When You Least Expect

Published on May 4, 2021

Gay

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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!

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When You Least Expect By Josh Blake

Chapter 32

After the fun night we had with Brodie, he became a guest in our bedroom a couple times a month. His staying over and having some fun with Braden and me usually corresponded with the late nights that we would spend hanging out after dinner and drinks. We even developed a code of sorts to use when we wanted some group fun.

"So, are you guys up for a COCKtail?" Brodie would ask just before bed. He would emphasize the `COCK' part of the word. We always took him up on it since playing with him was so much fun. I think it actually made our relationship stronger, in an odd way. Braden and I both knew that we would never play with another person without the other being involved. Brodie knew better than to try.

I still remember the first time I let Brodie fuck me. How could I forget? I could barely walk for a week!

It was a warm night. I believe it was June or July. We showered first because all three of us were a little sweaty. While I have already established that I don't mind a little funk on a man, we decided it was best to start with a shower.

The huge shower in our master bedroom easily accommodated all three of us. I washed Brodie's back while Braden washed mine. After running my soapy hands through Brodie's hairy crack several times, I had to have a taste. I put my hand on his back and pushed him forward, hinting to him that I wanted him to bend over. He got the idea. I spread his hairy ass cheeks apart. The water was matting his hair, but I could still see my prize. I zeroed in on his hole and ate him out for several minutes. We decided to dry off and go back to the bedroom.

Once on the bed, I was on my back. Brodie squatted over my face so I could keep eating his hairy butthole. Braden raised my legs and was eating my hole like a pro. After a few minutes, Braden slipped his cock inside me. I loved getting fucked by him so much. He knew just how to hit the right spots.

"Uh uh uh," moaned Braden as he fucked my ass.

"Fuck yeah babe. Fuck my ass," I groaned from under Brodie's ass. I reached around and stroked Brodie's cock a few times. His precum was dripping on my stomach.

After a couple more minutes of assaulting my bowels, Braden announced his orgasm and flooded my insides with his hot cum. He pulled out, then collapsed on the bed beside us. Brodie was still squatted over my face and I was still eating his ass like a starving man.

"Boss, you think you can take this cock?" Brodie asked. It was probably the third or fourth time we had played together, and so far both Braden and I had fucked Brodie. Brodie had yet to fuck Braden or me.

"Shit, I don't know if I can take that monster," I said.

Brodie flipped over and off of my face. He reached under me and stuck a finger up my well used asshole, scooping out some of Braden's cum.

"He's got you pretty opened up," he said. "Plus, I can use his cum for lube."

It may have been the alcohol from earlier talking, but I relented.

"What the hell man, go ahead," I said. "But you know the rules. Rubber up."

"You got it, boss." Brodie reached into the nightstand drawer and took out a condom from the stash we kept there for just when we played with him. Brodie still played with guys from Grindr sometimes, so we kept it safe.

Brodie slipped on a condom and lubed his huge, thick 8-inch cock. He lifted my legs and slowly started to insert his head into my butthole.

"Holy shit! Stop! Stop!" I yelled. "It feels like you're ripping me in half!" Brodie was way bigger than Braden.

"Just relax, boss. It'll go. I promise," Brodie said, rubbing my belly to calm me. Braden came up beside me and started kissing me to take my mind off of it.

Brodie pushed forward and let just a little bit of his cock slide up my ass. It felt like a searing dildo made out of fire was being pushed up my butt, but I just clenched the sheets and let him continue getting inside me.

"Just a little bit more boss. You still good?" Brodie asked.

"Just put it all the way in," I said through clenched teeth.

"You got it all, boss. How does it feel?" Brodie asked.

"Like I just lost my virginity again! Just let it sit there a minute." Brodie was good and didn't move for at least a minute to let me adjust to the anal invasion I had experienced.

"Okay, start fucking me, but go slow," I said.

Brodie started slowly backing out, then he slowly pushed back in. I have to admit, he was patient and took his time. After a few minutes, it stopped hurting. Suddenly I realized that he was hitting places inside me that Braden never hit. Braden was no slouch in the cock department, and I honestly still preferred his cock because my ass fit it like a glove. But Brodie's cock inside me started to feel really good.

Brodie fucked me for at least ten minutes before he started panting and grunting.

"I'm gonna cum soon," he said.

Braden was sucking my cock, and he had me close to cumming as well. I could feel Brodie's cock throbbing in my hole. I knew he was close. Suddenly, Brodie moaned loudly and the throbbing from his cock got stronger. I knew he was emptying his load into the condom in my ass. That pushed me over the edge, filling Braden's mouth with my cum.

After Brodie finished, he pulled out and went to the bathroom to discard of the condom. I reached back and felt of my asshole.

"Jesus, I don't know if I'll ever close back up!" I said. "Its' gaping wide open!"

"It'll close, boss. They always do," Brodie said with a grin.

"I sure hope so," I said. "That was pretty fun for a change."

"Yeah? You think you'd do it again?" Brodie asked.

"Not for a while," I laughed. "If I took that cock too often I'd have to wear Depends!"

As it turned out, Brodie did get the job as Devin's secretary, although he didn't like the term secretary. He much preferred to be called an administrative assistant. While we were sad to see Brodie go, Mom, Braden, and I were all excited for the new opportunities that the new job would bring for him. Unfortunately, Jack was not as excited. Brodie had been around for as long as Jack could remember, and his departure was tough for him to handle.

"Brodie?" I heard Jack ask one afternoon during Brodie's last week with us.

"What is it, little buddy?" Brodie asked

"Did I do something bad? Is it my fault that you are leaving?" Jack asked.

"Absolutely not, buddy. Come here," Brodie said, picking Jack up and sitting with him in a chair in the den. "When you get bigger, you'll probably get a job doing something so you can make money. But sooner or later, you'll get a new job and you'll leave the job you have to make more money. It doesn't mean that you don't like somebody. You just go where you get a better opportunity."

"Does my Daddy not pay you enough money?" Jack asked.

Brodie laughed. "Your Dad and Daddy are very good to me. But your Daddy found a new job for me so I can do better things and have a better future."

"Will you still come see me?" Jack asked.

"We're friends, aren't we?" Brodie asked.

"Yeah," Jack said.

"Then of course I'm gonna come see you. Friends don't just leave each other and never come back," Brodie said. "Now you stop worrying about things and go see if your Meemaw needs any help in the kitchen getting supper ready. I have to go home soon, but I'll be back tomorrow."

"Okay. I love you Brodie," Jack said.

"I love you too, buddy."

Mom saw Brodie's new job as an opportunity to do something that she really enjoyed. She wanted to throw him a party, but not a sad party. We decided to throw a party to celebrate Brodie's new job. We asked Brodie to stay for dinner on Friday night of what was to be his last week working with us. Mom went all out making a full course meal to feed everyone. In addition to the family, we invited Mark and Bonnie and David and Robert. Lucas wanted to come, but he couldn't leave school. Austin had commitments as well. We also told Brodie to invite his brother Jordan over so we could get to know him a little better. Devin and Stephen came over as well.

Brodie was thrilled that we went to so much trouble just for him. He and Devin hit it off right away. They had met each other before but had not spent much time together. I could tell that they would have a good working relationship. I could sense that Stephen was a little tense. I'm sure he had some concerns about Devin working with such an attractive, openly gay man every day. As it turned out, he had nothing to worry about.

"Everyone, I don't want to steal Brodie's evening, but you are all some of our best friends. As you all know, Stephen and I have been together for quite a while now. Our relationship has had its ups and downs, just like anyone else's, but Stephen, I truly love you with all my heart."

Devin got up and took a knee next to Stephen's chair.

"Oh my God," Stephen said.

Devin reached into his pocket and pulled out a ring.

"Stephen Alexander Richards, will you make the happiest man in the world and be my husband?" Devin asked.

"Oh my God! Yes! Yes!" Stephen exclaimed, jumping up and throwing his arms around Devin.

We all clapped and cheered for the happy couple. I was glad that Devin and Stephen were finally making it official and getting married.

"While we're all in a jovial mood," David said, "there's something I'd like to do as well." David started to go down on one knee, but Robert stopped him.

"You old fool," Robert said, "If you get down on your knee you won't be able to get back up. Whatever idiotic things you are going to say you can say from right there in that chair."

"I was just going to ask," David said, taking Robert's hand. "Robert, will you make me the happiest man in the world and drive me home tonight? I'm afraid I left my glasses at home."

We all erupted in laughter, but then I noticed the shiny gold matching wedding bands that David and Robert were both wearing. David caught me looking at them.

"We're already married," he said, holding his hand next to David's. "We went to the courthouse last week and made it official."

"At our age you can't put things off too long," Robert said. "We figured we might as well go ahead and do it."

"We would have thrown you a wedding if we had known!" Mom exclaimed.

"That's exactly the reason we didn't tell anyone," David said. "We're too old to make such a fuss over. We just wanted it to be official for us."

"Well, congratulations," I said. "Let's have a toast. To David and Robert. May they have many more happy years together." We all clinked our wine glasses.

"And to Devin and Stephen," David said. "May they be as happy as Robert and I are."

"And to Brodie," I said. "May his new career be a great one!"

"And to Jordan," Brodie said, "Because he is going to be the one cleaning up after you guys now!"

We all laughed at Brodie's toast and enjoyed our evening together. It was great being in such good company. Everyone ended up staying the night, except for Mark and Bonnie. They lived so close that they could easily make it home.

"Hey Brodie," I asked as everyone was going their separate ways for bed. "How about a cocktail?"

"I thought you'd never ask!" Brodie said, following Braden and me to our bedroom.

Once we were in the bedroom and closed the door, Brodie looked crestfallen.

"What's wrong?" Braden asked. Braden had already dropped his pants and was stroking his cock to get hard.

"I just realized we won't be doing this anymore," Brodie said. "I love how close we are and I'm going to miss it."

"Why aren't we doing this anymore?" I asked. "Are you seeing someone?"

"No, but I won't be working here anymore."

"You're still coming to visit. And you can still come over for cocktails," I said.

"Are you sure? I hope this isn't messing up what you guys have going."

"If it was, we wouldn't do it," Braden said. "Now stop with all the sad shit and let's fuck."

Jordan started his housekeeping duties the next week while Brodie started his new job at the high school. Jordan turned out to be a great housekeeper, just like his brother. It took him a few days to get the hang of where everything went, but he caught on quickly and did a great job.

Brodie seemed to really enjoy his new job at the high school as well. While he got some strange looks due to being a male administrative assistant, he caught on to the job fast and did a great job. He soon earned the respect of the teachers and the staff in the school and became a valuable member of the faculty in no time.

---- One day in May, I decided to stop by McDonald's on my way home. I had a bad habit of picking up burgers and fries for Jack and me to have for dinner on evenings when Braden was working late for coaching. Mom despised McDonald's and preferred to have a light dinner to herself on those nights. It saved her from cooking a full meal, and Jack and I were happy. Unfortunately, I was developing a gut, so I'd have to break this habit sooner or later.

The drive thru was lined up with cars, so I decided to park and go inside. I walked in the door and glanced to my left. I noticed one of the workers seated in a booth with her face buried in her hands. It was Savanna, one of my former students. She had been working her for a while and was usually smiling and happy.

"Savanna?" I asked. "What's wrong?"

She looked up, wiping her eyes and smearing her makeup in the process.

"Oh, hey Mr. P. Come on, I'll take your order."

"Don't worry about that," I said. "Sit back down and talk to me. What in the world is going on?"

"I just got some bad news is all," she said, sniffling.

"Tell me about it," I said. "It might help to talk it through."

"I don't want to burden you with it," she said. "I know what I have to do."

"Do about what?" I said. "Please tell me what's wrong. Maybe I can help."

"Well, okay. I'll tell you. So I've been seeing this guy Kyle. We've been going out for about three months. I was staying at his grandmother's house with him. Well, I found out this morning that I'm pregnant. He freaked out and told me that he wants me gone because he said it can't be his baby. But it is, Mr. P! It's his! I haven't slept with anyone but him. He threw all my clothes outside and told me don't come back."

"I'm so sorry, Savanna," I said. "Where is all of your stuff now?"

"In my car. I don't know what I'm going to do. And this baby. I can't have this baby. I can't be a mom now. I just can't."

"There are people who can help you," I said. "You can have your baby and get help with it."

"I don't want this baby. I don't even have a place to live. I'm going tomorrow to take care of it."

"Savanna, please don't do that," I said. "If you do you may regret it. Once you do that there's no going back. What if there was another option?"

"Like what?" she asked.

"Come home with me. You can stay with us until you figure out what you want to do. But I don't want you to make a decision out of fear."

"Won't your wife get upset that you're bringing a girl home?" she asked.

"I don't have a wife; I have a husband. And once I tell him what's going on he'll understand and he'll be on board to help. Our son and my mom live with us as well."

"Oh yeah, I forgot all about you being gay. You aren't really the typical gay...I'm sorry. That's not my business. That was rude."

"Don't worry about it," I said. "What time is your shift over?"

"I get off at ten," Savanna said.

I took out one of my business cards and wrote my home address on the back of it and handed it to Savanna.

"Come to my house when your shift is over. We'll get you settled for the night then we can talk about your situation in the morning."

"Are you sure? I mean I'm practically a stranger."

"You're not a stranger," I said. "You're one of my kids. You may have had some hard times, but I know you are a good person."

I ordered food and headed home. As I drove home, I kept playing the situation over in my head. I hoped Braden wouldn't be upset with what I had done. I had an ulterior motive, and I was feeling a little guilty about it. Braden and I had been discussing having another child. An opportunity may have just presented itself for us to do just that.

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.

Next: Chapter 33


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