There's Always a First Time
#4 of Tails' Foot Fantasies
Tails' Foot Fantasies
Chapter 4: There's Always a First Time
Written by the_benzin
Sonic, Tails and Antoine didn't begin their journey home until about midday, after spending the morning fishing for their meals again. The sweltering heat that had been around for days remained consistent, as once again there was little wind and temperatures soared, prompting Antoine to complain on the way back to Knothole just as he had when they'd left.
Tails' thoughts were still occupied by the whole situation he'd had with Ant the previous night, it was swirling around his mind and he still remained a little confused. Sure his fun with Antoine's feet was exciting, but it was really only the feet he was interested in. Yet, he'd not only come on to Ant, but told him he had a burning desire for him, mainly to wriggle himself out of his embarrassment when he was caught. But now he wasn't sure how he felt, did he have some feelings for Ant deep inside, or was it all just purely lust? He wasn't even sure if he was ready for a relationship and surely Antoine wouldn't just agree to a quick bit of fun every now and then.
Then there was also the whole situation from Antoine's point of view, how did he feel about all this? Tails wondered if Ant had even had any particular desires for him before that, and did he even have any at the time or just get caught up in the moment? Tails' head was spinning.
As soon as they returned from their camping expedition, Tails followed Sonic back to his hut and unpacked a few things.He needed to talk to someone about this. But who? Sonic, Sally and Bunnie were those he trusted most. Sally and Bunnie were the best choices to talk too. But he felt that they were too involved with things around the village, but he was mainly a little embarrassed about the whole situation, even though he trusted them more than anybody else.
Then it hit him. Lupe! She was rarely around the village, she lived with her tribe, The Wolfpack a few miles away and contact with Knothole was often scarce when Robotnik wasn't planning a huge scheme. Plus, Lupe had told Tails he could talk to her any time if he needed to when he had last visited her.
"Sonic?" Tails began, as the hedgehog continued to unpack. "I could go and see if Lupe has any special ointments that we could use for those mosquito bites."
"Hmm, sounds like a mondo cool idea," Sonic replied as he itched one of the bites on his arm. "You want me to come with you?"
"It's OK, I'll get Dulcy to fly me over."
"Alright, li'l bro. But be careful, okay?"
"I will" Tails smiled as he headed outside.
Tails eventually found Dulcy and explained the situation, using his ointment idea as cover.
"Sure thing, Tails. Hop on." The large dragon replied as Tails clambered onto the saddle upon her back. "Hold on!"
Tails held as tightly as he could, taking off always felt a little weird at first and this time was no exception, as Dulcy took a short run up in a clearing before flapping her wings and taking off into the skies.
"Whoooa!" Tails felt like his stomach had been left on the ground as they took off at a sharp angle, but it soon returned to him.
As Dulcy continued onwards, focused on where she was headed, Tails began replaying his previous meeting with Lupe. It was almost crystal clear in his mind. He had originally visited Lupe to see if he could get a pair of flip flops, her tribe made their own sandals and Tails didn't have any pairs and with the great war going on, he was unlikely to get any.
"Of course, Tails. I wouldn't mind at all." Lupe replied.
"Thanks. I'll pay you for them, or trade something for them."
"There's no need, our groups have always done favors for each other, it's the best way to keep our alliance strong."
"Well, if you're sure. Thanks." Tails smiled.
He had wanted the pair partially for practical use and even for pleasure too, his foot fetish was beginning to take full effect when he'd requested them. In fact, he remembered he hadn't collected them yet, a month or so had passed since then.
He then went back to his memory of his last visit. Lupe had begun asking his preferences for colour and style, although there was only so much she could do with the basic tools and materials.
"Okay, Tails. I'm going to need to measure your feet."
"Oh I know my size it's-"
"I need to do it manually, it's easier to make them this way."
Lupe began rummaging around in a large tribal pot nearby, searching for something to measure Tails' feet with. As she did the fox's eyes wandered down her long legs and stopped at her feet, almost completely exposed except for a pair of dark brown sandals with straps that ran up her shins. He didn't mind though, he liked shoes that still showed of parts of the foot. He watched her left foot as she bent it almost on tip-toes digging deeper into the pot, revealing just how shapely they were whilst Tails admired her curved arch and heel, lifted just centimeters off the soles of the sandal.
Lupe found what she had been searching for, a long thin white tape measure that her tribe had made themselves. Tails continued watching her feet even when she turned around. The way she swiveled around on the balls of her feet in one smooth motion to face in his direction looked incredibly sexy to the fox. The grey wolf noticed Tails staring at her feet as she walked over to him, but she didn't think anything of it.
"Can you take of your shoes please, Tails?"
Tails sat down on a wooden box behind him and removed his red and white sneakers.
"And your socks too, please."
Tails didn't mind having to remove his socks either, but at that time he was still a little shy about others looking at his feet. Lupe measured the length and width of each foot, making a mental note of each.
"Okay, done. You can put your socks back on your cute toes now," she playfully joked with a smile as she went back over the the pot to place the tape measure back inside.
Tails blushed at the compliment and looked back down at his unclad toes, he then gazed back at Lupe's.
"They're nowhere near a cute as the ones on your gorgeous feet."
As soon as he finished speaking, Tails suddenly realised what he'd said and how he'd said it. He'd meant to say it back to her in a joking way, although he'd mean it way more than he was planning to let on. But now he'd pretty much come out and told her he thought her feet were hot. Well, they were, but he didn't want her to know that's what he thought.
Lupe paused for a brief second and looked towards Tails, noticing he was now staring almost blankly at the walls.
"Thank you." She responded, with a murmured giggle.
Tails listened to her reply, there was no hint of awkwardness or embarrassment in her voice, it actually sounded as if she'd enjoyed the compliment. He removed his gaze from the walls and looked back over to her, resisting the urge to look back down at her toes.
"Is that why you can't keep your eyes off them?" Lupe asked with slight curiosity, as she gave her toes a quick wiggle.
"Mm hmm." Tails quickly answered with a nod, feeling a little bashful and taking a brief look at her toes from seeing them move.
"Do I detect a little hint of a foot fetish?"
This time Tails' reply was delayed with a long pause, but he eventually gave quick nod, still feeling timid.
"There's no need to be shy about it, Tails. It's perfectly natural, we all have our kinks. In fact a love of feet is quite common, or at least it is around our tribe."
"It is?" Tails responded with the slightest trace of shock in his voice.
"I've actually received much admiration for my feet and various 'offers' as well."
"So what did you do?"
"I politely declined," she let out a quick chuckle. "Although, I must admit I quite enjoy the attention they are given, I very often notice a few of them staring at my toes from the corner of my eye."
"It doesn't bother you at all?"
"Not a bit. It actually feels like a compliment, plus I must admit although I don't have a foot fetish, I do find it intriguing."
Tails left the regions of his memory and came back to reality as Dulcy swerved to the right, Tails suddenly realised they were almost there, he hadn't even been paying attention for most of the trip.
The finally arrived at the Wolfpack's base near the Great Canyon. Dulcy prepared herself for a landing, Tails prepared himself for a typically bad one. She began her decent and Tails held onto her tight, clamping his eyes shut as he felt them hitting solid ground with a bump, before skidding along a short distance. Dulcy quickly managed to correct her landing. Tails opened his eyes, surprised they both evaded being hurt or injured as he made sure the large dragon was alright.
After receiving an affirmative that Dulcy escaped unscathed, Tails ran off - still barefoot from the previous day - towards the cave to find Lupe. It wasn't cold inside the caves, it felt even warmer thanks to the flaming torches on the walls.
"Don't take another step!" A voice echoed from beside him.
"Hey hey, whoa, it's me, Tails. From Knothole?" Tails explained nervously as a torch was shoved inches from his face.
The dark brown wolf in front of him took a quick look at the fox's face, lit brightly by the torch for a few seconds before he pulled it away.
"Oh yeah, I do remember seeing you and a bunch of others from your group around here before. Sorry to be so aggressive, we can't take chances."
"Y-yeah, I guess," Tails cleared his throat, still a little shaken. "Can I see Lupe?"
"Sure, this way."
He followed the wolf through the labyrinth of caves, wide enough for him to walk side-by-side to the wolf, who only looked slightly older than him. Tails noticed him glancing down to the floor, taking a few good looks as the fox's sweaty bare feet as they continued walking.
"Just through there." The wolf pointed ahead.
"Thanks." Tails blushed a little, but still felt a slight smile grow on his lips, almost hoping the wolf was watching his feet as he turned the next corner.
The room he entered was one he'd been in before, it was well lit and the walls were covered with inscribings and hieroglyphs. He saw Lupe in the corner and walked over to say hello. Lupe was pleasantly surprised to see him.
"What can I do for you?" She inquired politely after greeting him.
"Oh, I, uh, just wondered if you had any ointments or something for insect bites."
He watched as she looked around to see if she could find anything, Tails started to become a little shy and reluctant to tell the real reason for his arrival, but then plucked up the courage.
"Weeeell, there was actually something else..."
Tails sat down and explained to Lupe about his predicament and how confused he was about his feelings for Antoine, she listened patiently, noticing Tails couldn't help but glance down at her sandaled feet a few times.
"I see..." She replied, pondering, as Tails finished.
Lupe walked over to the fox and sat next to him, a small gap between them both, whilst Tails stared to the side, his mind miles away. His attention was captured back as he saw and felt Lupe rest her feet in his lap. With his eyes open wide, almost in shock, he looked to his left at her, lying down with her upper body propped up by her arms and elbows.
"Wanna play?" She flirted.
"Wh-what?" Tails retorted.
"You can't keep your eyes off them, so let's see how your hands react."
"B.... y....." Tails stuttered.
"Go ahead, they're begging to be played with."
Tails still hadn't blinked once as his eyes left Lupe's and turned his attention back to his lap. He was little reluctant at first due to a combination shock and being unsure of Lupe's sincerity, but he soon realised she meant it as he blinked for the first time in what seemed ages.
He lifted up her feet, still dressed in those brown sandals, and he took a few sniffs, each one growing in length.
"Good?" Lupe asked.
"Mmmm, yeah." Tails' dreamy reply came.
"How do they taste?"
Tails didn't need to be asked again as he stretched his tongue down and across the top of each foot, licking them in one smooth motion, not even stopping for the straps on the sandal, that became wet with saliva too.
"Can I take them off?" Tails asked, referring to her footwear.
"You can do whatever you want with them." Lupe responded seductively, noticing Tails already forgot to answer her previous question, but she knew the answer by the look on his face.
Tails shifted his hands to her shin and untied the leather straps that ran up her leg enabling him to slowly remove the sandal from her left foot. Her foot rested back in his lap with the other and she gently rubbed them against it. Tails held the well worn sandal to his nose and inhaled softly, letting the scent slowly filter through, allowing him savour the smells of sweat, foot and leather.
He began removing her other sandal, repeating the process nearly identically as before, finishing once more by taking a long sniff of her shoe. Tails pulled it away from his face, taking a moment to look at the insole, spotting the deep toe prints pressed into the end from being in constant use. He brought it back up to his muzzle and licked along the toe prints, his tongue gliding in and out each dip, lapping up residues of sweat.
Lupe watched on with great interest as Tails placed the sandals to one side and went back to worshiping her feet, lifting them up from his lap. He clenched his legs together tight as he did, though, feeling his cock growing erect after her feet had massaged his groin.
His tongue was once more given a treat as Tails licked every inch of her foot, taking a trip from her heel, along her arches and finishing at the toes on each foot numerous times. Had he been licking envelopes his tongue would surely be dry and sick of the taste by now, but the saliva kept pumping and the taste of her soles on this humid day never became bland or boring.
With her feet now almost completely sodden, Tails payed some attention to her big toe, placing it in his mouth and circling his tongue around it before sucking on it gently and then removing it from his mouth like a lollipop. He made sure every single toe received the same treatment, before finishing and holding up her feet up and lovingly burying his face in them.
"Mmmm, they are out of this world." Tails complimented, feeling relaxed as he released them from his grasp.
"Thank you," Lupe chuckled, before firing a question at him. "Do you love me?"
"Wh... huh?"
"Do you love me?" she repeated.
"Well.... I really love your feet, Lupe!" Tails responded, trying to dodge the question.
"But you don't have any feelings like that towards me?"
"N-nnno." Tails sheepishly answered, scared he'd offend her.
"And do you now feel the same way you did after you had some fun with Antoine's feet?"
Tails paused and thought hard.
"Yeah I-I do!" Tails realised.
"And..." Lupe tried to help Tails come to the conclusion himself.
"So this isn't a crush on Antoine, it was just lust for his feet?" Tails said, half asking and half stating, unsure if he was actually going down the right track.
"That's how it would seem." Lupe gave Tails a warm friendly smile.
"You're right, it is." The excitement in Tails voice came as his mind suddenly became clear. "Did you do all that just to help me realise this?"
"That was the plan," she laughed.
"Thanks, Lupe!"
Tails lept up and gave her a huge hug, but sat down quickly when he realised his erection was still present as he smothered it between his legs once more, fortunately Lupe hadn't noticed it.
"That feels like such a weight off my mind. I wish solving all problems was as fun as that was."
"I'm glad you liked it," Lupe stood up, still smiling. "Oh, I almost forgot!"
The grey wolf stood up, not bothering to put her sandals back on and strolled to the other side of the room. She picked something up after a short search and headed back towards Tails with a pair of black flip flops in her hands.
"Oh wow, you made them! They look great." Tails' smile grew slightly larger.
"Here, let's try them on."
Lupe knelt down at Tails' feet, but halted as she was about to put the them on for him and noticed his soles were dirty.
"What's wrong?" He asked, unsure why Lupe stopped.
"Your soles are filthy" She examined getting to her feet and walking back to the other side of the room. "You don't want to get your new flip flops dirty already." She returned back to him with large wooden bowl filled with water.
"Oh yeah, I've been walking around like this for over a day now."
Lupe knelt back down at his feet and bathed them, giving gentle but firm scrubs on his soles to get them clean. There was a silence for a while as she did this, not an difficult one but still noticeable, Tails decided to break it, saying one of the first things that popped in his head.
"So... did you like having your feet worshiped?" The fox was a little shy about asking and it was clear in his voice.
"Well," Lupe started, pausing for a second as she thought about it. "It was quite nice, yes. I do have to admit that a little part of the reason I used that method to help you was because I was curious how it felt. And you're really the only one I trust with something like that."
"I don't fully understand what you mean."
"I've wanted to experience that for a while, like I've told you before, I don't have a foot fetish but it just really intrigues me. It's just that I wouldn't really feel comfortable with anybody in the tribe doing that with me on my first time."
"What's the difference?"
"They're always staring down at my feet, every day I get it at least once from the same guys, even a couple of the girls too. It's not that I don't trust them, I just felt like I needed to do it with someone who wasn't around much."
"Hey, I guess I do kinda know what you mean, that's how I felt about talking to somebody about my problem with Ant."
Lupe finished up bathing Tails' feet, his soles were now clean as was the rest of his foot.
"There!" She said, placing the bowl to one side and wiping her hands and Tails' feet dry with a rag nearby.
Tails looked down at his feet, they felt refreshed and relaxed after that. Lupe joined Tails in admiring his feet, giving them a curious stare.
"You know, Tails." Lupe lifted Tails' left foot up to her face with both hands and gave his toes a subtle kiss. "I'm also eager to find out how it feels from this side too."
"I guess I do owe you something in return." Tails flirted back.
His right foot slowly raised up and joined the left one at Lupe's muzzle, they exchanged a quick glance and a smile and then she looked at the gift in front of her. She took her time in getting started, there was no need to rush it, especially on her first time, and she started with a little foreplay for his feet with some more gentle kisses on the tips of his toes. The kisses started out as light pecks but soon turned into fuller, wetter, more passionate smooches as she then made her way up the top his foot, halting at his ankle.
Lupe stopped and pulled her head away from his feet, Tails thought she wasn't enjoying it that much and had changed her mind, but before he could say anything she went straight back for them after reclaiming her breath and composure.
This was not only a first for Lupe, but also a milestone for Tails too, he'd never had his feet worshiped before. The bulge that began to grow between his legs again was physical proof he was enjoying it. His toes were kissed once more followed by a detour down his soles, as she reached his heel, Tails felt her moist tongue slowly glide back up the length of his peds. It tickled ever so slightly, but not enough to induce giggling, it felt fantastic.
Both soles received slow purposeful licks front the bottom to the top, one at a time, drenching them in a thin coat of saliva. His toes became the next target as Lupe swirled her tongue around them, slowly weaving around each one in a series of chicanes. Returning at his big toes, both side by side, she wrapped her lips around them and began gently sucking on them, combining it with laps from her tongue whilst they remained in her mouth, a technique she felt Tails treating her toes to.
Tails' boner was still tucked tightly away between his legs, as his toes were sucked on he was struggling to resist the urge to grab his cock in his palm and fap like crazy. He knew he couldn't with Lupe there, so he compromised with his urges and ever so slightly made tiny thrusts back and forth, massaging his foxhood between the top of his thighs.
His now moist toes were freed from Lupe's mouth, shimmering a little as the light reflected off of them. Her tongue journeyed along the side of his right foot and stopped at the beginning of his arch, she began kissing and sucking passionately. Moments later she guided her wet lips across his arch and back towards his toes once more and began making out with them again.
Tiny droplets of precum had began leaking from Tails' cock and smeared against the inner side of his legs, lubricating his thrusts. He thought about stopping as the excitement in his groin grew larger, but he couldn't help himself and he was still even managing to resist jacking off properly.
Suddenly, a decision was made for him as his lubed thighs lost any grip on his cock they had left and it sprung from his legs and sat up in his lap, pointing to the sky like a rocket. He took a quick glance back towards Lupe with slight panic, her eyes were still focused on his feet, he looked back at his cock again. Now what? He didn't know whether to hide it again and risk Lupe seeing him doing it out the corner of her eye or just leave it and hope his stiffy wore off. He'd leave it, he thought, it'll probably go.
It didn't go, though. If anything, it felt like it was getting harder as he watched Lupe sucking on his big toes as before. Tails was once again forced to suppress his desire for a little masturbation, will power, that's all it would take, he repeated to himself.
Any thoughts of a fapping quickly vanished as he felt the muscles around his groin setting themselves in motion for ejaculation, the fox paused hoping it would stop. No such luck as the feeling began growing, creeping slowly from his balls towards his shaft, the pressure building up stronger and stronger forcing Tails to tense the muscles in the base of his cock to try and stop himself from erupting like volcano. Tails continued trying to hold it in, not relaxing once and it was working! He could feel the pressure ever so slowly decreasing, a little longer and he wouldn't have to worry anymore.
Lupe continued bathing his toes in her mouth, but then released them and turned her attention to his soles once more, giving slow sensual circular licks with the tip of her tongue. Tails almost melted with delight, his soles were the most sensitive part of his feet, maybe his whole body, and the stimulation it gave him was out of this world. The pressure in his shaft grew rapidly intense, Tails was caught halfway between an orgasm and panic, he tried to hold it in but the feeling continued growing upwards, stalling for a moment almost as if the trigger was slowly being squeezed.
His efforts proved futile and his cum blasted from his cock with great force, ironically only helped along by his attempts to hold it in, as it shot into the air at a high trajectory. Time seemed to go in slow motion as Tails watched the trail hang in mid air for what in reality was were milliseconds, he feared the inevitable as it began it's decent landing with a quiet splat on Lupe's face and in her hair. A second less powerful shot came seconds after the first, not traveling as high as the previous one but still landing on Lupe's muzzle. Two more quickly followed, each one less in force and quantity than the one that preceded it, but still reaching Lupe's face, with exception of the final ejaculation, which landed just short of his toes.
A mixture of horror and embarrassment was plastered over Tails' face as he looked down at Lupe, she paused in her tracks as soon as the first load landed on her face. She remained motionless for a few more seconds before slowly looking up at Tails, with his foot still in her hand. Tails was expecting her to be angry or annoyed or something like that, he didn't know what exactly but he felt this wasn't going to be easy.
"I-I'm so sorry, Lupe!" Tails quivered, his sincerity was clear to see on his face.
No reply came from Lupe a she stared at him for a moment, not letting her eyes leave his as she put her tongue out as far as she could and licked around her lips and muzzle, collecting some of the semen. Her tongue returned to her mouth and Tails watched her swallow, she then lowered her head back down to his foot and lapped up the small puddle of cum, swallowing it once again.
"It's okay, Tails." Her reply eventually came as she raised her head up, with cum slowly dripping down the side of her face. "Please don't be ashamed or embarrassed, it was my fault, I asked to lick them."
This helped Tails a bit and he sensed no awkwardness from her, but he still couldn't help feeling this way.
"I guess if I look at it another way, that means I was doing pretty well?" Lupe continued, wiping the spooge from her face with a rag.
"Hehe, yeah. That was awesome, it felt great." Tails slowly began to realise nothing had changed between them and felt a huge relief.
Lupe examined her reflection in a small makeshift mirror. Noticing the strands of cum in her hair she proceeded to wipe it with the cloth, removing the cum, but it still left that part of her hair looking wet, but she couldn't do anything more about it. She checked her face one last time to make sure the semen was all gone.
"Did you like it?" Tails asked.
"It was quite good, I have to admit. I do kind of get what you like about it, now."
"I personally love worshiping them when they're a little sweaty."
"Maybe next time you come back you could let me have a little demo of that."
Tails smiled and received one in return from Lupe, he noticed his new black flip flops near his feet and slipped them on, the thong resting between his first two toes. They fit perfectly, the exactly size. He stood up, his weight being put on the half an inch thick soles, and he took a good look at his feet. He ran over to Lupe and gave her a big hug.
"Thanks for these, Lupe! And everything!"
"Anytime, my friend. Just remember you can come back if you ever want someone to talk too."
Tails held the hug for a little longer and after saying goodbye to each other, he made his way out the caves, with the sound of his flip flops slapping against his soles echoing through them.