Bachelor Party

by Caliban

15 Mar 2020 6038 readers Score 9.3 (159 votes) PDF Mobi ePub Txt


If there is one thing that I absolutely loathe, it’s bachelor parties. Watching a group of straight men acting like total barbarians just doesn’t do it for me. Not even the inevitable nudity that usually occurs at these events is enough to excite me.

Fortunately, I had only ever attended two of these debauched gatherings, when two of the colleagues I worked with were about to get married. On both occasions, I had been thrown in a pool, firstly causing irreparable damaged a new pair of tan suede shoes I was wearing, and on the second occasion, my mobile phone was destroyed.

When I, therefore, received the call inviting me to Dean’s bachelor party, as you would expect, I was about as excited as someone who was about to have root canal treatment.

Regrettably, I couldn’t refuse because Dean and I had been friends throughout primary and high school. Furthermore, our friendship had ensued throughout our college years and also during the three years after we had begun working at our respective jobs. Generally, we got together at least once a month for lunch or dinner and I really liked Margaret, his bride to be. Dean was the first person I had outed myself to, and I had always appreciated the fact that he had never been balked at the news about my homosexuality.

The man arranging the bachelor party for Dean was Thomas, Margaret’s brother. I really didn’t like Thomas. He was lewd and crude and according to Dean, something that Dean told me in confidence, Thomas and his wife were heavily into the swinger’s scene and the gatherings they attended were apparently hectic, with an ‘anything goes’ philosophy.

Thomas’ favourite party trick was to show off ‘Ollie,’ the elephant. After opening his fly, Thomas would dangle his enormous cock before him, accompanied by his large hands with opened fingers, flapping like ears off the sides of his hips. I had never witnessed this on the very few occasions that I had been in his company, but allegedly, it was really something to see.

The venue for the party was at a well-known pub with several pool tables. Our function, however, was in a separate room at the back of the pub that catered for private gatherings.

Upon my arrival, I was very relieved to hear that there was no pool at the venue. The private room we were in looked rather festive. There was a long table to one side with an impressive array of buffet finger food with a makeshift bar counter set alongside it. As one would imagine, the men attending were soon drinking and eating to their heart’s content.

Unsurprisingly, Dean was soon naked and only wearing a pair of strap-on fairy wings and a silver wand that he was required to flash about.

At this point, I noticed Thomas in a conspiratorial conversation with two other guys and very shortly, Dean was given a few ridiculous tasks to perform, with a threat that if he failed, punishment would ensue.

Having naturally fluffed all his duties, I saw Thomas nodding to his two conspirators from earlier.

Next, Thomas’ accomplices gripped hold of Dean and dragged him to the pool table. After placing Dean’s legs on either side of a corner of the pool table, each of the colluders pinned Dean’s torso down on the table, with each holding one of Dean’s arms. The man to the right also placed his hand around Dean’s neck as Dean’s face, turned to one side, was flattened on the green baize of the table’s surface.

Thomas now took hold of a pool cue and walked to the buffet counter. After dipping his fingers in a dish of olive oil, Thomas commenced smearing the top of the cue with the oil. What happened next totally stunned me.

Upon returning to the table, Thomas now placed the oiled end of the cue at Dean’s butt-hole, before inserting it slowly into Dean’s backside.

As Dean started groaning, I looked around and I saw several guys shake their heads, prior to leaving with disgusted frowns on their faces. All the rest of the guys, however, were totally engrossed by what they were witnessing, as the cue began sliding in and out of Dean’s arsehole.

After a few minutes, one of the guys exclaimed, “Dean needs an upgrade, we want Ollie.”

Immediately, a roar of consent reverberated as guys joined in bellowing, “We want Ollie.”

Spurred on by the encouragement, Thomas swiftly removed his trousers and underpants, before swinging his hips in order to show off his gargantuan schlong, which majestically swung from side to side.

Cries of “Fuck him, fuck him,” now began to resound.

After swiftly returning to the buffet table and once more dipping his fingers in the oil again, Thomas returned to Dean’s arse as he lubricated his dick. When Thomas commenced shoving his cock into Dean’s manhole, Dean’s groans turned into grunts.

Shortly, as Thomas started thrusting into Dean with a look of total dominance on his face, applause broke out.

I was completely fixated and I have to admit, turned on by what I was seeing. What further engrossed me, were the lustful expressions on all the other guys’ faces as they blatantly started rubbing their crotches.

Thomas now really began to put on a show with elaborate hip movement and extravagant penetration. Dean was yelping as Thomas’ spearing really intensified.

Looking like a pack of wolves, the horny audience now began to intone, “Yeah, fuck that bitch, fuck him hard.”

When I saw Thomas’ body begin to shudder minutes later, I knew that he was creaming Dean’s backside.

To my astonishment, a second man now moved up and took Thomas’ place. After he also came, a third guy took over.

As this was happening, Thomas appeared next to me still without his trousers or underpants on.

“So, Robin, are you enjoying this show?” he asked.

Acting as noncommittal as I could, I said, “No, not really.”

“You’re a fuckin’ liar,” he answered.

Then with a smile, he said, “The problem for me right now is that I’m still horny and it doesn’t look like I am going to get a second go at Dean’s arsehole any time soon.”

As his hand now firmly clamped on my upper arm, Thomas instructed, “Come with me, because Ollie needs some more action,” before ushering me toward the ablution area.

After we entered the last stall he ordered me to remove my pants and underwear. After ordering me to sit on the toilet seat, Thomas said, “I hope you like the taste of cum and olive oil, fag-boy.”

“That’s rich coming from you after what I just saw,” I countered with a flash of annoyance.

“There’s a big difference between being gay and good old fashioned, man to man pleasure,” Thomas quickly shot back.

“Really?” I asked in disbelief.

“I’m not interested in semantics right now, pussy-boy,” Thomas retorted, as he pushed his cock up against my lips. “Now do what your mouth, and arse, were meant for and stop overthinking this.”

My contempt for the idiot was totally trumped by the build-up of lust that had developed over the preceding twenty minutes, and so I decided to savour the combination of cum and olive oil on offer.

As my mouth got overstuffed I was in seventh heaven. Shortly, however, as my oral shortcomings began to irritate Thomas and I soon found myself clutching on to the toilet’s cistern. I almost yelled as Thomas tunnelling machine commenced enlarging my burrow. After the initial displacement discomfort, however, I finally calmed down and as I began enjoying the experience.

Next, I heard two voices in the booth next door. Very shortly, their chatter was interrupted by the gurgling sounds of oral sex.

Not long after, when Thomas began to grunt before cumming, his climactic noises were amplified by escalating sexual sounds from next door.

As we were departing, a further two closed toilet doors were now also emitting sexual sounds.

Fuck,’ I thought, ‘what’s this party turning into?’

Back in the room, as another guy was finishing off with Dean, even the hunky barman I had admired earlier was now about to take his turn. Before the barman got stuck in, however, Dean’s arse had begun to look like an impressive cream pie.

After three more guys had fucked Dean, things began to grind to a halt, and soon a stream of family members, girlfriends, and wives arrived to pick up their inebriated partygoers.

When I phoned Dean the following morning to ask if he was okay, he seemed cheerful enough and even invited me to lunch.

As if the events from the night before hadn’t shocked me enough, the revelations from Dean during our meal that day totally blew my mind.

During the eighteen months before Dean and I had headed off to college, his dad’s stepbrother, who had fallen on hard times, had moved in with his family. After having to share a room with Dean, apparently, it wasn’t long before Ed, his dad’s stepbrother was regularly fucking Dean. By Dean’s admission, he then became a slave to anal penetration because of this.

Understandably, with his goods-looks and beautiful body, his needs were well taken care of in college.

Strangely, he also commenced dating Margaret at this time and had heterosexual sex frequently.

In addition, Dean informed me that over the previous few years, Thomas had started fucking him regularly when Thomas’ wife and Margaret enjoyed a girl’s night out.

At this point, I had to interject, “But what about your marriage?” I asked in disbelief.

“James, I have always wanted to get married, enjoy a family life, and have kids. That’s the bigger picture for me,” Dean said earnestly.

“But what if Margaret finds about your anal fixation?” I questioned.

With a chuckle, he answered, “She already knows.”

“Huh?” I replied, open-mouthed.

“Margaret is very open-minded, James. In college, she and I often had a threesome with a buddy of mine.”

After a sip of water he then continued, “Apart from double penetrating her, Margret loved it when he fucked me as I was fucking her.”

After another pause, he again set forth, “Once we are married, we are planning to join Thomas’ swingers group. You see, their golden rule is that only married couples can join.”

As I sat there aghast, I had never felt more parochial in my life. I was also miffed because after spilling my guts to him about my sexuality years before, Dean had always led this astonishing secret life.

As I drove back to the office after lunch, I was overcome by a feeling of envy.


by Caliban

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