One Odd, But Enjoyable Birthday Present

Story by chillpenguin2j5 on SoFurry

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A prostitute and her son wait for the man who knocked her up and with her raising her son to be like her, it's gonna be a really fun birthday for him when he meets his dad.


"Mom? You sure he'll be here?"

"Have I ever been wrong before?"

"Well, not really but-"

"He'll be here, and when he does, he'll be so glad to see you I don't think he'll hold anything back and give you something to make up for all the birthdays."

"How do you know that?"

"Just trust me, have I ever been wrong?" smiled a brown furred cow with long blond hair and was wearing a tank top that strained against her G-cup chest with a pair of blue short shorts with black stockings and blue stiletto heels.

"No, not yet." said a small black bull who was wearing a purple and black tight shirt underneath a bright red jacket, blue jeans which was tight enough to see a bulge underneath the fabric, and wearing a pair of pink sneakers. "When will he be arriving?"

"I told him to come back to the spot we met one month after your fifteenth birthday." she smiled with a sigh. "Ah does this place bring back memories."

"How did you meet with dad anyway?" He said sitting down. "Can you tell me about it while we wait?"

"Ah son, it was a meeting meant to be." she sighed.

(Flashback)

We find ourselves with the same cow leaning against a street post with her hair in pigtails and was chewing some gum while in a pink shirt and matching top while looking around.

She saw a number of people either walking around or driving in cars. Though one car in particular caught her eye. It looked like a hot rod with the engines revving as it slowly stopped next to her with the window coming down. Inside she saw a black bull with a gold nose ring wearing a shirt with some heavy metal band on the front and with some tight jeans which made her focus on his bulky chest to show he worked out.

She smiled as she started to walk towards the vehicle, "Hey there big guy."

He grinned. "Well hey there babe, I take it you're looking for a good time?"

"Well I didn't just come to you just to trim the fat you know." she blew a small bubble before it popped. "What say you and me go for a little ride and have our little fun somewhere private? I guaranteed you won't regret a bit."

"Hmm.. I was going to meet with some people regarding our next gig, but I think I can spare an hour or two for a sexy lady like you." He opened the door for her. "Come on in."

She got in and shut the door before he revved the engine and started driving while she crossed her legs to show off them to him and crossed her arms under her chest to make them stick out more.

He kept his eye on the road, sneaking a quick glance at her body's. "So what's on the menu miss?"

"Call me Cathy, and for you big boy, we've got a special offer. Fifteen for the mouth, ten for my hands, thirty for a titjob, forty for my pussy, and fifty for my ass."

"Hmm, so many choices.. Any particular reason why your ass is more expensive than your pussy?"

"Because I rarely let anyone touch it." she smirked. "And if someone wants my ass, they gotta pay ninety bucks, so I try to keep it off the list unless the customer is someone I like."

"Well I think I'll be interested in your mouth first." They reached a stoplight and the bull takes out fifteen dollars. "Can you start now?"

"Gladly." she took the money and put it in between her breasts before reaching down and worked his pants open and reached in before pulling his large cock out. "Looks nice and tasty." she leaned down and licked around the sides with a moan.

He grinned as he felt his cock growing more. "Name's Jack by the way. Nice to meet you."

"Well Jack, I guaranteed you this'll be a night you won't forget." she purred dragging her tongue across the tip while leaning in closer and started sucking around the girth while reaching down to caress his balls at the same time.

He groaned as he started to drive again as the light turned green. "Any particular place you have in mind?"

"As long as it's private and people won't stare I'm good for anywhere." she replied before flicking her tongue faster across the tip.

Jack smiled as he thought of a place and made a turn, moaning as he does. "Be careful, when I cum, I'm like a fountain."

"Thanks for ruining the surprise." She said mockingly as she started sucking on the tip. "Next you'll say you forgot to take a shower, but I can already tell from this nice musky smell."

"Hey, that's normal. And I keep up on my hygiene thank you." he groaned as she moved down and started sucking on his balls while he gripped the wheel. "Ah, we're almost, oh! There."

She murrs as she moved back to sucking his cock, getting half of it in her mouth. That made him groan louder while she licked all around the cock while bobbing her head.

He groaned out as he placed his hands on her head and held her down as he reached his climax.

She felt his cock twitch and tasted his sperm gushing into her mouth and throat while she relaxed and started swallowing before feeling it kept going and was filling her mouth faster than she could swallow it all. 'Whoa, he wasn't kidding.' she thought as she kept on gulping down his sperm.

Eventually he stopped the car and panted while she slipped her mouth off with some sperm dribbling down and onto the car floor. "Man....that was really awesome." He smirked. "I told you I came like a fountain." he said smiling. "Though you got a hell of a mouth."

"Practice." she winked before sitting up. "Alright, so what else do you wanna pay for?"

"So.. Do you take time for your pussy to tighten again?"

"Well I haven't had anyone touch this spot all night. So it's just waiting for a nice cock."

"In that case.." Jack took out forty dollars and give it to her. "I'll be happy to comply."

She took it and put it with the rest. "Alright, now how do you want it? We can do it here in the car, outside against it, on the ground, whatever you want. Actually now that I ask where did you take us anyway?"

"Take a look for yourself." he asked turning her around.

Cathy turned to see that it was the alley that they were just at. "Why did you bring me back here?"

"Well it doesn't look crowded or busy, so why not?"

Cathy shrugged her shoulders. "Guess not." she replied before they got out. They started walking into the alley, Jack taking the time to slap Cathy's big ass. "Ooh!" she turned to him with a grin. "Someone's a little antsy."

"With an ass like that, you're just asking for it." Jack said with a lustful glint in his eyes.

She giggled before they stopped and she reached up before sliding her thong down and left it around her ankle. "Alright, you want me bent over against the wall or my back to the wall?"

"Facing me." he said taking her clothes off. "I want to see your face filled with pleasure as you beg me for more."

"Actions speak louder big boy." she rested her back against the wall while he walked over and lifted her legs up and used his body weight to keep her up. "Now use that fella and fuck me silly."

Jack lined himself up and thrusted in as deep as he could. He groaned at how snug the pussy felt while Cathy let out a moan in response. "Oooohhh, baby that's what I like!" Jack cried out in pleasure as he started to thrust in and out of her pussy. "A nice tight pussy ready to take in all of my dick!"

"You certainly have a manly piece of meat down there." Cathy said moaning out. "How many girls have you plowed with it!"

"Well I am quite a charmer. It's one of the perks of being a rock star." he gloated. "And this isn't the first time I've banged a hot hooker."

"Heh..I'll bet." Cathy moaned out. "But has any of them satisfied you enough?"

"Not that much." he grunted with his cock pushing into into her cervix.

She gasped and squeezed her vaginal muscles around his cock. "This feels good."

"Do I gotta pay extra if I grab your tits?" he asked with a grunt.

"Nope. Play around as much as you please." she groaned. "You can even suck on them if you want!"

Jack grinned at the sight of her large jugs and placed one of his hands on her left one and started squeezing. "Damn are these soft and squishy, I bet every guy who fucks you motorboats these things."

"Sometimes they do." She moaned as her nipples grew erect. "Give me more you strong bull!"

He grinned and started ramming his cock into her faster before leaning in closer and started licking one of her nipples.

Her pussy was soaked and dripping of her female juices as she leaned back on the wall more to support her weight. "Oh fuck yes! Keep going! I want you to go wild in me!"

He grinned and thrusted harder and faster, his cock pushing her cervix numerous times, the tip making a bulge in her belly. "Yeah! Damn this is great, now this is a pussy I could fuck every day."

Cathy moaned out as her juices covered his cock and the ground, panting heavily.

"I always leave them wanting more." he boasted before moving faster into her sensitive pussy.

"How you doing big boy?" she moaned out. "You, ah! Gonna come yet?"

"Almost there. Uhh! Why do you ask?" he grunts as he speeds up

"Because if, ah! You're gonna cum, oh yes! Inside, it's gonna cost extra!" she moaned out.

"Extra? How much?" he groaned.

"T-Thirty bucks!" she cried out with more her juices gushing out.

"Thirty bucks?! That's pretty steep don't you think?" he asked.

"If you're gonna blow your load in me and I take the chance of getting pregnant, you better believe it's gonna be steep." she moaned out.

Jack did see the point in that. "What will I need to do to cut the price in half?"

She panted and moaned as he kept thrusting. "Well....you have to, ah! Make a deal if I end up pregnant."

"What, ngh! Is the deal?"

"If I get pregnant, you better damn well help pay child support!" she moaned. "Or I'll hunt you down and MAKE you."

He smiled as he thrust in deeply. "Deal!" he cried out before cumming.

"OH GOD!" she cried out holding onto the wall while feeling his sperm gush into her while feeling it expand her pussy at the same time.

Jack slipped out and some spilled out of her pussy as he held onto her for support. Both panted with his cock going a little limp. "Do you have a place you're staying at?" Jack asked.

"Yeah, my....apartment, why?"

"There's a good chance that I'll want to come over to visit and check up on you." he said smiling. "But since my band's been getting busy, I might not be over as frequently as you might like."

Cathy smiles at the words, then gave a mischievous look, "Is there another reason as why you want to visit me?" She asked. "You seem like the kind of guy who likes to come by for a quickie now and then."

"Well considering your ass looks good, I might wanna tap it."

Cathy giggled as she felt him rub it. "Well we'll be needing to find some privacy if I have a child."

"Well this place worked out, so what say we call it our special spot?"

"Hmm... It's a deal." she said smiling.

He looked at his watch and jumped. "Woah! I gotta go or I'll be late." Jack said as he reached into his wallet and took out a twenty. "Here you go."

"Thanks for picking our business, see you around." she winked putting it in her cleavage and about to give him a five.

"Nah, consider it a tip. See you around sweet cheeks." he said giving her breast a squeeze before heading off.

'Heh, I might like that guy. Especially if he was that good, it wasn't too bad.' She got cleaned up and got dressed before starting to walk out of the alley.

(Flashback end)

"Wow, that was....a vivid story." blushed the bull.

"So after that night we'd meet again a few times here and there until eventually he stopped due to his career and could only send the money he promised to help me out, but I still stuck to being a hooker cause it pays more than you think if you save up."

"So what happened after you were pregnant with me?"

"Well I had to take some time to take it easy and then when you were born I was happy, but also miffed he couldn't find time to say hi at least once. But then a few years after that I got in touch with him and we talked. That's when I thought of a great way to bring him here. He'd get a chance to say hello to his baby boy, you, at the spot me and him did it and you'd even get a chance to lose your black cherry. And that's when I started getting you to feel alright in less clothes and dress more like a girl."

He blushed at the words. "You did have an eye for picking good outfits."

"Yup." she smiled while slapping her son's ass making him jump. "And if there's one thing I learned about him was he'd fuck any hole if he could, whether it's man or woman. He once told he fucked a band mate when they were drunk and agreed not to talk about it, but did say it was amazing."

He smiled as he grabbed his mom's breast. "I'm just amazed after all this time you still keep these up, they barely look like they're sagging."

"Hey now, I do need to keep myself healthy you know?" she smirked. "Besides, don't go doing that or you're giving anyone passing by a free show, which we don't do, remember?"

"Aww..." he groaned stopping.

"Now Charlie, what do I say about dressing like this?" she asked.

"Not to give them any freebies and just tease them." he replied like he had done it a hundred times.

"Good boy." she said giving him a hug.

"But what if he doesn't show up and we stay here all night?"

"He said he's going to come, but we won't be staying all night. If a hour passes and he doesn't show up, we'll head home." she replied. "But when I said I'd have you all dolled up and ready for him, he seemed real eager, so keep that in mind."

"You're pretty naughty, letting a guy fuck your son while watching." he teased.

"And all my tales of who I've fucked didn't tell you?" she smirked. "Be careful, or I might try and sell you off to a bachelor party and let them ride your ass before your dad has a chance."

The two chuckled at each other. "And I might enjoy it."

That's when Cathy spotted a familiar looking car making it's way over. "That's him. Get ready."

Charlie looked as the car stopped next to them and saw a tall bull step out in a blue shirt with a black overcoat and blue jeans with a pair of sunglasses.

"Jack, long time no see." Cathy said smiling.

"Hey Cathy." he waved before noticing the bull next to her and took his sunglasses off. "I take it this is the fella?"

"Hello dad. My name is Charlie." he said waving.

"Well you certainly look like me." he remarked walking over and looked him over. "But you got your mom's taste in fashion."

"She did pick out this outfit for our first meeting." he said gesturing to his outfit.

"And her ass." he spoke reaching down and smacking Charlie's ass.

He yelped at the feeling.

"I'm a little surprised your mom left you a virgin for this long. I thought she would have some fun with you first."

"Well when he got old enough to walk I had him dress up as a girl but I didn't do anything more until he was ten. You should have seen his face when I helped him masturbate, then I had him have a buttplug in him everyday for a while." she grinned while Charlie blushed. "Though he did try to sink his cock into my pussy a couple of times while I was asleep though."

"I just wanted to know how it felt." he said scratching his head.

"Well I'll let you know what it feels like another day, but for now, you and Jack have some family bonding to get to."

Charlie blushed as he faced his father. "So you want me on the wall, my back on the floor or on fours?"

"Damn," he turned to Cathy. "You really did teach him everything you know." he smiles as he turns to Charlie. "You plan to follow your mother in her line of work?"

"Well, she has said with enough practice you can get a lot of stuff and money as a prostitute, but mentioned there were problems with it too."

"What kind of problems if you mind me asking?"

"Stds, mafia, pimps, fake money, freebies, people with guns." he listed off.

"You taught him a lot." Jack said to Cathy impressed.

"I just taught him about the real world." she said to him. "So how you been since our last encounter?" she asked him.

"Eh, boring really. Big time gigs and all that, but it got boring since the only one who's managed to calm me down there was you."

"Poor dear, well I hope you can calm yourself today as well." she grinned. "What say we take this back to the alley that started it all?"

"Well then, let's go." he said holding the two around the waist before they walked towards the nearby alleyway.

"You nervous little guy?" Jack asked Charles.

"A little." he admitted as they were covered in the dark space before reaching the small light in the narrow path. "I've been taught my whole life for this, but without actually thinking I'd be doing it."

"Well just let me know if it's too much and I'll slow down, even stopping." he said stroking his back. "Unless your mom taught you to enjoy being treated like a sex toy."

"I don't know what's the difference." he said.

They stopped and Cathy smiled while leaning against the opposite wall. "Alright Charles, go ahead and get your dad all nice and ready."

Charles nodded as he move towards his father and started rubbing his body on his. He trailed one hand down across his jeans and against the giant bulge visible in them. He can hear his father groan from his touch and started to rub his bulge slowly.

"If I remembered in time I would have brought my camera." smiled Cathy.

"A camera?" Charles asked. "For what?"

"To capture him fucking you senseless." she smiled.

"Well I wouldn't mind waiting a bit longer for you to get it." Jack grins.

"Nope, we've waited too long. I wanna see this in person and besides, we'll keep the image in our minds. Now Charles, go ahead and give your dad a big ol kiss."

"Um... Dad, can you move your head lower?" Charles asked blushing.

"Better idea." he reached down and picked Charles up and hugged him against his body before moving forward and pressed their lips together.

The smaller bull moaned in his father's mouth in surprised at being hugged and kissed at the same time. His hands moved a little to feel Jack's chest and blushed feeling the firm muscles while gasping as he felt his dad's bulge rub against his stomach. Charles opened his mouth to slide his tongue in Jack's mouth, licking his large tongue.

'He certainly knows what he's doing.' thought Jack using his larger tongue to wrestle Charles while moving a hand down to rub the male's ass.

The smaller male moaned from the feeling, enjoying the moment as he started to rub the bulge more. 'It's bigger than what mom said it was like.'

Soon, Charles separated from his dad so he can breathe. "Wow.. That was something." he stated panting.

"Yup, and I'm already rigid." grinned the older bull. "Why don't you go down and take a look?"

Charles nods as Jack placed him back on the ground. The smaller bull then moved lower and unbutton and unzipped Jack's pants. He saw a massive cock dropout with no underwear in sight and his eyes widened in shock at how tall it stood in front of his face. "Wh-Wh-Whoa. It's humongous." Charles stuttered from the sight of it.

"It's definitely grown." chuckled Cathy.

Charles moved near it and took a good whiff of the musky shaft. He gulped and reached a hand up and tried rubbing it a little. He can hear his dad groaning a bit from the rubbing. "Am I doing good?" he asked.

"Yeah, but use both hands and don't hesitate to give it a good lick."

He nodded to his dad and moved his other hand to start stroking up and down in a good pace. He moved closer and took a small lick just to test the taste. "Hmm.. a bit bitter and salty, but oddly addicting."

"Exactly what your mom said when she tasted some, you should have seen her chugging it all down." chuckled Jack.

Charles smile as he started to rub his head on Jack's cock. He gave it another lick while his hand rested on his balls. 'They're like watermelons.' Charles stroked them with one hand rub the sheath part with his other.

"Come on Charles, really lick it. Do what I taught you with all those dildos." spoke Cathy.

He nodded as he moved and gave his dad's length a long lick. Jack gave a groan in reply while Charles made sure he had plenty of saliva before he started to drag his tongue up and down around the sides. 'This is really good, better than the dildos Mom had me used.'

"Ah. Damn, you really did teach him your moves." groaned Jack.

"He had time to practice." Cathy smiles. "Now take his rod in your mouth."

Charles moved his head to the tip and licked around it before opening his mouth to slowly engulf around it, but as he slid over more of it, he had to stop since all he could get was the tip. "S-sorry, I can't get anymore in." he said over the tip.

"Well just focus on the tip." Cathy said.

He nods as he started to lick and suck all around the tip. 'It's like I'm sucking on a horse's dick.'

Jack groaned and moaned as he rubs and pats Charle's head. "You're pretty good considering you're young." Jack said to his son.

"And once you two are done, I'm gonna show him all the best sites to make money and get a great fuck."

"Alright then." Jack said smiling. "I'll pay to have more fun with him."

"You better, you might be his dad, but that doesn't mean our services are free."

"Of course, I don't plan on being no deadbeat dad." he groaned. "Who knows though, maybe after my rockstar life is over, we can, ah. Settle down somewhere." He looks at Cathy. "If that's alright with you?"

"Well first focus on fucking your son, and don't hold back, I want him to really know what it's like to use your body to get money. How good and rough it can get."

"Well in that case, let's move on shall we?" he said moving his cock away from Charle's mouth.

"But mom said it's important to always swallow the customer's cum."

"Well if you can't take my whole length, try rubbing my cock and balls." Jack suggested.

"Or even suck on them." grinned Cathy.

Charles nods as he started to lick around the tip and rub Jack's balls. All the while he felt his body get warm and felt his own cock start growing hard.

After some time, Charles slips off the tip and moved to suck Jack's balls.

"Oh yeah, suck on them like a jawbreaker." panted Jack. 'Damn is he good. And to think I helped make him.'

'These are as big as cantaloupe.' Charle's thought as he sucked on one as hard as he could.

Jack groaned and made Charles pull back by grabbing the back of his head and aimed the cock at his face while rubbing it. "Open up, cause I'm gonna cover you in my sperm!"

Charles blushed as he opens his mouth as wide as he could. He saw his dad groan before the dick twitched and he saw sperm shoot out like a hose as it hit his face and made him close his eyes while it gushed into his mouth and around his face and neck.

He shuddered from the warmth and wetness of the seed, he swallowed the amount he had before saying. "That felt nice, and it was thick." He said getting a cough out from being more than he thought it would fill. "Is-is that what you had to deal with mom?"

"More or less, but I was able to keep my mouth over it of course." She said smiling.

Charles wiped the excess cum away and stood up while moved to the wall and undid his pants with his cock standing up and bent over while bracing himself against the wall while reaching back to spread his ass. "Go ahead dad, use my boi-pussy."

Jack grinned as he placed his large hands to rub and caress his son's ass. "I gotta say, It's very soft. Got that from your mother huh?"

Charles nodded before moaning as his dad rubbed a finger across the underside of his cock while the larger bull noticed something in his son's ass.

"What's this?" he reached in while Charles moaned and pulled it out to see it was a pink vibrator. Jack smiled as he turned and looked at Cathy smiling. "You've been trying to get his ass ready for me, haven't you?"

"I didn't want to risk him getting hurt too much now. I may have a lot of kinks and all, but I am a mother too." she giggled. "And I've made him masturbate with his ass each month."

"So I guess I don't need to hold back then." he gripped his son's shoulders and held him there as he lines his cock up. "I'm gonna wreck this hole just like I did your mother's."

Charles shudders at the tone of voice he had, but nods his head and prepared himself. He felt the tip start to push against his anus and grit his teeth before letting out a gasp as the cock slowly start to inch its way into his way. "Ah-Ahh!" he grunts as it was thicker than he realized.

"Fuck!" groaned Jack gripping Charles' shoulder as he felt the hole start hugging his dick. "I hate to say it, but our boy's ass is tighter than yours Cathy!"

"How can I argue with that, he is smaller than me of course." she said not bothered by that. "But it gets even tighter if you rub his cock."

"M-mom don't say that!" he said blushing in embarrassment. He gasped as he saw large black hands rubbing his cock after he said that. He let out a moan while Jack groaned and pushed more of his dick into his ass.

"You're getting tighter. That's good." he said as he hilted all the way in. "How would you react..." he said as he moved his hand to Charles's chest. "If I do this?" he started to rub and pinch Charles's nipples.

"AHH!" moaned the bull with wide eyes while his dad kept rubbing his cock and he felt his body tingle from both spots.

"Enjoying yourself?" Jack teased pinching his chest.

"Y-Yes." moaned Charles out.

"Well we've just gotten started you slutty calf." he said as he started to thrust back and forth in his son's ass. "Ngh, fuck yeah! This definitely is tighter than your mom's!"

Charles moaned and shudder, "You're so thick and deep inside me."

"Aw, now is just precious." smiled Cathy. She gets up and headed closer to the two. "Remember Charles, always compliment the customer."

"I thought I just gave him a compliment." Charles said confused.

"A hooker never stops complementing the one who pays them.'

He nods his head. "You're very strong. Do you work out?"

"All the time." he grinned while pinching one of Charles' nipples as he kept thrusting his dick in and out of the snug hole.

"Very skilled hands. You must've drove my mom wild!" he groaned out.

"Oh I did!" he grunted. "I drove her wild in my car, apartment, her apartment, outside, if we could fit we'd go ahead and do it!"

"Well I'm hoping that afterwards I can go with mom in her pussy." Charles moaned.

"I always said if he did a good job he could fuck me." Cathy whispered to Jack.

"Even give you a child?" Jack grins.

"Well personally I'm hoping he does it to some other girl, but I wouldn't be complaining."

"I will, but I want to do it with you first." Charles said kindly.

"Alright, but first, focus on pleasing your father and then you can fuck me later." she smiled kissing Charles on the cheek.

He blushed, then he groaned as Jack gripped his shoulders and pinned him to the wall, fucking him harder. He grit his teeth feeling his dick get harder and tried clenching his ass tighter.

"And look," Cathy moved down and held a hand to her son's abdomen with a bulge of her husband's cock being seen. "He's probably touching your stomach right now. You look like you're ready to split in half cause his cock is so big."

"Y-yeah, he's so big. I feel like I could faint from the size." moaned Charles as he felt his mind going blank from the thick cock, pinching, and rubbing. "It's better then you said it would be!"

"He certainly sent me to paradise when we met." she said swooning.

"I, oh! See why!" moaned Charles who could feel pressure building up in his own cock. "I.. I think.. I'm gonna cum."

"Try to hold it in. Try and make your father cum first."

The small cow nods his head and tried to control his breathing.

Jack however got an idea and pulled Charles up against him while holding his legs and started bouncing the calf on his cock. "I wanna make sure you swallow all of daddy's cock."

"I thought I already did." he got out gasping at the sudden move.

"That was your mouth, now I want your tight little ass to take in every drop."

Charles nods as he tries to hold his orgasm. "M-More daddy! Keep going!"

He kept bouncing the calf as he started licking Charles's neck. "Get ready for your cream little boy."

Charles tried to nod before moaning out as he felt Jack's cock twitch the same time as his before his sperm flew out onto the wall just as the dick got bigger before shooting his anal cavity with sperm. Charles panted as he tried to catch his breath while shuddering from the warm feeling.

Jack hummed as he kept cumming with some dribbling out of Charles' ass. "Hope you liked my first load."

"It's so warm." Charles turned to Cathy, "But I came before dad could. Sorry."

"Oh don't worry, you'll learn since he's not done." she smiled while shaking her head.

"Not done?" he gulped before Jack made him get on the ground with his face against it and with his ass in the air while he grabbed his hips. "Whoa, hey. One second." Charles said gasping.

"Nope, time to feel what I had to feel." smiled Cathy before Jack pulled back with just the tip in and slammed his entire girth back in.

"Gahhh!" he gasped out in a mixture of pain and pleasure as Jack continuously slammed his large shaft back and forth in his son's ass. "W-Wait! E-Easy." he moaned out with his cock slowly getting hard again.

"Don't worry, I know you can take it." Jack grunted squeezing his son's cheeks. "Besides, I'm not gonna stop until I empty my balls in you over and over!"

Charles groaned as he feels his cock spring into full erection from the thrusting. He grabbed at the ground and moaned while feeling the giant testicles slap against his ass each time it slammed into his anus. "D-damn it's long. Forearm length I would guess." Charles groaned.

"And soon you'll be loose enough to take in any cock." smiled Cathy. "But still tight to make them cum fast."

Hearing those words made him smile and moan as he relaxed and took the fucking. But each thrust made him move forward while he felt his ass get tighter around the cock. Charles tried to grip the ground as firm as he could to stop moving. But each thrust made his ass tingle more and more with pleasure. 'C-come on Charles, wait until he cum.' he thought.

"Fuck yeah! I'm ready to flood your ass again." grunted Jack.

Charles smiled a bit, 'I'll outlast him this time!'

Cathy noticed and smirked deviously before moving over and started to rub her sons cock.

"H-hey, what are you doing?" he asked stuttering.

"Well I figured if you're so close then I'd lend a hand."

"That was dad, not me!" I said holding back a moan.

"Well this is just me helping." she giggled moving her hand faster.

Charles groaned as her mother's actions was bringing him close to his edge. "N-No fair."

He clenches his teeth in an effort to hold back. But the pressure in his cock was rising up faster than last time. "No.. no.." Charles stutters feeling very close.

Jack let out a cry before his sperm came gushing back into his son's ass a second time while adding to the first load already there.

Moments later Charles cried out as he covers the ground with his cum. He could feel his belly expand a little as the sperm was poured right into his stomach. He started to feel really full at the second load.

"Good job." she patted her son's head. "Now just stay conscious for the next two or three more rounds."

"M-More?! Even one more.....will make me....pass out." Charles panted.

"Ah like mother like son." grinned Jack before Charles felt the cock stay hard in him. "Relax, it'll be over in no time."

"No stop!" Charles begged. "If I take anymore, I might lose my mind and my ass!" Charles turned to Cathy. "Come on mom, tell him."

"Sorry dear, but when your father gets like this, he won't stop till he's all worn out."

Charles glanced over his shoulder to see nothing but lust in Jack's eyes and gulped. 'Oh boy.'

(An hour later)

Charles panted with his eyes rolled up, his tongue hanging out, and his ass twitching with sperm all over it and dripping out of the hole while Jack's cock finally started to go soft. "Oh.. my... god." Charles panted as he looked 4 months pregnant.

"Wooh, now that was great." panted Jack wiping his forehead. "Hope that makes up for a late birthday present."

"I think it does." She looked at her son, "And look at that, you're still conscious."

"B....Barely...." he got out while wincing since his ass was gaping open and was sore as hell.

"I'm very proud of you Charles." She said, moving to kiss his cheek. "Now you're an official hooker like me. But we'll wait so your ass can close up before you go off and handle any clients."

"Thank you mom." he looks at Jack, "And thank you Dad for the good time. Let's do it again in the near future."

"Oh trust me, I intend to." he winked. "But it's about time I head out. Just remember, if they don't pay, make 'em. And make sure you don't get any diseases, lots of guys won't care if they give it to someone else."

"Will do." Cathy said, giving Jack a deep kiss. Their tongues wrestled with him giving her ass a good pinch while making her jump.

She giggles at the action before separating. "Charles, give your daddy a kiss goodbye."

Charles got up groggily and hugged his father before facing him. "Take care dad."

"Take care kid." he grinned before pressing their lips together while wrestling his tongue against his son's and gave him a pinch to the ass too.

Charles groaned from the pinch, but pushed his dad's tongue back as hard as he could. When they broke he nodded. "You too dad."

Jack placed his son down and headed to his car. He waved to them with them doing the same before he got in and drove off.

"So son, how was your first time?"

"Sore." he winced. "Did you have to handle that every time?"

"It's probably because you're younger and smaller." she pointed out. "Don't worry, you've got years to get use to being fucked up the ass."

"Yeah, you're probably right. Though next is to get my cock some experience." Charles smiled.

"Well of course, I wouldn't forget." Cathy said murring. "When night time comes and you're rested enough, we can start."

"Sweet."

(Timeskip a few months)

Jack was fine tuning his guitar with his group when one of the members came to him with a letter. "One for you."

He set the instrument down before taking it and ripped it open. 'Oh, it's from Cathy.'

He opened the letter and starts to read it.

Jack, good news! Not only has Charles been a great prostitute, but something else happened. Just look at the picture in this letter and you'll see what I mean.

Jack was curious as to what she meant and looked and found the picture and look at it, then his eyes widen. He was staring at a seductive looking Charles in a white tank top and blue short shorts on a bed, with his belly looking noticeably bigger.

'C-Could it be..' he thought as he went back to the letter.

In case you're still reading then yes, he's not overeating, he's pregnant. We were just as shocked and thought it was impossible, but the doctor said it was true and now you're a grandpa, or father again if you prefer. And we might be making it a family tradition for them to have their first time taken by you next time you come on by. So keep that in mind next time you stop by~

XOXO,

Cathy

Jack grinned as he put the letter in his pocket with the picture. 'Huh, me a grandpa, who knew? Only thing I'll have to wonder is it's a boy or girl. Oh well, either way, their ass is bound to be just as tight as their mom's, and dad's.'

He can already feel his cock hardening at the idea of knocking up his children again.