Helen's Imaginary Scenario Part 3 - Regretful Seduction
Chapter 3: Regretful Interlude
Following my uninhibited night of group sex with Felix and his colleagues, I was in a disheveled state, both physically and mentally. My body was experiencing the consequences of my indulgence; my breasts bore the telltale signs of attention bestowed upon them: they were bruised and bitten and sported other marks from their rigorous handling. My vagina appeared reddened and distended, tender to the touch. My rear end ached, and my throat felt raw.
The morning after was daunting, as I had a full day of work ahead of me and a lengthy train journey to complete afterwards. Perhaps by the time Simon returned, the marks on my body would have faded.
My mind was still attempting to decipher my actions, primarily questioning the reason behind it. How did I consent to engage in carnal activities with a band of gentleman acquaintances who I had never met before? Not only consented, but at times initiated the proceedings. I mean, where was my rational thought? I'd performed a striptease for them at the beginning. How surprised was I when they proceeded to thunderously thrust into me for hours and hours? What could've been predicted from such a scenario? However, one thing was certain: I had enjoyed every moment. The power I held as I stripped in front of them. The sexual hunger that radiated from their faces as they gaze upon me. The helplessness I felt before I became purely a sexual object. An object they repeatedly took advantage of. But what disturbed me the most was the conclusive scene, where Felix stayed in the bathroom as I scrubbed the semen from my body. What part did I not recollect from that evening? His guarantee that he'd captured it all on camera? Even the greatest of orgasms couldn't induce that memory to surface.
The final morning session of the seminar abutting on my activities was superfluous, as were the tiresome commute back to Preston. My consciousness was engrossed in something else altogether: the sequence of events I had orchestrated and the repercussions ensued. I replayed every event with fervent intensity.
Two frequently infiltrating thoughts assailed me: Regret and Regrettable.
'Regret: to want something to be different from what it is; to be displeased with a situation, event, or one's life.' explained the OED.*
'Regrettable: causing regret.' - An additional definition from the same source.
Both definitions pertained to me, but one in particular was the root of my distress. Though I was culpable of perpetrating an unlawful act and deceiving my husband, I did not regret their occurrence. Yet, a modicum of remorse surfaced, clouding my thoughts.
In privacy and security of my home, I paired my phone with my computer to scrutinize once more the images and video clips Felix had filmed, replaying the occurrences of that night. Birth, my tenderness still palpable, I masturbated repeatedly while visually inspecting the photo gallery.
Luckily, Simon remained oblivious to the changes within me, but the metamorphosis was unmistakable. My very thoughts were tainted by those words inserted in my cranium, even at the most inopportune moments.
Would I be deemed regretful? Yes, I had transgressed my vows and dishonored my husband. But had I experienced regret? Not completely. Upon reflection, a smidgeon of shame pervaded my spirit.
The first tryst with Felix, I felt not a shred of remorse. The fantasy my husband knew about, and when the opportunity presented itself, I indulged. The second, that night of debauchery, felt somewhat unsettling. Had not each woman internally yearned to undergo such an event? To test their femininity. To determine if they could seduce a group of men simultaneously. Were they worthy and loved enough that several men would seize them as their paramour or, was I just headed toward an inevitable fall from grace?
What bothered me most was the way I was treating Simon and the way he was responding to me. We had something unique between us, and I could sense what it was. I'd fulfilled my sexual desire while he hadn't — the fantasy we had shared the night we talked about it. A night that ultimately led to incredible sex between us. There's a saying that the biggest and most crucial sexual stimulant is the imagination. Looking back on that night, I wondered what went through Simon's mind.
Determined to give him what he desired, even if it meant indulging in guilt sex, I questioned whether this could be another stimulus and something I hadn't considered doing before. What complicated this further was the feedback I was receiving from my online role-play friends. Proud of my adventurous nature, they all encouraged me to continue my expedition. Additionally, a rookie writer praised my experiences, expressing their interest in incorporating them into their story, saying they'd love to hear more.
With Simon often away, I discovered a few sexual role-play websites, where I formed friendships with some people. One person, I think a woman, was initially shocked but later showed interest in knowing every detail of what I'd done. So, I told her. She provided the most support, expressing her excitement to know what I had planned next. Of course, she wanted to know every detail about that as well.
Despite being uncertain if this was the right decision, I summoned my courage, made a call, and arranged to meet someone who could help me fulfill Simon's dream.
Our friend Cheryl, openly bisexual and whom Simon fancies, showed curiosity about what I was suggesting. Not in a relationship at the moment, this person has previously tried to seduce me. When I refused her advances due to my strict heterosexuality, Cheryl now questioned why my perspective had shifted and why I was proposing a three-way.
"So, why have you made up your mind to do this, and why a three-way?"
"Simon has a fantasy of watching me with another girl."
"Most men do, but there's more to this, isn't there?"
"Yes, I'd like to help him fulfill his dream, and the only person I feel comfortable doing it with is you, Cheryl. I'm terrified of suggesting this, but we're celebrating our tenth anniversary soon, so I thought I'd make it special for us."
"Helen, I'm skeptical. I can sense you're scared, and there's more to this than just letting Simon live out his dream. You're not bisexual, and I know it. But I'd jump at the opportunity to be with you, with or without Simon."
I knew I had to admit my true motive, but not all of it. "Okay, I fulfilled a fantasy of mine last year, and I feel guilty about it, so I need to help Simon do the same."
"Alright, this sounds like guilt sex. Go on, tell me more. And Helen, guilt sex can be thrilling."
With hesitation, I explained, "You remember the photo shoot I did last year in London? Well, I slept with the photographer during it!"
"What? Fuck me! Helen, wasn't Simon with you?"
"Yep, and he had to watch what happened. At first, he pleaded for me to stop. But then, he couldn't resist. Simon watched me suck the guy off, fuck him, and then join in before they both DP'd me."
"Jesus, way different from what I pictured! Fuck! Tell me more, Helen."
"Okay, will you do it? Have sex with me and Simon?"
"Hell yes, I will. Helen, from what you've just said, I know you'll enjoy fucking me. And this guilt sex will make it even more enticing. I understand that there might be a tinge of reluctance about it for you, so I've got to make it truly special. Sure, this might be about making amends to Simon, but it's also about opening up new experiences for you."
As the arrangements were made, Cheryl agreed to visit on the following Saturday afternoon, shortly before Simon returned from the gym.
Simon walked in, threw his gym bag in the corner of the hallway, and entered the living room, finding Cheryl and me sitting side by side on the couch.
"Hi Simon, why don't you grab a beer and join us? Helen's set up a surprise for our tenth anniversary. She told me about your fantasy, you naughty boy, and she's going to turn it into reality for you."
Simon seemed doubtful when he looked at me. Was this some kind of prank he was witnessing? I gave him a timid smile and nodded my head. He then ambled to the kitchen, grabbed a cold one, slid back into the living room, and sat prepared for the show to begin.
Simon settled down and appeared eager as Cheryl dragged me up and arranged me in front of him, staring into my eyes and grinning.
Hesitant, shivering and shaking, Cheryl took my face in her hands and planted the first kiss on me. A mild, cautious kiss, no passion or fire behind it. I remained stiff and unresponsive. We hadn't practiced; I didn't know if I would be all right. So, this way, I had no choice but to follow through.
Noticing my nervousness, Cheryl murmured, "Chill out, you'll enjoy it more. Trust me, the more you chill, the better it will be. Helen, you don't know how long I've wanted to do this with you, with Simon here, it's even more thrilling for me. I understand why we're doing this, but to get the most out of it, you need to unwind. It's for Simon's enjoyment, so you have to make it worth his while."
Cheryl kissed me once more, with the same modest intensity as the first time. I sensed a hidden passion she was withholding. Her kisses were coaxing and playful, open-mouthed but not forcing her tongue. She was sucking on my lips and mouth. I could feel the tension drifting away as Cheryl initiated me into sapphic loving. Her lips were soft and delicate and tasted sweet.
She kissed my lips, my nose, my eyelids, and my earlobes, nipping them playfully with her teeth, then back to my mouth, before moving southwards to my neck. That's when she got to me, my neck has always been such a sensitive and erogenous spot. I felt my body respond to the gentle touch of her lips as she nestled in the crevice of my neck, her breath hot and heavy as it grazed me.
I realized Simon's arousal, the same growing arousal simmering in me. Cheryl knew it was guilt sex, but she was right; to enjoy this evening fully, I needed to loosen up and let go. This was about Simon; I had to ensure he got what he wished for. He wanted to watch me have sex with another girl, so I was going to deliver.
As I responded and embraced Cheryl with equal fervor, she growled softly and grew more intense with her kisses. Her hands moved from my face and undid the buttons on my top. Working her way down, she split open all the buttons, then pulled it over my hips and down my body, removing it from me. Then she stepped away slightly, checking out my bra-clad breasts.
A seductive grin appeared on Cheryl's face, and she licked her lips lustily, appreciating my busty features. She bent her head to kiss my breasts, first the bounce they made in their dark blue lacy encasement, and then she urged her lips against the swell, gently massaging them through her hands.
On instinct, I undid Cheryl's top in the same way she did to me, but instead of stopping there, I unclasped her lacy bra as well. Her tits were stunning, only a few notches larger than mine, boasting a bronze hue. Her dark nipples were rock hard. As I gazed at Simon, I purred in the sexiest tone I could pull off, "Fancy watching me kiss them?" Simon's lips unstuck from each other, and he could only pant in response. I could see the bulge in his pants, the phenomenal size of it making him uncomfortable.
My lips met Cheryl's breasts. I sucked on her nipple as if mining for gold, flicked her nipple with my tongue just like she did mine. Fully at ease and feeling alive now, I feasted on Cheryl's breasts while she kneaded my own, her hands becoming increasingly intense.
Unmindful of any hesitations, Cheryl pulled her skirt off along with her panties, grabbed my hand, and moved it over her wetness. I slipped a finger into her, swirled it around, and then stroke in and out in a smooth, rhythmic manner as I felt the sensation of her velvety softness cover me.
We locked lips once more, this time with wide-open mouths and tongue strokes. Cheryl's fingers did their job, loosening her skirt. I followed suit, slipping it from her and off her body, letting it fall to her feet. Her hands cupped the plump mounds of my buttocks as she pulled me in tighter.
Undeterred, Cheryl went for more—pulling off her pants. How lucky was I? Comfortably oblivious of her own naked body, she pulled me in closer, then beckoned my finger between us, sensuously wrapping it around our linked ring fingers. We squeezed each other's fingers, lured by the heat between our skin.
My resolve crumbled as, with each finger squeeze, I could feel the idea of bisexual love consuming me. After all, what did it matter about sexual orientation? I was now enjoying it, whether I stuffed my attempt to look like I didn't at that pub where I got caught, this was my payback to Simon for his innocent ignorance. Mostly, I wanted to pass time meaningfully. Even if it was awkward at first, I was going to try everything out and thoroughly enjoy it.
Feeling my heightened eagerness, Cheryl didn't give me the opportunity to respond as she pushed me toward my knees and uttered in a sultry tone, "Do it, Helen. Don't ponder. Feed on my pussy."
Having anticipated Cheryl would take charge because of my inexperience, I insisted, "Not here, in my room." I grabbed her hand and led her up the stairs, followed by Simon. Utilizing "my" room instead of "our" room created a more intimate and enticing atmosphere while providing a sense of trespassing, despite the fact that Simon would be watching the scenes unfold.
When I placed Cheryl on her back on the bed and rejoined her, I glanced at Simon, who had also discarded his clothes. "Observe, but don't engage... at first. You desire to witness me with a woman, so watch and enjoy," I instructed.
Cheryl growled once more, or was it purred, as she provoked him by saying, "There are more delights for you later. Two sets of breasts and pussies to explore."
We locked lips once more until I detached from her and moved on to kissing my way down Cheryl's body. Taking every moment to savor her, never faltering. Upon reaching her spread legs and glistening cunt lips, I delicately licked.
Cheryl's sensual moan fueled me with elation.
The flavor was indescribable and divine, compelling me to savor more of her. My tongue penetrated her slit as I licked and slurped, thirsty for her abundant nectar. Cheryl's hands were clenching my long, dark hair as she instructed my movements. Her hips were undulating up and down, fucking herself on my face.
I thought I sensed motion behind me, and my underwear was torn. "I want to view your genitals while you're feasting on hers," Simon panted as he smacked my ass a couple of times. Yet, it was a marvel he retained composure, as he lived out his fantasy: watching his loving wife relish another woman's cunt.
I kept licking Cheryl, fixating on her clit, circling it with my tongue and tantalizing it as I adore having mine caned. Simultaneously, I inserted a few fingers into her and worked them rapidly in and out.
Cheryl cried out as her legs closed around my ears and she climaxed. Her body trembled and convulsed as her tongue lashed her clit. Her fluids showered me as she eventually released me, wrapping me into her arms, and we embraced.
Her eyes shimmered as she broke the embrace and assumed a position to feast on me. I opened my legs wider to give Cheryl easier access to the spot I desired her mouth. Cheryl teased me initially, brushing her lips over my mound and blowing warm breaths onto it. Then she positioned her mouth on me, pressing her tongue between my folds as she flicked it up and down, initially slowly but subsequently increasing both her speed and pressure.
Dismissing my own gratification, I squeezed my breasts and massaged my nipples.
My arousal was so potent that I could not endure long, and I quickly reached a climax, my body writhing as the most powerful climax of my life continued.
As I fell back and regained my equilibrium, Cheryl beckoned, "Simon, join the fun." I watched as he complied and positioned himself between us. Still overwhelmed, I observed as they kissed.
"Fuck me, I can taste you on her lips," Simon multinationals as he French kissed Cheryl. His hands caressed and nudged Cheryl's breasts as she stroked his cock gently. Cheryl eventually withdrew and started sucking Simon's cock, taking as much of his length as she could inside her mouth. [END]
I had made some progress in recovering, and I wanted to do something that we had seen in porn and that I knew Simon truly desired. Cheryl and I knelt between Simon's legs and pulled her mouth off him, replacing it with mine. Cheryl chuckled and watched as we switched back and forth in our quest to please Simon. We alternated between sucking and licking, using different techniques as Simon's moans and groans grew louder. Despite his excitement, we managed to calm him down just in time.
Cheryl shifted slightly to the side, and I followed suit, allowing us to kiss as we both had our lips around the tip of Simon's cock. This proved to be too much for Simon, who couldn't control his desire any longer and came hard. Cheryl immediately reacted by taking him into her mouth, catching every drop of cum with her tongue.
We hadn't planned for this twist, but it had worked out surprisingly well. I had wanted Simon to fuck Cheryl first, but damn, it worked just as well for me. After our small break, Cheryl and I continued with our snowballing and kissing, progressing to more intimate activities.
With our legs intertwined, Cheryl and I focused on each other, making out and exploring each other's genitals. As we were so focused on each other, Cheryl introduced a new dynamic, asking me to lie back and spread my legs. We locked our cunts together, something that was completely unlike anything I had experienced before. The feeling of my cunt rubbing against another woman's was wild and erotic. It was unlike anything else I'd felt before.
As we continued to grind our cunts against one another, we teased each other's nipples, taking each other higher and higher with every touch. Cheryl's change in strategy was uncanny, as she now focused on my pleasure, shifting herself closer to me to lock our cunts even more securely. "Jesus Christ," Simon exclaimed as he watched us. I grinned at him, pulled Cheryl towards me, and kissed her passionately.
Sucking each other's cunts and rubbing against each other, we both moaned in pleasure. Cheryl turned to the side, revealing the strap-on harness we had hidden beside the bed earlier. She instructed me to get onto all fours at the edge of the mattress. When I was in position, she slid the big black dildo into my wet opening and slammed it home.
Cheryl used maximum force to fuck me from this standing position, forcing me to hold onto her hips and pull myself back onto her. Her slaps to my behind were light, but their sensation was exciting, even for someone like me who hadn't explored S&M before.
My breast swung back and forth as I was fucked from behind. As Cheryl had built up momentum, she increased her pace and speed, working me hard, bringing me closer to an orgasm. As I got close, I tried to maintain control, but Cheryl's秘密按摩 had taken over. Simon's cock was growing harder as he watched both Cheryl and I go wild.
Cheryl slowed down as she sensed my orgasm approaching, but it was too late. I jerked my hips back, fucking myself as best I could, crying out in frustration as I came. As Cheryl continued to finger and kiss, I felt Simon begin to move. I saw Cheryl climb on top of him, taking his cock in hand and pushing it towards her opening. Languishing in the wake of my orgasm, I watched as Simon's cock penetrated Cheryl, stretching her out as he went deep. They both sighed in satisfaction as he filled her completely.
I felt jealous as Cheryl and Simon began to move, each thrust driving Simon further inside her. They were both lost in ecstasy as he continued to push into her. As their passion intensified, I watched them, fascinated by the sight. They seemed to be on the edge of something, their chemistry producing an explosive reaction. Cheryl visibly contracted around him and desperately fingered me as they explored each other's bodies.
"Cheryl, stop queening and fuck me," I wished as I saw Simon prepare to enter Cheryl; of course, I had invited her for this, but the thought of him filling her gorgeous blonde frame made me a bit jealous.
Cheryl eased Simon into position so that she was sitting on his cock. Her body seemed to fuse with his as they dove into passionate kisses. Simon's fingers flicked across her clit, his nails teasing it as Cheryl encircled his cock with her tight entrance.
Assured he was fully inside her, Simon began legendary massage ringyu in and out of Cheryl. His fingers masterfully rubbed up against her body while he increased the thrusts he imparted upon her. The erotic sight of them was almost too much to handle as they gasped in pleasure, sending a chill down my spine. Simon began a heavy thrusting session, quickening his rhythm as Cheryl's body melted against his.
Cheryl's hands rested on Simon's chest as she groaned in bliss. It was a beautiful and primal scene, and I just couldn't help but watch as their bodies worked together, her hips urging Simon into her body. The tension and release of their intimacy consumed me.
Simon grew more and more entwined with Cheryl, claiming her as his own and triumphantly thrusting deeper and harder into her. Simon increased his pace, pulling Cheryl back onto his thick length and unleashing a passion hammering into her as they embraced, sending ripples through her being.
The sight of their intense passion, their warm bodies moving as one, was too much for me. I thirsted for the connection they had, desperately seeking it for myself. I watched with excitement, my heart pounding as they found each other, David turned and entered Cheryl. I felt like a hot tear trailed down my cheek, my finger tracing light, ticklish lines down my neck, slipping further and further down my arm.
Simon continued his relentless exploration of Cheryl's body, and she met him equally, tangling their arms around one another and finding their balance. Simon rubbed his nose side to side against hers, their sensual panting getting louder and more demanding until it echoed outward.
As Simon continued to drive into Cheryl, her cunt tightened around his stiffness, signalling the moment I'd been waiting for.
Cheryl's legs moved backward, and she started thrusting her hips upward to match Simon's downward action.
Suddenly, a quick burst of jealousy and betrayal rushed through me, recognizing how Simon must've felt when I started having sex with Felix. However, this scene was different. I had purposely invited Cheryl into our bed, intending for Simon to screw her. Sure, it was part of guilt sex, but it still felt odd watching them having sex so naturally together. But Simon hadn't fought against me, and he could have. He was more of a Beta male. Felix was an Alpha male. He saw what he desired, me, and seized the opportunity without hesitating.
I had that moment of realization and quickly sat back, grabbing a dildo to pleasure myself as Simon and Cheryl fucked until consumed in pleasure. Simon was known for his energy during sex, and adhered to this quality this time around. He was relentlessly thrusting into Cheryl, who was equally eager, changing positions frequently; one second on top, underneath him, then facing away, and finally, on all fours with him behind her.
It was their position switch of her on all fours and him behind her that I re-joined them. I laid on the bed until my cunt sat right in front of Cheryl's face.
"Eat her out. Stick your tongue up her slit," instructed Simon as he pounded into Cheryl. Simon was using so much force I could sense Cheryl's face bouncing against mine. Cheryl's arms gripped me tight, bringing my cunt closer to her face, and began licking and slurping and sucking on my clit and cunt. Her tongue was fucking me as best as it could.
"I'm cumming," Simon called out while thrusting into Cheryl. I watched on as his body stiffened and twitched as he orgasmed inside her, her cries of pleasure still going on. But her tongue didn't stop licking my clit and I quickly had my own orgasm shortly after.
Cheryl and I separated, lying naked next to each other, recovering and regaining our composure.
That was assumed to be the finale, but rather than Cheryl leaving us, I asked her to stay. Simon ordered for pizza to be delivered, and the poor delivery boy got quite a shock when I opened the door in a sheer negligee and nothing else, expecting pity or recognition of our unusual behavior in the background of me sucking on Simon's cock as if it were an appetizer.
We remained, spending the night eating pizza, drinking wine, and all three of us naked. We went back to the bedroom, engaging in sex one after another in different combinations until we eventually fell asleep.
Goodness, my head hurts, was the first thought that entered my mind in the morning as I awakened to the feeling of the bed swaying gently. Simon and Cheryl were deeply entangled, her legs locked around his waist, her arms around his shoulders, their movements slow and deliberate while making love. This wasn't frenzied sex; it was more of a slow, contemplative lovemaking. Neither one spouted a word as Simon softly slid his cock in and out of Cheryl. They appreciated every passing second. I could hear them from my faked sleep.
I had planned this to be a one-time-only event, mainly due to my dislike of lesbian sex; but over the next few months, we got together a few more times. Simon tried to move things forward by proposing that we locate another woman besides Cheryl. This was when I finally called an end to it all. I had no issues with a threesome between myself and Simon and Cheryl but didn't enjoy broadening our sexual escapades to swapping partners.
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