Selling My Anal Virginity To My Neighbour

Toby woke up 12 hours later, being screwed steadily by a Big Burly Bearded Bloke Mr Long who was one of those big built Scandinavian types with flaming red hair and a full beard. His always serious looking facial expression was replace with a hang dog goofy smile. The man was insatiable for Toby’s ‘Teen Boy Cunt’ and was taking him like one of those Anal Sluts in the movies that he had watch with his pals. They marvelled how the women could take so much dick in all of their holes and still shout out for more.

Mr Long was like an animal with its prey mauling and over powering the younger man. “Kiss Me” he demanded, and he turn his mouth towards him, and was suckling his tongue as he held him close telling him that “he loved his boy and wanted them to spend some more time to together.” “Fat chance of that ever happening “ Toby said to himself as he was out of here as soon as, with his holiday cash and would never ever come back. As he thought this, the sensation of being pummelled out hitting his sweet spot, made him ejaculated again and he groaned.

Backing up somewhat the previous evening, at first all had seem relatively easy and Mr Long stated, “call me Dag all my friends do.” “Ok Mr Long I mean Dag” and they were making small talk. A few beers were consumed, and they were sitting opposite each other and Toby was like “this is alright” until he saw the swell of the older guys erection within his loose sweat pants. “Stand up son and show me the goods.” “What Goods” Toby asked looking confused. “Stand up and show me what I got to play with son, as the sooner we get started, the sooner you can leave with the cash in your pocket yeah?”

“Ok I guess so ” and he stood up not sure what to do next. “Pose a bit and flex your arms like you would at the gym” and he did. “Lift your shirt and show me a bit of yourself” and Toby treasure trail and his hairy chest was displayed. He threw a few compliments at him and he was beaming like a Cheshire Cat.  Mr Long stood up and his cock was tenting in his loose sweat pants. “Nice come here and give me a hug” and he did and felt the man rock hard dick against his stomach and he started to panic. “Calm down Son think of the holiday” and he started to touch him and, in the process, removed his T Shirt and shorts, and his hand was on the back of the boys head playing with his longish hair.

He pulled him in for a gentle kiss, whilst still holding his hair in one hand, smothering him with his beard, He start to hold him more firmly and started to touch him everywhere and the Toby felt violated and pulled back. “Can you stop doing that” he stated looking indignant. “Stop Doing What?” “Touching me like that.” “Why? “I dunno it don’t feel right.” “Look Toby if you want to leave do so now as  you have earned the first amount on the list.” “Perhaps you can asked your Dad for the rest of the cash for your LADS HOLIDAY” and he let go and moved away from him, secretly aching for him.

Toby knew his Dad was skint so gaining cash from him, was never going to happen. He blushed and stammered “its ok Mr Long ere Dag but go easy yeah.”  “I can’t promise you that” the man grinned and went back to work. He hugged him with his big hairy body and manoeuvred the boy step by step hugging him closely, into his bedroom. By now they were both naked and he laid him down on the bed and speaking quietly trying to control his passion said “You are good enough to eat “and he started to lick him all over tickling him with his beard “saying your one clean lad and bloody gorgeous” and inched his way up his long legs avoiding his feet for now that would come later and soon reached his crotch.  

Slavered his face all over the lads hairy nuts, which were covered with dense fur he cried, “Thank God you don’t shave down here” in-between sucking Toby’s nuts one at a time and then taking them both in his big mouth. The boy was moaning, and his dick was hardening and after giving him brief suck taking him right into his gullet, the man moved up his body not missing an inch. and planting slow sensual kisses. Thus making Toby shiver and then he reached his mouth again and this time there was no hesitation and almost a hunger back from him, which took Mr Long by surprise. For half an hour they swapped strong urgent man kisses and the boys long fit legs were spread up and back around Mr Long thick waist as he was quite a bit bigger than the Teenage Boy. His thick cock was press against Toby stomach and then moved down to lie against his hot hairy tight hole which clamped shut.

“Turnover” Mr Long ordered and moved all down Toby’s body the opposite way and after biting into his neck and shoulders, he kissed and licked every inch of him and found himself at the bottom of his hairy legs and his hands were squeezing and lightly spanking the boys butt so that his cheeks were turning a nice shade of red. He was laughing embarrass like at being spanked. In a flash he found Mr Long tongue in his asshole teasing his slit, and he was taken aback at the sudden change of events. His ass was in the man strong hands which molested his butt cheeks opening his moist centre and his face was buried inside him. Mr Longs beard was tickling Toby making his laugh. He looked back to see the man staring at him intently and he realised that there was no going back, so he turn his head back and placed it on the pillow and his body shuddered.

After a while he was order to the shower room and douched out a few times so that he was fully clean inside and out, and he could have died with embarrassment. “I need you clean when we fuck, as I don’t want any accidents,  as I am going to be rough with you” he warned. Toby had no idea what rough meant but soon found out. He was escorted into another larger bathroom and Mr Long prepared Toby with his mouth, fingers, and small dildo and then several larger ones which vibrated inside him.

There was an Armchair in the room and his legs were spread wide over each arm of the chair, leaving him fully exposed, whilst the man work him over and he could see himself in a big mirror opposite. He did not recognise himself with his hair plastered to his head , due to his perspiring so much, and his legs up and hooked under his arms and his face was red as beetroot whilst his man hole was being opened wider,  with bigger dildo which vibrated inside him and his cock was rock hard.

In a short while his eyes were closed, and he felt the dildo being removed and another one entering him and opening his eyes. However he was startled to find Mr Longs prick three inches inside him with seven more to go and he was instantly tense. “Breath and loosen up I won’t bite yet” the man laughed and inched another two inches inside him. “Take it out please, I beg you take it out” he moaned the prick was withdrawn and the man laughed at the boys relieved facial expression.  Pulling Toby up he hugged him and started to finger his ass which was loosen with two, then three fingers.  

“Nice Lad Open your Boy Cunt for me” and his lips were clamped to his and his thick rough man fingers were twisting a button inside Toby causing him to pant and squealed. Turning him round and removing his fingers, he position his dick head at the entrance of Toby’s moisten loosed hole and wrapping one arm around him, pushed in, and suckling his neck teasing him with his beard. He ordered him to “push out your hole” and this opened him right up and in minutes, he was soon rubbing his pubes against the Teenager Pert Bubble Butt. “Good Boy” he said, “now let’s go back to the bedroom” and he cock walked him back to his room and started fucking his tight boy hole and it felt like was pure heaven. The slow grinding and thrusting was a complete turn on and the look on Toby’s face, he could not quite believed it was priceless and he was muttering pure gibberish.

The stand fuck gave way to a lying down screw and with his legs kicked apart, there was not barriers to his being fully penetrated and in minutes he had orgasmed and this lead to another soon afterwards. Unknow to Tony his sweat tight Virgin Boy Cunt was too much for Mr Long who came almost straight way but carried on plowing into the boy making him squeal. This went on for ages and Toby was wondering “what next” before being ordered to ride the man, so that he could see his face and he pulled him towards him and was chewing on his neck and marking him and was soon passionately mashing his lips against his and it was too much for the young guy.

Surely, he had earned enough money by now to go on his trip, he thought to himself and he was gripped hard and thrust up into and pulled down, so he was completely fully stuffed to the brim. “Fuck That’s Enough” he shouted and ejaculated all over the man’s stomach. “Get down and clean it up.” “What?” “I said Fucking Get Down And Clean Your Mess Up” and Toby’s face was gripped, and he knew this guy meant business, so he hopped off his prick and got down on his knees and making a face licked the cum off Mr Longs hairy stomach “Eat all of your Cum Mess and swallow it.”

“Now suck my dick and clean it up as well.” “No!” “Ok” he slapped him hard across the face twice making Toby face sting. It wasn’t to hard as he did not want to damage him. “Do It Boy NOW” and frighten he opened his mouth and cleaned the large dripping dick off making a face. “Cheer up, it’s your ass juices you are tasting” Mr Long chuckled and smiling, he pulled him in for another long lingering kiss and his beard was rubbing against Toby smooth Teen Face. “Suck me off again” he demanded holding his face hard and after a few tender licks and pulling a face, he was slapped and order to “Open your mouth and suck me properly, come on open up boy” he barked.

Holding his hair lightly, he pulled his head down on his thick pole saying, “Boy Open Your Sweet Mouth Wider” and holding his hair more firmly, he forced himself down his tight throat.  Toby chocked and coughed and nearly threw up his dinner. “Come on a cleaver young lad like you can overcome anything ,think of your holiday fund and all of the Hot Birds that you will be pulling with your mate Eric and the other lads whilst you sink you Teen Prick into their hot pussies.” This was trigger as he did a better job smiling at the thought planted into his head starting to deep throat him and off his pole, started suckling the man ginger sour smelling nuts.

Mr Long slapped his face with his big length and drunk on his power over the naïve lad, he put him out of his misery as he could see he was getting tired and his smile was waning. He came all over his face and hair ordering him to “Open Your Mouth ‘Teen Slut’ and suck me clean” and Toby  did almost crying with shame of it causing the man to stayed hard and order him to do it again. Half an hour later he coaxed another full load out of the huge rock hard prick and this time it was spat directly into his gullet making him choke, and afterwards, they kissed sharing the fresh load.

“Listen Boy, stay with me all night and I will give you whatever you want, but you have a ‘Pussy Pot’ between your legs, and I want you, to stay with me, what do you say?” Part of Toby want to say, “Do One,” but the other part of him said, “You have come this far, and I might as well stay and make a shed load more money so that I can have a really good time.” “Yes, I’ll Stay.” “Great Ok, but I have  to warn you, that I am going to be really rough from now, so do you think you will be able to handle this?”

“Yes” he nodded feeling confident he could handle Mr Dag Long, screwing him, as he had done so already, hadn’t he and he was sure that he had made enough to have pay for the holiday and then enough left over to buy couple of outfits and to take Mandy or her sister Sandy for a good night out. He reckoned that maybe he could get into their knickers later on and would use a few tricks to pleasure them both, that he had been taught tonight by this big guy who had made him cum a number of times which surprised him somewhat.

However, that was a few hours ago before he was thrown all over the bed and taken in multiple positions. His worst being on all fours with his hair gripped in one of the man meaty rough hands and his shoulders being right pulled back and he was slammed into full length, feeling every inch of his 10 inch dick plunging in and out of him.  Toby felt extremely helpless, with Mr Long pulling his hair ,so that it nearly came out of his head, then pushing him down and clamping his hand over his mouth and nose almost cutting his airway off, and only releasing him when he nearly passed out. He removed his hand for few minutes before clamped his hand over the boys mouth really slamming into him as hard as his could, and he was giving him a rough all night fuck, so that young Toby was soon begging him to stop, as he realised that he was seriously out of his depth.

“Ok” the man said but not stopping at all and continued pummelling him out and came inside him, thanking him for being such a ‘handsome beautiful brave young man’ and that he was sorry for treating him so roughly. Toby could not stop smiling with his ego flatted as he never thought of himself as being good looking as he thought he was rather plain compare to some of his mates. Not in this big beefy blokes eyes. Mr Long rolled off him and pulled him towards him close, cuddling him and gripped his stiff cock telling him “What a big lad he was and how he would make all of the females fall for his charms.

Before the man knew it, Toby with all of his strength he was a strong lad, had pulled Mr Long on top of him and spread his legs and guided him  back inside him and sighed erotically and they fucked for hours and he experience his first Anal Orgasm, making the man laugh at his scared expression until he informed him “you have reach the ultimate son, you just had your first ‘Male Anal Orgasm; Good Lad you must really enjoy getting your Boy Cunt Cored Out Right?” “Yeah I Must Do” the exhausted Teen replied overwhelms by this whole experience.

Several Orgasms later, Toby was still on  back pulling the man as deep as he could into his ‘Boy Cunt’, and he was frighten of his need to be controlled and dominated by the older man, whose red full bread tickled him making him tremble, especially as he ate his Asshole out periodically throughout  the whole sex session making him Cum uncontrollably. The Teen loved being eaten out, and that was his second best thing after the big guy shoot off inside him, so that he felt every load swishing away inside him as the Mr Long keep throwing compliments at him which flatted his ego. The worst thing was the extra hard thrust which hurt when he went too deep ,and he also hated sucking him off cleaning him so that his cock and helmet shone.

“I’m tired” Toby stated around 4am as they had been fucking for over 6 hours “can I sleep here please tonight” he said yawning? “Yes definitely, but I can’t promised to keep my hands off you.” “Sure” he shrugged sleepily and turn on his side and was entered again and he fell fast asleep exhausted. He was stroked and out of and then after he ejaculated inside the boys warm worn out asshole, Mr Long slid down the bed and fletched his cum out of young Toby’s now gaping warm pliable asshole. He took his time enthralled by his firm young body and then entered him slowly, again as not to wake him and was kissing his sleeping face and mouth. He lasted a short will and came, and he fell asleep inside him still spurting inside his boy.

Mr Long did not want to waste a moment, and upon waking up to go for a piss, 2 hours later he return to bed and start plunging deep into the boys tender rectum. The boy slept right through this and two hours later waking up groggy. He was being given tender kisses by the man, who knew his time with him would be over in a short while, so he continued to maul him and over power the young teenage. “Kiss Me Boy” the man demanded, and he turn his mouth to him. “Kiss me with  more Passion God Dammit, you’re going soon, and I won’t see your again I know it.”

He held him close telling him that he “Loved’ him, and he wanted them to spend some more time to together, knowing he was talking crap as what 19 Year Old Teenager Boy would stay with a man of his age. So he slowed right down and make tender love to his boy and after he came again twice at 11am they got up and Toby had a quick wash whilst Mr Long showered and he gave him more that the agreed amount as he was worth every God Damn Penny and made him feel special.

“Thanks ‘Young Un’, you are much better than the others” he gushed and hugging Toby and fingering his hole, he gave him a long passionate kiss and said “go out the back and slip down the back alley, as the trees will shade you and enjoy your lads holiday, have great time you bloody deserve it making me so happy and satisfied lucky girls who get to go with you he gushed” and he went to let him out. No chance he pulled him back in and molesting his moist sweaty loosen hole ass, fingering his ass hole and removed his fingers and sucked them into his mouth and pulling the Boys shorts down, ate his ass out for half an hour making him cum again before he finally left.

Mr Long sighed, was sad and rang Eric and said “thanks a lot Eric, your pal was hot and I want to see him again, but I know there no chance of that, so enjoy your holiday and say hi to the others for me”  and he went back to bed and tossed off thinking about fucking young sweet Toby again with the brown curls as hard as he could within his hot suckling ass snatch. He was not lying the Boy was something special and he just did not know it and he was totally infatuated with him!

Exhausted staggering down the street like he was drunk, Toby got home and ran into his Dad who had popped home, to gain an item that he had forgotten. “Are you alright son, you look Fucked, did you have a good night?” “Yeah Dad I’m shagged, I’m going to get my head down for a bit as I’m a bit unwell.” Concerned his father took his temperature and hugged him and smelled a strong smell of spunk on him and noticed that his hair was matted with it, where Mr Long had spunked all over his face and hair, and within his mouth and throat several times.

“Looks like you had a wild night son?” his Dad stated remembering his sons prick tenting the sheets yesterday and his running to his study and cracking one out all over the wall, stifling his moans. His  cock grew hard and he was rubbing himself closer on Toby firm young sex smelling sweaty teen body before he came to his senses and move away sharply. “Go to bed son and get some sleep” and he let. Toby thought to himself, “did Dad have a hard on” and being too tired to think, as he really was fucked, he went to bed and slept right through to the next evening.

A month later Toby was on his Lads holidays and was just getting nicely pissed, when Eric pulled him aside and said, “so you decided to let Mr Dag Long take your Anal Cherry.”” Yes,” he blushed, and the other guys were messing about with some girls. “How was it?” “Not too bad” he lied. “No to tell the truth, mate, it was fucking hard and that man is like machine gun, no bloody stopping him, I was fucked mate and it took me week to get over it, my old man was worried.”

“Let me tell you, Eric, he fuck me for 12 hours nonstop even whilst I was sleeping and I had to suck him off loads and he came in my mouth and throat and over my face lot of times and ate me out and sucked his cum straight out of my Butt Hole Jesus.” “Saying that  though, I did have an ‘Anal Orgasm’ and fuck that was intense  I never felt anything like it.” “He did not want me to leave and ate me out at the back door, I could hardly wank him and it a short distance as you know.”

“It’s great isn’t it?” Eric cried. “What how do you know?” “How do you think I got all of this money dumbass I’ve been having sex with loads of men in the area, why do you think I am so flushed remember my gym job pays peanuts.” “You Fucker” Toby laughed then he said “Mate do you think you could sort my Old Man out, as I Swear he was looking at my cock one morning and when he hugs me after I got home that morning he was smelling my hard which was full of Jizz and he got hard, I don’t want to have sex with him though, as that would be too weird.”

“No Problem, I’ll get Carl straight on to it as soon as.” “I really like your Old Man Melvin and he deserves a good Boy Fuck actually I might do it myself”. Toby punched him and said no way not my old das that would be too weird.” “I dunno, anyhow, I am not sure what you have done to Old Mr Long as he can’t stop talking about you, he is fucking infatuated with you and when I offered to send him one of the other lads he said no I want young Toby back he gets me and his sweet Teen Cunt it too  much.”

“Yeah Really?” Toby was beaming. “Yeah in fact he said he would pay you more to have another night or longer period with you a whole weekend, what do you reckon ?????”

The End