Exploring the Cavern 01 - Yearnings

As a gay teen heading into adulthood in the early 2000s Dan was lucky. The Internet had made finding other gay men much easier. Mobile phones, those old indestructible Nokias, and crazy flip-phones meant you had privacy when communicating. Society was opening up and you could find people like yourself and build confidence with them at your own pace. Webcams and messenger chat apps could set the stage for personal encounters. The universe was headed in the right direction.

For Dan, 23, fresh out of college, this was a time to explore. He had always yearned for cock and for being with men. All his fantasies revolved around men, often those he met in real life but didn't have the courage to approach in person. He masturbated anally and enjoyed the taste of his own cum. He often imagined it belong to someone else. He understood that his irrepressible desire to be penetrated anally and orally by other men made him a bottom. But he had never had the courage to come out in college. He remained in the closet as far as his family was concerned. Strange as it was, his grandma, who had passed recently, was the only one who he felt knew about him. And though she came from a much older generation she had always been protective of him.

But now things were different. Dan had landed his first job. It was customer service at a bank. But it paid the bills and he was so proud when he got his first pay check that he took all his friends and family out for treats and ended up having to borrow money from his dad to make it to the end of the month. This lack of financial management ability didn't bode well for a career in banking but it showed that Dan was recklessly generous.

The bank job was tedious but it didn't require much effort. And the bank manager, Kelly, a 40-something divorcée who liked to take frequent smoking breaks and complain how you couldn't smoke inside anymore, took an instant liking to him. As she grew to trust him she asked Dan to take on a few special assignments for her.

Blake was an important local businessman who had several large accounts for his enterprises in the bank branch where Dan worked. He was really into micromanagement it seemed and was frequently in the branch to meet with Kelly. Dan was 46 years old, 6 feet tall, buff, immaculately dressed in a bespoke suit. He wore silk neckties that made him look like British royalty. He was also recently divorced, but had had three marriages. Dan and his colleagues joked that maybe Blake and Kelly would hit it off. And they did appear to be really good friends.

So one day Dan got called into Kelly's office. Blake was sitting there too. "Listen Dan, Blake here who you know is our biggest client, is about to invest in a new property development. It is a big deal and it will require a lot of help from our side to manage all the accounts and transactions. So, what I'm doing is that I'm making your Blake's point of contact in our branch. Whatever he needs, whenever he needs it, you are to facilitate him 24/7. I mean that. If he texts you at 3 AM you pretend he's NATO headquarters and take that call."

Blake chimed in: "Don't worry Dan, Kelly's just trying to scare you. But it will be great to have you here to help."

Of course Dan was honoured to be the focal point for the branch's biggest client.

And there was a lot of additional work to do. So Dan got into it and realised he had a bit of a flare for personal banking.

Blake and Dan started texting and emailing frequently - all work related stuff at first. But soon they also began exchanging funny emails and (sharing memes via email was a thing back then) and stories and they started to get to know each other.

Truth was that Dan found Blake intensely attractive. He was just the kind of guy Dan had long fantasised about. And so Dan would regularly masturbate thinking about Blake. But that is as far as it went. Blake really seemed to enjoy meeting Dan. His eyes would light up when Dan showed up at his office with papers to sign. He frequently took Dan out for lunch if their meeting was scheduled around mid-day. And Blake started inviting Dan to official dinners and receptions - this allowed Dan to make a lot of contacts.

While thriving in his professional life, Dan tried his luck on online groups and message boards. He did find a few men who seemed to be good options. But one turned out to be married (his wife saw their message exchanges on the phone) and others didn't inspire confidence. So there was no one in his life romantically. And like most closeted young gay men he had to fend off well-meaning attempts to set him up with girls. Maybe if he was a top he could have kept a girlfriend for appearances sake. But as a bottom there was no chance of the charade continuing beyond a few dates.

Dan was also not an 'obvious' bottom. He was also 6 feet tall, worked out, and had good muscles. He shaved himself and kept smooth but you wouldn't know what was going on under his business suit. He also had a pretty decent 6 inch cock. So it was tough to find guys even in theory who could dominate him the way he wanted to be dominated.

So life went on and the weeks turned into months as Dan made steady progress in his career, started to lay the foundation of a good life for himself, and even made new friends to hang out with. And one of those friends it increasingly seem was Blake. During their lunches or after their meetings Blake would talk about his personal life. He'd been married thrice and divorced thrice. The first time to his high school sweetheart, with whom he had a son. The second time with his secretary, which ended within months as she was only interested in him for the money. And the third, which was most recent, was his longest lasting marriage. They had stayed together 15 years, raised his son from his first marriage and had two daughters of their own. But had had to walk away for "personal reasons" he said mysteriously.

Dan felt a connection to Blake and started feeling affectionate towards him. He wondered what those "personal reasons" were. Little did he know that he would soon find out at the bank's corporate retreat for its employees.

It was Dan's first such event and he was excited. The bank was taking its employees to an extended weekend of rest and relaxation mixed with corporate PR and BS. They were going to stay at a fancy hotel, get free booze after 5 PM, and sleep off their hangovers during asinine team-building exercises and seminars. Blake was to speak at one of these sessions as a major customer of the bank.

Dan and his branch's group were shepherded by Kelly who was very much in mother hen mode. She took special pride in her team and was actually a very good manager. Dan was her favourite though and she didn't go too far from him.

And that evening after 5 PM the happy hour started. And Kelly drank wine like a bear at a salmon spawning. She got really drunk and really cute and started to dish out gossip on people. Dan had turned into her chaperon and kept her company. And that's when she spilled the beans on Blake's divorce.

"You know Dan why divorce that Blake did" She misspoke out of drunkenness.

"Well, Let ME tell YOU why!"

I leaned in so she'd whisper and not be loud.

"You see, Blake's wife is my friend. And one day she found photos on the computer. His computer. Or was it their computer."

"Who cares. But the photos weren't just any photos. They were boys. Escorts. Blake likes boys. Or swings both ways."

With that Kelly added: "Where's the bathroom. I think I'm going to puke."

Dan helped Kelly up and took her to the bathroom where she opened the door and disappeared for a long time.

But for Dan this revelation was stunning. Those were the "personal reasons" for Blake's divorce. He was gay or bi or curious at least.

It took sometime for Dan to absorb this information. He realised it meant that he and Blake could potentially be more than just friends.

After the retreat was over normal work resumed and Kelly seemed to have completely forgotten what she had said to Dan. And naturally Dan and Blake had a lot of meetings and work to coordinate on so they were frequently in touch.

One day Dan got a text from Blake: "Having people over for a Sunday brunch. Please come if you are free and feel free to bring your girlfriend with you!"

Now Blake knew Dan had gone out with girls and Dan acted straight so there was no way for Blake to know that Dan was gay. He might have picked up on some clues but there was nothing concrete to go on.

Dan replied: "No girlfriend. It'll just be me but looking forward to Sunday!"

Blake said: "Oh, playing the field - turnover is fast at your end!"

Dan fell into thought after this. He wanted to tell Blake the truth. That he was gay. Dan had never actually told anyone before. He was lucky because he already knew about Blake. But it still felt like a huge risk.

But then he thought to himself: "So what if Blake knows? I can tell him in confidence. He is a discreet serious person. And it doesn't mean anything sexual. I'm not saying I like him that way."

Dan wrestled with this for hours. There was a gnawing anxiety in his stomach as he weighed the options. And finally he texted Blake back:

"Ha ha Blake. I play for the other team. :) Hope u don't mind my telling you!"

*send*

If Dan was nervous before now he was close to a breakdown as he waited for Blake to reply.

Back is those days phones had limited memory - some stored fewer than 12 sms others a few hundred. So not getting messages because of full memory was a thing.

It felt like an eternity. But just 30 minutes passed before Blake's reply came in.

"So do I. Good to make your acquaintance. ;)"

*Received*

For Dan it wasn't just relief. But for the first time in his life he felt seen. As he really was. And then came another message from Blake: "You doing anything tonight? Come over for drinks if you are free."

Of course Dan said yes and got ready to head over to Blake's. 6 PM.

When Dan reached Blake opened the door (he lived in a 10 bedroom mansion). Shaking his hand he said "Come on in!"

Dan was nervous again. He had never looked at another gay man as a gay man.

Blake was very confident and at ease with himself. He said to Dan, "Look, I really like you but of course I understand if I'm not your type. We can just be friends. God knows I could use someone like me to hang out with and talk to. I imagine it's the same for you."

"Yes, I feel the same way." Dan replied nervously.

"Same way about what? Liking me or not being your type?" Blake beamed.

"No, I really like you too. And I've never been with someone for real before."

"You know what, I've never been with someone for real before either. When I was married I hired male escorts. And when my wife found out it blew up our marriage. Can't blame her. So I've also not had any thing for real. But I really want to. And at my age you being to regret not being true to yourself."

Dan was struggling with a lot of emotions hearing this and couldn't quite find the words. Luckily Blake broke the silence. He walked up close to Dan and gently placed his hand on his shoulder. They were both the same height so their eyes locked directly into each other. Dan instinctively moved to kiss Blake and their lips locked. Two gorgeous buff guys making out. Soon their embraced closely and each felt the other's boner through their pants.

"Looks like we really like each other" Blake commented naughtily and continued: "Let's get more comfortable."

He led Dan upstairs to the bedroom where they continued to make out. Dan had fantasised about this moment endlessly. But he had no actual experience and submitted to Blake's lead. All Dan knew was that wanted to please Blake and make him cum. And for Blake, Dan was a garden of delights. As he undressed Dan he appreciated Dan's muscles and lack of hair. He was so smooth and buff and had an incredible butt. Blake was the same size and build but hairy and macho. As they both got naked Dan couldn't believe how wonderful Blake's hairy body felt against his smoothness. And he was stunned by Blake's thick 7 inch long cock nestled in a plantation of trimmed pubes and joined by two large hairy balls.

Dan was mesmerised and dropped to his knees before this magnificent male specimen. He took a real cock into his mouth for the first time savouring its taste and texture. Blake guided him all the way. Dan's blow job skills couldn't possibly have been any good but Blake was patient, kind and encouraging. They both knew, however, that Blake needed to penetrate Dan and Dan needed to feel the penetration of a real man.

Blake manoeuvred his young lover to the bed and told him to lie down on his stomach and get comfortable. As Dan did so Blake got out lube and a condom. He covered his cock and lubed up before moving onto the bed positioning himself in between Dan's legs. Dan spread his cheeks open revealing his boy cunt. Blake poured lube onto the opening and slowly stuck a finger inside. It went in easily. Then he placed a second finger and massaged the opening. And finally he added a third finger to finally prepare the boy hole for the eager assault of his cock.

After massaging Dan for several minutes Blake turned Dan onto his back and dragged him to the edge of the bed. Taking a pillow and angling Dan's back up towards him, Blake stood and looking into Dan's eyes began entering him in a missionary position.

Dan had taken dildos into his ass plenty of times. But the warmth, silky softness, and rock-like hardness of a real cock was just something else. He moaned as Blake broke through his rings. He felt pain and pleasure, release and pressure, at the same time. And after several minutes he felt Blake's balls touching him. Blake had filled him completely. And the two remained stationary for a short while as Dan adjusted to his man's cock and Blake adjusted to Dan's boy pussy.

Looking deep into each other's eyes, Blake and Dan fucked in that position. Dan finally felt that loss of control and submission to another's will that can only be fulfilled by being fucked by a man. His ass stretched and he moaned and whimpered as Blake rearranged his insides stroke by stroke, thrust by thrust. Dan's cock was rock hard and he felt that familiar twinge from his prostate. Only now it was another man pumping him that was causing his g-spot to light up. Dan lost track of time as his orgasm built up and then it finally happened - he came, his cock shot one creamy delicious load after another as Blake continued to drill him. Enjoying the view but otherwise insensitive to his lover's sissy-gasm.

Finally Dan knew what it felt like to cum through the actions of another man. And he also now experienced the different submissive joy of being fucked in the ass after cumming. Blake kept up the pounding for another ten minutes as Dan's cock lay limp and spent his cum slowly dribbling around his stomach. Blake exploded deep inside Dan flooding the condom with his man juices.

Dan's legs were shaking. His ass was now sore. His prostate felt over-stimulated. His cock was drained and limp. And he had claimed his first cum load from another man. He had never been happier. He had never felt more fulfilled. His deepest yearning had been realised.

Dan and Blake cuddled and rested together. They fucked several more times. But most importantly they had finally found someone they could just be themselves with.