Unprepared

[plisken]

Love stories that gets my hole longing for cock and cum

Edited October 1 by plisken

[curiouslooker]

This is incredibly hot, I want this kind of daddy in my life

[teachmedaddy00]

The first week of classes, there is a local art fair in the arts district right by the campus. I have my camera and a bag with a very basic portfolio of my photos so far, and one that's a bit more risqué. I wonder around looking at the various vendors and enjoy the warm late summer day. I take a few photos of the scenes, people, nothing to write home about. I notice there are a few vendors with their tents adjoining each other, with various pride flags flying on posts at either end of it. I make my way over to scope things out. 

There are about 10 different vendors, all with different art. Blown glass, paintings, hand made clothing, and a few photographers. I look at the various photographers and a couple of them really catch my attention. They both have several implied nude photos with couples (mostly men, but some lesbian, and straight). Nothing that is wildy inappropriate for this type of event, but border line. There is a selection of photos with guys my age, very twink like and quite petite, with older men and muscle daddies. These begin to make my hole twitch. Again, there is no actual nudity, but everything is implied. I cant take my eyes of of them. The style and compositions are very well done, not to mention the subject matter is right up my alley. 

"Hey I'm Drew." I hear behind me. "Are you enjoying my collection."

"Yes I am. I love the style and your compositions are quite amazing." I turn and see a man, probably in his late 20's with a similar build to me, clearly we're very similar to each other in many ways. He's wearing a pride tank top and a leather bracer that says "Daddy's boi." on his left wrist. We smile at each other as we scope the other out. "Not to mention the subject matter is quite...fascinating."

"Are you a student at the university?"

"Yes, I'm in my first week actually."

"Nice, welcome to town. Do you have your ID on you? There's a group of photographers that have a bit more photo's that would make these look like church paintings in the back, but gotta be 18. If you're interested..."

I look over towards the back of the tent and see a sign that says private and another guy sitting next to it. "Um I'd love to." I pull out my ID and Drew looks it over and looks at me. "They're gonna love you..." He hands it back to me and walks me to the other guy and he moves a tent flap and I go back and there's a whole nother area as big as the front with more erotic photos.

I make my way through enjoying a lot of the artwork. Theres a bit for everyone it seems. I stop at one photographer's display with several photos of bigger guys, muscle bears, dad bods, chubby guys and such, with twinks. I see that he's won several awards for his work, especially for his use of first person pov among other things. I take his card from the table and move on.

I see a table with a sign advertising an erotic art show at a local gay bar. I walk up and there's an older man, probably in his sixties sitting behind the table. I grab a flyer and say a friendly hello. "Are you old enough to be in here, son?" He asks me with a warm smile. 

"Yes Sir! I'm a couple months past my 18th. I just started classes at the University." I swallow nervously as I'm holding a flyer for the show. 

He stands up and is towering over me by nearly a foot, and probably has another 120 pounds of weight compared to my 115 pounds. I also note a large bulge in his leather pants. "Well welcome to town. I'm Skip. I own the club hosting the art show. We're primarily a bear bar, but we do have one week night a month where we let the college kids in for a networking event. No booze served obviously. And host artists once a month for the Gallery Hop. But this event is at one of the larger galleries I own. You should come."

"Thank you, Sir. I'd love to come!"

He smirks, "I be you would...I love your manners, son. I see you have your camera on you. Are you a photographer?"

"I am, Sir. Kinda starting out and trying to figure out what I want to do with it. But I've been a hobbyist for a few years, but have gotten a bit more serious with it. Thats one of the things I'm here at school to learn and improve."

"Very good. We have 5 amateur photographers that we sponsor for the show, there's typically 10 - 20 total that show here. Theres a couple of prizes for the winners, typically they'll have a best in show amateur that is voted on by the pro's, collectors, and gallery owners. That winner gets a free entry to the big year end Gallery Hop Erotic showcase event. There is also a people's choice amateur that get's to shadow and apprentice under one of four of the photographers here." He points out 3 of the vendors that I havent looked at yet, and the fourth one is the one that captured my eyes, and made my hole twitch before I came to this table. "Would you be interested? I already have 4 other's I'm sponsoring, so you'll need to grab it quick or I'll find someone else today."

"I'd love to, Sir."

"Your manners go a long way son...Do you have any work I can look at?" I hand him my primary portfolio. He flips through it, studying various photos for a few minutes each. "These won't work, you have anything like what's in here?" He asks as he waves his hands around the room. 

"Oh, right." I scramble to get my more erotic portfolio out and hand it to him. 

"This is better....mmmm...very good....nice." He looks through a couple of them. Mostly from art club, drawing class of the nude model that I photographed. "Well, I'm sorry, son, but so far these are good, but not gallery material. I think there is potential, but not this year..." 

"Wait, Sir..." I flip 3/4's of the way through the portfolio.

"My....are these you?"

"Yes, Sir. There is an older man in there as well, he's the one that took my virginity." I blush, not sure why I let that out.

"Hot. How did you get these so well composed with cum all over your face?"

"Hahaha, um I staged the positions before the guys and I...work things out. Once they left, I quickly ran to the other room to shoot it with a remote shutter."

"Okay..." He rubs his growing cock. "you're close, but what are you willing to do to help me commit to sponsoring you?" A hunger comes in his eyes.

I can't take my eyes of his growing bulge. "Fuck me..." I say under my breath as his cock pulses. 

"Works for me. Chris, watch the table. I'm going to take...." He looks at me.

"Alex, Sir." I realize what's about to happen.

"Alex in the back room and fill out some paperwork for the Show."

"Have fun."

He grabs my hand and pulls me into another part of the tent that opens up into the back of his sprinter van. He has a small be in there with some storage.

"It's sound proof." He shuts the door as we get in and I sit on the bed and put my bag and camera down in the front of the van. As I turn around he is only in a leather harness and metal cock ring. "Get to work claiming your entry."

I drop to my knees on the bed and take his fat cock in my mouth. "Fuck yes, son. Suck grandpa's cock." I work my way as far as I can, but he's quite thick compared to the handful of guys that I've sucked the past two weeks here. He slides his hand down my shorts and grabs my ass. "Fuck this is nice." He grabs the other cheek and then puts a fat finger on my hole. "So tight." He pushes his finger into me and I moan on his cock. I take his cock out of my mouth and bury my nose in his bush at the base of his cock and sack. I lick and suck on his gray hair covered balls. 

"God, your cock and balls are so fucking hot!" I say as I lick and sniff his manhood.

"Am I the oldest you've been fuck by?"

"Yes, Sir."

"Fuck yes!" He pushes my shorts down and sees that I'm just in a dark pink jock strap. "Grandpa loves breeding boi pussy. Enough of your mouth. I'm going to destroy your hole."

"Please grandpa! Breed me with your fat old cock." He spins me around and spits on my hole and pushes two fingers in and spits again. 

"Fuck this is gonna hurt at first." He barely warns me before he pushes his cock head against my hole. I scream into the mattress as he invades me. "God I wish I was off my meds for this." He says as he puts his body weight on my ass and drives his cock deep to the hilt. He holds his position to let me get use to his girth. He slowly back out of me, one inch at a time, then pushes back in a half an inch, repeating until his purple old man mushroom it pushing against the inside of my sphincter. He spits again on his fat cock and slowly pushes back in to the hilt. He repeat this for a few minutes, until the pain subsides and I push back on his member. "That's my boy..." 

He grabs my hips with both hands and begins to pull me onto him as he pushes into me. Using me like a life size fleshlight. He throws me around in several positions fucking me like there is no tomorrow. I'm moaning and screaming like a whore. I cum three times hands free before he puts all his weight on me in missionary and kisses me passionately as he fills my bowels with his old cum.