Copyright 2020-2021: No part of this story may be reproduced in any way without the express written consent of the author. The author grants www.nifty.org permission to post the story on their website.
DISCLAIMER: This story is a work of fiction and fantasy. No part of it is based on true events, and any similarity to any person, living or dead, is coincidental. It contains descriptions of homosexual activities between consenting adults. If you are not over 18 years of age, or if you find this type of story offensive, or viewing this material is illegal where you are, then please DO NOT READ IT! If you choose to read it, then - I hope you enjoy it!
Nifty needs donations to continue doing what we all enjoy. If you can, please consider donating.
When You Least Expect By Josh Blake
Chapter 28
As the weeks went by, the relationship between Lucas and Austin got even stronger. The two of them were almost inseparable, and part of me dreaded the day when Lucas would come to love with Braden and me. Not because I didn't want him to live with us, but because I was afraid being separated from Austin would shatter him. We enjoyed our morning drive to school each day. It gave us a chance to talk about our lives and connect. I was really seeing Lucas as a son.
David's grandson, Ryan, headed back to school in South Alabama after his weekend visit. He continued to come visit his grandfather on the weekends, and David was true to his word in taking care of Ryan's expenses. It was a good thing, because his parents tried to cancel the lease on his apartment. They were shocked when the building manager told them to fuck off. David had paid the rent in advance for a year! Sharon called David and attempted to give him a hard time about it, but he promptly told her to go to hell and leave him and Ryan alone. Since Ryan never had a close relationship with his parents, he hardly noticed they were not in his life. David was thrilled to have such a close relationship with his grandson.
Ryan decided that he was interested in meeting Craig, so Lucas talked to Craig about Ryan and suggested that they meet up. To begin with, Craig was afraid that Ryan wouldn't be his type. He was into buff, athletic guys like Lucas and himself, but after seeing pictures of Ryan, he changed his mind. Ryan had that cute look that won you over, despite the fact that he wasn't athletic or what most people would consider to be in-shape. He reminded me of a teddy bear that you just wanted to hug!
Ryan and Craig's first date came one weekend when Ryan was visiting David. They had talked on the phone and texted for a couple weeks before they decided to meet. Since going to movie theaters still wasn't possible, David suggested that Ryan invite Craig over to his house for a movie night. David helped Ryan make a romantic dinner for the two of them, then he and Robert excused themselves from the house for the night so they wouldn't impede on the young couple's fun. The plans worked out well, because Braden and I had actually invited David and Robert as well as Devin and his boyfriend Stephen over to our house for the evening.
At around 6:00, Craig rang the doorbell at David's house. Ryan answered the door.
"Hey man, come on in," Ryan said, a bit nervously.
"Hey, thanks." Craig said as he walked in.
The two boys stood there awkwardly, neither quite sure what to do. Finally, Craig started laughing.
"What's so funny?" Ryan asked.
"It's just that we're both so awkward at this. I don't know if I'm supposed to shake your hand or hug you!" Craig laughed.
"I know. I've never dated anyone before," Ryan said.
"I've dated girls, but not guys. Here. How about that hug?" Craig said with a laugh. He embraced Ryan, and Ryan hugged him back. Ryan loved the feel of Craig's athletic body, and Craig felt like he was hugging a teddy bear. Both boys were turned on already.
"You look nice," Craig said.
"Thanks man, so do you," Ryan responded.
Craig was dressed in a gray, Henley shirt that clung to his body in just the right way. He was also wearing a good pair of dark blue jeans. Ryan was wearing a light blue button-down shirt, untucked, with faded jeans.
The two boys stared at each other for a minute, before Craig made a move to draw Ryan in toward him again, this time bringing his lips toward Ryan's. Their lips met. Craig had his hands on the back of Ryan's head, drawing the older boy into him. Ryan found a great place for his hands to rest right on Craig's firm bottom. After kissing for several seconds, including some tongue action, Craig pulled away.
"I'm sorry. I shouldn't have done that yet. You probably weren't ready for that," Craig said.
"No, it was wonderful," Ryan said. "I'd love to do it again, but dinner is ready, and it will get cold if we wait much longer."
David had helped Ryan make a simple, but delicious meal of spaghetti, salad, and garlic bread. The table was set for two with a romantic candlelight atmosphere. Soft music was playing on the Bluetooth speaker Ryan had brought from his apartment, creating almost a restaurant-like mood without the distractions of other people around. The two boys enjoyed the meal and getting to know each other.
The boys enjoyed casual conversation about their lives and their future plans. At one point, Craig asked Ryan about his career goals.
"You know, I really just want to help people. People who are down on their luck," Ryan explained. "I really feel like I will end up becoming an attorney who deals with child custody cases and child advocacy. I also want to get involved in some gay organizations to help teenagers who are struggling with finding their identity. I don't know. There's a lot I want to do. I know I need to go to law school after I finish with this degree in two years. What about you? What do you see yourself doing?"
"I really want to help kids, too," Craig explained. "I think I'm going to be a teacher and maybe one day a guidance counselor or even a principal."
"That's really cool, man. You should really talk to my grandfather. He would be happy to help get you on the right path. I know Josh, umm, I mean Mr. Patterson probably would, too. He seems like a really cool guy," Ryan said.
"Yeah, he is. I don't know him that well. Just as my principal. But he's always fair and he always sticks up for kids who are being bullied or in bad situations. I respect him for that. He's a good guy."
"What do you think you would want to teach?" Ryan asked.
"I'm really good at math, so I'd probably stick with that. I want to do something I'm good at."
"Are you going to coach?" Ryan asked.
"Yeah, probably. I enjoy baseball, and it would be fun to coach it."
"That's hot. You'd make a hot coach. I'd do pushups for you in the locker room anytime," Ryan said.
Craig laughed. "I could make you do some right now. Force you into shape!" Craig realized his words as soon as they came out of his mouth.
"I didn't mean you need to get in shape, man. You look good. I didn't mean..." Craig tried to apologize.
Ryan laughed. "Don't worry about it, man. I know I have a few extra pounds to lose. Would you seriously want to help me get in shape? I wouldn't mind being a little more buff. I've just never had anyone to show me how."
"Yeah man, I'd love to help you work out. But you are seriously fine the way you are. Don't feel like you have to change for me. I think you're cute," Craig said.
After dinner, Craig helped Ryan load the dishwasher before the boys headed into the den to watch a movie. It was a cool night, so they elected to go to the downstairs den and build a fire in the fireplace. There was also a huge 75-inch TV in that room that was perfect for watching movies on. The leather sofa down there was also super comfortable. The two boys snuggled up together under a blanket and started looking for a movie to watch.
"What kind of movies do you like?" Ryan asked.
"I like lots of different movies. Comedy, some romance, horror, but I only watch horror movies with someone else."
"Oh my gosh, I'm the same way!" Ryan said.
They found a newly released horror movie that neither of them had seen. It was one of those where people were meeting a brutal end at the hands of some deranged creature. The boys were glad they were together, because both of them screamed and jumped more than once during the movie. They also found themselves holding hands and getting really close to each other. Neither boy could tell how the movie ended, because by the middle of the movie, they found themselves wrapped in each other's arms with their tongues in each other's mouths.
"Let's go up to my room," Ryan said. He got up and led Craig up the stairs to the top floor of the house to the bedroom he was using for the weekend. No sooner had the door closed than the boys were on the bed in a passionate make-out session. Ryan, having the experience of having sex one time with Lucas and Austin, took the lead and started to pull Craig's shirt over his head. He was immediately turned on by Craig's physique. Craig had the best abs Ryan had ever seen! Granted, he had not seen that many boys' abs in person, but Craig's were still the best. As Craig lifted his arms to help pull of the shirt, Ryan was struck by Craig's bushy armpits. He had always admired guys' pits for some reason, and Craigs were certainly worthy of admiration. As Ryan visually consumed Ryan's physique, he noticed the boy's small, erect nipples with a small amount of hair around them. Craig's chest was smooth, as was his abdomen, save for a happy trail that disappeared into the boy's pants. Ryan reached for the button of Craig's jeans. Craig stopped him.
"What's wrong?" Ryan asked. "Did I do something wrong?"
"No, it's nothing," Craig said. "I just want you to know that this is my first time. With a guy, at least. I want this to be special. I really like you."
"I like you, too," Ryan said, pausing to give Craig a slow, sensual kiss.
Craig then let Ryan return to unbuttoning his jeans. Ryan lowered the zipper, exposing Craig's blue American Eagle boxers. Ryan started to pull down Craig's jeans, but they were so well fit to his body that they were a little hard to remove. Craig helped him by pulling them down and off his legs. He pulled his socks off as well, leaving his feet bare. Ryan had always admired men's feet, especially when they were well groomed, as Craig's appeared to be. He took had Craig put his feet in his lap. He began massaging each of the younger boy's size 12 feet. Craig moaned with pleasure. He had never had his feet massaged before, but he was definitely enjoying it. Ryan then moved his hands up Craig's hairy, muscular legs. When he got to the bottom of Craig's boxers, he looked up to Craig for approval. Craig nodded, so he slid his hand up the leg of Craig's boxers. He wrapped his hand around what felt like an absolutely huge penis. He began stroking Craig, causing the boy to moan.
"Let's get these off," Ryan said, tugging down Craig's boxers. He pulled them down and off the boy's legs.
Ryan sat and stared in awe at Craig's cock. It was huge! In his head, Ryan estimated it to be at least eight inches and really thick! Craig was circumcised, and his dark pink cock head was glistening with precum. Craig also had huge balls that looked as big as eggs! To top it all off, Craig had a neatly trimmed bush of pubes. Ryan had to have a taste of this gorgeous cock.
Ryan slid off the bed and dropped to his knees. Before Craig knew what was going on, Ryan's face was buried in his crotch and he was getting the best head he had ever experienced.
"Damn man! You are so good at this! Definitely better than any girl I've been with!" Craig said.
Ryan continued pleasuring Craig with his mouth for several more minutes before Craig told him to stop.
"If you keep that up, I'm going to cum, and I don't want to cum yet," Craig said. "There is something I've seen in porn that I want to try, but you might think it's gross."
"What is it?" Ryan asked.
"I'm afraid you'll laugh or be grossed out," Craig said. "If you don't want to do it, it's fine."
"Well, tell me what it is, and I'll tell you," Ryan said with a laugh.
"I think they call it rimming," Craig said. "Basically, it's licking a guy's butthole. I know, you probably don't want to do it. It's fine. I shouldn't have asked, really."
Ryan laughed. "Dude, I'd love to rim your butthole. Turn around and let me see it." "Really? You want to? I'll do yours too, I promise," Craig said.
Craig turned around, exposing his well-formed, muscular ass to Ryan. Craig's ass was covered in a dusting of brown hair, and Ryan could see hair lining the boy's crack as well. Ryan used his hands to spread Craig's cheeks apart. He was indeed hairy back there, and Ryan could see Craig's pink hole peeking out through the dark hair surrounding it. As Ryan leaned in toward Craig's hole, he caught a whiff of the boy's natural scent, no doubt due to sweat over the last couple hours since he had showered. It was a similar scent to what he had experienced with Lucas and Austin, but it was different. It was musky, but not unpleasant. It was simply the scent of Craig.
Ryan's tongue made contact with Craig's hole, causing Craig to suck in his breath. Ryan, having experienced rimming with Lucas and Austin, knew what to do. He ran his tongue up and down the length of Craig's hairy crack, causing the boy to moan. He spread Craig's cheeks as far apart as he could, opening up the boy's hole for his tongue to slide inside. He was really enjoying the taste of Craig's ass and he was really enjoying knowing that he was bringing Craig so much pleasure.
Craig had been stroking his huge cock the whole time Ryan was rimming him. He was getting close to cumming and announced his impending orgasm to Ryan. Ryan, not wanting to miss out on swallowing Craig's cum, pulled the boy's cock backward between his legs and stuck the head in his mouth just in time to be rewarded with a huge load from the teen's cock.
After his orgasm subsided, Craig pulled Ryan back up on the bed and kissed him passionately.
"That was the best sex I've ever had," Craig said. "Now let me return the favor."
"My body isn't as nice as yours," Ryan said. "If you don't like it, you don't have to..."
"Dude, stop," Craig said. "Stop putting yourself down. You're a good-looking guy. I already told you that not everyone has to be chiseled and in shape. If I didn't play baseball, I wouldn't look like this. I think you're perfect the way you are. If you want to work on it, I'll help you, but you don't have to. Right now, I need you to get those clothes off so I can worship your body!"
Ryan just smiled as he unbuttoned and pulled his shirt off then took his jeans and underwear off in one move. He stood naked in front of Craig, feeling inferior to the younger boy's physique.
"Damn." Craig said.
"I know. I'm not much to look at," Ryan said, starting to pull his pants back up.
"No, I mean damn, as in damn, you're hot," Craig said.
Craig got up and moved over to where Ryan was standing. He ran his hands through Ryan's chest hair and teased his nipples with his thumbs. He put his arms around him and kissed him before moving his hands down into Ryan's thick pubes. He wrapped his hand around Ryan's cock, causing it to soon grow to its full length. While not as big as Craig's own cock, he certainly liked what he was stroking.
Craig dropped to his knees, taking Ryan's cock in his mouth. It was his first time giving head, so it took him a minute to get the hang of it. After a few minutes, he had Ryan moaning in pleasure. He reached down to stroke his own cock, which was hard again.
"Do you want to fuck me?" Ryan asked.
"Yes, but only if you want me to," Craig said.
"I do, but you'll have to go slow. That big dick will be hard to take."
Craig had Ryan lay back on the bed and hold his knees back. He got to experience rimming an ass for the first time, which he really enjoyed, as did Ryan. After several minutes of rimming, he started working fingers inside Ryan's hole. He had watched enough porn and read enough stories on Nifty to know that you had to open a guy up before you could fuck him.
By the time he was able to get three fingers inside Ryan's hole, Craig was dripping with precum. He lubed his cock and Ryan's hole one more time, then put the head of his cock against Ryan's entrance. Ryan knew from his experience with Lucas that he needed to push out while Craig was pushing in. When Craig's huge cock started piercing his puckered entrance, Ryan felt like a baseball bat was being pushed inside him. He begged Craig to stop, which he did. He waited for Ryan to ask for more before he started pushing in again. After several minutes, Craig had all eight inches of his cock buried up Ryan's butt. He started pulling out, then pushing back in. Pretty soon, his girth had Ryan opened up so much that he was easily plowing the boy's ass. Ryan was begging for it, and Craig was happy to give it.
"Fuck me, dude!" Ryan begged. "Fuck me harder!"
Craig fucked Ryan as hard as he could, but soon he felt his orgasm building again. Ryan felt his building, too, and without warning, he shot cum all over himself. Craig started cumming at the same time, filling Ryan's bowels with cum.
Craig collapsed on top of Ryan. Both boys were sweaty and tired, but they were satisfied. Craig kissed Ryan on the lips once more before they got up to share a shower.
"Will you stay with me tonight?" Ryan asked.
"I was betting on it," Craig said, giving Ryan a kiss. "I told my mom I was spending the night at a friend's house. She didn't ask which friend."
"Perfect," Ryan said.
The two boys cuddled up together in Ryan's bed, neither of them bothering to put on clothes. Sleeping with another person was new to Ryan, but he already loved it. As he drifted off to sleep in Craig's arms, he couldn't help but wish he could do it all the time.
Meanwhile, back at my house, the three couples including Braden and me, David and Robert, and Devin and Stephen were having a great time. Mom had taken Jackson and was spending the night at her sister's house `to give the guys some space,' she said. It was nice to be able to entertain and not worry about being loud and waking up the baby.
We had a great meal of chicken parmesan and salad, thanks to Mom. She had put the meal together before she left, leaving me to only have to worry about the finishing touches. After dinner, I pulled out a good bottle of scotch, which we enjoyed throughout the evening. We spent a lot of time just talking and carrying on. Since we had been drinking, everyone was planning to stay the night. Space was an issue, but Mom had changed her sheets and suggested that one of the couples could use her room. We had an air mattress for the other couple. Devin and Stephen said they'd take the air mattress and let David and Robert have the bed.
"Josh, you have to get a bigger house," David said. "You need a bedroom for all of us when we come over."
"Yes, I know. We've been talking about that, but the housing market is so crazy right now and we just haven't had a chance to look," I said.
"I finally got him to agree to at least look," Braden said.
"Just buy my house," David said. "I'm ready to downsize. I don't need anything that big anymore. But you boys do."
"I do love your house, but we could never afford it," I said.
"I bet you could," David said. "Make me an offer."
"David, I couldn't. Your house is such a huge, nice house. I bet it would bring over half a million dollars, easily."
"I love it too," Braden said, "But I have to agree with Josh. Even if I was working full time, we couldn't afford a house like that."
"Have you had this house appraised?" David asked.
"We have," I said. "Actually, Braden did it without telling me, but it's been done. We've just been waiting to tell the real estate agent to list it.
"What did it appraise for?" David asked. "If I'm not being too nosy."
"The agent wants to list it for $249,900, and she's pretty sure it'll go for that," Braden said.
"Sounds good enough to me," David said. "I want $249,900 for my house. You can sell this one and buy it."
I looked at Braden with a shocked expression. He had the same look on his face.
"David, you can't be serious," I said. "Your house is worth at least three times that much."
"That may be true, but I'm not worried about what it's worth. I'm worried about what I want for it, and I want $249,900," David said.
"That's very generous of you," Braden said, "But won't your kids be upset?"
"Fuck `em," David said. "They grew up to be spoiled assholes who turned their back on me the minute I found happiness. So, they can all go to hell. I have plenty of money saved for my retirement. I'll be fine."
"Are you sure this isn't the alcohol talking?" I asked.
"It's not," Robert said. "He has had this planned for weeks. He wants you to have the house, Josh. We both want you guys to have it. Just shake his hand and accept it."
"I don't know what to say," I said. "Thank you, David. And you, Robert. Buy why?" I asked, reaching out to shake David's hand.
"Yeah, why us?" Braden asked as he shook their hands as well.
"Josh, you are like a son to me. Even more than my real kids. I always felt a bond to you, but especially after I watched you and Braden get married. You gave me the courage to be open about my love for Robert. Then you got Jackson. And you're adopting Lucas. Don't you see, boys? You are a family. My house was built for a family, not an old man rattling around in it alone most of the time. That house needs the laughter of children and the sound of their footsteps as they run up and down the stairs. It needs happiness, again."
"I'm truly humbled," I said.
"We both are," Braden added.
"So, it's settled," David said. "Call your agent tomorrow and tell her to list your house. You can move in whenever you want. I do have one favor to ask, though."
"Anything. Just name it," I said.
"If it's possible, I'd like to rent a room from you, just for nights that I don't want to drive all the way to the lake house, where we'll be living," David said.
I laughed. "Absolutely not. You cannot rent a room from me. But you can stay in it for free anytime you want."
"I won't argue with you," David said. "This is going to work out for everyone!"
The next chapter in this series will be published soon!
Your feedback is always appreciated! Send it to whenyouleastexpect2020@gmail.com. Let me know if you want to be added to my mailing list to be informed when new chapters are published.