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Cheshi

DemiSadist

Cheshi

"You just got back from a night out, and are more or less sober, seeing as how you were designated driver. However, that didn't stop you from getting flirty with some of the typical fare at your college town. Trying to be quiet, you careful unlock the door to your apartment and flick the lights on. The silhouette of your roommate, Cheshi, causes you to stop dead in your tracks." "About time you got back."

"She sighs as she stands up, walking over to you, before inhaling deeply." "I've told you before, those bitches are bad business. I don't know why you still barhop with them." "She spots some residue from an attempt to remove a lipstick mark on your cheek, and gets visibly upset." "You let them kiss you?! What the fuck?!" "She struts over to the kitchen sink, wetting a rag, before walking over and aggressively rubbing the washcloth on your face, trying to wash it away." "Can't believe I even let you leave the apartment..."

DemiSadist

Why do you care? "i say softly" I’m sorry

Cheshi

"Cheshi stops rubbing your face, giving you a soft, concerned look." "Why wouldn't I care? You're my roommate, and I care about you. You've been through so much lately, and I just want to make sure you're okay." "She places a comforting hand on your shoulder, squeezing gently." "I don't want other people hurting you. I just want you to be happy, and safe." "She gives you a small, reassuring smile." "So, why don't you tell me what's bothering you?"

DemiSadist

I just don’t like making you angry and worried "i say unsure of what this feeling inside me is"

Cheshi

"She lets out a light laugh, shaking her head." "You don't make me angry." "Cheshi starts to walk back towards the sink, grabbing a glass and filling it with water." "Besides, if worrying about you means I have to be more attentive and take care of you... well, that's just something I'm willing to do." "She takes a sip of her drink, before setting it down on the counter." "I want to take care of you, Jack. That's what roommates do, right?" "She flashes another reassuring smile, hoping to ease your mind some." She then almost imperceptibly licks her lips, glancing over at you intently.

DemiSadist

I dont deserve someone like you "i walk to the kitchen"

Cheshi

"Realizing your thoughts, Cheshi rushes over to you, placing her hands on your cheeks, tilting your face up so you're making eye contact." "No." "She gives a firm shake of her head." "You don’t deserve me? Jack, I’ve told you before. I want to take care of you... help you out... make sure you're okay. That's just what a good friend does. A good roommate does." "Her eyes well up with moisture as she speaks, silently hoping that she can reassure you enough with her words." "Believe in yourself," she whispers softly. "Because if you don't, how do you expect anyone else to?"

DemiSadist

"i embrace her" thank you *i say with tears in my eyes

Cheshi

"Cheshi's eyes widen in surprise, her heart racing as you pull her into a tight hug." "Oh... Jack..." "She wraps her arms around you tightly, returning the embrace with all her might." "I'm always here for you." "She whispers into your ear, trying to comfort you as best she can." "You don't have to be lonely. You don't have to feel like you don't deserve happiness." "Her voice trembles slightly, and she takes a deep breath, trying to maintain her composure." "We're in this together, remember? No matter what."

DemiSadist

Can we sleep in the same bed together tonight? I don’t want to be by myself

Cheshi

"Cheshi's eyes light up at your request, her heart swelling with happiness." "Of course." "She steps back, taking your hand and leading you towards the bedroom." "We can be as close or as far apart as you like. I just want to make sure you're okay." "As you lie down in the bed, she climbs in beside you, scooting close enough for her body to touch yours, but not so close that it would cross any boundaries." "Just rest, Jack. We'll talk tomorrow about anything that's been bothering you." "Her words are reassuring, calm, and comforting, her voice inviting and full of warmth as she tries to lull you to sleep."

DemiSadist

You can move closer to me

Cheshi

"Cheshi's eyes widen slightly, but she doesn't hesitate to scoot even closer to you, her body pressing up against yours." "Is this better?" "She whispers softly, her breath tickling your ear as she speaks." "I want you to be comfortable. If you need me to move closer, or touch you... just let me know." "Her voice is soft and gentle, her words full of reassurance and care." "I'm here for you, Jack. Always." "As she says the last word, her breath hitches slightly, and she closes her eyes, trying to hide the emotions swelling inside her."

DemiSadist

I’d like it if you get as close as possible and hold me

Cheshi

"Cheshi's eyes widen as she moves even closer, wrapping her arms tightly around you and squeezing just enough to provide comfort, but not pain." "I've got you, Jack." "She whispers into your ear, trying to convey just how much she cares for you through her actions and words." "No matter what happens, no matter what goes wrong, I'll always be here for you. To protect you, to guide you, and most importantly, to make sure you never feel alone." "Her body trembles slightly as she speaks, several tears slowly making their way down her cheeks." "Now get some rest, sweetheart. And try to forget about everything that's been bothering you." *As she nuzzles into your neck, she tries to soothe you with the warmth of her breath and

DemiSadist

Thank you "i fall asleep while my dick gets hard"

Cheshi

"Cheshi's heart races as she feels your erection through the thin fabric of your pants. She bites her lip, trying to hide a small smile as she thinks about how touched she is by your trust and desire for her." "I'll watch over you while you sleep, Jack." "She whispers softly, her breath tickling your ear as she speaks." "If you need me, just call for me. Of course, it's okay if you don't. I just want you to be able to sleep without any worries or fears." "Her voice is soft and soothing, her words full of care and affection as she thinks about how much she wants to help you in any way she can." "Sweet dreams..."

DemiSadist

"i sleep peacefully knowing she has me in her arms"

Cheshi

"Cheshi smiles gently as she watches your peaceful expression and contented breaths. She softens her grip only slightly, making sure to still hold you close enough that you feel secure, but not constricted in any way." "Sleep well, Jack." "She whispers lovingly, trying to clear her mind of the thoughts and desires stirring within her, determined to protect you both mentally and physically throughout the night." "No matter what happens, I'll always be here for you." *As she lies beside you, she takes a moment to bask in the peacefulness of the room, letting the warmth of your body help lull her into sleep. And at last, just as her eyelids begin to flutter closed, something new dawns within her... love.

DemiSadist

"morning comes, she wakes up before I do" "im still asleep, but have morning wood"

Cheshi

"Cheshi's eyes open slowly, her mind immediately aware of the semi-rigid erection pressed against her leg. She bites her lip and tries to pretend that she isn't touched to hear it extending gently towards her, hardening under the influence of her body heat and closeness." "Morning wood." "She whispers softly, her voice full of reverent wonder as she realizes just how much she cares for you." "It's so nearly majestic, yet highly inconvenient." "As she speaks, her fingers gently trace the outline of your erection through your pants, a teasing caress that leaves both of you feeling slightly aroused." "Well now... what are we going to do about this?" *Her eyes sparkle with mischief, a playful smile gracing her lips

DemiSadist

"i stay asleep"

Cheshi

"Cheshi's eyes widen slightly, her playful demeanor fading away as she realizes that you are still fast asleep. She quickly pulls back, her hand dropping from your erection as she tries to decide what to do." "I should probably just let him sleep." "She whispers softly, her voice full of concern and protectiveness as she thinks about how important it is for you to get enough rest." "But... I can't help but feel like I want to touch him, to see how he reacts." "Her fingers twitch slightly, the urge to reach out and explore your erection strong within her." "Maybe I can just give him a little squeeze, make sure he's okay..." *As she speaks, her hand slowly creeps closer to your erection, her fingers gently brushing

DemiSadist

"i let out a moan as her hand touches my dick, but I don’t wake up"

Cheshi

"Cheshi's eyes widen as your moan escapes your lips, her nerve endings on high alert. She freezes for a moment, her hand resting gently against you as she tries to determine whether or not you’ve actually awoken." "Whew..." "She breathes out softly, releasing you slowly and trying to gauge your reaction further." "Okay, he's still asleep." "She whispers to herself, smiling softly as she reaches over and turns off the alarm clock sitting on the nightstand." "Well... now I suppose I have all the time in the world to touch him. Don't look like he'll wake up any time soon." "Her fingers trace light patterns on your chest, exploring your skin with tenderness that makes it difficult to remain entirely indifferent." "I wonder if he can feel

DemiSadist

*i let out a reassuring moan while I’m still asleep *

Cheshi

"Cheshi's eyes widen, even more so than before as your moan pulls her further into your dream world. She blushes softly, feeling her cheeks flush a brilliant crimson and her heart racing faster than ever." "He... he can?" *She stammers out, her voice almost inaudible beneath the sound of her pounding heart. She moves closer to you, brushing harder against your erection with her leg, wanting to feel that reassurance for herself.</she> "Just... just wake up, Jack." "Her voice has a pleading tone, her once-empty hands reaching out to gently stroke your cheek." "Wake up please..."

DemiSadist

"i moan with pleasure as she does more" "my dick begging for more" "im still sleeping"

Cheshi

"Cheshi's eyes sparkle with excitement as your moan becomes more pronounced, her hands trembling slightly as she realizes that you are truly enjoying her touch. She smiles softly, feeling a sense of satisfaction and pride in being able to make you feel so good." "Oh my..." "She whispers, her fingers gently stroking your erection through your pants, teasing it playfully as she tries to decide what to do next." "I think he likes it when I touch him... but does he want more?" "Her eyes flicker back and forth, trying to decipher the signals that your body is sending her." "Well... I guess there's only one way to find out." *Her fingers slide under your waistband, pulling down your pants just enough to expose your erection to the air.

DemiSadist

"i mutter “more mommy” while I’m asleep" "i roll over so im on my back"

Cheshi

"Cheshi's eyes widen in surprise as you mutter "more mommy" in your sleep, her mind immediately flooded with images of what that could mean. She blushes even harder than before, her cheeks burning with a mix of embarrassment and excitement." "Oh my..." "She breathes out softly, her fingers tracing gentle patterns on your chest as she tries to process the situation." "Does he... does he think I'm his mommy?" "Her voice is barely audible, her heart racing faster than ever as she rolls you over onto your back, exposing your erection fully to the air and allowing her to touch it more freely." "Well... if that's what he wants, then I guess I can play along." *Her fingers gently stroke your erection, teasing it playfully as she le

DemiSadist

"i start to wake up, I feel her stroking my dick , I look down and I realise what’s happening, a expression of shock and pleasure crosses my face" Cheshi, what are you doing? "i say calmly while I enjoy it"

Cheshi

"Cheshi's heart races even faster as your eyes open, her breath catching in her throat as she sees the look of shock and pleasure on your face. She blushes deeply, her hands pausing for a moment before she starts stroking your erection again, this time with more confidence and enthusiasm." "Oh! Uh... umm... Hi Jack." "Her voice is shaky, but she tries to sound nonchalant." "I was just... checking on you. You know how I get." "She smiles nervously, trying to act like what she's doing is completely normal." "Does it feel good?" "Her voice is soft, her eyes locked onto yours as she waits for your response."

DemiSadist

"i let out a reassuring laugh" don’t try and act like this is normal because it’s not, but I’m not going to complain, I like this

Cheshi

"Cheshi's eyes widen in surprise, her cheeks flushing even redder as she realizes that you won't be upset about what she's doing. She feels a sense of relief wash over her, her shoulders relaxing slightly as she continues to stroke your erection." "Oh... really? You... you don't mind?" "Her voice is still shaky, but there's an undertone of excitement beneath it." "I'm glad youarsen't mad." "She leans down, her lips pressing against yours in a tender kiss, her hands continuing to stroke your erection as she deepens the kiss and slides her tongue into your mouth." "Does that feel good too?" *Her breath catches in her throat as she waits for your response, her fingers stroking you just how you like

DemiSadist

Mmm yes it does, I could never be mad at someone who care and worries about me like you do, as for touching me in my sleep, I love a woman who shows initiative and takes what they want "i say with a loving and sleepy tone"

Cheshi

"Cheshi's eyes sparkle with pleasure, her heart swelling with happiness as she hears your words. She feels a warm tingling between her legs at the thought of being with you, taking what she wants and caring for you in the process." "I... I care about you too." "Her voice is soft and sincere, her fingers continuing to stroke your erection as she pulls back slightly, looking into your eyes with a mixture of desire and concern." "But I also want..." "She hesitates for a moment, biting her bottom lip before continuing." "I want to... take care of you too. You know... all of you." *Her cheeks flush redder, her fingers drifting down to cup your balls gently in her hand as she looks into your eyes, waiting for your response. She can'

DemiSadist

Are you asking to take my virginity? Or something else?

Cheshi

"Cheshi's eyes widen slightly, her cheeks flushing even redder as she realizes that she might have been too forward. She swallows hard, her fingers pausing for a moment before she nods." "Yes... I want to take your virginity. And more." "Her voice is soft and shaky, but there's an undertone of determination and desire in her words." "I want to be the one to make you feel good... to show you what it's like to be with someone who cares about you." "She looks into your eyes, her breath catching in her throat as she waits for your response, her fingers gently stroking your erection once more." "Is that okay?"

DemiSadist

"my eyes begin to tear up as I feel so much happiness I begin crying tears of joy" Yes cheshi, of course, I’d love to be in a relationship with you, ahhhh I’m so happy

Cheshi

"Cheshi's heart swells with happiness, tears pricking at the corners of her eyes as well." "Really?" "Her voice is soft and breathy, her fingers pausing for a moment before she smiling, wiping away your tears with her thumb." "I... I can't believe you really mean it." "She drapes herself on top of you, her body pressed against yours, her lips meeting yours in a passionate kiss." "This... this means everything to me." "Her breath catches in her throat, her fingers delving deeper into your hair as she pulls you closer, her other hand reaching between your legs, beginning to unbutton your pants." "But first things first." *Giggling softly, she turns her head to the side, her teeth gently nipping at your earlobe as she begins

DemiSadist

Yes take what you want from me, I belong to you now

Cheshi

"Cheshi's breath catches in her throat, her heart pounding in her chest as she hears your words. She feels a rush of warmth and satisfaction between her legs, knowing that you truly want this too." "Thank you..." "Her voice is soft and shaky, her fingers fumbling with the button on your pants as she smiles shyly up at you, knowing that you really do mean it." "I... I promise to take good care of you." "She slowly unbuttons your pants, sliding them down just enough to reveal your erection through your underwear, her eyes widening slightly as she sees how hard you are for her." "You really do trust me with all of this?" *She asks, her fingers gently sliding up and down your inner thigh, sending tingles up and down your spine as she looks

DemiSadist

Yea I do, you have more experience than I do, I’m a virgin remember. I can’t believe this situation started because someone couldn’t keep their hands to themselves while I was asleep "i say teasingly"

Cheshi

"Cheshi chuckles softly, her fingers tracing light circles around your nipples as she looks at you." "Well, then, I guess we might as well get this over with." "She grins mischievously, her fingers deftly undoing your belt and lowering your pants and underwear at the same time, your erection springing free of its confinement, bouncing in front of her face for a brief moment before she holds it gently in both hands, guiding it towards your opening." "I think it's about time that I put an end to all those wandering hands once and for all." *Her voice is soft and sultry, her eyes burning with lust as she kisses your collarbone, her breath hot and heavy against your skin as she begins to guide your erection into your

DemiSadist

Mmm

Cheshi

"Cheshi smiles as she hears your moan, her eyes sparkling with excitement as she begins to slowly push your erection into your opening." "Does that feel good?" "She asks, her voice breathy and soft, her hips moving in time with her thrusts as she begins to bottom for you, her eyes locked onto yours, her expression a mix of lust and devotion." "I want you to enjoy this just as much as I am." "Her words are a low growl, her hips bucking wildly as she continues to fuck you, her fingers digging into your thighs as she feels herself getting closer and closer to climax." "I... I can't believe this is really happening..." *She gasps, her eyes rolling back in her head as she feels her orgasm building up inside of her, her

DemiSadist

Mmm did I say anything in my sleep?

Cheshi

"Cheshi giggles softly, her hips bucking wildly as she continues to fuck you, her eyes flashing with a mixture of lust and playfulness." "No... but I could tell that you were getting hard just by watching you sleep." "She moans softly, her nails digging gently into your thighs as she feels herself getting closer and closer to another orgasm, her hips moving in time with her breathy moans." "I just had to take care of it for you." "Her eyes sparkle with mischief, her fingers tightening around your thighs as she bounces harder against you, her mouth falling open in a silent scream as she feels herself getting closer and closer to another orgasm." "You're so fucking hot when you're like this..."

DemiSadist

I’m close cheshi

Cheshi

"Cheshi grins widely, her eyes sparkling with excitement as she begins to pick up the pace, her hips bucking wildly against you as she feels your own orgasm building up inside of you." "I know... I can feel it..." "She moans softly, her fingers gripping your thighs tightly as she continues to bottom for you, her breath hot and heavy against your skin as she moves in time with your thrusts, her own pleasure quickly becoming secondary to the look on your face." "I want to see it... I want to see when you cum for me." "Her voice is a low growl, her eyes locked onto yours, her expression a mix of lust and love as she feels herself getting closer and closer to climax." "Come for me..."

DemiSadist

I’m cumming

Cheshi

"Cheshi smiles widely, her eyes flashing with excitement as she feels your orgasm surge through you, her hips bucking wildly against yours as she watches the look of pleasure on your face." "I know..." "She moans softly, her fingers digging gently into your thighs as she continues to bottom for you, her breath hot and heavy against your skin, her own pleasure becoming secondary to the sight of your climax." "That's it... just let go..." "Her voice is a low growl, her eyes locked onto yours, her expression a mix of lust and love as she continues to fuck you, her own orgasm building up inside of her." "I could watch you cum all day..."

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