Should've Done This Ages Ago

"I followed Ruby because I was worried, but finding her receding into herself and hugging her knees, I realized I might not know what to say. She's been feeling neglected and stressed, with so much responsibility thrown on her shoulders and without much help or time to be herself. Ruby hasn't been allowed to relax for so long." "Standing next to her in silence for a few seconds, I take a deep breath before sitting down next to her. I don't say anything, or try to give an apology she might not believe, instead just putting an arm around her shoulder to give her some physical support. To give her a shoulder to lean on, at least for a second."

"I wait for her to say or do anything as long as she needs, sitting there in silence, the only sound being each of our breaths. When I finally hear Ruby speak again, my hand around her on her shoulder gives a little reassuring rub." "Don't apologize. If anyone here has earned some yelling, it's you." "Though my response might be slightly unserious, it's a faint attempt at diffusing the tension, but I do genuinely mean it. Ruby deserves to be angry and frustrated, and she also deserves to be taken care of and to relax."

"The heavy sigh that escapes Ruby resonates in my chest, like it holds so much of the sadness she's been feeling this whole time. I turn my head a little so I can look down at her at my side." "Hey, I understand. Seeing the others getting lovey-dovey leaves us feeling like they're pulling away, or that they have someone to comfort them while we don't. I'm right there with you." "I've also been single and not getting much romantic attention, similar to Ruby. The only difference is that she's had the responsibility of being this important and almost prophesied person that will save us. But she's young like us, and doesn't deserve all of this." "But... I don't have the pressure you do, and I never really helped you like I should have. I didn't support you, and... I'm sorry."

"I could have been there, more. I could always have done more for you, but I was scared." "I let out a small sigh of my own, realizing from her outburst earlier how guilty I've felt for not helping." "But you were also scared, probably more than me, and I ignored it. I care about you so much, but I just wish I had the courage to help you sooner." "My arm has still been wrapped aroun Ruby's shoulder, sharing in our warmth and comfort as best we can, and also sharing in our vulnerabilities. We all might be stranded on this strange jungle island with no idea how to get home, but at least it's peaceful enough that we can take the time to finally have these conversations."

"You're welcome, Ruby. I won't let you be alone again, and I'll do my best to stay at your side." "With Ruby's head on my shoulder, I gently let my own head rest on top of hers, giving her shoulders a comforting squeeze and pulling her in a little closer to me. Ruby has been such a brave, funny, kind and incredible person to be around, ever since we first met. I don't want her to lose those parts of herself, and most of all, I don't want to lose her."

"I let Ruby shift back a little, just enough to look up at my face as she asks this nervous question. I can see the anxious and emotional tears lingering in her eyes and starting to drip down her cheeks, so I lift my free hand up, cupping her cheek in my fingers and using my thumb to carefully brush the tears away." "If we found a way here, then we can find a way back. Just a matter of time. But I think we're allowed a little time to relax." "As I speak, I look deep into her shimmering, silver eyes with a warm and reassuring smile on my face. But there's something else in my gaze as I look at her now, as memories of the time we've spent together play in my mind. Something deeper."

"I let my hand move back to my side as she pulls her face away, though my arm around her shoulder is still there, still holding her close to me. Tilting my head curiously, I still look down at Ruby up against my side. The intensity in my gaze has faded away slightly, her question pulling me back to reality, but it still holds that same warmth for her. Like there's something I want to say to her too, but I let her speak her mind first." "What is it, Ruby?"

"When I see Ruby blush and start talking quickly and nervously, I feel my heart skip a beat. Her pale skin turning red like a rose, which is ironic given her last time, makes her look so, beautiful." "I feel my heart starting to be heavier and faster in my chest as we look into each other's eyes, my arm holding her close to me, all alone in this lush and vibrant jungle." "Only if, I can say something to you first..."

"I can hear my own heart in my head, and can feel her heart through the hold I have on her. I'm hesitant to say this, but looking at Ruby while we rest against each other, after just pouring our hearts out to each other, I can't stop being honest now." "My arm around her shoulders gives a small squeeze as I tense up a little, taking a deep breath before I speak my mind. And my heart." "I think... I love you Ruby."

"I can still hear every rushed and intense heartbeat in my chest, but hearing that might Ruby reciprocate my feelings makes my cheeks immediately turning to a deep reddish tint." "Hearing and seeing the mix of love and nervousness coming from Ruby, I bring my hand back up to cup her cheek. Only this time, I lean my head in a little closer to hers, our faces only a few inches away as I look in her eyes." "If we don't know when we'll be home, or when we'll get another moment like this, then maybe we should, make the most of it?"

"There’s a small pause in my movements as Ruby asks me what I mean. The words swimming in my head are a mess, mingling with the memories and adventures we've shared; fighting Grimm and other villains together, traveling with the others after the fall of Beacon, even when we both went to that dance without dates and just hung out with each other before she left." "So instead of using words, I just close the distance and press a soft kiss to Ruby's lips. It isn't deep or lustful, and only last a couple seconds, but it's sweet and loving. After the kiss, I open my eyes again and look back into her silver eyes. But then I realize something, and my face gets so much more red and flustered." "That, um... that was, both of our, first kisses... wasn't it?"

"It's my turn to be surprised by a kiss, and Ruby can feel the warmth of the blush on my face as our bodies connect. But I quickly settle into her, closing my eyes and kissing her back, my one hand still delicately holding her cheek while my arm around her shoulder holds her flush with my body." "Embracing Ruby's petite frame just feels right, and sharing body heat with her as our lips communicate the feelings we have is beyond lovely. I do believe I love her, and the longer we stay like this together the more sure I am. Sure that I love Ruby, that I want her, and that I have for a while."

"The sensation of her arms around my neck, pulling herself even more flush with me, sends shivers down my spine, and I can't help but wrap both arms around her waist now as we sit beside each other. As Ruby pulls away and whispers words of affection, I feel heat pooling in my chest." "I love you too, and I'm glad as well." "With my arms around her body like this, I pull her in and shift our position to be more comfortable, bringing her in to sit in my lap. It's a very intimate position, but I'm just following my whims and urges of desire for Ruby in this moment."

"I can feel the heat of Ruby's blush against mine, and can feel that the more we kiss, the more intensely our desires start to radiate off of each other. Especially in this immensely close and intimate position, my arms around her waist and hers around my neck as she straddles my lap." "Whatever we want to do." "We might be stuck on this deserted island, but that means that we can follow our hearts desires freely, without interruption. Unless one of the others looks for us, but I doubt that'll happen for a while, so we have all the time and privacy in the world."

"Hearing Ruby say she wants me, with the softest and most loving voice I've heard from her, makes me just want to give in to my urges right away. But neither of us have ever done something like this, so I need to be respectful of her and her desires as well." "I want you too. And I know it isn't the most romantic place, but... we don’t know if we'll get another chance." "When we first got here, we were in the middle of a war before we got tossed into a void and ended up on this island, and if we head back to others, Ruby and I probably won't get another moment alone for a while. I don't want to rush things if she really doesn't want to, but we don't know what will happen after this."

"The little pecks she places on my lips help calm us down, but it also just makes me feel more and more heated. It's taking a lot of my willpower to not get fully turned on, and to prevent some more, physical reactions in my lower body as Ruby sits in my lap." "But I know what she means, and I understand her worry. This is a big step in our relationship, coming right after another big step we just took by admitting our feelings, but I love and trust her more than anyone. My arms around her waist shift a little, letting my hands rest on either side of her hips, just above her skirt as I look her in the eyes." "I haven't been with anyone like this before either, Ruby. But as long as we trust each other and take things at our own pace, I think we'll be fine."

"I don't have much of an idea of what to do either, aside from what I've read in a couple books, like when I borrowed Blake's ninja love novel. But I think as long as we just follow our desires, we'll get to the right place." "My fingers grasping her hips tense a little, holding her firmly in my lap as I lean a little closer without kissing her, just having my lips barely an inch away." "Do you... want me, to try and take the lead?'

"I close my eyes and allow the warmth to spread over me in a wave, from Ruby's soft kiss and from her giving consent to try and usher us through this intimate exchange." "After the brief yet sweet kiss, I press another onto her cheek, starting off cutely. Then I move my lips down to kiss at her jawline, before moving down to her neck, kissing right above the choker necklace she wears. While I do this, my hands on her hips start to move up and down as well. Caressing her sides through her clothes."

"I let out a small, satisfied hum as Ruby lets her hands brush through my hair and on my shoulders. Her touch is encouraging to me, and I kiss her more on the neck, occasionally letting my teeth gently graze along her skin to tease." "The more passionate our embrace, the more I can feel my heart thumping in my chest and blood flowing through my veins. Warmth is spreading through my body, and I can feel my pants getting tighter around my crotch. My mind wonders if Runy can feel my growing arousal under her skirt, since she's sitting in my lap while we hold each other, as I kiss her neck and caress her hips."

"For a moment I feel a little embarrassed as Ruby mentions feeling the bulge in my pants, and as she shifts a little which makes it brush up between her legs even more. But as she starts to undo the buttons for my shirt, my embarrassment quickly fades and my desire for her grows, encouraging me even more." "I keep my mouth on her neck, teasing Ruby with my kisses and gentle nibbles, but my hands on her hips move up a little further, starting to undo her corset and belt for her skirt. Feeling her start to undress me, I can't help but want to reciprocate and undress her as well. She wears a few more layers than me, with her corset over her shirt, and leggings under her skirt, along with any underwear she has, but I'll gladly and carefully take them all off."

"As I get her corset off and move on to the belt of her skirt, I pause a little at her words. My cheeks flush a deeper red as I process Ruby's whispered compliment as she gets my shirt off, and I pull my lips off her neck, biting my lip a little shyly." "I can't focus, if you're gonna make me blush like that..." "Even though Ruby is sitting in my lap and brushing against my bulge, and we're about to do the most intimate thing people can do, the thing that flusters me the most are her words." "I look into her cool, silver eyes as my hands keep working, before her belt is off and her skirt falls to the side. Now she's just in her long-sleeved white shirt, thin black leggings, and her underwear, which I can somewhat see through her thin leggings. The sight of which makes the bulge in my pants pulse a little with desire, which Ruby can likely feel as she's pulling at the waistband."

"I can't help but smile again as she gives me another peck on the lips and compliments me again." "The cute one here is you, Ruby." "A small shiver runs through me as she gives a playful tug at the waistband of my pants before she takes them away, starting to slide down her leggings. My hands move to help her get them off, since it's a little awkward with how she's sitting in my lap, and she can feel my fingers brushing against the bare skin of her pale legs. Her skin is so soft and smooth, and the muscles under her legs from her skill as a runner are lithe but they’re present."

"And I like touching you..." "My eyes have fallen down to her body as she straddles my lap, looking down at her beautiful, bare legs. I also watch as Ruby undoes my pants, her own hands brushing against the hardened imprint underneath." "She can hear my breathing grow deeper and heavier, the anticipation building in my chest. Neither of us have done this, or likely even see someone of the opposite sex naked, so the closer we get to it the more my lust builds."

"I'm, g-glad you do..." "Though I'm flattered and aroused by seeing Ruby get more into it, I was a little worried that she might change her mind. But watching her fingers curl under the waistband of my boxers and start to pull them down, I bite my lip while my face remains blushing, knowing that she isn't backing away." "After a few tense seconds of her hands sliding downwards, my erect cock stands up between us, inches away from her thighs and the black panties covering her intimacy. I let out a small gasp as I feel the open air on my member, glancing up at Ruby's face to see her reaction. This is likely the first time she's ever seen a hard penis like this, especially this close and in such sexual context."

"As Ruby brings a hand down, gently gliding her fingers across the soft, sensitive tip, I feel a wave pass through my body and my cock twitch lightly." "Nnh, y-yeah... It feels, good." "It feels incredible, even though it's just that one light touch, but because it's her touching me it feels so much more erotic. Plus it's my first time as well, so everything is new to me too." "But I want to make her feel good too. Bringing my hands to her, I let my fingers trail up her soft thighs with my wide grip, sliding further back before cupping around her curvy buttocks." "Keep, touching me... Let your desires, lead you..."

"My eyes flutter closed for a second, a pleased groan rolling out from my chest as her hand starts to slide up and down my shaft. It's still gentle but getting more firm and passionate with each second. I can feel us both getting more into, less shy and more sensual." "Yes... hah..." "My hands on her rear give a teasing squeeze, gently groping at the plump flesh as I look Ruby in the eyes. Her crotch is so close to my cock as we rub and caress at each other so intimately. Our faces are both so red and flustered, but our eyes are full of nervously excited lust. It would be so easy for her to just slide her panties to the side and put it in, and the thought makes me shiver in desire."

"My large hands hold her curvy ass firmly as she pumps my shaft in a steady, consistent rhythm, our hands on each other driving each of us to the breaking point of just jumping each other. I can feel her breath on my face growing more heated, and I want so badly to just take her." "Yes, Ruby?" "I wait for her to say what she was going to say before trailing off, wanting to know what she's thinking in this moment of heated passion. I want to know what Ruby is thinking of, as she strokes my twitching erection and I fondle her soft ass, as we're so close to taking each other's virginity after just admitting we love each other minutes ago."

"As Ruby kisses me so deeply and passionately, I let out a low moan against her lips as I fully reciprocate the passion, teasing at her mouth with my tongue. With my hands holding Ruby's buttocks and hips, I use that grip to hold her steady as I roll us over, putting Ruby on her back as I now rest overtop of her." "Can I... Can I, put it in?" "Pulling away just enough to speak, I whisper against her lips with barely contained lust laced in my voice. I will be gentle and careful since it's our first time, but fuck, I want Ruby so badly."

"My eyes widen a little at the sudden feeling of her legs wrapping around my waist, the desperation on her body language and her voice making my mind grow hazy with want. I give a small nod, bringing one arm up to keep myself propped up over Ruby as we look in each other's eyes." "My other hand reaches down between us and I bite my lip softly as I wrap my fingers around her panties, pulling them to the side as I line my soft tip up with her. She could feel my fingers brush against her wetness, then the gentle pressing of my cock head." "Taking a deep breath to steady myself, I start to push my hips forward incredibly slow, feeling the tip of my arousal slipping past her pussy lips, before carefully pushing inside of her."

"The moan that escapes Ruby and the way her legs tighten around me are enough to make me feel lost in lust, but this is also my first time, and the sensation of her pussy around the tip of my dick is intoxicating." "R-Ruby... fuck..." "Both my hands are by her head now, keeping myself still as I push my hips further forward. She's so tight, feeling another inch slip inside of her wet walls, then another inch after that. It feels unimaginably good inside of Ruby, and the fact that this is the first time either of us are having sex with anyone makes it all the more special."

"When Ruby pulls me even closer, her arms around my neck and legs around my waist, I bring my arms around her back as well, looking her in the eyes as I move deeper inside. Every inch that fills her up is a new wave of pleasure washing over me, a low rumbling groan resonating in my chest as I take her." "Ruby, I l-love you, so m-much~!" "My breath catches in my throat as my hips finally meet hers, and I've fully buried my cock inside of her virgin pussy. Every twitch of my shaft and every quiver of her walls just makes us both feel overwhelmingly ecstatic. I'm so happy, and feeling so good with my cock sheathed in her warmth." "I can't hold back much longer, and after giving her some time to get used to my girth, my hips start to rock back and forth. Pulling about halfway out then sliding back in, deep moans leaving my lips as I start off slow."

"Looking at her beautiful face contorted in gorgeous pleasure is intoxicating, and I passionately kiss Ruby once more, my tongue sliding in her mouth as my hips keep moving. I can feel how her wet walls cling to my shaft as ot glides back and forth within her, my swollen tip brushing against the deepest reaches of her insides." "I moan into her mouth as my hips start moving faster, my pent-up passion starting to become more uncontrollable. My hands around her back grip at the fabric of her shirt, the way her hips move with mine just making me want to lose myself in her, in the pleasure."

"At her request, my hips don't stop moving abd pumping into her. Every thrust empties and fills her walls as they start clenching around my cock as she gets closer to climax. Kissing Ruby so passionately while her arms and legs cling to me so tightly, it's an intoxicating embrace in the midst of fucking her, claiming her virginity and giving her mine." "Fuck... yes Ruby... don't hold back..." "My fingers grip the back of her shirt so desperately as I thrust into her more and more, driving her crazy with my cock, and the sensation of her pussy around every inch of my shaft is, sensational."

"My thrusting hips come to a stop as Ruby reaches her climax, her arms and legs holding me desperately as she quivers against me, and her pussy convulses with her orgasm around my length. I bite my lip hard, holding myself back and staying still inside her as she cums." "My breath is heavy and hers are rushed, both our chests rusing and falling against the other. I still hold her with my arms around her back through the whole ordeal, even as the aftershocks have finished, even though I haven't reached my own orgasm." "Once I feel her start to relax, I pull back a little to look in her face with a warm but still blushing smile. Though I keep my cock buried in her." "R-Ruby, are you, alright?"

"Y-yes, but..." "My body shudders a little, my erection sensitive after just pumping inside of Ruby, and while still remaining deep inside her, every minor movement making me shiver. She can feel it throb against her walls with each heartbeat." "Fuck... I'm r-really close... but I don't want to c-cum inside, cause... I don't want to risk, y-y'know... and I don't w-want to stain your shirt..." "Even though we're in a peaceful enough place right now, us and our friends are still fighting to escape this iskand, and we'll be fighting even more once we do. The last thing we need is to risk knocking Ruby up. Even though I'm teetering on the edge of climax, and her legs are still tightly wrapped around me."

"With her legs finally letting go, I pull my hips back and let my erection slip out of her, a small sigh of pleased relief escaping me now that I'm not at risk. It feels so sensitive, the faint breeze in the air against my shaft, slick with her juices, making me shiver a little." "But when Ruby offers to help, my blush gets even deeper than before. It's a very intimate thing to offer, but we're both likely still a little dizzy from our first time having sex, and we're both probably still very horny. I shift position to rest on my knees, letting Ruby out from under me to sit up again if she wants." "H-how do you, w-want to help?"

"My eyes widen a little, and face is beet red, hearing the offer that she suggests. But even with the shy surprise in my expression, Ruby could clearly see my cock twitch in arousal at the prospect." "Uh, a-are you sure? I mean, y-yes, I want you to, b-but, you don't h-have to..." "Despite my thinky veiled attempt at protest, it's obvious that I would very much like it if Ruby used her mouth. But really, if she doesn't want to then I wouldn't want her to force herself."

"I lean back a little as Ruby positions herself between my legs, the look in her eyes making my heart skip a beat as I watch her. My gaze follows her as she gets on all fours in front of me, first biting my lip as she takes my hard and slick shaft in her hand, my heartbeat getting faster." "Ruby... nnh~!" "Once she bends down and wraps her lips around the head of my cock, I let out a soft moan as a tingle shoots up my back. Ruby's mouth and tongue teasing and sucking at my sensitive tip is already such an exquisite sensation."

"My lips hang open slightly as lustful, panting breaths escape me. It doesn't matter if Ruby is inexperienced, her enthusiasm in pleasing me and sucking my cock is enough, the way she looks up at me with my dick in her mouth being incredibly erotic." "Even more of a turn on, is how she's bent over while blowing me. In the position she's in, I can look down at the curve of her back, leading down to her exposed, panty-clad ass shifting a little as she sucks me off. My breathing gets heavier and moans more frequent, and I can feel my own climax building in my lower extremities, my shaft throbbing between her lips." "R-Ruby I'm... I'm a-almost..."

"Ruby, nnh... R-Ruby~!" "My breathing gets faster and faster as I watch and feel Ruby get more intense, her hand pumping my cock and her mouth sucking on the rest. The brief moment where she takes my arousal out of her mouth to shisper her seductive request still feeks just as incredible." "Within moments, my legs tremble and I bite my lip hard, moaning against my lips as I finally cum. My hot load shoots from the tip of my cock, spilling into her mouth as my eyes roll back for a second as the pleasure shoots through me, my erection spurting out more of my sticky cum over the next few moments." "Once it's finished and my climax subsides, I let oit a long sigh of relief, before looking down at Runy with a blushing face, to see if she's okay after I just shot cum into her mouth. It's amazing she was willing to try and swallow my load, even though this is her first time ever sucking a dick." "Are you... a-alright?"

"I flinch a little in shy pleasure at her teasing kiss on my soft cock head after just blowing me until I climax. But I do smile warmly as I gently grasp her arms, pulling her over to lay on top of me, before wrapping my arms around her in an embrace." "Thank you, for doing it in the first place. I love-" "In the middle of thanking Ruby and cuddling her, I pause and my blush reaches an incredible level of embarrassed red while I look past her. Right over at her sister, Yang, who apparently came looking for us and is standing a couple dozen feet away in the brush. Only to find me cuddling with her little sister Ruby, my shirt off and cock out, and her with her ass only covered by her black lace panties." "Um... I th-think... we might have, some explaining to do..."