The Executive Lifestyle Experience

The Executive Lifestyle Experience

By TheProfessor7002

Author's note: This is the continuing story about a shy young wife exploring her submissive desires, under coercion at first, then with greater enthusiasm as the story progresses. It is a fantasy, set in a fictional world where there is no risk of STDs, and there is no downside to casual sex with multiple partners... As I said, fantasy. Don't try this at home.

Chapter Ten: The Second Lesson.

Sara had her second lesson with Lisa McCafferty on Monday afternoon of the first week in June. As agreed, she arrived at Apartment 305, in the Meadowview Building of the Wintergreen Apartments, at 3:30. Lisa answered the door when she knocked.

"Hello, Miss Lisette," Sara greeted Lisa.

"Hello, Sara... Please come in."

Lisa took Sara into the kitchen, to the bar area, and poured them each a glass of Chablis. Then she escorted Sara back into the Living Room and had her sit on the couch. Lisa took a seat adjacent to Sara, on the love seat. They engaged in small talk for a few minutes, while sipping their wine, before Lisa brought the conversation around to business.

"Did you bring the toy?" Lisa asked.

"Yes, Ma'am," Sara replied. "It's in my purse."

"Well, take it out, and show me the results of your practicing," Lisa commanded. "You

have been

practicing, have you not?"

"Oh, yes Ma'am," Sara replied as she set her wineglass on the end table, then stood and retrieved her purse. "I have diligently practiced, every day."

"And how has that been?"

"I know I am making progress," Sara explained as she extracted the dildo vibrator from the drawstring bag. "I can usually take it all the way without undue effort. I won't say it's easy, but when I remember the techniques you have taught me, it's not all that hard."

"But you don't always remember, do you?" Lisa observed.

"No, Ma'am," Sara replied. "I have to think about it. When I do, I can swallow it pretty easily... but the technique is not exactly second nature."

"Yes... That is why the necessity of practicing every day," Lisa explained. "It is like military drill... If you do the same thing, over and over and over, it soon becomes ingrained in your subconscious. You won't have to think about it. This is important, because you will likely not be in a cognitive state of mind when someone is trying to force their cock into your throat... You are far more likely to be either so aroused, or so stressed by the aggressive thrusting of a male penis, that you will not be able to think straight. Having the technique thoroughly ingrained in you, as a reflex action, will make you far more proficient at dealing with whatever situations may arise."

"Yes, Ma'am, I understand," Sara acknowledged.

Sara held the dildo in her hand, then brought it up to her lips. She inserted the tip into her mouth, then tipped back her head and pushed the shaft deep. She felt the urge to gag as it lodged in the back of her throat, but swallowed as she felt it, and succeeded in pushing the entire length into her mouth. She held it that way for 30 seconds or so, continuing to swallow repeatedly as she did so, then withdrew the toy from her mouth and gasped a bit to catch her breath.

"Very good," Lisa commented. "It is obvious that you have been practicing. You weren't nearly that proficient last week."

"Well, I can't always do it that easily," Sara admitted. "But I can tell I am making progress."

"I understand, Dear," Lisa acknowledged. "Anyway, it's quite apparent that you are ready for the next size up. Wait here. I will get you a larger size."

Lisa rose to her feet, then headed down the hall to the Master Bedroom. She was back, a few minutes later, holding a larger version of the dildo Sara had been using for practice. She was also carrying a leather slave collar, four leather wrist and ankle cuffs, and a leash. As Sara watched, Lisa placed the items she was carrying on the coffee table in front of her.

"Here, take this one," Lisa directed, handing Sara the larger dildo.

Sara swapped the dildo she had been using for the larger version that Lisa had just retrieved. "Wow, it's a lot bigger," Sara commented.

"It's eight inches long, whereas the one I had you start with was 6 inches," Lisa explained. "Do you think you can swallow this one?"

"I am not sure, Miss Lisette," Sara answered. "But I am willing to give it a try."

"Alright, then, give it a try," Lisa replied. "The same techniques apply, but you will have to get used to the larger size."

"Yes, Ma'am," Sara replied, moving the dildo up to her mouth, then pushing it into the back of her throat. Sara tried to swallow it, but ended up gagging herself. She had to pull back suddenly to get her heaving stomach under control.

"I'm sorry, Miss Lisette," Sara gasped. "Please let me try again."

"Go ahead, Dear," Lisa commanded.

Once again, Sara tried to swallow the phallus, and once again, she caused herself to gag rather violently. She quickly pulled the toy out of her mouth and held it in her lap as she fought to regain her equilibrium.

"I think I'd better stop," Sara announced. "I very nearly threw up that time."

"Well," Lisa observed, "If you were with a Dominant Male who happened to be that well-endowed, it is unlikely he would permit you to stop. It is far more likely he would simply force you to swallow it, and if you threw up while doing so, you would be punished."

Sara looked at Lisa, unsure of what to say or do.

"Perhaps, some of your difficulty is due to the fact that you don't really think it is possible to deep-throat a prick that large," Lisa noted. "Allow me to show you that is not the case."

Lisa held out her hand for the dildo, and Sara obediently handed her the toy.

"It can be done," Lisa explained, "but it takes focus, and a level of skill that comes from repetitive practice." As Sara watched, Lisa pushed the toy into her own mouth. She pushed it to the back of her throat, then carefully swallowed, pushing the toy down her throat as she did so. It worked; the dildo slid the full way into Lisa's throat, until just the handle was protruding from her lips, which were spread wide around the girth of the impaling phallus. Lisa held it that way for a long time, continuing to swallow as she did so, before she finally pulled it out of her mouth.

"There, you see," Lisa said, gasping slightly. "It can be done. The same technique works for a cock this big, and believe it or not, for one even larger, if you happen to come across one."

"Well, I'm impressed, Miss Lisette," Sara said, somewhat in awe of Lisa's ability. "I wouldn't have thought that possible."

"Which has a lot to do with why you weren't successful," Lisa explained. "You have to believe you can do it... I had the advantage of knowing it was possible."

"I understand, Miss Lisette," Sara answered. "Perhaps I could try again?"

Of course, Dear," Lisa replied, passing the dildo back to Sara.

"Thank you, Miss Lisette." Sara took the dildo back, then stuck out her tongue, tipped her head back, and pushed it into the back of her throat. Sara tried to swallow as it pushed at the back of her throat, but once again ended up gagging herself. She again had to pull back to get her heaving stomach under control.

"We need to get you into a different frame of mind," Lisa pronounced as she watched Sara struggle to recover control. "Alright, Slave... Standup and remove your clothes... Strip yourself naked."

"Yes, Miss Lisette."

Sara blushed at being ordered to strip. She took a moment, trying to steel her nerves... She placed the dildo she had been trying to swallow back on the coffee table, then took a large gulp of wine, before placing the nearly empty glass back on the end table.

Unable to delay any longer, Sara obediently stood and began to undress. She slipped off her shoes and socks, then placed them on the floor beside her. Sara undid the buttons of her blouse, then slipped her blouse off her body, folded it neatly, and laid it on top of her shoes. She then undid the snap on her pants and drew down the zipper. Blushing under Lisa's steady gaze, she dropped her pants, and stepped out of them. These too, she folded neatly, and laid on top of her shirt.

Clad now in only her bra and panties, Sara took a breath, summoning her courage. She reached behind her and unfastened the strap of her bra, then shrugged it off, baring her breasts. She dropped the bra on the little pile of clothes beside her. Acting quickly, before she had too much time to think about it, she skinned down her panties, letting them drop around her ankles. She stepped out of her discarded underwear, then used her foot to kick the panties onto the pile with her other clothes.

Sara was now completely naked, standing in the living room in front of Lisa, feeling very naked and vulnerable.

"Put on the collar and cuffs," Lisa ordered.

"Yes, Miss Lisette."

Sara obediently fastened the collar around her pretty neck. When she had done so, she buckled a leather cuff around each of her wrists, the heavy black leather looking brutal against her fair skin. She sat on the couch, then reached down to buckle a leather cuff around each of her slim ankles. When she had done so, Lisa took control.

"Stand up, Slave, and place your hands behind your back,"

When Sara had obeyed her command, standing before Lisa, naked except for her collar and cuffs, her hands placed behind her back, Lisa moved behind her and clipped Sara's wrist cuffs together, securing her hands behind her back.

"There... Now, you're helpless," Lisa stated as she retrieved the leash and clipped it to the front of Sara's collar. "You're my slave... my slut... and you will do as I command... Or you will be punished... You may not think you can swallow that dildo, but I'm going to make sure you do."

"Yes, Miss Lisette, I will try."

"With you in bondage gear," Lisa remarked, "I can force you to take it all, and you won't be able to refuse."

Sara felt a pang of masochistic arousal as she imagined herself being forced to swallow the 8-inch dildo.

Lisa paused a moment, considering.

"But first... Let's try a change of pace. We'll return to the deepthroat practice in a bit... But to give you a break, I think we will work on pussy-licking in the interim."

"As you wish, Miss Lisette," Sara replied.

"Come, Slave." Lisa took the leash and led Sara down the hall. She guided Sara into the Master Bedroom, to the center of the room.

"Kneel, Slave," Lisa commanded.

Sara obediently sank to her knees. With her hands bound behind her, she had to be careful of her balance, but she gracefully transitioned to a kneeling position on the bedroom carpet.

"Spread your knees... shoulder width," Lisa ordered. She squatted down and drew her fingers through Sara's pussy, sliding through the wetness pooling there. Sara moaned at her touch.

"As expected," Lisa noted as she continued to work her fingers into Sara's pussy. "All I have to do is strip you naked, then restrain you in bondage gear, and you're instantly wet."

Sara moaned in pleasure. She couldn't help pushing her crotch against Lisa's fingers. "I can't help it, Miss Lisette. I don't know why... I don't enjoy it, but being naked and helpless always makes me hot."

You do enjoy it," Lisa countered. "You just have trouble admitting that to yourself."

"I enjoy being turned on," Sara admitted. "But the humiliation of being naked and helpless is extremely uncomfortable. I wouldn't choose that for myself, if the decision was mine."

"But it's not, "Lisa countered. "You don't have a choice, and that's what makes you hot."

Sara gasped, moaning low in her throat, as Lisa continued to work her fingers in Sara's pussy, probing her insides and stroking over her clit.

"Oh, god, Miss Lisette," Sara gasped. "That feels so good."

Lisa stopped her active thrusting, but continued to rub her hand lightly over Sara's pussy, stroking the length of her slit, and gently rubbing her clitoris. Sara gasped in pleasure, pressing her pussy forward against Lisa's fingers, trying to get more pressure against her clit.

"Yeah... you're smoking hot," Lisa teased. "Would you like to cum?"

"Yes, please, Miss Lisette," Sara gasped, rocking her pelvis back and forth in time with the teasing strokes Lisa's fingers were applying to her clit.

Lisa suddenly removed her hand, leaving Sara gasping with need.

"I will allow it when you have swallowed the larger dildo, but first things first," Lisa decreed. "I'm going to have you suck me off... That will give you some more practice eating pussy... Of course, the last time we did this, you were pretty damn good... But as they say, practice makes perfect."

"As you wish, Miss Lisette," Sara moaned.

"Wait here, while I change into something a little more comfortable," Lisa said.

"Yes, Ma'am."

Lisa dropped the leash, letting it dangle down between Sara's breasts, which were now heaving enticingly with her excited breathing. Lisa stood up and moved over to the bed.

Sara continued to kneel where she had been put, naked except for her collar and cuffs, her knees spread to shoulder width, her hands clipped together behind her back. She presented an iconic image of a female slave: her youthful beauty fully on display, in a sexy pose that emphasized her docile submission.

Lisa began to remove her clothing, folding each piece, and setting them in a little pile on the bed. When she was naked, she walked over to the walk-in closet, and retrieved a silky black robe from inside. She slipped the robe over her shoulders, pulled the silky material around her body, and secured it in front by tying the sash in a loose knot.

The robe that Lisa had picked was a very sexy lingerie outfit, silky, black, and slinky. It covered her otherwise naked body, but did little to hide the curves of her womanly figure. Instead, it accentuated her breasts, waist, and hips. The silken material ended at mid-thigh, where it contrasted nicely with the lightly-tanned skin of Lisa's shapely bare legs.

Once she had put on the robe, Lisa walked over to where Sara was kneeling, and took hold of the leash dangling from her collar. "Come, Slave," Lisa said, tugging gently on Sara's leash. "It's time to serve me."

"As you wish, Miss Lisette," Sara acknowledged as Lisa helped her to stand.

Lisa led Sara over to the overstuffed chair beside the bed. Lisa sat down, with her butt on the front edge of the chair, then laid back, spreading her legs wide apart. She untied the sash to her robe and opened it, exposing the front of her body... her pussy and breasts. She then pulled Sara, by the leash to her collar, between her legs.

"Kneel, Slave," Lisa commanded. "It's time to demonstrate your pussy-eating skills."

"Yes, Miss Lisette," Sara acknowledged as she sank to her knees between Lisa's widely spread legs. She locked eyes with Lisa, holding her gaze, then leaned forward and pushed her mouth against Lisa' pussy, extending her tongue to lick her clit.

Lisa gasped in pleasure as Sara began licking and gently sucking on her clit. She tightened her grip on Sara's leash, pulling her in.

"I'd almost forgotten how very good you are at this," Lisa commented. "For someone who claims she's not into girls, you're nothing short of amazing."

"Thank you, Miss Lisette," Sara breathed, pulling back for a second to acknowledge Lisa's praise. "You flatter me." She returned to her task, licking the petals of Lisa's pussy, and periodically worming her tongue into Lisa's vagina, making the older woman moan with pleasure. Lisa, meanwhile, was holding Sara's leash with one hand, while rather firmly massaging her own breasts with the other, as she gasped and panted with her increasing arousal.

As Sara continued to lick her, Lisa couldn't resist clutching Sara's head and pulling her mouth tight against her pussy. Sara allowed Lisa to guide her mouth. With her hands bound behind her, she really didn't have much choice, anyway, but she did her best to respond to Lisa's guidance, all the while adeptly licking her pussy, coaxing her arousal higher and higher. Sara skillfully built Lisa's pleasure, passionately sucking and licking, while Lisa guided her mouth across her pussy. Sara kept her eyes locked with Lisa's as she worked to give the older woman pleasure.

Lisa was soon softly humping Sara's face, and pinching her own nipples, as her arousal spiked higher. She was being driven by her own approaching orgasm. Meanwhile, Sara's tongue moved from probing the entrance to her vagina, to licking the length of her pussy, then up to sucking on her clit.

Sara obediently sucked her mistress' pussy, using her tongue as skillfully as she knew how. She knew she was bringing Lisa intense pleasure, and enjoyed the fact that she was able to do that.

With a shuddering gasp, Lisa began to cum. She had two fists-full of Sara's hair, and pulled Sara's head tightly into her crotch as she shook in convulsions of pleasure. Lisa's orgasm was intense, continuing as wave after wave of pleasure consumed her. Sara continued her oral ministrations, using her tongue and continuing to suck on Lisa's clit. She didn't have much choice, because Lisa had seized Sara's head and was actively humping her mouth as she continued to orgasm.

Eventually, Lisa's intense orgasm had run its course. Lisa released Sara and laid back in the chair, gasping for breath. Sara was also panting, mostly because she had barely been able to breathe while Lisa was cumming. But she had also become very aroused while serving Lisa.

As Lisa slowly recovered, she pulled on Sara's leash, drawing her forward, up onto her own body, which was naked down the front, where she had opened her robe. She hugged the younger woman, enjoying the feel of Sara's naked skin on top of her own. Their breasts pillowed together as Lisa hugged Sara to herself, providing pleasurable stimulation to both women.

"Kiss me," Lisa ordered.

Sara obediently kissed Lisa, moaning as Lisa pushed her tongue into Sara's mouth. Lisa kissed Sara passionately. With Sara's hands cuffed behind her, she had little choice but to obey Lisa, which she did, kissing her passionately.

Lisa broke the kiss long enough to comment.

"You really are adorable, you know," she told Sara. "I love the way you so easily get turned on when you're helpless."

"I can't help it, Miss Lisette," Sara moaned.

"I think you like girls more than you are willing to admit to yourself," Lisa commented. "You certainly get turned on by being commanded to serve, and your skill at eating pussy is as good as anyone I have ever encountered... between you and me, that is really saying something."

"I am not sure that liking girls is the real reason, Miss Lisette," Sara replied, considering. "I get turned on by being told what to do... Being forced to submit, being commanded as a slave... It is scary, and humiliating, and intensely embarrassing... I want to hate it, and I usually think I do, but it makes me so very hot, so desperately turned on... But whether I like it or not, as a slave, I have to do the best job I can at the assigned task, no matter how much it runs counter to my own personal preferences. In the end, my wishes are unimportant... If I am ordered to please a woman, that task takes on paramount importance, not my own sexual preference."

"Spoken like a true submissive," Lisa noted. "But I still think my comment is spot-on. You like serving girls more than you are willing to admit."

"Perhaps so, Miss Lisette," Sara considered. "But that is not how I think of it."

"Well, Slave," Lisa commented, pushing Sara back so she once again knelt on the floor between Lisa's legs. "This has been a fun little interlude... but it's time to get back to work, on the business at hand... You need to learn how to deep-throat that larger dildo."