A Former Captor
The story contains yiffing (AKA Sex). If you're under 18 year old do not read this. If you do, then it was by your choice. I gave you a waring.
I own none of the characters used in the following story.
Miles "Tails" Prower-Sega Team
Fiona Fox-Archie comics
Scourge the Hedgehog-Archie comics
A Former Captor
Tails was on his way to his workshop located in the Mystic Ruins. He had just finished his routinely warm-ups with Sonic and Knuckles and had become very tired.
So tire that he had walk the rest of the way home through the GreatMobiusForest. He knew the forest like the back of his hand. He could have flown his way home, but two really sore tails prevented him from doing that. He started to massage his sore tails to help lessen the pain a little.
It did for a little bit but, it only caused them to hurt more.
"Man that is the last time I let those two talk me into flying while carrying weights. I could have broken one of my tails." Tails hissed as he continued walking.
Though Tails is used to carrying plenty of stuff in the air, including both Sonic and Knuckles at the same time, they suggested that Tails should add a couple of pounds. Just so it would help him fly faster.
It was a good idea at first. But this time, Knuckles decided that Tails could manage with twice the weight. Long story short, Tails manage to hold up at 40 feet in the air for 2 minutes before his tails gave out. Sonic managed to catch him just in time. Afterwards he got pissed off at Knuckles for being to hard on him.
Putting that aside, Tails was pretty much not paying mind to his surroundings as he continued on his path to his workshop. He kept on massaging his tails along the way. It only mad e him focus more on the pain and less on the forest. It was getting late as the sky that was as once orange, started to turn dark blue.
Tails already took this into account. "It's getting pretty dark," said Tails,"Good thing I am almost to my workshop, then I can rest."
Sadly, unknown to Tails, someone had been following him through the forest for the past few yards. Tails would have probably heard them following if he hadn't been massaging his tails along the way. The figure had stayed a close distance and took cover behind the trees incase Tails ever caught on that he was being followed by someone.
Tails had finally reached the end if the forest. His workshop was in hind sight.
"Finally now I can get some sleep." He sighed in relief.
Behind Tails the figure had saw their opportunity too attack and took it.
The figure had jumped from a tree and land right behind Tails.
"Huh...?"
Tails heard someone landing behind him. But halfway as he turned around, the figure had pinned both Tails' arms behind his back and had a secure hold of him. This prevented Tails from trying to struggle or fight back.
Tails' means of escape were cut, he was at lost ends.
He only had one other means of escape.
"HELP, SOMEONE, ANYONE, HELP ME!!"
Tails' captor was prepared for this. They took out a small cloth from behind them.
"HELP SOOOONNNI...MPHHHHH!"
Then put it to Tails face covering his mouth and nose.
Tails began shaking head around vigorously in order to break free and continue calling out for help.
As Tails continued to fight, he noticed something. A smell. A familiar smell that was coming from the cloth. It was pneumonia. But Tails was in no condition to prevent himself from inhaling the fumes.
"MPHHH...HPHH...Somps...mphhhh....pmh..."
Darkness overcame Tails' eyes as he became unconscious for breathing in the pneumonia.
Tails' captor released him had let Tails' body fall to the ground. The captor smirked while looking over the two tailed fox.
"I always told you Tails...You can't count on anyone."
Was all Tails' captor said before Tails' body was carried off to an unknown location.
"..."
"Wakey wakey." A voice said.
He tried to move, but his wrists pinned to a wall. He wasn't going anywhere. Aside from that, our two tailed kit began regaining concussion. As Tails opening his eyes, he was able to make out the voice telling him to wake up.
"ughhh...F...Fiona??
Tails was still slightly dizzy, but he recognized that voice.
Fiona Fox. Tails first crush. She was the one who knocked him out and kidnapped. Tails soon became afraid. He was being held hostage by his first crush, he didn't know were they were and he didn't know why she took him in the first place. Sadly this wasn't helping Tails at all. He never held a grudge against Fiona, even after everything she put him through. Tails still even had feelings for her.
"Hello, twerp!" Fiona greeted Tails.
"Whuh...Where am I!? Tails shouted right back at her, giving the impression that he wasn't scared.
Fiona easily saw through at Tails' pathetic minor act of bravery and giggled. She found it amusing and kind of cute.
Tails blushed as Fiona laughed at him.
"We're where no one can hear you scream, ya little freak."
Tails gasped in shock and horror. He knew the owner of that voice too. The owner of that voice was the reason Fiona betrayed the Freedom Fighters, why she slapped him. But most importantly... He was the reason Fiona broke Tails heart.
It was none other than Scourge the Hedgehog.
"You take care of the kid babe. I've got myself some bigger fish to fry."
With that said, Scourge left the room just as fast as Sonic would if he heard the phrase, 'free chilly dogs.'
During the emerald green hedgehogs departure, Fiona pondered over all the things she could possible do to Tails. While she was in deep thought, Tails was trying to read her facial expressions. He thought it might help give him a clue as to what she was going to do to him.
"Well, well. Your all alone with me now Tails."
With that said, Fiona gave Tails one question fearful question. "Now, what can I do to break you?"
When Fiona emphasized the word ," break" Tails was beginning to blush and sweat at the same time. On the inside, he was freaking out over what she had told him. On the outside he just completely scared and nervous.
To Tails, being held prisoner, by Fiona no less, it was making him aroused. His penis was becoming erect and he was having trouble clenching his legs together to keep it hidden.
Fiona saw what Tails was trying to do. She then, had a seductive, yet lustful look in her eyes.
"Heh...It's actually almost kind of cute..." Fiona reached out and grabbed Tails' cock.
Tails gasped at the feel of her hands slowly stroking him to harder than he already was. Snaking her had from the base up to the tip and back down to the base again
'Ohhhhh my gosh...' Thought Tails as he slightly arched his back while Fiona continued to pump him.
"Even as I hold you hostage...You still have pathetic little feelings for me? Tails didn't answer, but he a submissive look in his eyes. Fiona continued using her dominate attitude over the two tails fox.
"I bet I don't even need to keep you tied up, do I Tails?"
Fiona got her answer by the look on Tails' face. It was a mix between fear, arousal, and embarrassment.
Much to Tails' displeasure, Fiona withdrew her hand and walked over to a lever on the wall. She pulled it down, causing the shackles around Tails' wrist to disappear. The two tailed fox fell to the floor, but didn't move.
Fiona began to take off her yellow jumpsuit, giving Tails a little strip show just to tease him. She unzipped the suit just enough to pull one of her arms out. When both arms were free she slid the rest of her jumpsuit down off her slender body in a slow motion just to keep Tails' attention.
All Tails could do was stare at her body. From perfectly slick mourn with a yellow bow, to her beautiful round budded breast. Fiona was always a flirty teaser, but she always had the body to prove it.
'Looks like the twerp is getting anxious. Let's see how good this little nerd can be.'
While Tails keep eyeing the seducing vixen, Fiona walked a few steps away from Tails. She lowered herself onto her hands and knees. She turned her head lightly already knowing that the two tailed kit was still waiting with anticipation.
Tails was getting rather anxious from Fiona's constant teasing. Not that anyone could blame him. Tails slowly reached towards her furry wiggling ass before...
"I could use a good licking. Come here." Fiona raised her tail up giving Tails a full view of her pussy and tailhole. The two tailed fox was slightly hesitant before lowering his head and started to eagerly lap at Fiona's pussy.
The vixen shuddered in pleasure. Tails wasn't bad for his first time, but he wasn't the best. "No, no Tails. That one is for 'good boys'. The other one.
Tails switched from licking Fiona's pussy to her tailhole. Tails gently held Fiona's ass cheeks apart so that he could press his face closer. His warm tongue touches her tailhole with an upward lick.
"Ahhhh...Much better." Fiona sighed in ecstasy as the two tailed fox began his rim job. Tails started with a few slow strokes around the outside, getting her all warmed up. Tails' tongue felt so good against her ass that Fiona's tail was wagging uncontrollably. So much that it would accidentally hit Tails in the face.
"Mm, yes Tails, Keep going."
Tails glided his tongue against the red vixen's tight pucker causing her to moan slightly. He suddenly stopped licking and began to push his tongue deep into Fiona's ass, making slurping noises as he was lubing her up with his tongue.
"Deep...oh...deeper..." Fiona continued to make pleasurable sounds while Tails licked her. She sighed resting her head on her hands and leaning forward on her elbows, causing her butt to raise higher giving Tails a new angle to lick. She decided that since Tails did such a good job licking her, she should reward him.
"Mmm. Not to shabby, nerd. You deserve a treat for doing so nicely. Bend over twerp."
Tails folded his ears down and pointed to himself in confusion. He was going to question her, but he held his breath and followed Fiona's command. Now Tails was on all fours and Fiona was behind him.
"Since you did good cleaning me, I should do the same for you." Fiona leaned both Tails' tails forward and out of the way. She lightly spread Tails' cheeks and went strait into his asshole.
"Ahhh...F-F-Fiona..."
Tails blushed from embarrassment. He has never had his tailhole licked before. It felt really weird, but in a good way. Fiona was running her tongue in a circular motion. Wetting every in of Tails' inner walls with her saliva. Tails could only shudder from the feeling of the vixen's tongue.
"F...Fiona...please...d...don't stop...it...feels really...good!"
Tails was groaning in delight in his last statement. If this was any other girl, this would be awkward, but something with Fiona doing it to him just gave a sudden craving for more. He was really enjoying the feeling Fiona's tongue. Maybe even a little too much.
Fiona heard the foxes cry, and stopped licking. "You like it when I play with your ass don't you Tails?" Fiona asked
"Yes I do! I love it! I love it so much that... I...I...I'll do anything you say!
Fiona had a sinister smile on her face now. "You will do ' ANY I SAY,' Tails?" Giving his rear a firm smack.
Tails yelped in pleasure from his spanking. Instead of relying he vigorously nodded. He didn't care what she going to do him anymore.
Fiona came up with one more "punishment" for the two tailed fox. But she couldn't do it with him still bent over doggie style.
"Sit up against the wall, spread your legs, and put your hands behind your back."
In less than a minute, Tails was already following his orders, being up against the wall sitting down. Fiona knew Tails would obey like a good boy, but that didn't mean she would trust him fully yet. The red vixen went back to the lever and pulled it back up. Then a pair shackles appeared around Tails wrist once again. Though the fox couldn't see them, he could feel them as he tried to struggle and move his arms.
Fiona was enjoying the sight of Tails struggling; she found it amusing and slightly adorable. She walked over to Tails, kneeling in front of him between his legs
"I want you to tell me when you're about to cum Tails. Tell me before you cum, not while you're about to. Got it twerp?" Tails again nodded his head in obedience.
"Good."
Fiona took her left and moved it to her muzzle. She then slid her middle finger in her mouth, sucking and coating it with saliva. Running her soft tongue along the furry appendage making slurping sounds as she went. Tails was confused by her actions, but he didn't say anything.
Fiona than started doing a thrusting motion with her finger. It wasn't going too far down her own throat to cause her to gag. Just enough to get her finger really wet.
After a good while sucking on her middle finger, Fiona pulled it from her mouth, moved it to Tails' anus and started fingering him. Tails was begging to hiss in pain, his inner walls were closing around Fiona, squeezing it, trying to push it out. She was pushing in slowly ever inch of her finger. The further Fiona went, the more it hurt Tails, but it only made her more amused.
'Hmhmhm...He has such a tight tailhole.'
'Ah...Her finger is b...b...big...Ohhhhhh.'
Fiona kept sliding her finger until she hit Tails' prostate. As soon as she hit his inner flesh wall, Tails bucked his body.
"Relax your muscles Tails and his will feel a lot better. Tails did as he was told and calmed himself. Now the pain was lifted and all he felt was pleasure. With free access inside his anus, Fiona pulled her finger out halfway, and slid it back in rhythm. Tails was taking deep shaky breaths as his body was trembling in ecstasy. The feeling of being finger fucked was just too good. Tails' cock was beginning to leak pre-cum as he was just about close to cumming.
"F-F-Fiona...I'M GONNA CUM!!"
Fiona stopped her finger thrusting and pulled out of Tails' anus.
"Good, now let's see how long you can last before you bust"
Fiona decided that she should test the fox's endurance level. Judging by the way he was breathing, it wouldn't last long. She straddled his waist and lined her tailhole with his precum dripping cock. Lowering herself until she touched the tip.
"I said my pussy was for 'good boys', but that doesn't mean you can't fuck my ass Tails."
With that Fiona lowered herself further onto Tails' harden member. Tails groans at the feeling of Fiona bottoming out his dick. The vixen sat down on the harden cock no problem, since her tailhole was still slick from Tails' saliva from earlier.
"Inch and a h...half thick, and s...seven inches l...long. Not bad....squirt."
Fiona stuttered as she underestimated the size of Tails' cock. For eleven years old he was pretty big.
Tails' back immediately arched gently as the sheer tightness and warmth of her body threatened to dissolve any control he had. He was already dripping pre and this only mad it worse.
Fiona started riding Tails with no intention of stopping. Tails' body bucked slightly from the torturous pleasure. He was trying to thrust upward when Fiona came down on his cock, but to know avail. It took a couple of humps, but the two tailed fox managed to thrust in sync with Fiona.
"Oh...yeah Tails. Fuck me...Fuck me nice and ... h ...hard."
Fiona put her hands on his shoulders and added more force to her drops. This caused Tails' ball sack to smack Fiona's rump when she came down on him.
Tails had a strong tingling sensation coming from his member. His orgasm was coming and a big one too. A blush burned his face as he was not able to prolong himself from cumming. Fiona's orgasm drew close too. She hasn't came yet and was just as riled up as Tails.
"FIONA, I'M GONNA CUM!!"
"ME TOO! OH FUCK!!"
Fiona did one final drop onto Tails' cock before her fluids gushed onto Tails' chest and his groin. The massive orgasm she put herself through pressured her body sending shivers to her spine and trembling with pleasure. It only lasted less than thirty seconds though.
Tails was a different story though. Tails' cock unloaded thick hot streams of fox cum into Fiona's ass. The fox's climax went for about a minute in and a half. His orgasm continued to shoot insider her coating her insides with his seed. As the climax worn down the streams of lessened more and more until Tails stopped cumming. The pleasure wore out his energy and he passed out from the pleasure.
Fiona stood up over the sleeping fox with his seed slowly oozing out of her anus. She leaned towards his face and gave him a small peck on the cheek.
"Maybe I can convince Scourge to let me torture you whenever I want."
With that Fiona got dressed and left Tails in his holding cell. Unconscious... again, but covered in his and her fluids.