Best Laid Plans

Story by TerraMGP on SoFurry

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#2 of Ester series: College Years

Immediate follow up to "You oughtta know by now, and we catch a much better glimpse into Est and Diana as adults, along iwth the first of many new characters!

Sufficed to say things could go better. Just because Est is older doesn't mean she's any wiser!

As usual questions, Comments and criticism adored!


There wasn't much room in the apartment to pace. The fact that Diana could only get five or six steps before bumping into another stack of boxes only served to stir up her already building rage. Normally that wouldn't be such a bad thing though. After all she could just take it on Mousie. Now though...

"So why don't you two tell me one more time, and please feel free to be as detailed as you want. What the fuck is going on here?"

Dee looked to Ester for a moment. Her mousie flinched a bit. That flinch was something she hadn't seen in a while. Damn this awkwardness was wasted on real drama. Dee stared her down but then quickly turned to the boy who had shown up at the door, the boy now sitting in her chair with hands in his lap shivering and whimpering as he looked between the two women and the floor fearfully.

"Ok dweeb. Why don't you start from the beginning. Don't try any double talk. If I wanted that I'd ask Est there what was going on. You are going to tell me exactly why you showed up at my door, why you had a suitcase, and most importantly who the fuck you are!"

The boy wimp red and flinched as Dee spat those words at him She towered over the boy in the seat like some modern war-goddess. Her tight toned body tensing and flexing while one hand lashed out to grip his muzzle firmly.

The poor little brown eyed thing gazed into Dees vision once it was clear there was nowhere else to look. He bit his lip hard and tried to muster up something more than the pathetic little squeals and whines that were leaving his throat.. He tried to look at Ester but Diana was having none of that. Finally the boy just swallowed and looked into Diana's piercing blue eyes with a satisfying mask of defeat on his soft, feminine face.

"I... My names Jacob, Ma'am." he stammered "Yes Ma'am I"ve been talking with Miss Ester f-for a while now... online. I've been talking with her a lot about..."

Before he could finish the thought Dee jerked his muzzle hard and pulled him that much closer, looking down into those fearful eyes "Miss Ester? Maybe you don't realize it cunt but you are in my house now. I don't know what kind of games My bitch was playing with you online but you watch what you call My slave until I get this figured out. Clear?"

Jacob blinked at that and nodded as hard as he could. That fuzzy tail of his was now bolt upright. He was rather pathetic when it came to hiding emotions, which was one thing Dee could be thankful for at least.

"Good. So then tell me, what kind of fucked up little dommie games was my Mousie playing with you boy?"

Jacob shook his head and took a sharp breath "Not games exactly, ma'am" he yelped out sharply. "S-she is a member on a few of the sites I've been going to. F-for a couple of years now actually. She posts a lot of nice stories, a-and she likes to give advice to confused people who are kinda curious about the lifestyle."

Diana sighed and pulled back for a moment, letting go of the boys muzzle. "So she isn't playing online Dommie... she's playing Ann Landers." The munk woman face palmed firmly and glanced at her beloved with an exasperated sigh. "And why is it exactly that you couldn't be playing online Dommie bitch? I thought we went over this when you tried fixing Jamie up senior year. You give horrible advice!"

The squirrel whined gently and looked at Ester for a moment before shaking his head and glancing back as high as he could at Dee, which put his eyes at about midriff level. "Oh no s-she's been giving me wonderful advice ma'am. In fact she's been helping me a lot! I've been really scared lately. Like, really really scared."

Dee's mask of cruel determination softened a bit as she heard that. She glanced back at the boy and bent down a bit, one hand now resting on the back of the chair. It was intended to be a less intimidating position... but considering her raw feminine power and the clear state of confusion this boy was in the end result really wasn't much better than before.

"Ok kiddo. Spill it. What is it exactly that has you so freaked out?"

"Its... its my parents" Jacob said with a very soft, nervous sigh. "For the past few years... ever since my second year in high school, I've gotten really curious about... well... the lifestyle. Like you said. You know, Mistress and slave stuff. My parents knew about it, they used to tease me about it at first. I guess they thought it was just something I was looking up cause I was a desperate, needy kid."

"Your not?" Dee chuckled. That drew a chuckle from the boy too. That was something at least.

"W-well maybe Ma'am. But its something I can't stay away from. Different fetishes, different parts of the life. I obsess over it. Its all I can do to keep my grades up, and mom keeps catching me more and more. Plus dad, well, dad started putting safety stuff on the computer years ago. I keep telling myself I'm not going to break though it."

Dee sighed and shook her head "So you're a porn addict then? Well I can't say that I blame your folks. I mean don't get me wrong, porn is great and all. But considering some of the fucked up shit I did as a kid, and considering how hard it was to get into the same school as my mousie because I didn't give a shit about my grades. I kinda wanna go back and smack the bitch out of my younger self a bit."

"I understand ma'am." Jacob whimpered "But its more complicated than that. S-see my folks have been treating me differently ever since this started becoming a problem. Dad looks at me funny, mom makes comments sometimes, like asking if I took my sisters panties when she can't find them in the dryer."

"Did you?" Dee asked. Shockingly the sardonic tone totally absent in her question.

"What? No!" the boy blushed hard at this and shook his head "T-that's my sister. It would just be creepy! No I... I didn't take any panties. I just read a lot of stories, and RP some. Plus, well, I have a lot of pics on my phone. Mom... mom doesn't know how to block sites on it. L-look Miss Diana I'm really sorry. I know this probably sounds stupid but things are really bad at home. It feels like mom... like mom and dad are ashamed of me. Every day they ask me questions or make really vicious comments. I mean I know they love me but..."

"Ok hold up. First things first. You over eighteen?" Dee asked

"Y-yeah" The boy nodded "A couple months now."

The second she heard that Dee snatched up Jacobs coat from the back of the chair and started to rummage though it for a moment, glancing at him "Good. I'm not having a runaway kid fuck up my career before it gets started. So, from the sounds of it you're telling me

"Your career? B-but ma'am I thought Miss, er I mean I thought es... I..." Jacob whined loudly as his ears folded "I'm sorry I don't' know what to call her besides Miss Ester. Can I call her that still?"

"Fine, Miss Ester, whatever" Dee sighed

"Thank you ma'am" Jacob whined nervously. "Well, Miss Ester had told me you work at a car shop. W-what does that have to do with me being of age or not?"

Dee looked over at Est and shook her head "So you told him about me, Told him where I work... and you can't be bothered to mention what I'm studying?" Diana growled eyes narrowing a bit.

"It never came up!" Ester yelped. After watching the exchange so intently she was a bit shocked to be drawn back into it. Shocked, but not exactly relieved.

Dee just sighed. She pulled a rather nice Smartphone out of the boys pocket and took a deep, long breath. Without saying a word the chipmunk moved over to the couch and sat next to Ester. She didn't' say anything, didn't look at either of the other two. Dee just started to flip though the pictures on the phone. Neither Ester nor Jacob said anything. This suited Dee just fine as she went though the very well organized, very clearly labeled collection of smut the boy had apparently gathered onto this phone which was at most a year old. The fact that it was all male sub almost made her chuckle. This wasn't the collection of some horny kid trying to have something to use when playing with himself late at night. It was meticulous, it was precise. It reminded her of Ester.

"So Jacob. Putting aside the massive number of questions I could ask. Would you mind telling me just what you are doing here?"

Diana hadn't bothered to look up as she asked this and that fact alone made Jacob very nervous. "Well like I said it, it was getting very bad at home. Dad wouldn't talk to me, mom was getting worse. I know this probably sounds stupid Ma'am but I was just feeling so unwanted and overwhelmed. Plus Miss Ester said that if I ever felt like I couldn't take it anymore and needed a few days away I could... well..."

The munks gaze slowly turned to Ester, blue eyes filled with a mix of astonishment and displeasure. "You told some kid, who you met online, that if his parents were ever getting on his case too hard about being a fucking perv he could come stay with you for a few days. Then you gave him My fucking address."

Est stayed quiet for a long moment before sighing and looking up with a nervous little smile "Well... it seemed like a good idea at the time." She whimper "I mean I had given him my address at the dorm in case he needed it before. Then when I came here I figured I should let him know, you know?"

There was a very long pause. Diana gave Ester a look that, well frankly she didn't get to give that often and normally she would be doing her best to relish. Normally. Dee went back to the phone and flipped though a few more pictures before setting the thing down on the coffee table and narrowing her eyes a moment. She looked at Jacob with a rather piercing and cold expression before finally breaking the over awkward silence.

"You're quite the stupid little perv, you know that right? Handing over your phone like that."

The squirrel blinked and whimpered "But ma'am, I thought..."

"I don't care what you thought." Diana snapped You show up on a strangers doorstep, someone you barley knew. You had been talking to someone you have never met for god only knows how long, and you bring a bag like your going to do a sleep over." She reached down and pushed the phone towards the boy more, waiting for him to take it, refusing to continue until it was clenched firmly in his paws.

"Then to make matters worse, you come in, you sit here while I berate you like this is some fucking session... and then hand over your only way of contacting someone if this all goes to hell. Why?"

Jacob seemed a bit stunned at that question. He swallowed hard and looked at the phone a moment, before gazing as close to Dee's eyes as he dared. "I don't know ma'am. I'm sorry. Really I am. I just kinda figured that I knew Miss Ester well enough and that I could trust her and her Mistress if things went wrong."

"And if it turned out you were wrong?" The woman asked in a cold, measured tone "If your 'Miss Ester' was some crazy two hundred pound rottie who likes to lure in naïve idiots with a fake SN online and then lock them up in his trailer like trophies? Do you have any idea what kind of fucking maniacs troll the internet kid? Let me tell you, of age or not you look girly and weak enough that you're prime meat. You are so fucking lucky that we aren't some crazed killers. You, you don't even know!"

Ester was about to say something, but thought better of it the second she caught the hint of pure burning rage in her loves normally cool blue eyes.

The three sat in silence for a long while after this. Both Ester and Jacob apparently too chastised to say anything, and Diana refusing to do so until one of them had some kind of response for their frankly stupid behaviors. The silence was finally broken when the buzzer that passed for a doorbell rang and Dee pulled herself up abruptly, looking down at Jacob.

"How much do you have on you kid?" She snapped.

Without so much as hesitating the squirrel boi went to his back pocket and yanked his wallet out. There wasn't much, a fifty, a couple of twenties and some singles. He thumbed though it nervously though as if it was far more than his poor brain could count up and process. Likely it was with the wicked munk woman gazing disapprovingly at him.

"A-about ninety six dollars, ma'am" Jacob mumbled. Dee sighed and smacked him firmly on the side of the head before taking out one twenty "That's for being stupid enough to take it out and count it after I just got done yelling at you. Pizza's on you, got it fluffy?"

Ester sighed a bit as Diana went off and then looked at Jacob with a soft smile on her lips. "She's not usually this bad" Ester offered sweetly "Honestly she can be a big softie when she wants to. I think she's just more concerned than anything..."

"Concerned nothing, I'm pissed" Diana said as she came back in with two boxes of pizza, setting them both down and quickly snatching a slice from the top one. "I'm pissed at you Est because you should fucking know better. The only consolation is that you were just being your usual tender hearted self, and that maybe you figured that big ass .45 in the bedroom will somehow magically poof into my hand if the guy who shows up at the house is looking to rob or rape us. Not that I need a gun to protect my own"

Dee added this last part with a thick smear of self-assurance that helped calm some of Ester's worries.

"But the runt here, This kid has no fucking clue how lucky he is. Seriously I don't care what kind of fucked up feminization and forced sex shit you have on your phone, getting thrown in a dog cage and fucked with till a couple of smelly truckers get tired of you or decide to sell you is a very real thing."

Jacob sat bolt upright and shook his head firmly "I know it is ma'am. I know this is a big thing. I wouldn't have come here otherwise."

"Really?" Dee scoffed

"Yes Ma'am" Jacob retorted with just a slight hint of confidence.

"So you're saying shit got bad enough that you really felt coming to see a complete stranger and taking her up on an offer to 'stay for a couple of days' was a good idea. So what, they hit ya?"

"Well, no" Jacob mumbled

"Dad been getting handsy and it's not like when those women in your comics do it?"

"No" Jacob mumbled again

"Starving ya? Are ya getting' whored out? Are they locking ya in the basement?"

"No that's not it at all" The poor squirrel boy whined. Long strands of dyed red and brown hair fell in front of his face as he somehow became both flustered and cowed at the same instant. His face contorting as Jacob struggled to find some kind of viable response to all of this.

Mercifully Diana didn't give him a chance to come up with whatever feeble attempt at a retort he might have. She leaned in, took a few quick sniffs, and shook her head in mild disgust. "Ok first, you're going to go take a fucking shower. You reek like gas."

"I, well I admit I had a little accident filling up the moped ma'am. I was kinda..."

"I don't give a shit, boi. Bathroom is the first door on the left. Get your ass in there, Lock the door, and shower... and take your damn phone with you. You're putting me off my pizza." Diana sighed, more to herself than anything "When you are done and I can be around you without wanting to throw up my pizza, We are going to talk about this and odds are very, very good that you will be driving your ass right back home. Verstehst?"

Jacob blinked at that and quirked his head confusedly

"Do you understand?" Dee growled. That got a quick nod as the squirrel ran off to the bathroom as instructed. Diana and Ester both watched him run off before the munk sighed and made her way from the cramped living room to the cramped kitchen. She threw open the fridge and scanned it for a moment before reluctantly taking out two bottles of the honey hard cider from the otherwise empty appliance. She snatched up the opener magnet from the fridge door and walked back into the living room setting both bottles down by the pizza, popping one open and taking a hard swig.

Ester reached for the other, only to feel a sharp, stinging pain as Diana smacked the back of her hand hard with the opener. "No way bitch. You want one get your scrawny ass up and get it yourself. This is your fucking fault."

The poor, slightly chastised girl got up and came back just as the shower kicked on, setting down a can of Vanilla Coke and collapsing on the couch next to Dee. She snatched up a slice and took a bite, taking her time to chew it. Not to savor, just to avoid saying anything.

"ya know, you're a sweet girl Est." Diana sighed "I get why you're doing this. I really do. But this kid clearly doesn't' understand what the fuck is going on, or how stupid it was for him to show up here. Does he just like have some sort of kidnapping fantasy or something?"

"No, though some hints of forced fem desires that I don't' think he's really willing to admit to. A lot of that stuff you saw is probably like the comics he links me. He always talks about femdom stuff and that it's the only way to get it."

"Phh, yeah, right." Dee chuckled "So the kids out of touch with his feelings, naive enough to take off to a strangers house over what sounds like very little, and... straight, I assume?" Dee asked.

Ester nodded a bit and took a sip. "Yeah, I mean I think so anyways. I wasn't really trying to help him get off you know. I really do like taking some time out of my day when I can't write or can't do my research to just let a few kids know its ok to be themselves."

Diana smiled at that. She knew exactly why her mousie wanted to reach out like that. It wasn't a bad thing either, mentoring this way. Unfortunately being a bit more streetwise, and after her first few classes in Criminal Justice, Dee knew just how badly this could have turned out on either end.

The Chipmunk finished a slice of pizza and swigged down the rest of her first bottle of cider, pushing the other one towards Ester. That done she went off to the bedroom and began to rummage around rather loudly though the endless stacks of boxes and containers. There was some crashing, a door slam, and then Dee finally walked out her quickly thrown on white tank top now accompanied by an open button-up grey shirt.

Ester had no idea what her girlfriend had just done, but knew better than to ask. The fact that Diana was smiling rather than scowling set her mind at ease for the time being.


Poor Jacob really did not want to come out after he finally finished his shower. It was easy to understand why Miss Ester's Mistress had insisted he take one. A split second of distraction at the gas station managed to get both his pants and his leg fur soaked though with gas. So no matter how awkward having to shower in a strange persons home may have been, it was at least he could accept the rational and go though with it.

A change of wardrobe, that... he hadn't expected as much.

He looked himself over again trying to wrap his head around the cloths he found fresh out of the shower. Simple white socks replaced with black and white striped socks. A black and white plaid skirt with some cloths pins in it to match and a cutoff T shirt that was small enough to hug his flat chest and show off quite a bit of midriff. Even his underwear had been replaced, though he tried not to think about that, or about how uncomfortable and... agitated... the new undergarments made him.

He walked out into the living room again nervously and peeked his head out, a small whimper leaving his throat.

"Get out here bitch." Diana said firmly, offering him no quarter.

Jacob hovered at the corner of the hallway like some scared child and half hid his blushing face for what seemed like a too-short eternity. He finally stepped out from behind the corner and stood, exposed and shamed, before the two women.

A small part of the boy realized this was almost like something out of the stories and comics he read. Two gorgeous young women gazing at him, shamed and exposed. That small part of him even enjoyed that fact a bit, a slight hit of endorphins to mesh up with the knot in his gut and stirrings elsewhere.

Yet it was still not like his fantasies, and he knew it. Jacob swallowed and looked between the two women nervously. He started to stammer, he felt his tongue limp and dry in his mouth trying meekly to wrap itself around the words he wanted to ask.

Mercifully Diana spoke first.

"Your cloths fucking reeked." The munk woman said finally as she stood. "I got em in a garbage bag on top of the stuff to go out tomorrow. You can have em back when we can fucking wash them. What did the handle break off on you or something?"

Jacob shook his head and whimpered slightly as he pushed his hands down in front of him to hide his... embarrassment, and shifted from foot to foot. "N-no Ma'am. Just pulled it out of the tank a bit too quickly."

He caught the poor phrasing a split second too late. Again, mercifully, it seemed Diana had no interest taking a slow pitch like that.

"Look runt. I still don't know why the hell you thought whatever wrong at home is bad enough to run off with strangers. But I want my security deposit back and I don't want to smell gas all night so until I decide what to do with you, you wear what I give you. And since Est is the one who fucked up and told you where I live, you can wear some of her cloths. Cause I'm not having you making a mess in any of my panties. Got it?

"uhh, Mistress... Don't you normally go commando?" Ester chimed in.

"You know what I mean" Dee growled.

Ester just giggled a bit at that.

"So yeah here's the deal. Since you call my little slave 'Miss Ester' you can call me 'miss Diana' for now. Since I'm willing to accept that you just may have some reason beyond being a horny little punk for showing up here, I'll let you crash on the couch tonight. Plus you can have some pizza, since you did pay for it."

Poor Jacob tired like hell to keep his eyes fixed on Diana's, or Miss Diana's. He was trying his best to listen. But he felt so stupid and ashamed... and that just made him feel more nervous, and squirmy. He felt exposed and weak just listening to her, and these cloths she put him in didn't help his case in the least. At least with his cargo pants he would have had some way to mask...

Well, mask the thing that was making him feel the most embarrassed.

The boi was snapped out of this spiral of shame and fear when a paw wrapped around the hair at the back of his head and gave a hard yank, nearly pulling him off of his feet.

"Are you listening to me runt?" Diana snapped

"Yes ma'am" Jacob whimpered

"Yes WHAT?" she rumbled

"Y-yes Miss Diana!" he finally squealed tears starting to form in the boys eyes.

"Better. I would think if Est has been trying to teach you how to be a good little sissy bitch, you'd at least know how to follow orders."

He swallowed hard and reached back to rub the painful patch of flesh where the munk woman had almost ripped out a handful of hair. Jacob looked to Ester for a moment and then back to Dee. "I am sorry Miss Diana. Honestly that isn't as much what she's been helping me with. A-and I'm not really a sissy. I mean, I like the femdom in some of the comics. Its nice and cruel and, and has a lot of good degradation to it. But a lot of those comics have some... well some other stuff I really am not that in to."

He shifted from foot to foot nervously, never noticing the tent he now put in the skirt or the small wet spot forming on it.

Diana and Ester both noticed this, but said nothing about it, aside from a small set of glances Jacob was too hurt to pick up on.

"Yeah that seems like the issue we've been dancing around since you showed up runt. Why are you here exactly? I mean fine, Est did something stupid and gave you our address in case you needed it. But unless I'm mistaken you said you can't stand being around your parents anymore. But They don't' beat ya, right? And they aren't locking you up in the basement or doing anything that I'd need to call the cops for."

Jacob was a bit shocked when the eroticism dropped from the munk woman's tone. He shook his head softly and glanced at Ester for a moment seeking some small speck of reassurance. "Well no Ma'am, Miss Diana Ma'am. They have never beaten me, and they aren't really abusing me. Not like what a lot of kids go through I guess. B-but its still really hard to be around them since they found out."

"Why?" Diana snapped

"Because they won't leave me alone about it. Dad constantly goes into my room and looks at my computer and my stuff. Mom is always making me read scripture passages about the roles of a man and a woman in a relationship. Its always so stressful and, and they talk about how fucked up I am when they think I'm not around."

The blush on the bois cheeks grew, but they were matched with a few tears of frustration as he finally let all of this out to someone.

Diana smiled, and it was a bit of a weight off of his shoulders. She looked him over a few more times, pacing around him slowly. Finally she grabbed him by the hair again and looked his face over slowly for a few moments, she then moved him around the coffee table rather quickly and shoved him backwards into the recliner. This gave both women a chance to see his poor tent on full display now.

The same small part of Jacob that was enjoying his own shame again had to guess that this was exactly why the woman did what she did.

Still Diana shoved the box of pizza up in front of him, and watched expectantly until the boi took a square of the big Detroit-style deep dish and nommed it slowly. "So your parents think you're a fucked up little masochist, which you are, and they want to 'fix' that."

Jacob nodded softly

"And you came here... why? Cause you think they are going to send you off to straight camp or something? You think they are going to have you committed?"

"Nothing like that Miss Diana!" Jacob yelped loudly "I mean, well I'm not into guys, so I don't think they'd send me to a camp for that" He could feel that knot in his stomach growing. "Like I said I'm not even really into cross-dressing like this. It feels really embarrassing. B-but yeah I do worry my parents are going to send me off somewhere. Plus its really hard, you know? Its just hard to live with people who spend every day telling you how wrong you are and treating you bad. I just... I needed a break"

Diana gripped his muzzle and looked deeply into those soft, brown eyes, stroking a thumb over his rust colored fur a moment. Soon the two were nose tip to nose tip and Jacob could feel his whole body tingle with nervous electricity. Here he was, laid bare and emasculated. Shameful thoughts and confusing feelings ran though him. He gasped, he whined, he looked up into Diana's eyes fearfully and swallowed hard.

Was she going to kiss him? Was she going to smack him? Had he offended her by being honest?

Finally the munk woman pulled back and sighed shaking her head.

"Ok runt. My guess is about ninety percent of what you are telling me isn't bullshit, so here is how this is gonna work. You are going to call your folks tonight and tell em you are staying over with friends for a couple of days. You sleep on the couch, you don't come in to our bedroom unless something's on fire. Tomorrow and the next day you help us move, and in exchange we give you a place to defrag so you don't have to be around your folks."

"Really?" Jacob asked

"Wait, Really?" Ester parroted. This was not at all what the mouse had expected

"Yeah, really. Just keep in mind I ain't here to mentor you like the squeaky lil bitch there. I'm not running a fucking day camp for wanna be subs. So keep that sissy little skirt pole of yours under control."

Jacob blushed harder and whimpered pushing down on his erection once more. It was amazing what a strong, dominant personality could do to him.

"Now pull up your fucking stockings, get out there and make sure your moped isn't parked in one of the spaces out front. Those are for residents. The visitors park in the lot out to the side."

What? B-but... Er, Yes ma'am, Miss Diana Ma'am" Jacob yelped quickly as he stood up once more. He went over to his jacket and fished out the keys before practically running out the door, clearly hoping nobody would notice him dressed this way.

As soon as the door slammed Ester smirked a bit and leaned back, looking up at Diana knowingly and crossing her arms. "You're planning something for that kid, aren't you?" she asked, that heavily pierced left ear perking up a bit.

"Look, I'm pissed" Dee said as she grabbed another slice "I'm really pissed, about all of this. The kid's sleeping out here, and I'm keeping the Black Rhino under my pillow."

"Aww but I was going to use it" Ester giggled

This earned the mouse a hard fwap on the head that took about three swings to land properly. "I am talking about my gun and you know it! We don't know if this kid is dangerous. But if he needs a place to defrag and he's already here I can give him the benefit of the doubt, on your say" Diana glanced back at the door for a moment "Just remember if he steps out of line, it's his ass and yours." Diana grumbled

"Mistress" Ester sighed "Look I really am sorry. I guess I didn't think of it that way. I just wanted to help someone out."

"I know fuzz butt. And you're a good person for doing it, but you're a bad slave for doing it in such a dumbass way without telling me. So later you're gonna get it. And you make sure your little bitch friend knows that he might just be giving a BJ to a revolver barrel before this weekends out."

She took a big chomp of pizza, half chewed it, and then smirked "That is if he's a good boi"