The Executive Lifestyle Experience

The Executive Lifestyle Experience

Chapter Fifteen: Anal Training.

Early Monday morning, I was headed to the airport, for a flight to Atlanta, to brief a potential customer on ATS Engineering's advanced simulation capabilities. I would be staying over two nights, returning Wednesday morning.

Sara had told me she had a 'Girl's Night Out' planned for Monday night, so I shouldn't worry about calling her. She would likely be out late, and not in an environment conducive to holding a telephone conversation. I had told her to have fun, and agreed to call her on Tuesday, after work.

********************

Later that day, Sara left work early for her next lesson with Lisa McCafferty. She was dutifully knocking on the door of Apartment 305, in the Meadowview Building of the Wintergreen Apartments, at 3:30.

Sara was wearing a Forest-Green, short-sleeve sheath dress. It had a modest V-neck in front, with a sheath silhouette that provided a body-molding fit through the chest, waist and hips. The narrow skirt ended just at her knees. Although the dress was appropriately conservative office wear, its clinging fit complemented Sara intrinsic beauty, presenting her at her finest, and providing a definite 'wow' factor.

"Hello, Sara... Come in... It's so good to see you again," Lisa said as she answered the door. "You look fantastic."

"Thank you, Miss Lisette. You are very kind."

Lisa let Sara into the apartment, then closed and locked the door behind her. "I like that dress," Lisa said. "It's very becoming on you."

"And yours as well," Sara replied.

Lisa was wearing a beige cap-sleeve dress that fell to a few inches above her knee. It's casually conservative cut was quite attractive on her fit body.

"I understand we are going to get you some sexy dresses this evening, after the lesson." She gave Sara a conspiratorial wink. "That will be exciting!"

"Yes, Ma'am," Sara acknowledged. "I am very much looking forward to it. I trust your opinion, and am very pleased to have your advice on exactly what dresses I should get. Master Scott wants my dress to be provocative, but elegant... not slutty. I'm not sure I know how to do that, and will very much value your input."

"It will be my pleasure, Dear," Lisa replied. "I have made arrangements for us to meet with a friend of mine who is a fashion consultant. She is, in fact, the proprietor of the Naughty Secrets Boutique, downtown. I am sure she will help us find some dresses that are perfect for your assignment. But first, as I am sure you are aware, I have been commanded to teach you about anal sex."

"Yes, Miss Lisette," Sara acknowledged. "I am aware you will be instructing me on the topic of anal sex. But I am more than a little scared, and I find the very idea kind of repulsive, so please be gentle and patient."

"Of course, Dear," Lisa promised. "Come with me."

"I've heard that anal sex is extremely painful," Sara confided as she followed Lisa down the hallway. "I am nervous about that."

"I wouldn't worry about it, Sara," Lisa explained. "Most women who try anal sex find they really enjoy it. It is seldom really painful, unless the man is trying to make it so, as a punishment, for example. It can be very painful if he simply rams it in, without allowing time to adjust. But if pain is not the objective, he will go slowly. It is not so different from getting into a very hot bath. Do it too quickly, and there is burning pain. But by allowing your body time to adjust, it becomes not merely tolerable, but an exquisitely pleasurable experience."

Lisa led Sara into the bedroom, where she ordered Sara to undress. Sara obediently set about removing her clothing. She was embarrassed, as she always was when ordered to strip herself, but the order was not unexpected, and Sara dutifully complied. She moved over to the dresser, where she slipped off the wedge heels she was wearing, leaving them on the floor next to the dresser. She then reached behind her neck to find the zipper that ran down the back of her dress. She worked it loose, then slipped the dress down her arms to pool at her waist, revealing the lace bra she was wearing. She pushed the dress off her hips and stepped out of it, then folded it carefully and placed it on the dresser.

Steeling her nerves, Sara reached behind her and released the catch of her bra, then shrugged it off, baring her perfect breasts. She folded the bra and placed it on top of her dress. Clad now only in her matching lace panties, Sara took a deep breath to settle her nerves, then pushed the panties off her hips and down her legs. She stepped out of them, leaving herself utterly naked, folded the discarded underwear carefully, and placed it with the little pile of clothes on the dresser.

Sara felt herself becoming aroused by the submission implicit in obeying an order she would rather avoid.

While Sara was removing her clothes, Lisa had retrieved a notepad and a pencil, as well as a cloth measuring tape.

"Kim asked me to take your measurements, so she can meet us later with a selection of dresses that she knows will fit," Lisa explained as Sara finished obediently removing her clothes.

"Kim is the fashion consultant?" Sara clarified. "The owner of the sex shop?"

"Correct," Lisa acknowledged. "But it's not really a sex shop, though the clothing can be pretty racy. It's more along the lines of a Victoria's Secret... Sexy, but not pornographic."

"I've seen Victoria's Secret get pretty risqué," Sara commented. "I'm not sure how much of a difference there is."

"How about 'no overt porn'," Lisa clarified. "Pretty racy for a clothing shop, but pretty conservative for a sex shop."

"Fair enough," Sara allowed.

Lisa began taking Sara's measurements... bust, waist, hips, neck, inseam to knee, shoulder to elbow, elbow to wrist. She jotted down each measurement in her notepad. When she was done, she closed the notepad, then retrieved a fluffy white bathrobe from the walk-in closet.

"Here," Lisa said, handing the bathrobe to Sara. "You may put this on. I need to excuse myself to call Kim and give her your measurements. I'll be back when I'm done, which might be a few minutes."

Sara put on the bathrobe, luxuriating in it's fluffy embrace. As she fastened the sash around herself, Lisa left the bedroom. Sara had a seat in the overstuffed chair beside the bed, relaxing a bit while she waited for Lisa.

Lisa was back, about ten minutes later, having completed her call to Kim.

"Now then, Slave," Lisa began, "follow me."

Lisa led Sara into the Master Bathroom. She retrieved a silicone-rubber enema bag, with its associated tubing, from under the vanity.

"If I understand correctly," Lisa noted, "You have never had an enema."

"That is correct, Miss Lisette," Sara confirmed. "So please be gentle."

"Of course, Dear," Lisa assured her. "Relax. This may be a little uncomfortable, and a little bit embarrassing, but really, it is nothing to get worked up about. If I can do it, I am sure you can."

"I suppose so," Sara confirmed. "But that doesn't make me any less nervous."

"Of course not," Lisa said sympathetically, "but you will see. Now, the purpose of giving yourself an enema for sex-play is to make sure your ass is squeaky-clean. Clean enough, in fact, that if someone decides to take something that has been fucking your ass, and put it into your mouth, it will not be unpleasant. You can imagine, therefore, that we must be very thorough."

"Is that even possible?" Sara asked skeptically.

"Of course it is, Dear," Lisa confirmed. "I do it all the time. But you have to do a good job; You have to use enough solution, and you have to repeat the process enough times to achieve absolute cleanliness. The little saline enema syringes you can purchase at any drug store are not sufficient; they will never clean you well enough that no fecal residue is possible. If you use them, you are likely to be very sorry, because you must assume that whatever is going to fuck your ass, may also end up in your mouth." She smiled grimly at Sara. "This is one task in which the punishment for not being an adequately diligent is both immediately evident, and pretty gross."

"I can imagine," Sara said. "And I am pretty disgusted by

that

possibility."

"That is why you make sure you do a good job," Lisa stated. "You will need a 2-Quart enema bag, like this one." She held the bag and associated tubing up and allowed Sara to examine it carefully. "You can order one on online, from Amazon, or from any pharmacy. The specific style doesn't matter, but you should make sure it is 2-Quarts."

"Ok," Sara acknowledged.

Lisa showed Sara how the tubing screwed into the open end of the bag, sealing it, then called her attention the tube clamp.

"This clamp is your control," Lisa explained. "It can slide anywhere along the length of the tube, but I advise you to keep it at least 2 feet back from the nozzle. That way, when you are administering an enema to yourself, you can easily reach it without undue contortions. The nozzle, of course, is to be inserted into your rectum. You will want to lubricate it, just prior to insertion."

Sara nodded her understanding.

"Now, the little saline enema syringes are pre-mixed, but I have already explained they are too small to provide the required cleaning. Instead, you must mix your own saline. This is done by filling the bag with 2-Quarts of warm water and adding sea-salt; 4 tablespoons total, which is 2 tablespoons per Quart. Never use pure water, because doing so can throw off your body's electrolyte balance, which is very bad. Always use the prescribed amount of sea-salt. Do you understand?"

"Yes, Miss Lisette," Sara acknowledged.

"Good," Lisa continued. "Now, I have premeasured the quantity of salts." She opened the center cabinet beneath the vanity, and extracted three small pill-bottles from a plastic tub that contained a large number of them. "I would suggest you do the same, as it makes things very much easier at the time you are mixing the enema." She placed the small bottles on the counter top, then opened one, showing Sara the salt inside. "Four tablespoons are equivalent to 2 fluid ounces, so I use two-ounce pill bottles. You can order a set of them online, as well. Simply fill each one with sea salt, and you have a pre-measured, ready-to-use quantity of salt at your disposal. It is very convenient."

"So I see, Miss Lisette," Sara acknowledged as she watched Lisa empty the first bottle of salt into the enema bag.

"Now, you want the temperature of the water to match your body temperature," Lisa explained as she turned on the tap and let it run. "It's worth taking a minute or two to make sure you get it right. If the temperature is significantly hotter or colder than your core body temp, it will be uncomfortable."

As Sara watched, Lisa held her hand under the tap, then adjusted it slightly.

"Feel it," Lisa directed. "And tell me what you think."

Sara held her hand under the tap, judging the water temperature. "A tad warmer, I think," Sara said. "I agree," Lisa concurred. "Alright, make the adjustment, and tell me when you think you have it right."

Sara adjusted the faucet, very slightly, holding her fingers under the stream of water as she did so. She waited for a bit, to be sure the temperature was stable. "There, I think," she finally announced.

Lisa checked once again. "Very good. I agree. Now, go ahead and fill the bag."

As Lisa supervised, Sara filled the bag. Once full, she shut off the tap and held up the full enema bag.

"Now, take the tubing and screw the end onto the bag," Lisa directed. Sara did as she was told, while Lisa watched. "Bleed out the air by opening the clamp and gently squeezing the bag until the saline has moved through the tube up to the nozzle. When it has, shut the clamp. Make sure the tubing clamp is shut before you put the bag down," Lisa advised. "Or you will have a lot of water to clean up."

Sara checked the clamp, which was well back from the nozzle, verifying it was closed.

"Ok, you are ready," Lisa observed.

"I don't know about that, Miss Lisette," Sara quipped. "But, I am willing to try."

"Just relax, Dear," Lisa advised. "This won't be nearly as bad as you are imagining. Wait here for a second, while I get you a mat."

Lisa stepped outside the bathroom for a moment, but was soon back, carrying a padded exercise mat. As Sara watched, she un-rolled it, laying it on the floor.

"Now, this process works by gravity, so we are going to hang the bag up, while you lay on the mat," Lisa explained. She reached over and removed a hanging plant from its position about 3/4 of the way up the wall, halfway between the towel rack and the ceiling. She moved the hanging plant to the counter-top, where it would be out of the way.

"When you do this at home, you will need a place to hang the bag. You can use the towel rack in a pinch, but it's really better to have the bag higher, about so," Lisa said as she hung the full enema bag on the hook for the recently-removed hanging plant. "Perhaps you will want to have a hanging plant in your own bathroom."

"Thank you, Miss Lisette," Sara replied. "I'm sure you are correct."

"Now, before you begin," Lisa instructed, "You need to lubricate the nozzle. There is some KY jelly in that drawer."

Under Lisa's supervision, Sara opened the drawer, found the KY jelly, and lubricated the Nozzle.

"Now, remove the bathrobe, and get down on the floor, on the mat," Lisa instructed. "Lay on your left side, and pull your knees up to your chest."

Sara obediently stripped off the bathrobe and hung it on a hook on the back of the bathroom door. Naked now, she moved into the position Lisa had indicated, holding the tubing with the lubricated nozzle as she did so. Once Sara was laying on the mat, positioned as Lisa indicated, Lisa instructed her to proceed.

"Insert the nozzle," Lisa directed. "It will feel a little strange, but it won't hurt you."

Sara obediently reached behind her and felt around with the tip of the nozzle. When she had it positioned against her anus, she pushed, driving the nozzle through her sphincter, until it was fully penetrating her rectum. "It's in, Miss Lisette," she announced.

"Ok," Lisa said. "Now, open the valve."

Sara obediently released the tubing clamp, allowing saline to flow into her bowels. She moaned slightly as she felt the liquid invading her insides.

"Now, don't get freaked out," Lisa coached. "I know it feels weird, but it's not all that uncomfortable, and it's for a good cause. Just relax. You'll need to take the full 2-quarts. You won't think that's possible, but trust me, you can do it."

"If you say so, Miss Lisette," Sara groaned.

"Just relax now," Lisa advised. "If you start to cramp, you can shut the valve off, momentarily. But you have to take the full amount."

Sara squeezed the tubing clamp shut, squirming as she did so. "How much is left?"

"About half the bag," Lisa reported.

Sara groaned when she heard that.

"Don't panic," Lisa admonished. "I know you don't think you can't take all that, but you can. Just give yourself a moment to get used to it."

Sara waited for about 30 seconds, allowing time for the cramping to subside. Then she opened the tubing clamp once again, allowing the remaining water to flow into her colon. She gasped and moaned a little as it did so, but she was ultimately able to take the rest without significant difficulty.

"There, you have done it," Lisa praised when the bag was empty. She pulled the nozzle out of Sara's ass and moved to the sink, where she cleaned the nozzle under a stream of water from the faucet.

"Just lay still now... give it time to work."

"How long do I have to hold it, Miss Lisette," Sara asked.

"Well, the longer, the better, Lisa replied. "But you will get to the point where you can no longer hold it. When that happens, sit up on the toilet and relieve yourself."

"Yes, Miss Lisette," Sara agreed.

Sara held her position for about 5 minutes before she realized she could no longer delay. She quickly stood up, flipped up the toilet lid, sat down on the seat, and proceeded to expel the enema solution, which quickly turned the water in the toilet bowl a deep, watery brown. When she had expelled everything, she wadded up a length of toilet paper and used it to wipe the remaining water droplets from around her anus.

"The first time you do this, the enema you expel will be filthy, as you can see," Lisa instructed as she reached over and flushed the toilet. "The second time will be far better, almost clear. But 'almost' is not good enough. You must keep going until the solution comes out completely clear. Usually, that happens on the third rinse, but if the third is not perfectly clear, you must do a fourth. Do you understand?"

"Yes, Miss Lisette."

"Good. Now show me what you have learned. This time

you

do it. I am not going to help you, but I will let you know if I see you doing something wrong."

Lisa watched carefully, but did not offer further instruction, as Sara gave herself two more cycles of the enema. When Sara finished the third cycle, she told Lisa she thought she was done, as the fluid she had expelled was perfectly clear.

"I agree," Lisa concurred. "Ok, let's clean-up and put away the equipment, then we can shower together."

Under Lisa's direction, Sara cleaned the nozzle in the sink, then sterilized it in a paper cup half-filled with rubbing alcohol. She then unscrewed the tubing from the enema bag and hung both up to dry. Meanwhile, Lisa took the hanging plant off the counter top and replaced it on the hook on the wall, above the towel rack.

When she had done so, Lisa went over to the shower, reached in, and turned on the water. She let it run for a bit, then felt the spray and adjusted the temperature to her satisfaction. She opened a drawer and pulled out two shower caps. Lisa handed Sara one of the shower caps, then proceeded to put one on herself, tucking her blonde hair up under the protective plastic. Meanwhile, Sara put hers on, pushing her dark hair up under the plastic headpiece.

Lisa removed the shoes and anklet socks she was wearing, placing them on the floor to the side of the vanity. She reached behind her, undid the zipper to her dress, then shrugged it off her shoulders. She pushed the beige material down her body and stepped out of it, then folded it carefully and placed it on the vanity counter-top, away from the two sinks. Lisa reached behind her and released the catch to her bra, then shrugged it off, before folding it and placing it on top of her dress. She then pushed the panties off her hips and down her legs, then stepped out of them. She dropped the underwear on top of the little pile of clothes on the vanity countertop.

Sara, who was already naked, watched as Lisa stripped herself. She noted, once again, how attractive Lisa was. She suspected Lisa worked hard on keeping herself lean and fit.

Once she was naked, Lisa opened the shower door and guided Sara into the enclosure, then stepped in herself and closed the door behind her.

Lisa squirted some body wash into her palm, then told Sara to stand in front of her, out of the spray.

"Here, Dear... turn away from me."

Lisa began soaping Sara's back, gently caressing every inch of her flawless young skin, moving down to her butt, and then between the cheeks of her ass.

"This is the last step of making sure your ass is squeaky-clean," Lisa noted. "The enemas made sure you are completely clean on the inside, now you have to ensure there is no residue on the outside."

Sara simply stood and allowed Lisa to rub soap suds all over her body. She giggled a bit when Lisa began to soap her breasts and crotch.

"Would you like me to return the favor, Miss Lisette?"