Selling My Anal Virginity To My Neighbour

by Gazzaq

29 Jun 2021 5786 readers Score 8.9 (33 votes) PDF Mobi ePub Txt


Remember Toby 19 who needed to raises cash fast for a 2 Week Lads Holiday to Malaga? As at the time, out of his group, he was only one had not come up with the money. Eric his Best Pal suggested he sells his ‘Anal Virginity’ to Mr Long one of their neighbours down the road. However naturally he was reluctant to do so, but in the end did, and ended up have a fantastic time on his Hols, after being Taken in the Ass.

Toby was 6ft, slim with long lean arms and legs and had peaches and cream skin. His skin glowed and he had full kissable lips and deep blue eyes and a square face with thick wavy dark brown hair which badly needed a cut. He was good shape as he played lot of sports and  his stomach was tight and his body was cover with fur in all the right places. “  

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 replaced 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.

Toby remembered Mr Long was like an animal with its prey, mauling and over powering the younger man. “Demanding “Kiss Me” and was instantly smitten with him and spent an exhausting night with him. A day later Eric said to him “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 only want young Toby back, as he gets me and his Sweet Teen Cunt is… and he was gushing away for ages.” “Really?” Toby was beaming hearing this. “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?”

Well a few weeks later Toby did indeed spend that weekend with him and then a went away for week and came back covered with love bites and a dilated Teen Boy Cunt. After his first encounter Toby’s Dad Melvin had discovered his Son exhausted staggering down the street like he was drunk and put him to bed.

However as he hugged him he could 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 multiple times. “Looks Like You Had A Wild Night Son?” “Yeah Dad you could say that” Toby mumbled.

The Day before Toby’s Dad recalled seeing him his Sons Prick tenting his bed sheets, which was as result of his having a Fantasy about being Screwed By Mr Long and he had Cum loads. He said to himself at the time, “I would not let any Bloke let alone that Geezer Fuck My Ass” and he fell asleep, only to dream about the Man causing him to have stonking erection.

His Dad at the time seeing his Sons in this state ran into his study and cracking one out all over the wall, stifling his moans. That was yesterday, now he had put him to bed, his  cock grew hard and he was lying on the bed, rubbing himself closer onto Toby firm young sex smelling sweaty Teen Body, before he came to his senses and move away sharply.

He was ashamed of being tempted to Molest and Suck Off his Teen Son and now he found him in this state his Dick was Rock Hard. He thought Toby was asleep, but he wasn’t. Anyhow Toby told Eric about this and his Pal stated, “Well 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 Dad. As That Would Be Too Weird.”

Well as soon as they came back from their Malaga Lads Holiday, Eric knew Toby and the rest of his Family were out for an overnight stay at his Grand Parents who did not get on with Melvin, so he stayed at home. Well of course, Eric was straight round the house. He dropped hints regarding  Toby’s Night with Mr Long, saying the Man was smitten with him.

Know what response he would get, he describe in detail their Sexcapades. Melvin was shocked, but his Dick was rock hard imaging his Teen Son Getting Fucked in the Ass. Recalling the strong smell of spunk and seeing his matted hair and the way his voice was hoarse after his throat obviously been used like a Pussy, as his Breath reeked of Fresh Man Cum.

Eric flatter Melvin with compliments and was soon letting him screw him in both of his Teen Holes and drove this Mates Dad, wild with desire and longing. He was imaging screwing his Toby Hot Holes as well and cried out his name loads of times. Eric grinning knowing what seed he had planted in his Best Pals Dads head about his Ass Hoe Son.

So Several Months later Toby ran into one of his College Mates Jack in the Local Park. Well he was more of an acquaintance who was having money problems. He had just moved into a flat and was flat broke as he needed the money for his rent. He was shaken as the Landlord had sent his heavies  round to demand that he get the cash or he was out in 5 days’ time and they were downright nasty.

“Fuck Toby what am I going to do” he said, “As I don’t have any money, I can’t move back in with My Parents, I Just Cant.” He and his Father did not get on and clashed being so similar, so he left as soon as he was able. He put his head in his hands. Jack had a similar build to Toby and was also 19 6ft, with slim with long lean arms and legs, but was slightly darker skinned due to his Italian Heritage.

He had fatter kissable lips, green eyes, and an even square face. His thick Black hair needed a cut.  He was good shape as he played lot of sports and his stomach was tighter then Toby’s, as he worked out bit, and his body was cover with fur in all the right places. He would never shave it off he declared ,even though his last girlfriend complained about it all of the time, so he dumped her.

What’s with that he wondered scratching his Sweaty Nuts which were covered with wiry black fur.  Like a lot of Active Sporty Teens, he had this distinctive sweaty smell which was like an Aphrodisiac to Men like Mr Long aforementioned. He was wearing his usual tight tracksuit bottoms and a white T shirt which showed off his tone physique, which was not over bulked more natural like.

Toby said, “look how desperate are you, as I was in the same situation earlier this year when I need to raise cash for my Holiday.” “Mate you can’t, compare that to this,” Jack cried indignantly. “I Can Mate I Can.” He repeated “Look how desperate are you?” “Mate I am desperate, how did you raised the Cash you needed so quickly.” Toby looked at him and said, “If I tell you, promise me you wont make scene or tell anyone else?”

“I Won’t” he replied. “I don’t believed you” 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 his  know how he raised the Money he sighed. “Ok I will tell you but I am going to record this as evidence as I know you.” “Sure Whatever” Jack said half listening and eager to make some easy cash.

So Toby took long drawn out breathe and told him everything. “FUCK NO WAY AM I EVER DOING THAT’S NEVER GOING TO HAPPEN ARE YOU BLOODY CRAZY!” Jack shouted indignantly calling Toby some unsavoury names in Italian. The rest of the people in the vicinity looked at them, and Toby blushed deeply embarrassed somewhat, and got up said “No Problem, You Loss.”

As he walked out and his phone was still recording. He said to himself” What An Idiot I Am To Tell That Dick Head My Business” he panicked and not knowing what to do, he ran to Mr Long’s House and told him in panic what had happened. “Don’t Worry, he won’t say anything.”

“Just remember what you were like” he said. As he said this his hand were all over the Hot Teen, and before Toby knew it he was being Pounded out extra rough and deep, forgetting his worries and Orgasming nonstop. They were so loud that, he did not hear his phone ringing and it was only after a few hours had passed, that he saw the 6 text messages and 3 voice mails that was left for him.

His heart sank when he realised it was Jack, and he was going to delete them. “Hey What’s Up?” Mr Long asked seeing his Young Lovers panicked adorable face. “Give It Here” and he open and read the messages and listen to the voice mail. “You better listen” he said and it was Jack apologising for being a ‘Dick’ and that could they meet as he was an Idiot etc.

Mr Long said, “give him another chance ok?” “Fair enough I need to speak to Eric to see if he can point me out in the right direction. “I think I could help you with this problem,” he said, “As I think I know someone who could help your Friend, have you got a picture of this Guy Jack?”

Toby found a recent Video of him, Jack and the other lads larking about looking totally Fuckable, resulting in making his Lover Cock even stiffer. “Is that him” he said trying to hide his excitement. “Yeah Why” said Toby feeling a bit miffed seeing the Man excited face.  “Hey, Toby, you’re the one for me,” he stated in all seriousness.

He Knew at that point though, that this was only going to last for short while before Toby stop coming round, after all he was as the same age as his father Melvin. He was correct in that assumption, though as after another 2 years they stop meeting when they both met other partners.

Dag, which was Mr Longs name, thought to himself “I wonder if My Old Pal Kenny Bigg-Cock  would be interested, as I know that he is always looking at Toby when he pops over.” He said to Toby “listen I call you later go and speak to you Pal.”

Toby smiled gratefully, getting in his knees, and sucking and tonguing the Man ginger sour smelling nuts. Then Deep throating his 10 Inch Cock, which was covered with his Ass Mucus and Cum. Within short time received another potent load in his Teen Throat. “Just Like The First Time” the Man declared.

Toby left and popped in his house. He bumped into his Father who could smell his Cum breath, and stated “Hey Son, been at Mr Longs House Again?” “Yes Dad” he said as he and his Dad had spoke about the situation. This was after Melvin admitted his having sex with Eric, which he felt guilty about.

“Don’t Sweat Dad as I know what that Eric is great in Bed, as we had Sex whilst on Holiday, and he certainly put me through my paces, I was bloody exhausted” “ He also had a number of the Older Guys in the Hotel 10 of them, and I watch him, and he is good, draining  them of their Cum. “Melvin moaned imaging Toby and Eric having Sex. Toby said, “Don’t tell Mum though, as I won’t.”

Melvin was feeling extra, horny so he hugged his Son and planted kiss on his lips and tasted the remnants of Mr Longs Cum, which did not taste to bad. Before he knew with his hands were in Toby shorts and he was fingering his Cummy Asshole, popping three fingers into his Sons Teen Snatch. “Fuck Son You Are So Wet And Ready For This This,” he moaned and fingered him some more.

He shucked his shorts down, so were around his ankles and his 9 Inches Dick was ready and waiting to enter his Teen Sons Cunt. He turned him round and popped his Dick in Balls Deep and Toby was taken by surprise and was sorely tempted to let his old man screw him for a while and drop a load inside him. 

But he decided that was bit too weird, so he push his out of him, and said instead, “Dad sorry I cant I got to go, as I am late to meet My Pal Jack.” “Let’s catch up another time “and Melvin horned up and disappointed said “Sure” and moved away frustrated. Toby felt for him, and said “Dad another time Yeah, as I got some business to sort out.”

He thought to himself, like Eric “I could make some extra cash myself out of this, though not much as I Am Not A Pimp.” He took a quick shower and looking in on his Dad, who was Wanking Off moaning his name and Eric's, and he walked in sucked him off for bit and hearing the door banging downstairs, said loudly “See You Later Dad, Mums just come in” and he left grinning at his Dads started face as he jumped up of the bed.

He left making his way to Jacks Flat and they had a beer. Jack  he apologised nonstop. “Sorry Toby, it’s my stupid mouth and temper which I get from Fathers side of the family.” “We just speak before we think and it gets us in trouble.” “Tell me what I need to do” and Toby ran though it step by step and Jack’s stomach was rolling over in fright. “I don’t think I can do everything” he said.

“You can and you will, and the more you do the more cash you can make.” “Then you will have  some left over to take your Girl or Girls Out.” “And maybe you can come away with Me and the Lads, in few months’ time as we are off again to Spain again.” Hearing this Jacks mind was made up as he wanted to hang out with Toby and his Pals as they were fun bunch and truth be told he was a bit lonely.

Toby said, “Let’s get started, get you kit off and let me see what the Man will see, when he see you naked for the first time.” Jack stripped off sell consciously and Toby whistled, “Wow Nice Body Jack as you have a great definition.” He was speaking to him like Mr Long did to him when he was naked that very first time. He recalled seeing the Lust in the man eyes like he was going to eat him.

Jack asked him, “You Aint Gay Are You Toby?” “Mate I dunno, as all I know is that before I have sex with Mr Long, I was not inclined to have sex with Bloke, and now I can get fucked in all sorts of Positions and suck his 10 Inch Dick.” “Earlier today he fucked me loads and came in my mouth and throat, and now I am here with you.”

“My Advice, Don’t over think it, as you have got hot body and you will turn this Bloke on, so use it get the Cash and have good time in the process.” “Trust I went in to it with no idea what to expect and look at me you might not approve of my methods, but there’s Fuck all that I can do about it Now.”

Jack thought it over and said quietly “Yeah Ok.” So Toby called Dag Long and he said that he had spoken to Mr Kenny Bigg-Cock his Neighbour, and he was interested. “He is tough and I am not sure if you Pal can take him, as he is Bigger than me and had gone without Sex for long while.”

“He nearly combusted looking at Jacks Picture as he love Young Fit Italians.”  “Great a match made in heaven then,” Toby joked and they arranged to go round the next day. He hung up the phone and said to Jack, “Ok Your On.”

So the next day and Jack and he met round Mr Longs House and Jack was impressed. Mr Bigg-Cock had not arrived yet as he was running late. He kept on looking at Toby’s Lover and glanced at his crotch which was semi erect and he shuddered.

He was hugged and molested fully with the older beefy built older Red Headed Mans, hands squeezing and touching him intimately making him feel uncomfortable, which was even more of turn on. “Yes, Kenny  Bigg-Cock is going to love you.” “You are Anal Virgin Correct?” “What’s That” Jack asked?

Mr Long replied being direct, “Jack You Have Not Let A Guy Stick His Dick In Your Ass Have You.” He stammered in response “No Sir, Mr Long I am a ANAL VIRGIN” Jack mumble and blushed perspiring. “Don’t Worry,” he said, “Just try to relax, As I know My Neighbour will be smitten with you.” He saw Toby grinning at him as he fished the Man large Dick out and start to suck him off.

Jack was taken aback looking at the Size of Mr Longs 10 Inch Fat Dick ,which was had steam coming off it, with his Pals spittle as he slapped it against his grinning face. “See Its Easy” Toby said taking him down his gullet and coming off him. Jack squeak “I don’t know if I can do this!” “How much rent debt do you owe” Mr Long said gently? Jack said the exact amount.

“Well for that, I suggest you relaxed and think about earning the Cash,” isn’t that right Toby? “Yes” he said as he came off sucking the Man large dick and moved to his large furry ball bags covered with wiry red hairs. “Jack get over here and help me deal with these,” he ordered.

Jack hesitated and drop to his knees and tentatively suck his tongue out and contacted the Mr Longs Sweaty Hairy Red Fur Covered Bollock. He made a face they both laughed and Toby started to spank him. At the same time, Dag was recorded it to show him later which he had a good old laugh about it the next time they met.

“Lighten Up Mate, you aint even got started look have another beer.” Jack took it gratefully and  glugged it down and sat back and watch his Pal suck off his Older Lover, teasing and suckling the Large Cock Head. He kissed Jack so they were swapping tongues leaving a strange taste in his mouth.

The Pre Cum was flowing out of Mr Long’s Large Cock Slit and Toby said, “Lick it all up, as it tastes ok.” It didn’t but the desperate Teen thought of the money  and wondered what he would have to do next. Soon enough he popped his mouth over the large head and took an couple of inches in his mouth.

“Not Bad” he thought, “THIS IS EASY.” That was until his head was gripped and he had a few more inches hitting the back of his throat. He choked and came off the man’s Dick and was gasping. “Shit This Is Too Much” he cried. “It’s Nothing Boy,” Mr Long said giving him hard slap across the face. “Get used to it, as my Pal is far tougher than me.2

“Stand Up” and he gave him some more beer and sought his fat lips and touched him some more, so that the Boys head was spinning.  “Ok Toby” he said checking he was not put out.  Toby smiled and said, “Enjoy. Jack Mate you are lucky, as I had no practice and was a complete novice when this Guy had me before my holiday.”

Seeing his pals frighten face, he said, “Come Here” and said to Mr Long “Wait let me speak to him for a bit” and he did. Jack calm down and said shakily ok. “Look you are in control, you need the cash you got the goods and try to enjoy this ok.” “Ok” he sniffed and thought “If I can stand up to my Father I can do this.”

“Fuck” he thought and said shyly “Can I have another go before the other Guy gets here if that’s ok?” “Sure Thing” Toby said and he went into the living room and drop to his knees and starting to suck and take the Man Dick as deep as he could managed into his throat.

He licked up and down the pole, slurping and nipping him as he throbbed and started edge down as far as he could go. Now Jack had practice on Cucumber that he had in his fridge the previous evening and manage to get at least 7 inches inside him. So thinking about that, he was able to relax and gulp the man down into his oesophagus for short while, as his face turned crimson.

“Damn you good, come over here Toby and help you Pal” and he did and pulled him off him. He replaced him and took all of his Man 10 inches easily, suckling the man’s hairy sour smelling nuts with his tongue which touched Jacks tongue.  A bolt of electric was felt between them. They did this for a while and came off the Man who was panting.

Mr Long said half heartily, “We should wait for Kenny to come first.” Toby replied, “Fuck then call him and find out when he is coming?” “He did and stated, “he will be here in an hour.” “Great so let’s give Jack his first experience of receiving Man Cum in his Gob”  and they resumed the Cock Sucking and Mr Long was caressing his thick black hair and Tony’s shaggy Brown Hair at the same time.

He felt good having these two Fit Teens, Servicing him, and was filming them taking turns to Suck his Thick Steamy Dick. Soon enough he could not hold back and said “I Am Gonna Blow” they redoubled they efforts, and he pushed them off and blasted a large load all over their Sweet Teen Faces.

He order Jack to open his mouth, and blasted 3 dollops of spunk into his mouth, and then did the same to Toby, and order them to clean him up and kiss. Jack was taken back but was told “Just Do It Mate.” Think of the cash, and that you will staying in your nice flat.” He did and it was filmed. “Nice one Jack you a natural my Neighbour will love you” he said and he was right.

They got cleaned up and used plenty of mouth waah and in a sort while looked presentable. The door bell went and Mr Long open the door and greeted his neighbour. Bringing him in, he introduce them, Kenny Bigg-Cock this is Jack.

Jack stood up shyly, blushed and shook the Man hand and was gripped firmly as he towered over him. “Damn Dag, My God this Guy is just what the Doctor Ordered” and he eyes ate Jack Up who shivered.

Like Mr Long, Mr Bigg-Cock was almost identical in every way except that he was even taller at 6ft 6n was built like Lumberjack and had Dark Blond Beard.  His Dick was 2 Inches Bigger at 12 Inches. His eyes twinkled with delight and his work Colleagues or Family would not have recognised the usual miserable bad tempered man with this Guy who wore a huge grin of his face.

“Thank You Dag and Toby.” “Jack I can’t wait to have sex with you, how much do you need again?” Jack said and was pleasantly surprised when he was told, “I’ll Double It, lets go to my home” and he said good bye and followed the Nervous Teen with Banging Body out if the house, and straight into his home next door.

His Eyes Were Eating The Teen Bubble Butt Right Up!!!

To Be Continued.