Celebrity Sex Stories

Elaine's Repeating Moment Part 2

Elaine yields herself to her beloved.

Spankmasters
May 10, 2024
19 min read
exhibitionismElaine's Deja Vu Pt. 02submissive
Elaine's Deja Vu Pt. 02
Elaine's Deja Vu Pt. 02

Elaine's Repeating Moment Part 2

When she woke up, she cuddled up to James and relived the events of the night before. She remembered tasting herself and James on her tongue. This brought back memories of how the man with dark hair and a ponytail had given her three orgasms and after pulled out, got off the bed and pushed his soft and slimy cock into her mouth. She'd never done that before, but the depravity excited her even more; she couldn't get enough. Perhaps she could get him hard again and fuck her again! She slowly licked and then sucked his cock until it was wet with her saliva. She felt it getting hard again, and this made her more enthusiastic. He pulled away, leaving his hand on her breast as he gently stroked her nipple. She felt him on the bed and raised her knees, preparing for more. His hard cock sank deep inside her, releasing some of his cum into her vagina. She moaned at the sensation of feeling full inside her.

To her surprise, the cock she'd just been sucking was returned to her mouth! The cock that was fucking her was belonging to another stranger! She muffled a scream around the cock in her mouth, not knowing what to do until she realized it was too late. The crazy sensation from her vagina made her relax and start thrusting back. She felt an orgasm building from deep within her; it seemed like the third one had triggered a fourth, even more intense one. The idea of being fucked by a stranger while another one fucked her mouth, both men taking her powerfully, enslaving her body to their needs, made her think she was a sex slave. This thought triggered an explosive orgasm of such strength, stronger than any she had ever experienced before, shaking her to her core. She let out a guttural scream and the sudden squeeze of her vagina caused the man inside her to release pulse after pulse of his come into her.

Ponytail had removed his cock from her mouth, but after a couple of jerks of his hand, he released lines of come all over her face.

She got up, feeling spent, but the light shining on her closed eyes forced her to regain consciousness. She opened her eyes to see her friends by the door, pushing and jostling to see better. Her boyfriend, Peter, was among them, his face as white as a ghost. She cried out incoherently and jumped from the bed, pushing the two men away from her. She put on her skirt and blouse, her bra gone, and her panties nowhere to be found. She ran from the house and when she got home, she showered, scrubbing her skin harshly to get rid of the shame. She knew it wouldn't be enough and that the whole town would be talking about her by morning.

The shame was heavy in her memory. The next day, two of her friends called her to ask what had happened. They wanted every lurid detail. She refused to talk about it, but they pressured and pressured, "giving in", she described the night as making love at the party. Surprisingly, they knew everything. She couldn't even tell them their names. She could hear the excitement in their voices; good old Miss Perfect was double teamed and she didn't even know their names. Some friends.

In the process of time, the embarrassment had become less intense; living in a cold city where nobody knew or cared about her helped. Revisiting those memories of their lovemaking now, snuggled up beside him while he slept, developed the desire in her. Gently, she uncovered his penis lying next to her. Could something as simple as that provide such intense gratification? James was still comfortably asleep, so she cautiously climbed out of bed and went to the bathroom to take a quick shower and brush her teeth. When she came out, James was still snoring lightly. While assessing her ruined attire, she realized she couldn't wear it until it was cleaned. Covered in unsightly white crusts and some of its folds stuck together, her dress was left unwearable. Her stockings too were in dire condition, and she would have to improvise for underwear since her panties were left behind on the restaurant table. Putting on her high heels, she then searched for a way to cover herself while preparing him breakfast. She decided on an oversized apron, but its length and weight would be a hindrance. So, she folded it in two, thus bringing the hem up to her mid-thigh, and tied the strings around her waist securely.

There was a faint rustling of pots in the kitchen, which roused James. The lingering fragrance of Elaine's scent and the memento of the lovemaking from the night before sparked his erection. His second wind arrived completely, breathed in the sight of her stretching her arms to reach the top shelf. A man's apron covered everything but her knees that exposed her long, well-shaped legs. Such an angle showed her magnificent backside. Being closer to her, he whistled his admiration of her bottom he's never seen before.

"Elaine, sweetheart, you startled me!"

"Thanks for the praise, Sire," her voice was befuddled as she got up and retied her apron, "you flatter me, surely you use the same line on..?"

"Yes, only you, you're simply divine," he replied, smiling, admiring her beauty as he drifted into a peekaboo game.

James found her view mesmerizing and still got close enough to kiss her shoulder gently. She responded by grinding her bottom back on his erection. James whispered approvingly, "Such a delight. I would love to be able to see all that flesh every day, not hiding beneath those folds.

"Oh James, how thoughtless of me! I'll wear it in a more pleasing manner," Elaine replied, embarrassed.

Suddenly, James grabbed both her cheeks and hauled her closer: "What's your answer, my queen?"

Her eyes widened, shocked, defensive: "You mustn't force me into anything, your highness!"

Spanking her playfully, her cheeks blushed red, 'I don't want to force anything! But this body is just for you!"

Elaine was aroused the moment she woke and needed a d**k right then! Her pussy was wet and ready to receive. She slid onto him, welcoming his thickness and depth with a soft moan.

"Why, Elaine, thank you for your hospitality!" they both moaned in unison and their pace of fucking grew frenzied and wild. Elaine's voice was a melodious command: "Fuck me! Be rough, be hard."

He matched her passion with forthright, demanding movements, his thrusts deepened and more swift. He even moved harder, using her body's generous padding to his favor. James almost shouted in pleasure as she welcomed him into her body, feeling her warmth and sensation on his cock. His finger traced the damp patch in her apron's bib, telling of her eagerness.

"Sounds like you are into rough stuff, is that true?" James asked Elaine.

"Bring it on, King!" She responded, her body urging him on.

Grasping her waist, he pushed her forward, lifting the bib of the apron. James commented on how her labia had gotten wet, "Nice view. But maybe she wants to do it from here," trying to find a better angle for his numerous crevices.

She finally gave in and flipped them over. This stunning view would be their best angle. Their rhythm was more frequent and playful. Elaine's moans of bliss grew louder and more passionate. James was deliberate, loving the view of them both: her lush labia, the apron soaked with both their fluids. Intrigued, "Can I turn you over, then your next squirt would have more juice on your thighs?"

They collapsed on the grounds and Elaine gave him a stifled, delighted giggle, falling into a fit of laughter. The intense pleasure they felt had her shrieking with actual hurling. As James struggled to find a tissue to cover herself, she interjected: "I feel like a mess! Your tiny crevices have been penetrated by your thick thing, maybe a pack of tissues probably won't be enough!"

James laughed along with her and teasingly commented, "Now don't you just look adorable." Both were sweaty and feeling victorious after this amorous session.

"In the blink of an eye, Elaine - I love watching my sperm ooze out of your vagina." He carefully collected some of the liquid between his fingers and smeared it across her pussy lips and then around her anus entrance. Although Elaine was a tad hesitant about anything entering her backdoor, the exquisite sensations she was experiencing caused her to feel incredibly...well, extremely exhilarated!

"I might have to take another shower now! I had one when I woke up because I was...well, a little bit crusty down there in the morning." And then a thought struck her, "James! I don't have a thing to wear, my dress is a complete wreck, what on earth am I going to do? How will I get back home?"

"Let's have coffee and breakfast first, and then we'll shower together and then we'll come up with a plan."

Thus they had a lovely shower together and Elaine lovingly and softly cleaned her man, being very gentle with his still tender cock. James reciprocated and Elaine delighted in his soapy fingers washing between her thighs and between her buttocks, brushing over her bottom hole. It felt so filthy! It was fantastic.

After they had dried off each other, James seemed to be deeply engaged in thought, but in reality, he had planned out the upcoming weekend meticulously. "Really, Elaine, I believe you should keep some clothes here, for just such a scenario."

Elaine's heart leapt, but she kept her excitable feelings hidden, "This might very well be the start of an enduring relationship," she thought. But try as she might, she couldn't contain her enthusiasm, "James, that would be excellent!"

"Yes, and what's more, since you've been such a good girl, I think I should take you shopping today to fill up your side of the wardrobe!"

Elaine threw her arms around her lover and bombarded his face with kisses, pressing her bare breasts against his thick, hirsute chest, causing renewed arousal.

"You're so kind to me James! But how will I reach the shops? I still have nothing to wear?"

"You can wear one of my old shirts until we buy you something."

"But I have no underwear or anything!"

"You have your high heels, and my shirt will be long enough to cover the important parts, and it'll only be for a short while."

James took out one of his older shirts and threw it at the girl, who put it on with the belt of her dress, which made it seem more like a dress instead of a shirt. But she was anxiously attempting to make it longer by tugging at the hem.

"Oh, stop fussing with it, it's fine!" and he undid a few buttons to expose the fullness of her breasts. She filled out the shirt beautifully! The shirt tails covered her bottom and pussy quite effectively, but exposed her thighs almost to her hips, and in her high heels, her legs seemed to extend onwards endlessly. Yet, being a lightweight material, it would flutter about in the slightest breeze.

Elaine couldn't imagine how she could walk out in public wearing such a minimal outfit; she knew she would feel terribly exposed. "At least find me a pin or something to keep the front closed, or everyone will see my pussy." As she imagined it, it caused a flutter in her stomach.

As they left the sanctuary of their apartment and stepped out into the brisk morning air, Elaine gasped at the sensation of the fresh air caressing her uncovered buttocks and pussy, "God, it feels like I'm completely naked!" Once they got into the car, she felt a bit more at ease, but she knew she would have to confront strangers on the street in her current undressed state, and the idea both terrified and charged her with excitement.

Once they had left the car, James took her arm and led her towards the shops. At the first shop, Elaine scanned the window for something suitable to convert her barely-clothed appearance. James moved behind her and slipped his hand between them, running it up the inside of her thigh.

"James! Please, not here!" though she subconsciously widened her stance to allow him access to her pussy.

"Well, well, has my little girl got a wet pussy now? "

Elaine blushed with embarrassment, she couldn't deny it - James's touch, on top of her almost-nakedness, had resulted in her getting wet.

"Anyway, these garments aren't for you. If you're to have wardrobe space, then it will be stuffed with what I like on you, and I've got just the store in mind." [End of paraphrase]

James took Elaine to an elegant clothing store that she had always admired but never shopped at. It was well-known for its high-end designer brands and chic ambiance. A captivating and classy saleswoman approached them and inquired if she could assist. Before Elaine even opened her mouth, James stated that they were there to buy a brand-new wardrobe for his girlfriend. The saleswoman's eyes widened, anticipating the potential commissions this could bring; she quickly focused on James, ignoring Elaine.

"What style will you be aiming for?" James asked.

"I want flowy, loose dresses in silk and chiffon. I'm in the market for some cocktail dresses - one basic little black number is a must - and they need to be very sexy. I'm not interested in pants, shorts, or culottes, only dresses."

Elaine felt a bit like a doll about to be dressed, but the excitement of new, expensive clothes kept that thought at bay.

Veronica, the saleswoman, introduced herself and whisked off to fetch a chiffon confection. Each layer was transparent but, together, they provided coverage. The dress reached mid-thigh and hid Elaine's breasts with a halter top while displaying a completely bare back.

Veronica showed Elaine to the changing area and handed her the dress. She looked at her shirt questioningly but said nothing. When Elaine emerged from the cubicle, both Veronica and James were nearly breathless, admiring her appearance. Elaine, too, marveled at the silk against her bare breasts and bottom, feeling deliciously provocative.

"Great choice!" James exclaimed. "We'll buy this one and more of the same if you have any."

Veronica raced back and, noticing an opportunity, decided to sell off some of the older, unsold designer dresses from their storage room. While many customers adored designers' clothes on the runway, few could actually wear them. These dresses were kept as decoration until the store's next sale. Veronica recognized this as an opportunity to get rid of some of the store's surplus.

She returned with a plethora of sensual, revealing, and tropical-themed dresses. Elaine fit all the sizes the store carried for these pieces, which was convenient. She tried them on one by one: some didn't quite hide her breasts, others revealed her thighs up to the waist, and some were so light and delicate, they barely weighed anything. Elaine was thrilled, but some dresses made her nervous about wearing them in public.

James and Veronica's positive reactions, along with the excitement of trying on all those dresses and being transparently naked in front of both of them, left Elaine quite aroused.

"I think that's enough for the dresses, Veronica," James said.

"You've made some fantastic choices, Sir. Your girlfriend looks fantastic in them."

"Well, she needs something a little more carefree, more playful now. I'd like to find some tiny skirts and tops, maybe even some cute cotton sundresses, but quite short. I like your legs."

"We do have a section for Junior Misses with those sorts of items," Veronica offered. "You'll just have to wait a moment while I collect them."

Veronica left Elaine and James alone, and she was still sporting a skimpy silk dress that left her breasts unrestricted. James's hands slipped beneath the skirt and stroked her bottom through the delicate silk.

"It's quite risqué not to wear panties," Elaine thought. "But it feels so naughtily provocative not to."

"James, do you want me to never wear panties?" she asked in a low voice, awaiting his reply.

James comprehended the girl's thoughts, so he said emphatically, "You can wear underwear to work and during your period, Elaine. However, I want your vagina to be accessible to me at all times. Do you get it?"

Quietly, Elaine responded, "Yes, James."

And she pondered, "I'll be such a slut, going around without panties, but if that's what James wants...I'll have to be so cautious, how I sit, turn around, the wind, my vagina always at risk of being seen, James will want me to display it to him in public, will want to touch it, caress it, anytime he wants." She felt a gush of wetness at the top of her thigh, just as James had his fingers between her legs and felt it.

"Wow, you're quite wet down there, aren't you?"

Elaine blushed, but still spread her legs for him. She shut her eyes as the feeling of arousal spread through her. At a small sound, she reopened her eyes to see that Veronica had returned with more clothes, but had been frozen, staring at the situation before her. James continued to stroke her down there, making Elaine feel embarrassed.

"Alright then, let's see what you've got for us, Veronica!" James exclaimed. "Elaine, take off that dress and put that little pink sundress on, please."

As Elaine worked with the fastening, Veronica approached and helped her. Both women intentionally ignored the fact that the insides of Elaine's thighs were wet and shiny with her juices, and the fitting room was filled with the odor of her arousal.

When James saw the dress, he directed Veronica to get more in a similar style. "How about this delicate peach one with a flared skirt? Something like that, Veronica, skirts and tops in the same vein."

After they had selected several more options, James informed her that they would also need shoes. "What size, Elaine?" he questioned. "37." "Ok, Veronica, we need 3 or 4 pairs of high heeled stiletto sandals, something strappy and delicate, but well made - she will have to be able to walk in them," he said.

Once more, Veronica left for shoes. She led Elaine over to the fitting chair, but had her stand before she could sit down. "Perhaps you shouldn't sit on your skirt? Lift it up at the back."

Embarrassed, Elaine complied, positioning her bare bottom on the seat. As Veronica fitted the different shoes, Elaine was mindful of the fact that the woman, kneeling at her feet, may be able to look up her skirt. She was already exposed to almost everything; she didn't want her staring directly at her pussy throughout the process.

Veronica, sensing Elaine's discomfort, murmured, "Don't worry, with these loose skirts, nobody can see anything due to the fabric falling between your legs - unless you want them to, of course."

When Elaine was trying on the shoes, Veronica approached James and suggested, "Sir, if I may, perhaps you could consider purchasing some mini slips and a shorter petticoat or two? It would still allow your girlfriend the freedom of not wearing underwear, but it could protect the delicate fabrics if you stimulate her too much at times, Sir?"

Embarrassed by Veronica's subtle reference to her slick pussy, Elaine wanted James's approval. Seeing him accept her suggestion, she felt relieved. Eventually, they were finished, and Veronica added up their purchases. Elaine didn't know how much James paid, but she suspected it was more than a few months of her wage.

They loaded all the bags into his car and had some lunch. Then James took her to his house, where they had a "fill Elaine's side of the wardrobe" ceremony. Once it was done, Elaine wrapped her arms around James's neck and kissed him passionately all over his face.

"Oh, James, thank you so much! All those pretty clothes, they were so expensive!"

"You're worth it, Elaine. You're so beautiful - the clothes just add to your beauty."

He ripped the straps off her shoulders, and the dress fell to the floor. He lifted her up and tossed her on the bed, removing his clothes. As he struggled to undress, she opened her arms and spread her legs, welcoming him in. Their lovemaking was tender yet passionate, and as Elaine neared her climax, she cried out, "Yes, James, oh yes, I love you, James!" werp.io

Afterwards, Elaine recalled what she had shouted in the heat of the moment. Although she was certain of her feelings for him, she understood that for many men, the simple mention of the L-word often served as a cue to turn around. Wrapped in his embrace, she tenderly caressed his chest. "James, what I said, when I came...when I said I loved you...Even though it's true, I don't expect you to...well, you know."

James turned to her with a penetrating gaze. "Elaine. Understand that I hold you in the highest esteem; your beauty and passion are everything a man could hope for."

Elaine's eyes widened with surprise as she waited with eager anticipation for his next words.

"However, you should be aware that I was previously married. We loved each other, but it didn't work out. I've had a tough life and don't want to make the same mistake again. It might take a long time before I'm ready to commit to someone once more."

"James, I love you so much that I am willing and able to do anything for you. I will eagerly await the day when you may return my affection."

"Do you think you could do something for me, Elaine? I have a story to tell. Once upon a time, I worked hard to construct a deal. It was going to be a great deal; I was going to defeat my opponent. One evening, we met for dinner to finish the last few details, and he brought his lovely young wife. She was flirting with me, and I thought he was too old, too weary to keep such a stunning woman. I was set on using my business triumph over him by taking his wife - the way she was flirting behind his back, it was going to be easy. I got her alone, and we made love. She enjoyed it, she couldn't fake that sort of response. The next day I was overjoyed at my dual victories. That is, until I read the fine print. I had been had. I saw them together later that day. They were holding hands, smiling at me. He had used his wife to distract me and I had fallen for it, hard. Could you do that for me, Elaine, if I asked you to?"

For a while, Elaine remained silent. "Would you still see me in the same light if I had been with another man, even if you had asked me to?"

"I would never ask unless it was truly necessary."

James knew that Elaine was submissive and that he could use her, despite her dearness to him. And he did have a plan in mind.

"Then I would do whatever you asked of me, with every fiber of my being. And I promise you that I will never question your decision."

With that declaration, they embraced each other, their bodies joined tightly. As he entered her, they established a rhythm that eventually culminated in their shared climax. They both dozed off, pondering their possible future.

The subsequent morning, over a leisurely breakfast, James revealed their lunch plans.

"Put on that pink dress for me, will you Elaine?"

Elaine bit her lip with anxiety. The dress was quite short, but the real concern was its spaghetti straps, which were a bit too loose. When she had tried it on in the store, they kept slipping off her shoulders - she had consulted Veronica about this, but James had dismissed her worries and had bought it anyway.

With the dress on, she examined her reflection in the mirror. She noticed how sensual she appeared in it, showcasing her long dancer's legs, the muscles taut from high heels. She continued to tug on the dress, both to ensure her private parts were covered and to help stabilize the straps. She'd simply need to be cautious from here on out.

James glanced over at her with a disapproving frown. "Stop fiddling with that dress, Elaine!"

"But the straps keep slipping off!" Elaine hissed, speaking softly.

James put down the menu and took both her hands in his. "From this point on, I don't want you to touch your dress in any way. Regardless of whether you are sitting, standing, or strolling down the street, you won't adjust your clothing, is that understood?"

"But James..."

"You heard me, Elaine. No more fiddling."

At noon, James took them to a prestigious hotel known for its excellent restaurant, and they were seated in a bright open area with ample space. While looking through the menu, James glanced over at Elaine. "Stop fidgeting with your dress!"

"But the straps keep slipping!" Elaine whispered, hoping to avoid the attention of others.

James placed the menu aside and grabbed both of her hands. "Elaine, you are not to adjust your clothing from now on. The way you wear it is how I will remember you - whether you are seated, standing, or walking in the street," he emphasized.

"But James..."

"Stop fiddling with your dress," he snapped, clearly not devastated by her protests. "I want you to remember your place - relaxed and submissive."

Though reluctant, Elaine's submission overcame her hesitation as she balanced her considerable cleavage and short skirt on her slender frame. From this point on, she would make no further adjustments, even as she took her place beside her commanding lover.

"Listen, Elaine, everything you reveal will be my responsibility. I'll be in charge of whether or not you make any changes. And, whatever takes place, if your dress uncovers a naked breast or your skirt unveils your naked vagina, you'll act as if you never saw it, got it?"

"Yes, James, but..."

"I asked if you understood."

"Yes, James," Elaine replied in her little girl-like voice.

Elaine got up to go to the restroom, her heart racing in her chest. The notion of her being exposed, in front of others, made her scared and aroused at the same time. She pictured herself looking like a slut in her mind. As she applied lipstick, she observed that one strap had slipped. She contemplated raising it, but then she paused, and a peacefulness enveloped her. She had given her word to her man. He was responsible for how she clothed herself, how she appeared, and how she behaved. It was like a massive burden had been removed from her shoulders. She gazed into the mirror and kept the strap down. As she returned to the table, she strolled with a serene calm that she had never experienced previously. She was aware that the other strap had fallen, but she didn't give it a second thought. When she sat down, the skirt bunched around her upper thighs, displaying a wide expanse of creamy thigh, but she only smiled at her man.

"Well, James, what did you order for us?"

During their meal, Elaine was aware of the glances from others, many of whom were in open lust. This turned her on. She believed she might have a damp spot on her skirt, but she didn't care. This was James' desire. After lunch, they took a stroll through the park, and the warm wind fluttered her dress skirt and brushed against her naked pussy. If a moderate gust lifted her hem beyond what was safe, she wouldn't have minded. This was James' wish. When they got home, James pushed her dress all the way off, leaving her standing just in her heels and her gentle fragrance. James looked at her approvingly, then told her to undress him. He became naked, kissed her ardently, and asked, "Fuck me, James! Take your woman and fuck her senseless!"

Elaine had been in a high state of arousal all afternoon and was desperate for relief. She think she would have spread her legs willingly, without hesitation, if he had taken her right there in the public park. She clutched his arms and backed away, pulling him towards the bed. When she felt the bed against her back thighs, she sat back and spread her legs open to receive him. Her man's hard dick slid into her wet passage, and she clutched him to her passionately. She screamed out, coming from the simple penetration of his cock. As he plunged into her forcefully, another climax began building up. She loved being fucked by him.

He momentarily paused to raise her legs over his shoulders. Elaine continued to wriggle and lustfully thrust up at him, frustrated by the pause and desperate to return to her building orgasm. But, with her legs up so high and her hips arched, the penetration was deeper, and she moaned with obsession as her arousal increased. James was able to put all of his weight and strength into his thrusts, his own pubis grinding against Elaine's fat vaginal lips and her exposed clitoris.

"Ah, James, fuck your little slut as hard as you can!"

James grunted passionately and cruelly twisted her nipples.

Ultimately, the strain became too much. Elaine's orgasm was so radical that she opened her mouth to scream, but nothing came out and it appeared that she passed out. The same couldn't be argued for her pussy, which excreted a large amount on James' scrotum and down his legs. He, in turn, released squirt after squirt over her.

James collapsed and lay down, drained, and looked at his girlfriend.

"Are you okay, Elaine?"

"What?... where...?"

She paused, and then her eyes widened.

"My god James, what did you do to me? I've never ever experienced anything so strong, so demanding!" It seemed like she was being turned inside out!"

"You're okay then?"

"I'm more than okay. I've discovered Nirvana!" She smiled.

They wound up in each other's arms, relaxing in the afterglow of their mutual climaxes.

Finally, Elaine had something to say.

"James... I am your little slut; I want to be a little slut for you. You can dress me whichever way you like, you can fuck me whenever you want - anywhere, any time. I'm yours. I belong to you."

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