My painful valentine (Joseph meets Logan and Ashley)

Special thanks to Joseph for the idea for this story! If you (yes, I mean you, the one who loves girls and boys and busting balls!) would like to meet the Ballbusting Boys and see yourself in a story please read this post for more details.

Note: Originally, when Joseph made the request, the publishing date of this story would have coincided with Valentine’s Day (Friday, 14th of February 2020). Since then, I managed to get a little ahead of schedule, and Joseph’s story moved up in the calendar. I decided to publish it now instead of keeping Joseph waiting for another month. So: Happy Premature Valentine’s Day!

Artwork created by Champ

Featured in this story: Logan (click for pictures)

Warning: Contains graphic bisexuality and f/m ballbusting.

Ashley had signaled that she would love to do a threeway for a while now, dropping subtle hints like “Another dick would be nice” or “I’d love to see you fuck another guy” every now and then.

Ashley and Logan were a dream couple, both of them 18 years old, hot and popular, he a prize-winning high school wrestler, she a cheerleader.

Logan was tall and handsome, with a winning smile and an athletic, muscular body. Blond and blue-eyed he was an All-American Boy, confident and well-liked. His girlfriend was  perfect fit, with long blond hair and a body to die for.


Their sex life was rich and adventurous. Both of them were blessed with a very impressive set of equipment, and they put them to good use. They had experimented with bondage and dominance, with CBT and chastity, so it was only natural for Logan to embrace Ashley’s idea.

In fact, he felt that it would be a nice Valentine’s Day’s surprise for his girlfriend, and he started searching for a suitable candidate right away.

As luck would have it, there were a few bisexual guys at Bartlet High. The more he looked, the more Logan became convinced that Joseph was the right guy for the job.

18 years old, with black hair and brown eyes, bespectacled (if he wasn’t wearing contact lenses) and not very muscular, Joseph wasn’t what you would call a jock. He was a nice guy with a nice car and nice clothes, and there were several rumors that, after getting drunk at a party, he had spent the night with the hosting couple having wild and crazy sex with both the girl and the boy. He wasn’t out as a card-carrying bisexual but when Logan approached him he didn’t turn him down.

On the contrary: Despite the fact that Joseph didn’t seem to need any money, he jumped at the chance to earn a little something extra and bang the most popular couple at Bartlet High.

“I want to dominate a guy with my girlfriend”, Logan explained, smiling as he watched Joseph’s dick grow hard inside his pants. “You up for that?”

Joseph acted cool. “If the money is right”, he said, his polite smile only just hiding his excitement.

Logan took a step closer and reached between Joseph’s thighs, grabbing a good handful of Joseph’s junk. “Don’t worry”, Logan whispered into Joseph’s ear, squeezing his nuts hard but playfully.

Joseph let out a moan. “Okay”, he croaked. “Great.”

A few weeks later, on Valentine’s Day, it was time for Logan to unveil his surprise. Ashley’s parents were gone for the weekend, and Logan had promised to pick her up.

They were both dressed up for a night out: dinner at a romantic restaurant and a midnight movie later.

Logan was wearing a smart suit that made him look like a young James Bond, and Ashley was wearing an impeccably tailored cocktail dress, with a finely beaded barrette in her long blond wavy hair. The dress brought out her perfect physique, her cute butt and her beautiful, bouncy breasts, and Logan had a sizeable tent in his pants when she opened the door.

After they had kissed, Logan told her to go back to the living room and wait for him there.

“Logan!” Ashley giggled. “What are you up to?”

“Trust me, you’ll love it”, Logan grinned.

She waited patiently, sitting on the couch in her parents’ spacious living room for a couple of minutes until Logan entered the room, casually loosening his tie and unbuttoning his shirt as he told her, “I have a little something for you, babe.”

Ashley let out a cute little cheer when Joseph walked into the room, bare naked.

He had a confident smile on his face, and there was no reason for him to be shy. He wasn’t as well-endowed as Logan, but his dick was quite impressive, and he had a very nice set of plums that dangled happily in his scrotum.

“Surprise!” Logan grinned as he took off his shirt.

“Aww, you’re the best!” Ashley rejoiced. “Is he for me?”

“For both of us”, Logan smiled.

Ashley jumped up, a bright smile on her face. “Wonderful!”

Joseph chuckled, licking his lips. This was going to be fun.

“Happy Valentine’s Day!” Logan grinned. With that, he kicked Joseph’s nuts from behind with all the force he could muster.

There was a rich, wet smack when Logan’s foot connected with Joseph’s dangling nuts, crushing them into his body and flattening them like pancakes.

Joseph was taken completely by surprise, his eyes widening and slowly crossing as the pain set in, growing worse and worse by the second.

“There’s going to be some entertainment before we go out”, Logan chuckled as he stripped naked.

“Have we got time for this?” Ashley giggled as Joseph sank to his knees, moaning in pain as he clutched his precious crown jewels.

“Of course we do, babe”, Logan chuckled, walking over to her and kissing her on the lips before turning his attention to Joseph again.

Joseph looked up at him, but there was no time to be confused as Logan grabbed him and put him into a wrestling hold that made him grunt in pain.

They wrestled for a little while, bare naked, grunting and groaning, much to Ashley’s enjoyment.

Logan’s girlfriend was watching from the couch, her dress pulled up, her hands between her thighs as she witnessed her hunky boyfriend wipe the floor with poor Joseph.

Granted, Logan was a decorated high school wrestling champion with several titles under his belt, and Joseph was a total amateur with a semi-fit body, a semi-solid interest in sports, and a semi-good grasp on the finer details of wrestling…

Nevertheless, Joseph managed to put up some resistance, landing a couple of decent hits and putting Logan in a few decent holds.

But that delayed Logan’s victory only very slightly.

To Ashley’s breathless enjoyment, Logan worked poor Joseph over, putting him in embarrassing holds and hitting him in the nuts again and again.

Joseph grunted and groaned, squirming in pain as Logan held him in a cradle, his legs spread apart, his throbbing dick and his balls vulnerable.

“Babe”, Logan grinned, “come on, tap him in the nuts.”

Ashley giggled.

“Don’t be shy, babe”, Logan encouraged her. “Slap them as hard as you can.”

Ashley got up and her dress slipped to the floor. She was wearing a black bra and black laced panties.

Logan spread Joseph’s legs a little wide, making him groan in agony as his girlfriend balled her fist.

Then she brought it down between Joseph’s thighs, hitting both of Joseph’s tender testicles dead-on.

“Oooooh!” Logan laughed as Joseph howled in agony. “Babe! I said slap them, not punch them.”

Ashley giggled.

“Come on, give me a quick kiss, babe”, Logan chuckled.

They kissed passionately while Joseph was held in place, grimacing in pain, struggling against Logan’s strong hold.

“You’re quite a ballbuster, babe”, Logan whispered. “Punch them again.”

Joseph grunted as Ashley grabbed his nutsack in one hand, holding it in place before smashing her fist into it as hard as she could.

Joseph screamed in pain.

“Yes, babe!” Logan laughed. “Fuck, you’re hot when you punch a dude’s nuts!”

They kissed as Ashley squeezed and kneaded Joseph’s nuts with her delicate hands, moaning with pleasure as Joseph was groaning in pain.

“Let me finish him off, babe”, Logan muttered, breaking the kiss. “Then we’ll have some fun.”

Ashley stepped back, taking off her bra so that she was wearing nothing but her panties. She slipped her hand into them as she watched Logan treat Joseph like a rag doll.

Not only did he put Joseph through some painful, embarrassing holds – “Look at that, babe, his butt hole is just waiting to bet fucked!” – Logan threw in some slaps to the face and some punches to the nuts as well.

Joseph was grunting and groaning in pain as Logan beat up bis rapidly swelling balls.

“Kick him in the nuts, babe”, Logan encouraged his girlfriend as he held Joseph in place, sitting on his face, spreading his legs in a wide V.

Ashley’s bare foot connected with Joseph’s nuts, ramming them into his body and eliciting a muffled squeal.

“That’s so hot”, Ashley mumbled as she wrapped her arms around Logan, kissing him passionately while she was standing on Joseph’s nuts and her boyfriend was sitting on his face.

“Imrghv”, Joseph grunted.

“What was that?” Logan asked with a cheeky grin, winking at Ashley.

“Imrghv!” Joseph repeated.

“I think he wants to give up”, Ashley giggled.

“Oh!” Logan pretended to be surprised. “Is that what you’re trying to tell me?”

“Imrghv!” Joseph grunted again.

“I think you’re right”, Logan grinned, wiggling his ass on Joseph’s face. “I think that’s what he’s trying to tell me.”

He lifted his butt a little, and Joseph gasped for breath.

“You want to give up?” Logan asked.

“Yes, please”, Joseph croaked, his face hot and contorted in pain. “Please.”

“Alright”, Logan chuckled, playfully smacking Joseph’s nuts with the palm of his hand.

He climbed off Joseph, allowing the defeated young man to catch his breath, curled up in a ball, clutching his nuts, while Logan struck a couple for victory poses, showing off his muscular body for his girlfriend.

His dick was rock hard and pointing to the ceiling, and Ashley was fingering herself, biting her lower lip while Joseph was on the ground, his nuts swollen, his face a mask of pain.

“To the winner go the spoils”, Logan grinned, taking his girlfriend’s hands and kissing her passionately. “Now comes the fun part”, he whispered without breaking the kiss as he pulled down Ashley’s panties, making them slip to the floor.

Ashley giggled, stepping out of her panties. “Oh, Logan!”

Logan extended his hand and motioned for Joseph to come closer. Then he grabbed Joseph by the hair and pulled him between them. Logan and Ashley continued making out as Joseph started pleasuring them. On his knees, Joseph started giving head to both of them, alternately sucking Logan’s mighty sword and tonguing and fingering Ashley’s sweet sheath.

“Do you want him to fuck you, babe?” Logan suggested after a while.

“Oh yes”, Ashley squeaked excitedly.

Logan looked down and grabbed Joseph’s hair, pulling his head back to he was looking up. “You better fuck her good”, he said with a grin before spitting in Joseph’s face and slapping him for good measure.

“Yes, sir”, Joseph moaned. “I’ll do my best.”

They moved to the couch where Joseph pushed his hard dick into Ashley’s pussy, making her gasp.

Logan watched them, jerking his dick.

“Come on, give it to her”, he said, stepping behind Joseph. “Fuck her like you mean it!” He brought his foot back and kicked Joseph’s nuts. It wasn’t a full force kick but it was enough to make Joseph and Ashley moan in unison.

Another kick found Joseph’s nuts while he was fucking Ashley, then another and another.

“Fuck me harder!” Ashley gasped.

“You heard her”, Logan grinned. “Do what she says!” With that, he delivered a nutcrunching kick to Joseph’s balls than made him scream in pain.

“Let me show you how it’s done”, Logan said, grabbing Joseph’s shoulder and pulling him off his girlfriend.

Instead of driving his dick into Ashley’s pussy, though, Logan shoved it into Joseph’s ass, making him let out a surprised gasp.

Logan’s big, hard dick went in and out of Joseph’s hole, his nuts slapping against his ass, making him grunt and groan.

“That’s how you fuck”, Logan grunted, grabbing Joseph’s face and making him turn his neck before planting a wet, sloppy kiss on his mouth.

Ashley grabbed Joseph’s dick and started sucking him off while Logan was kissing and fucking him. Her fingers were wrapped around Joseph’s swollen nuts, squeezing them and tweaking them as her lips were wrapped around his dick, giving him an expert blowjob while her boyfriend was pounding his hole.

Logan broke the kiss, grabbing Joseph’s hips and fucking him harder as he grunted, “Come on, babe, kick him in the nuts while I fuck him.”

Joseph let out a miserable moan as the cute, naked girl stood in front of him and drove her foot up between his thighs while her boyfriend was driving his pole into his ass.

Ashley’s foot connected perfectly with Joseph’s swollen nuts, flattening them like pancake and making him scream in pain.

“Fuck yeah!” Logan moaned as he felt Joseph’s ass tighten around his cock. He increased the pace, fucking him harder and faster while Ashley delivered a couple more kicks’s to Joseph’s battered balls.

Logan was holding on to Joseph’s hips as he was squirming in pain.

After a dozen kicks, Logan couldn’t hold Joseph up any longer and he fell to the ground as Logan’s dick slipped out of his hole.

Ashley took advantage of the situation, squatting on Joseph’s face and making him eat her out as she wrapped her lips around her boyfriend’s dick.

“Fuck yeah, babe”, Logan groaned, his legs on either side of Joseph’s hips. He fondled his girlfriend’s hair while she was blowing him. “Can you taste him on my dick?”

She stopped for a moment to look up at him, a naughty smile on her cute face. “Delicious”, she whispered with a giggle before putting his dick back into her mouth.

Logan chuckled, placing his left foot on Joseph’s nutsack and slowly shifting his weight, flattening his nuts under his foot as Joseph’s screams were muffled by Ashley’s naked body.

The sound of Ashley slurping as she blew Logan’s dick mixed with Joseph’s muffled screams of agony and Logan’s moans of pleasure.

“Babe”, Logan whispered seductively. “I want to fuck you.”

He picked her up, kissing her as he wrapped his strong arms around her body, lifting her off the ground. His dick was hard as steel as it entered her pussy and Ashley squealed with joy.

Holding Ashley as he fucked her mid-air, Logan stepped on top of Joseph’s body, one foot on his abs, the other foot his chest, giving Joseph a very good view of his dick entering his girlfriend’s hole.

Joseph was grunting and groaning, panting and moaning as he watched Logan fuck his girlfriend while he was standing on him, making it very hard for him to breathe.

“Oh, Logan”, Ashley squeaked with joy as her boyfriend powerfucked her while trampling Joseph. “This is the best Valentine’s ever!”

Logan chuckled and increased the pace of his fucking. “I love you, babe!”

“I love you too”, Ashley whispered.

He fucked her hard and fast, holding her tight, his dick ramming into her as the was standing on top of Joseph.

Finally, as they were both getting closer and closer to the edge, Logan stepped on Joseph’s nuts, crushing them under his sole with their combined body weight.

Joseph let out an ear-piercing shriek, a primal, raw wail of agony as he felt his manhood getting crushed by the loving couple.

That took Logan and Ashley over the edge, making them cum at the same time.

Logan grunted and groaned, his body shaking, his arms wrapped around his girlfriend as he filled her with his seed.

Ashley squeaked and squealed as she was rocked by a powerful orgasm of her own.

Joseph screamed and wailed as his balls were crushed flat under Logan’s feet, his body writhing and convulsing, Logan’s sperm dripping down on him as it filled Ashley to overflowing.

The orgasm seemed to last for an eternity, and when Logan finally stepped off of Joseph’s nutsack, gently setting her down, all three were spent and exhausted – but for entirely different reasons.

Logan’s cum was running down Ashley’s legs, and she giggled giddily, reaching between her thighs to scoop up some of it and bring it to her lips.

Logan’s dick was twitching and throbbing in the aftermath of his awesome ejaculation. He grabbed his girlfriend and kissed her passionately, tasting his own cum on her tongue.

Joseph curled up in a ball, clutching his battered balls. They were swollen ridiculously, and while his dick had been hard almost the entire time, it had finally and dramatically gone limp during the couple’s joint orgasm, cruelly depriving him of his own orgasm.

A miserable groan from Joseph brought Ashley and Logan back to reality and they broke their embrace.

“Did he cum?” Ashley wondered.

“I don’t know”, Logan chuckled. “There’s cum all over him, so I guess the answer is yes…”

“That’s yours, silly!” Ashley giggled.

They both laughed.

The knelt down next to Joseph, rolling him onto his back.

“Look at his fucking nuts”, Logan grinned as he playfully flicked Joseph’s grotesquely swollen ball bag.

“I’m more interested in his dick”, Ashley giggled, grabbing Joseph’s limp meat and starting to jerk it.

It was the most painful handjob that Joseph had ever received.

Logan and Ashley took turns jerking him off and busting his balls, kissing each other and sharing loving glances as they extracted Joseph’s load.

It was as if Joseph didn’t even exist, as if he was just there for their pleasure.

Logan jerked Joseph’s dick, using his own cum as lube, occasionally giving it a playful smack, while his girlfriend was flicking and squeezing and slapping Joseph’s balls. Then they switched, and Ashley took over for Logan, stroking Joseph’s cock while Logan worked over Joseph’s nuts with hard slaps, punches and kicks.

Finally, they jerked him together, all four hands on his dick, aiming it at his face as they kissed passionately.

Joseph’s orgasm was enormous. Jet after jet of spunk splattered out of his cock, completely covering his face and his upper body in his spunk.

“Oh, babe, we gotta hurry now or our table’s gone”, Logan chuckled when Joseph’s orgasm was over.

They got dressed, leaving Joseph on the ground, panting and moaning and covered in spunk.

“Wait in the car, babe”, Logan said as he straightened his tie.

Joseph couldn’t help but notice that both of them looked absolutely stunning, a beautiful couple.

When Ashley was gone, Logan reached inside his wallet and pulled out a couple of bills. He added a generous tip to the agreed-upon price and smiled down at Joseph.

“Thanks, man”, he chuckled. “That was absolutely amazing. Totally worth the price.” He threw the money down at Joseph and it landed on his cum-covered body, sticking to his abs and his chest, one bill even sticking to his forehead.

“I don’t know if you have plans for tonight”, Logan grinned, glancing at Joseph’s spent dick and his bloated, battered balls. “I mean, who knows if your nuts will even work, right?” He let out a laugh and kicked Joseph in the groin with all the force he could muster.

His polished dress shoe connected with Joseph’s drained, swollen nuts, ramming them into his body and eliciting a guttural, gurgling groan from Joseph.

“Happy Valentine’s Day!” Logan laughed as he left the house. “See yourself out, okay?”

He didn’t wait for an answer.

The door closed, and Joseph let out a moan, getting on all fours and picking up the money.

“Hell yeah, I got plans tonight”, he mumbled to himself, his dick hardening as he thought about the next threeway. He licked his lips, tasting his own cum on his tongue, and grinned. “Happy Valentine’s Day!”