Austin took the lead once we were all nude. Looking at Ashton was like looking at a 14-year-old Fem Twink, thank God he was 18! That tiny Fem's sweet-ass white cheeks have us all more than dripping!
Austin said, “Ashton and boys, although Ashton is technically older by a few weeks than birthday boy 18 - Caleb, can we all agree to refer to him as a baby brother, even though we all know he and Caleb are stepbrothers and have no blood relationship? Ashton, your body is a bit petite but beautiful and flawless, like a young adolescent boy. We all are so anxious to see your colossal endowment that well exceeds your body. So, are we all good at using language as if Ashton is about that age, and terms little, and young, and baby bro”
Ashton replied, “I do not care what age you all fantasize I am, but pretending I am younger turns me Fucking on!! I am looking forward to older boy sex and sex with my big brother Caleb and older boys. He is not older, but he is physically larger and more developed, except for my cock that is!” We giggled.
I said, “But let all remember it is Caleb's Birthday #18. Both he and Matty are anal virgins. On that note, young little Ashton, what is your sexual experience and virginity, young man?
Ashton said in a sweet boyish Fem Voice, “Well, Caleb gave me his 11” dildo. I like it, but the length is incorrect as it is 11 inches on the top, like…to it’s fake pubes. If you account for the nice balls on it as I rode and they slapped my heavy boy balls, you can only get it in about 9 inches. It is of medium thickness and not near my thickness or Jake’s here. I am so excited to hear that Matty and Caleb are technically anal virgins like me without having experience bottom with a genuine live boy or young man. I want all of you to breed my little boy cunt this weekend. Can you show me this Play-Space that Caleb was talking about so much and the giant Dildos and all the BDSM stuff you can Gang Bang up on Little Boy Ashton till he squirts little boy cum all over this great condo!”
We all patted him on the back. He was so excited talking like this that I could not take my eyes off the cock cage spout. Seeing a thick running dollop of little Ashton semen roll out around that spout was like watching honey drip from the hive. He is so innocent and adorable but can hardly wait to get his little boy pussy bred and pounded like a steel stamping press!
I said, “Ashton, you are beautiful and a totally adorable Femboy dish. We will do it all for you over the next few days. We all promise not to hurt you seriously, but you may have to experience some pain to achieve the great pleasure we all have. You may think we are asking you to do something gross or terrifying. If you feel pain or mental-emotional discomfort, the safe wood is Yellow; red means full stop, get out, withdraw, cease, and desist. Any questions before we show you the toys and Play stuff?”
Ashton asked, “Just one; There are 5 of us here; since I am physically smallest and lightest, is it possible in any position to get four penises up my boy-pussy, and I ride or get pounded by all four until I am cum drained dry!?!”
I looked at Auston – we were all about to shoot a full load just thinking about this Alone! He was calculating and replied, “Yes, sweet little Ashton; there are a few positions we can do with almost all of us taking the other four boys' penises balls deep to semen geyser blowing ceiling painting orgasms, after orgasms, after orgasms! We giggled.
Ashton said, “I love the balcony with the two queen loungers. I will be jumping between each of them to experience all of you young mans with me!” Fuck me! This Fem Twink was a total fucking slut, dying for it all, and all he was going to fucking get with the rest of them as well! We headed for the bedroom.
Ashton, in a great gasp like Auston and the others, had been at first introduction to the space, proclaimed, “Holy Fuck Me, Glory & Rapture! God, Fuck Caleb! It is so much more than what you described. Holy Fucking shit! Are we all going to get those ginormous Dildos up our little bum holes?”
I said, “Yes, you all are in the next 12 hours going to bottom out and more on each one! Austin and I can do many of them balls deep, even past the balls and base, so that the entire dildo is up our boy pussies, stretching our anal canal, sigmoid, colon and prostates, and glands. After minutes and parts of hours, each of us will erupt and spray out fantastic white-hot sauce!” Little Ashton was in awe and gobsmacked with very rapid breathing. Austin, and we showed him everything else. He was not only dripping steaming hot thick boy cum, but it was flowing like white lava! His sex brain was going wild! I thought he would do anything.
Austin said, “Well, boys, we all have to piss badly; let's get to the shower. I will fill Caleb’s pussy with my piss, and then he is going to release it all over, baby brother Ashton, shit, piss and all! Jake will do little Matty, and he will also empty on Ashton.” Ashton shook with excitement and fear! Caleb was worried but excited to do this to his baby brother, or so we called him.
Austin grabbed the coconut oil and greased his 9-inch cock, and lightly lubed Caleb's birthday boy 18 gaping horny hole. Caleb moaned and groaned, feeling the first time a man's penis had violated his anal ring. Austin only entered about 3 inches and spoke.
“Oh, Fuck Caleb, your tight Twink hole is filling with my boiling piss. Does it feel good?” Caleb was panting and quivering as well. I helped baby bro Ashton into position on his knees, with his face about 12 inches from brother Caleb’s creamy butt cheeks, ready for Austin to pull his 9-inch partly inserted cock out and push the boy's hips over to empty all over little Ashton’s face, head, chest and body.
Ashton asked, “I can have the booze and antibiotics as well, right?”
I replied, “Yes, so do what you are comfortable with, but we will ensure that no one gets sick, no matter how wild and crazy!”
Austin announced that he was almost done with his piss into Caleb's tight tunnel. Caleb was dripping incredible semen from his caged spout. While kneeling, Little Brother Ashton was quickly trying to decide whether he should go with eyes and mouth open or closed; his caged cock and swollen huge nuts were running even more; he was so excited a pool of white semen was forming on the tile floor about the size of a coffee mug base, juts oozing and oozing.
Finally, we were there! Austin quickly pulled his 9-inch cock out of Caleb's piss-filled pussy; at the last second, that horny feral wild little bro Ashton opened his eyes and mouth as big bro Caleb emptied light brown piss water and two substantial logs hitting little bro Ashton in the face and dropping to the floor. Little Ashton did so well to ensure no water went down his throat this time. His cock cage spout was running like an ice cream dispenser at Dairy Queen.
I went to Matty. He knew it was his turn now to be cleansed. I greased my 10-inch penis with the oil lube. He instinctively took up position on the other side of Caleb opposite where Austin was now standing, filling Caleb's rectum and anal canal with the douching hose's warm water. Little Ashton wiped his face and mouth, seeing mostly piss; he started to lick his fingers and moan. He opened his mouth wide in anticipation of clean water coming out of big bro's pussy to wash his face, mouth, and chest. At the same time, Matty was grabbing his ankles. I still could not get over how much he looked like Greco Rai! As I entered his virgin hole, he cried out,
“Oh, Fuck Jake! Your cock is so fucking big! Not saying yellow, but give me a minute; are you in far enough to start your piss filling?”
I answered, “Just a few more inches, Matty, and I will stop. You have about 3 inches in you, and then the next two inches are the wider part of my penis; I will not go balls deep this time, so breathe and concentrate on relaxing your lower abdomen and pelvis, and of course, your sweet hole, ok.” Matty did exceptionally well, and in 1 minute, I slid in another 2 inches as he ejaculated from his caged cock spout, taking the largest mid-point of my cock. He would have to open up more when I bred him balls deep to my base. I started pissing into Matty's asshole.
Matty Moaned, groaned, and stated, “Oh Fuck, Jake! That piss feels so awesome and hot, Fuck, your cock is so Fucking big! I think I am going to cum again just with you filling me with your lovely boy piss!”
I said, “Ashton, get ready for Matty’s cleanse; I am just about to pull out and push his pussy to your face; oh, fuck here it comes, little Ashton!” I withdrew my raging 10-inch penis from Matty’s Femboy pussy, and he sprayed a few nice balls of shit all over little Ashton’s open mouth and eyes. Again, Ashton was so turned on there were several more squirts of boy-cum all over the floor; all 5 of us were moaning in excellent, extremely erotic 18+ boy pleasure.
Seeing as Austin and I had now pissed, we finished cleansing Caleb and Matty with the warm water douche nozzle. Both boys were blowing crystal clear and little Ashton was taking the cunt juice water in his mouth. We would be sure he had some antibiotics and booze.
Austin said, “Awesome job, boys; before we cleanse little Ashton on the 2 of you, Ashton, I am going to lube your little Twinks hands and arms with a tonne of coconut oil. Then I want you to insert one hand and arm up big bro Caleb's cunt, and the other up Matty’s pussy. But I want you to do it from the front of them while they release their massive piss all over your face and mouth. You will swallow as much of their piss, hitting your mouth from their caged cocks as possible.” Oh Fuck! You never saw a little horny 18-year-old Twink scoot on his knees in front of the cock caged boys. Caleb and Matty were so anxious to relieve their piss now also. They likely were not expecting fisting in the shower, but little Ashton’s hands and arms are not much bigger than my cock.
Both boys moaned and groaned; Ashton slowly slid his Conal fingers into their hungry, starving holes. I was on one side of Matty and Austin on the other side of Caleb as we guided and helped pull the boy's ass cheeks apart. Little Ashton had a totally stoned look on his face as he felt his hands slowly slip into their holes: one into his brother and the other into Matty.
Caleb cried out, “Of Fuck Ashton! Your hand and arm feel like the biggest cock I can take; Fuck, I am pissing; eat my piss and cum mix, baby bro. Eat it all, buddy. I am cumming too!” Matty said almost the same thing as both boys drenched little Ashton with piss and cum. Austin and I grabbed Ashton’s elbows and pushed them right to the joint so that his Conal hands were at least 15 inches through their anal canals and sigmoid. The 3 of them all came wonderfully; hands-free, Ashton came again from the visual, mental crazy turn-on.
Now, it was time to clean little Ashton. I knew that Austin and I had to piss some more. I said,
Caleb and Matty, we want you to both kneel now here. Ashton, Austin, and I are going to lubricate our penises very well, standing up and pressing them together. Then we will slowly and gently lower your pussy onto our tips, not as deep; with your arms around our necks, we will slowly fill your little cunt with our piss, and then you are going to unload all over big bro Caleb and Matty’s face and head.”
Caleb yelled, “OH Fuck Yes! Ashton, drench me with your cunt juice and gifts!”
Matty said, “Yes, Ashton, drench us with your bum spray; guys, we are all so turned on! I do not care about the shit; this is so wild, feral, and crazy erotic; give us your all, Ashton!” With that, after Austin and I had our cocks dripping with oil, we lifted smiling little Ashton, pressed our cock together, and slowly pierced his tight anal ring. He moaned and winced, so we went ever so gently and slowly.
Austin said, ‘Relax, Ashton; breathe sweetie, deep with us. Concentrate on relaxing your anal hole and rectum. That is it, good boy, now just a little more…. little more. Ashton, you did it! Jake and I are both ½ way up your little boy-cunt with our 10-inch cocks. We will start out piss-filling now, so try to clench and hold it in; then enjoy your release on big bro Caleb and hot Femboy Matty.”
Austin and I started pissing in the tiny Twink. Looking at his huge cock caged balls, I knew he was as big as me. His colossal penis would look so out of proportion to the rest of his smaller frame, but we were all going to enjoy every inch of him.
The look of total Joy on his face was priceless, and Austin and I filled his cunt with our piss. After about 1 minute, he had over a liter, and some started to trickle out. I looked at Austin, and we both nodded and lifted little Ashton’s ass off our massive raging cocks. Since he had taken that dump in the afternoon, only tiny feces were in him. A few small bits sprayed all over Caleb’s and Matty's waiting faces and mouths. Nearly all of it falls to the floor and drains. We held Ashton between us and put the douche nozzle in, and all he sprayed now was beautiful clear water. The boys started to lather and soap as they intently watched Austin and I do the same to each other. Austin was so wild and had little in him as he covered my face and mouth with nearly all clear water. I did the same to him next, and just a few bits bounced off his face until we were both as clean as a whistle.
The five of us huddled close and slathered head to toe with the antibacterial soap as we scrubbed every inch and valley. We dried and headed to the kitchen first, where each had some vodka and antibiotics that I had gotten from Mona.
Caleb said, “I am anxious to get our cock cages off, so can we get on with the breeding and anal virginity-taking, please?
Matty Answered, “I agree, but I want the two brothers to kiss and eat my pussy together at the same time, while Jake Fucks and breeds Ashton, and Austin does Caleb. Then I am so horny I want to mount the two old studs while I am caged and ride their dual cocks till I geyser out of my caged cock. Then we need a rest and break, maybe with vodka on the balcony watching the stars?” We all giggled and agreed. It sounded like a plan.
We headed for the Bedroom and play space. As suggested by horny Matty, he got up neat the front headboard about in the middle. Caleb was on the right near the window with Austin greasing his engorged 9-inch cock behind him; Little Ashton on the left with me greasing my 10-inch raging thick cock behind him. Austin and I, after greasing our dripping cocks started by slowly eating the boy's pussies.
I pulled apart little Ashton's butt cheeks and brought my tongue to bear on his sweet pink hole. At the same time, he was slobbering all over his big bro Caleb’s mouth as together they pulled apart Matty’s cheeks and licked and sucked his gaping anal ring. These boys were totally out of Control. All of us had turned into wild beats. Watching Caleb and Ashton eat Matty's asshole with such ferocity was just incredible. It, in turn, drove Austin and me to double our efforts as I completely went nuts on Little Ashton’s gaping starving hole, and Austin did his worst with his mouth on Caleb.
I said, “Ok, Boys, Austin and I are going to start the breeding and anal virginity-taking as you are all so ready to blow volcanic semen here!” The rimming team nodded and continued to moan and groan as the brothers’ shared each other's mouths and tongues. Meanwhile, Matty got double-rimmed to the fucking max with the brothers twirling their tongues into each other mouth from Matty's anal ring! I slowly put my cock head into little Ashton pussy, as Austin started to mount Caleb. Seeing as we already had our cocks in the shower piss douche about ½ way in, we knew there would be little resistance until we ventured further and much deeper.
Halfway in, Little Ashton pulls off his ass eating and states, “Oh Fuck Jake! You are so huge and lengthy. I do not want to say yellow; give me more lube and a second to relax.” I did precisely as he requested.
Next, Caleb said, “Oh Fuck Austin! I have dreamed of this day. Your cock is so fucking awesome and big; please slide it in balls deep and pound my pussy until I pass out!” Well, this was all Little Ashton needed to hear as that competition between the two brothers came to the fore now.
Little Ashton replied, “OK, Jake, deeper and slow, please.” Slowly, I thrust each time about a ¼ inch deeper. Ashton Moan groaned, sighed, and winced.
Ashton said, “Fuck, your cock is so huge, Fuck, It hurts, but I want it so bad, Jake!”
I answered, “I know, Ashton. Just a few more inches, and then we will wait for your sphincters to relax and open. Just picture them relaxing and opening; this is barely close to what you will be taking later this weekend!” I grabbed more oil and pushed my cock deep into the tight Twink virgin hole. Ashton sighed, groaned, and winced. Finally, about 5 minutes later, I was balls deep, and my pubic triangle was tickling his spread wide cheeks.
I said, “Fantastic, Ashton, now just relax and open for Jake…that is it, good boy. Awesome boy!”
I was now able to pull 80% out of little Ashtons relaxed hole, and pound back in, I did this a few dozen times as his winces and moans turned to sound of joy and blissful rapture.
Ashton screamed, “Oh Fuck Jake, the pain is gone, and I feel it is the yearning and great desire for you to fuck the fucking shit out of my cunt right now, please Jake, it feels so good fucking breed me Fuck me wild!” Sure enough, I began to jackhammer that virgin hole, which was no longer virgin. Ashton started to push back and pound his little butt cheeks into my hips. He was now bucking wild with so much anal pleasure.
Meanwhile, Caleb announced, “Oh, Austin, the pain is also gone. I feel like my pussy wants to suck your entire cock in me like I need to milk your huge penis with my anal ring! Oh, fuck it feels so good! Fuck me, breed me, Austin fucking pound my pussy now, buddy!” With all that, Austin and I bred and pounded the two twink brothers for another 5 minutes, as hard and fast as we could; we were both drenched and dripping in sweat. They went even more wild eating Matty’s cunt; They both had several fingers up Matty’s hole. Together they pulled him apart and licked the anal juices flowing out and shared in each other brotherly mouths. Another minute and all three boys started yelling and hollering so fucking loud. Their massive orgasm had started!
Ashton screamed first, “Oh Fuck! Oh My God! Fuck I have never in my life cum like this! Fuck me, Jake! Fuck me! God Caleb! I never imagined a real man's cock would feel like this! Holy Fuck! God! I am cumin God! FFFFFFUUUCCCKKKKK GGGGGGOOOODDDDD YES JAKE GGGGOOOOODDDDD!” Little Ashton’s semen sprayed violently with extreme power, pelting all over the leather bed cover with a squirting sound like hitting the car tires with the hose. Thick white torrents of boy-cum erupted everywhere from that shaking and dangling caged cock.
Next was Caleb, similar screamed, “OH Fuck, Austin, your cock is so magnificent! I agree, little bro Ashton! I never thought getting ass fucked would feel so incredible. OOOHHHHHH YYYYYYEEEESSSSSSSS AAAAUUUUUSSSSSSTTTTTTTIIINNNNN FFFFFFFFUUUUCCCCKKKKKK!” Again, big bro Caleb ejaculated tremendous, long ropes of steaming thick white cum so far it was hitting their upper chests and Matty's back legs and feet. Looking at the semen string dripping from Matty’s caged cock it was like a severed artery! He was so open and gaped from the boys fingering he was more than ready to mount our dual cocks!
After 5 minutes, the two brother Twinks were spent; semen was now running off the back and sides of the leather bed covering, dripping to the hardwood floor like a running milk faucet! The breathing and panting in the room were reminiscent of the kids running from the T-Rex in Jurassic Park!
Austin and I slowly withdrew our raging hard cocks from the two boys' sink-holed pussies. Ashton and Caleb got off the bed and knelt at the edge, starting to slurp up their mutual boy-cum. Austin and I met in the soaking wet middle face-to-face and kissed wildly and quickly, pressing our huge cocks together. Each of us grabbed a hand from Matty and helped the Femboy twink position himself with his caged cock facing brothers Ashton & Caleb. We coated our penises with the ounces of buy-cum all around us. Slowly, Matty presented his gaped hole to our glans. We rubbed his inner thighs as he moaned and groaned. His eyes widened as he got our first few inches into his anal canal.
Austin said, “Yes, Matty! That is it. We will slowly start to hump and thrust our penises together; at your pace, slide down. Hold on tight, and once you feel our pubic hair, you are in for the ride of your fucking life!” Matty groaned, whimpered, and winced. Our two cocks together would have his hole widened out to over 12” in circumference, nearly 4 inches wide!
After 5 minutes, the Femboy Twink was finally Balls deep on our two huge cocks. He let out a massive sigh of relief. I made eye contact with Austin. We both started to hump his cunt simultaneously. In a minute, we were bucking wildly, and the look on Matty’s face was beyond pleasure! He was in heaven! We continued our rapid thrusting as Matty was now fully open and riding our two cocks as he owned us! I could not believe this little Femboy was now pounding down and riding our huge girth! He was going to love the toys and fisting later tonight, that was sure as this great fuck!
Austin yelled, “Jake, I am going to cum; this little Fuck has me so turned on!” That was all Matty needed to hear. As he held our hands and continued to ride wildly, he hollered,
“OH FUCK! BOYS! HERE IT CUMS! OOOOHHHHHHH GGGGGGGOOOOODDDDDD, YYYYYYYEEEEEEESSSSSSSSSS FFFFFFFFFFUUUUUCCCCKKKK MMMMMMMMMMMEEEEEEE!” With that, our Femboy Matty squirted and sprayed like a ratchet sprinkler all over the two kneeling boys as the semen exploded from his little cage spout. At the same time, I yelled,
“Austin, I am cumming! Fuck so good! OH FFFFFFFUUUUCCCCKKKKKK GGGGGGGGGGOOOOOODDDDD YYYYYYYYYEEEESSSSSSS FFFFFFFFUUUCCCKKKKKKKK!” We both filled little Matty’s huge pussy with ounces of volcanic white cum. He pulled off and turned around and started to clean all the cum off our cocks and pubic hair and crotches. The 2 Twink brothers were kissing wildly, cleaning their cum covered hair, face, and throats.
I said, “That was Fantastic, boys! Now let's get those cock cages off, and all have a hard erection, rest with some drinks, and rest out on the balcony.
A look of sheer panic befell little Ashton! He cried out, ‘Fuck, I forgot my cock cage key on my desk at home!”
We all roared and roared! He replied, “Fuck guys! It is not funny!”
I grabbed one of our keys, walked over, slid it into his cylinder, and turned the lock, and voila, Little Ashton was released. I grabbed the base and pushed one giant testicle in, and then the other, and over his growing penis, it came.
I said, “See, buddy, they are all keyed the same!” He felt so stupid, but he was adorable! Austin knew I was a master at deep throat, even for huge penises. I looked at Ashton; he smiled and nodded, permitting me. As they all watched in disbelief, I started to suck the Little Twinks huge cock deeper and deeper into my mouth and throat as he became bigger and bigger.
Holy Fuck! He was even a bit bigger than me! I dare say he was just a few mm under 11” long and, judging by my mouth-width, 8” at his widest circumference. I grabbed his little ass cheeks and forced him to choke my mouth with that huge cock. In less than a minute, he gave me my creamy reward.
I looked over, and Austin had released Matty & Caleb and was double sucking their nice-sized 8"+ cocks. In a few minutes, the two Twinks also blew hot milky cum all over my Austin-starving mouth and throat!
We grabbed plastic cups and vodka bottles and headed for the balcony to watch the late summer moon and stars. It was beautiful as we cuddled naked together on the queen lounges—Austin and I on one and the 3 Twink guests on the other. We lay there for an hour, kissing and nibbling.
Ashton said it first, “Why does my ass and rectum feel so hungry? I want to try the big toys and feel I can go much bigger than I ever thought.”
Caleb answered, “I was thinking the same thing, little bro. We all know Matty can do it after that double cock ride, so Austin & Jake, can we go in soon, and you train with us how to take those giant dildos, please?”
I said, “That was the plan, my boys, that was the plan. You will all be fisted to orgasm by noon tomorrow from Austin & me.” They beamed and grinned; we had just started this gang bang boy blast!
