πŸ“š i felt sorry for him Part 3 of 5
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I Felt Sorry For Him Pt 03

I Felt Sorry For Him Pt 03

by lillyterry82
20 min read
4.54 (18900 views)
adultfiction

All characters engaging in sexual relationships or activities are 18 years old or older. The following contains themes of blackmail and coercion, if such content offends you, please do not read. This is an erotic FICTION story, although I have used some of my personal experiences which I've embellished for artistic purposes. This is purely for entertainment and never meant to happen in reality. If you have issues with such kinks, please do not read.

I'm new to this, so if you enjoy or have any constructive feedback, please leave a comment below.

Part 3

Ben's visits become an inescapable part of my daily existence. At first, I held onto the hope that he would quickly grow bored of me, but those hopes soon faded as the weeks passed. Day after day, week after week, he shows up almost without fail, barely ever giving me a day off. Even when I plead with him to give me a break, he still turns up demanding that I satisfy his needs. I've become nothing more than a vessel for his pleasure, expected to drop to my knees and submit to him whenever he demands it.

He begins to shower me with gifts, particularly lingerie. Babydolls, corsets, garter sets, body stockings, you name it. But always in seductive red or black hues. Alongside these gifts come rules and expectations. Rule number one: I must only wear dresses or skirts, no trousers allowed. Rule number two: I'm forbidden from wearing any underwear unless instructed, and it's something that he's bought for me. Rule number three: the moment he walks through the door, I'm to drop to my knees and await him, a submissive gesture that solidifies his dominance over me.

The really scary thing about the whole thing is how quickly it became the norm for me. In the beginning, I fought against him as fiercely as I could, but as the weeks wore on, his relentless persistence chipped away at my resolve until I simply stopped fighting.

By the time Liam visits home during the half-term break and I finally have a few days off, I find myself inexplicably craving sex. In the midst of all my inner turmoil, there's a twisted satisfaction I find in submitting to Ben's needs. It's a dark craving that eats away at me, one that I struggle to reconcile with my desire for freedom.

As I lie in bed, memories of our encounters flood my mind, each touch and kiss igniting a fire within me. Despite my disdain for him, there's an undeniable allure to the intensity of our encounters, a primal longing that drives me to seek out the pleasure he offers, even as I yearn for an escape. The conflict within me is suffocating, yet in the quiet moments of solitude, I find myself touching myself, longing to surrender my body again.

As December rolls around, the dynamic between Ben and me remains unchanged, yet the monotony of our daily routine begins to wear on both of us. After three months of the same predictable pattern, it's becoming exhausting, as Ben's visits begin to taper off. Our encounters have become lacklustre and repetitive, fuelling a growing hope within me that this cycle will soon come to an end, allowing me to break free and move on with my life.

As the days pass, I find myself considering alternative options to escape Ben's suffocating control. What was once unthinkable now becomes a viable possibility. I carefully consider the risks and consequences, surrounding the idea of ending things with Ben. If he decides to expose our affair to the world, then let him. I could craft my own narrative, painting myself as the victim of loneliness and misguided affection. Anything he says beyond that would only reveal his own bitterness and vindictiveness. It's a daring gamble, but one I'm increasingly willing to take.

The only thing holding me back is Liam. I can't reconcile in my mind how he would react to such news. My heart insists that, despite the initial hurt, he would eventually forgive me. However, my gut churns with doubt, and it's that doubt that holds me back.

It's Monday and it's the final week of term, I can barely hold back my excitement to have Liam home again, even if it is for just a few weeks. It's also reassuring to know that his presence will put a stop Ben's visits, if only temporarily.

With my workday now behind me, I stand in the kitchen, tidying up while anxiously awaiting to see if Ben will make an appearance. As usual, I've dressed for the occasion in a black strapless bodycon dress that he bought for me. I despise it, but it's one of his favourites. The dress is too tight, barely contains my breasts and is utterly impractical for this time of year, I have to run the heating none stop just to keep warm. Still, it's a better option than some of the other garments he's gifted me, like a pink polyester bodycon dress that oozes a tacky, almost plastic-like sheen, that makes me feel like a knock-off version of Barbie's grandma, or worse a cheap nineties porn star.

As the evening wears on, I begin to let my guard down. Ben typically arrives by seven, or at the latest, half past, but as I glance at the clock and see it approaching quarter past eight, I can't help but feel a sense of relief. It's the second night in a row that I've had off, and I can't help but feel pleased about it.

As I lean over to place my saucepan back in the cupboard when I hear a faint sound at my front door. Ben's such a regular visitor that I've become lax about locking it. With a heavy sigh, I straighten myself up, resigned to losing my night off.

"Lillian?" Ben calls out from the other room.

"Fuck me," I mutter quietly to myself.

I drop to my knees, knowing exactly what's expected of me.

"Kitchen," I respond, trying to keep the annoyance out of my voice.

I hear him approach the door, and watch as it opens slightly.

"Are you on your knees?" He asks sounding a little hurried.

"Yes," I respond, my impatience evident in my tone as I roll my eyes.

"Good," he replies. "Close your eyes."

"Why?" I ask feeling quite annoyed.

"Just do it," he snaps. "I have something for you."

Another gift, I think to myself.

"Fine," I reply, my tone tinged with annoyance.

I close my eyes and let out a sigh.

"Okay, they're closed," I call out.

"Good," he replies. "No peaking."

"Okay," I reply sarcastically.

I hear the kitchen door creak as it opens, followed by a moment of silence as I kneel there, waiting for him.

"What is it this time?" I ask impatiently.

"Just open your mouth," he replies.

"Really?" I ask. "I needed my eyes closed for that?"

I feel him place his hand over my face, covering my eyes.

"Just keep them closed," he replies.

"They are closed," I reply, frustration evident in my voice.

Suddenly, I feel him pull down the front of my dress, leaving my breasts exposed to the chilly air he's brought in with him. A shiver of anticipation runs through me as I feel my nipples harden in response.

"Okay," he says, sounding eager. "Open your mouth a bit more."

I comply, parting my lips and waiting for whatever he has in store.

"Okay, here it comes," he says, with anticipation in his voice.

As his penis slides into my mouth, I wrap my lips around it and start sucking. Initially semi-hard, it quickly hardens, but something feels off. It seems smaller and thinner than usual, and as it stiffens, I realise the bulbous head missing. Instead, it's a smooth, rounded shape that feels unfamiliar against my tongue.

With a surge of panic, I open my eyes and look up. Gone is the toned midriff I'm accustomed to seeing, along with the trail of hair up and over the stomach. Instead, I'm met with a pale, flat stomach devoid of any real definition. My mouth falls open in shock as I realise it's not Ben who's standing in front of me, it's Ian.

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As I fall back onto my bottom, I begin to retch violently, the taste of bile rising in my throat. Panic floods my senses as I scurry away, desperately trying to cover myself up in horror and disgust.

"Ian!" I exclaim between gags, my voice strained with panic.

Startled, Ian quickly pulls his trousers up, his face contorted with fear and shock, seemingly taken aback by my reaction.

As I crash up against the kitchen cupboards, I hear Ben laughing hysterically to my side.

"What the fuck Ben!" I shout in a fit of rage.

"Oh, come on, Lillian, it's funny," he replies, barely able to hold back his laughter.

"I'm so sorry Lillian," Ian says, looking genuinely mortified.

My rage boils over as I glare at him.

"You..." I snap. "Don't even get me started with you! How could you!"

"B...Ben said it'd be alright," he stammers. "H...he showed me your video and said you'd be up for it."

I turn and face Ben. I can feel myself becoming flushed as my blood boils.

"You said I'd be up for it?" I scowl, my voice trembling with fury.

"Yeah," Ben replies nonchalantly, seemingly unfazed by my rage.

"How the hell could you say that?" I seethe, my rage reaching a boiling point. "I've never been up for any of this!"

"Oh, come on, you've loved it these past few months," he retorts, in a dismissive tone.

I turn back to Ian.

"Ian," I say, trying to get his attention, my voice laced with desperation. "He's been blackmailing me for months to get what he wants. I wouldn't give him a second glance otherwise."

Ian's expression shifts from shock to disbelief as he processes my words, his eyes widening in realisation.

"But... but why didn't you say anything?" he stammers, his voice tinged with confusion and concern.

"I was scared," I admit, feeling a lump form in my throat. "He threatened to ruin my life, to tell everyone about... about everything."

Ian's face softens with sympathy as he steps closer, reaching out a hand to comfort me. But before he can say anything else, Ben interjects with a sneer.

"Aw, isn't this touching," Ben scoffs. "But let's not forget, Ian, you're in this now too. So don't go thinking you're any better."

I feel a surge of anger rise within me at Ben's words, but I swallow it down, focusing on Ian and the glimmer of hope he represents in this nightmare.

"Ian, please," I plead, my voice trembling with desperation. "You can't let him do this."

"I...I..." he tries to reply.

Ian's gaze shifts to the floor. I feel a surge of frustration and anger bubbling up inside me, at his silence, threatening to consume me whole.

"What Ian's trying to say is that he wants in," Ben interjects smugly waving his phone in front of me. "And before you say anything, he also has proof of how much of a dirty slut you are."

Ben's words hit me like a physical blow, and I feel the blood drain from my face as a cold shiver goes through me. I glance over at Ian, hoping against hope to find some semblance of guilt in his eyes.

With a surge of adrenaline, I catapult to my feet and lunge towards Ben, my outstretched hand desperate to snatch his phone from his grasp. He reacts quickly, thrusting his arm out of my reach and using his physical strength to keep me at bay. I struggle against him, a mixture of fear, anger, and desperation coursing through me as I fight against him.

"Give me that phone!" I shout, my voice trembling with fury and desperation.

"It's too late, Lillian," he replies with a smirk, holding the phone just out of my reach. "It's already uploaded to the net. Even if it's deleted, I'll still have a copy."

His words hit me like a freight train as my hopes of escape destroyed. In an instant, I realise that my feeble excuse of loneliness and misguided affection, is now worthless. Ben now has damning evidence involving me with two of Liam's friends, and I know there's no talking my way out of that.

The reality of my situation sinks in, leaving me feeling utterly trapped and helpless. My legs turn to jelly as I step back from Ben, stumbling over to the kitchen counter in a daze.

"So, here's the deal, Lillian," Ben says, his tone dripping with arrogance. "The same deal you have with me, you now have with Ian."

I turn to Ben, my scowl deepening as I struggle to contain my overwhelming anger and resentment.

"I hate you!" I scowl, each word dripping with rage.

"I know," he replies in a nonchalant manner. "But guess what... You get to be his first. To take him by the hand and guid him into manhood."

Feelings of despair and anger swirl within me. I'm torn between wanting to cry out in frustration and feeling utterly defeated. What's the point in resisting when Ben holds all the power?

"Well, I guess I'll be off," Ben says in an upbeat manner, his callousness cutting through the tension like a knife. "Have fun, you two... Good luck, son."

With that, he saunters out of the room, leaving me and Ian in all alone.

As the front door opens and then closes, the sound echoes through the empty house, leaving behind a chilling silence. My entire body trembles with a mixture of fear and adrenaline. Only now, as I begin to regain my composure, do I realise that my breast is fully exposed, hanging out of my dress for Ian to see. It must have slipped out during the struggle with Ben, and I hurriedly attempt to cover myself, as I feel wave of embarrassment wash over me.

Exhausted, I stare at Ian standing in the middle of the room, dressed only in a pair of trousers and his socks.

"Are you really going to do this to me too?" I ask, my voice filled with sheer exasperation and disbelief.

Ian's gaze once again shifts down to the floor, his body language radiating nervousness as he avoids making eye contact with me.

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"I...I just don't...want to be a virgin anymore," he confesses, his tone laced with shame and vulnerability.

"Sweetheart, you're still young," I plead in desperation. "It will happen, I promise. But please, not like this."

I watch as he takes a gulp, his Adam's apple bobbing nervously. With his head still bowed, he slowly raises his gaze to meet mine.

"I just... I can't take it anymore, Lillian. I'm tired of feeling like the odd one out. They mock me, laugh at me... I just want to feel normal for once," he pleads, his voice sounding weak and pathetic.

My heart aches at his words, understanding his pain but feeling helpless in the face of his misguided solution.

"Ian, I get it, I really do," I say softly, trying to reach him. "But this isn't the answer."

His eyes meet mine, and for a moment and I see a flicker of hope.

"I just want to get it off my back, Lillian. I'm tired of being the odd one out," he murmurs.

"And what about Liam?" I ask. "You've been friends since you were three."

"I know," he responds, his voice tinged with reluctance.

"You know?" I retort, my anger bubbling to the surface. "And what about all those times he stood up for you when you were being bullied?"

His jaw tightens, his frustration clearly evident.

"I know all that," he snaps, in a defensive tone.

"But yet you're still going to make me have sex with you?" I shoot back, my words laden with seething anger.

The room goes quiet. I struggle to contain the rage burning inside. Despite my anger and frustration, I hope beyond hope that it's not too late to reach him.

"Please, Ian," My voice trembles as I plead with him softly. "Help me... Please... You can tell people I was tricked into what just happened. You know Ben's blackmailing me. Help me and all this can end."

"But then I'd still be a virgin," he responds, his own voice tinged with uncertainty.

"It will happen for you," I assure him. "I promise it will but not like this."

"I... I just can't do it," he replies, his resolve clearly wavering.

"It will happen," I reply reassuringly.

"How? When?" He snaps.

"I don't have all the answers, Ian," I reply, my voice a mix of concern and determination. "But I do know that giving in to this won't solve anything."

Ian's expression shifts abruptly, his brows furrowing with frustration as he takes a step forward.

"No!" he exclaims, angrily. "I'm not going to wait any longer. If Ben can have it whenever he wants, then so can I."

"Ian, please, calm down!" I plead desperately, my voice shaking with fear.

"No, I won't calm down!" he scowls, his anger palpable, his face flushed with rage. "Now, get on your knees."

I freeze in place, staring at him in shock, unsure of what to do next.

"Ian..." I begin.

"No!" he interjects sharply. "If you don't want people finding out, you'll do as you're told."

The look on his face is one of complete determination, his eyes burning with anger. I consider reaching out to him again, but I know this dance all too well. I'm in complete shock, for such a quiet boy, I've never seen him assert himself with anyone, let alone me and I can't help but wonder how much Ben's influence has poisoned his mind.

"Ian..." I begin again.

"Knee's now!" He scowls, once again cutting me off.

Ian's resolve is unyielding, his determination evident in his every word and gesture. Despite my efforts to reason with him, it's clear that he's set on going through with this. Reluctantly, I concede that I've no choice but to comply with his demands.

As I slowly lower myself to my knees, I can't help but think that I should be crying right now, but I just can't. A numbness settles over me, as if I've completely disconnected my emotions from reality, bracing myself for whatever comes next.

As Ian takes another step towards me, his tough guy facade quickly begins to unravel. The determination in his eye's fades, replaced by a growing sense of fear. His once flushed face drains of colour, leaving behind a paleness that speaks volumes. It's as though reality has crashed in on him, and he's realizing the gravity of what he's about to do.

"T...take it out," he stammers, his voice trembling with uncertainty.

"It's not too late," I reply, making one last attempt to reach out to him.

"J...just take it out," he insists, his voice wavering as he tries to sound determined.

I let out a long sigh, resigning myself to the inevitable. I know the game and what must be done next. Glancing at Ian, I see the nervous tremble in his stance, almost as if a slight breeze could knock him over.

With a grim determination, I decide to take control of the situation. From his nervous demeanour, I come to the belief that he'll likely blow his load prematurely. So, I opt to take the initiative and speed things up as much as possible.

As I take my place in front of him, I pull down the front of my dress exposing my breasts to him again. His nervousness is palpable as he watches me expose myself, his eyes wide with uncertainty. I can sense his hesitation, but I press on, determined to see this through. With a mixture of resignation and determination, I cup my breasts and tug on my nipples, meeting Ian's gaze head-on. He quickly takes a gulp, followed by a nervous shuffle. It's clear he's out of his depth, but there's no turning back now.

With a steady hand, I reach up and grasp the waistband of his trousers, lifting them up and away before gradually pulling them down. As they drop to the ground, I catch a glimpse of the outline of his penis through his underwear.

With a sense of desperation, I pause for a moment, looking up at Ian one last time, hoping against hope that he'll stop me. His expression is one of sheer terror, his eyes wide with fear as I reach my hands towards his underwear. Despite the silent plea, he fails to stop me, and I'm left with no choice but to proceed.

As I take hold of his waistband and pull it down, his fully erect penis is revealed, sticking straight up towards the ceiling, precum already visibly leaking from the tip. I feel my stomach churn with revulsion, but I push the feeling aside, focusing on what must be done. His breathing is shallow and ragged, his hands trembling at his sides as he stares at me.

As far as penises go, there's nothing particularly impressive about it. In fact, it shares a lot in common with its owner. At five foot six, he's quite short and remarkably skinny. His penis, likewise, is unremarkable, smooth, lacking any distinguishing features, measuring roughly five and a half inches in length. It's neither large nor small, falling squarely within the realm of average. It's also not very thick, and the streamlined tip pales in comparison to Ben's bulbous one. Similarly, his testicles are pretty small too.

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