Cheating Boyfriend Fucked Bareback Through The Glory Hole

[Tommy Tank]

I got to know Matthew several years ago when I was up in Scotland for a friend's birthday lunch.  A group of us met in a restaurant in the centre of Glasgow and I was sitting next to Matthew who was a dark haired nerdy looking guy with glasses in his late 20s.  I got on very well with Matthew - he was good company and I thought he was really good looking in a nerdy kind of way (that's a look I really go for) and I also couldn't help noticing that he had a really fit arse, which really filled out his smart trousers.  

Matthew's partner was working and was not able to be at the meal and Matthew and I found we had a lot in common.  After a few drinks, our conversation became more like flirting and, when the party broke up, Matthew came back to my hotel with me.

Almost as soon as we got into my room, my pants were down and my cock was in Matthew's mouth.  He sucked me really well and then we changed places and I began to suck his cock.  We sucked each other for a while and then he knelt up on the bed and I pulled his cheeks apart and pushed my tongue right up his fit, hairy arse.  We kissed, sucked and rimmed each other until I came in his mouth and then he came in mine.

Matthew had told me that he had never fucked with anyone other than his partner, and they had only gone bareback after they had been together for a while and had both been tested.  I told him I totally respected that, much as I would have loved to fuck him!

Matthew and I became friends and when I was up in Scotland and his partner was working, we would meet for lunch and then go back to my hotel room for some fun.  One time after we had sucked each other off we were lying in bed together and Matthew asked me if I ever fucked without a condom.  I admitted I did and he asked me to tell him a bit about what I had done.  I told him about a few of the times I had fucked and been fucked bareback and his cock got hard again.  I took it in my mouth and began to suck it and before long he shot a second load into my mouth.

Matthew and I would catch up by phone while his partner was at work and sometimes our conversation turned to sex and Matthew would tell me how his boyfriend had fucked him and I would share some of my experiences with him.  He especially liked hearing about my bareback experiences and once admitted to me that he sometimes had a wank after he had spoken to me as he thought about some of the things I had told him.

One time we were talking about sex and I was telling Matthew about an experience I had in Berlin when I had three Afghan guys in my hotel room and they all took turns fucking me bareback.  One of the guys was in his late 30s, one in his 20s and the younger lad was about 18 or 19.  I had told Matthew how they all presented their big, thick cocks and I sucked them one after the other and how the older guy had bent over and told me to lick his hairy arse.  Matthew was breathing heavily as I described how they took turns on my arse and how each of them squirted a load up me, with the older guy adding a second load before they all left.

I could hear unmistakeable sounds coming from Matthew's end of the phone and I asked him "Are you doing what I think you're doing?"

"Yes!" he gasped

"Have you got your pants down?" 

"Yes," moaned Matthew, "I'm having a wank! Tell me more!"

I told him how the youngest guy had discreetly slipped me his number and had come to my hotel when I contacted him the following day because he wanted me to fuck him but didn't want to do it in front of the other guys.  I told Matthew all about how the young lad had sucked my cock and how I had licked his hairy arse and then pushed my cock up him, and how he had one of the tightest arses I had ever fucked.  As I described how I had fucked him and then squirted my load up his arse, Matthew groaned,

"Oh God, I'm cumming, I'm cumming!"

It was all very horny, and a couple of months later Matthew told me he was coming down to London for a work related course and asked if he could stay with me for a couple of nights.  Of course I said yes, and the night he arrived we had a meal together and then sucked each other off before sleeping together.  On the Friday morning he went off to his course and we arranged to meet in central London when his course was finished.  Matthew had asked me a few times about the Vault, a cruising bar in central London I quite often visited and had asked me about it again the previous night.  I asked him if he wanted me to take him there after his course on the Friday and he hesitated.  I could tell he really wanted to go but was nervous and I said he could let me know the next day.  If he decided not to go to the Vault we could just go for something to eat and Matthew said he was happy with that.

I wondered what he would do and I was not really surprised when he called me in the afternoon and said he wanted to visit the Vault.  We met in the centre of London and made our way to the bar and a little later we had checked in our bags and got a drink.  I could see that Matthew was nervous but also that he was really excited and after we had our first drink, we set off to explore the bar.

When we entered the room with the barrels, the first thing we saw was a fit, slim young lad in work boots and work trousers that were splashed with plaster and paint.  He was bent over being fucked by an older guy in a smart shirt and trousers and Matthew watched wide-eyed as they fucked.  "Fuck!" he breathed, "Do you think he's wearing a condom?"  I said I had no idea but thought it quite likely that he wasn't.  We watched them fuck until the smartly dressed guy thrust his cock up the builder lad's arse and held it there and when he finished unloading up the builder lad's arse and pulled out I saw the excitement in Matthew's eyes as he saw the suited guy had not been wearing a condom.

Matthew had told me that one of his fantasies was to get some anonymous action at the gloryholes and so we made our way to the gloryhole cabins.  Matthew had asked me if I would go with him and of course I said yes.  I had thought that he just meant to accompany him as far as the cabins but when after a while one of the end cubicles became vacant, Matthew went in and motioned to me to follow him and soon we were in the cubicle together.  The next cubicle was also now empty but a short time later someone entered it and shut the door.

I waited a moment and then bent down and looked through the hole.  The guy in the next cabin was a good looking young guy with long hair tied back in a ponytail, who looked like a student and had been standing next to us outside the cabins. As I looked through the hole, he grinned at me and moved his mouth towards the hole.  I wasted no time in pulling my trousers and pants down and pushing my now hard cock through the hole into the guy's sucking mouth.  I heard Matthew muttering "Oh fuck!" as he watched me getting my cock sucked.  The student guy sucked me really well and after a while I pulled my cock out his mouth and motioned to Matthew to take my place.  He hesitated, but only for a moment and then he unzipped his smart work trousers and pulled them down along with his pants and pushed his cock through the hole.

I watched Matthew getting sucked for a while and then I guessed he was getting too close, as he pulled his cock back through the hole and I took his place again.  The student guy sucked me for a while and then stopped.  I was expecting him to push his cock through the hole but instead he turned round and pushed his arse against the hole.  I felt his arse and he found his hole was already lubed, so I moved forward, stroked my cock a few times and then pushed it slowly right up his arse and began to fuck him.

"Oh God!" breathed Matthew, "I can't believe he's letting you do that!"

I enjoyed every minute of fucking the student guy and before long I was getting really close and after another ten or twelve thrusts I shot my load right up the student guy's arse.  When I had finished cumming, I pulled out and motioned to Matthew to take my place.  He shook his head but I wanked his cock a few times and then pulled it towards the hole.  Matthew hesitated, "I can't," he muttered, "I really can't - I'm not on Prep or anything" 

Matthew hesitated for another moment, and then he moved forward and pushed his cock through the hole, closed his eyes, and began to fuck.  I was really turned on watching Matthew fuck bareback and soon I had my hand on his arse as he fucked the student lad.  I could see that Matthew was getting close now and a few moments later he closed his eyes and pushed hard up the guy's arse.

When Matthew had finished and pulled out, the student guy pulled up his pants and left the cubicle.  Nothing happened for a few minutes and then someone came into the next cubicle and shut the door.  Matthew and I looked at each other as a few seconds later, a big, thick, black cock came through the hole.  Matthew had once told me that he had never been with a black guy so I was not surprised when he bent over and took the cock into his mouth.  I began to play with Matthew's arse again and this time I rubbed some lube into his hole and pushed my finger up his hole as he sucked the black guy.

It was all very horny, but I was not expecting what happened next.  Matthew stood up, turned round, took hold of the guy's cock and backed his arse onto it!  He groaned as the guy began to fuck him and then he bent forward, a look of both agony and ecstasy on his face as the guy began to really fuck him.  Matthew bent further forward and I had a great view of the black guy's big bare cock thrusting up Matthew's arse.  Matthew was being fucked really hard now and judging by the sounds coming from the next cubicle, the black guy was cumming heavily up his unprotected arse.

After a minute or two, the fucking started again, and it was only when Matthew bent forward again that I realised he was now being fucked by a second guy - a white guy with a nice long, thick cock.  Matthew was moaning and playing with himself as the second guy fucked him and then noisily added his load to the black guy's.  I was certainly seeing a side of Matthew I never thought I would see - even more so when he pulled off the cock that had just fucked him and bent over the little shelf at the back of the cubicle - pushing his arse up and looking over his shoulder.

I didn't waste any time - I was up Matthew in a few seconds and I enjoyed every minute of fucking his fit, hairy arse - especially as I knew that before today he had only ever been fucked by his boyfriend.  I fucked him hard and fast and before long I squirted what felt like a massive load up Matthew's arse.

When we left the Vault, we went for a meal and then we went back home.  Almost as soon as he was in the door, Matthew's pants were down and he was bent over as I fucked him again and pumped another load up him.  We showered and then slept together.

The next morning Matthew was a bit quiet and he barely said anything as I drove him to the station.  I hoped he wasn't regretting what he had done the day before.  I wondered very much if his raunchy bareback experiences would be a one off and if he would go back to being faithful and playing safe.

He didn't!

 

[Movietheaterslut2]

What a great story!!

[Lorenzo]

How I’d love to have friends like these who know what you need.

[Tommy Tank]

2 hours ago, Lorenzo said:

How I’d love to have friends like these who know what you need.

I think I just helped Matthew in the direction he secretly wanted to go in

[NordicBtm]

I love your stories 😃😉

[DNG999]

Love this story. Funnily enough, I’ll be travelling up to Glasgow in a few weeks with work. Wonder if I’ll be lucky enough to meet a Matthew 🙂

[infinite290]

more!!

[bbinbpark]

Fuck! Another great story to bust over

[Wannatry]

Great story!  Way to go Matthew!