WARNING! WARNING! THIS CHAPTER CONTAINS INCEST BETWEEN ROSEMARY AND TAILS. IF YOU DON'T LIKE INCEST THEN DO NOT READ THIS CHAPTER! I just want people to know for like the millionth time that I don't support incest in real life, and just because I write about it doesn't mean anything. Continue reading if you want, but please do not attack me for an incest scene. If you don't like incest, then don't read. It's very simple. That goes for all of my fics in general.

Tails awoke with a shuddering yawn. He had never felt so tired in his entire life. He snuggled into the blankets and pillows of the bed, wanting to return to dream land. But just as he was about to nod off again, he was shaken awake by someone shaking his shoulder.

"Don't fall asleep on me again foxy. The nights still young" a voice rang in his ear.

Blinking his eyes and scratching the back of his head, Tails slowly sat up and looked around. Upon realising that he was not in his bedroom, his memories flooded back into his mind. Looking to his sides, he could see Rouge and Fiona next to his sides, looking up at him with seductive expressions.

"Have a nice snooze?" giggled Rouge.

"Y...Yeah" said Tails "S...Sorry, I didn't mean to fall asleep."

"Relax honey, neither of us are offended" giggled Rouge "Now I was wondering if you could do me a favour?"

"Oh? What?" asked Tails.

"Remember Tails, you get to be entertained by three pairs of girls tonight" said Rouge "You still have one more pass before you can leave. And Vanilla called me before I sent for you. She wanted to spend some time with you."

This was partially a lie. Vanilla didn't call her, she called Vanilla. It's not that Vanilla didn't want to see Tails, but if Rosemary was going to get what she wanted, then Rouge would have to lie to the fox, which she didn't like doing. But it wasn't going to hurt him, besides, the best lies are those sprinkled with the truth.

"She did?" asked Tails, remembering the first time he was with Vanilla. That rabbit had curves for days, she was easily one of his top favourites at the brothel. How could he refuse this? Plus another girl would be with her? That was a serious score. The girls giggled as he practically leapt out of the bed.

"Hey" said Fiona "Aren't you going to say goodbye to us?"

"Oh sorry" said Tails, embarrassed that he let his excitement get the best of him and forgot his manners "I'm sorry if that looked immature, I do like you girls too. I..."

"It's okay sweet stuff" said Rouge, holding up her hand "You came here to enjoy yourself. So go enjoy yourself. Just don't forget to drop by again when you come back another time."

"I promise" said Tails, giving the girls a kiss on the cheek.

The two of them watched as the two-tailed fox left the room, on his way to Vanilla's. If they were being honest, both of them felt rather nervous for Rosemary. This was it, this was the final step. If Tails refused, then all the work they put into this plan would have been for nothing. They would understand if Tails refused of course, it was frowned upon to engage in sexual intercourse. But Rosemary needed this, and she didn't trust her feelings with anyone else but her son. In the end, it was Tails's choice, and the two of them hoped he would make a good one.

After a little bit of walking, Tails had reached the room of Vanilla the rabbit. As stated earlier, Vanilla was easily the bustiest female in the entire brothel. It excited him that Vanilla wanted to see him tonight. He knocked on the door and waited for the rabbit milf to open up. The door creaked open and there she stood, the curviest employee in the brothel by far, Vanilla the rabbit. Tails nearly got a nosebleed from what she was wearing.

The rabbit milf smiled down at him with a kind, almost motherly smile, with a hint of saucy mischief behind it. But what she was wearing was what caught his attention. She was wearing a yellow lingerie that was a couple of sizes too small for her. It really emphasised the size of her breasts, they stretched out the fabric to the point where it looked like the slightest movement would cause it to rip. Her belly was completely exposed and the panties she wore clung to her body like a second pair of skin. It really did nothing to hide her massive ass.

"I was expecting you" said Vanilla, giving a slight shake of her body to entice the fox.

Tails looked away, slightly embarrassed by this. Vanilla only giggled and took him by the arm and brought him inside her room, shutting the door behind her.

"Now, now Tails" said the motherly rabbit "There's no need to be embarrassed. You've seen all of me before haven't you? So why should you cover your eyes now?"

"Sorry" said Tails, seeing logic behind her reasoning "It's just... I wasn't expecting to see you dressed like that. Can I say, it really makes you as beautiful as it does make you sexy."

"Oh you flatterer" giggled Vanilla.

"So I know you wanted to see me" said Tails "And I know the rule is two girls pleasure me. But, I don't see Cream here."

"Oh... no little fox" giggled Vanilla "Cream's not going to be joining us."

"Why not?" asked the fox, who really thought Cream was the obvious choice.

"Because I have someone else in mind" said Vanilla "Someone who has shown a particular interest in you. But before I show her in, I'll need to tie you down to my bed."

Tails decided to not argue, even though he wanted to know who this mystery girl was that Vanilla had in mind. He walked over to her bed and laid down in an X position, giving Vanilla an easier time to tie all of his limbs to the bed. He flinched in pain as he felt the rope tighten around his wrists and ankles. Vanilla noticed this and kissed his forehead with a motherly attitude and smiled sweetly at the fox.

"Now you just wait here while I go get my friend" said Vanilla, stepping out of the room.

Tails waited patiently for Vanilla to return. He wondered who Vanilla was going to get. There were so many other girls other than the four he had just been with. Rouge, Fiona, Blaze and Mina were out considering he was just with them, and Cream was also out since Vanilla deconfirmed it herself. He knew about all the other girls who worked here, just who was Vanilla going to bring in. The remaining options were Sally Acorn, Nicole, Amy Rose, Julie-Su, Hershey, Honey, Tikal, Cosmo, Marine, Lupe, Sticks, Lien-Da, Shade, Lara-Le, Tiara, Aleena, Sonia, Bunnie and Tailsko, a female fox who looked exactly like him for reasons no one knew why.

All of these girls were extremely hot and alluring in their own way, practically anyone who joined Vanilla would be fine by Tails. Then again, perhaps a new girl had just joined tonight and were beginning their work with Vanilla as their mentor. He was about to find out just who would be joining him and Vanilla, as he heard two pairs of footsteps returning towards him. Vanilla walked into the room, along with someone behind her. His eyes immediately shrunk in surprise and shock as he looked the figure up and down.

It was his mother, Rosemary. This was the last person he was expecting. He stared at her with a mixture of horror, and slight arousal. She was basically wearing what Vanilla was wearing, except her's was blue. She was not staring at him with a look of seductiveness, but rather a slightly nervous expression, with a bit of excitement as well.

"Hello Miles" she said.

"M...Mom?" he said, staring at the vixen "W...What're you doing here."

"Looks like we have some explaining to do" said Vanilla "Rosemary, why don't you tell your son why your here."

"D...Did you come here to have sex with me?" said Tails incredulously "NO! I don't want to, let me out."

This had turned from a dream, into a nightmare. He was fine with having sex with anyone, even a girl who had a rather unsettling look alikeness to him. But when his own mother was being presented, that's where he had to draw the line. He struggled against his bonds, not wanting to do this.

"Miles, just listen to me" said Rosemary "Please just hear me out before we let you go."

Tails stopped struggling and looked up at his mother with a look of disapproval. He wasn't exactly mad that his mother was working here, it was moreso that she was here to have sex with him. To step over a line that should never be stepped over. Rosemary saw this and her look changed to one of sadness as she walked over to the younger fox and knelt down on her knees next to a bed. She put an affectionate gentle hand on his head, asking for Tails to look at her. He did, but he still looked reluctant to go forth with what was clearly being implied.

"Listen Miles" said Rosemary "I know this is wrong on so many levels. But... ever since your father passed away, I've just been so lonely by myself with no one to help relieve the fire within me."

Tails's own look softened as she mentioned Amadeus. He missed him too, but he didn't even think about how much this would affect his mother. Not only would she miss him just as much as he did, but she would also have no one to scratch her itch whenever she needed it. It felt weird to think about his parents like that, but it suddenly made him feel sorry for his mother.

"Then... why didn't you just go... find another lover?" asked Tails, his expression softening as he looked at his mother.

"Well, you see Miles" said Rosemary "I don't think I want a new lover. At least not yet."

Tails sighed with relief. So that wasn't the reason why she was here with him. But she still clearly wanted to have sex with him. Even though Vanilla seemed nonchalant about this, meaning she wasn't judging Rosemary for her choice. But it was still just too weird for him.

"But my itch is just driving me crazy Miles" said Rosemary "But... I don't trust anyone else to help me scratch it without using me. I think sex should be meaningful and for enjoyment from both sides. And I only put that trust into two people. Your father, who sadly cannot provide that anymore. And you Miles. I know this is wrong, but you've always been so sweet and kind. And when I heard you were visiting this place. I thought this was the opportunity for me to finally relieve myself. And when I heard from Vanilla and a select couple of other girls about how good you are, I just know your good for me."

Tails stared up at his mother at surprise. Even though he was reluctant to do this at first, he had to admit. His mother's story was very touching and had moved him. How could he leave his mother in pain like this? If Amadeus was still alive, she would have probably turned to him to help her. But now he was dead, and thus, he was the only person she trusted.

"Look Tails" said Vanilla, stepping in "I know it's hard for you to have sex with your mother. But just look at how horny and desperate she is. But she doesn't want straight sex Tails. She wants love. And while she's not looking for a relationship with you, I know she loves you Tails, and you love her back."

Somehow, both of their words resonated with Tails. He looked back up at his mother. She was relieved to see that he no longer looked reluctant. Rather, he looked eager to please her and make her feel something she hadn't felt in years.

"Mom" he said "I'm sorry... for just shouting you and Vanilla down for not wanting to have sex with you now. Even though this is a line that's never to be crossed, I would be happy to make you happy. Because that's what I want you to be."

Rosemary didn't even respond. She took her hands and placed them on her son's cheeks and pushed her lips against his. Tails's eyes widened in surprise as her mother kissed him. He was given kisses by his mother before, but not like this. Yet, it felt so good. He kissed her back, wishing his hands weren't tied down so that he could wrap his arms around her, to hold her, to please her. She soon broke the kiss and looked at her son, this time with a more seductive, predatory look.

"I know I said I wanted to do this to make me happy Miles" she said "But I'm still your mother, and you need to be punished."

"WHAT!?" yelled Tails, perplexed that her mother had poured her heart out to him and was now punishing him for seemingly no reason.

"I didn't raise you to go into places like this to sneak your hands into a girls panties" giggled Rosemary "You naughty boy."

Tails eyes shrunk suddenly. This was true.

"W...Wait" said Tails "It wasn't my idea. I swear Sonic, Shadow and Knuckles dragged me here."

"Oh Tails" giggled Vanilla, stroking the fox's head "You take everything too seriously. She's only playing."

"Yes" giggled Rosemary "After all, it shouldn't just be meaningful. It should be fun too."

"Oh" said Tails, blushing and remembering that Rouge and Fiona kind of did this as well "Right."

The two milf's gave a couple of laughs and stood up, letting Tails see all the goods. Getting past the fact that Rosemary was his mother, Tails had to admit, she was definitely alluring. Her lingerie, like Vanilla's, was too small for her, making it cling to her body and make all of her curves sexier. Her breasts, while not as big as Vanilla's, were still nice and big and he was certain his whole hand would not be able to wrap around one of them. Vanilla of course, was still as sexy as ever, with breasts not many others could compete with.

Both of them were wearing sultry looks, clearly showing that they were serious. Both of them were sexy as fuck. They had wide, curvy hips, sexy breasts barely covered by their lingerie's and there were dark patch's slowly growing in the middle of their panties, indicating that they were getting wet.

"As punishment, me and Vanilla are going to have a ton of sexy fun without you" Rosemary said in a teasing manner.

"Sorry Tails" shrugged Vanilla "I would pleasure you. But Rosemary is your mother, and if she's punishing you, then you have to take it like a proper man."

He knew this was just an act, but this was still truly cruel. Being tied down to a bed, unable to move and forced to watch these two pleasure each other without getting some action himself was torture to a man, he was no different. Yet, their words seemed to give his dick a positive reaction as it was now standing at full attention, not unnoticed by the two sly milfs.

"Maybe if your good and take the punishment well, we will reward you" said Rosemary, running a single finger over his erection.

Luckily, Tails was just with Fiona and Rouge, meaning he knew that they were saying the truth. If he did as they say, he would be rewarded with pleasure. It was a little mean but oh so hot and sexy.

Stepping away from Tails, the motherly fox and rabbit placed their hands on each other's shoulders, closed in and locked their lips together. Like every other pair Tails had joined tonight, Rosemary and Vanilla made a point to make sure Tails could see their tongues dance together. Unlike the other pairs of girls, Vanilla and Rosemary were more grabby. A few seconds into the kiss, their hands trailed away from each others shoulder's and both of them began to grope at each other's bodies. They squeezed each other's hips, tails and ass's through the fabric of their panties, even shifting their tops aside so they could grope each others breasts.

Tails's mouth was agape as he watched the two sexy milf's make out with each other. It was one thing to watch two girls kiss each other, it was another thing to watch two milfs make out with each other, but this took the cake. One milf being impossibly busty and curvy make out with another milf, while not quite as developed was still sexy in her own right, being his own mother just made his dick throb harder than ever before. This did not go unnoticed by Vanilla or Rosemary as they grinned upon seeing the fox's large dick twitch madly, begging to be put to use on both of them. 'Mm, Vanilla and some of those other girls were right' thought Rosemary 'My son is packing. I'm getting hotter by the minute.'

Rosemary and Vanilla could feel each other's heat as they pressed their bodies together, and it only made them more hot and bothered. Both of them were tempted to drop the 'punishment' and have their way with Tails, but their plan was already working the way they wanted it to. He just needed a little bit more and he would be golden.

Tails continued watching in awe. He watched as the slightly shorter Rosemary wrapped one of her thick thighs around Vanilla's thicker thigh, watched as the two of them squished their breasts together, watched them wrestle for dominance with their tongues, watched Vanilla grope hard at Rosemary's rear with one hand while the other ran up and down her spine, and watched as Rosemary dug her fingers through Vanilla's hair. 'Are these two trying to turn my cock into steel or something?' thought Tails, who felt harder than he ever did in his entire life.

Both Vanilla and Rosemary pulled away and looked at Tails with lidded, seductive, hungry eyes. A string of saliva hanging from their lower lips was still keeping their mouth's connected. They could see that Tails was already extremely hard, and both were eager to jump it right now and ride him all night, but they knew that if they teased him for just a tiny bit longer, they could make it the best fuck of their lives.

"Rosemary" said Vanilla, turning to the slightly shorter fox "Could you follow me."

"I would love to" said the brown fox.

The two sexy AF milf's walked over to the couch in Vanilla's room, swaying their hips as they did. Vanilla laid down on the couch and Rosemary laid on top of her. The motherly fox slowly inched her hands towards Vanilla's stomach, trailed her fingers down to the rabbit's crotch and slowly inched them inside the thin lingerie panties she was wearing. Vanilla suddenly jerked and cried out a bit as she felt Rosemary's gentle fingers brush across her pussy.

Even though Tails couldn't see his mother's fingers past the fabric of Vanilla's panties, he could tell she was slowly inserting them inside her pussy because of the way Vanilla was squirming. He watched as Vanilla did the same thing to Rosemary, making the fox shudder on top of Vanilla as she felt the rabbit's fingers slowly force their way into her cunt, her long bushy tail flicking from side to side erratically.

The two mothers locked lips again and began to tussle again as they fingered each other. Even though this was an attempt to tease Tails even further to assure them a better fuck, this was also a small friendly competition between the two on who could cum first. Vanilla did have an advantage considering that she had been exposed to more treatments like this than Rosemary had. Though Rosemary was inexperienced when it came to pleasuring another girl, she wasn't bad as her enthusiasm was working out for her and making Vanilla squirm just as hard as she was.

All Tails could do was watch as the two sexy milf's continued to finger fuck each other, while pressing and grinding their luscious bodies against each other. Tails gave a small grunt. His erection was now so hard, it was painful. He wished that these two would just hurry the fuck up and stop teasing/punishing him and relieve him of this pain.

To her own surprise, Rosemary ended up cumming a couple of seconds after Vanilla. Vanilla broke the kiss and threw her head back as her juices completely soaked and ruined her entire lingerie and even squirted onto Rosemary. Her own hand was rubbing Rosemary's clit hard and fast, which in turn made the fox mother cum too, she soaked her entire attire and Vanilla as they came all over each other.

"Oh wow" moaned Vanilla, as they both calmed down "That was certainly exhilarating."

The two milf's turned to Tails. The twin-tail was fidgeting uncontrollably, the rope straining against the sides of the bed, his twin tails swaying up and down, smacking the bed below him with force he didn't know he possessed.

"I think we teased him enough Rosemary" said Vanilla.

"Yes" said the brown fox "Any more teasing would just be being mean at this point. Let's help him relieve all of that pain and stress built up within him."

"Let's lose the lingerie's as well" said Vanilla "Their ruined now, and we won't need them for what we're about to do."

Tails watched as the two milf's removed their attire and walked back towards him. His patience was about to be rewarded, he stared at their exposed bodies, looking like he was ready to pounce on them and have his way with them, which he would have done if he wasn't tied up.

Vanilla and Rosemary walked over to either side of the bed and knelt down, facing his monstrous erection. They both reached a hand out and began to rub his shaft up and down. Tails gasped and groaned in pleasure as the two lovely ladies stroked him, feeling a little of his tension leave. He eyed the soaking lingerie's on the floor, wanting answers to the question floating in his head.

"Where did you two get those outfits anyway?" asked Tails, grunting as both women gave his cock a little squeeze.

"Oh, we had Honey and Hershey make them for us" said Vanilla "You know how they are with fashion. After all, you saw all of my little Cream's outfits didn't you?"

"Yeah" Tails grunted, thrusting his hips unconsciously into their hands, making them stifle a laugh at his cuteness "I did."

Tails had a hunch that the outfits he saw Rouge and Fiona wearing when he went to visit them were also made by Honey and Hershey. He had a right mind to go and thank them for making tonight even more interesting and fun for him. But first, he had these two horny milf's to please.

The motherly fox and rabbit stopped stroking his cock and held it firmly in their hands, their other hands going towards the fox's plump balls and giving them a little tickle, making him groan louder. The two of them spat on his cock, lubing it up and using their hands to spread their wet saliva all over his dick. When they were finished, they both drew their hands back from his crotch and held the fox firmly by the hips to stop him from thrusting. Vanilla then leaned over, enveloped the head of his prick into her mouth and began to coat it with more of her drool, as well as roll her tongue around the entire shaft and suck hard on it. She thrust her head up and down on it a couple of times and then pulled away, giving Rosemary the opportunity to do the same. However, Rosemary did something else to pleasure her son. While her movements mimicked Vanilla's, she also carefully grazed her fangs against the fox's cock, making him shiver pleasantly.

For a while, the two of them continued to pleasure Tails this way. Taking in turns in deepthroating his cock, Rosemary and Vanilla showed off their amazing oral skills. While Rosemary might have not done this for a long time, her previous experiences with Amadeus stayed rooted into her memory and she still knew just how to please a man, and it looked like she was doing a good job based on her son's glazed, pleasured expression. Tails groaned as he felt their tight throats wrap around his cock, dug their tongues into his tip and suckled hard on his dick, tasting his delicious pre. Tails's ears pinned to his skull as the two sexy women orally fucked his cock, they both felt so good.

Rosemary was enjoying herself immensly. She may not be feeling too much pleasure herself, yet it still felt so nice to just pleasure a male. And the fact that it was her son made it rather erotic. Then suddenly, she was struck with an idea that made her grin, she turned her attention to Vanilla, who was currently having her turn in deepthroating Tails.

"Hey Vanilla" said Rosemary, getting the rabbit's attention, she looked up at the brown fox "Why don't we do something that Amadeus used to like on my son?"

"Oh? What?" asked Vanilla, making a sloppy sound as she pulled off of the fox's cock.

"Just do what I do" said a grinning Rosemary.

Rosemary leaned in and began to lick up and down her side of her son's cock. Following suit, Vanilla did the same to her side of Tails's dick. While Tails moaned at the two skilled tongue caressing his cock, Vanilla watched as Rosemary gently grabbed one of her son's tails. Vanilla grabbed the unoccupied one and continued to watch Rosemary's actions so that she could mimic them. The two female's began to stroke the smooth fur of his tails, making the fox quiver in pleasure for them.

Tails growled and groaned as he felt his orgasm approaching, and Vanilla and Rosemary could feel it as his shaft throbbed in their mouth's. Rosemary then made eye contact with Vanilla to make sure she was following her. The rabbit nodded and Rosemary wrapped her hands firmly around the tail she was holding and gave it a firm yank. Surprised at this action, Vanilla did the same. Tails's pupil's shrunk as he felt his two tails get pulled on by the milf's, a electrifying shock of pleasure surged through his body and he gave a loud scream of pleasure. His cum erupted from the tip of his cock and the rabbit and fox began to lick it all up as it landed on their faces.

"Mm, I have to say Miles" said Rosemary "You have quite a lot of cum stored inside these balls. Mm, and it tastes really nice."

"Heheh, thanks" said Tails.

"Now be a good boy and give Vanilla here a nice hard fuck" said Rosemary, backing off towards the couch, leaving Tails with Vanilla.

"Huh?" said a confused Tails "Don't you want to go first Mom?"

"I would" said Rosemary "But I also wanna see just how you pleasure a lady. Plus, I think I'd rather do the grand finale."

"O...Okay" said Tails, turning his attention to Vanilla "Are you ready?"

"Are you kidding?" asked Vanilla "I've been waiting for a chance to bed you again."

Tails blushed hard as he remembered that unforgettable time he had spent with Vanilla. It was clear that she seemed to have enjoyed the time they spent together just as much, if not even more than he did. He watched as she straddled him, her monstrous breasts swaying and bouncing with each movement she made, her glistening pussy positioned right above his spit and cum coated cock, ready to spear her. Rosemary was watching with interest, ready to see her son in action.

Vanilla's pussy lips kissed the tip of Tails's cock for a brief second, and then Vanilla let the fox feel what they both wanted to feel. She dropped herself onto his cock, screaming out in pleasure as she felt it's size and thickness penetrate her entrance and stretch out her inner walls. Tails growled and moaned as he felt Vanilla tightly wrap around his cock.

Only relishing in the satisfying pleasure of being penetrated by Tails for about five seconds, Vanilla placed her hands firmly on Tails's furry chest and began to lift herself up and down slowly. She groaned in pleasure as she felt his big cock move in and out of her. Tails growled and pulled against his restraints, obviously to no avail as Vanilla squeezed his cock with her vaginal walls. Slowly and surely, Vanilla began to pick up speed. She planted her hands into Tails's chest more firmly and began to ride him like a bull in a rodeo, creating loud smacking sounds each time their hips collided.

Rosemary watched the whole ordeal in front of her. The way Vanilla bounced on her son and the way Tails seemed to be enjoying it showed her that he was quite the stud in bed, even when tied down. The obvious enjoyment and mind numbing pleasure that was written all over Vanilla's face as she rode Tails told her that she was having the time of her life. Obviously being a milf herself, Rosemary had the curves and goods that any man would kill to touch, she was still a little envious of Vanilla considering how much thicker, bustier and curvier than she was. The action in front of her was too hot to not masturbate to, as Rosemary found herself lowering one of her hands to her aching cunt. She moaned as she touched herself, wishing it was her son's big, hard dick slowly inserting itself inside of her.

Tails writhed and wriggled as Vanilla rode him. Her pussy walls were closing in on his shaft with each passing moment, becoming tighter and tighter. As pleasurable as this felt, Tails could not take his eyes off of the tall rabbit bouncing on him, particularly her breasts, her size even unrivalled by Rouge. Watching the two big, fat orbs bounce up and down, with hard erect nipples just begging to be sucked on made Tails drool as he watched the rabbit milf bounce on them, her tits representing basketballs, except squishier. Vanilla didn't miss this, and grinned as he stared hungrily at her.

"See something you want Tails" Vanilla moaned as she continued to ride him.

"AH, Y...Yes" he gasped, half because she thrust down on him particularly hard and half because he had caught her staring.

"Oh don't be so embarrassed" giggled Vanilla "You know what kind of establishment your in."

"R...Right" said Tails, struggling to form a coherent sentence.

"You know" Vanilla said, reaching up to grope her own jiggling tits "If you want to play with these you can just ask nicely and I'll give them to you."

"P...Please?" he asked.

"Mm, please what Tails?" Vanilla moaned teasingly.

"Please... let me suck on your breasts Vanilla" Tails said, blushing in slight embarrassment as he heard his mother give a small chuckle in the background. Nevertheless he was rewarded for his kindness and Vanilla let herself lay down on top of Tails. Because she was so much taller than him, her breasts were smooshed into Tails's face. Tails gasped as he was suddenly buried in the rabbit milf's monstrous tits, but wasted no time in parting his lips and trailing his tongue over one of the large fleshy mounds bigger than his own head.

Vanilla moaned and ran her hands around the back of the fox's head as she felt his mouth and tongue run around the sizeable flesh. She then suddenly clutched at his head as she felt Tails, gently nip her erect nipple. Holding it carefully with his teeth, Tails began to suck on it. She moaned out to him, begging him to keep going and be rougher with her. Eventually Tails released Vanilla's nipple and started to work on the unoccupied one, giving it the same treatment.

As they continued their wild ride, their orgasms drew closer and closer. Rosemary could tell they were getting close because both of them gradually sped up their movements, Vanilla's moans echoing through the room, while Tails's were muffled by the rabbit's bust. The loud smacking sounds they created grew louder and more frequent as they moved faster. Neither of them could take it anymore.

The ropes restraining Tails strained as he felt himself cum. He bucked his hips hard and came deep inside Vanilla, his orgasmic scream could only be heard by the people in the room. Vanilla's scream on the other hand was probably heard by many outside of the room as she felt the satisfaction of cumming herself, and feeling Tails's warm, sticky cum fill her.

"Mm, sooo good" she moaned, as the two of them finished and started to breath to calm down. At least, Vanilla was. She suddenly realised that despite not moving his hips, Tails had not ceased sucking on her breasts. If anything he was still sucking on them hungrily like a newborn child.

"Ah, stop it you naughty boy" she giggled, pulling her chest away from Tails, much to his disappointment.

Vanilla giggled at the fox's pouting and stroked the top of his head affectionately. Tails nuzzled into her hand submissively, making the rabbit smile at him. She slowly lifted herself off of his cock, letting their mixed cum pool onto his cock. Vanilla then turned to Rosemary, who had been masturbating ferociously from watching the show.

"He's all yours Rosemary" said Vanilla, stepping away.

Rosemary nearly jumped to her feet as she walked over to her son, swaying her motherly hips sexually as she approached her son. Here goes nothing.

"Are you ready my son?" she asked him, straddling him.

"Yes, I am" said Tails, his hips quivering to feel his cock enveloped by another set of tight inner folds.

"Tell Mommy what you want" said Rosemary, rubbing her pussy lips up and down his dick teasingly.

"AH, I want you" he cried.

"Hmm? Sorry Miles, I couldn't hear you" giggled Rosemary.

Despite just cumming, and having spent the night with two other pairs of girls, Tails was at a breaking point. Despite the wrongness of fucking his mother, he wasn't doing it to start a relationship with her, he was doing it because he wanted to help her. But there was also how good it would feel. To have Rosemary deny the inevitable at this point was like being denied his favourite food. Fuck it, he wanted to feel the insane pleasure of a females body one more time tonight, and if playing along with Rosemary was going to get him there, he would do it no matter how humiliating it would be. After all, it was just him, his mother and Vanilla who would witness this right?

"Please" he moaned "Fuck me Mommy."

His cheeks burned redder than a tomato and Rosemary smirked widely. She trailed her pussy lips up his cock, until they touched the tip of his cock. It was there when Rosemary slammed her hips down onto his cock. This made her and Tails scream out in blaring pleasure, Rosemary's screams were louder as it had been so long since she took a cock into her pussy, let alone one this big.

"Oooohhhh sooooo gooooood" moaned Rosemary.

"Ohhhhh Mommy" moaned Tails, fidgeting at his mother's tight folds squeezing his length.

Rosemary grinned down foxily at her son, and placed her hands on his shoulders. Her tail was swishing back and forth playfully as she began to slowly lift herself up, and then she dropped herself back on top of him, feeling his cock spear her again. To get used to his size, Rosemary rode him slowly at first, but as she adjusted she began to slowly ride him faster, her son's moans egging her to go faster.

It had been FAR too long since Rosemary last experienced this level of pleasure, and now she was feeling it again. Her son was just as good as Vanilla and the other girls made him out to be. Even when tied down to the bed, he was still able to send electrifying pleasure through her body by thrusting his own hips. It was a little tricky for him to do this, but he managed it and sent his mother into the deep depths of orgasmic ecstasy.

Loud smacking sounds filled the room and Tails and Rosemary's tails waved erratically. Tails growled as his mother's pussy slowly began to get tighter and tighter around his cock, almost like it was trying to milk out his orgasm. Rosemary threw her head back in pleasure as she could feel Tails's cock punch the very end of her tunnel, causing her body to almost collapse in pleasure. But she managed to keep herself steady by gripping Tails's shoulders.

Tails watched his mother, entranced by her sexiness. Of course, she didn't compare to Vanilla, but then again, who actually could. Tails didn't like to compare anyway, he thought his mother was just fine as she was. Wide milfy hips, breasts that were slightly bigger than his own head, topped with rock hard nipples just dying for his attention. He imagined that whenever his mother went out and about, she got a lot of eyes to stare her way. She probably could have gotten herself a new partner whenever she went out. But she wasn't comfortable with going out with a stranger, yet. And he felt somewhat honoured to be trusted by her to satisfy her sexual needs. Even if it was a one-off thing, he was still enjoying himself immensely.

Rosemary could not help but realise that Tails was giving her the same hungry stare he was giving Vanilla earlier. Actually let me rephrase that. Rosemary could not help but realise that Tails was giving her bust the same hungry stare he was giving Vanilla's earlier. She smiled down and him and slowly leaned her chest closer to his face.

"I can tell you want to play with these Miles, so go right ahead" said Rosemary, offering her tits to his face "I'm sorry they aren't as big as Vanilla's but... OH!"

She was cut off as Tails parted his lips and trailed his tongue all around her big right breast, making sure to lick every last square inch of her breast. He then gave the left one the same treatment before going back to the right and closing his lips and teeth around her erect nipple, sucking on it like he used to do as a baby, except no milk was there to quench his thirst, but he didn't need that. He didn't just do this for her pleasure or to fill his own sexual desires, but he also did this to show his mother just how much he loved her. Rosemary found that to be sweet of him and moaned out in pleasure as he sucked on her breasts.

"But you don't seem to mind" she finished "Oooh, that's it baby. Suck on Mommy's titties."

Her fingers raked at the back of his head as she continued to ride him with wild abandon, slowly getting faster and faster. Tails sped up the speed of his own thrusts, nearly matching the speed of his mother's. His arms and legs strained against the rope, trying to be free. But Tails didn't actually care if he was free or not. All he cared about was pulling Rosemary out of the sexual abyss she was trapped in for far too long. Eventually the two of them managed to time their thrusts together perfectly, which cause them both to scream out in orgasmic ecstasy as they edged ever so closer to their inevitable orgasms.

Vanilla watched the show unfold before her. While it was arousing to watch, she was mainly just happy for Rosemary, happy that she was finally going to be satisfied for the first time in years. That being said, she could not help but gently finger herself to this.

"AH. I'M ABOUT TO CUM" Tails cried out, releasing his mothers tits "I'M ABOUT TO CUM MOMMY!"

"Yes Miles" Rosemary cried "Cum for me. CUM FOR MOMMY!"

The two of them were at their breaking point, they couldn't take it anymore. With one final thrust from both of them, mother and son released their cum. Rosemary's juices coated Tails's dick and crotch, and even the bed below them. Tails's own cum rocketed up deep inside of Rosemary, and she sighed in satisfaction of the feeling of being filled after several years. The two of them slowly came down from their orgasmic highs. Rosemary collapsed on top of her son, their tongues flopping out of their mouth's as they tried to get their breath back.

"Wow" said Rosemary "You are as good as Vanilla said you were."

"Heh, thanks Mom" said Tails, as his mother, with some difficulties, lifted herself off of him.

"I'm glad your satisfied now Rosemary" said Vanilla "How do you feel?"

"I feel great" she said "Especially considering my sexual itch has finally calmed down."

"Hey, uh, could you two please untie me now?" asked Tails "I think my arms and legs have had enough of being tied up for one night. Besides, I wanna have a quick cuddle before I leave."

The two milf's smiled sweetly at him and untied him. Tails rubbed his wrists and ankles as he was released, but he was gently laid back on the bed as Vanilla and Rosemary wrapped their arms around him and nuzzled his neck. He returned the affectionate gestures and kissed both women, he then stared deep into the eyes of his Mom.

"Even though this was a one time thing" said Tails "I still enjoyed every second with you Mom."

"So did I" said Rosemary "You wouldn't be too upset if I were to start a relationship with a new partner, would you Miles?"

"Of course not" said Tails, hugging his mother "There's nothing that will stop me from loving you. Heck, I wouldn't mind if you just kept your position here working at the brothel."

"I'll think about it" yawned Rosemary "But I think I need to head home, I'm tuckered out."

"Yeah, me too" said Tails, kissing his mother one last time, and then giving another to Vanilla "Give Rouge my compliments Vanilla."

"With pleasure Tails" said Vanilla, giving him a sexual wink.

After a bit of time hugging the two females, Tails left Vanilla's room and the brothel. He turned back to it and reflected on everything he had done tonight, and he had done it without Sonic, Knuckles and Shadow. He never thought he would have the bravery to come to such a place by himself. Yet, here he was, having accomplished that very thing. He hoped that Rouge would host another night like this again so that Sonic, Shadow and Knuckles could experience the same thing. There was only one thing left on his mind, but he couldn't do it tonight. It involved getting it on with yet another pair of girls, but the rule was three pairs not four, plus he thought he had enough of bondage for one night. He would have to come back tomorrow, and he would have no complaints to come back to this truly amazing place.

With one last look at the building and one last reflection of the good times that he had tonight that would stay in his memory forever, Tails left the brothel with a smile on his face.

"So... he accepted?" Rouge asked Rosemary who was dressed in her blue dress again and back in the brothel owner's office.

"Yes he did" said Rosemary "He was against it at first, but he heard me out and wanted to help me."

"Well I'm glad everything worked out for you Rosemary" said Rouge "Are you sure you don't want to keep working here? I think some of the customers here would kill to be with you."

"I'm flattered" giggled Rosemary "And I will admit, it's a tempting offer. I think I would be more comfortable with handling customers here. And it looks to me that Miles wouldn't mind if I worked here. But I think I will have to say no for now. But, if the offers still on the table, I'd like to take it sometime in the not too distant future."

"Hmmm, you refuse my offer now, but your still drawn back" Rouge smirked "I have no doubt in my mind you'll be back someday. The offer for you to officially join my group of girls will always be on the table Rosemary."

"Thank you" said Rosemary, smiling warmly "Well, maybe I'll see you soon Rouge."

"Sooner than you think" giggled Rouge, feeling like Rosemary would only need half a week of thinking it over before coming back to get a job.

...Or maybe not, considering this story is technically non-canon, and it's up to rdphoenix07 as to whether or not he wants Rosemary to apply for a job at the brothel in 'Rouge's Brothel Reconcile'.

But anyways, that's a wrap. Before we cap it, I would like to thank SuperSonicBros123 for requesting this idea, and rdphoenix07 for giving me the green light to do it. I really hope you enjoyed this fic, because now it comes to a close... or does it.

Actually, there is one more thing that this story has to offer. Yep, another chapter is in the works, requested by UltimateCCC. rdphoenix07 has once again, given me the green light to go through with this. However, this chapter will be uploaded as a separate fic, due to SuperSonicBros123 wanting this fic to stay as it is.

Think of this next chapter as a bonus chapter. Like say, an optional chapter that is only canon to the story if you want it to be. This bonus chapter will be out soon, but as of right now. I do need to focus on getting back into work. And I may need to slow down the production of my stories. So please don't get worried if I upload more scarcely than usual.

But anyways, that's everything you need to know. Thank you all so much for reading, and I'll see you around