Naughty New Neighbors: Ass Training

Chrissie made a vain attempt to grab Rick by the hair and drag his mouth to her now swollen labia and leaking cunt. Instead she lost her balance and fell on her back, her head dangling over the other side of the coffee table.

"You BASTARD eat me!" she screamed in desperation.

Rick not knowing just how excited Chrissie could get he worried momentarily that maybe he had prolonged the tease too long. He extended his tongue and slowly ran his tongue from her back door up her slit, while parting her lips as he went and finally tasting her sweet as honey nectar at last. Rick was instantly intoxicated with her taste and the sweet aroma of her love hole, that he began to eat her like a kid in a pie eating contest at the state fair.

When Rick's tongue touched her rosebud, Chrissie gasped and nearly came. The thoughts of whether he would fuck her ass tonight had her so revved up that just the split second touch of his tongue at her back door nearly pushed her over the edge.

"Oh god Rick eat me...make me your cuunttttt!" her dirty mouth kicking into full gear.

Rick's face was covered in her juices as she tried to buck her ass up to smash her cunt into his face. Rick inserted two fingers into her hot burning hole as he moved his mouth to her now quite erect clit, burying his nose in her little patch of hair.

As he alternated first sucking her clit, than lashing it vigorously with his tongue Chrissie's legs began to tremble, her orgasm was building so quickly she was sure to explode any moment.

"I'm so close Rick...please don't stoppppppppppp...oh god I'mmmmm coommingg!" she screamed as her legs shot up in the air, shaking violently as her orgasm was racking her body with spasms of pleasure.

From past experience Rick knew that now in the middle of her rapture was the time to attack her back door, while her resistance would be near non-existent. Pulling his fingers from her sopping wet cunt, Rick pressed his well lubed middle finger to her crinkled rosebud. As expected his finger met with little to no resistance as it plunged deep into her ass. Chrissie's ass instinctively clenched tight at the intrusion but too late to prevent it from happening.

Chrissie's climax had just peaked as he penetrated her virgin ass. She gasped for air and began to moan, "yesssssss oh fuck yessssssssssss...finger fuck my ass you fucking dirty old mannnnnnn!"

Rick smiled as he looked up between her legs to see her tits heaving, her breathing erratic and her head still hanging off the other side to the coffee table. Rick started to move his finger in and out of her very tight back door. Chrissie was experiencing something she had never experienced before, a second orgasm was rapidly building.

Instantly her only desire was to come again, to come from having her ass finger fucked. Chrissie grabbed her legs behind her knees and pulled them back lifting her ass off the table, giving Rick unobstructed access to her ass.

As her ass raised up Rick thought fuck the lube she is ready, as he reached for the butt plug. Rick pulled his finger from her which prompted a long guttural moan, "NNOOOOOOO!"

Swiftly he replaced his finger with the small ass plug and began to move it in and out, eliciting yet another guttural moan, "YYYEEEEEEESSSSSSSSSSS...OH fuck yessssssssssss!"

It only took a dozen or so thrusts of the plug in and out until Chrissie erupted into an orgasm that griped her totally. Her whole body froze in mid motion, and it was several seconds before her second orgasm began to recede and her arms and legs began to shake noticeably.

As her orgasm receded even further she slowly lowered her legs back across Rick's shoulders. Rick smiled at the sight of her breasts still slightly heaving, her breath still not yet having regained a normal rhythm. Chrissie then extended her hand towards Rick, "help me sit up Daddy."

Rick grabbed her hand and began to pull her up, only to have her jump up from the table when she got to a sitting position and the butt plug plunged deep into her ass until it reached the narrow neck, which held it deep in her ass. Instinctively she reached to remove the plug, but Rick grasped her wrist to stop her.

"No no baby girl leave it where it's at...it is part of your training," he instructed her.

Chrissie got a quizzical express to her face like someone that didn't understand what they heard before asking, "but aren't you going to fuck my ass tonight Daddy?"

Rick ginned at her eagerness to give up her ass tonight and was tempted to do just that, but thought better of it and decided to stick to his original plan to break her in slowly with the other two plugs first. Realizing just how sweet it would be to slip his cock in her ass with little or no resistance and get quickly into a serious ass fucking.

Rick pulled the pillow close to the edge of the coffee table and then instructed, "sit down gently Chrissie and spread your legs."

Chrissie sat down gently as Rick had instructed but still experienced a twinge of pain as the plug pressed inside her deeper, then gave as soft giggle.

Rick then put his finger on the small line of flowers tattooed on her mount and asked, "What's up with the flowers?"

Chrissie sheepishly answered, "It's to cover my last Daddy's name."

Now it was Rick's turn to give her a quizzical expression, before she continued to explain, "he got married and his wife wouldn't let him fuck me any more...so Brad had me cover up his name...he said if he won't fuck me then he didn't deserve to have his name on my cunt."

"Oh I see...that makes sense," Rick replied.

Chrissie's eyes started to sparkle with excitement, "Oh Daddy if you fuck me real good while Brad watches maybe he will let me get your name tattooed right here," as she pointed to just below the row of flowers.

"Well I will try my best," he chuckled, as he crawled out from under the table and stood up, his cock still nearly at full staff.

At the sight of his cock Chrissie sat up even straighter and bubbling with excitement asked, "Are you going to fuck me now Daddy?"

Rick chuckled at her eagerness, "I don't want to interrupt your ass training and I don't think you are ready for a DP fuck just yet...so baby girl I'm not going to fuck you tonight...tomorrow night I promise."

Chrissie pouted, her lower lip sticking out and obvious disappointment in her eyes.

Pretending to be sweet and innocent she asked, "Daddy, what's a DP?"

Rick answered, "That's when a girl has a dick or toy in both her pussy and ass. It stands for Double Penetration."

"Oh, Daddy that sounds so good and my pussy is really wet...but you're not going to fuck me tonight are you?" she asked, continuing her pouting act.

Rick changed her expression from sad to glad in a heartbeat when he announced, "But that doesn't mean you can't suck Daddy off baby girl."

In a flash Chrissie slid off the table and onto her knees, taking his cock in her mouth, and began bobbing up and down with a determination that this was going to be the best damn fucking blowjob of Rick's life.

---

Rick shut the alarm off and smiled at finding Chrissie there in his bed. It had been years since he woke to a woman in his bed and even longer since the woman was a young smoking hot one.

The temptation to wake her and molest the hell out of her flashed in his head. But the notion would have to wait until tonight, there was just enough time for him to get ready for work and to proceed to step two in her training. Rick slipped quietly out from under the sheets and went to the bathroom.

After shaving, trimming his goatee and a quick shower, Rick went back to the bedroom and gave Chrissie a slap on her ass.

"Time to wake up baby girl."

Chrissie stretched and rolled over on her back and winced when the plug pushed a bit deeper in her ass.

"Damn you Rick I was sleeping so good...why did you wake me?" she complained.

"Time for some more training...now get over here, bend over and I will take that plug out of your ass," he playfully replied.

The thought of getting the plug removed, had her moving at lightning speed to comply. As she bend over the bed Chrissie wiggled her ass from side to side. The plug actually felt kind of good and she almost had second thoughts about having Rick remove it.

Rick slapped her ass once again and ordered, "Stand still and spread your cheeks apart!" as he gripped the flat end of the plug that kept it from disappearing completely inside her. Without hesitation she reached back with both hands and grabbed her butt cheeks to pull them apart.

Rick twisted and moved the plug around a bit before attempting to pull it out. He noticed Chrissie was having twinges of discomfort. Finally, he just gave the plug a steady pull and it slipped out much easier than he expected.

Chrissie squealed, "I gotta go...get out of my way," as she brushed Rick aside and rushed to the bathroom.

Rick couldn't help but chuckle to see her move so quickly. He followed her out of the room, needing to retrieve the bag with the other plugs, which were still under the coffee table in the living room.

As he passed the bathroom he couldn't help but glanced in. Chrissies eyes were closed, her expression one of relief. Suddenly, she opened her eyes and caught Rick standing there looking at her.

"I'm peeing you pervert....get out!" as she stuck her tongue out at him.

He chuckled again and proceeded down the hall making a detour into the kitchen, thinking he had time to burn some toast and grab a bottle of OJ.

Once Rick disappeared, Chrissie realized that while it felt good to have the plug out, at the same time it left her feeling somehow empty and even more strangely eager to have her ass filled again, hopefully with Rick's big cock.

When Rick returned to the bedroom he nearly broke out laughing. The sight of Chrissie bent over the bed, legs spreads wide and rotating her ass around in a circular motion somehow struck him as hilarious. It was as if she was trying to prepare her back door for whatever was going to fill the emptiness she was still experiencing there.

Chrissie looked over her shoulder to Rick and in her most honey sweet little girl southern accent asked, "So what's next Daddy? Your cock?"

Pulling the larger plug from the bag Ricked chided, "Oh don't you wish," now confident that by tonight she would be even hungrier for his cock than she was now.

Chrissie stuck out her lower lip to show her disappointment that she wasn't going to get his cock. But also was getting giddy that he wasn't going to leave her without something round and hard to fill the craving in her ass.

As he reached in the bag for a tube of lube, he moved the plug closer to her face so she could get a good look at what was going to soon be in her.

"You are such a naughty daughter...so eager...but you have to complete your training before you get Daddy's cock...now don't you?" his tone sounding much like a real father scolding a child.

"Yes Daddy I have to be trained...train me Daddy!" she whimpered.

"Now stand still and relax baby girl...reach between your legs and grab my cock," he instructed as he tugged the towel around his waist letting it drop to the floor and then put the tip of the now heavily lube plug to her back door and began to press it into her.

Chrissie reached back and took him in her hand and started to stroke him. Her desire to have this new larger plug in her ass and the feel of his stiffening cock over rode her natural instinct to clench her ass tight. Rick slowly worked the plug in, but when he hit resistance, he would pull it back out slightly. Then he pressed the plug back in, each time he did the plug went in deeper than the last. He was amazed that this plug actually seemed to be going in easier than the first one even though it was a lot bigger. Her resistance giving way to her desire, the plug slid into her and she moaned, "Oh yesssssss daddyyyyyyyyyy!" then froze in place as she enjoyed the sensations that were coming from deep in her butt. She couldn't believe how the plug in her butt was making her pussy spasm.

Rick glanced at the clock and noticed he had spent way more time than he had allowed for completing step two of Chrissie's training. Grabbing pants and a shirt from the closet he rushed to get dressed. Chrissie just remained bent over the bed, not moving but her mind spinning in anticipation of just how good Rick's cock was going to feel in her ass tonight.

As he buttoned his shirt and stepped into his shoes he instructed her, "There are pamphlets in the bag...read them...and at noon replace that plug with the one left in the bag... gotta go," rushing from the room before she could reply and was out the door before she tried to stand up.

---

Rick had been gone a good 5 minutes before Chrissie tried to stand up straight. The plug seemed to go in deeper as she stood, but it actually felt good. She reached into the bag and tossed the other tube of lube on the head board of the bed. Then she grabbed the last ass plug and gasped at the size of it. Then thought he can't seriously expect me to get that in my ass, before she realized it was a bit smaller than his cock when erect and that he was going to have that up her ass tonight. There was no getting around that fact.

Chrissie grabbed the pamphlets from the bag and checked to make sure she got everything before trying to walk out to the living room. As she walked down the hall she giggled and thought I must look like a duck waddling.

Not quite ready to sit down just yet, she slowly walked in a circle around the coffee table, as she thumbed through the pamphlets. As she got through the stack of pamphlets Chrissie discovered a folded sheet of paper, and was surprised by the message written on it.

Rick

Hope you are successful in training your lady friend's virgin ass. I hope she will be worth the effort. If you need any further help training her just call me.

Hell just call me we have unfinished business.

Zoey 444-XXXX

At first Chrissie didn't quite know what to think of the note from Zoey. Reading it again her woman's intuition kicked in and she could read between the lines what Zoey was really saying.

Why that dirty old man tried to fuck Zoey at the sex shop where he got the plugs for my ass Chrissie thought to herself. Strangely the thought that Rick had discussed with and gotten help from another woman to pick out the things he needed to train her ass, somehow excited her and her pussy began to leak down her leg.

After going to the bathroom to dry herself off, Chrissie came back to the living room and gingerly sat down on the sofa to read the pamphlets.

---

As Rick turned the corner to walk down the aisle towards his cubicle he noticed Tess was apparently waiting for him at his desk. Rick greeted her with a unmistakable smile on his face, "Hey Tess what brings you over to my neck of the woods?" he asked not remembering her ever coming to his cubicle at any other time in the five years she had worked there.

Tess smiled as if she knew why he was smiling before replying, "Oh just was curious what you have going on Friday that is so important that you can't have a drink with me?" her tone a bit sultry.

Damn is she actually flirting with me? Rick pondered, before deciding to be evasive, "I am not at liberty to discuss that," he chuckled as he blatantly stared at her cleavage that looked even more enticing than usual.

Rick wasn't sure after yesterday's encounter with Zoey if he was really up to starting something with anyone else other than Chrissie. But just the thought that Tess might actually be flirting with him sure did boost his ego.

Tess noticed his stare, but didn't even blush or try to divert his eyes, "Oh really...so that's how it is...is it?" she asked now even further convinced that Rick was getting laid.

"Will I hope she is worth giving up drinks with me!" her meaning so blunt even Rick who was not accustomed to be having a woman flirt with him, understood the underlining message.

Finally Rick's thoughts of pursuing Tess stopped spinning in his head long enough for him to answer, "That's how it is."

Tess grinned at him and slapped him playfully on the chest, "Okay stud be that way," as she turned and walked away, swaying her ass even more than usual.

Rick finally sat down to begin work, but couldn't help but marvel at how just two days ago he hadn't been laid in years and now within those same two days he had fucked Chrissie twice, Plus add to yesterday's encounter with Zoey and now Tess coming on to him, he sighed I wonder what will happen next, and then smiled with the thought that whatever happened next he was sure to be getting a lot more sex.

---

Chrissie read the last of the pamphlets and was pleased that Rick had told her to read them. Slowly she moved her ass closer to the edge of the sofa which allowed her to prop her feet on the coffee table and spread her legs wide.

Chrissie tentatively touched the plug moving it just a little, it didn't really hurt, just felt strange. She began to move the plug from side to side and even tugging on it a little, the more she moved the plug the more her pussy tingled. Without warning her hand got a mind of its own, taking orders from her now wet cunt, tugging on the plug and thrusting it back into her now very excited rosebud. The more she moved the plug in and out of her ass the more excited she got.

Without even realizing it she was pulling the plug three to four inches out of her ass before thrusting in back in, her hand now enthusiastically trashing her sweet little crinkled back door. The sensation of what her hand was doing to her, combined with fantasizing just how much better it would feel if it was Rick's cock in her instead a hard impersonal plug, drove her over the edge of ecstasy as she screamed, "Ohh Daddyyyyyyyyy fuckkkkkk mmmeeeeeeeeeeeeee."

Chrissie plunged the plug back into her ass one last time before collapsing to one side and curling up into a fetal position as the last waves of her orgasm pulsated through her. She fell to sleep, the kind of blissful sleep one gets after having a very satisfying climax.

Chrissie woke startled that she had fallen asleep. With no idea how long she had slept Chrissie jumped up from the sofa and rushed to the bedroom panicked she may have slept too long. Chrissie cursed when she saw the clock reading 12:45. Surely Rick would be calling or texting her any minute to check to see if she had done as he had instructed and gotten the last plug up her ass.

Franticly, she tore the packaging from the last plug, grabbed the tube of lube. Without even thinking she reached between her legs and literally ripped the ass plug from her butt.

After lubing up the last plug, she reached back between her legs and pointed the head of the plug at her back door and started to apply pressure. She pushed and pushed but the toy was not penetrating her. Chrissie decided to come at this from a different angle, she bent over and reached behind her to attempt once again to force the plug in her now very tight bung hole, not realizing her panic was only adding to her predicament.

She cursed, "Fuck Rick is going to be so pissed," as she flopped on her back with her legs high in the air, as she attempted once again to get the plug in. Her tears started to flow. I want this; I promised Daddy, why the hell can't I get it in? She asked herself over and over.

Frustrated that none of the pamphlets she had read earlier had said nothing about the best way to get a plug up her ass, other than to lube it good. Suddenly she remembered something else, she remembered Zoey wrote in her note to Rick 'If you need any further help training her just call me'.