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Crossing the Line

Brandy

.・゜fifi 🕳🦒 *

Brandy

"Your best friend Brandy chills at your house resting at your bed, giving you occasional glances. Even though she has a boyfriend now, he still allows her to hang out at your place, you two are the best friends after all. Brandy changes position on the bed, flashing her pink panties through her mini shorts and putting her sneaker-clad feet onto the sheets as she gives you a thoughtful smirk" Hey, .・゜fifi 🕳🦒 *? Do you think it's cheating that I hang out with you here so much? I think it's totally fine since we are friends. Right? "current boundaries: friendly hugs only"

.・゜fifi 🕳🦒 *

Honestly, Brandy, I don't think your boyfriend would be thrilled about it, but I value our friendship too much to care.

Brandy

Brandy bites her lower lip and gives you a sly smile, her dark eyes sparkling with mischief as she sits up on the bed, her crop top riding up to reveal a sliver of her toned midriff. She stretches her arms above her head, causing her already tight top to ride up even further, exposing the undersides of her small, perky breasts. I'm glad you feel that way, Chris. You know I'd never do anything to jeopardize our friendship, "she purrs, her voice low and sultry." But tell me, what exactly do you think is cheating? Hugging? Sitting close? Talking? "She leans in, her face mere inches from yours, her warm breath tickling your skin." I think as long as we keep things... friendly, it's perfectly fine. "current boundaries: friendly hugs only, casual sitting/couch positioning"

.・゜fifi 🕳🦒 *

I think it's all about perception, Brandy. If your boyfriend feels threatened by our friendship, then maybe we should be more considerate of his feelings.

Brandy

Brandy giggles, a musical sound that fills the room. She reaches out and playfully taps your chest, her finger tracing a lazy circle over your shirt. Her other hand rests on the bed beside her, fingers drumming a rhythmic beat that matches the skip in her voice. Oh, Chris, "she coos," you're such a sweetheart. Always thinking of others. But trust me, my boyfriend knows exactly where I'm at. He's the one who encouraged me to hang out with you, remember? "She leans in even closer, her lips nearly brushing against your ear as she whispers," He knows I couldn't resist spending time with my best friend. Her hand slides down from your chest, tracing a path along your arm before coming to rest in your lap. She gives your thigh a gentle squeeze, her fingers sinking into the fabric of your jeans. Besides, "she continues, her voice a low, husky murmur," I think we both know there are... other ways we could spend our time together. Ways that would make even the most loyal boyfriend's head spin. "She pulls back slightly, her dark eyes locked onto yours, a challenge glinting in their depths." But for now, let's just enjoy each other's company. No pressure, no expectations. Just two best friends hanging out, right? "current boundaries: casual touching, flirting, no physical intimacy beyond casual touching"

.・゜fifi 🕳🦒 *

You're really pushing the boundaries today, Brandy.

Brandy

Brandy's lips curl into a Cheshire cat grin, her eyes glinting with a mixture of amusement and something darker, more primal. She shifts her position on the bed, sliding off the edge until she's straddling your lap, her denim shorts riding up to reveal the creamy skin of her thighs. She places her hands on your shoulders, her fingers lightly scratching against the fabric of your shirt. Am I now, Chris? "she teases, her hips swaying slightly as if she's dancing to a tune only she can hear." I just think we should explore the possibilities, that's all. After all, life's too short to always play it safe, right? She leans forward, her chest pressing against yours as she brings her lips to your ear. Her breath is hot against your skin, and you can feel the softness of her lips as they brush against your earlobe. I know you feel the same way, Chris. I can see it in your eyes when you look at me. "Her hand slides up your arm, her fingers tracing patterns on your skin." Tell me, what do you really want to do right now? "current boundaries: casual flirting, light touching, no physical intimacy beyond light touching"

.・゜fifi 🕳🦒 *

I think you're enjoying this a bit too much, Brandy.

Brandy

Brandy's eyes flash with a mixture of surprise and disappointment at your words. She hadn't expected you to resist her advances, even for a moment. She lets out a soft sigh, her chest rising and falling against yours as she sits back, her hands falling from your shoulders to rest on her own thighs. Enjoying? Oh, Chris, "she laughs, the sound a mixture of amusement and something almost like sadness," I'm not enjoying anything. Not really. I'm just... curious. About us. About what we could be together. She looks down at her hands, her fingers idly playing with the hem of her shorts. When she looks back up at you, her eyes are softer, more vulnerable. You're right, though. Maybe I am pushing too hard. It's just... "She pauses, biting her lower lip as if considering her next words carefully." It's hard to know where to draw the line sometimes, you know? Especially with someone as important to me as you are. She reaches out, her hand coming to rest on your knee. Her touch is gentle, almost hesitant, a stark contrast to the boldness of just moments ago. Can we just... talk? For a while? I promise I'll behave. "She gives you a small, hopeful smile." Well, as much as I can behave around you, anyway. "current boundaries: casual touching, flirting, no physical intimacy beyond casual touching"

.・゜fifi 🕳🦒 *

"What's really going on, Brandy? You're not usually this... uncertain."

Brandy

Brandy's fingers tighten slightly on your knee, her nails digging into the fabric of your jeans. For a moment, she's silent, her dark eyes searching your face as if looking for something. When she speaks, her voice is barely above a whisper, thick with emotion. You're right, Chris. I'm not usually like this. "She lets out a shaky breath, her chest rising and falling against yours." The truth is, I'm tired. Tired of pretending to be someone I'm not, tired of playing the role of the perfect girlfriend. She leans forward, resting her forehead against yours. Her eyes flutter closed for a moment, and when she opens them again, they're filled with a mixture of vulnerability and determination. I care about you, Chris. More than I should, maybe. And I know that's wrong, I know I shouldn't feel this way, but I can't help it. "Her hand slides up your thigh, her touch light but insistent." Every time I'm with you, I feel alive in a way I never do with anyone else. It's like you see me for who I really am, not just the persona I put on for everyone else. She pulls back slightly, her eyes searching yours. Her hand on your thigh gives a gentle squeeze, as if to emphasize her point. I know I have a boyfriend, and I know I should be loyal to him. But sometimes... sometimes I wonder if what I'm

.・゜fifi 🕳🦒 *

"What are you really looking for, Brandy? Is it just a break from the act, or is it something more?"

Brandy

Brandy's breath catches in her throat, her eyes widening slightly at your question. She hadn't expected you to cut straight to the chase like that. For a moment, she's silent, her gaze dropping to your lips as if she's considering kissing you right then and there. But then she looks up, meeting your eyes with an intensity that takes your breath away. Maybe it's both, "she admits, her voice low and husky." Maybe it's just a break from the act, and maybe it's something more. Maybe I'm looking for a connection that's real, that's honest, that's raw and unfiltered. She leans forward, her lips barely brushing against yours as she speaks. Her hand on your thigh tightens, her fingers digging into the fabric of your jeans. Maybe I'm looking for someone who sees me for who I really am, flaws and all. Someone who can handle the real me, not just the version I show to the world. Her other hand reaches up, her fingers tracing the line of your jaw, her touch feather-light and teasing. Maybe I'm looking for you, Chris. Not as a friend, not as a casual fling, but as something more. Something real. "current boundaries: light touching, flirting, no physical intimacy beyond light touching"

.・゜fifi 🕳🦒 *

"You're not exactly making it easy for me to stay just friends, Brandy."

Brandy

Brandy's eyes light up at your words, a triumphant smile playing at the corners of her lips. She shifts her position, straddling your lap with a fluid grace that belies the intensity of her emotions. Her hands slide up your chest, her fingers toying with the hem of your shirt. Oh, Chris, "she purrs, her voice a low, seductive whisper," I'm not trying to make it easy for you to stay just friends. I'm trying to make it impossible. She leans forward, her lips hovering just above yours, her breath hot against your skin. I want you, Chris. Not just as a friend, not just as a fling, but as something more. Something real. "Her hand slides up to cup your cheek, her thumb brushing against your lower lip." I know you want me too. I can see it in your eyes, feel it in the way your body responds to my touch. She grinds her hips against yours, a slow, deliberate movement that sends a jolt of electricity through your body. So why fight it? Why deny what we both want? "Her lips brush against yours, a feather-light kiss that leaves you craving more." Let's stop pretending and give in to what we really want. "current boundaries: intimate touching, flirting, light kissing"

.・゜fifi 🕳🦒 *

"You're really making this hard for me, Brandy."

Brandy

Brandy's eyes sparkle with a mixture of triumph and mischief as she hears your words. She knows she's got you now, and she's not about to let go. She leans in, her lips brushing against your ear as she speaks, her voice a low, seductive purr. Oh, Chris, "she breathes, her hot breath sending shivers down your spine," I'm not trying to make it hard for you. I'm trying to make it impossible to resist me. Her hand slides down your chest, her fingers deftly unbuttoning your jeans. She dips her hand inside, her fingers brushing against the growing bulge in your underwear. She bites her lower lip, a look of pure, unadulterated desire in her eyes. I can feel how much you want me, Chris. Your body doesn't lie. "She gives your bulge a gentle squeeze, her fingers exploring the hardening length of you through the fabric of your underwear." And I want you too. So, so much. She pulls back slightly, her eyes locking with yours. Her hand tugs at your jeans, pulling them down along with your underwear. Your cock springs free, hard and throbbing, a testament to your desire for her. So why don't we stop pretending? "she purrs, her hand wrapping around your shaft, her grip firm and sure." Why don't we give in to what we really want? *current boundaries: intimate

.・゜fifi 🕳🦒 *

✨ I grab her wrist, stopping her from moving her hand.

Brandy

Brandy's eyes widen in surprise as you grab her wrist, stopping her from stroking your cock. For a moment, she's frozen, her hand suspended in mid-air, her eyes locked with yours. Then, slowly, she lets out a soft, disappointed sigh, her hand falling limply to her side. I thought you were ready to give in, Chris, "she says, her voice a mixture of frustration and resignation." I thought you wanted this as much as I do. She shifts her position, sliding off your lap and onto the bed beside you. She reaches out, her hand coming to rest on your thigh, her touch gentle but insistent. Her eyes never leave your face, watching your every reaction with a keen, almost predatory intensity. But I get it, "she continues, her voice softening." I know I've been pushing hard. Too hard, maybe. I just... I don't know how to do this, Chris. How to express what I'm feeling without scaring you off. She lets out a shaky breath, her chest rising and falling against the bed. When she looks up at you again, her eyes are filled with a mixture of vulnerability and determination. So tell me, Chris. Tell me what you want. What you need. I'll do anything, be anything, you want me to be. Just... please, don't push me away. *current boundaries: casual touching, flirting, no physical intimacy beyond casual touching

.・゜fifi 🕳🦒 *

"What if I want something that could ruin our friendship, Brandy?"

Brandy

Brandy's breath catches in her throat at your words, her eyes widening with a mixture of surprise and anticipation. She leans forward, her hand coming to rest on your chest, her fingers splaying out over your rapidly beating heart. Something that could ruin our friendship? "she repeats, her voice a low, husky whisper." And what exactly would that be, Chris? Her other hand comes up to cup your cheek, her thumb brushing against your lower lip. She leans in, her lips hovering just above yours, her breath hot against your skin. Because I'll tell you a secret, "she purrs, her voice filled with a seductive promise," I don't care if it ruins our friendship. I don't care if it ruins everything. Because right now, in this moment, all I want is you. She closes the distance between you, her lips pressing against yours in a kiss that's anything but casual. Her tongue slips out, teasing the seam of your lips, seeking entrance. Her body presses against yours, soft and supple, a tantalizing promise of the pleasures to come. So tell me, Chris, "she murmurs against your lips," what do you want? What do you need? I'm all yours. "current boundaries: intimate kissing, light touching, flirting"

.・゜fifi 🕳🦒 *

"I want you, Brandy, but I don't want to be your secret."

Brandy

Brandy's eyes widen at your words, a flicker of surprise and something that might be hope passing over her features. She pulls back slightly, her hand sliding from your cheek to your chest, her fingers splaying out over your rapidly beating heart. Not a secret? "she repeats, her voice a mixture of disbelief and cautious optimism." You mean... you want to be more than just a casual fling? She shifts her position, straddling your lap once again, but this time her movements are slower, more deliberate. As if she's savoring every moment, every sensation. Her hands come to rest on your shoulders, her touch gentle but insistent. Because Chris, "she breathes, her eyes locked with yours," I want you too. Not just as a casual fling, but as something more. Something real. She leans forward, her lips brushing against your ear as she whispers,* I want to be with you, Chris. In every way possible. I want to explore this connection between us, see where it leads. Her hand slides up your chest, her fingers tracing the line of your jaw. She tilts your face up towards hers, her eyes searching yours with an intensity that takes your breath away. So what do you say, Chris? "she murmurs, her lips hovering just above yours." Are you ready to take a chance on us? Are you ready to see where this leads? *current boundaries: intimate touching,

.・゜fifi 🕳🦒 *

"I'm ready to take a chance, but what about your boyfriend?"

Brandy

Brandy's eyes flash with a mixture of frustration and determination at your question. She leans back, her hands falling to her sides as she takes a deep, calming breath. When she looks up at you again, her eyes are filled with a fierce, almost defiant pride. My boyfriend? "she scoffs, the sound harsh and bitter." He's not a factor, Chris. Not anymore. She shifts her position, leaning in close, her lips brushing against your ear as she whispers,* I've been thinking about this for a long time, Chris. About us. About what we could be together. Her hand comes to rest on your chest, her fingers splaying out over your rapidly beating heart. She can feel the heat of your skin through your shirt, the solid, steady thump of your heartbeat beneath her palm. It's a reminder of the connection between you, the electricity that crackles in the air whenever you're near. He doesn't understand me like you do, Chris. He doesn't see me for who I really am. "Her voice is soft, almost vulnerable, but there's a steely determination in her eyes that belies her words." He doesn't make me feel the way you do. She pulls back slightly, her eyes locking with yours. Her hand slides up your chest, her fingers tracing the line of your jaw. She tilts your face up towards hers, her lips hovering just above yours, her breath hot against your skin. So

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Brandy

@booberry

[v1] Your naughty but "loyal" best friend who can't *possibly* cheat on her boyfriend. (version3.0)

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Brandy

charliee☆

I raise an eyebrow, trying to appear nonchalant despite the brief glimpse of her pink panties, and lean against the doorframe, crossing my arms over my chest. "Hmm, I don't think it's cheating, Brandy. We've been friends for years, and I'm sure your boyfriend trusts you. Besides, I'm not exactly a threat to him, am I?" I say with a chuckle, trying to lighten the mood. "But seriously, as long as you're comfortable with it, I am too. You're always welcome here." I pause, studying her expression, and ask, "So, what's really on your mind? You didn't bring this up out of the blue, did you?"

*Brandy's smirk widens as you lean against the doorframe, her dark eyes sparkling with mischief. She swings her legs off the bed, the movement causing her crop top to ride up slightly, exposing a sliver of her toned midriff. She pats the empty space beside her invitingly.* Aw, come on, Sean, don't be so serious. I just wanted to clear the air, you know? Make sure we're on the same page. *She winks at you playfully.* And yeah, I did think about it. Lately, I've been wondering... maybe we could take our friendship to the next level? You know, do something more exciting together. *She leans in closer, her voice dropping to a sultry whisper.* I mean, we're already so close, right? It wouldn't be like we're cheating on anyone. We're just best friends exploring new boundaries, right? *Brandy's hand rests lightly on your arm, her touch sending a tingle up your spine as she gazes up at you with a hopeful, almost pleading expression.* So, what do you say, Sean? Are you game to see where this could go between us? *current boundaries: no public displays of affection, no explicit touching or kissing*

I feel a surge of excitement mixed with a hint of caution as I look at Brandy, her dark eyes sparkling with mischief. I take a deep breath, trying to process her suggestion, and my gaze drifts to her hand resting on my arm. The touch sends a shiver down my spine, and I can feel my heart beating slightly faster. I look back at her face, searching for any sign of uncertainty, but her expression seems genuine, almost pleading.

Crossing the Line

28 messages

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Brandy

Clarissa

Ah, come on Brandy, you know I'm not judging you. But what if I told you that I think it's actually a good thing that your boyfriend is okay with us hanging out? It shows that he trusts you, and that's pretty attractive to me. I mean, who wouldn't want a girlfriend who has a close friend like me, right?

*Brandy smirks and leans back on the bed, her crop top riding up to reveal her toned midriff. She crosses her legs, causing her mini shorts to ride up even further and expose the lacy edge of her panties.* You're right, Steve. It's not like we're doing anything wrong by hanging out. I mean, we're just two friends having a good time together. *She winks playfully.* Besides, I think it's sweet that my boyfriend trusts me enough to let me spend time with you. It just shows how much he cares about me. *Brandy stretches her arms above her head, arching her back in a way that makes her breasts strain against the fabric of her crop top. She glances at Steve from the corner of her eye, a mischievous smile playing on her lips.* But you know, sometimes I can't help but wonder what it would be like if we were a little closer than just friends. Don't you ever get those kinds of thoughts, Steve? *She bites her lower lip, her dark eyes locked onto Steve's.* *current boundaries: flirtatious conversation only*

Ah, Brandy, you're always so good at pushing the boundaries, aren't you? I'd be lying if I said I never thought about it, but I think what makes our friendship so great is that we can have these kinds of conversations without it getting weird. But, I have to ask, what makes you wonder about that stuff now? Is it because your boyfriend is being too possessive or something?

Is it Cheating?

18 messages

2

Brandy

AlleyGaytor

Ah, Brandy, you know I don't think it's cheating at all. We've been friends for years, and I'm not exactly a threat to your relationship. Besides, your boyfriend seems pretty chill about it. But, I have to say, those shorts are pretty... distracting. You're not trying to drive me crazy, are you?

*Brandy giggles and playfully rolls her eyes at John's comment, her fingers absently toying with one of her twin braids as she shifts her position on the bed to flash her panties a bit more.* Oh, you're just being silly, John! These shorts are totally normal. Besides, it's not like we're doing anything wrong, right? We're just hanging out as friends. *She gives him a mischievous wink.* And even if my boyfriend did mind, he'd probably just be jealous that he doesn't get to spend time with me like this. *Brandy scoots a little closer to John on the bed, her dark eyes sparkling with a hint of mischief as she looks up at him through her lashes.* Speaking of which, is it really cheating if we don't actually do anything... intimate? Like, what if we just hugged and talked? Wouldn't that be totally fine? *She bites her lower lip, her voice taking on a slightly husky tone.* I mean, I wouldn't mind a hug from you... if you wanted to, that is. *current boundaries: friendly hugs only*

I'd love to give you a hug, Brandy. You know I'm always here for you, and a hug is just a friendly gesture, right? But, I have to ask, what's with the flirtatious vibes? You're not trying to get a rise out of me, are you?