Daves Dilemma

Also a special Mention to Andre G (AKA Author Naaru) who gave me some ideas on how to continue this Series.

So when we last saw English Essex Dave about a 4 Years ago, he had just completed a competitive weekend.  Where upon he and his arch rival Columbian Santos, had taken part in an Extreme Sex Challenge, to see who could take the most Savage, Gruelling Hard Fucks from Director Colin's Friends. They were Gang Banged over a long hard weekend See Chapters 5 & 6.

This was to decide who would gain promotion as Head of Service for the Company and the outcome was a surprise to them all except Dave. He had often reminisced about how he became addicted to having ‘Big Phat Dicks Fucking Him In The Ass’. This  situation came about when Dave was faced with his first Dilemma See Chapter 1.

At the time, the Company were making Significant Job Cuts at the end of the Financial Quarter. Dave was desperate to keep his Job as he had just moved into a new house and was trying for a Family with his Missus Tracy." When he called Tracy to tell her what was happening re the Job Cuts,  she told him to “Do anything he had to, in order to keep his Employment.”

Dave then found himself being proposition by Harry his Line Manager, after they went for drink  and then after some resistance, he found himself being stuffed ‘Ball Deeps’ in Harry’s Bed. After Breeding him all night, Dave learnt the next day that he had kept his Position. He confess how he achieved this to Tracy his Wife and she said she understood and was supportive.

Time passed and some months later after Harry was Promoted, Dave was desperate for his position, however the New Director Colin stood in his way favouring Columbian Santos his main rival. So Dave ensured  that Mac the other Director Fucked Steve his Nephew in Law, a fact that he used this to Blackmailed him into giving him the promotion.

Alas, when that did not work, he seduced Colin with his Hot Muscle Bubble Butt.  Sadly, this still did not work and between him and Santos, they had to use every means possible to gain that One Head of Service Promotional Position. Hence the Fuck Weekend Competitive Process that they took part in.

That weekend  was wild, as they took multiple Dicks in their Mouth and Assholes. The Power Fucks were nearly too much for them, but they never gave up taking Load after Load until their Fuckers were drained. However unbeknown to Santos, before the event took place, Dave had stuck a deal with Director Colin.

Colin had promise Dave that if he could persuade his Colleague, Straight Deeply Religious Big Buttock Black Afro Caribbean Employee Paul, into giving up his Anal Virginity. Thus to agree to screwed by him, then he would gain the promotion over his rival Santos. Dave manage to persuade Paul to give up his Man Hole and Colin rewarded him with the said Promotion.

After the Winner was decreed, by coincidence news of the company being expanded was disclosed to Dave and Colin, by Owner Greek Stavros. Dave ensured that Santos also got promoted to the newly created Head Of Service Position alongside him. He also admitted his deception to Santos, out of respect for his hard fought performance with both of them trying to outdo each other.

So for the last 4 Years they ended up Heading Up New Teams. There were loads of changes with Team Leaders Harry and Mac transferring to head up the new Company Headquarters and they visited once every 6 months. Directors Colin had left to join another company. Other employee either transferred to join them or left the organisation.

Now Santos and Dave’s New teams included Gonzola and Javier, Santos 2 Brother in Laws, as well Bruce who was Dave’s Brother In Law and Franks Best Mate. Calvin who was Bruce’s Mate a fit black guy who fucks like an express train was also taken on. At first all of them  were strict tops only See Chapters 4 to 6. But they soon learn to enjoy being taken in the Ass within the first few months of their employment.

They admitted they enjoyed it and were greedy for more Man Dick. No way were they as Ass Hungry as Dave and Santos, who were Insatiable Power Bottoms, and had Sex will all of the Male Employees getting their Hungry Butts stuffed daily. Both of them were still Ass Whores who made sure that they interviewed each New Recruit giving them a special introduction to the company.

This involve the New Recruits Fucking Their Brains on, in a special side room which was adjacent to the interview room. The Men they interviewed with an HR Human Resources Personal, before sending them out after the first part of the interview before they finished off their final Assessment.

The Nervous Recruits were taken aback by the level of explicit sexual questioning, that they received as soon as the HR Person left. This was coupled with the firm shoulder massages they received as both men stood behind them, unbuttoning the candidates shirts to slide in pinch their sensitive nipples. This made them perspire and shake as they were taken aback by this course of events.

Any resistance was quickly resolved by the increased starting salary displayed on the Lap Top place in front of them, which increased the more they resisted. None of them walked out all desperate to be employed as Jobs were tough to come by. Usually within 30 minutes their cocks were in Santo or Dave’s mouths as they teased and deep throated them, ordering them to blast their spunk down their Greedy Gullets.

After which they were stripped of their clothes and lead to the Bed and their Dicks were lubed and inserted into either Santo or Dave’s Greedy Hot Ass Holes. They were rode into another orgasm. After adopting Slutty Positions confusing and turning them on, this ensured that they received the Deepest Hardest Penetrations.

“Welcum to the Company this is an excellent Team to work in” they cried as they clung to the stunned Fit Younger Guys, and the Recruits had to agree, once they got over the shock of Cumming Down their New Bosses Throats and Greedy Assholes. They wrestling with this, but had a great time enjoying the friendly easy going work environment over the years there were at least 20 new recruits.

Only a few times did a couple of the Guys they recruited need a Two Man Approach from Dave and Santos. One was Clayton 26 5ft 9, Stocky Mixed Heritage Black/White with a pair fat Suckable Man Tits and Fat Horse Butt. The other was Yordan 25 a Dark Hair Hirsute 6ft Slim Muscle Bulgarian with Tight Bubble Butt and 10 Inch Dick. They started the same week as each other.

During the process, they all found out that Yordan enjoyed swallowing Big Dicks. Clayton soon learnt to do the same with some practice. He was super nervous and had trouble Cumming and staying hard so extra reinforcement were needed to get him through the final interview process. Seeing him struggling, Dave called Santo who bounded in and suggested he ate Clayton Fat Butt Out, and this did the trick.

He was stripped, and his sensitive Man Tits were sucked and chew on whilst his Hairy Butthole was tongued out. He came soon afterwards and his Cock was cleaned off and sucked down to the base and with Santos sucking his hairy Bollocks and Dave giving him excellent head and he came again. He entered Dave Asshole and after sinking in, Santo gave them the thumbs up and left.

Yordan on the other hand had trouble understanding what was being asked of him, so Santo called in Dave who stripped him. In minutes he went from sitting in the interview chair to having both of them Suck him off. His Pale Hirsute Body was enticing and they worked hard to bring him off together due to his nerves which was successful.

He was stoic and quiet, until Dave touched his Anus which he discovered was lubricated and his finger slipped in. Only then did Yordan started to pant and moan and his legs open up wide and he pulled them right back. He reached for Santos and pulled him on top of him and guided his Dick inside him and sighed as he was penetrated.

“I Love Guys Like You” he said, “and those other Guys.” Yordan had spotted Gonzola and Javier when he came in.  “Can they/I…?” “Sure” Santo said, “Dave can you ask them to come in” and they did and he left the four of them who had a full sex workout with the Fit Bulgarian taking him repeatedly.

They were pleasantly surprised at Yordan’s ability to handle all three of them. He had no trouble Cumming and staying hard thereafter and was an asset to the team. He got on well with Clayton, who within a week of starting Bruce and Calvin persuaded him to come out for drinks with them.

They were soon Tag Teaming his Horse Ass and although straight, he gave up his Anal Virginity without too much resistance as they started to plowed into him. They ended up in Hotel, with both of them screwing him with Calvin taking his turn first. Then Bruce entered him and was gentle enough making him feel strange but it was pleasurable which surprised him.

Then things changed and they were not so gentle with him at all, started being quite nasty with him and were now as rough as hell. Both upped the pace he stared at them in stunned surprise upset at their aggressive behaviour. He started to close off and they urged him to “Try To Relaxed” as they started to Drill his Man Pussy giving him a long gruelling Fuck.

It was too much for him and then covering his mouth, he was frighten. Calvin was relentless with the younger Mixed Heritage Guys Slamming into him. knocking he breath out of him. Bruce did the same both of them getting carried away. Claytons was shocked into silence as his Horse Butt was filled, exited, and filled again and load after load was dumped inside him making him uncomfortable.

The relentless plowing of his nearly Virgin Ass Pussy was hurting him, until Calvin noted his discomfort and slowed down, stirring his Cunt, This resulted in Clayton being pleasure less viciously and he was hit by feelings of pure pleasure, as Wave after Wave of Orgasms hit him for six. He found himself screaming with his mouth covered by their rough hands.  

Bruce soon took over as they swapped. That night there was not oral only Deep Ass Fucking. Bruce and Calvin eventually fell asleep exhausted. Hours later Clayton got up looked at himself in the bathroom mirror and he looked Fucked Literally. Somehow he felt violated unsure what to do and eventually left, making his way home and had long shower and fell asleep,

That was on Saturday morning and after a restless weekend, he arranged to meet Yordan for breakfast. “Mate you look…?” “Fucked I know as I had a hard night on Friday with those two Big Dick Cunts Bruce and Calvin.” “I am knew to this Gay Sex Thing and an Ass Virgin and they were Rough with Me!”

Yordan was day dreaming imaging them screwing his work Pal and cried “Lucky You Friend, I wish it were Me.” Clayton winched as he was tender from last night’s Fuck Out, so instead of telling him that he felt violated, he replied, “Yeah I hear you were interview by Santo’s and Dave, and were Fucked by Santos, Javier and Gonzola.” “Yes and they were tough but fulfilled me as they are Hung.” Yordan said dreamily.

Clayton replied winching, “Lucky you as my two were ‘ANIMALS’ and I can still feel Calvin who was extra tough, Stuffing Me Ass Full.” “Look at my poor neck” which had huge love bites and his shoulders were bruised. “Fuck I want them to do me like that!” Yordan was moist and after they finished their coffee and they went into the office, wasting no time, he hurried over to Calvin and disappeared.

Santos came out and asked Clayton “Where Calvin and Yordan as we have a Team Meeting in 5 minutes?” “I think they are in there” Clayton nodded to one of the private offices and Santo enter and was not amused to see Calvin drilling the Bulgarians Tight Butt, as he throttle him and Yordan was drooling enjoying the ride.

“Oh Come on Guys we have  meeting in 5 minutes.” “Ok Boss” Calvin cried redoubling his efforts and Santo watching them, grew moist, and an itch started inside his Asshole and he stuck finger in Calvin’s Man Twat ,and he ejaculated a minute later filling the Man’s Hungry Butt hole, which snapped wildly as he exited out of him not wanting to let him out of him.

“Come on Buddy lets go to the meeting and meet up later Yeah with Bruce?” “Sure Great “and they rushed to the meeting. They met up later for a long hard guttural Sex Session after work that evening, and unlike Clayton Yordan was wild, urging them to take him any way they pleased wearing them out.

The rest of the team, welcome the newbies Clayton and Yordan who had replaced some of the old team, who had left but popped in regularly to see them. A few months later, 24 year old Jason and 25 year Steve Dave’s Nephew were Permanent Employees and were still dating and had moved in together a while ago.

They were now advising the other latest newbies Diamantis and Gary who worked in their Team. It was the end of their first Month and Jason and Steve were stating that “in order to get ahead that “you need learn to do everything which was asked of you” which more or less included  Gay Anal Sex.

“Jeez what more do they want, as Santo and  Dave already Sucked Our Dicks at the Interview” They had refused to Fuck them, but they were fortunate to still taken on with the idea that they would come round eventually both of being Hotties. “Anyways We Aint Bum Bandits” they replied.

“Guys neither were we, but lets’ just say with this lot the more you do the more cash and promotions you earn.” They told them about Steve’s Interview where he got Fucked by Mac, then by Harry who at the time were Dave’s First and Second Line Managers, who were rough as Fuck Drilling his Bubble Butt.

Jason was doing Dave Favour and enticed Mac into Eating his Ass Snatch before entering his Virgin Lad Snatch See Chapter 2. “Where are  these guys Mac and Harry?” “Oh they left ages ago but will coming in next week.” They filled them in on Dave and Santos Fuck Off Weekend Antics in order to fight for Promotion to Heads of Service.

They shared details of the gruelling Weekend, that they had endured, which they had witness, their being dominated as they took on and serviced, so many Big Cocks. Jason and Steve were surprised they weren’t left permanently Gaping and that they had had not ruin their Man Pussy Cunts that weekend.

Gary Cried “I Don’t believed you” as apart from Sucking us off the Bosses both appear to be straight. “Yeah Dave’s Married I have seen his wife Tracy and she is a Knock Out, she popped in last week” Santos Fiancée Farrah is the same and their getting married soon.” “Yeah” watch this then.” They got their Mobiles out to prove to them that what they said was true.

“Fuck Me Sideways” the 2 New Recruits cried with their mouths wide open. “Watch it Lads or you end up with Cock In Yer Gob” and they roared with laughter seeing the shock looks of disgust on the New Guys faces hearing this. “Oh Come on You’s Two lets go some Beers as it time to call it a day, and they said “Ok.”

They followed Steve and Jason Out , with their Phat Muscle Butts nearly bursting out of their Fitted Suit Trousers. Watching the New Recruits closely were Santo’s and Dave who were the last in the Office. They talked about the New Recruits. Diamantis who like to be called Dimy who was Greek 6ft with Olive Skin, Dark Wavy Hair and was Hairy all over.

Gary was 6ft 2 British Afro Caribbean, his Parents were from St Lucia and he was Light Skinned often mistaken for being Mixed Heritage with Green Eyes and was just as hairy. Both had similar build and were always smartly dressed and like a lot of Guys wore Tight Fitted Shirts and Trousers which was moulded to their Fit Bodies.

Both had Muscle Butts, Thick Legs, Trim Waists and Muscular Chests and had Short Beards. They were Hot and Straight as Fuck, with Pretty Hot Girlfriends and were just Dave and Santos types, hence their successful interviews even though they refused to Screw them despite all of their persuasive tactics.

To be fair, they weren’t hired for their brains and had beaten lots of far more qualified candidates. The two of them though were the perfect Masculine Straight Men, that Dave and Santo Loved to lure into screwing them senseless. Gary and Dimi though were more onto keeping Fit and always hit the Gym together. They played Football with some of the other Guys in the Team.

Dave and Santos got there cocks out and wanked off together imagining them being Fucked by Gary and Dimi them over their Desks. They were talking dirty saying what they wanted them to do to them. As they did so, they spunked off in each other Hands, eating their Hot Cum Loads and swapping long lingering Cum Kisses before parting. 

They were desperate for a Deep Dicking, but not with each other. They were fond of each other and had grown so close since the Promotion weekend. Dave you remember ensuring that he and Santos  were promoted together and they supported each other.

Tracy his Wife was fully aware of Dave’s Sexual Antic with Men and encourage him to do whatever was required to gain his First promotion.  Santos Fiancée Farrah on the other hand was in the dark about Santos love for getting his Ass Pussy pounded out by Big Phat Dicks including her 2 older brothers.  

She found out this out after meeting Tracy for Lunch to celebrate their joint promotion and she was told not sparing the details about the weekend away.  She was furious and called Santos all the name sunder the Sun. She only calm down when he told her to set the wedding date, as he was getting paid a lot more money with his promotion and this pacified her and she left him to his own devices.

She warned him not to cheat on her with any women and he readily agreed to this. She further confronted her Brothers Gonzola and Javier. She knew had been to the weekend away. They were straight though leaving out the fact they had been having sex with Santos for ages and had Double fucked him to prepare him for the Promotion weekend.

She was vexed but as soon as they started to talk about the Wedding and how they would contribute toward it. Also they went on for ages about how gorgeous she would look on her special day. And although still angry, she forgave them thinking about her big day. Anyhow she was going to make them pay up so that she had the Best Day Ever, No Expense Spared.

Sadly thus far due to circumstances beyond their control she and Santos were still not married all these years later.  So back to the Office and Dave said, “I want Gary” as Santos said, “Good as I want Dimi his Cock is Mouth Watering and 9 Inches Thick.”

“Gary about 11 inches I think?” “Just think Mate, his Girlfriend a lucky Cow getting to sample that all of the time.” Yeah Santos said his  mouth watering imaging the Hot Fit Guy Taking him in the Ass.

To Be Continued