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Through the Generations: Sophomore Year

Written by: Ash Cinder

Commissioned by: JovieHovie

Freshman year went by in a flash for Henry and Richard. Henry very well in all his classes and even made some new friends along the way. Though Richard sleepwalked through most of the second semester after what happened between him and his son during Winter Break. Henry hadn't tried anything like that since, though he had occasionally pushed his boundaries with his father, sneaking a grope during a hug or something.

Every morning Richard was terrified that he'd wake up with his son's muzzle wrapped around his cock. But deep down, part of him hoped it would happen. Maybe it was just because he was so pent up as a single gay man, but he couldn't help but wish he could get his rocks off with someone. But it got awkward when that someone you wanted to get your rocks off with was the pup you'd been raising since he was 2 years old.

Richard couldn't take the tension between the two of them, he wanted to talk to Henry about it, but wasn't exactly sure how without it being more awkward than when he explained the birds and the bees to him when he was thirteen.

Finally, sometime during the summer, Richard decided to sit his son down after dinner and talk about these advances his son was making towards him.

"So, Henry," Richard started, "I think it's time to talk about what happened at your grandparents' during Christmas..."

Henry's tail twitched back and forth as he remembered it well, jerking off his dad in his sleep to a full-on climax before he woke up and saw him.

"Tell me," Richard continued, "what exactly were you thinking?"

"I..." Henry tried to answer, getting very flustered finally talking with his dad about it. "It's just, you always seem so stressed with work and all... I thought maybe you could use a 'stress reliever'."

Richard couldn't help but laugh a bit, not entirely believing that excuse, but wanting to humor his son, nonetheless.

"Well, while my job as a professor can be pretty stressful, but you should have asked me first."

Henry's ears perked up at hearing that, it seemed his dad wasn't completely against Henry playing with him.

Richard wondered if he should bring up his suspicions about the instances of him dozing off in his office. "Henry, be honest, have you been trying anything else with me since then?"

Henry looked nervous, Richard could tell his son was keeping something from him.

"I won't be angry if you admit it," He told him. "Just be honest."

"Well..." Henry began. "I might have been coming into your office when you'd fall asleep and... doing things."

"Like what?" Richard asked, putting his paw on his son's shoulder.

Henry felt himself go a little hard, feeling his dad's strong paw on his smaller shoulder.

"I-I've tried oral on you sometimes."

Richard felt his face turn bright red under his fur and a knot formed in his stomach. Well, Richard thought to himself, at least I know I'm not going crazy.

"But I've only tried it a little bit, and I'd stop because I didn't want to wake you."

"Henry..." Richard said, rubbing his son's shoulder. "You know you shouldn't do that."

"I just..." Henry said, getting a bit choked up before leaning against his dad and hugging the big bear. "I love you dad, I just want to do things to make you feel good. I see you working all day in your office to the point where you fall asleep and I just want to do something to help you relax."

Richard held his son close, though it was very concerning what Henry was doing, he had to admit that he did think that his heart was in the right place. Richard thought about a compromise; Henry was 18 years old, almost 19, and it wasn't like he was doing it where other people could see it.

"Hm," Richard thought more. "Henry, how about this?"

"Yeah dad?"

"I'll let you 'relieve some stress' if you want, as long as you ask me first."

"R-Really?!" Henry asked.

"But!" Richard clarified. "No oral, just occasional handjobs, that's all."

"O-Okay dad!"

Henry and Richard hugged each other, both happy to have finally talked about what happened. Henry wondered if he should also tell him about what he and Grandpa Joel had been doing, but he decided against it, not knowing how his dad would feel about them sleeping together. He was just happy that he got a bit closer to doing more with his dad than he had been previously.

With the tension between them finally gone, Henry and Richard started Henry's sophomore year smoothly. Even though Richard was still pretty uneasy about letting his son give him handjobs after school even though they _did_feel very good. If his dad wasn't feeling it when he was, Henry would usually get him drunk enough to where he was comfortable with fooling around for a little while.

As hard as it was to resist his urges to take things further, he did his best to honor the deal he made with Richard to stick to hand jobs. Henry didn't want to betray Richard's trust and didn't want to hurt his chances of taking things further in the future if he just moved things slow between him and his dad.

Going into November, Henry respected his father's wishes and didn't try anything with him, not even while he was asleep. Though he did pay some visits to Grandpa Joel for some fun, unbeknownst to his dad. Once Thanksgiving break began Richard and Henry went over to Joel's for the holiday as they did every year. The day after Thanksgiving, Richard and Joel spent some time in the gym, trying to work off the big meal that Martha made for all of them.

Richard and Joel both lifted weights. While they exercised Richard told his father about the crazy stuff he'd been experiencing the past year or so.

"I'll tell you dad, my life's gone looney toons between me and Henry. Not sure if I told you about when I found him jerking me off in bed last Christmas. Well, I decided to humor him and let him do it occasionally over the past few months." Richard said.

"Heh, sounds a bit like old times between us," Joel said, smirking at Richard.

"Yeah... I guess a little."

"Speaking of old times," Joel said, putting the weights down, "Wanna have a little wrestling match like we used to have?" He gestured over to the boxing ring.

"Y'know..." Richard said, putting the weights he was using back, "I can't even remember the last time we did. Sure, let's do it."

He grinned and walked over to it with his dad.

"Wanna use the gear, or just go in our undershirts and jockstraps?" Joel asked.

"Meh, we haven't really needed the gear before have we?" Richard said, giving his dad a playful nudge with this elbow.

"Guess we haven't."

Joel chuckled, removing his gym pants, revealing his orange and white jockstrap that was barely concealing anything. Richard followed, revealing his equally bulging red one. They both climbed into the ring together. They got on opposite corners of the ring and began some quick stretches.

"Alright, let's have a good clean match," Joel said.

"Oh please," Richard retorted, "when have any of our wrestling matches been clean." He made a quick kissy face at his dad.

Joel let out a deep chuckle and reached down to adjust his jockstrap as it was starting to get tighter.

They both started circling the ring together, giving each other playfully intense expressions, wondering which one was going to make the first move. Richard decided to go for it and started grappling with his dad, trying to get the upper hand and pull him to the ground and pin him down.

Richard was getting the better of his dad, and Joel wasn't letting him win this time. Joel smiled as he thought his son would manage to beat him this time.

"Mmm, you're getting pretty good," Joel said, trying to break free from his son pinning him down.

But Richard wasn't letting him go that easy, managing to keep his dad pinned to the floor.

"Yeah, well me and Henry dabble in occasional wrestling at home in the garage," Richard said with a smirk, starting to count down to three in his head.

"Well," Joel responded, grunting as he slowly began to accept defeat, "even if I don't have my cub around me much anymore, at least Henry can keep me warm at night."

Richard stopped for a second at hearing that, his grip on his dad loosening.

"Wait, what did you just--"

Joel quickly took advantage at his son getting distracted and turned the tables on him, breaking out of his hold before turning around and pinning his son to the ground by his arms.

"One..." Joel began counting.

"Hold on dad, what did you just say about Henry?"

"Two..." Joel said, only focused on winning the match.

"Dad stop for a second and--"

"Three!" Joel bellowed. "Looks like your old man is still the ch--"

"Dad! Would you just pause the game for a second and answer my question!" Richard shouted, in a rare moment of getting angry at his dad.

"Sorry, son..." Joel said with a nervous chuckle, but continuing to hold him down, "you know your old man gets competitive."

"Oh, so that thing you said about Henry was just a way to distract me?"

"Uh, I didn't intend for it to be, but I guess it worked out that way..." Joel said, giving his son a nervous smile as he looked down at him.

There was an awkward silence between the two.

"Dad..." Richard finally spoke up in a calm tone, "Are telling me what I think you're telling me?"

"I... uh, thought Henry might have already told you..."

"My son has been sleeping with his grandpa... for how long?" Richard had a horrified look on his face for a second.

"Relax, it only started Christmas last year."

Suddenly it all made sense for Richard and he looked up at his dad with an annoyed expression.

"I should have known that you were the one who corrupted him." He said, rolling his eyes.

"I guess that's a word for it." Joel said with a laugh.

"Jeez dad, this is a real mindfuck, you and Henry sleeping together? I remember when you and mom used to babysit him when he turned 6..."

"And?" Joel asked, "I helped Martha raise you the moment she gave birth to you," he gave his son a smirk and grinded his bulging jockstrap against Richard's. "But that didn't stop you from fooling around with your old man when you were his age, did it?"

Richard remembered it all too well, he could already feel himself getting hard underneath his father as he thought about all the sinful time they spent together.

"Remember how, during breaks between semesters, you used to sneak into my room when your mother was on one of her trips, you'd climb under the covers and give your daddy a nice little surprise blowjob in the middle of the night? Kind of like what Henry did to you."

"I... remember," Richard admitted.

"Remember how we used to cuddle together after our fun, you'd call me your 'Papa Bear' and then," Joel spoke softly, continuing to grind against Richard's crotch and moving his face closer to his, "I'd lean forward," he got even closer, "and kiss you."

Joel pressed his muzzle against his son's, enveloping him in a passionate kiss, the first one between the two of them in decades. Richard closed his eyes and relaxed, letting his father's tongue enter his mouth like he used to when he was in college. Richard had almost forgotten how good this felt, he could see why Henry would be drawn to it, like father like son (even if the father and son weren't related by blood). After a minute Joel pulled his mouth away and stared into Richard's eyes, taking one of his paws off Richard's arms and stroking his face.

"Even after all these years, I still kind of miss having my cub here to keep me warm at night when Martha's away," Joel chuckled, feeling Richard's fully hard member poking against him. "And judging by the bulge that's poking me right now, I'd say you miss it too."

"I guess I do..." Richard said, blushing and looking up at his father.

"I'm surprised you didn't continue the tradition with your boy, especially seeing as he's got the hots for you." Joel said, rolling off his son and laying down on the floor next to him.

"I just... I don't know..." Richard said, sheepishly scratching his arm. "I'm just worried doing so might distract us both from what we need to be focusing on.

"I'm sure you both could balance it, might even be some good bonding between you two." Joel winked.

"Well... I mean, I have allowed occasional mutual masturbation sessions for both of us." He admitted.

"Pssh, is that it?" Joel scoffed, giving his son a sly grin.

"What... have you two done more?" Richard asked, sweating a bit.

"Maybe..." Joel said, teasingly stroking Richard's arm. "Want to hear details?"

"No... maybe... kinda..." Richard said in a nervous tone.

"Well he's blown me almost every time you two have visited, since Christmas," Joel said, rubbing the bulge in his jockstrap.

Richard couldn't help but shiver at the thought and get a little jealous of Joel, but only a little.

"We make out a lot, he really seems to like that," Joel said, seductively licking his lips.

Richard got even harder and adjusted himself a bit.

"B-But you two haven't..." Richard said.

"Anal? Fuck no, the boy's not ready for that yet, either one of our cocks would split the poor pup in half."

Joel couldn't help but breathe a sigh of relief, deep down if anyone was going to pop Henry's cherry, he wanted to be the one to do it if Henry would let him.

"You and me gotta loosen him up first before he tries that." Joel said, winking at Richard, making him blush.

"Uh, yeah..." Richard said, scratching the back of his head and getting up. "Anyway, this is sort of a lot to take in, so I think I'm going to go take a walk through the garden in the back."

"So, is it okay if Henry keeps up his little visits with me?" Joel asked, getting up as well.

"Uh... I guess, like I said, it's a lot to take in." Richard said.

"Come on, you're so busy with teaching, someone's gotta help him learn more about his sexuality," Joel pointed out, putting his arm over his son's shoulders. "Might as well be the bear that taught you," he kissed his son's cheek.

"Heh, well Henry's an adult so I guess it's okay if he wants to." Richard answered, blushing more under his fur.

"That's my boy," Joel said, patting Richard's toned chest before walking off in front of him. "Feel free to join us one of these days."

"Ehh, one step at a time..." Richard replied.

"I'm not hearing a 'no'," Joel pointed out, smirking at Richard over his shoulder before walking out of the gym.

After he and Richard's little encounter earlier, Joel met up with his grandson in his bedroom later that night and he told him about Richard's reaction to finding out that his son had been sleeping with his grandfather.

"So, your dad found out about what we've been doing together the past year." Joel said, pulling his shirt off and putting it in his laundry basket.

"Woah, he did?" Henry asked, feeling his body heat up.

"Took it rather well, was just a little surprised and a little annoyed is all."

"Really? What do you mean by 'annoyed'?" Henry asked.

"Said he should have known that it was me who 'corrupted' you," Joel said with a chuckle, taking off his pants, now down to his underwear.

"Ha, joke's on him, I've always been corrupted." Henry snarked, beginning to follow Joel's lead and strip his own clothes off.

"Though I sensed maybe a teeny bit of envy from my son," Joel said with a smirk, watching his grandson strip his clothes off.

"Envy? What do you mean?" Henry asked, kicking off his pants.

"Well, he seemed to want me to share a couple of details on the different things you and I have been doing, including if I'd popped your cherry yet, which he seemed rather relieved when I told him I hadn't."

"Yeah?" Henry asked, his tail beginning to wag excitedly.

"He also hinted that he seemed not to be opposed to doing more with you, he's just not quite ready yet."

"Ooooh," Henry chortled, "I like the sound of this."

"Yup," Joel said, getting closer to his grandson, "he also gave me permission to continue being your 'teacher'."

He quickly reached out and groped his grandson's underwear bulge, making him yelp with surprise. Henry took a seat next to him on the bed.

"Yup, looks like I have full rein to teach you," Joel quickly pushed his muzzle against his grandson's and kissed him, "everything I know about pleasure."

Henry giggled.

"And maybe our little conversation made Richard lighten up a little." Joel said.

"You think so?"

"Sure, he's already letting you jerk him off sometimes, right?"

Joel gently pulled off his grandson's underwear with his paw that was still resting on it.

"Yeah," Henry nodded.

"Well, maybe before you know it, he'll start letting you work that pretty muzzle of yours on his cock like you do so well?" Joel pointed out, winking at Henry.

Henry couldn't help but get even harder at the very thought of his adoptive father letting him suck him off. He hoped Grandpa Joel was right... Henry looked over at him to see him twirling around the pup's underwear on his finger.

"Now, get mine off and get to working that cute muzzle of yours," Joel growled playfully, before laying back on the bed. "Grandpa needs some attention."

Henry giggled and began pulling his grandpa's undies off so that he could do what he was told, like a good boy.

Henry smiled and happily crawled down between his grandpa's legs, laying on his belly and grabbing the huge cock with his paw. He opened his muzzle and started to lick the tip, making Joel growl. He stroked his cock in one paw and began to wrap his muzzle around the head starting to slowly move his head up and down and get Joel's member nice and wet.

While Joel enjoyed his grandson's muzzle he reached over and grabbed his smart phone, ready to put the plan into action. He put his phone in photo mode and held it steady, aiming at the young wolf between his legs.

"Smile," Joel snarked.

Henry gave a sexy look to the camera as Joel took the picture, the canine's mouth still filled with the bear's cock.

"Make sure you send me that..." Henry pulled of Joel's cock for a second to tell him.

Joel just gave him a thumbs up while he texted the pic to Henry's phone. He chuckled, keeping the phone held in his paw and laying his head back against the pillow, relaxing and letting his grandson suck him off at his own pace, moving his head up and down slowly while he jerked the bit of Joel's cock that he couldn't fit in his mouth with his paw.

"Hm... maybe I should take a video too?" Joel suggested, looking down at his grandson with a dominant smirk.

Henry looked up with an excited look in his eyes and nodded eagerly as best he could while continuing to suck the old grizzly off. Joel grinned and held the phone as steady as he could and pressed record, getting a nice shot of the wolf moving his muzzle up and down on his monster cock.

Henry slurped on his grandfather's cock, closing his eyes and moaning, taking in the wonderful taste of precum. He knew Grandpa Joel was getting close and started moving his head faster on his fat cock, deepthroating it a little, making the grizzly growl.

Joel looked down at his little wolf grandpup, glad to see that him filming wasn't making him camera shy or breaking his concentration. The boy's a born cocksucker, Joel thought to himself with a smile. Damn Richard, you don't know what you're missing...

Joel panted heavily while continuing to film. Joel put his free paw down on his grandson's head and started to push him up and down gently.

"Damn, both you and I are going to enjoy coming back and watching this later." Joel moaned.

Henry giggled and kept moving his head at a fast pace, wanting to taste that virile seed of his grandfather again.

"That's it, good pup." Joel panted as he felt his climax building. "Just like that, don't stop!" He kept his paw on the top of his head, helping him take as much of his member as he could. "I'm about to--Yeeeeeeaaaaaaahhhhhhh..."

Joel moaned, orgasming into his grandson's muzzle, holding the pup's head there, Henry happily swallowing it with audible gulps. Joel rubbed the top of Henry's head encouragingly. "Such a good boy. I think you've just about mastered the art of pleasuring a man with your muzzle."

Henry moaned in agreement, pulling himself off Joel's cock once he removed his paw from his head and beginning to lick his cock clean. Joel chuckled, enjoying the way his tongue tickled. He finally stopped recording, knowing that he'd gotten enough, sending the full video to Henry to watch tomorrow.

Once he finished making sure not a single drop of cum was left, Henry sat up and looked at his grandpa, his tail wagging happily behind him. Joel reached out one arm, inviting his grandson to crawl over for some after-sex cuddles which Henry happily did.

Joel wrapped one strong arm around him and held him close, putting his phone down on the nightstand so he could hold Henry in both arms.

"I love you grandpa," said Henry.

"I love you too, Henry."

They both pushed their muzzles together in a kiss, Henry happily letting his grandfather's tongue invade his mouth. No matter how many times they kissed, it was always sent waves of electricity through Henry. They both pulled away and Henry ran his paws down Joel's toned chest.

Henry poured his dad a glass of whiskey as the fireworks continued to go off outside. They were having a pretty good New Years Eve together, they watched a couple of movies together on the couch and just enjoyed each other's company. Richard was letting loose with his son, drinking several beers and shots of whiskey throughout the evening, Richard even let Henry sneak some occasional gropes every now and then.

"So, you been having fun with your grandpa?" Richard asked, giving his son a playful nudge with his elbow.

"Heh, yeah..." Henry blushed a bit.

"Should have known he'd get to you around now." Richard said, taking a sip from his glass.

"Heh, is that what happened to you?" Henry asked with a giggle.

"Nah, believe it or not, I came to him." Richard chuckled.

"Yeah?"

"Yup, around the time I started going to college, Mom decided to go back to school herself and decided to study abroad for a year, leaving me and dad at home by ourselves," Richard smiled as he reminisced. "Dad seemed to get a bit lonely without her, even though he had the servants to fool around with. So, one night I decided to sneak into his room and cuddle up with him. He liked that. Then cuddling turned into kissing in bed. Then one night I gave him a blowjob," Richard smirked at his son and finished his glass.

"Wow!" Henry said, grabbing the whiskey bottle and pouring his dad some more. "So, you guys started doing it regularly after that?" Henry felt his pants tighten.

"Sure did, we had a real fun thing going on while mom was away, he even popped my cherry during the time we were alone."

"R-Really?!" Henry asked, stroking his bulge a bit. "Grandpa took your virginity?"

"He sure did." Richard said, getting a good buzz going by now.

"D-Details?" Henry asked eagerly.

"Heh, how about you help me out here first?" Richard asked, looking down at his crotch. "Lend this old bear a paw."

Henry giggled and quickly unzipped his father's pants and pulled back the underwear to reveal his massive throbbing member. Looked like Richard was getting good and drunk.

"And let me return the favor," Richard said with a smirk, unzipping his son's pants with and grapping his own hardened member with his large paw.

Henry gasped and moaned, squeezing his father's in response.

"Let's see if we can shoot off some fireworks while I tell the story of me and your grandpa. Now, where was I?"

They both began to stroke each other's cocks slowly as Richard began to tell the story.

"Well, it had been about 6 months since mom left on her travels, me and dad had been having our fun for quite a few months, which by then had included him fingering me while we made out. I'd been working up the courage to ask him to fuck me for a few weeks and finally had an excuse when he brought up how tight I felt back there.

"I told him that it probably wasn't as tight as it was a few months ago, with him playing with my hole every night. He asked me if that was an invitation, and I of course said it was."

Henry let out a moan as he listened intently, continuing to jerk his father off.

"W-What position did he fuck you in?" He asked excitedly.

"Well, first he made sure I really wanted him to do it, that I wasn't feeling pressured just because he was my dad. I assured him that I wanted him to be my first because I loved him, more than a son normally loves his dad, and he gave me a big kiss and told me to get on my back for him."

"Missionary?" Henry asked, his body tingling.

Richard nodded and squeezed his boy's cock, making him squirm a bit.

"So, I get on my back and he starts lubing my ass up with two fingers, getting them nice and deep in me, jerking my cock with his other paw. Heh, I was so excited I was already to nut prematurely, but I managed to hold it in while he got me nice and slick. Then he did the same with his cock before pushing the tip against my entrance.

"He looked down at me and made sure I didn't want to backout last minute and assured me that if I needed him to slow down or stop to just tell him. I basically told him to just get on with it and I was ready for the cock I came from!" Richard growled lustfully.

The bear began to pick up the pace jerking his son's cock as he got more into recalling his first time with his dad. Henry followed suit, starting to pant like a feral in heat as he listened intently.

"Anyway, he slowly pushed it inside and fuck it felt amazing finally feeling it inside me." Richard moaned.

"D-Did it hurt?" Henry asked, continuing to masturbate his father. "Grandpa's really big."

"Just a little bit for a few seconds. Remember, my body's not as small as yours, so it didn't feel like he was splitting me in two. So, he slowly starts to move in and out of me, I'm gripping the sheets, in ecstasy at being penetrated for the first time. Dad held my legs while he thrust and I looked up at him, loving how sexy he looked standing over me and fucking me. God it was everything I wanted it to be!"

Henry started imagining he and his dad doing the same thing. More than anything he wanted his father to be the one to take his anal virginity. He loved doing all the stuff he'd been doing with his grandpa, but he wanted Richard to be the one. Henry could feel himself getting close and hoped his dad was too. Richard continued,

"He leaned down, starting to pick up the pace when he saw I didn't really show any discomfort. He held me tenderly and gave me a long, deep kiss." He panted a little and looked down at his son jerking his cock, while he squeezed his smaller one in his strong paw making him yelp with pleasure. Richard laughed deeply and continued to tell the story, "my body twitched each time the massive cock I came from rubbed against my prostate. I knew I wasn't going to last long. I couldn't wait to feel that warm load that I came from fill my tailhole and make me nice and warm inside."

Henry was getting so into his dad's story he really had to fight the urge to quickly wrap his muzzle around his dad's cock and suck him off the rest of the way. He just let out a whimper, gripping Richard's cock tighter and jerked faster, knowing his dad had to be as nearly ready to climax as he was.

"I'm not sure how long he humped me," Richard continued, "I just remember my eyes rolling back in my head from the amount of pleasure I was feeling. He leaned down and licked my neck while he held me close, making me wiggle with joy as he made love to me. Once I felt him slamming his hips against me, his sack slamming my butt cheeks, I knew he was getting close.

"I of course ended up shooting off first once he cranked it into high gear, letting out a loud gasp and moan as I felt strings of cum shoot up from my cock, splattering all over my chest fur and a little on my chin. Dad just laughed and kept going, his pre covered cock sliding in and out of me easily at this point. Once he climaxed, he locked muzzles with me and growled deeply into my mouth, shooting his warm load in me, officially taking my virginity from me."

Once Richard got to the end of the tale, both he and his son let out some moans and climaxed at the exact same time, fireworks going off in the background as it had just hit the midnight mark.

"D-Damn, talk about timing, huh?" Richard panted, looking down at his oozing cock and squeezing his son's.

Henry let out a small yelp as his dad squeezed his member.

"Y-Yeah..." He agreed, panting and watching his cum drip down the length of his cock and in between his dad's fingers.

"Well, that was a nice way to start the New Year," Richard said with a chuckle, grabbing his son and hugging him close. "Got any New Years resolutions?"

"Heh, maybe to do more stuff like we did tonight with you?" Henry suggested, snuggling up against his dad.

"Hm..." Richard said, trying to ponder it in his inebriated state, "we'll have to see what I've got lined up this year."

Richard looked down at his son and give him a little wink before giving him a quick kiss on the muzzle, making the wolf blush and giggle under his fur, his tail wagging excitedly behind him. He happily snuggled against his dad and the two of them sat there, holding each other and watching the rest of the fireworks going off in the neighborhood.

Once school started back up again after Winter break Richard was working harder than ever. He was up to his eyeballs with papers to grade due to teaching an extra class this semester. He barely had time to have fun with Henry for more than a few minutes. Henry could tell it was taking a toll on him, he hated seeing his dad like that, so Henry decided to give his dad some surprise stress relief one day after class.

"Alright, make sure you guys complete those practice assignments at home," Richard said as the class packed up, "otherwise you probably won't do too well on the test on Tuesday. Alright, see you guys then, and have a good weekend."

Richard started packing his stuff to get ready to head to lunch before his next class when he looked up and realized that Henry hadn't left yet.

"Henry?" Richard asked, putting a book into his bag. "What's up, you wanna have lunch together again?"

"Something like that..." Henry said a bit seductively, getting up and walking over to his dad.

"Henry?" Richard said skeptically.

Henry walked over to the door and closed it before walking over to his dad.

"What's the big idea?" Richard asked, already starting to get hard the way his son was looking at him.

"You just seemed kind of tense the past few days, I noticed you had a lot of papers to grade," Henry said, leaning against his dad's desk and smirking at him.

"Henry, please..." Richard tried to tell him. "Let's not do this right now in my classroom, what if someone walks in the door?"

"They'll just think we're a part of that club you mentioned last semester," Henry said, pushing his dad into his desk chair getting on his knees and starting to unzip his father's pants.

"I really should have kept my muzzle shut about that damn club," Richard groaned, not having the energy to stop his son, or just not wanting to.

Henry slowly got on his knees and unzipped his father's pants. He pulled his father's already erect cock out of his underwear, beginning to stroke it with his paw.

"Remember son," Richard grunted, starting to sweat, "handjobs only..."

"I know dad," Henry moaned, not even looking up at Richard.

Henry used both his paws to stroke Richards fat bear cock slowly, Richard moaned and looked down at his son with half-open eyes. As uncomfortable as this made him, he couldn't deny that his son certainly knew how to touch a man.

Richard leaned back in his chair and tried to relax while his son worked his cock over. He let out a couple of moans as Henry stroked his cock until it was fully hard.

This is insane, Richard thought to himself, you're letting your own sun jerk you off right in the middle of your classroom! What if someone walks in? You need to tell him to stop, now's not the time!

But no matter how much Richard told himself that he should tell Henry to stop he didn't. The large bear let out a moan, gripping the arms of his chair tightly and looking down at his son's grinning face while he jerked him.

"Y-You'd better make sure you clean all of it up," Richard panted, "whatever it lands on..."

"Oh, I will dad..." Henry moaned, stroking faster.

Richard glanced over at the door, praying no students or faculty would walk in and see them. Richard felt his fur start to stand on end as his son brought him closer to orgasm. He panted heavily, sweating a bit under his light blue button down shirt. Ugh, I hope I'm not gonna have pit stains the rest of the day... Richard thought.

He began to instinctively hump against his son's paw slightly the closer he got to cumming.

Just then a female gazelle walked into his classroom, making Richard's fur stand on end. Henry heard her come in, but he didn't stop jerking, he just tried to be quiet about it.

"Oh... hey there, Chesca!" Richard said in a cheerful tone, trying to stifle his moans and maintain his nervous smile. "Did you need something?"

"Yeah, I was wondering if had an extra marker for the board laying around? There's none in my room and my class is going to start in 10 minutes."

"Oh. Er, sure, I have one."

"Oh, I see it," The gazelle said looking over his shoulder at a marker resting on the board. "I'll just--"

"No wait!" Richard interrupted as she tried to walk around his desk, making her freeze.

Henry jumped a bit and squeezed Richard's cock in surprise, making the bear flinch.

"What's wrong?" Chesca asked.

"Uh, I-I-I spilled some coffee behind my desk before you walked in," Richard blurted out, thinking fast. "I don't want you to walk in it. I'll get it for you..."

"Uh, okay?" Chesca said a bit skeptically.

Richard awkwardly leaned back in his chair and reached behind him, feeling around for the marker and trying not to moan as his son continued to stroke him, some pre already leaking out of the tip.

Chesca raised her eyebrow at the bear, wondering why he didn't just turn around to get the marker, and he seemed to be sweating a lot.

After a few more seconds of fiddling around, Richard finally found it and presented it to her in front of him.

"Here you go..." he said with a nervous laugh.

Chesca gave him another confused look before taking the marker.

"Thanks Richard... Uh, I think you might be working a bit too hard. You seem high strung today."

"Oh, you know, just a l-lot of papers to grade..." Richard said.

Henry wasn't paying attention to the female professor, focusing only on his adoptive father's cock in his paws, stroking him even faster. He stuck his tongue out and licked some pre off the tip, not able to resist. Richard gasped when he felt this, nearly crushing his son's head with his legs.

Chesca continued to look at the bear, nearly vibrating in his chair.

"Well, I think maybe you should spend some time outside the classroom and unwind?" She suggested. "You have a son, right? Maybe spend some bonding time with him?"

"Don't you have a class to get to?" Richard changed the subject, blushing hard.

"Oh, you're right, I should get going," she said, turning around, "thanks for the marker, Richard. And remember, try to take it easy," she added as she closed the door behind her.

Richard stifled a roar as he came hard into Henry's eager mouth. Henry moaned as he happily caught his father's seed as it shot out, groping his father's balls tenderly.

Richard looked down at his son, his eyes wide, panting hard.

"Dammit Henry, what did I tell you?" Richard scolded, zipping his pants, his orgasm having transpired.

"Aw, I-I'm sorry dad, I just wanted to ease your stress a little, and I felt like you could use some head..." Henry defended.

"Jeez, did you have to do that here in the classroom? I hope Chesca didn't suspect anything," he said nervously.

"I know, it was just kind of an impulsive thing and--" Henry quickly gave his dad a smirk. "Wait, so are you saying that if I'd done that at home you wouldn't be mad?"

"Uh... yes, let's not have any PDA from now on..."

"Even the part where I licked your cock and caught your cum as it shot out?" He asked, licking his lips.

Richard felt himself blushing again. He couldn't deny that he thought it was hot, seeing his son catching his seed as he orgasmed. And he technically hadn't broken the "no blowjobs" rule.

"Henry," Richard sighed, "I need a breather, let's just talk about it when we get home."

"Alright dad," Henry said, wrapping his arms around the large grizzly and hugging him, "sorry for springing this on you, I'll try not to do it again."

"Okay..."

Once they both hugged it out, they both went to go get lunch together.

The rest of the day went off without a hitch, Henry and Richard went to the rest of their classes before Richard took him home. Since it was Friday, Richard thought it'd be a nice evening to order pizza and have some father-son time on the couch!

They watched some wrestling. They used to do that all the time when Henry was little, and it felt good to do it again. Richard cuddled his son close with one arm on the couch while they watched the mindless fake fighting on TV.

"This is nice..." Henry said with a happy sigh, rubbing his dad's toned chest.

"Yeah, we haven't done this in a while," Richard said, rubbing his son's arm.

"You know, it's funny, I found out about what you and dad were doing during a wrestling match with him," Richard said, giving Henry's arm a squeeze.

"Oh?" Henry said with a giggle.

"Yeah, would have won too if he hadn't chosen that time to bring it up," Richard said with a laugh.

"So, when did you and grandpa start doing that sort of thing?" Henry asked with a smirk.

"What wrestling? I'd say it was about--"

"Dad," Henry groaned, rolling his eyes.

Richard just laughed and hugged him close.

"I was about your age when we started sleeping together."

"Yeah? Did it just sort of happen?" Henry asked.

"I guess it was sort of a combination of the stress of my first semester at college and his loneliness from mom spending a few months travelling abroad, we just kind of helped each other through it, you could say."

"That's cool."

Henry rubbed more of his dad's body affectionately.

"He teach you everything you know?" Henry asked.

"Heh, I guess you could say so,"

"How come you don't do as much with me as he did with you?"

Richard hugged him closer.

"What happened between me and dad didn't happen overnight, it was gradual and natural. If it's going to happen between us, I want it to be at a similar pace."

"Ah, okay," Henry said, hugging his dad.

"Glad you can understand."

They watched the rest of the wrestling match before they both decided it was time for bed. As Henry was getting up from the couch Richard spoke.

"Hey Henry," he called back to him.

"Yeah dad?" Henry turned around.

"Uh, I was wondering," Richard said, slowly getting up from the couch, "if you might want to share the bed tonight?"

Henry instantly began to get hard, not believing that his dad was actually asking him this.

"R-Really?" He asked, his face lighting up.

"Y-Yeah," Richard answered, "I, uh thought that with all the time you've been sleeping with Grandpa Joel that might have started to get lonely at home at night. So, do you want--"

Henry instantly ran back and wrapped his arms around his father's large ursine body before he could finish.

"I'd love to!"

Richard chuckled and hugged his son back. He led Henry into his room and let him climb into bed first while Richard got undressed like he always did before bed. Henry grinned as he watched his father get naked, admiring his muscled light brown body. He felt his member start to make a tent in his underwear, gazing at his father's ass before he became fully erect when his dad turned around and displayed what was between his thighs.

"You just gonna stand there or are you gonna join me?"

Henry nearly exploded out of his clothes, following his father's lead and climbing in bed with him, rubbing his naked body up against his. Richard rubbed back up against him, still a little nervous about doing this, but still willing to go through with it.

Richard took a deep breath and wrapped his strong arm around his son. Henry reached out and started slowly feeling up his father's muscled body.

"I'm still really nervous about all this..." Richard said as Henry licked his neck.

"Don't be," Henry whispered, "just let it happen. We're the only two people in this house."

"It just feels strange doing this sort of thing with the person I raised from the time he was just a pup..." Richard said.

"Maybe grandpa felt the same way at first?" Henry pointed out.

"Heh, guess the shoe's on the other foot."

Henry leaned in, their muzzles inches away from each other.

"Still, you and grandpa's thing was more weird, considering you're both related by blood," Henry said with a smirk.

Richard chuckled, relaxing just a little when Henry pointed that out.

"I suppose you're right."

"Didn't it feel so good?" Henry asked suggestively, looking deep into his father's eyes. "The feeling of the bear that raised you holding you in his big strong arms? Your bodies pressed together, and doing the most intimate thing that a father and son could possibly do..."

Before Richard could say anything else, Henry pressed his muzzle against his and kissed his father. Richard's eyes shot open wide and he almost instinctively pushed his son away, but something stopped him, instead he wrapped his arms around his son's smaller frame and accepted the kiss.

For once, it felt good for Richard to just let go, and stop worrying about him and his son doing something like this. He moaned deeply and pushed his tongue past his son's lips and into his mouth, feeling around it.

Henry giggled, Richard's mustache fur tickling his muzzle while they kissed. Kissing his dad felt even better than it did in his dreams.

Henry broke the kiss and rubbed his father's chest and belly, slowly moving down his body and under the covers. Henry crawled under the covers and grabbed his dad's cock in his paws, making the bear moan deeply. Henry began to stroke it, hinting at no hesitation from his dad this time when he stroked it.

"Mmm, yeah son, th-that's it..." Richard moaned, relaxing his body against the bed.

"You like it dad?"

"Sure, do son..."

Henry thought about pushing it a step further. Richard had always told him the rule of 'no oral', but Henry remembered how Richard hadn't gotten mad at him earlier that day when he stroked him and caught his cum in his mouth. He slowly leaned his head forward and gave the tip of his dad's fat member a lick.

Richard jumped a bit and pulled the covers back to see Henry with his tongue still on his cock. Memories of the time he caught Henry doing that during Christmas flooded back, but Richard wasn't so put off by it this time, and he had to admit that his son's tongue did feel really good.

Henry looked up at his dad, terrified that he'd fucked up and Richard would tell him to stop and to go to his room. But Richard didn't, instead he gave his son a weak smile of encouragement and reached down and gave his head some pets. Henry felt all tingly inside seeing his dad actually enjoying and encouraging him to keep going.

Henry turned his attention back toward the cock in his paw and began giving it more licks. Richard closed his eyes and rest the back of his head against his pillow, letting his son pleasure him for a bit. Richard had been so scared of this feeling, his son sucking him off, but he couldn't deny it that deep down, he was feeling the same way about his son as he felt about him. He looked down at him and smiled, Henry looked back with bedroom eyes.

"Nngh, th-that's a good boy," Richard moaned, giving his son more pets.

Henry giggled and opened his mouth to take his dad's cock into it. It was a little easier to wrap his muzzle around than his grandfather's. Henry could actually fit most of it in his mouth. Richard gasped, his eyes shooting open as he felt the moist walls of the young wolf's maw. Henry started to slowly move his head up and down, moaning as he finally got to really savor the taste of his adoptive father's cock for the first time.

Richard let out a series of moans and growls as he looked down at his son blowing him at a nice and steady pace. This was the boundary that he told his son not to cross, but now, he was fine with taking down that boundary tonight and letting his son finally try oral on him. He reached down and rested his paw on Henry's head and stroked his fur gently, scratching behind his ears a bit.

"That's a good puppy..." He moaned softly, starting to sound like his father when they used to do it.

Henry let out some happy whines, his tail starting to wag happily behind him. He started moving his head even faster on that thick ursine member of his dad's, getting it nice and wet with a mixture of saliva and precum.

"That's it," Richard growled a bit, "good boy..."

Henry giggled happily and stroked his dad's cock with one of his paws and felt up his balls with the other, just like Grandpa Joel had taught him. He flicked his tongue against Richard's urethra, making the bear gasp a little.

Richard could feel himself already getting close, he knew he wasn't going to last long with his son. He'd denied that he'd felt like this about him for so long that all his pent up sexual energy was about to overflow.

"Just like that Henry," Richard moaned between deep breathes, "don't stop, make your daddy cum like a good pup..."

Henry let out a few more high pitch moans when he heard his father talking to him that way. He'd had dreams where his dad would act all dominant like that and pet his head while he sucked him off, but this time it was real, he was really living out one of his fantasies with his father.

Henry moved his head as fast as he could on his dad's member, taking as much of it in his mouth as he could. Richard closed his eyes, focusing on the wonderful wet feeling of his son's muzzle. Richard couldn't even remember the last time he'd gotten a blowjob from anyone.

"Just... like... THAT!" Richard gasped before letting out a loud roar that shook the house, cumming into his adoptive son's muzzle.

Henry let out a little squeak as his father's cum shot down his throat. Henry couldn't pull away even if he'd wanted to, his dad's paw stayed firmly on his head, holding him there while his orgasm continued. Richard looked down at his son with a look or pride, giving his head more affectionate pets.

"That's a good boy," he cooed, "still daddy's good little pup."

Henry blushed hard and let out a muffled giggle. He happily swallowed all of his father's load as it continued to shoot down his throat while his dad pet him. Once Richard's climax finally subsided, he eased his paw off of Henry's head and let him pull his muzzle off his cock. Henry gave it a couple of licks, making sure he didn't leave any lingering cum, and crawled back up to lay beside his dad who promptly wrapped his strong arms around him.

"Th-Thanks dad..." Henry said, hugging himself close to his father.

"Love you son."

"How come you let me break the rule tonight?"

"Uh, well... I guess I figured it was time to take our relationship to the next level."

"Really?" Henry asked.

"Yeah, I mean I still love you like a father loves a son, but it's a love that's more than most father's feel for their sons..." Richard tried to explain. "Just like with me and my dad."

"Yeah, that describes how I feel too," Henry agreed, rubbing his face against his father's chest fur.

"I still want to take things slow between us," Richard clarified, "but I'm okay with us sleeping in the same bed and fooling around a little more now. Maybe eventually we could shower together."

"That'd be great," Henry said with a yawn.

"Sounds like you're sleepy from all the fun you had." Richard said with a chuckle, kissing the top of his son's head, his mustache tickling a little like it always did.

"Yeah, I am," Henry said, snuggling against his father and starting to close his eyes. "Goodnight dad... I love you."

"I love you too Henry," Richard said with a happy sigh, the both of them falling asleep together in the same bed.

A few months passed and Henry and Richard continued to have fun together at home. They paid a visit again to Richard's parents a few days before Henry's birthday. When Richard and Joel had some time alone to each other, Joel decided to ask his son about it.

"So, Henry told me you're finally letting him give you head," Joel said, sitting down next to his son on the couch.

"Heh, he's pretty good at it," Richard said, blushing.

"Well, I'm a good teacher," Joel said braggingly. "Well, how'd it feel? Give me the details." Joel nudged his son with his elbow.

"It was fucking hot as hell..." Richard admitted. "Guess now I know how it felt for you when I was his age."

"You sure do," Joel said, placing his paw against his son's thigh and slowly moving it up.

Richard blushed, he hadn't done anything with his dad since he was probably 24 or so, he got hard as he thought about those late nights when he was in college, sneaking into his dad's room and sleeping with him. Richard had to admit, he still sometimes jerked off at night when he thought about the night his father took his anal virginity.

Richard allowed his father to continue to move up his leg slowly inching toward his crotch until he was groping his growing member gently, making it grow more. Richard decided to return the favor and reached out to grope his father's crotch, his paw shaking a little as it had been a while since he'd done something like this with his dad.

As Joel groped his son's crotch he slowly unzipped his pants and pulled Richard's underwear back, revealing his growing member.

"Damn son," Joel said, "you've gotten bigger since we last tried this..."

Richard blushed and chuckled before doing the same, unzipping his pants and taking his father's cock out of his underwear. He gripped it firmly with his fist and started to slowly stroke it while Joel did the same to him.

"Heh, and you're still as big as ever."

"Still nice and virile, even in my old age."

They both moaned together while they jerked each other off, Richard had to admit, this was rather fun to do again with his dad. He hadn't done it for years after he finished college and for some reason, he tried to convince himself that it was wrong doing what they did together all that time ago, but right now in this moment, it felt like he was seeing an old friend again.

Joel let out a deep moan and leaned over, pressing his muzzle against his son's in a deep kiss. Richard moaned into his father's mouth while they both stroked each other's dicks, both starting to glisten with pre. Richard used his other paw to pull his father's head forward, leaning into the kiss and dueling with his tongue in his mouth.

"Mmmm, just like the good old days..." Joel moaned through the kiss.

"Mmhm..." Richard moaned back.

Both of them kept jerking themselves off while they made out, getting more and more hot as they went on. Richard's dick throbbed in his father's paw and he'd scooted his body closer against his dad's. He squeezed his dad's cock, all the wonderful memories of their time together flooding back.

As Richard got lost in the moment, he quickly pulled out of the kiss and bent down, taking his father's fat cock into his mouth. Richard jumped a bit, not expecting the sudden switch to oral, but not at all complaining about it. He rubbed his son's head and back.

"Mmm, yes! God, I've missed this!" Joel moaned as he watched his son work his muzzle on his cock like he used to do.

Richard closed his eyes and moaned, his mouth filled with the familiar musky taste of his father's cock that he didn't realize he missed so much. He moved his head up and down, deep throating the thick cock he shot from. He groped his father's fat balls while he pleasured him.

Joel continued to admire his son while he sucked him off. He could already feel himself getting close to orgasm, He definitely wouldn't last long, with his cock feeling the inside of his son's muzzle for the first time in years.

"That's it son, just like that, I'm ready to give it to you!" He growled lustfully, caressing Richard's head.

Richard breathed heavily while he sucked his father while jerking him at the same time, longing to taste his father's seed. Even after all these years, Richard still knew how to pleasure a man.

Joel held his son's head down and growled loudly, shooting a nice big load he felt like he'd been saving up for him for years into Richard's greedy muzzle. Richard moaned and rolled his eyes back as he swallowed the thick fluid that helped create him. Joel looked down at his son with pride, stroking his head fur while his orgasm lasted.

Once Joel had effectively emptied the contents of his balls into his son's muzzle and Richard had made sure to lick him clean, Richard sat back up and grinned at his dad.

"Like father, like son, eh?" Joel asked, licking the side of Richard's muzzle.

"Just like old times..." Richard said with a laugh.

"We'll have to ask Henry to join us sometime, don't you think?" Joel said.

"Heh, we'll see." Richard said, giving Joel a quick kiss.

The next day Joel spent some time with Henry, letting him know a few more things that he could do to have fun with his dad now that they'd taken that extra step in their relationship. But there was one other reason he wanted to spend some time alone with his grandson. He led him to his bedroom, Henry thinking his grandad was going to have some more private fun with him.

"So, there's something I wanted to talk to you about boy," Joel said.

"What grandpa?" Henry asked, adjusting his pants.

"Now, eventually you're going to want Richard to fuck you, right?"

"Uh, yeah..." Henry said, chuckling a bit at his grandfather being so blunt.

"Well, as you've seen, Richard's not small in that department," Joel continued, "so you're going to need some practice in advance before that. Otherwise it's going to hurt a lot."

"Practice?" Henry asked, beginning to get an erection as he wondered what his grandfather had in mind.

Joel pulled out a wrapped package and presented it to Henry.

"Consider it an early birthday present," Joel said.

Henry eagerly unwrapped it and took the lid off the box to reveal a nice medium-sized purple dildo. Henry let out a gasp and looked up at his grandfather, who looked back at him with a warm smile. Henry hugged him.

"I love it!"

"I knew you would," Joel said, rubbing his back. "Just be sure not to go too fast with it, I tried to get you the medium size, but I still don't want you to hurt yourself. After all, you haven't done anal yet."

"Thanks grandpa, I'll be careful."

"Maybe you can have Richard give you a little help with it." He said with a wink.

Henry giggled.

"Maybe, I can't wait to show him..."

---

My Patreon Editors

Blah the Otter

Dan Dan

Milo Smith

SekkeAnubis

Strannik Wolf