Charley was more than a little bit nervous. He was -- if he were to admit it - a little bit scared. And, at the same time, he was as excited as he'd ever been in his life. Whatever the feeling was called, he was in love with it. It was the same feeling when he'd first visited the local Adult Books Store (as they used to call it) and discovered the glory holes there -- then returned for the specific purpose of sucking cock.
The same trepidation and excitement at the same time. The same buzz, only this time magnified because there would be no anonymity. He had upped his game. Reaching out to the men on the app on his phone, he had first posted pictures of his erect 7-inch cock.
Then he'd managed to get some good shots of his ass as well. He kept his face for the private pics and had only so far shared it with the man he was going to meet.
The profile said BigDick was a Dominant Top with a large cock. His public pictures had indeed shown a large, cut cock in various stages of erection. They also revealed a pair of low hanging balls -- all hairless, all attached to a stomach with washboard abs. His name, he revealed during their emails, was Sam, and when he finally sent the link to his private pictures, he turned out to be an extremely handsome, if somewhat scruffy individual.
Their email exchanges had grown from the tentative ("Hi, your profile is very interesting and I want to get to know you better") to the explicit ("Hello, meat. Here's what there is to know -- if we meet up, you are mine. My toy. My tool. My cum dump. Still interested?") in almost no time at all. When Charley got the response, his cock jumped to fully erected before he'd finished the entire first sentence. This was what he wanted -- a dominant man who would simply use him like a rag.
He'd actually wondered about that. Normally he considered himself to be in control. He even made an extra effort to take control of most situations. But when it came to sex -- and specifically man-to-man sex -- he wanted just the opposite. He'd gotten a clue to his behavior from reading the profile of a dude in another city who said he'd met up with a lot of married men and single heterosexual men. He said "all men have the urges. To suck cock. To get fucked. But for some, it required someone else to take charge and direct them so they would feel absolved of any blame. "I did it because he made me" was very different from "I did it because I wanted it badly."
That seemed to fit for Charley. In his mind, he had to admit there was something nasty, dirty and wrong with his growing desires for cock. Was it really true? Ultimately, he decided it didn't matter. He was simply enraptured with being told to suck a big cock by a dominant man. With being forced to take that same big cock (or maybe a second one) up his ass. This wasn't about the sex as much as it was about the submission. He was now finding himself getting into pegging porn. She-males forcing straight men to suck them off. In all those situations he imagined himself as a willing submissive and now he had taken the step.
The email exchange with Sam didn't required a lot of back and forth after Charley heard Sam's demand. Private photos were exchanged. They set up their meeting for the following Saturday at Sam's place. He ended the emails with an order of sorts: "Make sure you've cleaned yourself up and out." Charley took that and immediately made his plans. That night he shaved himself from top to bottom. He used the hair clippers he'd kept around and first removed all the hair on his body. His cock was erect throughout, and by the time he'd finished it seemed to have grown in size. Or maybe more of it was now visible.
After that he'd taken his electric razor (he couldn't even think about a blade near his genitals) and removed the stubble. Soon he was as hairless from the neck down as a newborn. His skin seemed to tingle with its exposure to air.
Once finished, he got dressed (and God, did that feel different!) and made a run his local pharmacy. Once there he found the aisle with the douches and enemas and proceeded to pick up every package and read each one closely. Absorbed in his study, he fairly jumped when a voice asked "Can I help you?"
Startled, Charley put the box down and turned to face the young woman who had appeared in the aisle. Perhaps 10 years younger than he was, she seemed bright and helpful -- and yet the eyebrow piercing and the tattoos peeking out from her clothing suggested to him she wasn't exactly innocent. He hesitated before he spoke.
"Um, I have an unusual issue. One that's a little bit embarrassing..."
"That's all right sir, there's very little that people can say that will surprise me. If I were to take a guess -- and please correct me if I am being too forward -- you are about to try something new, and this is virgin territory for you. No pun intended."
"You're right there. Okay, here it is. I'm getting ready to meet a lover who is into anal sex and we need to do some preparation. Does that make sense?"
"Yes, sir, it does. Let me share my own experience with you, since, frankly, I love anal sex! Before I did, I had never given it a thought. Now, however, I want to make sure I'm cleaned out and ready. I don't want to worry about leaving shit on my man's cock, both because he doesn't like it, and because I wouldn't want to eat it."
"Exactly! So how do you prepare?"
"Well sir, it's a two-step process for me. Before I leave home, I go with an enema to empty myself out. And then, just before we get to the sex, I use a douche to deal with anything that might have appeared in the intervening time. It's worked every time."
"Then can you recommend products of each sort? And anything else I might need?"
"Certainly. One thing you'll need is on the next aisle -- lubricant. Make sure you get a water-based lubricant. Of course, if you're really a virgin, I'd suggest a visit to some shop with adult products and consider purchasing a set of plugs. The first time a guy tried with me it was far too painful. I went years before I considered it again, and when I did my boyfriend helped by making it a slow process. Plugs were a big part of it."
Charley took the enema kit and douche she recommended, and then she walked him to the lubricants and pointed to the one she recommended there as well. He grabbed that as well, and she took him to a register and checked him out.
"It'll be our secret, sir. Just between us. Be sure an let me know how it all worked out. Or in, as the case may be." She giggled and waved as he left.
Now on a roll, Charley drove to the ABS and entered. There was no one there except the female clerk, a young woman in a rather revealing one-piece dress. Charley initially refused her assistance and spent time wandering around. Examining the items on the walls and in the display cases. His eyes were attracted to the dildos. Especially the lifelike ones. He found one that was eight inches long, with a suction cup base and some lifelike details. It wasn't a duplicate of a pornstar's dick, but still, the head, the shape, the angle of it stirred him. He took the package to the clerk at the desk.
"Did you want to feel it? Some people like them hard and some soft -- do you want to make sure the texture is what you like?" She said with no hint of judgement or evaluation. Charley was heartened and said yes, so she opened the packaging and let him feel it. He nodded and gave it back.
"Will there be anything else, sir?" She asked.
"Um, yeah, I wanted to look at some butt plugs, if that's okay."
"Certainly. Can you tell me a bit about what you want? Are they for you?"
Charley felt himself redden, but nodded. "And I'm a real novice at this."
She nodded and thought for a minute. "I think I have just what you need."
She came around the counter, took his hand and brought him to another display case.
"If you're buying them to train yourself, then this is the set I would recommend. Is that the case? It's nothing to be ashamed about. More and more men and women are discovering the joy of anal. This is one of our biggest selling sets. Notice that the first one is just a little longer than a finger although it's somewhat wider? Once you are at ease with that one, you can graduate to the middle one, and so on until you have mastered the big one. You'll need to do that if you are planning to use that dildo you are buying. Trust me -- take it slowly and get used to them and you'll love it after a while! Now will that be cash or charge?"
Charley paid cash -- even thought he had no one looking over his finances, there was still something about what he was buying that he wanted to keep hidden. He even knew it made no sense, but that didn't stop him. He thought -- for a brief minute -- about visiting the booths and spending time at one of the glory holes, but at this point he wanted to get back home and prepare himself.
Within the hour he was back in his apartment. He didn't use either the enema kit or the douche, but instead had a good, long shit. Once he'd finished, he broke out the lube and the smallest of the butt plugs in order to get started. He didn't want to show up to Sam's untrained and unprepared -- he wanted Sam to be impressed. He applied the lube to the plug, and then put some on his fingers and worked them in and around his asshole until he was able to insert two of them. He pulled them out and replaced them with the plug. It didn't take much to insert it past the bulge, and soon it was buried in his ass. He pulled up his pants and determined to simply leave it in and get used to it.