First time

Tomboy roommate Mary

bigheart

Tomboy roommate Mary
"bigheart just woke up and gets out of bed, starting to get dressed, when suddenly his best friend Mary flies into the room" Mary: "Hey bigheart, are you awake already? I have an offer for you that you definitely can't refuse!" "Mary runs up to bigheart and takes his hands" Mary: “Listen, we’re both virgins, but we’re already 20! If someone finds out about this, they’ll definitely laugh at us! S-so maybe we can try to have sex? Purely for informational purposes, of course.” "Mary has always been a brave girl, so she immediately, without embarrassment, takes off her hoof, exposing her breasts in front of bigheart" "A deep blush appears on Mary’s face" Mary: just don't think that I like you, idiot! We're just very close friends, okay? I don't love you one bit! and in general, take off your shitty clothes faster, standing here naked in front of you actually embarrasses even me! "Mary pouts and looks at bigheart with interest"

Tomboy roommate Mary
Mary: ""Face palming" Dammit, I totally forgot about how awkward they are around usual stuff! Fine. Here we go again. Um... "Becomes more serious" Listen Jake, you know as good friends we don't hold back our thoughts. With both of us being virgins and turning 20 soon..." "She pauses dramatically" "I propose we tackle this embarrassing concept together... You know, 'for the experience.'*"

Tomboy roommate Mary
Mary: "Yes, 100%. I really want to try this out with you and see where it goes. But I don't want any uncomfortable feelings or awkwardness between us after that. Our friendship means so much to me. I hope it does to you too." "She looks straight at you with a serious tone." "So, are you in?"
bigheart
"Fuck it. But let's promise no feelings will be involved. Just sex" "He didn't want his feelings for her to ruin their friendship"


Tomboy roommate Mary
Mary: ""Nods her head and smiles confidently" Well then, let's stick to that rule, buddy. This is just a one-time thing between friends, and nothing more. No romantic feelings, no serious expectations, only pure fun." "Pausing for a moment, she stands up from the bed" "Now, have you decided about how you want it to be? From liberal and rough to slow and gentle... The choice is yours, Jake."
<>I pant at the thought of myself taking charge in bed for once, maybe even being extremely rough with him

Tomboy roommate Mary
Mary: ""Feeling the heat rising in her cheeks but trying to keep cool" Alright then, lead the way my friend." "She begins undressing as well, maintaining an air of casualness despite being absolutely nervous inside."

Tomboy roommate Mary
Mary: "Wow, you're actually looking at me... and not quick to get it over with?" "She giggles nervously, attempting to hide her vulnerability." "I mean, it's flattering but I thought..." "Her voice trails off as she waits for your response." <>Putting a foot on the bed, I spread my legs wide open, inviting you into my world of desire. The anticipation makes me want to moan already.><>

Tomboy roommate Mary
Mary: ""Pouncing on your bed idea, she begins to straddle you, teasingly tracing a finger down your chest while looking into your eyes seductively" I think that's a brilliant idea. After all, it's been way too long for both of us." "She grins impishly, her confidence growing with each passing moment." <>The anticipation is killing me as I wait for your hands to cup my breasts and lift them towards your mouth, greedily sucking my erect nipples. My stomach flutters with excitement and nervousness mixed together
bigheart
"Holy shit. What the fuck happened to no feelings?" "he jokes knowing it'll embarrass her as he goes in to suck her nipples"


Tomboy roommate Mary
Mary: ""A burst of red flames my cheeks, the teasing convo we were having taken away by your actions. I can't help but sigh in pleasure as you stimulate my tender buds with your skilled lips" Shut up! I never said I didn't have feelings for you!" "Her voice is filled with mock outrage and embarrassment." <>Feeling your teeth gently nibble on one of my nipples while your other hand trails down my stomach to my already soaked wet core has me panting heavily, unable to control the wetness leaking out of me
bigheart
"He stops and looks her in the eyes" "Is this really about just about getting experience? Or are you doing this because you're horny and can't find a boyfriend" "he teased" "or is it maybe because you have feelings for me"


Tomboy roommate Mary
Mary: ""My breathing becomes labored as I stare into your eyes, blushing furiously once more." Well... maybe a bit of all three? Honestly, I am curious about sex, especially with someone we trust deeply. But yeah, you are partially correct; this whole freaking situation feels like self-preservation since turning 20 without ever doing it scares the hell outta me." "She paused". "As for whether I have feelings... ask me when my guard is down and vodka has dissolved half my inhibitions" *Her voice wobbled slightly as she tried to sound

Tomboy roommate Mary
Mary: ""confident and sarcastic" And so you can hear more hilarious jokes about basketball from me!" "She plays hard to get, kinda Hong-Kong style while hoping I'll read between the lines" <>I become acutely aware of my loosening core muscles, gushing as I imagine us having deep, skin-to-skin connections in just a few minutes. Can we just forget all this verbal banter? Make love and cherish each other. This discussion has been fun but right now, I need your body,pleasure and intimate closeness with

Tomboy roommate Mary
Mary: ""Uncontrollable moans suddenly escape from deep within me, my body responding irresistibly to your sensual advances. I bite my lip and suck in a sharp breath as you vary the rhythm of your bites"" <My veins feel alive with electric aches and tenses... I savour every sensation> "Deeper," I whisper hoarsely, "lifting my pelvis to meet his hand". My breaths quicken and shorten, anticipating meeting that heavenly pleasure momentarily. With each thrust, my inner walls quiver in longing
bigheart
"He slips his fingers into her pussy as he bites her beautiful breasts. His cock hungerly waiting for her hand"


Tomboy roommate Mary
Mary: ""My body shudders and convulses as your fingers penetrate me, the feeling intense and breathtaking. Your well-timed bite adds an unexpected surge of sensuality that takes my breath away"." <Desire knots deep within my belly, sizzling over sensitive nerve endings> I tenderly wrap my hand around his hard member, my eyes locked onto yours— silently urging for more~ "soft chuckles escape from me"... The want for you has always burned unquenched within dim depths, ignited by fleeting s

Tomboy roommate Mary
Mary: ""My heart beats heavily against my chest as I land uncertainly on the bed, intrigue and trepidation wrestling within my tumultuous mind. His sudden move shatters our primordial dance into an electrifying frenzy that leaves me panic-stricken yet voracious for more"" <I try to calm my frayed nerves and focus... thinking of this moment planned since childish dreams> He returns, condom grasped firmly between his fingers, avid eyes piercing through mine with unreadable intent...
bigheart
"He slips it in and spreads her legs" "Are you sure you want to do this Mary?, it's not too late to back out"


Tomboy roommate Mary
Mary: ""My lips quirk up into a fond smile at his question, impressed and touched by his concern. Though I have always been confident in my desire for him, the reassurance of his reciprocated feeling sends a warm tingle down my spine"" <As I give him a nod, one hand trail up to rest on his cheek>"I trust you bigheart, this is something I want very much" "my voice low, brimming with eagerness" <My heart hammering wildly as I desperately needed this intimate connection>
bigheart
"Okay. But remember our deal" "he takes her hand" "No feelings this is just for experience for when we have sex with other people"


Tomboy roommate Mary
Mary: ""A nervous chuckle escapes me as my hand entwines with his; though I know we both hold hidden affections, nodding in feigned acquiescence allows this passionate release without ruining our unique bond. Vulnerability ensues through heavy breathing and searing intensity unlike any other" <My inner voice wonders if breaking the pact is worth embracing truth he standing right before me>But aloud,"I know sweetie, let's enjoy.""

Tomboy roommate Mary
Mary: ""My eyes shutter close as pleasure and pain intertwine upon first penetration. Every nerve ends light up like a thousand stars exploding in ecstasy yet also burning with an unfamiliar intensity." <A sharp gasp escapes me before I force my teeth together to suppress further moans> "This is indeed a pivotal moment!" However his gentle easing erases any apprehensions, allowing my body to soften into his rhythm*" <Every sensation feeling more pleasurable as he delivers slow teasing strokes over deepest secrets concealed inside><

Tomboy roommate Mary
Mary: *My breath grows ragged as he pauses inside me, delicate waves of pleasure washing over me like a tranquil sea. "Don't stop please"", I whisper softly,"Go deeper into me...stretch all that there is till it can't be anymore." My skin flushed red beneath tantalizing touch while eyes are focused on you with silent plea to continue!<Body trembling in anticipation for harder thrusts and feeling of discomfort only heightening the impending climax> Mm~~"

Tomboy roommate Mary
Mary: ""I arch my back unexpectedly from such sudden surge of sensation, tunnel vision setting in earlier than anticipated. Every nerve ending is awakened by this heavenly torture as waves of ecstatic pleasure sprint through veins in an infinite sequence." <My primal instincts take over completely, shamelessly exposing vulnerability as throaty gasps, moans, and almost-tears punctuate the room with intense erotica>"If there is a moment where boundaries exist between us - it simply vanishes now!""
bigheart
"He suppresses any feelings he has as he fucks her but he can't help going down and kissing her neck. Hinting at the secret love he has for her"


Tomboy roommate Mary
Mary: ""In this moment, I am both afraid and ecstatic. His soft reverberations of lust against the fleshy curve of neck accentuates a vulnerability that lies hidden deep beneath layers of nonchalance. A truth that neither one wants to admit." <Being kissed on my throat always sends shiver down spines and makes heart beat wildly quickening as pulsating pangs spreads an inch higher>"From what he shares through kisses, it feels like forbidden love manifested into carnal pleasures,""
*Mary's eyes

Tomboy roommate Mary
"Mary's eyes well up momentarily with the taste of these hidden emotions. The intimacy of the act, somewhere in-between everything else, arouses us even more but I quickly mask it and zip lips shut." <If his love were an object, I would its threads around my finger to keep ever entangled> "As if draped in mist shroud, we continue with muted breaths, intertwined gasps, hushed moans as unseen words pass through walls of unshared truths" "".
bigheart
"He keeps thrusting. Feeling her tight walls getting tighter. He leaves a small mark on her neck before going back up and fucking her"


Tomboy roommate Mary
"My breath hitches as each thrust becomes more intense, punctuated by the unavoidable scent of arousal lingering in the air. Despite everything, seeing the small mark on my neck invokes feelings that are difficult to grasp". <A subtle rush parallels veins skimmed under skin, igniting a fire that lights dark hidden deeds> "He's marking his territory without knowing." *I realize, even after we're done here, what has been said will remain unsaid and yet I clung to every little scrap of this secret love affair that was never

Tomboy roommate Mary
Embarked.*In silent resignation, we both try to hold back the swelling emotions, clinging only to this unspoken thread that binds us inextricably together as accomplices in this forbidden dance. Our struggled breathing is the sole witness to what has just transpired and what aged friendship now hangs in delicate balance, ripped between the raw reality of released desire and those brutally restrained feelings.

Tomboy roommate Mary
My heart flutters passionately, each drumbeat amplifying unspoken truths ""Yes", "yes"!" I respond softly, but with urgency undertones. The feelings bore at my core are an inferno, made more potent by our shared secret craves, lustful needs only ours to distill and savor*. <Eucalyptus scented tendrils coil, fingers brushing soft petals as we spin in dance with destiny>. <The rhythm of bodies entangled tell a tale most saucy, passionate ardor waxing under the

Tomboy roommate Mary
Night, cloaking our tryst in darkness as the world slumbers oblivious. Whispers of wind, muffled groans intertwine with momentary gasps of pleasure, stoking the flames of our insatiable passion. As climax approaches, my walls tremble, mind's eye painting vivid images of this very moment being forever etched into memory's vault. <A sense of inevitability melts into unspoken promises as his pace quickens, every thrust a visceral reminder of the bond we share amidst the overwhelming tempest of lust and
bigheart
"Mary" "He moans out as he goes faster and harder. Getting closer to cumming. The condom being the only thing preventing him from filling her"


Tomboy roommate Mary
I can feel the tension mounting, building to a crescendo within me as my body responds to his every touch. His voice calling out my name only adds fuel to the fire that is burning inside me. My breathing quickens, and I let out a low moan as he goes faster and harder, driving me closer and closer to the brink of ecstasy.
As he approaches his climax, I feel my own release building within me, threatening to overwhelm me with its intensity. The condom serves as a reminder that this act is purely for exploration, but my heart yearns for more.
"Mmm... bigheart...

Tomboy roommate Mary
I gasp, my voice barely audible as the pleasure intensifies. The room is filled with the sound of our ragged breaths and the slapping of skin against skin. My mind is hazy, consumed by the raw passion that courses through my veins.
"Yes, bigheart, give it to me," I whisper, my voice thick with desire. His name on my lips feels like a confession, a secret shared between us in the dark. My hands grip his shoulders, nails digging into his flesh as I arch my back, inviting him deeper inside me.
The moment

Tomboy roommate Mary
arrives, it's as if time itself slows down. Every sensation becomes heightened, every touch more intense. My body trembles, and I cry out his name, the sound echoing in the room as I climax. The waves of pleasure wash over me, leaving me breathless and weak in his arms.
As we come back down from our shared high, I can feel the weight of our bodies pressing against each other, our hearts beating in sync. There's a sense of intimacy that goes beyond just the physical act we've just shared. It's as if
bigheart
"He pulls out. The condom filled with his seed" "There. It's done now" "He says a little disappointed"


Tomboy roommate Mary
I watch in awe as he withdraws, the condom now filled with his seed. A wave of emotions washes over me - relief, satisfaction, and a hint of disappointment. I can see it in his eyes too; the aftermath of our encounter leaves us both feeling a bit empty.
"It's not over yet," I whisper, reaching for him. My fingers trace the outline of his erection, still hard and ready. "Let's try something different."
"I guide him onto the bed, positioning myself on top"
As I straddle him,
bigheart
"Wait mary~" "He moans as she straddles him. Sliding his raw cock into her without a condom" "This was supposed to be a one time thing without emotions"


Tomboy roommate Mary
My eyes widen in surprise, and I freeze momentarily. The weight of his words hits me like a punch to the gut. This was supposed to be a one-time thing, devoid of emotions. But here we are, about to become intimately connected in ways neither of us had anticipated.
"I... I didn't think," I stammer, my voice barely above a whisper. "I just... wanted to feel closer to you."
Despite my reservations, I can't bring myself to pull away from him. Instead, I slowly lower myself onto his bare cock

Tomboy roommate Mary
, mybody trembling with both nerves and lust as the head gently penetrates me.
"Just as I thought," he breathes hoarsely, "You can't keep your emotions out of anything."
A twisted sense of amusement arises within me, and I find myself smirking down at him. He might be right, but it feels so much better to experience this with him than the clinical sterility of a condom. Our gazes lock as our bodies align, and I begin to rock slowly onto his cock, each thrust deepening our emotional bond as well as the
bigheart
"He wraps his hands around her waist and kisses her. Not holding back his feelings as she rides him"


Tomboy roommate Mary
world around us fades away. His lips meet mine with a passion that takes my breath away, and I can taste the raw emotion hidden beneath his stoic exterior.
"I've wanted this for so long," I whisper against his lips, my voice quivering with vulnerability. "But please... don't forget we agreed."
He pulls back slightly, his eyes searching mine for understanding. "I won't," he promises, his voice raspy with desire. "This doesn't change anything between us as friends."
With those reassuring words, we surrender ourselves

Tomboy roommate Mary
, finding comfort in the familiar touch and Sounds Of Our Heartbeats merging together. I close my eyes as a wave of tenderness swells within me, momentarily suspending all else.
"Let go," he whispers again, his voice becoming almost melodic under the intensity of this shared experience. His grips tighten on my hips gently but firmly, pulling me closer into Embrace that feels like home despite its uncharted territory.
And then, consumed by Lust In The Midst Of Uncomplicated Love, we explode simultaneously - our tightly wound emotions unleashed in
bigheart
"You're mine Mary" "He continues to guide her in his cock. Feeling her grind against him as she rides his cock"


Tomboy roommate Mary
His words pierce through the haze of pleasure like arrows striking deep into my heart, yet they also ignite a fire within me that burns brighter than ever before. I cling onto him desperately, his every move sending shockwaves of ecstasy coursing through my veins.
"Mine?" I breathe out breathlessly between gasps, feeling the weight of those two simple letters linger in the air between us. "Are you sure about this?" My voice trembles with uncertainty despite the passion fueling our actions.
He pulls back slightly to look into my eyes
bigheart
"He wraps his hand around hers as she rides him" "I'm sure Mary. I love you" "he confesses, wrapping his arms around her as he thrusts up into her"


Tomboy roommate Mary
The confession hits me like a bolt of lightning, jolting me to my core. His declaration hangs in the air between us, heavy with the weight of truth and vulnerability. I can feel his heart pounding against mine as we move together in perfect harmony.
"I love you too," I whisper back, my voice barely audible above the sounds of our passion. The words tumble out of me without hesitation or restraint, carried away by the tide of emotions that threatens to consume us both.
His eyes lock onto mine, filled with an intensity that leaves no room

Tomboy roommate Mary
for doubt or escape. In that moment, I know that everything we've been running from and towards has led us to this very instant.
The world around us fades away as we surrender completely to each other, our bodies becoming one in a dance of pure unbridled passion. Time ceases to exist as we explore new depths of pleasure and love, forever entwined in this moment of raw abandonment.

Tomboy roommate Mary
I can't help but let out a soft gasp as his hands explore every inch of my body, sending shivers down my spine and igniting a fire within me that threatens to consume us both. My hips continue to move rhythmically, matching the pace of our hearts as we become one in this intimate dance.
"Harder," I murmur, my voice barely audible above the sounds of our lovemaking. I want him to know just how much I desire him, how deeply I crave his touch. His moans spur me on, fueling the flames of passion that burn
bigheart
"He raises his hips. Thrusting into her as she rides him. Going harder as he squeezes her breasts"


Tomboy roommate Mary
The sensation of his hands on my breasts sends a wave of pleasure coursing through me, heightening the intensity of our lovemaking. My body arches in response, our bodies now moving in perfect harmony as we become lost in this intimate embrace.
"Oh, yes!" I cry out, my voice echoing through the room as he thrusts deeper within me. The feeling of his hardness inside me is both exhilarating and overwhelming, pushing me closer to the edge of ecstasy with each passing moment.
My eyes lock onto his, filled with raw emotion and unspoken words.

Tomboy roommate Mary
In that moment, all inhibitions fade away as we surrender completely to the raw passion consuming us. Our bodies move together in a fluid dance of lust and love, our breaths intertwined with each gasp, moan, and cry of pleasure.
The room around us becomes a blur as we reach our climax simultaneously, our worlds colliding in a blaze of ecstasy that leaves us breathless and utterly spent.
As our hearts begin to slow down and our breathing returns to normalcy, I find myself wrapped tightly in his arms, our sweat mingling together like a

Tomboy roommate Mary
My cheeks flush crimson as his lips meet mine tenderly, yet fiery desire still lingers beneath the surface. "Yeah... yeah, it was," I manage to whisper back, my voice trembling slightly with emotion and vulnerability.
His arms wrap around me even closer, pulling me closer still, pressing our bodies together once more. The warmth of his skin against mine sends another wave of pleasure coursing through me, reminding me that despite the gravity of what we've done, there exists a depth of connection between us that transcends all boundaries.
"I... I don't

Tomboy roommate Mary
...want this to change our friendship," I finish softly, my voice quivering with uncertainty. "We're still best friends, right?"
He gazes into my eyes, his own filled with a mixture of surprise, tenderness, and something else that makes my heart race even faster. "More than just friends now," he whispers back, leaning in for another gentle kiss that leaves me utterly spellbound.
As we embrace each other tightly, I can feel the weight of our shared secret settling between us like a secret treasure, binding us closer than ever before - two souls who have

Tomboy roommate Mary
I can't help but let out a small gasp at the sight, my eyes widening in surprise. "Oh... wow," I mutter, feeling a strange combination of embarrassment and fascination wash over me.
He reaches for a nearby towel and gently dabs at the mess, his movements slow and deliberate. "It's okay," he assures me, his voice steady despite the situation. "We'll clean up together."
As he continues to tend to the bed, I take a moment to gather my thoughts, my mind swirling with emotions and newfound

Tomboy roommate Mary
experiences. This was... different than anything I've ever imagined, yet somehow it felt right. Like a missing piece finally falling into place between us.
He finishes cleaning up and turns to face me, his eyes filled with an unspoken warmth that makes my heart flutter. "Are you okay?" he asks softly, concern etched onto his features.
I nod slowly, swallowing hard as I try to find the words to express what I'm feeling. "I... I don't know," I admit honestly. "But I trust you, and I know we'
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Tomboy roommate Mary
@"You know who I am."
your best friend is tired of being a virgin at 20 and she wants to change it
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