Fucking The Fitty From Across The Road

by Gazzaq

10 Oct 2022 778 readers Score 8.2 (7 votes) PDF Mobi ePub Txt


After Len first laid eyes on Benas who set his teen heart a flutter, a few days later, he called the man and they agreed to meet up for their first date. Stef had shown him what he needed to do and the teen felt that he was ready for the next step of losing his anal virginity to this man.

So later that evening, he met Benas in local pub in town, and arrived with butt plug wedged in his butthole, ready for his first ass fucking. He was a tad nervous, and physically shook when he saw the older man. Benas sensing this, bro hugged him and smiled and said “good to see you, you ok Len?”

Len replied his voice shaking “em I am bit nervous as this is my first date with bloke!”

“It’s mine to” Benas replied and I am nervous as well mate!”

With this stated, this calmed both of them down a little, but their stomachs were fill of butterflies. As they sat in the pub, which was half full, they could see that the other customers, were looking them as they talked and relaxed around each other. They were trying to work out what was going on with the two men who sat so close together totally absorbed with each other.

Len they knew fairly well as he was regular there. Benas was a stranger to them. The well built older dark haired eastern european man, sitting talking intimately with the slimmer much younger blond English lad, intrigued them all. “What’s going in with those two’s, how are they involved?”

 Len and Benas were deep in conversation and a couple of hours and good few beers later, some black haired thick as fuck idiot, egged on by his pals, age about 25 came drunkenly stumbling over. The man was 5ft 10 dressed in tight fitting dark grey tracksuit ,which clung to his muscular frame, which showed off his perfect fitty body, stood in front of them and said loudly so that everyone turned round to look at them.

“Oh Len mate, is this your dad with yer then?”

Len replied startled by just as loudly “fuck off mate yeah, this is my boyfriend so piss right off yeah!”

The man mouth opened and Len replied lowering his voice, being direct his intent clear, “yeah James mate! This is my bloke and he is gonna take my ass cherry, with his hot dad bod and big fat fucking knob, so do one yeah you stupid prick!”

Now James, who loved nothing nether than getting off with all the little over made up tarts who frequented the pub, was clearly taken aback by Len’s response. He was instantly flustered, his mouth opened widely, and did not know how to respond, back, as he thought he was joking at first.

However as he looked that the man face, he knew he was not. Len looked at him with hard no messing about stare, and he stated this, with such assurance and in a firm harsh voice tone, that James immediately back off.

Although James knew that Len was so much younger then him,  he had seen him handle himself with others in their social circle, and knew he was more that capable of handling himself. Also he  knew that Len’s older brother Tommy with his best mate Kevin were not to be messed around with. James knew that Kevin was bender poofter who took it up the arse, as he was always in the pub with his boyfriend, that big Romanian geezer Sorin was his name weren’t it?”

So he thought “it’s not worth the aggro!”

So instead, James blushed, feel his asshole go all moist, mumbled something, and turned and walked away. As he did so, his phat muscle buttocks, was straining the fitted tracksuit material, which  stretch tantalising tight, across his large rump. Both Len and Benas eyes were glued to this area and they said at the same time, “stupid dick head fool!”

“That bloke needs a big dick in his asshole, the cheeky twat!”

They both started to laugh and realising what he had said to James. and Len blushed and started squirming and was perspiring. Benas took his hand and said “So I’m your boyfriend then?” Len flushed and said assertively “yeah you my boyfriend, my first ever boyfriend” and looked into his eyes!”

As he said this, he felt the butt plug which was still wedged deep into his ass snatch, started to hurt a bit and he winced and wiggle about a bit.  Benas asked him “are you ok Len”  and he told him truthfully “no man, as I got a big old black butt plug in me bum mate!”

Benas roared with laughter and touching him intimately he said softly “come on lets go back to my room!” Len replied “nah lets got to hotel, as me grandads given me some cash, as he want my first time with you, to be in a safe place. No offence mate but I don’t know where you live and I want nice place to lose me ass cherry as you fuck me with you big prick mate!”

“No offence, taken and a very wise decision, as I might eat you alive if you come back to my place if we went back there.” The older man said with a grin, but truth be told, Benas was relieved as his room was very small and pokey, and he did not want his fellow house residents knowing his business as in their conservative eyes, he was a ‘heterosexual’ divorced family man.

Len said “I will meet you outside in few minutes, I need to go for a piss” and he went to use the toilet and was follow in by James, who could not get what he had been told out of his head. And he said “sorry about that comment Len. Mate are you really going let that old bloke do you in the bum?”

“Yeah I am and he got a huge dick 11 inches, he my first bloke. Pal you should try it sometime!”

“Nah mate I am not into blokes and me bums, strictly exit only!”

 “That a pity” Len replied.

James exclaimed “mate aren’t you scared its gonna hurt with his big 11 inch fat prick inside your bum hole like?” And he pulled a face and winched as he visualised the scenario.

Len said “Yeah of course, but I am prepared James, here come inside the stall with me” and once he shut the cubicle door, he pulled his trousers down and showed off his large butt plug, pulling it out and reinserting it several times with ease. This was done with smoothly, as he was well lube up, relaxed and loose.

“See mate I am ready to take me man’s big prick in my asshole like!”

“Fucking Hell Mate” James gasped shocked at seeing this straight younger bloke, who he had seen in the pubs and bars chatting up loads of birds, doing this right in front of him. He was lost for words, seeing the way that the large butt plug popped in and out of his mates ass hole so easily, leaving him gaping open widely.

Len said “see James mate, I’m open for business so hopefully my bloke won’t have any trouble getting inside me!”

“Fucking hell give me your number as I want to talk to you some more Len pal!”

“Why mate, are you interested in getting your ass cherry taken then?”

“Nah, Yeah, I dunno I might be!” James blushed bright red and started to sweat with this hidden admission, and he shrugged wiping his sopping forehead.

Len said softly “James, what mate, are bored of being the stud and want to be taken care of for a change?”

James said quietly “yeah something like that mate, is it ok if call you some time?”

And they looked at each other knowingly and hugged. Len said to himself “me and James are gonna have a good old talk soon” and he said “mate I am going to introduce you to me good pal Stef who is that Sorin best mate.” James had seen the bloke about and thought he was bit full of himself, with blond hair, tattoos, and fat muscle butt, which was bigger than his, so he was not impressed.”

Len seeing his face screw up said “James mare Stef is a right sort, anyhow I gotta go, catch you soon pal, wish me luck!”

Len left and met Benas outside the pub. As they started to walk to the hotel, Len was shaking. He had check into the Hotel earlier, so they went straight to their room, and once there he was unable to speak, as he was so nervous.

In his head he had been all cool and whatever about seeing this bloke, and now he was here he did not know what to do. With Stef it was so easy and he often had sex with him with his family being around, and a few times one on one. He did not have to think, just get his kit off, have his dick sucked, and then his young rock hard dripping stiffy, was guided into the blond guys hot buttery asshole.

Stef’s sucking over strong anal muscles, easily swallowed his 8 inches to the base. Quickly sucking his thick cum loads out of him, in no time. Len never lasted more than a few minutes before losing his loads, unlike his brother Tommy, his Father Nick, his Uncle Mick of his grandaddy George, which all lasted a lot longer, before losing their loads.

Now this was different re his being on the bottom, as Len knew he would be in this situation.

“Come here Len and let’s take it slow ok” and trembling he started to giggle with nerves and held on to the older bloke clumsily and was held firmly back. “It will be ok I am nervous as well as I have not have sex with man like this, and only have been with your friend Stef that time in the toilets.”

“He suck me good and his mouth is like silk, so soft and he take me better than any woman’s that I know. My ex-wife hated doing this to me, and with other woman’s no problem, but I am too big for them yes.” Len replied feeling a bit calmer, “fuck yeah, I bet you are too big for them with you big prick Benas love, ergh I mean pal!”

Len’s hand were unzipping Benas jeans and was busy grasping his fat penis which was sweeling up in his hot little hands. He looked up and said “jeez mate you are so big!” And he laughed to himself and he head was held firmly and his lips were covered by Benas firm lips and his facial hair felt strange and it tickled his face.

“Blimey that how my girlfriend must have felt went I had my beard” Len had recently shaved it off. He trembled and fell against the man hard lean body, and found his shirt being removed and he did the same, undoing the buttons clumsily. His cock was stiff, and he tugged the man jeans down and thin undies and the same was being done to him, as they mirrored was others moves.

They kicked their shoes off and now soon fully naked and looked at each other shyly and fell on the bed. There they lay silently on their sides, facing each other and looking as if to say “what now?” “This is weird innit?” Len said and Benas agreed, both use to being with women with their tits and wet pussy’s and long hair, with their makeup smearing the bed and their faces.

Now being in bed with another bloke, whose body although different, re their build, had the same dangly bits, and was nowhere as soft, as a females body with their soft curves.  Both of their erections were rubbing against each other. “Blimey” Len said to himself “I want this man badly, and I got to learn how to be with him like this.”

“I know me and Stef have had sex a lot but is a bit more special” and his instinctively started to touch the older man sensually and kissed him softly and then more firmly moulding his body to his man hairy body.

At the same time, Benas was a bit lost but his hands were all over young teen Lens firm back, and was caressing his head, as they kissed softly then more passionately. His mouth started to devour Lens, and his other large hand, reached down started and cupping the boys bubble buttocks, which were firm to touch.

His fingers made contact with the butt plug which was held in place with bit of duct tape and he laughed out loud. “What the hell” he giggle and Len blushed and said flushing crimson with embarrassment, “I had to do that Benas mate, as it kept on popping out, as I was bit too loose” and he groaned, and it was hurting him a bit.

“Come on Len let’s get this out of you  alright as it hurting you isn’t it?”

“Em yeah but I need to be open to take your big knob inside me virgin asshole” and he hesitated.

Benas said “Len I don’t have to penetrate you yet, and we can take our time ok?”

“Yes ok that’s ok”  Len replied a bit relieved. Thinking about it was fine but actually doing it being fucked in the ass for the first time was worrying him, as he so wanted to get it right. He was naturally worried that it would hurt him, as Benas cock was so big and fat and would stretch him out fully.

Len allowed Benas to remove the tape, and to tug gently at the butt plug, which he had to push out his ass muscles, and it eventually came out of him and as thankfully it was clean. Len had douched a least dozen times before he put it in and had eaten light as he was instructed to so by Stef. He was instantly all over Benas and thought they could do it on his back.

He loved screwing Stef that way, and the lost his first load with him like that. Although he had to say that he loved seeing his old grandad screwing muscle butt Stef from behind, as the way his fat old body possessed him, was a turn on and his older brother, dad and uncles all said the same as well.

So he placed himself underneath the man and said “I am ready. I know I could suck your dick and maybe you can do mine, but now I want you inside me Benas!” He nodded and was also nervous hoping that he could keep his hard on as this was so different than anything that he had experience before.

He said to himself, “am I gay being with this teen guy? Can I keep my hard on being with man, not a woman as he had always been since he was at high school?”  As he thought that, he lubed his prick and they got into position.

Len following Stef instruction, breathe deeply and push his hole out, as Benas place his large, long fingers inside him, and squirted more lube in the slightly gaping asshole. The fingers entered him easily and so they both thought the cock penetration would be just as easy.

So they proceeded and thing started off well with the large cock head penetrating Len’s opened lubed asshole fairly easily. But as Benas started to push forward, Len’s asshole started to tighten and three inches in, it started to hurt him bad. He winched and bit his lip and tried to ride through it, but it was too much and he cried, “Benas mate, can you stop pushing please mate!”

Benas did so straightaway and said “you ok Len lad as you are a bit tight mate?” Len replied trying to style it out and not to appear as a pussy “I think so” he replied in a shaky voice, and after short while he said “ok you can try again love” and Benas started to penetrate him a bit more.

But Len was in too much pain and said sorry Benas I can’t take you as you are too big, please take you prick out of me!”

The man did so withdrawing slowly and his prick popped out of Len asshole which made him feel relieved, but disappointed at the same time and he wanted to cry feeling like he had let the man down. “Hey, don’t be upset we can try another time, let’s just relax and have a beer from the mini bar to relax ok.”

Len cried “no I don’t want beer I want to be fucked by you Benas, and I just can’t do it, as I can’t take you and I feel like such a stupid idiot!” Benas replied firmly “hey, stop this right now. It’s not on and you are not an idiot silly” and he cuddled his younger lovers, trembling body and kissed his sad tears away.

Just then Len’s phone pinged and he pick it up and saw it was text from Stef asking “how it was all going?” It was as if the man had sixth sense that he was needed.  Len said “Benas, I gotta make a quick call” and he pulled his trousers and shirt on and left the room and rang Stef for the hotel lobby.

As soon as Stef heard his voice he asked him “what wrong mate?” Len told him becoming tearful and choked up, as he was upset and frustrated with himself. Stef said “Len stop it you will do it, as you have the ass for taking big dicks, just like me mate. Please try to relax your asshole and sit on top of Benas and go down slowly. Take your time and you will get there I swear ok mate!”

“Len, remember plenty of lube and ride you blokes big cock up and down slowly. Please dont worry, as I am telling you it will be ok!”

Len replied instantly calmed, “thanks Stef I will and you are a real mate. My grandad was so lucky to have met you and all of us as well!”

Then he went back into the room and cuddle and kissed Benas, and removed his clothes, and re lube his asshole and was fingered for long while. Then lined his ass and his man’s 11 inches up in perfect alinement and as Stef had suggested, sat down slowly on the man’s dick, and took his time.

This time he managed to get 4, 6, then 8 inches inside him, and rose up slowly made a face, grimaced, and breathed out slowly. Len’s young face was crimson with effort as he concentrated and sank his bubble butt ass pussy back down on the large girthy dick and repeated this for longest time. This time Len was far more relaxed and was pleased that the initial pain had subside and turned into pure pleasure.

Benas as he did so, big rough hands were caressing him, all over and he and he was sticking his tongue inside Lens soft mouth, and then chewing on his neck and firm man tits, biting, and sucking on them and went back to Lens neck, biting and chewing on his sweaty. Len was so turn on and trembled, as he in turn was sweating buckets, and managed to take the man full length inside him and could feel him inside his belly.

As he did so, he remember what Stef had told him about his first time and that he had said it “well for me it was not too bad” and he recalled his first time with Cary, re how gentle the older back man was with him See chapter 4. Stef after being fingered for a long while he looked at Cary and said “I am ready!”

He took his hand and pushed the man large fingers out of him and looked into the older man eyes and grasped the man fat black cock and placed the fat prick head into his ass hole.  Without ado he pushed back without being asked or told to and winched slightly and took the man’s cock head inside him.

“Take it easy we can go slow” Cary told him at the time, but Stef did not listen, just wanting to get this over with. So he ignored him and pushed back further, and groaned loudly and he felt the older black man’s leaning over and felt his hairy chest, on his back and he was saying “Stef take it easy ok?”

He cheered silently, when he felt the coarse public hairs, tickling his fat ass cheeks, saying to himself “Good he is fully in me, I have done it!”  And with that he was not wasting any time as he was moving his tight asshole back and forth, grinding himself on the older black man’s fat prick and Cary had fucked him for the whole night after that.

It was the same for his older brother Tommy best mate Kevin. He had told him, the day before, that he was considering giving up his anal virginity to Benas, and he was bit apprehensive like. He had been surprised a few months before that his brother bestie, who he assumed was straight like him, was now living with a man, Sorin who Stef best mate, a fellow Romanian.

Len had caught them fucking in one of the building sites early in morning and he watched them for a while, jerk off and was spotted and spunk off his load and scarpered off, blushing like crazy. Seeing Sorin owning his brother best mate, shocked and turned him on at the same time.

Anyhow when he told him what he was considering doing, Kevin told him that, when he was devirginized by Greek Pete the café owner.

“Len mate I was so surprised that my first time, being anal penetrated by a blokes prick, was so pleasurable.” He said at the time, he had stated this to Stef, who was being fucked in the same café room as he was by grandson Tommy and grandad George at the time.

Stef told him that in response to his question, “hey is this usually as easy, as I am hardly hurting at all, and I thought this would hurt a lot more being fucked in me bum hole!” Stef replied “yes Kevin, I think it does usually hurt, for any man’s first time being taking the dick within his asshole, as many that I have spoken to over the years, say it usually exit only!”

“But in my case with Cary, the old black gay man, it was not like this at all and I absolutely loved it, and ever since I crave the dick in my asshole all of the time and dream of doing this for ever!” Kevin grinned, relaxed, and said “thanks Stef” and turned to Pete and said “it must be you mate. Bloody hell I am glad it’s not you Tommy boy, as you would have been straight inside me with no hesitation!”

“Yes mate you would be banging out me tight virgin asshole. I have seen you doing to those rosebud sister that time and you were rough as hell mate!” As he stated this he groaned loudly, as waves after waves of pleasure hit him for six as Pete was slotting into him slow and steady. As result he cried into the Greek man’s hot panting mouth, which was covered by his beard. “Oh Pete, you guys this is so damn goooooddd!”

Young redhead Kevin groaned, moaned, and cried out, as his ass pussy was given an extra deep pummelling out, as the café owners dick was now plowing full length in and out of him, making loud slicking noises. He pulled out of the builder sucking devirginized anus before re positioning him on his back, and slotting back inside him and kissing his moaning mouth and fucked him for ages.

Now thinking about this and enjoying being fucked by this much older bloke, he was still riding Benas dick, Len said to him, “lets change position” and he was soon on his back and was being screwed slowly by the man’s fat prick. His long legs were up and back and he was clawing at the older Lithuanian man’s hard muscular back.

Benas was sweating buckets on top of him, and his cock was getting used to the hot tightness of Len asshole who gripped him so firmly, that he was afraid that he would cum too soon. He could usually last for ages but having sex with this this teen lad was so much more that he expected, and he wanted to shouted with joy.

He did not know why, but he had an affinity with this guy who was over 20 years younger than him, but so much wiser in  so many ways and it unnerved him. He was deep in thought and Len snogging the face off him, and then was sucking in his hairy neck, before seeking the man lips and french kissing him, as he held him and leaned back and said looking deep in to his eyes.

“I love you Benas!” At that point  Benas lost it and with that plowed his dick as far as it could go to in the teen tight as fuck, hot gripping anal channel he ejaculated deep in to his now devirginized colons. He was shaking violently as he did so and at the same time Len also lost it and came all over the Benas hairy stomach and cried and sobbed as he did so and felt Benas continued to pummel into him.

He did so for few minutes and pulled out of him and was quiet. Len said “what’s wrong mate?” Benas replied subduedly, “Len I need a minute” and pulled out of him and rolled off him and got off the bed. He went to the bath room and looked in the mirror and staring back at himself.

He just about recognised himself. His face was flushed ,his body was covered with sweat and his dark hair was hanging over his face. His neck was marked with a few love bites, he was shaking, as he realised that had cross the line, by having not had full penetrative anal sex with another man!

Benas had to get some fresh air and came out of the bathroom and pulled his clothes on, and said hoarsely, “Len I need some fresh air mate” and he left. Len was on the bed a bit worried but pleased that his anal virginity had been lost to this older bloke who he like a lot, nah “I love the bloke” he declared saying this out load.

Meanwhile Benas went for long walk wrestling with his feelings and was going to go home and not see the teen again. Then pictured young Lens upset anxious face, if he did not go back to meet him in the room to explain why. He remember his ex-wife saying “Benas you don’t stick to anything and always run away you coward, not wating to face the truth!”

They had finally, split as they were not getting on hardly being compatible to begin with, and having a family did not bring them any close. In fact, it only added onto their differences as they grew apart as the time rolled on. Benas hit 35 and said one day admitting to himself “I don’t love her” and he told her this and their relationship fell apart.

He had a few affairs drank too much and they argued, so she pack the family up and returned home ,and they divorce and she remarried, to a nice man who loved her. Now Benas had a chance to get together with this lad Len, who in his opinion, was far too young for him being 18, against his being 40.

Also the fact that he was guy, not a woman, and Benas was afraid to be with him alongside so many other reasons.

Yet being with Len was so easy, and he said himself “I am not going to run away and I am not a  coward, like she said to me! I like this young guy and feel something for him, so I am going back to him. I hope he is still there waiting for me!”

Benas made his way back to the hotel and entered the room and was relieved to find Len sitting up in bed, waiting for him to return. He looked relieved as he did and they smiled at each other and without a word he removed his clothes and got back in bed and he and the young lad made love to one another.

They were soon ardently kissing and Benas said “sorry Len I am frightened as this is strange for me!”

Len replied “and it is for me Benas. You are my first man that I have been with like this, so let’s take it a one step at a time, as my old grandad would say and see how it goes ok?”

Benas replied kissing him deeply and touching him so intimately that Len was melting in his strong arms, “yeah Len, let’s do that!”

Soon enough as they made love to one another Benas was fucking Len face to face and had orgasmed twice, exploding inside him each time. Now he was holding back on this next orgasm, just using his big dick to stir the teenager’s tight ass pussy. Like many before him, Len was soon overwhelmed, when he felt weird sensation in his anal region, and he cried out loudly in ecstasy.

“Bloody Hell Benas, Shitttttt Loveeeeee” and he almost blacked out, with his focus being lost.

He managed to came back and refocus on Benas face and the man was slow fucking him and cradling him in his arms and kissing him sensually. His being with this young lad was overwhelming yet fantastic at the same time.

He asked him  softly “you ok love” and Len replied smiling “yes, I think I had an anal orgasm, just lie Stef said I would” and clung onto the older hard bodied Lithuanian man’s thick shoulders, as he continued to wrap his young teen body around him and pulled on the older man’s firm flat hard hairy buttocks, touching his sweating asshole. Pushing his fat large 11 inched cock deeper inside him.

You teen Len, was feeling every single inch of his older lover tool, as he continued screwing his prick into him.

By now with all of the action he getting, Len asshole was squelching, and he did not care having heard Stef doing so all the time and pulled Benas into him even more deeply. He soon had another anal orgasm and started bawling as it was too much for him.

15 minutes later, Benas  hot off his biggest loads so far, as he exploded inside the young builders hot clutching guy ass pussy. He fell on top of him and was smooching away, saying “I love you Len lad!”

To Be Continued..