud of you! The cum you keep making is just fantastic—Fuck! Carter, I hear, has a nice Rosebud, Rahul and Dong as well—but nothing as big and beautiful as yours, Cassi!” I kissed him passionately--with one eye kept watching my blooming bud. It is so much fun.
We swung there for over an hour as he watched me learn to control it. My cock is still squirting the periodic seem-ropes and torrents. It just felt so incredible. I can hardly wait to share it with the Twinks and young men tomorrow. The image of a four-boy cock caged, fisting, and blooming circle fist came to the fore.
About 3 AM, he carried me to bed exhausted, no cock cage or butt plug. Uncle Jack crawled in beside me and slid his arm past the elbow deep in my hole—I was out in seconds—happier than any Pig Pen Boy Ever!
