A Bet's A Bet Pt. 5

Story by Blake_Foxx on SoFurry

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#5 of A Bet's a Bet

It was their third day into the bet, and Mark was finding himself strapped for ideas. After a nice chat at the dinner table, however, the stallion quickly found himself inspired. What sort of naughtiness does Mark have planned for poor Jessie? What debauchery will the pink fox find himself in this time?

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A Bet's A Bet Pt. 5

Jessie yawned and stretched out a bit, tiredly rubbing his eyes. His vision focusing quickly on the image of the stallion sprawled out across the couch serving as his own bed. The pink fox offered a soft murr of content nuzzling gently under Mark's chin, being careful not wake him. Gently, the boy slipped away from the couch and snuck off into the kitchen to fix them both breakfast.

As he fetched some eggs and bacon from the fridge, the fox found himself thinking about how suddenly things had changed for him. Only just a few days before he'd never have dreamed of being a pink fox wrapped around the finger of his best friend. A smile came to his face as he found himself full of glee about how things had gone.

The scent of breakfast didn't take long to catch Mark's senses. He groggily stirred from his spot on the couch and slumped his way into the kitchen. Jessie giggled a bit noticing that his handsome stallion was not only naked, but sporting some impressive morning wood. The sight of that thick meaty shaft, drawing a bit of heat through the boy's own body.

"Someone's already feeling a little frisky, this morning" he teased.

Mark tried to think of something to say back, but instead ended up grumbling and rubbing his eyes trying to wake himself up. The sight of that hot pink ass bent over the counter quickly taking his focus away from anything else.

"Hey foxxy, get over here" he spoke in a commanding tone, which sent Jessie skipping in his direction.

"Yes?" he asked in as sweet tone of voice.

"Why don't you have yourself a quick snack before we get to breakfast?" the stallion inquired glancing down at his throbbing meat, giving a pretty strong hint of his meaning to the pink fox.

"Mmmm....I suppose I could have a taste"

With that said the pink fox dipped down onto his knees, his eyes level with that glorious fuck rod of Mark's. Licking slowly along his lips, he met the stallion's eyes with a lustful gaze and brought his paws to gently stroke along the length of Mark's shaft.

"Horsie is sooo big" he teased playfully, his tail swishing idly back and forth as his fingertips danced along Mark's length.

"Very big, and full of creamy goodness just for you my slutty fox" he offered in a soft sigh of pleasure.

"Just for me? How thoughtful of you." Jessie replied before gently leaning up to place a kiss on the head of that thick horse-cock.

The fox's lips parted and wrapped around the head of Mark's length, playfully sucking on the head of his shaft. The taste of him filled Jessie's tongue making him murr in content. His tongue skillfully swirling around that thick size, exploring every thick veiny inch of Mark's pride. His mind quickly numbing out to his senses as he moaned around Mark's shaft vibrating him on his tongue.

"Damn, you're lips are just soo mm good!" Mark moaned out placing a strong broad hand on the fox's head, gently caressing one of his ears. Jessie murred softly, sending more vibrations along Mark's meat, the taste of pre teasing his tongue making him suck more eagerly. His mind racing with want and desire for a drink of Mark's cum.

Mark couldn't resist the fox's lips for long. The lewd slurping sounds filling the kitchen, the feel of those warm lips wrapped around his girth, and those soft hues staring up at him. His mind was already racing with desire for Jessie. Without warning the stallion gripped the fox's head and hilted himself past those warm lips as he began to feed the boy a helping of his hot cum.

Jessie gasped in slight surprise, but quickly adjusted gulping down all of Mark's cum. The taste filling his lips quickly as he was offered a few mouthfuls to drink. His mind racing as he managed to get it all down before pulling away to begin lapping the mess off Mark's meaty length.

"Mmmm so tasty" he murred playfully.

"I'm glad you enjoyed yourself foxxy, but you might wanna go check on that bacon" Mark said as a burning scent caught his nose.

"Oh Shit!" Jessie cried out before running to take care of his mess.


They were only on day three of a week long game, and Mark was already finding himself strapped for ideas. He worried about keeping things fun and exciting for Jessie. His worst fear being to lose the interest of that seductive pink fox who haunted all of his thoughts. So far things had been going good, but he needed inspiration.

Jessie had just finished his second attempt at breakfast, and the two were settling into a nice meal of bacon and eggs. It was a pleasant little meal, and Mark took his time savoring every bite. His mind racing for inspiration and ideas.

"So?" Jessie inquired playfully, "What's my sexy stallion got planned today?"

"Oh well..." Mark muttered trying to think, "Is there anything my foxxy would like to do today?"

"Hmm?" Jessie muttered and began to think, "If we had some money we could go hit up an amusement park or something, that could be fun" he mused.

"Oh?" Mark's lips formed into a smirk, a new idea striking him quickly. Such a casual comment, but it'd gotten the wheels of his mind turning towards something dastardly, "Yeah too bad we ain't got the money for that."

"Yeah" Jessie replied with a sigh.

"I think I know what we can do though, but..."

"Let me guess, it's a surprise" Jessie teased.

"Exactly."


Mark let Jessie run off and get a shower, he didn't want his favorite plaything to be all dirty for their day of adventure. He was sure to lay out a cute little miniskirt and a nice form fitting belly shirt for him to wear. Just thinking about his pink foxxy dressy all naughty was making his length stir against his jeans, but he ignored the thought for now.

The stallion had made a few quick calls to some friends letting them know what he had planned. After that he went idled around the living room waiting for Jessie to get ready. His mind already fantasizing about what he had concocted in his head.

Once Jessie stepped out of the shower and into the living room Mark quickly approached him. Circling around the boy he examined him all over. That hot ass, his lithe figure, those supple lips. Everything about Jessie drove the stallion crazy and his mind was only focused on his desire for the boy.

"Good, you're ready. Now let's get going" he spoke as he pulled out Jessie's leash and hooked it to that pretty pink collar.

"Yes Sir" Jessie offered.

"Come along now boy, we've got somewhere to be"


Mark lead Jessie along by his leash for a few hours. The two of them walking along the city casually. A few people staring at the cute pink fox on the leash, but most of them seemed to be going idly about their day. Jessie didn't mind, every stare only seemed to make him smile and put a little wag in his tail. He was, however, starting to get impatient.

"Maaaaark" he groaned out, "Where are we going? We've been walking for hourrrs"

"Relax fox, we're almost there" he assured him.

"We better be, my feet are killing me" he muttered in exhaustion.

"Don't worry, we've just gotta cut around this corner aaaand..."

As he spoke they rounded the corner and Mark suddenly pulled him into a back alley. The fox was confused, but figured the stallion must have been planning another public fucking, he seemed to like showing of his new plaything.

"Now...where is it?" Mark muttered and rummaged around the back alley before finding what he was looking for.

"W..Why do you have all that?" Jessie asked when mark pulled out a pair of cuffs, a ball-gag, a spreader bar, and a marker.

"Oh well you'll see in just a minute my slutty fox" Mark spoke rather casually.

Jessie gulped.

Mark wasted no time in prepping his favorite toy. He removed his leash and pulled his arms behind his back cuffing them. Once they were secure he laid Jessie out on his belly and attached the spreader bar to his ankles forcing his legs apart. Finally he took the ball-gag and placed it into his fox's mouth making him only able to offered a few muffled whines of confusion.

"There we go" Mark praised of himself before taking the marker. He leaned down and wrote "Slut" in big letters of Jessie's forehead before walking just outside of the alley. On the walls leading to the alley he wrote out a quick message, "10$ whore" and arrows pointing into the alley. With that he leaned back against a wall and waited patiently for a customer.


An hour passed by before someone cut into the back alley, and the stallion smirked to his first customer. The male a rather nervous looking dalmatian. His eyes caught the pink foxxy laid out for him and he quickly looked up to the stallion fishing out some cash.

"Alright, pup here's the rules" Mark spoke calmly, "It's 10$ to fuck my little fox, and an extra 5 to go bareback. You got it?" he questioned and the dalmatian nodded.

"Oh and one last thing" he said as he handed him the marker, "You have to write something on my foxxy to let everyone know what a whore he is when you finish." Mark added before kicking back to let the Dalmatian have his fun.

Jessie's face turned a bright red as the Dalmatian moved behind him. His heart racing as he felt a hand against his soft rear. He hadn't expected Mark to whore him off for cash, the idea made him cringe, but it also brought a rush of pleasure to the boy. His mind swirling with thoughts as he felt his skirt being flipped up, and his panties being pulled down.

The fox's body tensed up a bit at the sound of a zipper being undone, followed quickly by the feeling of a thick hard cock grinding between his cheeks. He whimpered a protest against the ball-gag, but it was futile. He shivers as he felt that hard cock hotdogging him for a bit, the dalmatian behind him at first fumbling around for a condom, but ultimately just fishing out a 5 spot to cover the additional fees.

That thick cock pushed into his tight rear, and Jessie moaned against the gag. His body aching as he felt each and every inch pushing into his backside. The femboy's walls gripping that doggy cock milking it as his ears caught the sounds of the dalmatian's moaning. The heat in his body was rising, and he found himself in a mix of confusion and lust from being used in such a way.

His body was already feeling hot and aching as the dalmatian really began to fuck him. The feeling of that thick shaft working in his hole making him whimper and moan against his gag. The pleasure quickly rising as his hips started to work back against the thrusts. His pleasure growing more and more. The fox's cock throbbing and aching as he was fucked in a back alley like some common prostitute. Everything about it had his heart racing in his chest, and his cock drooling pre against the cold hard ground.

"Damn this slut is tight" the Dalmatian praised picking up his pace. His thrusts getting harder and more rapid. His hips slapping against Jessie's ass making lewd sounds echo around the alleyway. The pink fox moaning and whimpering with every slam of the Dalmatian's hips, that thick cock ramming deeper and deeper into his hole.

It didn't take the Dalmatian long before he suddenly gripped Jessie by his collar and slammed himself in deep shooting his load into the fox's hole. Jessie whined softly feeling a flood of cum filling him, the warm sensation making him squirm. The dalmatian panted a brief moment before writing "Cum-slut" on his right ass cheek, zipping up, and walking off.

For the next few hours Jessie found himself at the mercy of Mark's clients. Cock after big juicy cock slamming into his backside, filling him with load after load of cum. Some cumming right up his hot little hole, and others choosing to cum all over his cheeks. One male even decided to finish himself off on the fox's face painting his cheek. All of them being sure to leave their own little message on some part of his body before they left away, "Whore", "Cum-dump", "Sissy-fag" anything they could think of.

The day was quickly winding down and Jessie was getting rather exhausted. Mark was about to wrap things up when a rather handsome dragon happened into the alley. The dragon looked a bit down and fished out five dollars from his pocket.

"I um...well this is all I have. Is there anything you could work out for me" he questioned.

"Well..." Mark mused a moment before moving over and undoing the ball-gag from Jessie's lips, "Five bucks will get you a blow-job" he offered.

"Works for me." the dragon spoke and moved in front of the pink fox, before catching the marker that was quickly tossed his way.

"Dont' forget to leave a little something on my toy so he won't forget you" Mark said before moving out of the alley to scribble out the advertisement he'd made earlier in the day.

The dragon quickly fiddled with his jeans getting them down before grinding his cock against Jessie's lips. The pink fox blushed softly feeling that thick meat teasing him. The male wasted no time lining up his tip with the fox's lips pushing that thick meat into the hungry maw before him.

Jessie murred around his cock, vibrating him on his tongue. The dragon moaned in pleasure petting Jessie's head as he began to hump against his face, working his shaft into those hot lips, loving the feeling of the fox's tongue stroking his meat while he fucked that cute face of the boy's.

"Mm such a good mouth slut" the dragon groaned out thrusting faster and harder against his lips. Jessie being forced to take inch after thing inch of dragon meat. His lips filled with hard cock as he struggled to keep pace, the dragon's sizable arousal slamming into his mouth stuffing him, pre filling his tongue washing the taste into his senses.

The dragon didn't last too long as suddenly he bucked his hips hard against Jessie's lips and began to cum down his throat. The fox could feel that hot seed filling his belly as he moaned and slurped up what he could. His nose picking up the dragon's musky scent making him whine out loudly. When the dragon finished filling the fox's lips with his cum he took the marker and wrote "Cocksucker" on his left cheek before zipping up and walking away.

Mark came back and walked around his plaything a few times. He eyed him over curiously and looked at the cum soaked mess of his favorite fox. He stopped a moment and knelt down gently running his finger along Jessie's gaping hole making him whine out. Cum leaking from his used ass down his cheeks and all around the ground were condoms had been scattered all about as well. His body was aching and he was a big soaking cum mess.

"Such a good boy, you've brought me quite a bit of cash today" Mark spoke and leaned down to kiss Jessie's cheek.

"I..I'm glad I..I could help" he mumbled shyly.

Mark undid all of the restraints on Jessie and helped him up to his feet before slipping his clothes back on.

"Well this should just about cover our trip to the amusement park today" he spoke and kissed the fox on the lips. Jessie found himself blushing as he realized what the money was going towards.

"Y..you mean I..that you've?" he mumbled.

"Of course, but there's no time to clean up. I hope you don't mind being a bit messy" Mark teased.

Jessie blushed wildly, "N..no I don't mind"

"Good, now come on let's go" Mark spoke before reattaching the collar and leading his plaything off to the amusement park.