Discovering Eastside

By Dalas Jones

Published on Jan 27, 2022

Gay

WARNING: The following story contains graphic descriptions of sex between consenting adult males. This content is for mature audiences. If sexual activities between consenting males is illegal where you are, you are under the legal age in your location, or you find such material offensive, please exit this story now. This is a work of fiction and does not represent any real person or place, and any such similarities to any real person, living or dead, are entirely coincidental. The author claims all copyrights to this story, and no duplication is permitted without consent, except publishing on this archive.

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Discovering Eastside

Chapter 6

Matt walked into the church later that night for group to find a note on the door indicating it had been cancelled. Having a few hours to kill until he was expected home, he went off in the direction of Aquila's office.

Once there, he knocked on the open door. Aquila looked up from whatever he was working on and smiled.

"What's up, brother," he said affectionately, motioning for Matt to come into his office.

Matt walked in and took a seat directly across from Aquila. "Ya know," he started. "I came for group and it's been cancelled."

"Oh, are you in Duane's group," Aquila asked. "I know he's been having some health problems the last few weeks."

"Yeah," Matt confirmed. "He cancelled a couple weeks ago too. That was the week that we..."

He trailed off as he bit his lower lip, staring at Aquila, who cleared his throat. Matt seemed to jump a little and regain his focus.

"Anyway," Matt said, "I've got some time to kill, so I thought I would stop by for a visit."

Aquila chuckled softly. "I think I know what kind of `visit' you had in mind," he said with a wink. "But I can't help you. I've gotta get home."

The disappointment was evident on Matt's scruffy face. "Oh," he said sadly. "Yeah, no worries."

Aquila looked at Matt. He wanted to tell him about Winsten, but he also wanted to take Winsten's cherry for himself. Taking pity on his friend, he found himself telling Matt what had happened earlier that day.

"I know someone who can help you out," Aquila stated, "but it's gonna take a little work."

Matt looked at him, confused. "What do you mean," he asked.

"Do you remember the first time I tried to get you to agree to sex," Aquila asked.

"Only vaguely," Matt answered. "I remember I didn't agree right away."

"Exactly," Aquila said. "It took me some time, but when you were ready, you agreed."

It made sense to Matt when he put it like that. "So who is this guy you've been working on?"

Aquila eyed Matt carefully before he got up, walking around the desk to take the seat next to Matt.

"Winsten." His voice was barely a whisper, so Matt couldn't be sure that he had heard correctly.

"Winsten," he repeated in disbelief. "Dickerson? The youth pastor, Winsten?" Aquila nodded. "And how did you manage that?"

Aquila smiled coyly. "I have great oral skills," he said with a wink. "He had never had a blowjob, so I showed him what he's been missing."

Matt was quite familiar with the convincing nature of Aquila's oral skills. He had only been subjected to a small sample of the man's abilities before he broke and was ready to bend Aquila over the nearest flat surface. Of course he had experienced even more later, and he could only imagine the mess that Winsten no doubt created at Aquila's demonstration.

"I've planted the seed," Aquila said. "And if you play your cards right, then maybe you can plant your seed, if you catch my drift."

Matt knew just fine what he meant. They bid their goodbyes and Matt went off in search of Winsten. Aquila told him that the other man was supposed to be in his office for several more hours. Matt made his way through the halls and finally found the right door. It was already open, so he walked right in, closing the door behind him.

Winsten jumped at the sound of the door closing. "Oh, Matt," he said upon seeing who was in his office. "What can I do for you?"

Matt moved across the room and perched on the edge of Winsten's desk, eyeing the man. Despite the scruff that covered his face, his wide, innocent eyes betrayed his youth. Matt looked at the man in a new light.

"Actually," Matt said slowly, attempting to be seductive, "it's about what I can do for you." Winsten looked confused. Matt continued. "A little birdy told me that you've been trying new things, and I have too. Maybe we can try them together."

Now Winsten was even more confused. He knew Matt had history with Aquila, and Winsten himself had only recently experienced his first blowjob courtesy of Aquila. Could Matt be talking about that?

"I'm not sure what you think you've heard, but I'm really busy," Winsten said.

Matt didn't budge. "It must really...suck...to miss out on things in life." Winsten's eyes shifted when Matt said the word "suck", giving Matt even more ground. "Life sure can...blow...right by if we don't pay attention."

Winsten was pretty sure now that Matt was definitely talking about the blowjob. Matt stood up and Winsten found himself holding his breath.

"Anyway," Matt said, "I just thought I would...come by and offer my services." He made to leave and Winsten turned back to his computer.

Instead of leaving, Matt knelt down and spun Winsten's chair around to face him. Winsten had changed into basketball shorts and a rather tight-fitting t-shirt after church. Matt hooked his fingers under the waistband of Winsten's shorts and underwear and jerked them down.

Winsten had been feigning ignorance the whole time Matt had been there because his dick grew to its full length the minute Matt walked into his office. Now the offending member sprung free from his shorts and smacked against his stomach.

Matt licked his lips and leaned close, preparing to take Winsten's dick in his mouth. "I'm still new to this," he said, looking up at the other man, "so I won't be as good as Aquila."

No sooner had the word left his mouth was he sliding Winsten's dick into the opening inch by inch. Matt didn't have as much experience as Aquila, having only sucked Josh the one time. But he had gotten plenty of blowjobs in his life and he tried his best to copy them.

Winsten couldn't believe this was happening. Just this morning he had kissed his wife and children as he left for church, not knowing how today would go. Now he was getting a blowjob for the second time ever in his life, and both of them from men. He had always been a super conservative Christian, and would never even have considered sex with another man, but here he was, getting sucked off by a man.

Matt pulled back, leaving only the head of Winsten's dick in his mouth as he swirled his tongue around the tip. He slowly jerked the rest of the hard rod with one hand, the other massaging Winsten's hefty balls. He licked his way down Winsten's shaft and lapped at his balls before taking one into his mouth, sucking it a while before spitting it out in exchange for the other.

Winsten leaned back in his chair, leisurely jerking his throbbing erection while Matt sucked and licked around his balls and taint. His knees rested on Matt's shoulders as the man lapped at his taint. Suddenly, Matt lifted Winsten out of the chair and laid him on his back on the desk, spreading the man's ass cheeks and diving in.

Winsten was prepared to push Matt away, but the second the other man's tongue touched his hole, a bolt of electricity shot through Winsten. His toes curled, his ankles pushed on the back of Matt's head, trying to push him deeper, his ass coming off the desk.

Matt begrudgingly moved away from the winking hole and took Winsten's dick back into his mouth. He brought a hand up and slid a finger into Winsten's hole, smiling with delight as it was welcomed inside by a happy grunt from Winsten. The other man's dick began to twitch in Matt's mouth.

"Fuck," Winsten cried. "Here it comes. FUCK! Fuck, fuck, fuck!"

Winsten bucked and rocked on Matt's finger as his dick spewed its hot seed down Matt's throat. Matt swallowed the load happily, drinking every drop the pastor had to offer.

When the flood ended, Matt let the spent dick fall from his mouth. He stood as Winsten sat up on the desk.

"For being new at that," Winsten started, struggling to catch his breath, "you were pretty good."

Matt smirked at the other man. "Would you like to give it a try?" Matt hoped he wasn't moving too fast. Aquila had said it was important to go slow.

Winsten climbed down off the desk and stood in front of Matt. He had offered to reciprocate with Aquila earlier, but Aquila told him he wasn't right for beginners, whatever that meant. Now that Matt was here, maybe Winsten could give it a try.

He looked at Matt. "It would be the fair thing to do," he said, sinking to his knees. He reached out and undid Matt's jeans, letting them fall to the floor. Winsten thought about everything Aquila and Matt had done to him. Taking a deep breath, he dove in.

Winsten's mouth pressed against Matt's dick through the fabric of his boxers, and Winsten seemed to move on autopilot. He sucked the head before moving down the shaft. He pulled the offending boxers down, freeing Matt's hard beast. He took it into his mouth and sucked.

He moved down, taking more of the dick in his mouth. He gagged and coughed as he tried to take the whole thing at once.

"Go slow," Matt coached. "Don't rush. Take it an inch at a time."

Winsten did as he was told and backed off, taking only the first couple inches. He slowly worked more of it into his mouth. Matt continued to coach him on other things to do.

Matt pushed Winsten off of his dick and moved to the couch along the opposite wall, laying down and motioning for Winsten to join him. He guided Winsten into a 69 position, demonstrating for Winsten what to do.

Winsten copied what Matt did to him. Then he felt Matt's hands part his cheeks and his tongue dove into Winsten's ass, bringing him intense pleasure. A finger was added, then a second, sliding in and out of Winsten's hole, stretching him gently.

Winsten couldn't believe the pleasure Matt was bringing to him, and he never would have thought he could feel that way about someone's fingers in his asshole. Suddenly he found himself wondering how it would feel to have something bigger in his hole. Maybe something about the size of the dick that was currently in his mouth.

Winsten pulled off of Matt's dick and looked back at him over his shoulder. "I want this," he said, squeezing Matt's rod, "where your fingers are."

Matt growled as he shifted out from under Winsten, throwing the smaller man over the arm of the couch. He lined his dick up with Winsten's ass and slowly pushed in.

Winsten released an audible groan as Matt stuffed his dick into Winsten's tight hole, the penetration bringing pain as he was filled. Matt continued to shove, slowly forcing inch after inch into the other man. Winsten tried to relax, hoping it would lessen the pain in his backside.

When Matt was completely inside Winsten, he wrapped his arms around the other man's shoulders and pulled the smaller man's body against his own. He reached down and stroked Winsten's cock, which was harder than it had ever been. Winsten wrapped one arm around Matt's neck and placed the other on Matt's firm ass, pushing him deeper into his warm hole.

As Matt stroked Winsten, he began to move inside the other man, pulling almost completely out of him before pushing back in. He quickly developed a rhythm, stroking Winsten as he pounded his hole.

Winsten was enjoying the pleasure Matt was giving him, but he wanted to look Matt in the face. He pushed on Matt's chest and broke free of his hold, moving to get away. As Matt's cock slipped from his hole, he turned to face Matt, pushing him onto his back, climbing on top of the other man.

Winsten reached behind him and placed Matt's hard rod at his waiting hole. As he lowered himself onto the pole, Matt bucked his hips up to meet him, filling the man again. Winsten groaned loudly again, this time in pleasure.

Winsten rode Matt's cock while jerking his own thick rod. Matt sat up as Winsten bounced on his weapon, pulling the other man close, staring into his eyes as their skin slapped together.

Winsten's dick erupted suddenly, his warm cum covering Matt's furry body, as well as his own. Just as suddenly, Matt was standing up, carrying Winsten to his desk, where he deposited him onto his back.

Matt drove into Winsten with a force the other man was not expecting. Matt was moaning hungrily, Winsten reduced to a needy whimper. Matt gripped Winsten's shoulder and buried himself as far into the other man as he could go, flooding the youth pastor's freshly deflowered ass.

Matt collapsed on top of Winsten and they stayed like that for several minutes, neither able to move. Finally, Matt pulled his deflating cock from Winsten's hole and got dressed.

Winsten was somewhat disappointed that Matt had not offered any reciprocation. Not that he felt he could muster the energy to move. Still, it would have been nice for him to offer. He sat up and looked at Matt.

"Well," Winsten started breathlessly, "I certainly enjoyed trying new things with you. Maybe we can do it again sometime?"

Matt looked at him. "Definitely," he said. He gave Winsten one more glance and a smile before opening the door and departing.

Matt was filled with guilt the moment he came in Winsten. The first time with Aquila was about desperation and a need for attention. This time he had gone looking for sex. And he had manipulated Winsten into giving up his virgin ass.

Something had changed in Matt, and he felt a small pang of guilt.

Next: Chapter 7


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