Match March - Part 4: Bill

Jackson gracefully navigated through the chaos of his daily routine, but exhaustion was evident. Seven days after his date with Jared and the birth of a dozen big babies, Jackson’s life was upside down. In three weeks, he went from not having any kids to having the responsibility of seventeen lives that depended on him. The challenge of being a father to seventeen baby boys was no small feat, but a part of him couldn’t help but feel excited about his growing family.

Despite not being in a relationship with any of the fathers, each man lent a helping hand whenever Jackson needed it, visiting daily to spend time with their kids. However, even with the support of the babies’ dads, Jackson carried on his shoulders most of the workload, especially the feeding. Jackson’s pecs had filled with more than enough milk for all his babies, but only having two nipples limited his chances of feeding them all efficiently. However, with patience and determination, he created a routine to leave all the babies with full tummies in no time. He never imagined parenthood could be so wonderful, but with each passing day, he fell more in love with his babies and his role as a daddy.

A week after the birth of the dozen babies, Jackson moved from crib to crib with practiced ease, changing diapers and whispering soothing words to each baby in turn. His face showcased the exhaustion expected of a father of seventeen babies, but his smile expressed his love for each of his babies. Jackson was outnumbered, and his life was upside down, but he didn’t regret his actions because they all led him to hold his seventeen baby boys in his arms.

“Alright, little ones,” Jackson murmured, his soft voice comforting the babies in their cribs. “It’s time for your diaper change. Let’s make sure you’re all clean and happy before your dads come to visit,” Jackson added, receiving soft coos in response.

One by one, Jackson changed the diapers and put on fresh pajamas for each boy. He talked to the babies and took a moment to admire each of their chubby cheeks and tiny fingers. Jackson repeatedly sighed in awe, marveling at the seventeen miracles before him.

As Jackson finished the last diaper change and all the babies were down in their cribs, he felt his phone buzzing in his pocket, interrupting the tender moment. With a smile, Jackson picked up his phone and glanced at the screen, finding a notification from FlirtNest. His brow furrowed in surprise, but unable to resist the curiosity, Jackson opened the app and sighed at the sight of a new match, Bill.

At 18 years old, Bill looked like an average young man. The profile said Bill stood at 6’0” and weighed 180 pounds, with a lean build and a charming, boyish face. His dark brown hair had a hint of dirty blonde at the front, seemingly a natural feature. He wore glasses, which made him look intriguing, while a somewhat goofy smile showcased his youth and relaxed demeanor.

“Wow,” Jackson muttered, scrolling down the profile to see a few other photos of a smiling Bill. “He’s something else. Cute and... hot for sure.”

As Jackson glanced back at the multitude of occupied cribs already filling up most of the room in his apartment, doubt washed over him for a few seconds. However, despite the chaos of his situation, he couldn’t help but feel excited at the prospect of going out on a date with a young man like Bill. As Jackson looked around at the sea of cribs, he couldn’t help but smile.

“Is this really a good idea?” Jackson whispered, looking back at the screen and marveling at Bill’s cuteness. “I mean, I’m already outnumbered. What if I have even more kids? Again, I’m already outnumbered, so there won’t be much difference, right? And I mean, it’s only a date; maybe we only go out for dinner without sex.”

Jackson’s mind ran miles a second as he weighed the potential risks and rewards of accepting a date with another FlirtNest match. Jackson looked down at his hugely bulging milky pecs and caressed his soft remaining belly, and with a broad smile, he swiped the blue arrow to the right, accepting the date with Bill.

Within seconds, a notification appeared on the screen, announcing a message from Bill. “Hey, Jackson. I can’t believe you swiped to the right.” Bill’s message read, and warmth spread to Jackson’s heart. “Oh, it’s Bill, btw. I’m sorry I didn’t introduce myself, but I’m super excited.”

Jackson chuckled and typed back. “Hey, Bill. I’m also excited. You seem to be a cute, hot, and sweet guy.”

“Not nearly as hot as you,” Bill texted back, making Jackson smile even more. “Would you like to have a picnic at the park tomorrow? Maybe at 11:00? I know a place with trees, so don’t worry about the sun.”

Looking at the babies, Jackson hesitated, but he knew at least one of the dads would be willing to look after the kids. “That sounds lovely. I’ll be there.” He knew there were risks, but he couldn’t help but feel excited about his date with Bill.

****

Jackson arrived at the park and enjoyed the gentle breeze against his skin. Considering the recent events in his life, going to the park was an enormous change in his routine. He smiled, watching the bright sun illuminate the park. Jackson took a deep breath, feeling nice, as he started walking around, searching for his date. Part of his mind was thinking about his babies at home, but Eric and Jared were in charge of them, so Jackson knew everything would be fine.

Jackson’s heart was beating fast while he scanned the crowd, and when he saw Bill, the pounding in his chest just intensified. Bill’s smiling face made Jackson gasp, feeling a knot of nerves in his stomach unravel into a rush of excitement. He took a second to fix his clothes before walking toward Bill. Jackson wore a loose-fitting t-shirt and shorts, his new favorite outfit due to how much his body has thickened after three pregnancies. Even though the t-shirt and the shorts were supposed to be oversized, Jackson’s chest and butt strained the fabric, accentuating his curvy frame.

As Jackson drew closer, he couldn’t help but admire the scene Bill had meticulously prepared beneath the shade of an oak tree. A classic red and white checkered blanket spread out on the grass, adorned with all types of food—fresh fruit, cheese, bread, crackers, a pie, sandwiches, and a cooler with orange juice nearby. Everything was placed in a very romantic way, but it was Bill himself who stole the show.

Standing up to greet Jackson, a bouquet of roses in hand, Bill’s body caught Jackson’s attention. Bill wore a fitted shirt that hugged his torso and accentuated his naturally broad shoulders and narrow waist, paired with comfortable jeans that showcased his toned legs, accentuating his wide hips and an enormous bubble butt that left Jackson speechless. His lower body contrasted with the rest of his lean physique and caught Jackson off guard. Then, Jackson’s heart skipped a beat when he saw Bill’s huge bulge moving hypnotically as the young man stepped forward to greet Jackson.

“Hey, Jackson. I’m so glad you could make it. I brought something for you,” Bill said, handing Jackson the flowers. “I don’t know if you like flowers since you’re such a big and strong man, but I thought it would be a nice touch,” Bill added, nervously rubbing the back of his head.

“Hey, Bill. Everything looks amazing, yourself included,” Jackson said, making Bill blush. “And the flowers are indeed a nice touch. I love them. Thanks so much.”

“You’re the one who looks amazing. You look even bigger than in your photos,” Bill excitedly said as they walked onto the blanket and sat down.

The gentle breeze danced through the leaves, making Jackson take deep breaths and enjoy the serene environment. He loved his sons, but spending time without coos and cries was a good break for the daddy-of-seventeen. Also, Bill’s smile made him feel amazing.

As they began talking, Jackson noticed Bill wasn’t as childish as his appearance seemed. Bill said he was in college and covered his own expenses. He shared his aspirations of becoming an architect, and his eyes lit up with passion as he spoke of his dreams.

“That’s great! I’m sure you’ll be an amazing architect,” Jackson said, taking a bite of pie.

“Well, I have a long path to go down, but if you ever need someone to design a house for you, I’m your man,” Bill said, smiling and eating some fruit.

Their conversation moved from one topic to the next, and with each passing moment, Jackson felt more attracted to Bill. They talked about hobbies and interests, but when Bill started talking about his family, Jackson felt a knot forming in his stomach. He was unsure if he should tell Bill about his pregnancies and the seventeen babies waiting for him at home.

“I, uh, I have something to tell you. Please don’t freak out,” Jackson began, looking down while Bill drank some orange juice. “I’ve dated three guys from FlirtNest. Each of those dates ended with me becoming pregnant. I don’t know how to explain this, but I’ve given birth to seventeen babies in the last three weeks. The last two pregnancies were only a few hours long.”

Bill froze for a while, and Jackson couldn’t blame him because it was a lot to process. But, as Bill started moving again, his smile expressed excitement. “Wow! That’s incredible. I didn’t even know guys could get pregnant. You have to tell me more about this,” Bill said, his eyes shining bright as he spoke.

With a smile, Jackson started sharing the details of his pregnancies, only saving the parts when he had sex with each of the dads. Bill’s wonder was evident when he heard about the cravings, the discomfort, the overwhelming joy, and the enormous size Jackson’s belly had reached. Bill started asking questions while eating, and with each question, he moved closer to Jackson, who responded with the same action.

Due to Bill’s infectious excitement, Jackson smiled despite his initial hesitation. As he told Bill about the changes his body experienced with each pregnancy, they unconsciously moved closer until they were side by side. Jackson lifted the hem of his t-shirt to show Bill his remaining belly and his massive milky pecs and engorged nipples.

Bill was literally drooling, and Jackson noticed the young guy’s dick stirring to life in his pants. “Maybe
 maybe
 I-I
 Would you like to go somewhere private? I’d like to see all those changes more closely. I mean, I’m just curious,” Bill said, fighting the urge to touch Jackson’s pecs right there.

“Let’s get going; I’m sure you also have a lot to show me,” Jackson said, winking at Bill.

**

Bill collapsed on his back in bed, feeling Jackson getting on top of him. His arousal had skyrocketed since the moment they arrived at his apartment, which was thankfully only a few blocks from the park. His cock was painfully hard in his pants, while Jackson’s touch turned him on more than ever. As Jackson removed his t-shirt, revealing his massive milky pecs, Bill couldn’t resist the urge to touch and squeeze the heavy chest, rubbing big circles on it and making Jackson moan and some milk come out of his nipples.

Jackson smiled and leaned forward to kiss Bill’s lips while his hands unbuttoned the young guy’s shirt. As they started making out, Jackson helped Bill take off his clothes until he was naked, with his massive dick and huge balls on full display. Jackson kissed Bill’s lips, then his torso, moving lower to his abdomen and finally meeting the young man’s huge fuck tool.

“Wow! Wow! I knew you were big, but this... How do you even handle something this big?” Jackson said, looking at Bill’s cock.

“I’ve learned some tricks. I know 16 inches sounds like a lot, but... please don’t freak out,” Bill said, blushing.

Jackson reached down to caress Bill’s grapefruit-sized balls, making him moan. Without warning, Jackson locked his lips around the big head of Bill’s dick, using his tongue to tease the slit. Bill’s body shook and trembled in pleasure while Jackson attempted to fit the apple-sized head in his mouth.

Jackson used his hands to stroke Bill’s massive dick, but he knew the young guy wanted more. Not wasting more time, Jackson quickly removed the rest of his clothes and climbed up Bill’s body, placing his enormous ass in line with the massive cock.

“Are you sure about this?” Bill asked, moaning when Jackson’s ass came into contact with his dick. “Don’t get me wrong, I’m dying to do this, but you...” He was interrupted by Jackson letting his body fall on the massive dick, taking the head inside in one move.

“Ohhhh
 uugghh
 Damn, you’re thick.” Jackson took deep breaths and lowered his body even more while both of them moaned. “Don’t worry. I’ve birthed 17 babies; I’m sure I can handle this,” Jackson added, letting the weight of his own body work its way down on Bill’s cock.

With Bill’s 16-inch-long buried inside him, Jackson couldn’t articulate words. The sensation was somewhat painful, but the pleasure was more intense. He took deep breaths while his body adjusted to accommodate the intruder. Jackson unconsciously placed his hand on his belly, feeling Bill’s massive dick form a bulge in his abdomen. He applied some pressure where the head of Bill’s dick was, and the young guy couldn’t control his moans.

Once he felt ready, Jackson started moving up and down on Bill’s cock, raising his ass at least ten inches high, only to fall back down with full force. Meanwhile, Bill’s mind was blank, but his hands reached for Jackson’s pecs and firmly massaged them.

“I won’t be able to last long. You’re too tight,” Bill managed to say, and Jackson felt some pre-cum leaking into his guts.

Jackson sped up his pace without responding, and Bill’s moans grew louder. The flow of pre-cum started getting more constant, and Bill’s body was showing all the signs of an imminent orgasm. Jackson was enjoying the massive dick way too much to care about consequences, but he wondered if he should move off Bill’s dick before the orgasm.

However, looking into Bill’s eyes for a second, Jackson smiled and sat heavily on his dick, flexing his asscheeks to stimulate it even more. In an instant, he felt Bill’s cock shooting uncountable massive globs of cum deep inside him. Apart from the indescribable sensation of having Bill’s 16-inch-long up his ass, the amount of cum getting inside him was unreal, making his abdomen look and feel rounder than just a few minutes before.

“Wow! You really cum a lot,” Jackson said, sitting on top of Bill, catching his breath, and rubbing his belly once the orgasm had subsided, with the massive dick still inside him. Jackson leaned forward and kissed the young man, feeling the thick dick throbbing in his hole.

“Slow down, stud. I’d need time to recover before riding this massive dick again,” Jackson said, pressing his body onto Bill’s and slowly moving off his dick. “Sadly, I have to go. My kids are waiting for me, and these huge pecs need some milking. I loved this date, Bill.” With a passionate kiss, Jackson said goodbye to a breathless Bill who could only smile and mumble.

**

As Jackson made his way back home from Bill’s apartment, his smile couldn’t hide his happiness after a sweet date and fantastic sex. But as he walked, he couldn’t ignore the feeling of bloatedness that had settled in his abdomen. He knew a good part of it was due to the massive load Bill released into him, but even then, there was a different discomfort growing more intense with each step.

Running his hand over his belly, Jackson couldn’t help but notice it felt fuller and firmer to the touch. Pausing on a corner for a second, Jackson furrowed his brow in confusion as his fingers traced the contours of his bloated abdomen because it felt as if it was pulsating and swelling beneath his touch.

“Damn it! Now I’m sure something broke inside me,” Jackson said, as he started feeling some body parts straining his clothes more than before.

As he resumed his walk home, Jackson felt the fabric of his clothes growing increasingly tight and constricting around his pecs, hips, and butt, and the formerly loose t-shirt didn’t look that loose around his middle. Jackson had grown used to these feelings in recent weeks, but he had never experienced them so quickly after having sex.

A few streets from his apartment, Jackson had to stop for a second as he felt his t-shirt straining against the expanding mass of his pectorals while his pants threatened to burst at the seams as his hips and butt expanded with each passing second.

When Jackson arrived at his apartment, Jared and Eric noticed his body looked thicker. However, Jackson managed to convince them that everything was fine, even though both guys knew Jackson was very likely experiencing another rapid pregnancy. Even then, Jackson bid them farewell with a grateful nod, hiding his growing sense of unease inside.

As soon as Eric and Jared left, sudden nausea and dizziness washed over Jackson, culminating in violent vomiting that left him weak and trembling. Clutching his stomach and groaning, he stayed on his knees by the toilet, his breaths coming in gasps as he struggled to regain his composure.

Then, Jackson felt his body expanding. His belly already swelled with what seemed to be Bill’s baby or babies, expanded even further, stretching the fabric of his formerly loose t-shirt. His pectorals ballooned up before his eyes, and he felt his ass swelling and taking the shorts to their limit, finally making them burst with loud rips at the seams. Panic surged through Jackson’s veins as he realized his ass had just burst out of his shorts. However, as the growth spurt slowly ended, the general discomfort faded, leaving Jackson panting in the bathroom.

Finally able to focus enough to measure the damage, Jackson looked down at his body and gasped as he noticed he looked full-term with twins; his pecs were enormous, while his wide hips and ass had reached ridiculous proportions.

As the hours passed, Jackson calmed down as the enormous discomfort faded, and he could continue his daily routine. Surrounded by diapers, lullabies, pajamas, and feedings, Jackson tended to his seventeen baby boys with love and dedication. However, he couldn’t ignore the strange growth spurts and the results of it, especially his round belly, which had grown even more but very slowly.

As night approached, Jackson’s body ached from the strain of caring for his growing brood while carrying the extra weight of his recent growth. As tired as he was, the seventeen babies needed their daddy, so he had to ensure that each baby was fed and changed. With his recently grown pecs, filling up the babies’ tummies was easily achieved, but it all took time.

Jackson sat on the couch with the last two babies of the round of feeding latching onto his pecs. He had to adjust his position due to his growing belly, which looked full-term with triplets by then. Jackson knew he was carrying multiples again, but considering the unsteady growth he had experienced, he couldn’t estimate the number of babies or the possible length of the pregnancy he was experiencing.

Sighing, he moved his babies off his pecs once they were full, and before he managed to do anything else, he felt a sudden wave of discomfort washing over him. It was a familiar sensation, so Jackson placed the babies aside in a stroller and pressed his hands against his bloated belly. He took deep breaths and then felt another surge of growth rippling through his body, causing his clothes to strain against his expanding form again.

His t-shirt stretched taut across his bulging belly, but as it grew too large, the hem of the t-shirt rolled up to his pecs, leaving his belly exposed. His sweatpants, a massive pair he had borrowed from Jared, expanded across his fat ass and widening hips. However, Jackson’s attention was drawn to his crotch, which started feeling constricted in his underwear. Groaning loudly and struggling due to his expanding belly, Jackson reached for his bulge and felt his balls also expanding, soon surpassing softball-sized and growing bigger than Bill’s.

Jackson groaned loudly while his body expanded, and then he felt a familiar fluttering movement within his belly. He already knew what it was, and even though the discomfort was intense, a smile spread across his face as he reached for his belly and started rubbing the sides where he felt the babies kicking.

Once the growth was over, leaving Jackson with a belly three times bigger than before, with his pants about to burst due to his hips, butt, and balls, and his pecs feeling like milk-filled blimps, he couldn’t help but smile while rubbing his belly.

“I think someone deserves to know about you,” Jackson said, looking at his belly and feeling several kicks. He picked up his phone and texted Bill, telling him he had a surprise.

While he waited for Bill and Ronan’s visit, Jackson managed to finish his routine with the babies, and once they were all in their cribs, he waddled to his bed and collapsed on it, completely exhausted and feeling too big to easily move.

By the time Ronan arrived to visit his boys, Jackson was permanently in bed, unable to lift his belly off the mattress and feeling ready to burst, even though he knew he could grow a bit more. He hadn’t reached the size he had when carrying Jared’s babies, so he was hopeful that this pregnancy and the delivery would be easier and faster.

Jackson’s body felt heavier and fuller with each passing moment, and by the time Bill arrived, he couldn’t do much apart from rubbing the sides of his belly. Bill was speechless when he entered the room and saw an enormous, naked Jackson resting in bed. Shock was his initial reaction, and as he took in the sight before him, his excitement eclipsed any trace of worry.

“It’s been like 9 hours since you and I... you know,” Bill asked, reaching to rub the massive belly where lots of kicking was visible all over the surface.

“I know, but these babies are yours. You
 you
 did this to me,” Jackson said, feeling some discomfort starting in his belly.

“They’re
 They’re kicking,” Bill said, reaching out and pressing his palms against the expanse of Jackson’s overpacked belly, feeling tiny kicks and movements beneath his touch.

Jackson nodded, enjoying Bill’s touch but feeling a familiar sensation washing over his body. Then, with a guttural groan, Jackson felt his body pulsating with another growth spurt, making his belly expand even more before Bill’s shocked eyes. Jackson’s hips widened more, and his ass expanded further, but apart from the intense growth in his belly, Jackson felt pressure and pain in his crotch again.

Unable to do anything, Jackson spread his legs as best as he could as he felt his balls growing again, this time accompanied by his cock lengthening and thickening. Jackson groaned because the sensation was overwhelming, and even though he had experienced other growths throughout the day, he knew this one was different. His body was preparing to give birth, and there was nothing he could do to stop it.

As the growth stopped, Jackson panted heavily, and Bill stood by his side in shock. “What was that? You suddenly inflated like a balloon; is that normal?” Bill asked.

“As normal as a guy fathering 17 boys from three different fathers, all in a few weeks,” Jackson said, catching his breath and trying to reach below his belly to understand what was happening with his dick.

Bill noticed and checked on Jackson’s crotch himself. “Wow! You’re bigger than me. At least four inches longer, and fuck, that’s a thick dick,” Bill said, leaving Jackson clueless, but the pregnant guy didn’t have time to ask questions because an intense contraction made him scream in pain.

Jackson only groaned and screamed as he felt a baby moving into the birth canal, but the sensation was different from the previous births. “Something’s wrong, very wrong. I can feel the baby moving, but
 uugghh
 no, no, no, no,” Jackson cried out, alerting Ronan, who entered the room looking worried and immediately Jackson felt a rush of liquid coming out of his dick with the force of a geyser, making his dick feel like it was about to explode.

“Did you just pee?” Ronan asked but turned pale when he realized what was happening. “Wait, are the babies coming out of...”

“Fuck! It hurts! It hurts so much!” Jackson screamed as a big bulge formed at the base of his dick, and it slowly traveled down its length. “I can’t do this. I can’t. Uugghh.”

Ronan and Bill didn’t know what to do while the bulge moving down Jackson’s dick continued its way into the world, making him cry in pain. Jackson clutched his belly and unsuccessfully tried to reach his dick, attempting to ease up the unbearable pain, but there was nothing he could do.

Bill placed himself between Jackson’s legs and saw his dick slit opening and stretching beyond precedents, and a bunch of brown hair with some blonde hair appeared. Meanwhile, Ronan started looking for the supplies needed for the delivery.

Jackson had never experienced such intense pain, but at least the baby was moving faster through his dick than at previous births. When the head popped out, along with more fluids, Bill carefully held it. The baby’s shoulders made Jackson scream even louder, but it didn’t stop the process. Jackson wasn’t even pushing; the baby was only stretching his dick and coming out of it in a rush.

Before Ronan was even able to gather all the supplies, the first crying baby slid out of Jackson’s dick and onto Bill’s awaiting hands. Guided by his instinct, Bill cleaned the baby while Jackson continued growing and screaming because the next baby was already at the base of his dick, ready to come out.

By the time Ronan returned, the head of the second baby was already out of Jackson’s cock, and Bill had almost finished cleaning the first one. They quickly cut the cord of the first baby while the shoulders of the second one made Jackson scream loud again. Jackson cried nonstop while the second baby fell off his body, but a third one quickly replaced it in his dick.

“Please! Make it stop! I can’t! I can’t!” Jackson cried out, but Bill held his hand to show him his support, giving Jackson some confidence to let the process continue.

By the time baby number three was born, number four was already moving through Jackson’s dick, and the process only sped up after that. Jackson gasped for air because he didn’t have time to rest between babies. Baby after baby, they stretched his thick dick and caused him intense pain, coming out one after the other without breaks.

Baby number five was born right after the fourth, number six soon followed, and numbers eight, nine, and ten, just fell off Jackson’s dick with a lot of fluids in rapid-fire mode. 

Jackson had experienced so much pain that he was barely awake by the time his body expelled the placenta a few minutes later. His swollen body ached like never before, but when he heard the soft coos of his 10 big baby boys, all the pain faded, and his heart filled up with joy and love for his newborns. His dick ached, and he didn’t know if he could ever recover from that strange experience, but looking back at the previous pregnancies, Jackson knew he would be in top health in no time.

With Bill’s help, Jackson moved into a proper position to hold his new babies, and two at a time, he fed them with his enormous milk-filled pecs. Jackson smiled and kissed his babies, still unsure why this pregnancy had been so different, but he only really cared about the results, and since the babies were perfectly healthy, he couldn’t be happier.

Meanwhile, Bill could barely contain his excitement about becoming a dad, and the more Jackson looked at him and Ronan tending to the other kids, the more grateful he felt for finding FlirtNest.

********

Thanks to the patron who submitted this hung young guy, Bill. March is coming to an end but I still have more submissions with guys to date (and knock-up) Jackson.

***

Also, check the previous parts:

[Intro] [Ronan] [Eric] [Jared]