Selling My Anal Virginity To My Neighbour

Toby continues to tell his Australian cousins and their mates, how come he came to be with Dag Long and in that, they would continue to learn, how they could earn some quick cash selling their anal virginity’s to their neighbours down the road Part 3

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Toby had his 3 Australian cousin’s and their best friends, plus stranger Levi completely captivated by his recounting having sex with his client (now his boyfriend Dag Long) for the first time. Their minds were racing as they imagine what he had gone through that first time being with an older bloke.

Especially one as big and built as Dag was. 

Toby knew that he needed to go one step further and really show them how his hole had been open up for his first deep dicking. His reasoning was just by demonstrating this, he knew that they would all have a better understanding, of how their virgin boy holes could and would be fully stretched out, in order to receive the biggest dicks of the men in the neighbourhood. 

This was what initially open his eyes to the reality of his having agreed, to sell his anal virginity to his neighbour down the road for wad of cash. This was and would raise the fund needed for his lads holiday and so much more instead of his borrowing the money or resorting to selling drugs like he knew Joey was doing or missing out on the trip completely.

However this was actually so much harder in all sense of the word.

After it was over, he was sore all over in a good way though, noting like his rape ordeal with that fucker Kenny Bigg-Cock! 

Yet like his first client, now boyfriend Dag the red head burly lumberjack look alike, he was left craving for more of the same. A fact that he disclosed to his mate Eric, whilst he was in holiday a month later. He was swaying to the music shaking that hot arse of his, getting nicely pissed, when Eric pulled him aside.

‘So you decided to let Mr Dag Long take your Anal Cherry then Toby lad yeah?’

‘Yes Eric pal, I did as you well know mate, seeing as you talked me into doing so yer twat!’

As he said this he blushed and Eric grinned at him know exactly what he was feeling his having experienced the same with another of the blokes in the area a 45 year old wiry builder called Bill. He was an animal and took his arse virginity like fiend. Toby and him, stood watching the other lads  were messing about with a load of girls, some pretty and as many plain, who were busy flirting back with them. 

Toby thought it was so funny watching his mates being all hot and bother with noticeable erections, knowing full well, that they had no chance of getting in these girls knickers. Also 4 of them had sold their arse virginity’s and that was how they also paid for this holiday and that they all said they hated it was down right lie. 

Eric was the same as Toby and loved an older man dominating him, and right now, his hole was pulsating and wet,. He had made plans to meet up with 5 of the dads who were there with their spouses and families, in an hour or so. As soon as he arrived at the resort, he could see immediately that they were sex starved with moaning spouses.

His dropping subtle hints over the last couple of days, had worked a treat, so now he was looking forward to this sexcapade. All 5 were football mad rough fucks with plenty of spunk to deposit into him two at a time dick to dick in his bum hole. He could not wait to get started on this particular sexcapade.

Now though he stop day dreaming and asked ‘how was it then Toby mate?’

‘Not too bad Eric’ he lied. 

Eric looked at him and raised an eye brow and it was then that Toby confessed ‘no, well to tell the truth, mate, it was fucking hard. I mean that man once he got going, was like a bleeding machine gun. Shit there was no bloody stopping him as he pounded my, what he called my ‘Pussy Pot so much that I completed lost all sense of reason.’

‘Jesus Christ Eric, I was fucked so much mate, and it took me week to get over it. My old man was worried when I got home and he saw me like that. Let me tell you, Eric, that old, bearded bastard, who is built like my granddad used to say ‘like brick shit house’ fuck me bum and throat for 12 hours straight.’ 

‘Mate even whilst I was sleeping he was banging away inside me boy hole with his thick truncheon.’

He pulled a face and looked at Eric as cried ‘yeah and I had to suck him off loads and he came in my mouth and throat and over my face lot of times. He also ate me arsehole out and sucked his cum straight out of my butt in between dumping his loads inside me fuck hole!’

Eirc said ‘and so….’

Toby grinned and rubbed his swollen cock and said ‘em yeah ergh saying that though, I did have an ‘Anal Orgasm’ and fuck that was so intense  I never felt anything like it in my life. I was shaking like crazy’ and ergh I em was so turn on that I pulled the fucker fat prick right into me boy cunt, so that I felt every bleeding inch of his 10 inches inside me.’

‘Ah alright, so how did it feel then you old tart?’

Toby was shaking as he said breathlessly ‘good pal and we were face to face and I was snog the face off him and his me mind, as it not a one way thing.’

‘I mean just doing that as him pounding me out, made me have another 3 back to back anal orgasms.’

‘Lucky Bastard Dag Longs so bleeding fit.’

Hearing that Toby started laughing and hugged Eric and cried ‘mate that old fucker, did not want me to leave and all that deep dicking and his eating out me back door as well, like I mentioned earlier  brought me off so many times Eric.’

And afterwards when I left him, I could hardly walk home and you know it nots too far distance but was hobbling like my old gran used to when she put her back out. Its mad mate.’

‘It’s great isn’t it Toby?’ Eric cried. 

‘Yes it is I can’t lie.’

‘So you do it again will yer?’

‘I dunno maybe but…..’

‘Well don’t wait too long to make your mind up, as I am not sure what you have done to old Mr Long as he can’t stop talking about you pal!’

‘I gotta say Toby, that the bloke is fucking infatuated with you so much so that when I offered to send him one of the other lads in our neighbourhood, who would sell him his arse virginity. It was Richie (who had come on holiday with them) and he is fucking good looking fucker. So I was taken aback when Dag decline the offer, which was unheard of.’

He told me ‘no, you’re alright Eric, as I want young Toby back as he gets me.’ 

‘Mate Dag Long was gushing like a bird sweet on her husband and he says to me ‘ and Toby’s sweet teen cunt it too much for me Eric, so I really want another crack at him. The sexy sod, so nah thanks to the other lad Richie, as fit as he is Eric.’

Well hearing that had Toby all hot and bothered and well pleased with himself as Richie was looker and for Dag to bin him off as he liked him, well boosted his ego a lot. So much so that just a few days after he returned home, he did indeed spend a whole week with the bloke. That time he was never off his back, both loving that position and thus came home covered with love bites and an sore throat and an even more dilated teen boy cunt. 

Now all this time later in Australia in his home that he shared with Dag Long, he was thinking about this. He had had just finished telling them all about his being prepared for his devirginizing. He said ‘ I was told by the old bloke ‘Toby I am going to be rough with you ‘ before he prepared me with his mouth.’

‘Dag stuck his tongue inside my arsehole and ate me out, nibbling, licking and chewing on my secret place. Then he stuck several of his big fat fingers inside me, after he squirted lube inside me hole, to get me ready to received his prick. My arse was all puffed up.’ 

The 6 of them listened to him as their curiosity and excitement grew and he said ‘I mean I can tell you lots all of what happen after that, but only if you want me to of course?’

‘Yeah come on quit teasing Toby’ was the shouted drunken response.
 
Toby demonstrated how he was placed in an arm chair and his legs were spread wide, so that they were hung over each arm of the chair, leaving him fully exposed. At the time his man worked him over and he could see himself in a big mirror opposite. As he disclosed this he felt that now his shorts were too tight so he said ‘sod this let me show you what I really mean lads.’

With that he stood up and removed all of his clothes, adopting the same position as he did that night so that his fat arse was hung right on the edge of the chair. He then proceeded to play with his slack arsehole covered with straight dark man cunt hairs, and he said in calm measure voice, ‘Ryder cuzz, fetch me my lube and a couple of dildos from my bedside cabinet will yer.’

His cousin raced off and came back with four different sized dildo, each one larger the other, saying red faced ‘ergh cuzz I was not sure which ones to bring you, so I brought you these 4.’

‘Is this ok?’

‘Good Choice Ryder.’

‘Yeah excellent choice Ryder’ his twin brothers said smirking at him feeling the love between them all, even though he was racist bell end. 

All 6 of them proceeded to watch as an at ease Toby. who got off on showing himself off to all and sundry demonstrated how his boyfriend had prepared him for his anal deflowering. He stuck 3 fingers inside himself and vigorously fingered his arse hole which was puffy and slightly dilated as he had been deep plowed by his man, just before he met his cousins in the pub.

These were soon followed by the  8, 10, 12 and 13 inch dildos one after the other and they were all tossed on the floor as he finished with them except the last one. As he did this, he giggled, as he look at all of their faces, then smirked and licked his lips suggestively, as he noted their identical hard on’s were panted all worked up and sweaty.

‘Ere lads, there was large mirror in the room, and I looked at my refection and I swear did not recognise myself. I looked total wrecked and let me tell you as my hair was wet with sweat, and it was plastered to my head like this’ and he demonstrated this with huge grin that covered his face.

‘Yes mate, I was sweaty and I felt my man hole was being opened wider, with about 3 dildos and the biggest one which vibrated inside me hole, and they were used on me as my Dag has fair collection, much more than this lot.’

‘Also at the time he was dildoing my virgin arsehole with smaller dildo’s than all of these big fuckers, but a 7 inch vibrating one was used, all the time and like now my prick was rock hard.’ 

‘I bet it was’ Blade said staring at him in awe as his eye were fix firmly on his cousin 9 inch prick which was far bigger than his 7 inches. 

Then he asked his mouth opened as he ran his tongue over dry lips, ‘ergh well Toby you did say that Dag’s cock is 10 inches, so have you had any bigger dicks inside you then?’ 

Toby nodded and said ‘yeah a fair few the biggest was 13 inches and the bloke was rough, but not too bad. I also had 4 blokes sat the same time tow at time double shafting my by then experience arse cunt hole.’

Then he hesitated and almost shuddered, and said in bit of subdued tone, ‘but another bloke who was 12 inches, and the first time together we had a great time and fucked like crazy, in Dag’s home with his being there. I now it was bloody amazing doing that with no drama from my bloke, who was alright me having it off with another fella, who looked a bit like him.’

‘But he was bigger in all areas, but the second time with him, that big dick cunt, well he turned out to be a savage bastard and yeah that’s the truth of the matter so that’s that then.’ Although his face remained passive Ryder and Levi caught his tone change and looked at each other. 

Toby in turn, not wanting to be bring down the mood, caught himself and grinned ruefully and got back on track. He shrugged his broad shoulders, and continued ‘well back to me first time and I closed my eyes, and after pulling the 7 inches buzzing dildo out of my hole, my eyes were closed.’

‘I heard a slicking noise and though argh the old git’s re greasing up another dildo and I felt something warm and thick slipping into me. I put my hand out and felt down, only to find that the bleeding sod’s big fat prick was 3 inches inside me arsehole and much bigger than the dildo.’

‘But truth be told, I was bit disgusted and tense what with him being a man and all and I not gay. So I told him to ‘Dag take your prick, out of me hole will yer mate.’

‘Fuck cuzz what did he do when you asked the big fella to do that then?’

Toby grinned and plunged the 13 inches dildo fully inside him and groaned ‘well lads I give him that, and the old man was respectful and did as I asked and came right of my hole. He pulled me up close and kissed me so that my head was spinning and as he did so he was squeezing me big bum and started to fingered me boy snatch, which was wet with lube.’

‘Him just doing that, was making me all hot and bothered.’

‘I was told ‘nice lad open your boy cunt for me’ and the big un, soon turn me round and bent me over the chair and re positioned his dick head at the entrance of my loose arsehole. He lent over me close like so that I felt his hairy chest on my sweaty back and straightaway, wrapped one of his thick meaty muscle arms around me and started to pushed himself back inside me.’ 

‘I leant back and was suckling his neck teasing him, as his beard tickled me again and he returned the favour making me so hot. He ordered me to ‘push out your hole lad’ and this time he was full length inside me and was soon rubbing his pubes against my fat bubble butt and it felt ok.’

‘Dag managed to cock walked me back to his bedroom room and once there he started fucking my tight boy hole for a long while, loosening me up . Much later on he told me afterwards that it felt like was pure heaven fucking me in my virgin teen  arse and taking my arse virginity, like he dreamt and fantasised about for ages.’

‘All I can say lads after my earlier penetration, this time the big man, was slowly grinding and thrusting his prick into my virgin boy hole, which was a complete turn on. The look on my face said it all, in that I could not quite believe another guy and older rough geezer at that, was screwing me like a bird, and I was muttering pure gibberish as he screwed into me.’ 

Toby looked at all of their faces and grinned as he empathised the next part, wanting to see if they were actually interested or were they going to kick off like Jack did when he told him all about his money making venture.

Jack had literally beg him to tell him how come he was ‘making all of this money’, only to be told that he would not be able to do what he did to earn all of this cash. 

Jack had cried indignantly, ‘I can mate I can!’

To which Toby said he could not and with much toing and throwing, ‘he repeated this several times and finally said to him ‘look how desperate are you mate?’

‘Toby pal, I am desperate as I gonna lose my flat if I don’t make this and last month’s rent and my college fees. Mate how did you raised the cash you needed so quickly for your holiday?’ 

 Toby looked at him and said, ‘If I tell you, promise me you won’t make scene or tell anyone else?’ 

‘I definitely won’t pal’ Jack replied. 

‘I don’t believed you mate’ was Toby’s response, he knew that Jack was prone to be less than discreet and could be bit of loud mouth twat.’ So after some chat, and Jack begging him to let him  know how he raised the money for his boys holiday so quickly and was always flashing the cash around. 

That and he had a new car so he as well jealous.

So after Toby told him everything Jack went mad shouting ‘fuck no way am I ever going to do that.’

‘Are you fucking crazy me selling me boy arse virginity for some old dirty old man like you have, nah fuck off pal never!’

That with his cussing Toby and calling him some unsavoury names in Italian and English. This was so shameful and Toby soon got up and left the vicinity. and ran to Dag’s home. Only for Jack after he calm down he call him later and well you now how the story goes. See chapters 3 & 4.

So with all that said Toby with this lot staring at him, he told them the following: 

‘Boys my now boyfriend pushed me down on the bed and he started to plunge his 10 inch prick as far as he could into my slack opened arsehole passage. I felt my long legs being kicked apart and I was being taken, owned and dominated by this older bloke, who wanted me bad for ages like I said before.’

Dag screwed me bum for ages, as he laid fully on top of me crushing me with his big man bod. I could not breath and felt so exposed and like bird being screwed by me.’ He giggled and plunged the dildo in and out of his slack as fuck hole and it was making loud farting noises. 

‘Lads, Dag kicked my legs ever further apart and really gave it to me, so that I was crying and begging him not to stop. ‘I did not even know, it but I orgasmed twice and this lead to another soon one afterwards.’ 

‘What I did not know then until much later, was that my tight teen virgin boy pussy, was too much for horny old, Dag, who came almost straight way after he deflowered me. But I was none the wiser and he carried on plowing into me and I was squealing like bitch on heat, and this went on for ages.’ 

Eventually I asked him to get off me and straight away wanted to feel his prick inside me, I was desperate for him to do so and started moaning and carrying on hearing myself I was so shamed. But I want him back inside me so I climbed on top of him and rode his huge thick prick, and he pulled him towards him and was chewing on my neck marking me even more and sucking on my tits.‘

‘The pair of us were passionately making out like me and one of my birds always did, but this time it was me on the bottom, mashing my blokes lips against mine, and it was too much for the me and I came again splashing my load all over Dag’s hairy chest.’

‘As he did so, he was still screwing me even hard I heard myself wailing ohhhhhhhh fuckkkkkkkk!!!’

‘Then I said to myself surely I earned enough money now for  my lads holiday now aint I?’

‘Well did you’ Manase and Balun cried?

To Be Continue

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