I have written over 20 stories here on Literotica. And no one will be surprised that more extreme things happen in my fantasies than in my true stories. But what do you do when you unexpectedly get the chance to make a fantasy come true? A fantasy that actually scares you?
Although I am addressed as boy in the story, I am over 50 years old. And the other main character is also a man over 50.
My thanks again to Larry from Lancaster, for his editing.
"In your town until the end of this month. Love to fuck a throat."
Thom emailed me this unequivocal appeal. "What do you think?" he asked.
It's been over a year since I read Thom's profile on a forum for older men who want to have an adventure sometimes, or more often. Since then, we've met three times for some steamy sex. Unfortunately, we live too far apart to just drop in, but every now and then, coincidentally or not, we have to be in the same city. Then we have a beer and go to the hotel room of one of us.
The photo attached to the message Thom forwarded me showed a sturdy man with a big boner, photographed diagonally from below. The photo said, "waiting for a hungry throat," and the number of his profile on the site. And his name left little to the imagination: deepthroater.
I do like a solid pole in my mouth, but such a monster all the way down my throat... I have never experienced that. And although it also scares me, I also felt some excitement coming up. So, I decided to take a look at the profile. And that left nothing to be desired in terms of clarity.
I am looking for obedient open mouths belonging to bearish, chubby men to feed.
You enjoy being gagged until you receive your reward, .... than you are my man.
I love the sound of a gagged throat in desperate need of air, the coughing and eyes filled with tears, in despair to get the dick down even further.
I expect you to be hungry and thirsty. I usually shoot a big load and can rinse it down with a gallon of piss, if that pleases you.
Pigs trapped in a bear's body specially welcum.
I AM NOT INTO ANAL SEX!!!!!!!
Leave your e-mail and I'll get back to you.
What he wanted scared me. But at the same time, it turned me on like crazy. Just reading it gave me a huge hard on.
I wrote Thom back to share my mixed feelings with him. His answer was clear:
"When we first met, you wouldn't have dared to dream that you would later let me tie your arms behind your back and push my cock hard into your mouth. I think you secretly dream of this, and you take it a few steps further with every meeting; anyway. I know what you really want; you just have to dare."
Of course, Thom was right. Not only that I want it, but also that I didn't dare. Now I'm not exactly a bear, on the contrary, so I decided to send deepthroater a short message, without making any proposals or promises.
"Would have liked to experience that, but I'm out of town till the first week of next month. And not really a bear, though I do have a beard. Have a nice time here."
He replied a day later: "Pity, it would have been nice to meet you."
The fact that I am a tall, hairless, fairly slim man was no problem. Perhaps I secretly hoped that he would say that he was only looking for chubby bears. Then the decision would have been made for me. But I had another option...to not have to decide for myself. And I emailed him:
"Are you actually leaving by the end of this month? There's a small chance I'll have to be there on the 1st in the afternoon and may be dropped off there in the morning and may have time. Nothing sure yet, so don't change your plans. But it may be a last-minute opportunity."
His replay popped up within a minute: "I'm leaving on the 1
st
with the 20.45 train to the airport."
His short answer was clear. He offered me the chance to meet him, but he definitely didn't want to deal with a flake, so he wanted me to be clear about my intentions.
I thought about talking to Thom again, but I already knew what he would say. So I decided to go for it and emailed that I would be in town at 9:00 on the 1st and would be available until 14:00. I added my email address so we wouldn't have to communicate via the dating site anymore.
I got an email back almost immediately: "Fine, I'll see you at 9:30 in the Holiday Inn Hotel, room 224."
I don't think I've ever been as nervous as I was that morning of the 1st. "What are you thinking about, you're so quiet," my wife asked a few times on the way. I replied that I was dreading the meeting that day. That wasn't even a lie, only she had no idea which meeting I meant.
At about 9 o'clock she dropped me off at the bus station on the edge of town. The bus I was supposed to take had just left, so I had to wait fifteen minutes for the next one. Just after half past nine I walked into the hotel, took the stairs to the second floor and knocked on the door of room 224.
"You're late," a voice sounded from the room.
"Just a few minutes; the bus was a bit late," I replied.
"I don't care why, but I don't like people being late. And I especially don't like excuses," the voice boomed.
For a moment I wondered if I would be the victim of a flake myself, but then I thought that this might be the game he wanted to play. I had no experience with real submissive behavior, but I had read enough about it. So I tried it with, "I'm really sorry, sir. What do you want me to do to let me in anyway?"
"Aha," came a much friendlier voice from the room, "at least you're a polite boy. Take off your clothes completely, put them in front of my door, and then go across the hallway, so I can judge you through the peephole in the door and decide whether to let you in."