Taking the JoBros' cherry.
Disclaimer:
This is a work of fiction. The characters depicted here don't mean who they are in real life. This is just a work of my imagination. The stories here depict sex between an older guy and a younger guy, also non-consensual sex. Also this story could contain unsafe sex. I am not promoting unsafe sex. It's just here to tickle the imagination. There are lots of diseases spreading like wildfire nowadays so barebacking is not the best option. An unsafe sex isn't worthy of your life. Be safe! Do not do this in real life. This is just fiction kiddos! F-I-C-T-I-O-N! OK! If you are not old enough to read stories like this you know the drill.
Part X. St. Croix Vacation Day 1: Voyeur Nick Gets Punished.
After dinner Kevin decided to retire to his cabana after a long day of swimming and fooling around. While Nick and Joe went to play pool in the game room. Like Kevin I also decided to return in my room. When I returned in my room I called room service and ordered a cold beer and some snacks to come with it. I hopped in the shower to rinse off and get ready for bed. I just got out of the shower rummaging my stuff for clean underwear to wear when the bell to my door rang. I opened the door to let the room service in but it was obvious that he was ogling my body. I asked Diego, that's what his name tag says, to place the beer and the snack on the table beside my bed while I looked for underwear to wear. While I was searching my stuff I could feel a pair of eyes looking at my toweled body. I decided to give him a better look so I thought "What the hell" and took my towel off my waist and slumped it over shoulders. I bent down and took a clean boxer shorts and slowly slipped it up giving him a good view of my hairy black ass. Before turning around I pushed the on button so that all the camers that I had setup inside my cabana would start recording everything that will happen tonight. I turned around and smiled knowingly at him at which he blushed. Diego is around 5'5" tall and skinny, a twink in the gay circle. But what was incredible about him is that even though he is skinny his ass is huge! This boy has ass for days! He looked really young, Im guessing just 18 years old and to say he is cute would be an understatement. He looked to be a mix of African and Latino which I would later learn to be Chilean. He was looking on the floor when I walked over to him and placed a hand in his shoulder. "Like what you saw?" I asked as he blushed a deeper shade of red. "Isn't it your job to keep guests like me satisfied? Am I right... uhm Diego?" I asked looking at his name tag. "Yes sir." He timidly answered. "Well from all the swimming and playing with those kids my muscles are a bit sore. I think I kinda need a rub down. Can you do that?" I teasingly asked the boy. "Uhm Yes sir I know how." "Very well then. Do you want me to lie down?" "If you want you can just take a seat in bed" "Oh that will work just fine" I said as I took my position in bed and took my cold beer with me. Diego went behind me and started rubbing my broad shoulders. "Wow that feels really good" I said as I reached for his hands. "You want to know how good it feels?" I didn't wait for him to answer, I grabbed his hand and placed it on my throbbing bulge in my boxers. Diego gasped as his hand came into contact with my throbbing monster. "Maybe you could make it feel better? What do you think baby?" I asked the blushing boy. "I don't think I should-" "I am good friends with the owner and don't you know what they say that the customer is always right?" I said cutting him off again. I then decided to take control over the situation and I turned around and pushed him to the bed. I attacked his neck and he started giggling. I unbuckled his belt and slowly slid his shorts down. His underwear has a wet spot already and his boy cock is straining in his underwear already. I then ripped his uniform off of his body and the buttons flew all over. I then threw his polo shirt off the bed and sucked on his nipples. "Ohhhh fuck yes! That feels great!" He moaned. While I was sucking his left nipple I pinched his right nipple and he started shivering a bit. I lightly bit his nipple and rubbed the other one. "Uhnnnnnng yeeeees!" moaned Diego. I straddled him and smirked at him "It's going to be a very fun night boy!"
Meanwhile in the game room after Nick and Joe finished a game of pool, Nick decided to return to his room while Joe still not feeling tired decided to stay in the game room. Nick on the way back to his cabana thought of stopping by Dante's room to hang out for a bit. When he was about to knock on Dante's door he heard a scream. "Well that wasn't Dante for sure" Nick thought and then he heard giggling and heard another scream. Im pretty sure it wasn't a bad scream Nick thought. It sure sounded like from someone younger. Nick then went to the back and peeked in the window. He wasn't all surprised when he saw Dante straddling a young boy. He doesn't look a day over 20. Nick couldn't take his eyes off the huge bulge in Dante's underwear though. It was huge! Nick unconsciously started rubbing his hardening boy cock through his sweat pants. Nick licked his lips in awe when Dante started rubbing his crotch in the boy's face! The boy stuck his tongue out and started licking Dante's bulge while he was grinding over his face. Nick suddenly got out of the trance like state he was in and reminded himself that he wasn't gay. "No No Im not gay!" He thought and decided to walk away when he saw Dante changed position and slid down the boy's underwear and his huge boy cock plopped over his stomach. It was over & inches long but what was exceptional was that it was fat on the base and pointed on the end. It was of rich caramel color and was leaking pre cum heavily. Nick froze when he saw Dante licked the dripping pre cum. He suddenly remembered the other night when Dante sucked his older brother Joe and how Joe loved the way Dante sucked his cock. His cock now was on full mast and he had to adjust his cock inside the tight brief he was wearing."Joe isn't gay either but he let Dante sucked his cock" Nick thought. He was sweating even in the cold breeze of the night. He was now glued to watching the scene unfolding in front of him. Dante's now beginning to sucking the boy earnestly and the boy is squirming in bed and he is heavily panting. I could see the hunger and the lust flaming in Dante's eyes. That was the look he saw when he saw Dante fucking his oldest brother the other night as well. "Kevin is definitely not gay either!" Nick thought "Kevin is married so he can't be gay! And Kevin sure loved Dante fucking him from the way he screamed the other night" Nick thought as he justified his feelings. Nick started to feel an itching he never felt in his bum. It was like it was itching for something. "Im straight this is just lust that im feeling" Nick thought. He gulped when Dante threw the boy's legs upward and started eating out his ass, the itching in his ass became stronger and he slightly felt a pang of envy as he looked at the boy and it was pure heaven for him. "Sure looks like it feels good" Nick thought. He then took out his hard boy cock out and spit on his right hand as he slowly started jerking his boy meat. Nick was so focused on what he was seeing that he didn't see that someone was closing in on him. So he was shocked when he felt something on his back and it happened so fast that there was a hand in his mouth and another around his body. It was Cecil, the owner of the resort! He whispered in Nick's ear "Shhhhh don't be scared boy. I'll take care of that yummy boy cock of yours". Cecil carried him to the door of Dante's cabana and knocked using his foot. "We will have so much fun tonight Nicky boy!" Cecil again whispered in his ear.
Dante was hungrily eating out Diego's tasty boy hole when he heard a banging on his door. He stood up angrily and shouted at the door "Who is it?" "It's me Cecil. Let me in! I have a surprise for you!" Answered Cecil on the other side of the door. He looked back at Diego who looked mortified at the thought of his boss seeing him naked in bed with a guest. "Don't worry boy, Everything's fine" Dante assured Diego "He's gonna fire me if he sees me in here!" Diego reasoned. "Oh sush! He's not going to fire you believe me!" and Dante went to the door and opened it. Diego was shocked that Dante was going to answer the door without any clothes on. When Dante opened the door, He was shocked to see Cecil holding a squirming Nick in his arms and what shocked him even more is that Nick's hard boy cock is hanging out of his sweat pants! He looked back at Cecil and the resort owner was smirking "What you gonna invite us in?" asked the resort owner. The look of shock was replaced by a look of lust in a few seconds and Dante pointed for them to go inside. When Cecil got in it was him who got a shocked look on his face when he saw one of his employees naked on his friend's bed. "Woah! Looks like a party is already going on here!" Cecil remarked and then added "So that's what you were looking at huh boy?" as he lightly threw Nick on the bed. "I saw your peeping tom over here watching your party obviously while he's jerking his boy meat outside!" Cecil said. Dante walked over to where Nick landed and looked at his eyes "So you were jerking off while watching us eh?" Dante asked "Looks like you liked what you saw huh?" Dante added as he grabbed Nick's still throbbing cock and grasped it tightly making Nick moan. "Uhnnnnnnnng" Nick grunted. The feeling of Dante's large hot hand on his throbbing boy cock was too hot for him. "You know what we do to naughty peeping toms like you?" Dante asked. Nick just sat there looking scared but he can't help but to feel horny especially with Dante's warm hand on his throbbing cock. When he didn't answered Dante's eyes grew cold. "I asked you a question bitch!" Dante shouted. Nick backed up even more on the bed eventually bumping into Diego's legs. Dante held Nick's legs and pulled Nick to him. "Noooo! Im sorry for looking! Im so sorry! I didn't mean to!" Nick cried. "Oh really? You didn't mean to peek? But you did and it doesn't make any difference now does it?" Dante mocked. "So do you want to know what we do to naughty horny boys like you huh? ANSWER!" Dante shouted. Nick was trembling in fear, he never saw Dante like this before. Well the toughest he saw Dante was when he was forcefully fucking Kevin. "No I don't! Im sorry Dante! Let me go!" Nick begged "Well now you don't know but you will!" Dante said smirking. Startlingly, Dante lifted Nick off the bed and as he sat down placed Nick face down over his lap. "We punish naughty boys like you Nick!" Dante said as he pulled Nick's sweatpants and brief just under his plump ass. Dante then took a swing at Nick's exposed ass. "Aaaaaaarrrrgh!" Nick groaned as Dante's palm whacked his bare ass. "Aaaaaw!" Nick screamed as another one hit him. "Ooh you have a perfect ass baby! Firm and soft at the same time and smooth! Unlike your brothers' hairy asses!" Dante said as he rubbed the reddened right ass cheek of Nick. "Now let's make it even shall we?" Dante said as he slapped the left ass cheek of Nick. "Oooooow!" "Shut up boy! Take it like a man! Not some whimpering bitch!" Dante ordered. "Oooow Dante! It stings! Aaaaaargh!" Nick whimpered as the onslaught on his plump ass continued. It took almost 5 full minutes of smacking Nick's bubble butt when Dante stopped and just continued rubbing the red ass. "Now you know what we do with naughty boys, will you behave now and be a good boy for daddy?" Dante whispered in Nick's ear. "Ye-ees. I-I'll be-behave I pro-promise" Nick said in between sobs. Dante then threw Nick on the bed and instantly Nick backed on the headboard. When Dante looked around the room to look for Diego, the boy was nowhere to be found already. "He must've slipped away while he was so focused on Nick's spanking" Dante thought. Nick wasstill shocked at what had just transpired and he got scared when Dante took his briefs off and saw the massive black cock that is pointing straight at him. He just stared there open mouthed at the monster in front of him. He was now staring face to face with Diego's monster. "Like what you see boy?" Dante asked smirking at the scared boy in bed. Dante crouched on the bed and started crawling towards Nick who was now backed up in the headboard of the bed. He took Nick's slippers off and threw them away and started pulling off Nick's sweatpants and threw them off the bed as well. During that process Nick was now laying with his back on the bed. Dante straddled him and to show his dominance over the boy, He tear Nick's briefs off of him. "Aaaa what the?" Nick said in shock. Dante then started fondling Nick's flaccid cock in his large black hands. And after a while Nick's boy cock started getting stiff and he started moaning. "You like that Nicky?" Dante asked "Nice sweet boy cock you have babe. You want me to suck on it?" Dante didn't wait for an answer as he started sucking on Nick's virgin boy cock. Nick's eyes grew large as he felt a mouth, a man's mouth at that, on his erect cock! He had totally lost it when Dante started going to town on his cock. "Aaaaaaaargh fuck yeeaaaaaaah! Suck that cock! Oh Wow it feels so gooooooooood! O wow ow ooooooooooow yeeeeeeeeah!" Nick screamed in lust.
Cecil who had been sitting on the corner couldn't take it anymore and took off all his clothes and went straight to the guys in bed. When he got to them, he tapped Dante on the shoulders and Dante already knows what his friend wants took his mouth off of Nick's throbbing teen meat. Nick was oblivious to the fact that another mouth was now sucking his hard cock. Cecil was like a hungry predator taking a go at his prized prey the way he sucked Nick's boy cock. Dante then went upwards and started sucking Nick's large nipple and started flicking the other one. Cecil then raised Nick's legs up in the air and started tonguing Nick's smooth hole. That was when Nick realized that there are two sets of mouth exploring his body. When he opened his eyes, he looked over Dante's head to see that it was the resort owner who was now feasting on his virgin boy pussy who was jerking his boy meat at the same time. "Aaaaaaargh fuuck that feels great! Fuck! Yeeeeeeeah! Eat that virgin hole! Fuck yeah! Jerk that cock! Ooooooh yeeeees!" Nick can't help but moan with all the things he was feeling now. It was too much for his young body to feel all of this at the same time. Dante then stopped with sucking his nipples and went straight to his mouth and started tonguing the boy. Nick was a bit taken aback by what Dante was doing but it only took him a few seconds to get into French kissing the man. Nick's hands were now all over Dante hugging him tightly while Cecil was back to sucking his boy cock. He was confused as to why Dante stopped kissing him and he thought he was going to leave but he just positioned his throbbing, leaking huge black cock in front of his face. He knew right away what Dante wants him to do but he was scared to do it. He had never had a cock in his mouth and just by looking at Dante's monster meat, he would be having a hard time taking it in his mouth. He could choke on it! "What are you waiting for boy? It won't start sucking itself!" Dante said as he pried Nick's mouth open with his large hands and started pushing his throbbing monster inside Nick's virgin mouth. Dante didn't go easy on him and started pushing more of his meat inside Nick's inexperienced mouth. Nick started tearing up and gagging as Dante pushed more of his monster cock inside. "Fuuuck! Damn boy! That is one hot fucking mouth! Yeah take that black cock! Choke on it bitch! Yeeeeah fuuuuuuck!" Dante screamed as he forced his man meat deep inside Nick's mouth. "Fuck your sexy lips looks great around my cock! You are fucking born to service big black cocks! Yeah take it bitch!" Dante screamed. Nick's sexy puffy lips now is stretched to the limit to accommodate Dante's black anaconda. Tears are now flowing freely in his eyes but he can't understand as to why he likes being treated this way and Dante calling him a bitch just added to his lust filled body now. It was now totally off Nick's mind that whatever they were doing is gay or not. All that matters to him now is that it feels good to him and even if his mouth is practically getting raped by Dante's huge black hard cock he still like the feel of Dante's hard, smooth silky cock. He could feel Dante's cock throbbing inside his mouth and to hear Dante loving his hot mouth was good enough for him. Dante took his cock out of Nick's mouth and started ravaging his mouth again with his. He can't stop kissing this boy! But he has other plans for Nick so he went down and switched places with Cecil. Cecil started making out with Nick who has lost touch with reality with all the pleasure his teen body was experiencing right now. Dante was now eating his ass out really good and he didn't expect it when Dante slowly poked a finger in his tight virgin ass. Dante reached out to Nick's mouth slowly stopping the make out session of the two and inserted his large fingers inside Nick's sexy lips. "Suck on those fingers baby! Yeah suck on it! `Cause that will be the only lube to finger fuck and loosen your tight virgin boy cunt!" Dante said smiling. Nick got a panic look in his eyes as Dante's fingers were going in and out of his sexy lips. But then he realized that the itchy feeling he was feeling in his assa while ago when he was peeping outside the window suddenly returned! So he sucked Dante's fingers earnestly making sure to coat it entirely with his saliva so it wouldn't hurt as much. Dante realizing that Nick is a willing bottom tried roughly fucking his fingers inside Nick's mouth and he was amazed as to how just willing Nick is and he remembered how he forced his cock inside Nick's mouth earlier and how the boy looked eager to please him. As he took his fingers off of Nick's mouth, Cecil instantaneously made Nick suck his cock as well. Cecil was grabbing Nick's hair and roughly face fucking the curly boy Adonis. Nick was gagging but it didn't stop Cecil to make Nick deep throat his huge black cock which Nick although clearly having a hard time doing so was trying his best to deep throat Cecil's monster cock.
I propped Nick's legs up and slowly rubbed Nick's anal opening. I then spat on his hole and started slowly pushing my finger inside his tight hole. "Agrggrggg" Nick gagged as I pushed a finger in. "C'mon boy! Take it like the bitch you are! Take it like a man!" I shouted at him. Nick's body was quivering at the intrusion in his tight virgin ass. "Fucking tight cunt! Nick! Oooh can't fucking wait to pop your cherry!" I said. Nick has his eyes closed now as I slowly finger fucked his hole. "Yeah just like that bitch! I know you like it! I can smell a bitch when I see one and I can fucking smell you bitch! Hahahahah! Take it! Fucking tight!" I then inserted a second finger which made him squirm even more. He was having a harder time grunting since he has Cecil's cock in his mouth. "Fuuuuck Yeah! Suck that cock boy!" Cecil moaned. Nick's grunting was just making it feel better for Cecil's cock. The vibrations inside his mouth made Cecil to leak more precum. After Nick had relaxed his ass I again inserted another finger and I was opening my three fingers inside him to loosen him up even better. I wouldn't want to tear up his ass and take him to the emergency room! "This boy is fucking tight! I guess tighter than Kevin's when I popped his cherry" I thought. "I am the fucking luckiest guy on earth right now. In a few minutes I'll be popping Nick's anal cherry and that would make him my second Jonas Brother! That would leave Joe's cherry for the last picking! And I wouldn't end this week without fucking Joe's virgin ass!" I thought. I was brought back to reality when Cecil looked at me and said that he would like to get fucked by Nick. "Well I don't have any plans of getting his cock up my ass so it's all yours!" I said. Cecil got up on all fours right then. "Hey Nick you heard Cecil! He wants you to fuck his black ass! Hurry up he's not used to waiting! Get that fucking boy cock up his black man pussy!" I ordered. I pulled Nick up as he was still too horny to function. He then got behind Cecil and I pointed his virgin cock towards Cecil's waiting eager man pussy. "Wait shouldn't I put a condom on?" Nick asked "Just fuck it boy!" I ordered. Nick's hand was shaking so he was having a hard time inserting his boy cock in Cecil's hole. "Can't you fucking fuck?" I mocked him "Oh I forgot that you are such a baby with that fucking purity ring! Well you have to throw that away tonight boy! `Cause take a good look at your virginity getting inside Cecil's black man pussy!" I said laughing at him. I took his cock in my hands, jerked it a few times and pointed it straight into Cecil's man cunt. I pushed it in and when I heard Cecil groaned I was certain that Nick's knob was already popped inside Cecil. "Fuuuuuck me Niiiiiiick! Fuck my puuuuuusssssseeeeeeeee!" Cecil screamed. "Uhhhhhnnnnng!" Nick moaned as Cecil started backing his ass up to Nick's cock. I had to steady Nick as he was trembling so hard. "You like fucking that tight hole huh boy? You are missing out on fucking parading that purity ring Nick! Now Im certain you would want to fuck and get fucked after tonight!" I said laughing. I positioned myself behind Nick and took his hands and placed it on Cecil's hips and I started thrusting Nick's hips towards Cecil. I then stood up and made Nick suck on my leaking cock. It was too hot for me to watch Nick's virginity taken from him.
"Fuuuuuuuuuuuuck! Uhnnnnnng Oh it feeeeels greeeat! Fuuuuuuuck Aaaargh" I screamed as I started pumping my cock inside this man's ass. It was a new feeling or me and boy was it great! I can't believe I held out on sex for too long! If I had known earlier that it feels this fucking great, I would've ditched that purity ring early on and fucked around! I know there's a lot out there who would love to fuck with me. I've read and heard people say that anal is better than pussy so I guess I didn't miss out a lot not fucking my ex-girlfriends. But right now I have to focus on this tight ass in front of me. Damn it feels perfect! This is where Im supposed to be and what Im supposed to be doing! I thought. Im sweating all over as I furiously fucked this man's ass. I got a bit off when I felt hands on my face and I saw it was Dante's and his cock was right in front of me. I opened my mouth and took his monster as far as my mouth can go and started blowing on it. "Fuuuuuck! That is a talented fucking mouth you have Nick!" Dante said as he continued fucking my face. "This is fucking heaven! Fucking and sucking!" I thought. This is the best night so far in this vacation and it is just the first day! I can't wait to see what will happen in the next few days!" I thought as I continued pummeling Cecil's ass and sucking Dante's cock. Suddenly I felt Cecil moving and he got off my cock, I thought it was all over but he just laid on his back and raised his legs up in the air. "Put your hot cock in me!" He said. I didn't have to be told twice so I rammed my cock into his ass again. Dante now got behind me and started kissing my neck and slowly finger fucking me again. "Oooooh Fuck what's that? That feels great! Yeaaaaaah do that again! Ooooooh!" I screamed as Dante hit something deep inside my ass. His fingers penetrating my ass hurt a lot but when he hit that something it made everything better and made the itchy feeling I was having go away. "Yeaaah fuck that ass!" I screamed as Dante viciously finger fucked me. His finger fucking was slowly feeling a whole lot better now. It didn't hurt as much and when he pokes something deep inside of my ass it just heightens the feelings im having right now fucking this man in front of me! The bed was squeaking with the way im furiously fucking the resort owner and he was moaning so loud and screaming to fuck him harder which im doing. "Fuuuck me harder! Dig it deeper Niiiiick! Like that! Yeeeees just like that! Fuuuck me! Take my ass! " He screamed as I pounded his ass with my young cock. The color contrast of my white cock with his black ass and pink ass hole was making me a lot hornier. Being a virgin and this being my first fuck it was more than I could handle and I was sent over the edge! "Oh fuck! Yeah Im gonna cum! You're gonna make me cum!" I screamed as I felt my cum building up from my balls. When I said that he frantically jerked his own cock in synch with my thrusts in him. In a few seconds he screamed he was gonna cum as well "Fuuuuck! Im gonna cum! Fuck me hardeeeeeeer! Fck me! Fuck that ass! HERE IT FUCKING COOOOOOMES!" He screamed as he started spewing cum all over his chest and stomach. His asshole gripped my cock tighter as he was cumming and it sent me over the edge and I started cumming as well. I wasn't able to pull out since his ass gripping my cock felt so good. "Fuuuuuck Im gonnnnnna cuuuuum! Aaaaaaaaargggggggggggggggh! Yeeeeeeeah Im cumming inside your aaaaaas! OOOOOOOH AAAAAAAAAAAAAAAH!" Iscreamed as I unloaded inside the resort owner's ass. It felt like my cum wouldn't stop and Dante's finger poking my ass made cumming so much better! I was so tired that I fell to the man's stomach after cumming. His cum was sandwiched between our bodies and we started making out again. I thought that was the end of the night and we will be taking a rest but I was soon to find out that it was just beginning...