Selling My Anal Virginity To My Neighbour

by Gazzaq

14 Aug 2021 1329 readers Score 8.5 (9 votes) PDF Mobi ePub Txt


Reader discretion is adviced, this story contain graphic content depicting violence and rape which may not be suitable to all readers. This is a fictional story and do not portray real events or real persons.


So let’s back track. Remember Toby not being able to wait to have sex with Kenny after he told Jack that he was going to do so, back in Chapter 12?  Jack was taken aback hearing this, but knew he was fighting a losing battle with his so called Friend. He looked at his Toby’s face, and knew instantly, that he was serious. He had been anticipating this moment to come but did not expect it so soon.

Especially at the time, as he was still on Sexual High having just had Passionate Sex with his Father Leonardo alongside Toby, who was having Sex with Melvin his Father at the same time. They even swapped Fathers when Toby said excitedly, “Come On Lets Swap” and pushed his Father out of him and Leonardo took his place and slid straight inside him and Melvin did the same to Jack on the same bed Coring them out.

Soon enough their Teen Bodies were wrapped around their Old Dads Bodies. They held each other’s hands as they had simultaneous Anal Orgasms, both spasming around their Old Man’s Spurting Dicks. With that shared experience Jack thought they were bonded Forever As Friends. So he got a shock a few hours later, when they were in the bathroom cleaning themselves out/up.

They were talking and Toby, confessed that he had watched Kenny and Jack having, ‘Over Rough Sex.” He said “Jack, It looked Like It Hurt Mate?” And he replied, “It did as I pissed him off.” Toby replied carefully, “Look I did the same to Dag Long, but what I saw, bordered on Rape Mate and you are bruised quite badly, Please Be Careful with Kenny Yeah” he said.

Jack replied, “Sure I Will, But I Like Him A Lot Toby.” “I Know You Do” and they were quiet for a while. Then Toby said something which made Jack anxious. He was direct and said, “Sorry Jack but I want  Kenny Bigg-Cock and want him to Fuck Me in Me Bum with his Huge 12 Inch Dick.”

Jack naturally was upset to hear this change in the conversation, especially after what Toby had just said about being careful with Kenny! His heart lurched, and he felt sick. He stammered “You” and he could not find the words and eventually stammered, “You want him don’t you.”

“Yes Course I Do” Toby said, “You Understand That I have to Have Sex With Him, Don’t You Pal And You Are Not Going To Stop Me?” “Yeah, Yeah Of Course Toby, I Completely Understand Mate.” Jack was so taken about by his so call Mates Arrogance and recalled his overhearing Eric Toby Best Mate fighting with him, as he had be contacting his Girlfriend behind his back.

Also Back in Chapter 7 Joey and he had argued and his Little Brother had snapped “Your crazy and I see that you and you Pal Toby are Fucking the Same Bloke!”  “Yes You Big Dick Fucker, I saw you looking at him and its clear you have been Screwing Toby Up The Bum With Your Horse Dick.” “YOU DIRTY OLD BASTARD” he shouted at Kenny.

Joey knew this revelation would upset his Brother, as he hated sharing anything.  Or being the last to know in any situation. It did not help at the time that Jack was Fucking himself onto Kenny’s Huge Prick, which was pumping upwards into his Gaping Asshole. This was in front of Joey who was disgusted seeing his Big Hetero Brother being Fucked In Ass in front of his face.

What was worse was hearing Jack Teen Ass Pussy Squelching and Farting as he Kenny hard. His Bubble Butt was slapping downward into the Man Huge Thick Thighs. Joey vexed shouted, “Jesus wake up Bruv this Guy having sex with both you and YOU SO CALL MATE TOBY!” This was a completed Shock and Jack could not get his head around this.

Recalling the above situation, Jack flinched when Toby touched his shoulder and said with smirky grin “To Be Fair Mate” I could have sex with Kenny, without saying anything to you, but you are a Pal so you understand Yeah?”  “Oh Sure,” Jack said and fake smiled and Toby exited the bathroom with smirk on his face. Toby was straight on the phone to Kenny, before leaving the bathroom, making plans to see him leaving his Mate distraught.

He heard them talking about him loudly and had tears running down his face and said to himself, “I Was So Happy, And Now I Have Lost My  Kenny” he sobbed quietly. He did not hear his Father standing beside him and he cuddle him, saying the Man’s Not Worth It Son, and Toby is an insensitive Prick, the same will Happen to him soon enough.

This proved to be correct. As very next night, Toby was getting Long Dicked by Kenny Bigg-Cock.

He was crying out as he was getting Brutally worked over. It was a much more rougher than he anticipated. He thought to himself “Jack Sorry Pal I have made a mistake.” It had been going on for hours now as he was so eager to have Sex with his Mate Man and saw it as taking on the competition in getting ‘One Over Jack.

Although Kenny technically wasn’t Jack’s Boy Friend Toby knew that he was smitten with the Older Blond Bearded Big Dick Burly Bloke. Unfortunately Toby had habit of Stealing/Muscling on his Pals Girlfriend or Mates Clients, for the simple reason that he could do so and had got away with it multiple times.

Toby had always been like this and his Brother Ben and his Friend Eric knew first hand having experienced this behaviour and had fallen out with him over it as a forementioned. Now though he was crying as Kenny Bigg-Cock balancing on the tip of his toes, was throttling him and Punch Fucking his massive Foot Long Dick, Brutally into the Teen Ass Cunt, and had done a long while.

This Gruelling Ordeal was not the Treatment that Toby had expected and Kenny was making him work for every penny and was determine to Make the Little Sod Pay, taking his frustration out on Toby’s holes and body. Back Tracking, earlier that day Kenny had a bad day at work and was coupled with his finding out some information which anger him.

When he spoke to Toby at lunch time to confirm that they were still meeting that evening, he asked him not to tell Jack about their meeting. He was taken aback by the Boys response.  “Kenny, Jack already knows as I told him that “I want Your Big Cock to Fuck Me in Me Bum last night.” In shock he asked him “Toby, What Did He Say?”

At the same time Kenny said thinking “Oh Fuck he knows about Me and Toby, and I would have told him about it another time.” The Man knew  how sensitive his Jack was and that he would be upset. Toby replied not really listening as he was drooling and moist thinking about Getting One Over His Mate, Gaining More Cash as well Feeling Kenny’s 12 Inch Phattie Coring his Teen Cunt Out.”

He said not really caring one jot about his Pal feeling“ Oh Jack said to me that, You want him don’t you?” I replied, “Of Course I Do Who Wouldn’t Mate.”  “Kenny Pal, I also told him straight that, I am going to spend a few days with your Man, as he is so Big.” “And I need a long drawn out Proper Deep Rough Ass Fucking.”

“I also told him, that you he screwed me already, in front of Dag and to be honest Mate, I want YOU to Cunt Me Out and Cum in Both of Me Holes.” Kenny was in completed and utter shock and stammered, “Oh Shit what did he say?” Toby failed to hear the anxiety in the Man Voice.

“ Well I said Sorry Jack I know you like him, but I have to have him, and that I sucked your Man’s Delicious Big Phat Cock, and that you splashed your huge Cummy Load all over my Face and Mouth.”  “I also told him that so that ‘You Understand That I have to Have Sex With Him’, Don’t You Pal?”

Toby went on to say, “That Fool replied to as Good Mate Should Yeah, Yeah Of Course Toby, I Completely Understand.” Toby was mocking in his tone and went on to stated, “Kenny Pal I said to him, be Fair Mate I could have sex with Kenny without saying anything to you, but you are a Pal so you understand Yeah?”

Kenny was quiet and Toby not recognising his discomfort, went on to say, “Jack was cool with that and I made sure that he heard us on the phone, when I called you last night when I saw him standing outside my bedroom.” “He is a bit of an Idiot really, so I ensured that the Dumb Fuck, could hear us laughing and joking in the phone and he heard you talking.”

 Kenny heart sank even further and he exclaimed “WHAT!”  No recognising the Older Man change in tone, he prattle on triumphantly “You said ‘Yeah Toby Come Round Tomorrow I can’t wait to see you, how much do you want for a two to three day Fuck Fest.” “You Know you really as an Excellent Bottom for Me to Cunt Out.”

“You Are Way Better Than Whining Pathetic Jack, then I closed my Bed Room Door firmly?”

Kenny was silent and terminated the call saying see you at 7pm. He tried to contact Jack and his number was blocked, and he was desperate and left work early and went to his flat, and there was no answer as Jack had gone out shopping. Giving up Kenny drove home nearly had an accident and was in seriously bad mood.

As soon as Toby  arrived, he was grabbed his clothes were ripped off and he was naked being spanked in the hallway for ages. He said to him “Ok so this is going to be fun.” Kenny march him upstairs and threw him on the bed and in seconds the Big Beefy Blond Long Bearded Man penetrated his Teen Asshole and was Cunting him out.

Kenny was not wasting any time slammed vigorously into Toby’s Colon for the next two hours, keeping him in the same position on his stomach with his hand over his mouth. Having done his old trick of masturbating and cracking out a load, to ensure that he could Screw the Boy go for long while before Cumming again.

He made sure that he controlled himself, but unlike Jacks Virgin Boy Cunt, he was determine to make this last. Toby was in for a nasty surprise as he had a lot of things planned for him. The Teen Ass Pussy grew sloppier by the minutes with it making continuous loud Farting noises, and he smirked and said, “See Mr Bigg-Cock, you must be doing something right as you are making me wet.”

“Shut Up You Teen Whore and work your Cunt For Me” he snarled in rough hostile tone. He was annoyed partly as Toby seem a little too eager to get his hand on his cash and he was a conniving little sod unlike his Jack. Also he blamed him for his losing the Guy as he would never forgive him for what he would see as his laughing at him and his inexperience which he Kenny knew he was sensitive about.

His hearing him stated “Toby was way better than Jack was in bed was the final straw.” Kenny said to himself, “I know I am paying him but still I don’t want to disrespect  him, and I thought we had an affinity and understood each other despite our age difference. He also thought to himself, “How Stupid and Selfish is this Idiot is, as I could have broken the Bro Code with Dag Long (his neighbour and Toby main client See Chapters 1 -3) ages ago but didn’t.

Kenny Bigg-Cock did not admire his directness with Jack thinking “ Your Selfish Little Cunt” so now he was throwing everything he had at him, and after some deeper harder Cock Thrust he felt the Boy orgasming several times and he was trying to keep up with him. He hissed in his ear, “You Little Ass Whore, spoiling thing for Me and You Pal because you are Jealous he is better Fuck Than You.”

Toby tried to push his shoulders up only to have them slammed down. and he head was held down in the Pillow, and as he was Cunted Out and he worked is Teen Pussy, knowing this would bring the Big Guy Off. Yeah so he wanted to be ‘Cunted’ but wanted to have some fun as well and soon enough he managed to bring the Man Off.

Toby said to himself, “Good now I can have some fun as that was hard going” even for his experienced Teen Ass Pussy. “Shit Jack is welcome to him, as the Bastard was clearly pissed off with something.” It suddenly dawned on him “Blimey don’t tell me Kenny is pissed off that I let Jack know I was going to have Sex with him.” “Fucking Hell, I did him a favour telling Jack, so we are all clear and there are no secrets didn’t I?”

He further thought to himself, “But after this I won’t ever see this Dick Head Again ever.” “Let me get my money and Fuck Off, as soon as” he said to himself. He said “Get Off Me Kenny, I need to sit on you” and he did and worked his Teen Pussy which usually  drove the Clients wild, but Kenny was looking at him with distain and punched his way upward slamming his hips into the Boys Guts.

In doing so he ensured that the Boy felt every one of his 12 thick inches, and Toby in return sank down on the Man’s 12 Inch Prick. He knew he was good and rode him back and frontways and control his movement. He was trying to control and drive the Older Man Wild with his Teen Ass Pussy movements.

This however was not working and the Man face was like thunder as he grabbed his hair and forced his mouth on his, and stuck his tongue down his throat and started to thrust up even harder into him. “You Ass Slut Whore” he snarled biting his neck and standing up and Thrusting up inside him.

He did this for ages using his Brute Strength to thus making Toby’s Boy hole squelched, as it strained to cope with the vicious up thrusts. He held him up against the bedroom wall and banged into him, Now Toby was not as slight as Jack, yes the man had the brute strength to Fuck him rough style.

After a while, Kenny walked back to the bed and sank down with him and took him more brutally and shouted “YOU LITTLE CUNT, YOU HAVE ONLY GONE AND FUCKED UP ME AND JACKS RELATIONSHIOP, SO I AM GOING TO FUCK YOU UP NOW ENJOY THE RIDE FUCKWIT. “Tony was too far in the Fuck Zone as he had an intense Anal Orgasm and barely heard him.

It was only as he came out of his Fuck Stupor, as he was continually pounded and pummelled into, and there was not let up that he understand that he had overstepped the mark. He was Brutally Fucked and it hit him that this felt different. “Mr Bigg-Cock is something wrong” he gasped as he was screwed manically, as it was starting to hurt him.

The response was a hissed “Yes at last, you Little Twat Whore you get it.” “You and you Big Gob have only gone and Fucked up Me and My Sweet Jacks relationship, with you being so Jealous of your Sweet little Italian Pal.” “Bloody Hell What is wrong with you.” “You Are Getting off On Hurting Jack and Me with you Dumb Fuck Antics Asshole.”

At that point Mr Kenny Bigg-Cock Lost it and he was at his Vicious, Punching is Thick Hips, repeatedly into the Fit Teens Slimmer Thighs and Open Asshole. He was beyond reach and he ground himself so deeply into Toby Colon, that the Teen was howling as he thought the Man was going come out of his back. He hit desperately at his back and punched him for a while .

Ignoring him Kenny gripped his head, with one hand and his Bubble Butt with the other, he started to Long Dick him even more intensely. His hips were Pounding, Whirling, Thrusting, Withdrawing, and Punching into the Boys Sloppy Cunt for the longest time. As he violated Toby he shouted “You Bloody Conniving Teen Whore Cunt” and ejaculated so that Toby felt every long spurt that flooded his Colons.

“Thanks Mr Bigg-Cock” Toby panted trying to get on side. He was ignored and the man got off him and walked out of the room. Toby sat up and was sore and looked in the full length mirror and he looked a right state. His face was bright red, his hair was soaking wet and his lips were bruised and he had beard rash all on down his smooth face.

His Neck and shoulders which was covered with large Love Bites and bruises. He looked at himself in the mirror and barely recognised himself at all. “Shit Is That Me” and it was. “Hell What Now, what’s going on” and he went to look for Kenny and found him in the kitchen drinking a Beer. “Everything ok” he asked?

“No its not, why did you open you Big Gob and tell Jack anything at all?” He replied “Kenny Mr Bigg-Cock, I thought it was only fair that the Idiot Jack knew the score as all fait in Love and War Innit?” he replied. “Well it wasn’t Toby as the Guys sensitive, and how was he really tell me and cut the Bullshit!”

Toby replied not really seeing the reason the Older Man was upset, as it was not like they were Boyfriends?  He stated this and Kenny looked at him as he just did not get it and stated, “Look I am not really in the mood for this so you better go Son.” “What No I’m sorry Mr Bigg-Cock, I thought I was doing ok, but I see I wasn’t.” “What can I do to make it up to you?”

The Teen wanted what he came for Hard Intense but not like before Sex with the Burly Bloke and some more cash. He had Car to buy and this would ensure he would not have to settle for a cheap vehicle. Beside he wanted to have another more sensual Love Making Session to gain his Anal Orgasms before he left. Just like when he was Fucked before in front of Dag Long See Chapter 11.

He vowed once he gain the above, he would  came back to see this Abusing Asshole again. Kenny said quietly “Ok Suck Me Off Teen Slut” and he grabbed Toby’s Hair, slapping his face hard and forced his 12 inches far down his Throat. He was sitting on a chair and plowed into his Oesophagus. He warning him in a harsh tone, “No Teeth Or Else” continued coring out the Teen.

He was slapping his face throughout. However Toby could suck Dick and was not faze and slammed his head repeatedly into the Man Lap. Kenny had to admit the Boy was good far better than his Italian Pal Jack. So he stood up and held the Teens ears and spat on him and plowed even deeper into his accommodating Throat and  Oesophagus. 

“Good Your Talented Throat Muscles which has sucked enough Cock can bring Me Off.” “I got surprised for you upstairs, but you have to bring me off first, as I see you have a Cunt in  your Teen Throat. “Hearing this made Toby heart sing as at last he  thought he was being praised. He felt relaxed and worked his talent mouth, throat and oesophagus.

Kenny relished seeing his 12 Inches bulging out of the Boys Neck and he felt his Dick as it pulsated inside him. He easily managed to get his full 12 inch length inside the Boy and his oversized large bollocks were resting on Toby chin just like it had Jacks a few days ago. Thinking about this drove him to be rougher with the Boy.

He continued to Skull Fuck him and Toby came unexpectant, and was in the zone shaking with excitement. This seem to relax him even more and he his neck and throat muscles were stretched yet relaxed gripping and suctioning the Man Colossal Prick.

His hand were gripped the Kenny’s Phat Beefy Ass playing with his Hot Moist Hole, and suddenly stuck two finger straight into the Man Sweaty Asshole. You little Bastard Kenny snarled as he was not having that and pulled out of him and dragged him out of the kitchen by his neck, flinging him onto sofa on his back.

He punched straight back into his Throat and Oesophagus and fucked him as hard as he could. He  cored Toby out who breathed through his nose and wanked the Boy off as his Dick was rock hard and dripping cum from his last ejaculation and due to the pressure he nearly fainted.

Excited by Punishing the little Twat brought Kenny off a bit quicker than he anticipated, and he yelled as he exploded in Teen Chest flooding him so he start to panic and he tried to push his out of him. No chance of that and the Big Man fell on top of him and lay there for a few minutes before he felt the Boy hitting him to get off him and he pulled out of him.

“You not as good as your Pal Jack” he said sneeringly to Toby who was instantly visible annoyed.

To Be Continued