Daves Dilemma

Chapter 61

Santo’s Wedding Part 10 

Thanks Andres for this Idea

So whilst English Bruce and Columbian Gonzola were having hours of rough guttural man sex with work colleague boyfriends Irish Quinn and Spanish Santiago, Tom and his younger brother Toby were tantalising his Tom’s boyfriend Javier, getting him ready to be lose his second anal virginity by his brother in law Santos.

Both had their fingers inserted inside his asshole and were stretching out his pouty anal lips,  and he was panting heavily. This course of action and their other hands were manipulating Javier’s 10 inch dick. Usually it was him doing the teasing of his boyfriend Tom, thus preparing him for one of their usual hours long fuck downs, as his man sure loved the dick, and was a complete whore for him.

Tom would cry as he completely surrender to his man smashing his whole self into his fit muscular body, and he endured and relished very second of the experience each time. This would leave him leaking, and losing control of his senses, and aching for their next encounter.

They hardly got any work done when they were around each other, so Dave and Santos were considering what to do with the pair. so that they were able to concentrate on their set tasks as the Company’s owner Polish Ziemowit his Business Partner Yazeed, were not impressed, as Tom one of his hardest worker as slacking.

Now though Javier, was trying his best to hold off blowing his load off and he looked his boyfriend and his younger brother, both fit as fuck blonds who looked alike. He was awaiting for Santos to finish with Gonzola his brother and come over and enter his pulsating asshole with his dick.

Javier was shaking, as he so nervous that it his turn to take the dick and he was glad that they were playing with him , sucking, and nipping his sensitive man tits with their teeth and making him squirm and laugh.  “Nice to meet you Toby man” he said playing with his boyfriend younger brother blond Hair.

As aforementioned, Toby looked just like his brother but was slimmer version with a fit muscular body. Javier was also playing his firm muscle bubble buttocks, which were considerable smaller than his older brothers Tom’s phat ass. His hand edged near his virgin hole which snapped shut over his clothes, but he was pleased that the much younger man did not push him away.

So Javier took a chance, undid his suit trousers, and started feeling up Toby’s muscular ass, and after a short while, he saw that he was not being pushed away, he hand slid under his boyfriend brother tight fitting mini briefs and made contact with his bare skin.  His fingers were making a slow movements, as it edged closer and finely circled the man anus lips, which were hot to touch.

As he did do, he was looking at him, with lustful look on his face and his boyfriend Tom noted this and smiled at his boyfriend Javier. At the same time, Javier looked at him as if to say “are you ok with this love?” And Tom nodded and mouth yes love, I am fine with this, enjoy.”

At the same time he was feeling horny as fuck, as he had his boyfriend’s four large fingers stuffed knuckle deep inside his lubed loose asshole. This was making him moan and consider abandoning his younger brother and Santos plan, to ensure that he fucked his man in the ass.

To be honest Tom was not that bother about doing this as he craved his man’s 10 inches to be inside him. And his boyfriend sensed this but knew that Santos and Toby were not going to let the opportunity of seeing him getting his almost virgin ass fucked again.  Javier sighed inwardly, as he just fucking loved entering and owning his lovers big phat muscle butt.

From their first sexual encounter, he loved dominating his very own ‘posh pussy boy’ as he called upper middle class Tom loving hearing his haughty tone. In fact it was complete turn on for Javier having his boyfriend speak to him, as he was deep fucking him stoopid. In fact this made him cum even harder, as he owned him, and turn his muscle cunt into mush, as it squelched and farted all around his stiff daddy prick.

Tom in turn was turn on by his boyfriend speaking to him in his native tongue and was enthralled listening to him, as he pounded his man pussy out and squealed like a women which embarrassed him at times, but he did not care as all he needed was this man to own him, and to take him as hard and he could.

Since they started having sex he had bulked up even more now especially in the ass areas, hitting the gym hard. He knew him much his man had a hunger for guys with huge phat muscle butts. Javier had long admired Dimi and Gary huge derrieres, and his looking at them drooling at times, made Tom feel insecure.

Tom always been blessed with a beefy backside, but wanted to get more definition as he knew Javier loved fat Asses. As well as the two guys above, Javier, was always talking about Moroccan Mohammed, who was still having an intense relationship with Anglo Indian Paul, see chapter 25. Mohammed was the takeover company’s Transition Personal Leader and had a juicy ‘fat and thicc butt.

Javier always sprouted a hard on when the man was near him and when Mohammed first appeared on the scene, he had taken up the same exercise routine as Dimi and Gary, after asking them for some advice. And as a result, his ass had developed even more, as all of the exercise enhance his assets, which was why hetero now bisexual Paul ,could not keep his hands of his mans over developed glutes.

So Tom seeing this and feeling envious of the man who was received his boyfriend’s attention, spoke to as Dimi and Gary, and started doing the same exercise routine. But that wasn’t enough though, and he has to ask Mohammed, how he was able to achieve his amazing results.

He was advised to also do hundreds of squats to assist the desired results and Tom did just that and the result was an significant increased his ass muscles, thus giving him a better definition. Thereafter, Javier could not keep his hands off him or his dick out of him and he never gave Mohammed a second glance when he came to the office.

Unfortunately Tom was still insecure and Santos noted this, as Tom was being negative about the man. Santos said to him on day after he watched his being nasty to the man in meeting, which caused him to feel shame, and Santos and Dave told him off in front of the team.

Mohammed was taken aback by Tom aggressive stance, as he always got on with him and considered him a friend as well as colleague. He noted a few weeks before that Tom was behaving oddly around him and he was starting to dread coming into the office.

Afterwards they had him in their office and Dave said “Tom pal what you being such a cunt about Mohammed, as it beneath you mate?”

And Santos said “yeah Tom, its and certainly not attractive as Javier don’t like nasty bastards!”

Tom was silent and looked upset and Santos said “Tom what going on as you behaving like the other guys when yous lot started here?”

Tom mumbled something and Dave said “speak up mate what’s going on?”

Tom admitted he was feeling insecure that his man like Mohammed better then him, and the fact that he could not get over his looking at and talking about his big old butt, which was still bigger than his. Santos said “are you crazy Tom. Javier not interested in Mohammed and Paul would kick his butt, as he aint one for sharing you silly git.”

Mate Javier talks about you all the time and wants to be with you full time. but as you know he can’t with his family and all, so please chill and don’t be such a cunt to Mohammed alright, as it aint fair. “Tom looked shamed and nodded and hugged them both and went to see Mohammed to apologise and told him the reason why he was being such a dick.

Mohammed said “Tom I aint after your boyfriend ok. Seriously Paul is more than enough for me, and Javier’s a nice guy, but I am only interested in Paul. Beside you are looking bloody amazing now, one of those big blonds that everyone raves about. Man that ass is so fat and is giving me a run for my money” and they were comparing their asses.

As they did so, checking each other out and they had dropped their undies showing off their pouty gaping moist assholes, in walked Javier and Paul, who immediately lubed themselves up ,and proceeded to take them both over the large desk. As they were shafted, they held each other hands grinning at each other. Their boyfriends were saying “what sluts they were displaying themselves like this” and they laughed.

After Javier and Paul came, they were still hard and Tom and Mohammed turned round, got down, on their knees and was sucking theirs dicks. They received another hot load over their faces and Tom took Pauls dick off the man and blew him and Mohammed do the same to Javier.

They got up and Tom said lets go for a drink and they did and were having a good time nd Tom said “how about you let my man fuck you and Paul can fuck me!”

They all looked at him and said “what?”

“You heard me come on lets go” and that night Javier was fucking Mohammed’s big ass and was coring him out, turning him out, whilst Paul was doing the same to Tom, and all were enjoying themselves and did I few more times after that.

After this, Tom and Mohammed started training together a lot after that, so their asses were in perfect condition. Everybody notice this growth, and one day Toms wife Jo said to him, “Tom love you bum is getting rather big and fat nowadays!”

He laughed and replied “yes Jo darling, its all of the sitting around that I am doing in this job.”

Like Mohammed had done, he started wearing tighter fitted trousers, thus showing it off his sunny smile and his best ASSets. And Jo commented again a few week later, stating Tom, your  pants are getting to small for you, as your Butt is getting’ SO BIG NOW DAYS!”

“So what if it is getting bigger” he responded placing her hands on his huge backside and laughing. “Come on Jo, you know what it like, as I am completing with younger fitter guys and need to show them I can keep up with them in every way.”

“Out alpha-ing  them, like you do in your work place with those younger women yeah?”

His wife nodded and said “yes you do have point” and understood this very well, as she knew what completive back stabbers, a lot some of their work colleagues, peers and friends could be, within their upper middle class circle. They were vultures spotting any weakness, that they could use and would bring you down in an instant and that was not happening on her watch.

Jo was as driven as her husband, so she encourage him to eat healthily and to add bulk as needed. She had noted though, that with all of his working extra long hours, and his going to the gym so often, that Tom was too tired for sex. This had gone on for long while and she did not say anything, not wanting to cause a fuss.

What Jo had no idea, was that her alpha husband, was being screwed into a state of  obliviation, by the beefy married older Columbian man, that she had been introduce to a few times at work functions.

However at the wedding today, she noted today that the man was staring at her husband with a look which she could not quite work out, what it was that made her feel so uncomfortable. There was hunger and intensity  in his eyes which roved over her husband’s body and she planned to ask Tom what was going on with him and this man.

Wife Jo also noted her usually over confident husband was blushing and he appeared to be rather nervous and flustered, when he looked at Javier, and this raised a suspicion, that there was something going on, particularly as he had disappeared with Javier, and some of the others for few hours earlier that day.

Santos had come over to them and smiling spoke to Santiago’s younger brother Alfonso as well as Jo, explaining to them that the guys were helping him out, with some of their other work colleagues, and would be a while at least 2 hours. She never question that but when he husband came back, he did not look like himself and had a dopey grin on his face, like he was already drunk or had been fucking around with someone.                                                         .

So that and the fact that he and Javier were now, she recognised, that they were like lovers having a secret affair, caused her alarm, so she decided she was going to speak to her husband about her fears, but would do so at later date, not wanting to cause any drama at the wedding. Now though hours she was fast asleep in bed and her husband was here about to fuck his man in the ass.

Javier cried “hurry up Santos for fuck sake!”

 Javier was getting impatient as he knew had to endure a quick fuck from his brother in law, then Tom before planned to turned the tables and screw him senselessly just the way that his boyfriend like him to do. Then he would fuck Santos, and possible Toby, as his fingers were still playing and pressing with his virgin ass snatch and his other had was four fingers deep inside his brother Tom, gripping sucking man hole.

He said to himself “man a tale of two hot blond brothers. One hole is as tight as a drum. The other is open like a hungry pussy snatching and sucking on my fingers. Damn I am a lucky man aren’t I just!” Javier’s cock dripping excessive pre cum and he was raring to go. He was  throbbing and looked at Tom helplessly wanting him to suck his dick.

Santos finished with Gonzola and entered the room and said “hold you horses pal I will come when I am ready yeah.”

“Ok” he replied but I am ready to blow and want inside my Tom’s man pussy afterwards, you get me bro in law?”

Santo looked at him and without warning nodded to Tom and Toby, who pushed the man away and out of his hot asshole, and they held Santos legs up and back, and Santos, proceeded to plunged balls deep into him in one long hard thrusting stroke, thus making the man yell out in pained surprise.

“You stupid man whore” Santos yelled, as he had his second wind as he slammed into the man who looked stunned at the brutal drilling that he was receiving which was totally unexpected. Tom smiled also surprised but was liking this side of Santos.

He said to younger brother Toby, “well I did not expect this as Santos “is total whore bottom’ who relishes being screwed by loads of guys with big dicks!”

“He and Dave, who you met earlier are gang bang specialists, and can work a room full of blokes rough and smooth easy peasy. You should see them in action Toby.”

“What like you bro, as you can take proper anal workout. Me and Theo are always go on about it and watch the recording together tossing off next to each other.”

“Do you Toby, as I did not know that.”

“Yeah Bro we do.” Then he asked “em so what is it like getting screwed Tom?

“ Well Toby it hurts a bit but once you get used to it is pretty ok, nah it bloody great bro, Why?”

Toby blushed and said carefully and feeling uncomfortable “well you boyfriend was playing with my asshole, and it felt ok, no it felt great” and he blushed. Tom said “so are you saying that you want him to fuck you and take your ass cherry Toby?”

“No yeah maybe, I dunno” he replied and then said “well may be I am confused?”

 Tom knowing there was no confusion about it and Toby was gonna cross the line, “yeah it is confusing, but I love it, and this” he said showing off his large rear. “This is all for my Javier, and the fact is, that I like other guys checking me out.”

“What about females, are you no longer interested in them then Tom?”

“Yeah of course I am.”

But Tom was lying, as since he got together with Javier he did not look at women at all and had gone off having sex with his wife Jo. And too boot, a months ago, Javier was in his home country for family wedding for 3 weeks. Bored Tom went to the gym, and this hot fit builder black guy Rashaun, whose parent were from Jamaica, was checking him out, and they showered together.

The blond guy was shivering with exictment and removed his shorts and was showering naked and was showing off his huge muscle butt bending over. Rashaun grew an erection and showed it off to him. He exited the shower, ad waited for Tom in the changing room, and they had sex in one of the cubicles, and exchanged numbers.

The man was rough and Tom  loved it and tingled all over as he was punch fucking him so roughly that he saw stars. But at the same time, he was also gentle as well, and asked if Tom was ‘ok’ when he winched as he plunged into him just bit too deep. Rashaun apologised and asked again ‘if he was ok’.

“Yeah but take it easy as you rather big,” which he was as the man was 12 inches thick. “Sorry friend” he replied apologetically, and in response Tom who was bent over holding on to the cistern for support, raised his back and said “a kiss might help.” “Sure the man said placing his larger lips on Tom’s thinner lips and continued to rock into him before losing his load.

Tom shot off at the same time and whispered “can I see you again?”

“Yeah sure, same time tomorrow ok?”

“Great see you then.”

Then Rashaun never showed up and Tom, was somewhat disappointed but got on with his routine thinking to himself “silly idiot you have Javier and besides what were you thinking for fuck sake.” He soon forgot about him, that was until he showed up again a few week later and they had sex again, no question asked and he liked him.

He told Javier about this and his boyfriend was not pleased.

As Tom was thinking about this, he was distracted as he watched his boyfriend Javier clinging  onto Santos, and they were locking hands and sharing tongue kisses and were looking like long term lovers. He could see that his boyfriend body was tingling. His boyfriend was smiling but was again feeling insecure.

On the bed getting hard shafted , Javier cried “Damn Santo” he said and looked over to the other bed and shouted “hey Gonzola was bro In law this hard with you?”

“No man you must pissed him off and he is taking you like bitch bro!”

He was laughing and groaned, as he was pulling Santiago further into him. “Look man at my bro getting railed out” and Santiago chuckled and his hips were thrusting into his own man’s sloppy Columbian ass cunt.

Santos was mashing his lips against Javier’s and alternately sucking and biting and marking him. His hand were pulling the man up into him, so that he was almost trying to merge bodies with him. “You enjoying this” he said with a serious look on his face?

“ Yeah, Yeah, you surprise me today Santos.”

“Yeah I have Javier” and you need to give up this ass pussy more man, as you aint fooling no one. As you can be total hungry bottom with your man Tommy here, so stop being one of those macho top only guys ok?”

“Tommy loves you bro like crazy man and he was so insecure about your liking Mohammed’s big ass more than his.”

“I know he was, yet he let me fuck him with Paul a few times so I finally achieved my fantasy re shagging the man, which was nice. Nah it bloody great Santos.”

“See Tom’s a generous guy.”

“Yeah he is but do you know that he met some hot younger black Jamaican guy call Rashaun in the gym, I have seen him as I went there to check him out. And he is young, and so fit. And they have fucked twice, so I am afraid Tom will go off me Santos, as I can’t completed with that hot young bloke can I?”

Santos replied “no you can’t Javier and if he wants to play around let him. You are both married and this is bit of fun, as you aint gonna leave my sister or the family are you Javier?”

He said nothing as he knew that his brother in law was correct, but he looked upset.

Santos said seeing this “listen to me Javier, it will be ok as  Tom loves you, so just damn well enjoy your time together and deal with this another time.”

Then he changed the subject and said “by the way let Toby and Theo, Toms older  brother take you in the ass, as well tonight!”

“What no way San….” Javier started to say but his mouth was covered and he was pummel, pounded and punched fucked and cored out for a while and was left weak and longing. His longish hair was grabbed and pulled and Santo snarled “I aint talking no for an answer so you better do it or else”

 “You have been especially hard on me for years and I still remember asking to help me get prepared for gang bang competition weekend with Dave and Javier smiled and groaned loudly as his sweat spot as being reach.

Santos decided that, as he knew his brother in laws had sizable pinga grandes aka big fat dicks, and were extra hard fuckers, that he had seen plenty of times in action as he had hung out with them for years. Yes he decided that  they would the perfect pair to practice with.

He explain the situation to them, and his 2 brother in laws Gonzola and Javier, were not keen on the idea of fucking a man ass, yet alone double penetrating him for hours. They looked at him in contempt’s calling him a “maricon faggot nasty asshole!”

However when he explain the situation in more detail and that he would be getting more money, which he would assist them financially in their business ventures, they began to calm down and think of the bigger picture and their aversion to his initial suggestion soften just a tad.

Plus he had given them some cash up front to sweeten the deal, so they soon came round to the idea of having sex with him. However they warned him looking at him with a look of utter revulsion, at his request and slapping his face hard with some stinging blows. Then punching him a couple of time in the stomach and ribs and kick his butt of the front door.

They snarled “but no kissing you queer bastard!”

He left his face red and his ribs bruised, but turn up at their place a day later, freshly showered and his ass cleaned out, dressed in a pair of butt hugging sweat shorts. He said feeling apprehensive pretty sure they were going to refuse, "well can you help me bros."

Then he shook his fat ass, which was much smaller then now, peeled his shorts down, removed a big butt plug, that he stuffed inside his glistening shaved hole. Santos positioned himself like one of those lap dancers, posing on the stage, and as he was nervous at their response as their violent reaction yesterday had frighten him somewhat.

But he just knew he needed their help, and as result of his nerves, his ass hole was gaping and farting out lubricant. Looking at each other and feeling bad for their response yesterday as Santos had helped them plenty when they needed cash and were also in trouble with the law.

So that and having talked about it for hours over loads of beers whilst they smoked some weed, they chilled and both agreed to help him out. So before Santos  knew it Javier 10 inch cock, was buried deep inside his man snatch, fucking him down hard and heavy. At the same time, he sucked off Gonzola’s 10 ½ inches with a deep throating oral massage, and the night was set.

Javier enjoyed cunting him out and both knew it. Santos said to him “and you enjoy beating up you poor man Toms ass pussy 24/7 for ages now aint it so?”

“Yeah that is so true” he moaned and started to cry into Santos shoulder, his face was crimson red ,as his body was wrack with another orgasm, making his toes curl.

“So Javier, it’s time to give this up to the 3 brothers, and you will thank me for suggesting this” he said and with few special moves he stirring Javier’s man cunt,  he made him shout, scream, and bawl, as he nashed his teeth together, and had a double anal orgasm, raising both of them off the bed, before crashing back onto the mattress.

“Oh My God” he screamed.

And Tom and Toby were taken aback at their performance and looked at each other.

Toby cried “hey bro WTF?

“I think like Quinn in there with Frank earlier fucking Bruce, you are being usurped man by this guy Santos!

To Be Continued..