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The First Lady's Support	By : Redfields Category: S through Z > West Wing Views: 4054 -:- Recommendations : 0 -:- Currently Reading : 0
Disclaimer: I do not own the West Wing or any characters therein. I make no money from writing this story.

Chapter List
- 1-The First Lady's Support
- 1
Author’s note: This takes place after the events of season 7, so the First Lady is Helen Santos and her Chief of Staff is Donna Moss.

Ainsley Hayes walked into the First Lady’s office. Well, near the First Lady’s office. It was actually her Chief of Staff’s office, occupied now by an old co-worker of hers, Donna Moss.

“Ainsley! I didn’t know you were my 10:30. Come in, come in.” Donna welcomed the lawyer into her office.

“Thank you, Donna. I see you’ve moved up in the world.” Ainsley congratulated her.

“Thanks. And you’ve moved … up? Down? In the world.” Donna wondered.

“I prefer to think of it as moving around in the world.” Ainsley answered, and Donna chuckled.

“So, you’re here to talk about the Anal SLUT bill?”

Ainsley grumbled “It’s the Analysis of Sub Level – just call it Bill 485!”

Donna smirked. “You should have thought of a better acronym.”

“It was a democrat on the committee who named it as such, I’ll have you know. Anyway, I have come here today, for this appointment, to request the First Lady’s backing of this particular bill.”

“Well, you’re going to have to convince me, first.”

10 minutes in, Ainsley was getting nowhere. All the convincing arguments she had prepared wound up shot down the by the blonde on the other side, both of them thoroughly disproving the stereotype of hair color.

Finally, Ainsley decided she was done. “Look, I came here to get the First Lady’s support, and I won’t leave here without it. What would we have to change about the bill to get you guys on board?”

“Everything. Seriously. Toss it out, have the speaker spike it. We’re not interested.” Donna said dismissively.

“I’ll do anything to get your support.”

“Anything?” Donna asked, suggestively.

“Anything.” Ainsley confirmed. She could see Donna’s nipples hardened through her shirt, and began unbuttoning her own. Donna practically leapt out of her chair to close the outer door to her office, ensuring some measure of privacy. By the time she turned back around, Ainsley was completely naked. She really was a blonde, republican sex kitten.

Donna was quick to match her, doffing her suit jacket, blouse, and bra. She unzipped her skirt, revealing a shaved pussy with no underwear underneath.

“Naughty naughty” Ainsley giggled.

“Easier for you to get into.” Donna replied. She pulled her chair away from her desk before sitting back down on it with spread legs. Ainsley obediently knelt in front of her and began lapping at her glistening pussy. She was a bit out of practice, but she’d spent plenty of time like this at her college, and could pick it up again quickly.

Donna ran her hands through Ainsley’s hair, pushing that dextrous tongue deeper into her pussy. She held off on rubbing her own tits, not wanting to cum just yet. Then she thought ‘Why not? Ainsley good for two or three orgasms.’ Her hands moved to her breasts, pawing them, pinching and pulling her nipples while Ainsley’s skilled tongue worked magic in her now-dripping pussy.

The chief of staff gave herself over fully to the lawyer’s ministrations, groaning in pleasure when her clit was brought into play. She felt a familiar heat rising in her, starting in her loins and spreading to her whole body. Her vagina was leaking like a broken faucet, and her tits were getting sore from the mauling she was giving them, but she was close. Very close. A hard pinch on her nipples and a rather deep thrust of Ainsley’s tongue pushed her over the edge.

Pleasure exploded in her as her body was wracked with spasms. Her pussy squirted, drenching Ainsley’s face in delicious juice that the blonde eagerly lapped up before delving back into the source for more. It pushed Donna’s orgasm onwards, higher, even as her fountaining pussy dribbled off. At last Ainsley pulled away, and Donna’s shivering calmed down, her mind returning to earth after that titanic climax.

“So” Ainsley asked, on her knees, looking up at Donna with those beautiful eyes. “Do I have the First Lady’s support?” Her entire demeanour was that of a school girl in a porn film.

“Oh, you’re not nearly done yet.” Donna replied with a mischievous smirk.

Ainsley wasn’t as disappointed as she should be. Donna would make her work for it, but if she was having this much fun, it could hardly be called work, now could it?

Donna reached into a desk drawer and pulled out a vibrator.

“Get this nice and wet for me.”

Ainsley took it, but before she could put it in her own neglected pussy, Donna said “with your mouth.”

Reluctantly, Ainsley put it up to her lips, kissing it before giving it a tongue bath, then taking it entirely in her mouth.

Donna shouldn’t have been surprised that Ainsley could deepthroat the thing, but she was impressed. After spending a few seconds marinating in Ainsley’s gullet, Donna nodded to her and Ainsley handed the vibrator back.

The chief of staff got down on her hands and knees and ordered “Now lube my ass with your tongue.”

Ainsley was a bit taken aback by the request, but thought ‘what the hell? I’ve come this far. I’m not going to lose the support now.’ She got down in the same position as Donna and put her face up to the other woman’s ass. She licked up and down between those skinny cheeks a few times before stiffening her tongue and driving it right into Donna’s crinkled rosebud.

The blonde gasped at the sudden if welcome intrusion, trying to relax and let Ainsley get as deep as she could. After a few more laps, she reluctantly pulled away. She took the still sopping vibrator and quickly shoved it in her now wet rear. She pushed it in nearly all the way, then twisted the bottom to start the vibration.

Ainsley was resting on her knees, rubbing herself to the lewd display in front of her. Donna has other ideas, and had her lie on her back while Donna knelt on her face. Another round of oral than. Her hands were free, though, so she went right back to fingering her dripping pussy.

“You’d better not cum before I do.” Donna warned her.

Ainsley wasn’t too worried about that. Despite not have cum already, she wasn’t the one having dual pleasures. Sure, Ainsley’s tongue couldn’t get too deep into Donna, but the different position let her hit new angles in the other woman’s soaking tunnel. She could even, if she stretched a bit, hot her G-spot. A notion that was justified when Donna cried out in pleasure. Ainsley kept her tongue all the way in there, just flicking the tip across Donna’s sensitive spot while furiously rubbing her own clit. She pinched and pulled at it with one hand while her other worked inside her pussy.

Her tongue was again too much for Donna to take, especially with the vibrator going full blast in her ass. She drenched Ainsley again, but this time her orgasm toppled her off of the other woman, and she writhed in ecstasy beside her. For Ainsley, getting a second burst of juice set her off, and she came with a torrent of her own, pussy juice spurting halfway across the office while pleasure roiled around inside her. Her orgasm continued, shaking her this way and that as she thrashed around, still managing to keep her fingers in her pussy and on her clit.

The pleasure gradually faded for both of them, leaving them panting on the floor, drained for now but eager to continue.

“Well, do I have your support now?” Ainsley asked once she recovered her breath.

“Well, not quite yet, but I think you’ve at least earned a chance to speak with the First Lady.”

Once she summoned enough energy, Donna reached up to her desk and tapped a button on her phone.

“Yes?” was the reply over the speaker.

“Ma’am, Ainsley Hayes is here to speak to us about Bill 485. She says she’ll do anything to get our support, so why don’t you bring a tool for the argument?”

“Anything? I’ll be right there.”

Several moments passed, while the two women took the time to recuperate. Then the French doors opened on the other side of Donna’s office to reveal Helen Santos, beautifully naked except for a massive strapon attached to her groin, held there by thin straps around her hips. The cock itself was two inches around and 11 inches long, barely tapering to cockhead at the tip. It was glistening, already coated in lube.

Looking at it, Ainsley gulped. “I don’t think that’s going to fit in my pussy.”

“Oh, this isn’t for your pussy.”

Ainsley’s eyes got wide and she started to get scared. Sure, she’d done some anal before, and even enjoyed it from time to time, but this strapon would simply split her in two.

“Hands and knees, Miss” Helen ordered, and Ainsley complied. She noticed she was facing a full length mirror, and realized it was not coincidence. Evidently, the First Lady wanted to see the look on her face when she was violated by that mammoth tool.

She felt the tip resting between her cheeks, ready to destroy her. She locked eyes with the First Lady in the mirror just as Helen grabbed her hips and thrust forward. Ainsley’s face contorted in pain as her anal ring was stretched far beyond anything it was capable of. She grunted as the cockhead slipped passed her ring and split the walls of her rectum apart. Ainsley was unable to break eye contact with this fierce, dominating woman as Helen forced the cock deeper, inexorably into her ass.

Six inches in, the pain was too much and a tear traced its way down her agonized face. But the strapon continued its relentless assault. Ainsley could feel her intestines, desperate to stay closed, pried open instead. Helen showed no mercy, slowly pushing onwards. Eight inches, nine inches disappeared inside Ainsley’s brutalized ass.

The lawyer tried to keep her lip from quivering, but it was no use. When the gargantuan cock finally bottomed out inside her, she was openly whimpering.

“Donna, why don’t you give her something to snack on?” the First Lady asked.

Her chief of staff did her one better, sliding under Ainsley so they could sixty-nine. After two rounds of getting eaten out, it was time to return the favour. And she wanted an up close view of Ainsley’s cute rear being thoroughly demolished.

As Ainsley got ready for a third course of Donna’s deliciousness, she felt the blonde’s tongue stab deep into her pussy. The agony in her ass instantly waned, and pleasure started to creep in. She dove into Donna’s pussy again.

Helen started to pull out, the vacuum caused by such a huge insertion threatening to pull the rest of Ainsley’s guts with it. She never thought she’d miss such a bowel destroying device nearly killing her, but when Helen pulled it nearly all the way out, she realised she wanted it. Bad. She wanted it filling her, violating her, ravaging her, destroying her ass and pummelling her insides into submission.

She thrust back against the dildo. Helen slapped her ass with both hands. “Good girl” the First Lady said before sliding the bowel buster back inside the lawyer. It was still slow, agonizing going, but the pain was lessened and the pleasure heightened by Donna’s skilful tongue.

Donna loved seeing how wide Ainsley’s puckered hole got as it swallowed more and more of the enormous dong. Soon, it was buried in Ainsley’s ass again. Helen repeated the entire process several times, gradually speeding up. She worked the blonde’s abused ass like a pro, building up power along with the pace.

After several minutes, she was really pounding the lawyer. While she was still looking at Ainsley’s face at it turned from pain to pleasure (even buried in Donna’s beautiful pink slit), she couldn’t help but admire the way her own tits now jiggled as her cock drove in and out of Ainsley.

The increased pace lent a rapidity to Ainsley’s tongue. She put all she had into lapping at Donna, determined to bring about a trifecta of orgasms in the Chief of staff before her own anal pleasure overwhelmed her.

It worked. Barely. She got sprayed in the face (again) right before her own orgasm consumed her entire being. She drenched Donna in turn, and Helen was treated to the sight of the two women underneath her shaking, quaking, and spasming in climactic pleasure, one with an eleven inch plastic cock buried to the hilt inside her cute little ass. Few things were more beautiful.

When their orgasms finally faded into a pleasant warm feeling, Donna and Ainsley were useless wrecks, lying on floor, completely exhausted. Ainsley’s ass was gaping lewdly. She could feel air seeping in and touching deep inside her bowels, and she realized with delight how truly destroyed her once tight rear end was.

Helen stepped out of the strapon, enjoying the sight of the two women in post-orgasmic bliss but desiring some for herself. She rummaged around in the lowest drawer of Donna’s desk and pulled out Mr Big, a titanic strapon even larger than the one she had used on Ainsley. Fifteen inches long and just under three across, she licked her lips in anticipation.

She pulled out a bottle of lube and got to work, coating it entirely before slipping the straps around an unresponsive Donna. Once she was done, the cock stood proud and tall, like a monument to carnal sex. Ainsley, regaining her senses, could not believe it. How on earth could something like that fit anywhere in a woman? She soon found out.

Helen crouched over the massive dong, reaching down to take a hold of it with one hand and aiming it at her well-used ass. She grunted as it split her open, grinning wickedly at Ainsley’s incredulous look as she easily slid eight inches down. Her face turned to a scowl of determination as she forced another two inches into her bottom. She descended further, if slowly. Ainsley was amazed, her jaw dropping in amazement once a full foot of plastic penis had disappeared up the First Lady’s tight ass.

13 inches down, and it seemed like Helen had hit her limit. “No.” she whispered, urging herself deeper. “Come on, come on!” Slowly, torturously, the last inches disappeared. She almost came right then, she was so full, so solidly stretched. Instead, she rested for a few moments, letting her bowels get used to the epic intrusion. Then she rose up a few moments, and sank back down with a groan.

Just as she’d worked Ainsley’s ass to take fast, powerful thrusts, now she worked her own. Soon, she was up to half the dildo, bouncing up and down, her tits bouncing with her, her lips parted in a never ending moan. She knew she wouldn’t last long. A few more thrusts up and down, and then she nearly stood up. Leaving only two inches inside her battered bowels, she let gravity do the work and slid all the way back down in a rush.

She screamed in pleasure as her climax crashed into her. Her pussy gushed cum, pumping it out as pleasure thrashed her about, threatening to topple her if she hadn’t been impaled on such a massive cock. Instead, she merely spasmed, her bowels unable to tighten around the incredible intrusion, which pushed her orgasm on to new heights.

Eventually she simply toppled over onto her side, the cock inside her pulling Donna with her. The Chief of staff wrapped her arms around her slightly delirious boss, holding her as the pleasure gradually faded.

A few moments after Helen had finally stopped shaking, Donna asked “Well, Ainsley, I think you’ve got our support for the anal SLUT bill. Is there anything else we can help you with?”

A grin spread across the lawyer’s face. “Well, there is a budget item I’d do anything to get passed.”

She giggled, then heard a knock on the door. It opened and Ginger walked in with Mallory O’Brien. “Donna, your 11 o’clock is here to see –” She ended on a squeak as she realized what was going on, shoving Mallory out before following and quickly slamming the door behind her. It opened again almost as soon as it was shut, with Mallory leading this time, pulling Ginger along by the wrist.

“Well, it’s been a long time since I’ve had any action. Can you ladies help a girl out?” Mallory asked.

“Sure, but you might have to give us a minute.”

“How ‘bout I give you a show, instead?”

With that, she pulled a surprised Ginger in for a sloppy French kiss. As their tongues wrestled, Mallory’s hands grasped Ginger’s sweater, pulling it up by the waist. They broke the kiss so Mallory could pull it off completely, then she danced around behind the secretary to pull off the plain white T-shirt underneath. Ginger tried to crane her neck to kiss Mallory, but the redhead evaded her advances. Once the t-shirt was gone, her bra came off rather quickly. Ginger instinctively covered her breasts with her hands, but Mallory grabbed her wrists and held them behind her body.

“Get a look at this beautiful view.” Ginger blushed, but appreciated the admiring looks from her superiors. She kept her hands behind her head as Mallory undid the button on her slacks and slid them down her smooth legs. Only a pair of socks and some risqué underwear were left. Mallory hooked the waistband on one side with her hand, and bit the other side, pulling down Ginger’s last vestige of modesty with her teeth. Ainsley catcalled and giggled. Ginger stepped out of her pants and underwear, then twirled around once to show off her small but cute assets.

Then it was Mallory’s turn. Ginger sat on Donna’s chair to take in the show while their guest put on an exquisite strip show. Swaying from side to side and rocking her hips to the beat of silent music, she still managed to come off as incredibly sexy instead of silly as she peeled out of her top and slacks. Down to her underwear, she mimed grinding on a pole while the other women whooped and hollered for her to take it all off. She bent over, giving a view of her cleavage and jiggling her tits before unclasping her bra. She twirled it around her finger and tossed it away.

She turned her back to her audience and bent over, hooking her thumbs into her underwear on either side. She teased each side, pulling one down a bit before pulling it up and the other down, then back up. She slowly worked the waistband over her rear, then bent over fully, giving the ladies a perfect view of her gorgeous goodies. She quickly pulled her underwear down to her feet, then stepped out of them.

Unable to see exactly how long the dildo still buried in Helen’s ass was, she spotted the other strapon and nodded to it. “I could use some of that in me, if one of you ladies is willing.”

Ainsley, energy recovered from her ordeal, grinned and picked it up. She slid it on and said to Mallory “Why don’t you lie on your back?” The redhead did as she was asked, lying on her back on the comfortable carpet and raising her legs in a V.

“Get in there!” She encouraged Ainsley.

The blonde did just that, kneeling down in front of Mallory but aiming the cock at the redhead’s exposed pucker, not her glistening pussy.

“Wait, not the–” Mallory’s protest was cut off when Ginger squatted over her face, smothering her mouth. She held the other redhead’s legs up and open to give Ainsley better access.

“Relax.” Ainsley said. “My ass is tighter than yours and I just took this. Trust me, you’ll love it.” The blonde neglected to mention that Donna had been eating her out at the time with tremendous skill.

She leaned forward to help force the strapon into Mallory’s stubborn anal tunnel. Ginger, not one to turn down such a tempting offer, leaned forwards as well to share a passionate kiss with the blonde. Their tongues intertwined, darting into each others mouths as Mallory moaned underneath them.

Meanwhile, the two senior most members of the room were not idle. With a wet suction sound and a pop, Helen slid free of the titanic tool. She stood up, her knees slightly shaky but gaining strength, and interrupted the make-out session by standing between them.

“Ainsley, Donna says you’re a terrific carpet muncher, but let’s see how well you eat ass. Ginger, you know what to do.”

The secretary dove right into licking out her boss, delighted by the familiar meal. Ainsley was a bit more tentative with her ass, having to also concentrate on the rectal rooting she was giving Mallory, who nearly screamed when the massive dong finally bottomed out in her ass. Yes, she’d taken plenty of anal before, but nothing this size. Still, Ainsley seemed to know her way around a strapon, and what was a little pain when it came to sex?

Besides, she got a close up view of something tremendous. Donna, still wearing Mr Big, knelt down behind Ginger and slowly thrust into her available back door. Ginger paused in her frantic licking of the delicious pussy in front of her. She’d never taken Mr Big before, but if ever there was a time to try, it was now. The smell of sex and generally horniness of the room encouraged her determination to take the entire thing. She tried to relax, but it was a little hard, what with Mallory going full bore on her pussy and her boss pressing her back into that sweet blonde pussy. She dove back in, even faster than before, surprising her boss and making her moan with pleasure.

Ainsley was getting the hang of multitasking. Licking out an ass was different than a pussy, but Helen’s was gaping so wide it was easier. She could feel Ginger’s tongue working Helen’s pussy through the thin membrane separating her rear from her vagina. It was like kissing through oral sex.

Ainsley wasn’t just focusing on one ass; she was also picking up the pace with Mallory’s cute derriere. Judging by the redheads moans of approval (only ceasing when she was swallowing from Ginger’s leaking pussy), Ainsley was doing an exceptional job there as well.

Mallory wasn’t the only person moaning into a dripping pussy. Ginger was getting it good in both holes, letting out a half scream / half moan when Donna finally worked the entirety of Mr Big into her bowels. The chief of staff pulled out slightly, then slammed in hard, pushing Ginger further onto Mallory’s terrific tongue and deeper into Helen’s dripping pussy.

The five-woman orgy continued, building up tempo and force for several minutes until three of them tipped over, one by one. Mallory was first, the ecstatic feeling of getting anally stretched and pounded too much. She screamed into Ginger’s pussy as her own fountained cum up onto the chest of Ginger and Ainsley. Her body twitched in rapturous ecstasy, her tongue now useless for Ginger. Luckily, Donna’s skill with a strapon made that irrelevant. One last, long, powerful thrust pushed the secretary over the edge. She came silently, her body shaking in pleasure as she soaked Mallory in her own juice.

Lastly, it was Helen’s turn. With Ginger lost in her own pleasure world, it was up to Ainsley’s tongue to take her over the edge. Ainsley was up to the challenge. While Helen grinded on Ginger’s orgasmic face, Ainsley kept her tongue firmly up the blonde’s still-loose ass, working it was best she could and stretching to get deeper. It only took a few moments for the First Lady to cum, spraying her own juice to mix in with the all the rest, flooding Ginger’s face and dripping onto Mallory’s spasming body.

The three women writhed in pleasure. Helen’s legs gave out so Ainsley took her in her arms while the older woman thrashed about in pleasure, her pussy continually gushing out cum. Ginger fell backwards into Donna’s arms, freeing up Mallory’s face, but neither redhead noticed, lost completely in their own orgasmic bliss.

A mere eternity later, the women seemed to return to earth, though shaken and exhausted.

“Ginger, you should probably cancel the rest of our appointments. I don’t think I have the energy to argue with anyone else today.”
- 1
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The First Lady's Support