Daves Dilemma

by Gazzaq

23 May 2023 247 readers Score 9.2 (5 votes) PDF Mobi ePub Txt


Chapter 75

So let’s back track a bit. Spanish Alfonzo after the wedding and his all night hot gay sex session with Santos the bridegroom, woke up alone in his bed within the hotel room. His older brother was nowhere to be seen, as he was still in bed with his married boyfriend Gonzola, who did not to let him go. So yawning Alfonzo got out bed and yelled out as he stretched his sore body.

Alfonzo was aching after his fucking the insatiable Columbian slut Santos. He staggered to use the bathroom, as he need to take a long piss. Then as he finished flushed the toilet, he stepped into the large shower and could not stop thinking about his having sex with a man for the very first time.

Well technically it was his third time with a guy, the first was with Franks younger brother Arthur, who tossed him off alongside Colm, and then gave him his first man blow job.  The second was his brief encounter with his older brother Santiago, which he thought about as he had a long shower.

Although he was uncomfortable with the idea of incest, at the same time, he was feeling aroused at the memory, and started to wank off his 10 inch prick which felt heavy in his hands. In his head all he was visualising was his fucking his brother cunt throat, and then  hard fucking him deep within his gaping big fat muscle buttocks.

As he did so, he was saying loudly “yes as I said to Colm yesterday afternoon Sweet Jesus, my brother Santiago really has pussy hidden within his ass area for sure!” He repeated this and as the water cascaded over him, he started to pinch his muscular nipples and then stuffed a couple of fingers into his man snatch.

“I wonder what it would be like to be fucked like my brother Santiago as he sure gets a lot of pleasure from being take in the ass?”

“Would it hurt as everyone says it does as I know I would feel less of a man if that happened to me?”

“So why was I dreaming about that black man fucking me in the ass like that as I aint gay?”

And the more he thought about this, and in a short while he felt himself coming. Alfonso saw himself pulling his dick out his brother gaping over fucked dilated asshole, ordering him to “to turn the fuck round” and then he was shooting his load all over his older brother’s face and coating his tongue so that it full of his creamy spunk.

He nearly fell over in the shower and came back to himself and felt weird about this and also was feeling guilty about cheating in his wife, as well dreaming about this mysterious black guy. His dick was still hard and he feel embarrassed to even be think this way, as “I Aint Queer!”

He got out of the shower, dried himself off and called his wife Maria Elena, and then went down to breakfast. He saw his brother and blushed as he join him. They ate and chatted and then they went back to the room and packed their things. They left the hotel and Santiago drove then home in near silence at first.

He was kept on looking at Santiago who lent over and hugged him and patted his leg. Santiago knew his younger brother was busy processing what had occurred, since his arrival at the wedding venue. This of course was his having had sex with that fucking man hungry ass slut whore Santos, as well as his discovering he was gay and took it in the ass, from his married boyfriend Gonzola.

Spanish Santiago loved this older Columbian married man with all of his heart and little brother Alfonso could see that. He eventually said to him “you love this man don’t you bro?”

Santiago replied looking at him “yes I do as he is everything to me Alfonso!”

“Well he is lucky guy to have you brother, but you know he married and would his wife yes?”

“Yeah I know that bro, I know that he aint gonna leave his wife for me.”

They looked at each other and Alfonso said softly “yeah sorry about that Santiago”

After couple of hours, they arrived at Santiago house and he got out and Alfonso did as well. They hugged each other tight, and Santiago said looking at him directly into his eyes, “ergh sorry about sucking your dick bro, that was totally out of order, but if you ever need blow job, call me yeah!”

His brother looked at him and shook his head and said “No that’s never gonna happen ever again, see you brother.”

“Ah that’s a pity as you sure got a tasty juicy dick and I know you can cum loads bro” he joked and Alfonso pulled a disgusted face and said stiffly, “Fuck You Maricón Faggot!”

Santiago chuckled and his little brother got back in the car and waved as he drove home to his wife Maria Elena. All the way home, he tried to justify his actions but couldn’t. Of course he did not say anything to his wife or anyone else about what had happened over the weekend.

He and Maria Elena spent a nice day together and then they had sex, which was so different to his over passionate, hard fucking guttural sex session with Santos. Afterwards he fell into a deep sleep, however the next day, he masturbated in the shower thinking about his night of passion with Santos, as well as his brother sucking his dick, and also about that mystery man that he had dreamt about.

He did this loads of time over the next few months and this lead to him experiencing his  own a dilemma, that he was busy wrestling with.

As aforementioned, back in chapter 70 after Alfonso had finished having an hours long over pleasurable gay sex with Santos, after he lost a dozen loads, he fucked off back to his room staggering on pair of shaky legs.  He planned to have shower to wash Santos sweat and spunk off him but was too knackered.

Plus his phone was pinging as his wife was sending him kisses in string of texts. And feeling guilty as hell, he put the phone on silent and tossed the phone into his suitcase, then fell on the bed and Alfonso was fast asleep as soon his head hit the pillow.

He was having a vivid dream of his meeting a dark skinned black man, who was making love to him, and taking his anal virginity. Well that man, who he had dreamt about, a month ago, he had met within his local pub one Friday night, when he was there with his work colleagues. Just seeing the handsome man was turning him on, and this confused the hell out of him.

What was it about the guy, that got to him. he just could not put his finger on it. Of course he did not discuss this with his brother Santiago, as he was too embarrassed or anyone else. Plus whenever they met since the wedding, there was no mention of his having gay sex again.

Also his saying  his older brother “Fuck You Maricón Faggot” even though Santiago chuckled he was felt shamed and this upset him more then he care to admit.

Alfonso although he was masturbating about this, still could not got over the fact that his older brother had wanked him off, before he and Santos has sex back in chapter 69. At the time Alfonso was so shocked when he found his older brothers Santiago hot sucking mouth suddenly engulf his fat cut cock head.

The man was savouring the musky familiar smell of his younger brothers sweaty crotch. He came off him and said “very nice bro” and re engulf him and started to deep throat his brother’s thick piece of meat. He was taking him down to the balls and his oral muscles was massaging his brother throbbing 10 inch dick.

He blew him for couple of minutes, and at the time Alfonso said to himself “WTF the fuck” but it felt so good. Santiago said to himself at the same time, “God my little homophobic conservative brother’s cock is simply delicious” and he wanted to suck him to cumpletion, but could feel Alfonso discomfort, and did not want to push him too far.

But one thing he knew was that sooner or later, he was gonna suck him off at some point, as he knew he was big shooter. This was because he had spied on him wanking off on loads of occasions. He knew that conservative repressed Alfonzo was not going to tolerate this happening again.

Now with all this and on top of that, just thinking about the man in the pub, and Columbian Santos giving him suck an expert blow job, was making his little brother horny all of the time. Santos had sucked him down to the root and his tongue was caressing his heavy balls. This was in the middle of the hotel hallway, as Frank was giving him the thumbs up as he stood watching them.

Santos was slamming his throat and gullet repeatedly over Alfonso’s stiff dick, and in record time the response was a crying over pleasured fuck  wrecked voice saying loudly. “Mercy Santos por favor, I aint gonna lasttttttt man” he cried out his voice filled with urgency, as he spurted off one off the biggest loads that he had a long while.

He eventually came to and found that Frank hard hands was clamped over his mouth, to stifle his yells, and Santos was still sucking his cock, not wanting to waste a single tasty drop of man spunk. Frank had also stuffed a finger into his hairy virgin asshole, which was so pleasurable to Alfonso who had never even his own finger inside his asshole.

Much later on after fucking Santos hot buttery man pussy, and dumping several loads inside him, Alfonso asked him to stuffed his fingers inside him. And he enjoyed it immensely. Now he wanted to more than that with this hot fitty black bloke, who kept on staring at him in the pub.

So he finally gave into temptation and contacted Santos man in desperation, as he had a positive motive.  He was stammering and stuttering as he spoke to him. “Look lets meet and talk about whatever is on your mind” he was told gently.

They met and Alfonso cried, Santos man, I  feel so guilty even saying this, but I.I.I.…?”

“ Yeah I know you enjoyed it having gay sex with me yes?”

 The younger man went crimson and said quietly “yes I did I admit this, but its cheating on my wife Maria Elena and I feel so guilty Santos!”

“I know man, but you got to feed that fire inside you, that only man can quench correct?”

And he watched Alfonso bit his lips and hesitantly open his mouth; lick his lips and his tongue flicker other his beard, which he now wore, but could not speak and he was shaking.

“So do you want to do me again Alfonso is that it then?”

But he knew by the look on his face, that was not the case.

“Yeah em no, cause I really want to feel what it’s like to take ‘a man dick’, if you know what I mean Santos?”

“Yes I do Alfonso, so to be clear you want some bloke to fuck you in the ass yes?”

“Yes!”

“ Ok is there anyone in particular that you want to do this with then?”

“ Yeah I em, ergh yeah. Em it’s a guy I have seen in the pub for a while now when I go there with my work mates. He keeps on looking at me and I want to, you know …”

“Yeah you want him to screw you in the ass?” 

“Alfonso say it mate, tell me what you want this man to do to you then?”

“Santos hell mate.

“Yes I do, I want this man, this good looking fit black man to “fuck me in my ass Santos!”

“Good that more like it mate, so what does he look like then?”

And Alfonso showed him a picture and the man was fit as fuck. Santos asshole was itching and aching for a deep ass fuck from this sexy black man. But he said to himself “stop being a greedy ass whore and help the guy out, as he needs a hand for fuck sake and he had got no one to help him.”

Alfonso said blushing “he is English I think and his parents are from the Caribbean I am not sure where though. He is taller than me by about 2 inches maybe more and is so much bigger than me. He is ‘macho’, as they say. He also has a nice smile and is always laughing and joking around with his friends Santos.”

“So you think he would be up for it for having sex with you mate?”

“ I dunno as he will probably kick my head in if I ask him, but I dunno I like him a lot as he is so easy to talk to and I ….” and he trailed off.

Santos said to himself “shit Alfonso has it bad, just look at him as he is shaking.”

“Look man” Santo said, “I will tell you what to do and my advice is go for it, but remember it just bit of fun as you married to your wife remember, so it aint a full on romance, it just 2 guys fucking and having some pleasure out of the experience.”

And after talking through this some more, and his being shown how to get ready to take on his potential lover, Alfonso felt ready for the next step. Though full of guilt, Alfonso reckoned that if he were to take dick up his butthole and it hurt a bit, then this would punish him sufficiently for his cheating on his wife Maria Elena.

Crazy unclear thinking on his part, but that’s life eh!

So as soon as he entered the Pub the following week, he looked at the man and smiled, and was pleased to receive the same back, and they got talking. The feeling was electric between them, and the man was fit and his thick dark semi curly hair was all messed up. Today he was all clean shaven, having just shave his beard off, and his lips looked ready to be kissed repeatedly.

“Hi, I’m Peter.”

He held his hand out and as Alfonso went to shake, it he pulled him into him and started to hugged him close. This surprised him and a few of the others who were watching them in amusement. Alfonso blushed and Peter grinned at him which was making him tingle all over.

After some more chat, few hours later, they moved away from the others, who were all busy getting plastered , and they went downstairs and found the place was deserted. Looking at each other wordlessly they moved closer and were locking lips, sharing a passionate kiss which went on for some time.

Peters hands were straight inside the back of Alfonso pants, over his undershorts, then slipped them inside them and his large hands was touching the Spanish man’s bare fleshy hairy buttock’s.

“Do you take it in the ass Alfonso” he asked him quietly?

Alfonso nodded and stammered as he said “I think so Peter, but I’m an anal virgin, as I never been fucked before. I have only been with two guys before, one was a guy called Arthur who sucked my dick. Then later the same day me and my older brothers boss Santos had sex.”

“I was the doing the fucking though!”

However he did not tell him about his older brother Santiago sucking his dick as well as that was a bit too much.

Peter replied “no problem, I am straight as I strictly into females and have been with couple of guys as well, but there something about you Alfonso man, that I want to get to know a lot better. So let’s meet soon yeah?”

Alfonso looked disappointed and Peter said “sorry man, but I got to get home to my family as I got a wedding to go to early in the morning. You understand that right as I see that you are married as well, like me and have responsibilities?”

“Yes I am” he admitted and then his face fell and he groaned, “shit man, what am I doing? I love my wife.”

“I know Alfonso, I do as well, but, I want this, I want you?”

“Look here’s my number, call me please.”

They kissed some more and Peter was manhandling his phat, tight, perfect bubble butt and his fingers which was pressing it into his hot over moist sweaty ass ring. His removed them and spat on them and was teasing and pinching Alfonso tight pouty anal lips, and his finger penetrated his tight asshole. A he did so his dick was rock hard, as he pressed against him.

Alfonso in turns hands had unzipped Peter work trousers, and he was feeling the blokes prick which felt heavy in his hands. Like his older brother had done to him back in chapter 69, he was tossing him off firmly, and to Peter, Alfonso hands were expertly doing so and he felt himself starting to cum.

“Just like me big brother was doing to me that time” Alfonso said too himself.

Alfonso looked at Peter and was looking into his dark eyes and felt his asshole started to open up. “You sure we cant go and have sex tonight Peter and I want this so bad man, I can’t stop thinking about you,” he moaned?

“No Alfonso I really can’t sorry man.”

He touch his beard and then moved away from him, and they both tided himself up and went back and joined the others. Peter departed a short while later and his face dropped then straighten ,and this was noted by a few of the other guys, who looked at each other knowingly.

Those who worked with him were surprised, as married hetero Alfonso always came across as super repressed conservative and was fairly homophobic. Yes they had recent discovered that his older brother was gay having over heard him on the phone to his wife Maria Elena. This was revelation and now this with Peter.

When he left the pub a short while later, they thought he was going to meet Peter, but alas he wasn’t and headed home.

Thereafter all weekend long, despite his guilt, Alfonso could not thinking about Peter, and he taken a picture with them together, with their arms around each other bro style. He shook every time he looked at it, as he experienced butterflies in his stomach.

He texted him the next day, and Peter called his straight away and they made a date for the following week. As result Alfonso was beyond excited and could not wait but had to curb his excitement, which was so hard. He counted the hours down till they met and made sure he prepared himself, as he called Santo to confirm what he had to do and they met up.

When the day finally arrived, wanting not to waste any time he left work early saying he was unwell, and as he was full of nerves he was told to go home. But instead he made his way to the hotel and two of his co-worker’s knew this that he was going to hook up with Peter, as they had heard him speaking to him on the phone that morning.

They said so to each other, but no one else, as they like Alfonso despite as aforementioned, his super repressed conservative and was fairly homophobic stance. They had seen him and Peter disappear and looking knowingly at each other when his face dropped as he left the pub and he left soon afterwards.

Meanwhile once in the hotel room, Alfonso prepped himself properly as instructed by his mentor Santos, for his first ass fucking, and was soon sticking several fingers inside himself in order to get himself ready for Peter. He after feeling the man rubbing against him, know his man cock was big, thick, and meaty.

Santos had thoughtfully given him several butt plugs, which he had practice on and managed to get the bigger of the medium sized ones in his asshole. He ever slept with one stuffed inside him last night and was moaning in his sleep. Maria Elena asked him over the breakfast table of he was feeling ok as he was making so much noise last night.

He replied looking at his phone and taking sip of the hot cup of coffee, “yes I have busy day at work and am stressed” and he changed the subject. As did so he felt the butt plug, which was wedged deep inside his stretched asshole, was starting to feel somewhat uncomfortable.

He stood up and stretched and his wife exclaimed pointing to his rock hard erection “oh someone’s excited I see husband!”

He said “yeah sorry not time for you know what darling, I gotta get ready as I got hard day ahead of me” and he left the room and looked in the hall mirror and his eyes were sparking and he went into the bathroom and removed the butt plug, re lubed it and placed it back inside himself.

Now as he waited, naked sat on towel on the bed. He was apprehensive but was shivering in excitement at the forthcoming event. He had half a mind to call his brothers Santiago to ask for his advice, but he decided not to at the last minute as he felt awkward and also it was thrilling having this secret life.

“Just like my brother did when he was fucking around with his married lover Gonzola” and all of those other guys that I had no idea about yes. Plus I still have not forgiven him off for wanking and sucking my dick without permission,  the asshole after the wedding!”

Santiago had looked at him several times since then, looking at his crotch intently, making him feel both uncomfortable and yet also strangely excited. Now he sat on the bed dressed in short bath robe, and was apprehensive thinking that Peter was not going to show up and he started to feel bit silly.

He lay on his back and pulled his legs up and back and was pulling the but plug out and pushing it back in, re lubing it so that he was slipping into him easily. Then he sat up and was grinding his bubble butt onto the towel that he place on the bed and he was playing with his nipples feeling aroused and ready to burst.

He sat up looked at the clock and it nearly time for Peter to arrive and he was full of nerves. He was so relieved when at 5.30pm sharp there was knock on the door. He jumped up off the bed and ran to the door.

When he opened it, standing there staring at him was his man Peter with his dick standing to attention as it pointed towards him almost bursting out of his suit trousers.

“Alright Alfonso shall we…..?”

And Alfonso said simply “yes” and pulled him into his hot naked body, as he hugged his man tightly, and started kissing him. He complete ignored an older couple, who were walking past the room and looking at them disapprovingly as he winked at them, and pulled Peter into the room and closed the door.

To Be Continued