Dear Reader, as always thank you for taking time to read my stories, please be advised this tale is darker than my typical story and could be upsetting, so please take that into consideration before reading the story. Again thank you for your !
The Lottery Winner
I was sitting in my room reading quietly, I’d recently won a decent amount in the lottery and found my self suddenly contemplating life without having to work and being freed from the concerns of the financial burdens that plagued most of my friends.
Fortunately I was still young, only 25 and I had plenty of life ahead of me, the English major in college was something I had still been working on trying to make work as a career, now I no longer needed to be concerned about it. I was tall, 6′2″, reasonably fit and no bragging, but decent looking. One of the things I worried most about was the number of women I’m sure would be coming my way soon when they learned about my win…but that was bridge I’d cross when I came to it.
As I scrolled through pages on line of homes that I thought I’d might enjoy living in I heard my bedroom door open and then close. Cassie walked through. She was dressed in one of her cute outfits, a brown mini skirt and tights along with a cute scoop neck cashmere top. Cassie was cute and hot all in one, her 5′6″ body was topped with a very pretty heart shaped face with blonde hair and sparkling blue eyes. Her full mouth begged to be kissed and her body was very easy to take in, C-cupped breasts that lured many a man into her web and legs that were toned from the hours she spent in the gym. Cassie was gorgeous, but unfortunately she had a very sketchy reputation for manipulating and using men…some pretty dark rumors even had her being a black widow.
“Hey Cassie I think I know why you are here and just so you know, there’s no way I’m making out with you. I know what happens to men when that happens…I don’t want you to end up wasting time.”
Cassie smiled and sat on the edge of the bed, crossing one amazing leg over the other as her face lit up with a mischievous smile that told me I was probably in for a long night, she had a way of disarming people with that cute smile and I was no different than anyone else in resisting its effect.
“Oh Bryan, what makes you think I’m here for anything at all other than to spend some time catching up with you? And not to brag, but what makes you think that you can stop me from making out with you if I wanted to…it’s cute to hear you think you’d ever be able to resist me if I really tried.”
Laughing I teased back at Cassie, looking right into her pretty blue eyes with a smile on my face, “So let me guess you just happened by right after I won the lottery? And you ended up ditching sweats for that very cute outfit? Come on, I was born just not yesterday…”
Cassie threw her head back and laughed, her voice melodic and sweet as her eyes twinkled with mirth as one hand with its pretty long fingers reached out to stoke my outstretched leg. “Oh Bryan you are adorable and yes I did hear about your recent win, congratulations. It’s quite a feat to be all set at your age. What are you thinking about doing with the money?”
“Well I was working that out when you walked in, perhaps I will move into a small home and do some work in the community, you know use my English degree to help immigrants or maybe I could do some afterschool literacy work. I haven’t figured it out quite yet.”
I watched as Cassie’s face lit up, her smile was amazing and it was easy to see how she disarmed people and made them feel safe. Cassie was the type of person who made you long to hug her, and my guess is that at least a good portion of the rumors were true. Her hand had not moved from where it sat on my leg, stoking gently on my ankle. Her long fingers had well trimmed nails, painted in a pretty light blue color. And I had to it, her touch was nice, and I wondered if I might be experiencing the beginning of a well developed seduction.
“Cassie I don’t know what you are up to, but I have to let you know that my lottery money is not for sharing and I’m going to keep it safe. No seduction will take it from me and we shouldn’t take this any further. Sorry, but you have well a reputation and I need to keep my money safe.”
“Oh my, you actually think I’m here for your money, and its even more adorable that you think that you could resist me if I were. You believe you have a hope of saying no to me if I were, let say, to become persuasive? Bryan, you have no idea of how good I can make it feel to surrender to me…”
Looking into her pretty eyes I began to worry that this was more than I’d bargained for. My roommates were all out that night and I was alone in my room with Cassie, and her hand did feel really nice on my leg and her eyes told me she in fact did have a plan. I pulled my leg back witch drew a smirk from Cassie.
“Bryan are you absolutely sure you don’t want to make out with me? I mean I would make sure to make it feel very, very nice, so nice that you might just change your mind about sharing with me….how does that sound?” Her blue eyes were locked on mine and I swallowed, as I feared Cassie was up to something and I needed to nip this in the bud before she got going full force.
“Cassie, I think I need to let you know that I am aware of your ‘reputation’ and I have no intent of going any further. I know about Brad Cassie, the way you seduced him and milked his prostrate. He told us about it, he was so embarrassed that he ended up giving away all of his money to you. So those pretty lips are not getting anywhere near my mouth.”
The look on Cassie’s face was priceless, no denial not insult, her hand found my leg again and her voice took on that seductive calming tone that I’m sure undid many a man. “Ah, so he shared about that, well that’s what I get for sparing him. Brad and I came to a mutual agreement about sharing that Bryan, he was happy and in a state of mind that well… let’s just say made him more than willing to share.”
A chill went through me, partly excited, partly fear. Cassie had just itted to one of the rumors and to what Brad had confirmed, her prostrate play did put men into a state of mind that made them easy to manipulate and I now had no doubt that she was here for me and my money…and I was alone in a room with her.
Cassie was quiet allowing the silence to do some of the work as she slowly stood and instead of walking out of the room came towards me, her stride confident and her hand and slender fingers going to the back of my head. Her fingers quickly found a spot at the base of my skull just were my head ed my neck and began to put a wonderful feeling pressure on specific locations. To my amazement my body began to respond and relax, my arms grew heavy and my mind began to wonder. Cassie’s fingers continued to work finding new spots that I was not even aware existed.
“Cassie, what are you up to this isn’t going to work and I’m not going to share the winnings,” Cassie just smiled and to my horror and shock her face began to slowly lower to mine as her lips found my mouth…and she began to kiss me.
It wasn’t just a friendly kiss either, Cassie leaned in her tongue gently licking along the seam of my mouth, encouraging my lips to part, before entering my mouth and stroking my tongue in time with her massage. I was melting and I seriously began to worry about my ability to keep from sharing my winnings with Cassie as I felt myself slowly pushed back into the bed, hearing her shoes drop to the floor as her mouth continued working mine and we settled into my bed.
“Bryan, so tell me how’s your resolve doing? Still think you can stay strong and deny me anything I want? Or are you beginning to to understand how the mind works? Understand how easily one can be swayed?”
Before I could respond to her, she returned her lips to mine in another mind melting kiss that had my body responding before I could process and come up with a way to stop this. It was hypnotic, the way her hands and mouth worked in unison to slow my mind and make it hard to not just sink back and surrender to the pleasant feelings she was building in me. I was staring to understand how Brad had melted from her, and why her methods were so effective.
“Cassie you need to stop this, I’m not going to surrender to you so you’re wasting your time. No matter how nice this feels, that money is not for sharing I’m sorry and its not fair to lead you on and allow you to think seducing me will get you what you want..”
Cassie gave me another one of her melodic laughs, “Bryan how do you know what I want? I haven’t asked you for anything yet have I? You’re just here with me, relaxing, slowly surrendering to my hands and my mouth. And think sweetie, all I’ve done is work on your neck and mouth, I haven’t even….persuaded you with my other skills. Imagine if I were to properly milk you, do you really think you could resist?”
My blood ran cold and I froze, milk me? Cassie was referring to her prostrate play, something I’d never had or wanted to have done to me. From what I understood it could place a person into a trance like state as you came and came and came. Perfect for a woman who was planning on manipulating someone. But then another realization came to me, her hands while we kissed had continued to work on my neck and spots along my spine. My body was now totally relaxed and my limbs felt like lead, Cassie was getting me ready for something.
“Cassie what are you up to, I know you’re doing something because I feel so heavy and relaxed.”
“Oh Bryan, you were so sure this wouldn’t happen weren’t you, but now look at you. A little pressure point work and some deep kissing and I have you right where I want you. Brad was right dear, I do have the ability to make people do what I want…especially men. And yes I do plan on milking you, and there’s nothing you can do to stop me. Now, be a good boy for Cassie and just look into my eyes for a second.”
Cassie’s fingers found spots just behind my ears and her thumbs began to put pressure on them and make little circles and I stared into sky blue eyes…
“Relax Bryan, just look into my pretty eyes and allow your mind to slow down. There is no need to think about what comes next, all you have to do is focus on my touch and the way my voice sounds and how good I am making you feel. Your body is so heavy and relaxed now, and your mind is having such a hard time focusing. That’s it sweetie, just let Cassie take control. No need to think about anything at all.”
Despite my better intentions I did exactly what Cassie instructed me to do, my body surrendered to her hypnosis and I sank deeper into the mattress and my eyes remained locked on her beautiful blue orbs. Somewhere deep in my conscious mind alarms sounded and urged me to to fight this, warning of danger, but Cassie’s soft touch and soothing voice soon quieted those alarms as her seduction fully took hold of me.
Cassie’s thumbs kept those slow, perfect circles behind my ears, each rotation sending warm waves down my spine until even my thoughts felt syrupy and distant. My eyelids grew heavy, but I couldn’t look away from those sky-blue eyes were pools of calm certainty that seemed to swallow every protest before it could form.
“That’s it, sweetie,” she murmured, voice like warm honey sliding over velvet. “Just breathe with me. In… and out. Feel how heavy your arms are now? How your legs won’t even twitch when you tell them to? Mmm, good boy. You’re already so much deeper than you realize.”
I tried to swallow, tried to summon the words stop or no, but my tongue felt thick, useless. The alarms in my head had dulled to faint, far off beeps, barely audible beneath the steady rhythm of her voice and the lazy pulse of pleasure she was coaxing through my nerves.
She finally eased the pressure behind my ears, only to trail those long, cool fingers down the sides of my neck, then over my collarbones, mapping me like she already owned every inch. When she reached the hem of my shirt she didn’t ask; she simply gathered the fabric and peeled it upward, slow enough that the drag of cotton against skin became its own caress. My arms lifted like they belonged to someone else, pliable, and obedient.
“See how easily your body listens now?” Cassie purred as she tossed the shirt aside. “It knows what feels good. It knows who’s in charge.” She leaned down, letting her cashmere covered breasts brush my bare chest, the soft friction making me gasp despite myself. Her lips hovered near my ear. “I’m going to take such good care of you, Bryan. I’m going to show you something most men never get to feel… and once you feel it, you won’t ever want to go back.”
She straightened, sliding off the bed with feline grace. I watched, helpless, as she reached into the small crossbody purse she’d dropped by the door earlier. My heart thudded unevenly when she withdrew a slender bottle of clear lube and a pair of thin, black latex gloves. She snapped one on with deliberate slowness, the sound sharp in the quiet room, then the second. The blue polish on her nails gleamed through the sheer material.
Cassie returned to the bed, kneeling between my useless legs. She hooked her fingers into the waistband of my sweatpants and boxers together, tugging them down and off in one smooth motion. Cool air hit my exposed skin; my cock was already half hard from the endless kissing and touching and it twitched against my stomach. Humiliatingly obvious proof that my body had already betrayed me.
“Look at you,” she cooed, voice dripping with mock sympathy as she wrapped cool, gloved fingers loosely around my shaft with just enough to make me throb, yet not enough to give relief. “Already leaking for me and I haven’t even started the real fun yet.”
She released me, reached for the lube, and squeezed a generous dollop onto her middle and index fingers. I watched, mesmerized and horrified, as she warmed it between her digits, making it glisten.
“Do you know what prostate play really is, Bryan?” Her tone turned low, intimate, almost lecturing just like a teacher seducing her favorite student. “Most men think it’s just something dirty that happens in the bedroom. But it’s so much more than that. The prostate is this sweet little walnut-sized gland, tucked right up against your bladder, hugging your urethra. When I stroke it the right way, slow, firm, rhythmic, it sends electric pleasure straight up your spine and into your brain. It builds and builds without you ever needing to stroke your cock. Some men call it a full-body orgasm. Some men cry when it happens because it feels so intense they can’t contain it.”
She parted my thighs wider with gentle but insistent pressure. I couldn’t resist; my muscles simply obeyed her…I realized I was in serious danger now.
“I’m going to slide one finger inside you now,” she continued, sky blue eyes locked on mine so I couldn’t hide from the words. “Just one at first, nice and slick. I’ll curl it toward your belly button, find that firm little bump, and then I’ll rub… slow circles at first, then firmer strokes. Every time I press, you’ll feel this warm bloom of pleasure deep inside, like liquid heat spreading through your pelvis, your balls, your cock. It’ll make you leak more pre-cum than you thought possible. And the longer I keep going, the emptier your mind becomes. Thoughts? Worries? That big, important bank number you’re so determined to protect? They all just… dissolve.”
Cassie drizzled more lube directly onto her gloved fingers, then pressed the pad of her middle finger against my entrance. I tensed instinctively.
“Shhh, relax for me,” she soothed. “Push out just a little for me like you’re trying to let me in. That’s it… good boy.”
The first breach was slow, careful, slick. A strange, full pressure that bordered on discomfort before melting into something warmer, deeper. She paused when her knuckle bumped skin, letting me adjust, then crooked her finger.
The instant she found it, so firm and unmistakable, I jerked, a startled moan escaping before I could stop it. Pleasure unlike anything I’d felt before arrowed through me, sharp and syrupy.
“There it is,” Cassie whispered triumphantly. “Your sweet spot. Feel how it swells under my touch? How it pulses?” She began those slow circles she’d promised, tiny at first, then wider. Each rotation dragged molten sensation through my core. My cock jerked untouched, dribbling steadily onto my stomach.
“I’m going to milk you now, Bryan. That means I’m going to keep rubbing right… here…” She pressed firmer, stroking in a deliberate come-hither motion. “…until your body gives up everything it’s holding. Every drop of cum, every last shred of resistance. You’ll feel it building sweetie, not like a normal orgasm that crashes fast. This one creeps. It simmers. It turns your muscles to jelly and your thoughts to fog. And when it finally breaks… oh, sweetie, you’ll be so empty headed, so blissed out, you’ll tell me anything. You’ll hand over anything. Because saying yes to Cassie will feel better than anything else in the world.”
She added her index finger, stretching me wider, doubling the pressure against that magic gland. My hips bucked involuntarily; a long, broken sound tore from my throat. Pleasure coiled tighter, deeper…impossible and endless.
“Look at all that pre-cum,” she murmured, glancing down at the slick pool spreading across my abs. “Your poor cock is crying for release, but I’m not going to touch it. You don’t need that anymore. All you need is my fingers right here, stroking, milking, draining you dry.”
The rhythm never faltered, it was firm, patient, relentless. Each press forced another bead of fluid from my slit. My breathing turned ragged; my vision tunneled until there was only her beautiful face, her blue eyes, and her entrancing voice.
“Tell me, Bryan,” she whispered, leaning closer so her breath ghosted my lips. “Doesn’t it feel so good to let go? To stop fighting? You’re getting so close now. I can feel it the way you’re fluttering around my fingers, the way your balls are drawing up tight. When you come for me like this all hands free, and mind blank, you’re going to give me exactly what I want. Aren’t you?”
I tried to shake my head, but nothing happened.
“Say it,” she coaxed, curling harder, stroking faster. “Tell Cassie you’re going to give her your routing number. Your number. Everything.”
The pressure crested…white hot, unbearable. My entire body locked, then shattered. Orgasm rolled through me in slow, devastating waves. Cum pulsed out in thick ropes without a single stroke, each spurt timed to the relentless milking of her fingers. Pleasure so intense it bordered on pain, yet I couldn’t stop; didn’t want to stop.
“Yesssssss” The word ripped free before I could cage it. “Yes… Cassie… please…ahhhhhhh…”
She didn’t stop. She kept stroking through the aftershocks, drawing out more, weaker spurts until I was trembling, oversensitive, empty.
“That’s my good boy,” she breathed, finally easing her fingers free. “Now… while your mind is still soft and open… tell me those numbers, Bryan. Nice and clear. Let it all go.”
My voice came out hoarse, dreamy, distant.
“Routing… 111000614…”
She smiled that beautiful, victorious smile and reached for her phone.
“Keep going, sweetie. number next. You’re doing so perfectly.”
“… 149457786…”
And as the last fragments of resistance melted away under the warm afterglow, I did exactly what she asked, word by obedient word, while Cassie stroked my hair and whispered how good I was, how safe I was, how right it felt to give her everything.
Cassie set her phone down gently on the nightstand, the screen still glowing with the confirmation transfer screen…six figures sliding silently into her offshore bitcoin s like water down a drain. She exhaled a soft, satisfied sound, almost a purr, and turned her attention back to me.
I was still sprawled on the bed, limbs loose and heavy, chest rising and falling in slow, dreamy rhythm. My eyes were half-lidded, glassy from the afterglow of the milking, pupils blown wide. A thin sheen of sweat glistened across his bare skin. Cum had dried in sticky trails across my stomach. I was beautifully ruined.
And yet I was still murmuring numbers in weak, automatic repetitions of the she’d coaxed out of me in the final, syrupy moments before the last spurt left my body.
“…thirteen… forty-seven… zulu… echo…”
“Shhh,” Cassie soothed, brushing damp hair back from my forehead with the back of her ungloved hand. The latex gloves were already peeled off and discarded in the small purse sitting by the bed. “You did so perfectly, Bryan. Everything’s safe now. Everything’s mine.”
My lips parted in and a faint, confused sound escaped, half moan, half question. My brow creased as some distant fragment of awareness tried to surface through the fog. Cassie leaned closer, cupping my cheek, thumb stroking the corner of my mouth.
“You’re starting to feel it, aren’t you?” she whispered. “That little tug of worry. That whisper saying something’s wrong. Something’s very wrong.”
I saw her looking into my eyes as they flickered and my breathing hitched as the stories came back…the warnings of Cassie actually being a black widow.
“Cassie… what…?”
“Shhh. Look at me.” Her voice dropped into that same velvet she’d used earlier, the one that made thoughts dissolve like sugar in warm water. “Just my eyes, sweetie. Nothing else matters. Nothing else exists.”
My gaze locked onto hers again, helpless, drawn in like iron to magnet the sky blue so soothing. The crease in my brow smoothed almost instantly as I surrendered once agin.
“Good boy,” she murmured. “That’s it. Deep breaths. In… and out. Let everything else fade. There’s only my voice now. Only my pretty blue eyes holding you so safe and still.”
She reached into her purse once more. This time she withdrew a small, zippered leather case. Inside, nestled in black foam, was a pre-loaded syringe with clear liquid shimmering under the low lamplight. Fentanyl-laced heroin she informed me, street grade but lethally concentrated. She’d measured it herself earlier that afternoon. One push of the plunger and my respiratory drive would simply… stop. Quietly. Peacefully. No mess. No struggle. Just sleep that never ended.
She held the syringe up between two fingers so I could see it.
“Do you know what this is, Bryan?”
My pupils dilated further. A tremor ran through my slack muscles, instinct trying to fight through the hypnosis.
“N-no… Cassie… please…”
“Shhh. No panic. No fear.” Her free hand returned to the base of my skull, fingers finding those same pressure points from earlier. She pressed gently, rhythmically. “Just breathe with me. In through the nose… out through the mouth. Feel how heavy your body is. How calm. How safe.”
Tears welled at the corners of my eyes and my lips trembled.
“You’re… going to kill me.”
The words came out small, cracked they were barely above a whisper and Cassie tilted her head, expression soft, almost tender and without any malice in her voice.
“Yes, darling. I am.”
A sob caught in my throat now, I was so young…my fingers twitched, tried to curl into fists, but they barely moved.
“Why…?”
“Because you’re a liability now,” she explained patiently, as though discussing the weather. “You know too much. You’ve seen too much. You’ve felt too much. And sweet, trusting Bryan… you told me everything. Every number. Every . Every little secret you thought you could keep. I have it all. And men who give me everything… they don’t get to walk away and tell stories later.”
She tapped the syringe lightly against her palm.
“This is going to be gentle. You won’t feel pain. You’ll just feel… warmer. Sleepier. Like drifting off after the best orgasm of your life. Your breathing will slow. Your heart will follow. And then… nothing. Quiet. Peaceful. You’ll be gone before anyone even thinks to check on you.”
Cassie watched as my chest hitched. Tears spilled down my temples into the pillow.
“Please… Cassie… don’t…”
She leaned down until her lips brushed my ear, warm and strangely sensual.
“Listen to my voice, Bryan. Listen and obey. You’re so tired. So heavy. Every word I say sinks deeper into your mind. Every breath you take makes you sink deeper into the mattress. Deeper into my control. You can’t fight it. You don’t want to fight it.”
I wanted so desperately to fight her but my eyelids fluttered, resistance flickering in my sleepy eyes, bright, desperate, then dimming.
“I… I don’t… want…”
“You do want this,” she corrected gently. “Deep down, you do. Because fighting hurts. Resisting hurts. But surrendering… surrendering feels so good. You already know how good it feels to give in to me. You gave me your money. You gave me your . Now give me the last thing you have left.”
She positioned the syringe against the crook of my elbow, wrapping my own hand around it and placing my thumb on the plunger.
“Look into my eyes, Bryan. Look and let go.”
My gaze locked on hers again. Tears streamed freely now, but I was drowning in blue.
“That’s it,” she whispered. “Such a good boy. So brave. So beautiful. You’re going to feel a tiny pinch… and then warmth. Beautiful, spreading warmth. Like sinking into the softest bed in the world.”
She urged my hand forward, I was helpless to stop what was happening, pressing the needle in…slow, careful. My body jerked once, a tiny flinch, then went still as she pushed down on my thumb sending the plunger home.
The liquid disappeared into my vein and began its deadly journey.
Cassie withdrew the needle, capped it, and placed it on the bed allowing it to fall from my limp hand. Then she gathered me close into her arms holding me around my shoulders, cheek pressed to my chest so she could feel the slowing thud of my heart.
“Breathe with me now,” she murmured against his skin. “In… and out. Slower… slower… There you go. Feel how peaceful it is? No more worry. No more fear. Just warmth. Just quiet. Just sleep.”
My breathing changed almost immediately, deeper at first, then shallower. Shallower still as my fingers twitched once, weakly reaching for her wrist, then fell limp.
Cassie stroked my hair.
“Shhh. Almost there, darling. Almost free.”
My eyelids drooped. The rise and fall of my chest grew faint, irregular as it was so hard to breathe and she kissed my forehead so soft and lingering.
“You were perfect,” she whispered. “Thank you for everything.”
One last, stuttering breath…then silence.
Cassie stayed like that for several long minutes simply holding him, listening to the stillness until she was certain. Only then did she ease away, careful not to disturb the scene too much. She arranged the sheets around him so he looked like he’d simply drifted off after an exhausting night. She gathered her things, her phone, purse, gloves, syringe case and slipped them back into her bag.
At the door she paused, glancing back at the bed, Bryan lay peaceful, almost serene. Handsome even in death. Cassie smiled, small, private, satisfied. Then she turned off the lamp, stepped into the hallway, and closed the door softly behind her.
The house was still quiet. No one home. No one would find him until morning.
Plenty of time to disappear.
Plenty of time to spend what used to be his.