The Widower's Club

By moc.oohay@ceblbytalz

Published on Jul 30, 2021

Gay

The Widower's Club Chapter 14

This is a story about man on man sex. If this offends you please do not read further. Otherwise please enjoy this story which is the fourteenth chapter of a longer piece about mature widowers who take care of each other's needs. Thanks to those of you who took the trouble to email me a few line of encouragement for earlier chapters – such notes are the lifeblood of any author! I'd be very interested to receive your feedback and suggestions for future chapters. My email is zlatyblbec@yahoo.com

I've had a number of emails from readers who've said how they were in a similar situation to the guys in the story, and how they wished there was a similar group of friends in their area. If this is you, why not try to set one up? There are plenty of contact websites available throughout the world where you can be very explicit about what you're looking for. Perhaps even refer people to this story so that they get the idea! Imagine how different life could be...

If you enjoy this story you may enjoy other offerings I have on Nifty:

Story Section(s)

Educating David Historical / College

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"It looks like we're going to just get out ahead of the storm," said Alan.

I turned and glanced out through the huge windows to the runway. Dawn was breaking to reveal a grey and overcast day, but the predicted one in a hundred year storm hadn't yet hit so the flight to Greece was scheduled to depart bang on time.

At the January meeting of the Widowers' Club a flyer was circulated regarding a winter break – a trip in late February to a secluded men's retreat on a tiny Greek island. Alan had been the previous year and had had such a thoroughly hedonistic time that he signed up for a repeat visit straight away. His description of the place and the week of pleasure he'd enjoyed was enough to make me decide there and then that I wanted to go too. And it was a good job I made my mind up quickly as the whole island could only accommodate forty guys, and the places filled up that very afternoon.

"I'm really looking forward to being naked outside," I confided to Alan as we stood against the terminal's window. The introduction to my new uninhibited world had come during the middle of autumn so, apart from a few days early on where I was able to spend the afternoons naked in the back garden tidying up the beds and so on, all of my nudity had been indoors. I was relishing the feeling of shedding my clothes and wandering around the island totally naked.

I'd been going to a tanning studio in town three times a week since early January in order to take the stark whiteness off my skin so that I didn't burn in the Mediterranean sun and over time had actually built up what I thought was the start of a decent all over tan. Or at least that's what it seemed like when I looked at myself in the mirror. When I stood naked next to Alan and a few of the other guys the contrast told a different story, however!

There was a bit of a party atmosphere on the plane – all forty of us were travelling on the same mid-morning flight, and were seated in a big block taking up ten rows towards the front of the aircraft. The plane wasn't full and they'd left all the middle seats empty so we weren't crushed in like you often are on these cheap flights. I shared a row with Alan in the middle of the group, which meant that we didn't have to be discrete about where we were going or what we intended to do when we got there.

"We land early afternoon local time," said Alan, "then it's a two hour transfer to the island. Five bedrooms, eight to a room, and we draw lots to see who shares with who when we get there."

A fluttering began in my tummy as the butterflies started to stir. Seven nights, sharing a large room with seven other lusty men! As I closed my eyes and imagined what the next week had in store for me my cock began to grow. Pretty much every one of the men going to the island I found attractive. Over half I'd had sex with at least once.

There was a good wind pushing us south-eastwards, and we got to Greece ahead of time. Although it was still late winter the sky was cloudless and it was as warm as on a reasonable English summer's day. We took a coach to the docks where the resort's ferryboat was waiting to transport us to the island. The boat was crewed by a couple of young Greek adonises, clad only in tightly fitting tee shirts bearing the logo of the resort and very skimpy shorts through which their decent sized cocks stood out distinctly. The place we were heading to was fairly small – you could walk all the way around it in just under an hour, I'd been told – and the gay retreat was the only thing on it, so all the staff there were also gay. When we arrived I could see why it was fully booked year round. From the island you couldn't see any other land, and a small jetty was the only thing that interrupted the golden, sandy, beach that ran around the whole island. Waiting to greet us were several other young men, clad similarly to the ferrymen.

In the reception area we were given a briefing before the draw for our bedrooms was made. Nudity was ok throughout the island, we were told, and at any time. We were appraised of the safety procedures and of the various leisure activities which we could take part in (the non-sexual ones, that is – it was understood that for the other type of activity pretty much anything was possible), and then the guy who'd organised the trip gave a little briefing of his own.

"You might have noticed that we're going to be looked after by a lot of very attractive young men," he said, to general amusement. "So I ask you to remember at all times our club rules on sexual hygiene. A lot of men from all over Europe pass through this place, which means you can't be sure whether these boys are safe or not, so if you do get lucky...," more laughter, "remember to use a condom. And if you get carried away and don't, then don't get fucking any of us until you're back home and have been retested and given the all clear. Ok?"

There were more chuckles and mutterings of approval all around the room. I looked at the boys who were standing around ready to escort us to our rooms, and to be honest they didn't turn me on half as much as Alan, and my two Rotary club friends, and David – the `goldilocks' cock who'd been the first to dump a load into me during my first visit to Thebes Spa – all of whom were on the trip. I'd found over the last couple of months that having sex with good companions was a real turn-on for me and the notion of a holiday fling with a man more than half my age seemed a bit tacky.

The draw for bedrooms matched me with three people who I knew, two who I'd had sex with but whose names I didn't know, and a couple of guys I'd never had the pleasure of. Included in that number was David, who I'd exchanged email addresses with during the final chill-out session during my first time at Thebes and had stayed with overnight a couple of times since; Miles, a retired solicitor who was a member of my Rotary club; and Martin, the seventy-odd year old with false teeth who'd I met in the locker room the first time I'd entered Thebes.

When we got to it I couldn't believe our bedroom – it was very large (as it would need to be if it wasn't to feel cramped for eight men) and like all the accommodation (I was to find) faced South and looked out across an empty sea. There were only four beds – each one a king size.

"Dinner is at eight o'clock, in the same building as reception," said the man who'd brought us to our bungalow, and he left us to settle in.

"I baggies this bed," said one of the guys I didn't know. "Who fancies sharing with me?"

I felt my arse being grabbed. "Want to share with me?" It was Miles, my fellow Rotarian.

I'd been meaning to get to know him better – I'd had a few pairing with him at Thebes, but we'd never managed to sort out an overnight together so hadn't actually slept with him. Now seemed a very good time to rectify that, so together we walked over to one of the beds and threw our bags onto it.

"I know," suggested Martin. "We're here for seven nights, and there are eight of us – ourself and seven others. Why don't we rotate? Pair off for tonight, and then move round each night so that by the end of the week everyone gets to sleep with everyone else, once?"

I looked around the room. Every man in the room I found attractive in a sexual way. It seemed a good idea to me. And it received favour with everyone else too. So I was starting off with Miles, but the following night I'd be with someone else. Sounded pretty good fun.

Within minutes all of us were naked. None of us waited to be stripped by anyone else – we just undressed and then, starkers, unpacked and stowed away our things into the cabinets that lined the wall either side of the entrance to the bathroom.

By the time all my stuff was tidied away two of the guys had already started having some fun. They were standing face to face, their cocks hard, and were engaged in a deep kiss as they rubbed themselves together. I began to harden at the sight.

Miles came up behind me, reached around and grabbed my cock. I could feel his own hard prick slot into the groove of my arse crack as he leant in towards me. The warmth of his body was lovely on my back. "Let's have some fun," he said, and led me across to our bed.

There were loads of pillows at the head of the bed. We pulled back the thin duvet and climbed onto the mattress, leaning back against the headboard and supported by a couple of the larger pillows. We turned slightly to face each other and kissed. I reached down and began to softly touch Miles – his smooth pubic mound, between his legs and down under to his balls before moving my hand back up and feeling his cock.

We'd been travelling since well before dawn, and were all a bit sweaty, but for me that made it all the more erotic. The understated but distinctive man musk that came from Miles's armpits and from between his legs made me sigh. I dragged my finger between his ball sack and the top of his leg – it was a little damp and sweaty. I brought the finger up to my nose and inhaled.

"Wow!" I felt myself flutter as I sighed deeply. "Fucking amazing scent!"

Miles leaned across and nuzzled his head into my armpit. He breathed in deeply and I felt his hand tighten on my backside. Then his tongue was out and he was slowly lapping up the sweat that was beginning to form under my arm. My cock twitched as it hardened further.

"What a lovely, salty taste," said Miles.

He brought his head from my armpit, and engaged me in another long and passionate kiss. This was truly unbelievable. I'd know Miles for many years and he'd always seemed so reserved. But given the right environment, and the lusts we all have, he'd morphed into a different person altogether.

He began to play gently with the head of my cock. "He did a really good job of this," he whispered. "You look amazing now with your tattoo and your cut dick."

Being complemented about my equipment was very erotic for me. Anne had never really openly mentioned my penis in over forty years of marriage. It was just something that was there to be used – occasionally – in the dark, normally, and then quietly put away until the next time without any further comment.

Miles adjusted his position so that his head was facing down the bed with his mouth next to my cock. He began examining it closely.

"It's amazing," he exclaimed. "You look as if you were done as a baby like I was."

I grabbed his dick and began to examine it in the same way. Erect as he was there was no hint of skin movement on the shaft of his penis, and no indication of any cutting – just a neat line an inch or so from the head where the skin changed colour from pink to brown. I couldn't resist taking his cockhead into my mouth and caressing it with my tongue – around the groove between the glans and the shaft, up the back where the frenulum would have been, along his slit from which he was starting to leak deliciously.

I then felt a warm wetness engulf my own dick as he copied me. For a while I led the exploration, and he mirrored what I was doing a split second later. It felt so very erotic, almost as if we were a single organism and having the hottest masturbatory experience ever!

I let his dick pop out of my mouth and moved my tongue down his cock, onto his balls then down across his perineum and towards his anus. The scent down here was stunning, and I felt myself leaking loads of precum fuelled by this stimulus. All the while Miles was mimicking my actions on me.

As I licked between his balls and the front part of his perineum I softly pushed my nose into his rosebud. Not too far, just enough to squash it a little and to stimulate the many nerve endings I now knew were there waiting to give him pleasure. Then I withdrew and pulled my head further back so that my tongue was aligned with his arsehole and began to lick. Slowly and very wetly. Around in a circling motion, then licking with a flat tongue to cover the whole opening and the sides of his buttocks, then with my tongue in a point, working its way inside. Then repeat. Miles continued to copy, and we pleasured ourselves this way for several minutes.

Then Miles stopped licking me, and moved round so that his mouth was next to my ear. "Fuck me," he whispered, rubbing the back of my head.

We'd not fucked each other before. At Thebes we'd had a couple of sessions where we'd sucked each other, and had each shot a load down the other's throat on one occasion, but up until now I hadn't known whether Miles was into fucking or not. This newly acquired knowledge was sensational. Another genteel old friend who liked it up the arse! Clearly a love of being arse fucked was far more common than most people appreciated!

I stopped working my tongue around his anus. "I'd love to," I replied, and we broke away from our embrace so that we could prepare ourselves.

In the cabinet next to the bed there was a large tube of lube (plus an unopened spare), and several large blue and white striped towels that were rolled up in the bottom section. Miles took one of the towels and unrolled it, then spread it out on the bed and climbed up and knelt on top of it with his arse in the air. Meanwhile I took the lube and squirted a reasonable dollop of it onto my hand. I looked around the room. Each of the other three beds was occupied with couples having some sort of sex. Next to us the two guys were 69ing, with loud slurping sounds coming from them. Across the room I could see David on top of his partner who was lying on his back as David thrust into him. Having been fucked that way by Dave several time I knew this guy's prostate would be getting a delicious seeing to. On the final bed Martin was sucking cock so enthusiastically that his bed-mate was groaning loudly. I noticed that Martin's teeth were on the cabinet beside them, so knew what ecstasy the guy being sucked was experiencing.

When Miles was in position I began to lubricate his anus. It was already a little wet from the working I'd been giving it with my tongue, and my first finger slipped easily into his arse. I moved it in and out a little, then rotated my hand through 180 degrees so that it was pointing downwards, all the better with which to massage his prostate. After I'd pushed it in and out gently several times I withdrew and put some more lubricant onto my fingers, then returned to Miles's arse, this time pushing two fingers inside. I worked these in and out and around for a couple of minutes, spreading them apart gently, until I felt that I'd opened him up sufficiently.

"Ready?"

"Yeah," he replied.

I wiped my fingers around my rock hard dick, and pulled Miles back a little so that his rear end was directly hanging over the edge of the bed. Then I positioned my cock at the entrance to his chute and pushed gently. There was momentary resistance, but then I slid in easily and my cock worked its way up his rectum a couple of inches before reaching the resistance of his inner sphincter. I felt Miles brace himself, then he gave out a deep breath, appeared to relax a little and pushed backwards onto me. With pretty much no effort I slipped further into him, and the front of my legs were soon touching the bottom of his arse cheeks.

The feeling of my cut dick sliding up inside him was indescribable. With my tight circumcision there was no play on the skin when I was hard, so as I moved in and out all I felt was my cock on the inside of his chute. It was if I could sense every breath he took, every twitch as he tightened and loosened his arse muscles.

"You've done this before," I said as I continued to slowly move myself up and down his passage.

"Only hundreds of times," he panted.

Time stood still as we worked our bodies together, each of us experiencing the respective pleasures of fucking and being fucked. After a while Miles reached behind him and signalled for me to stop.

"Knees are packing in," he gasped. "We'll have to change position."

I pulled out of him with a slurping sound. I looked down at my cock. With the movements we'd been making the lubrication had begun to froth a little, and my dick was coated in whiteness.

Miles moved onto his back, and worked his way further across the bed. He opened his legs wide to reveal that his anus was also white and frothy. "Come on top of me".

I climbed onto the bed, grabbed hold of his legs and pushed them up onto my shoulders. Then I leaned down and reintroduced my cock to his arse. It was almost sucked inside him, and Miles let out a groan which I assumed was my dick making its first pass over his prostate.

"Stunning," he whispered.

I began rocking slowly, in and out, in and out, pushing upwards a little to really give his prostate a good workout. Looking down at his belly I could see a silver trail across it as copious amounts of seminal fluid flowed from his cock. From time to time I leaned forward and gave him a kiss. Six months ago when I'd sat across the dinner table from him at Rotary meetings I'd never have believed that we'd ever in a million years end up like this. But from the look on his face he was clearly enjoying the moment greatly. And so was I. I reached to my right and worked a bit more lube onto my hand then, continuing to grind myself in and out of Miles, I took hold of his cock and very gently started to stimulate him.

"Arrgh," he groaned, and started to buck back onto me strongly.

I was getting close myself, so saw this as the signal to commence my final run-in to shooting. Miles continued to cry out, I kept on wanking him, and thrusting into him, all the time our tempo increasing accelerando poco a poco.

Then he shot. A huge amount. And a huge distance. As I looked down and saw the fountain of spunk jet out of the end of his cock and coat his chin and neck and chest I could hold on no longer. Giving a loud and primal shout I began shooting my load inside him. At the zenith of each thrust I paused for a slip second, tensing my arse muscles to push out as much spunk as I could before reversing and thrusting again. Four or five times I did this before I felt totally spent and flopped on top of Miles, my own chest getting coated in his semen in the process.

As I did this I felt my dick get expelled from his arse in a torrent of cum and lube.

Miles removed his legs from my shoulders and we lay there for several minutes, panting, both of us totally spent. Presently we moved ourselves round through 90 degrees to lie on the bed properly. The insides of Miles's buttocks were sticky and glistening with lube, and spunk was leaking out of his arse and down to his arse crack. My dick was covered in a thick white film.

As we lay side by side I rubbed my hand around his buttocks and anus, mixing all the sliminess together and massaging it into his body. He gently played with my cock. I looked around the room. David was still fucking his bed partner, but the other two couples were lying on their beds and appeared to be asleep. It didn't take Miles and myself long to drift off to join them.

Next: Chapter 15


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