Part 1. James in Wonderland
James sat in the dark booth. It was just as Brent had described it. Small, but with enough room for a single person to sit comfortably. The television was set into the wall, a series of buttons were arranged to the right, below the slot for dollar bills. The distinct smell of semen lingered in the air.
He fed it a few dollars and watched as the screen blinked awake. The redhead arched her back as a man slid his cock deep in her wet pussy. She cooed with pleasure with every pump.
Earlier that morning James woke up before sunrise. He laid in bed awake after a quick stop to the restroom. Brent was sound asleep on the carpet. He was wrapped in his sleeping bag, head on his pillow, breathing silently. James casually stroked his growing erection through the thin fabric of his boxers. He sighed and tried to fall back asleep.
Before long, his dick was rock hard. His shirt was off, his boxers were tangled in the lump of blankets kicked to the foot of his bed. James looked down at his engorged penis and groaned quietly as he squeezed it. He turned his head toward Brent to see if he was still sleeping. He was.
James had been thinking about what took place at the adult bookstore the day prior. Brent had told him about how he received an amazing blowjob through a gloryhole while shopping for lube. James imagined Brent standing in that dark room, looking down as he fed his thick cock through the mysterious hole where a wet mouth was patiently waiting.
He pictured the satisfaction of the person on the other side as Brent's massive engorged penis squeezed through the hole. His mind wandered back into Brent's perspective as he felt the stranger's soft lips slide over his erection. His hand slid over his own throbbing cock as his imagination played out the scene in his head.
Within moments, James's curiosity about this bookstore, and the potential of their gloryholes, got the best of him. He stuffed his dick into a pair of shorts, pulled on a tee shirt, and grabbed a sweater. He closed the door softly behind him as he snuck out of the house and onto his bike.
The ride there was tinged with the erotic promise of finding unknown sexual ecstasy. The cool morning air rushed past his face, caressing his body through the fabric of his clothes. Before long, he was inside the store, walking under the "arcade" sign and into a booth with a glory hole.
James sat in the dark booth alternating his attention from the movie to the hole in the wall. He wondered if this was the one that Brent used. After a while he looked through it and saw a dark void.
He got up, opened the door, and peered into the hallway. It was empty. He walked around and looked through the other doors only to find identical arrangements in each one. Chair in corner, tv in wall. Some had glory holes, but most did not. All of them empty like the first.
Disappointed but somewhat relieved, He wandered back into the main area of the store. He was looking at a shelf of magazines near the register when the cashier spoke up.
"Pretty dead in there right now."
"Yeah." James mumbled.
"You should check the theater." The man said.
"Huh?"
The man nodded his head to another door along the wall. 'Theater' in purple neon hung over a black door. He did not take his eyes off his magazine for even a moment.
"It's usually $10 to get in. But I'll let you check it out for free." He offered.
"Oh. Okay, thanks." Brent replied.
The man was again lost in the magazine he was reading. It was if no words were exchanged at all. James walked through the doorway.
He quickly found a seat. As his eyes adjusted to the low light, he realized that he was not alone in the dark theater. Toward the front, two men in separate rows sat fixated on the screen. To his right, several seats down, a middle aged man claimed the spot at the end. Behind him, in the back row, two figures were side by side, hidden in the shadows.
James looked over to the man on his right. He was moving his hand in a familiar motion. James quickly realized that he was openly jacking off.
Taking this as a positive sign, James pulled down his shorts, releasing his own erection. His cock was a little over 7 ½ inches long, thick, and smooth. He preferred shaving off all his pubic hair. Nothing beat the feeling of skin on skin, he felt.
The man to his right leaned over and said something to James, but he could not hear it over the audio from the movie. James shrugged his shoulders and pointed at his ear, indicating that he could not hear him. The man moved down the aisle and took the seat next to him. He repeated his sentence.
"Nice cock."
"Thanks." James mumbled, not sure what the normal course of action is in these kinds of situations. His best friend Brent was the only other guy he had ever done anything even remotely sexual with. Even then, they had known each other since childhood. Their current situation of meeting up to watch porn and jack off together had been a strictly hands off affair.
James continued to stroke with the man's eyes glued to his cock. He tried to ignore him and watch the movie, but he could not help but feel the intangible warmth of the mans gaze. His erection was rock hard and precum leaked from the tip. He worked it into the shaft as he pumped.
James looked over to the man's own rhythmic motion. In comparison, James looked huge. Not to say the man was small, his dick was roughly an inch shorter than James's. However, the girth of James's erection made it look much much bigger. Thick and hard, James stroked his engorged cock.
"Mmmm, it's so big." The man moaned.
James remained silent. He focused on the screen. He was afraid of what he might see if he made eye contact with the man. He found it funny that this is what it must like for Brent when jacking off with James.
"Can I touch it?" The man suddenly asked.
James looked back at him. The man's eyes never left his crotch. The look on his face was one of hunger, his own cock leaking precum. James imagined that maybe this was what he had ultimately wanted the whole time.
All those jack off sessions watching Brent stroke, fantasizing about it, wondering if it would ever go further. Now, here in this place, a stranger wants to cross that line, touch his cock, feel it's hardness and warmth. James moved his hand away and flexed. His cock stood at full attention.
The man reached over and slid his palm over the underside. James closed his eyes and leaned his head back. The man's hands were warm and soft. Not as soft as a girl's hand, James thought, but soft enough. He opened his eyes and looked to the scene on the theater screen. The soft ass of a curvacious woman slid down to the base of a gleaming cock. Her juices coated the whole region leaving it shiny and wet looking. His balls bounced as she rode him.
The man gently wrapped his fingers around James's shaft and began stoking. His grip increased and so did his speed. James looked down and saw an good amount of precum leaking like never before. The clear sticky liquid rolled over the man's knuckles.
"Can I suck it?" He asked.
"I don't know..." James mumbled
"I'm really good." The man pleaded
"I've never... really... done this before." James explained.