The Widower's Club

By moc.oohay@ceblbytalz

Published on Aug 6, 2020

Gay

The Widowers Club Chapter 8

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 eighth 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...

Nifty is a wonderful free service for those who enjoy gay themed literature, but does need donations to continue doing its wonderful work.

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It was Saturday before I finally got together with Alan again. I'd expected to catch up with him earlier in the week – in fact I'd been looking forward to it lustfully and had been a bit disappointed when he delayed his return by a couple of days and then had other commitments once he did get back. The few extra days I'd had to wait had been good in a way, though, because it'd given me time to calm down and remember back to the conversation we'd had when we'd first laid naked together in his bed following the sensual session that had launched me on my journey of self-discovery. We'd both agreed how wonderful it was to have real mates who were also sexual partners but with no obligations on either side. No `courting', no moving in together, no expectations of monogamy - just being the friends you'd always been but with the new added bonus of intimate interludes and occasional sleepovers with attitude. Alan wasn't my boyfriend, and I needed to remember that!

We'd arranged for me to go round early on Saturday afternoon, and I'd taken the morning to prepare myself for the occasion. I'd already denied myself orgasms for a couple of days so I could guarantee I'd be really horny when we did get down to things, and in addition had spent some time during the morning in the en-suite, sitting on the shower stool and fucking myself with one of the dildoes I'd bought. I'd taken myself to the edge of orgasm three times simply from rocking backwards and forwards and moving the dong up and down inside me to massage my prostate, but had pulled back from the brink just before ejaculating whenever I'd got close. Hence, by the time I got to Alan's, I was so horny it wasn't true.

When I arrived at Alan's I was in for a bit of a shock. He'd been denying himself full sexual pleasure as well so, as soon as I was in his hall and his front door was shut behind me, he wrapped his arms around me and gave me one of the most passionate kisses I'd ever had.

"Christ, I'm horny," he gasped, running his hands around my arse.

I dropped the bag I was carrying that contained the toys he'd lent me before he went off on his travels, and embraced him by putting my arms around his neck and returning his kiss. I put my tongue into his mouth and found his tip with mine. I was almost shaking with excitement and expectation, and could feel my penis surging against my chinos.

Alan pulled back a little. "So you haven't had second thoughts, then?" he said softly.

"God, I've been looking forward to this for days," I replied.

He slipped off the fleece that I was wearing and tugged my jumper up over my head. Then he unbuckled my belt, undid the fastening on my trousers, lowered the zipper on the fly and pulled them down past my knees.   I responded by kicking off my shoes and allowing him to take my trousers off completely.

"Wow," he gasped, grabbing at my dick through the used jockstrap he'd lent me. I'd added my own couple of loads into the pouch since I'd taken it home. "This has seen some use," he said. He then took hold of my polo shirt and pulled it upwards and clear of my body. He threw it on top of my coat, jumper and chinos. Then he stood back and looked at me, dressed only in a pair of socks and a black jockstrap with numerous white semen stain patches on its pouch. "Jeez – you look fucking amazing!" he said.

I grabbed Alan's tee shirt and divested him of it, then pulled down the shorts he was wearing. He was barefoot, so taking off these two items left him naked apart from a white jockstrap. My heart began to pound. Alan looked fucking amazing too!

"Come on – let's go to the bedroom,' he suggested.

I didn't need any persuading whatsoever. Leaving our clothes strewn across the floor of the hall I followed him to bed, admiring the scorpion tattoo on his brown backside which was framed perfectly by his crack and the strap of his underwear. He jumped onto the bed. I quickly took off my socks and joined him.

We faced each other and smiled. He put his arm over me and began to run his arm up and down my back, over the waistband of the jock, onto my bum and then back up again. I lifted my leg and put it over his, then reached over and started to caress his buttocks. We kissed. Long and passionately.

After a while we broke apart and both of us moved naturally to lie on our backs. I reached down and put my hand onto the pouch of his jock. Alan's cock was like a rod, straining at the material.

"You've had a good time since I saw you last?" he asked me.

"I am so grateful to you," I responded. "You've taken me to places in my mind I'd never dreamed existed but which've excited me no end. And prompted me to try things with my own body that I'd never believed I could enjoy." I took a deep breath. "And when I went to see Doug last week to get waxed I even ended up fucking him. It was amazing!"

"So you're not mad at me? For taking advantage of you?"

I gave Alan's stiff dick a gentle rub then leant over and kissed him. "I wish you'd done it earlier."

"Not disgusted with any of the things in the videos I said I was into?"

"They were all so fucking erotic", I replied. "I want to try them all." I felt so liberated, at last able to discuss sexual things with someone who was on the same wavelength – no value judgements, just an acceptance of natural manly lusts. There were so many possibilities. Butterflies were fluttering all around my stomach at the thought of them. "Have you really done all that sort of stuff?"

"Most of it. Threesomes. Groups. Orgies. Fucking outside. In the countryside. On beaches. In the dunes. Wrestling naked. In mud. Or covered in oil. I've tried lots of things, and very rarely not enjoyed it."

We turned to each other again and shared another kiss. Our crotches touched and we began to work them together, both of our penises as hard as rocks. As we continued to explore each other's mouths I thought of all the things we might do in the future. As kids we'd wrestled with each other, obviously, but the idea of doing it naked was something else. I definitely wanted to try that. And also to let him tie me up and have me totally at his pleasure – edging me for ages before finally making me come.

"Will you fuck me?" I asked him. "I want you to be the first. Without you I'd never have discovered this side of me, so it'd be very special for me."

"I'd be honoured," Alan replied. "I've been saving myself for today. I haven't come since you were here last. Not that I haven't been very tempted to give myself a bit of relief! I've got so much spunk in my balls I'm going to really fill you up!"

Having agreed what we were going to do, there seemed no hurry. We embraced and kissed for another short while, each of us caressing the other's bum while we gently rubbed our noses together. We hugged each other more tightly, and I could feel Alan's stiffness inside his jock sliding back and forth against my own. Then Alan broke off and told me to get into the `doggy position' as he called it.

"On your knees, head down, arse in the air, legs a bit apart" were his instructions.

I moved into the centre of the huge bed and did as he'd told me while he went to the nightstand where a big dispenser of lube had been placed at the ready.

"You keep your jock on," he said as he turned and looked back at me. "Bet you never thought of this when you wore them for rugger – that because they're open at the back so you don't have to take them off to get fucked!" He grinned. "I'll take mine off, though." With that he put a hand down either side of the waistband and pulled his jockstrap off. His prick immediately sprang to attention. It was rock hard, a huge knob at the top, then about an inch and a half of pinkish skin before his shaft turned a suntanned brown. His cut cock did look pretty amazing. Alan held the pouch of the jock to his nose and sniffed. "Not as good as a lover's aroma, but I still like the smell of a three day pouch even if it's only my own scent in it," he said. Then he held it under my nose. "What d'you think?"

I inhaled deeply. The scent was amazing. It made me feel a bit lightheaded, almost as if I'd sniffed some drug. A mixture of that musky male crotch smell, combined with a hint of piss plus a good deal of precum. The smell of man! Wow!

Alan dropped his jockstrap in front of me. There were a couple of very wet patches on the pouch where he'd been oozing prostate fluid.   I looked down at my own crotch and saw it was equally wet. I reached back inside the pouch and wiped some of the precum that was covering my cock onto my fingers, then held my hand up to Alan's mouth. He licked my fingertips and gave me an evil smile. For a moment we were boys again - doing things that we knew were very naughty but oh so enjoyable! Perhaps one or other of us would end up getting spanked for what we were doing, just like in the old days!

As Alan licked his lips he squirted a couple of good dollops of lube into his palm and covered his cock in it. He then climbed onto the bed behind me, taking the lube with him, and I lowered my head again onto one of the pillows in front of me. The next sensation I felt was a very slippery finger probing my anus, which was exposed and presented to him to do what he wished.

He took much more time teasing and preparing me than I'd done myself when lubricating my bum to take the dongs, and this made the experience all the more pleasurable. First he just moved his finger around my hole, exerting hardly any pressure but making it glide over my skin and stimulating the mass of nerve endings I now knew resided there. As I became more excited I winked my anus slightly and he took this as an invitation to pop his finger a short way inside me. Then, when I tightened myself up again he let me push him out. This in turn made me flex my muscles a bit harder to entice him in once more. He let a finger glide inside me a little further, probably up to his second joint, then bent it slightly onto my prostate which he rubbed a couple of times before withdrawing.

I groaned.

"That nice?"

"Hmmm" was all I could manage.

I heard a squelch as Alan put a bit more lube onto his fingers, then he found my anus again and pushed. It felt thicker this time, and as the digit slid into me a slippery palm worked its way under the pouch of the jock, grabbed my smooth scrotum and began to play gently with my balls. I'd obviously now got Alan's thumb inside my arse. As he continued to squeeze my ball-sack he moved the tip of his thumb backwards and forwards over my pleasure spot. I began to flex my anus around his thumb and rocked backwards and forwards a little, fucking myself onto his hand.

"I think someone's a bit turned on."

I didn't respond, but just increased the strength of my flexing slightly and the speed of my rocking a little.

"Do you think it's time to be properly fucked?"

"Hmmmm," I murmured. "I want you inside me, mate."

Alan withdrew his thumb from my arse and his hand from my balls, and I felt the bed move a little as he repositioned himself. Then there was the sound of more lube being squirted into his hand, followed by him slicking it up and down his dick. He put a hand on each of my hips – the right one a bit slimy, the left one not – as he positioned himself behind me, then I felt the tip of his prick touching my anus. He took his right hand off my hip and almost at once I sensed his cock running up and down over my hole as he started to assist it gently towards my body. I pushed my arse up in the air as much as I could and concentrated on relaxing my anus muscles to allow him inside. He pressed against me and I felt his big round cockhead start to enter me.

He pushed in a short way, then withdrew it slightly before pushing in again. On the second stroke I felt my arse close around the tip of his dick onto the thinner shaft that followed behind. The widest part of him was now inside me. I took a few deep breaths and then moved myself back onto Alan to help him in further. With all the lube inside my tunnel and down the length of his cock he moved very easily, and slid further up in a single movement until he reached my inner sphincter.

"Now's the hard bit," I said, as if to warn him.

"You just take it steady," he replied. "In your own time. If you want me to push let me know, otherwise I'll let you just back onto me when you're ready."

I was quite getting used to something of a decent size pushing its way through my inner barrier, so only took a few seconds to mentally prepare myself. I pushed down as if I were taking a dump and at the same time reversed slowly onto Alan's cock. With just a tiny bit of pain that lasted a mere split second I felt him pop through the barrier and into my deepest places.

I took a deep breath, and reached behind me to feel Alan's buttocks It was an amazing feeling, as if we were one. I dropped my hands back in front of me to take my weight. "I'm all yours now. Fuck me."

Alan began to move back and forth, very slowly at first but increasing pace a little once we got into a combined rhythm. I moved back gently as he pushed forward, and with each instroke I clenched my arse muscles a tad to grip him tightly. It was heaven.

For a while we kept up a steady tempo although Alan was gradually working his way more deeply inside me so that eventually I sensed the front of his body slapping against my backside. I felt really full and shivered as his thrusting penis moved over my prostate. After a while I straightened my back and the sensations changed a little – I sensed I was a little tighter and the pressure on my pleasure spot slightly more intense.

Alan gave a few low moans.

"This is beautiful", I said, rocking steadily in time with his thrusting. As well as the physical stimulation I was also excited by the thought that it was Alan who was fucking me. My oldest friend. Someone who'd always been my friend, ever since we were babies. And here we were – his cock in my arse – and both of us getting such satisfaction and enjoyment out of it. If only we'd known this was possible fifty odd years earlier we'd have had such fun!

I felt Alan begin to slowly slide out of my arse. "Let me lie on my back", he said. "You sit on top of me."

As soon as he had disconnected Alan rolled over, grabbed a pillow which he put behind his head, and lay back with his hand holding his dick which was now covered in lubrication. I raised myself up off my knees, stood facing him with a leg either side of his body then, holding onto the headboard to steady myself, began to squat on top of him. As I felt his dick connect with the skin between my balls and arse Alan directed himself towards my hole and helped his dick re-enter me. As I was totally lubed up along my passage and already opened up inside he just slid in this time, as easily as he'd have gone into a woman's vagina. In a matter of seconds I was squatting on top of him, my bum touching his pelvis.

"I don't know how long I'll be able to keep this up", I told him. The strain on the back of my legs was quite intense, but so was the feeling I was getting from having his dick so far inside me, so I put that pain to the back of my mind and spent a couple of minutes lifting and falling onto his cock.

Alan reached up and put his hand onto my crotch. "You're leaking", he smiled as he rubbed around where my penis was tenting the pouch of the jockstrap. Then he slipped the drier of his hands under the material and ran his fingers over my dick which was now thoroughly wet from precum.

I found it a real turn on to watch him play with me while I bounced on his dick, and then to see him withdraw his hand and first sniff then lick his fingers. "Lovely", he said as he looked into my eyes with lust.

"I can't hold his any longer", I said and lowered myself a little to take the strain off my legs. Alan's cock was big enough and hard enough to stay inside me as I manoeuvred onto my knees. When I reached my new position I started to rock backwards and forwards on him, and leaned over his body and kissed him. He immediately engaged and we explored each other's mouths again while he continued to fuck me.

"I'm not going to last that much longer", I said. My dick was straining at the pouch of my jockstrap and I was so wet from the internal stimulation I was getting from Alan's cock that I wasn't entirely sure that I hadn't come already.

"Me too. I'm amazed we've lasted this long seeings as neither of us have come for ages", said Alan. "You get on your back and I'll see how deeply I can shoot into you."

I lifted myself gently off Alan and let his penis slip out of me. There was a squelching sound as I did so, and I felt that the whole of my rear end – from balls to the top of my crack and all the way round onto both of my buttocks was covered in slimy lubrication. But it felt lovely to be this messy! Alan and I reversed positions – me getting onto my back and him moving between my open legs facing me.

"Put your legs up on my shoulders" he said.

I did as he asked, and without waiting he thrust his dick inside me. We'd been fucking for a good half hour by now, so I was very opened up and there was nothing to stop his cock from slipping in right to the root, where my bum met his body. With my ankles on his shoulders my whole body was tilted upwards, and this meant that as he thrust in and out his penis rubbed more than ever against my prostate. I was in another world...

I felt very close to coming and began to thrust hard against Alan as on each inwards stroke he pushed his dick into me as far as it would go. I pulled my legs off his shoulders, and tried to wrap them around his body. He seemed to sense what I had in mind, and although he had to move his arms one by one to allow me to get into the position I wanted we managed it in the end. Now, with my legs crossed over his back I could pull him towards me. We had a rhythm. We moved totally as one.

The pressure on my prostate was now taking me to ever higher planes, and I felt the tightening in my stomach that I'd learnt warned me I was going to have what I'd started calling an anal orgasm. "I can't hold on. I'm going to blow."

"Me too", Alan gasped.

With that I felt the muscles around my anus tighten and my head begin to swim as my orgasm kicked in. I was breathless with pleasure and suddenly realised that my chest was getting wet as a stream of my semen seeped through the pouch of the jock and made its way like a river in flood down between my nipples towards my neck.

"Fuck! Fuck! Fuck! Arrrrgh!" Alan's thrusting became stronger and quicker and he made that deep growling sound that rocked my insides as he too had a titanic orgasm. After four or five thrusts he slowed down, but continued to move himself in and out of me, taking deep breaths as he came down from the summit of his pleasure. After a short while he stopped.

I looked at him. Across his face was that cheeky grin I'd known since we were kids. "Fuck!" he said.

I unwrapped my legs from around his back and he pulled his dick out of me with a slurp as it made its way out and a squelchy plop as the head finally popped out. Alan fell on top of me, breathing heavily as if he'd just finished running a race.

We turned onto our sides. I reached around and put my hand between my buttocks. It was incredibly slimy round there. I rubbed the remaining lube and what I assumed was some of Alan's semen around the crack, then explored around my hole with a finger. It was very wet and slippery, and as I played around a huge glob of spunk came down my chute and onto my hand. I rubbed that into the area under my arse and around my bum cheeks to merge with all the other mess.

"Enjoy that?" Alan asked.

"Hmmm." I reached over and kissed him. "It's a shame it's taken us so long to do that. We should have done it decades ago." I gently took hold of his penis, covered in lubrication and white with his semen and rubbed it gently. "I think we need a shower," I said.

Next: Chapter 9


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