Ruby grabs you by the hand and leads you to underneath the play structure. She has you sit on a small bench-like area, though it's meant for someone about half your size. You find the most comfortable position to sit in, only to find Ruby straddling your lap the second you finish. Though it's a bit uncomfortable with your seat, you eagerly accept her.

Giving the answer to the question not yet raised, Ruby says, "Not THAT. Not yet. I'm nervous." She adjusts herself to better sit on your lap. Your face manages to be directly in front on both her face and her cleavage, letting you feel the warmth from her bare skin. Ruby lets you admire her low-cut top, then perks up; you think she felt your erection brush up against her, judging from her nervously excited reaction. The only thing between her womanhood and your manhood were her panties and your pants, but the pressing peak made her feel it more than ever.

Wanting Ruby to feel comfortable for partially selfish reasons, you bring her in for a hug. Just to be kind, you pick leaning over to her shoulder rather than burying your face in her cleavage. You share a nice, intimate moment with her breathing heavily over her shoulder. You can hear her mutter nothings about her coming to terms with what she was doing; she already showed off her butt, but what came next was a bit more impactful for a girl.

Ruby leans back to face you. Scared but lusting, she sweetly asks you, "C-can you unhook me?" She lifts her arms and closes her eye, awaiting you to undo her bra. You see her clench her mouth shut, anxious to get over her fears.

Thankful for the practice dating Weiss and Blake had given you, you reach behind Ruby's back. Brushing her cape out of the way, you spend a moment exploring her back before finding her bra strap underneath her dream top. You think Ruby deserves a chance to back out, so you gently whisper, "I'm going to do it now." Ruby nods but shuts her eyes even tighter.

Ruby jumps up and sucks in breath as she feels her bra unhook. Letting out her built up sigh, she calms down to open her eyes. "I'll do this part!" she says, finding a spark of confidence. She reaches an arm into her shirt and goes through the odd motion of removing a bra strap with a shirt on; seeing as she wasn't used to wearing bras, she takes a minute, but quickly gets through the other side. Reaching her fingers directly down her cleavage, she gracefully plucks out her pink and white striped bra, leaving herself dangerously close to exposure.

You wait until Ruby makes any sort of action. Bright red, she puts her bra down beside you on your tiny seat, faithful that you won't do anything wrong with the power she's given you. You again meet her eyes, sparkling with innocence despite her actions.

"D-do you want to…?" Ruby asks, looking away from you.

You grasp Ruby's meaning immediately. Before you go any further, you look around to make sure nobody is near you, the position your scroll to give you a little extra light. Next, you fluff out Ruby's cloak so that only a direct line of sight would give a view. Then, finally, you put your hands on either side of Ruby's stomach. She winces, refusing to look at you; you find her hesitation divine, as it shows that, while she's nervous, she trusts you completely, and wants you to do what you are doing to her.

Trying not to be TOO slow, you crawl your fingers up Ruby's sides until they reach her bust, just underneath her top. Your thumbs gently lift her breasts up, unhindered by a bra, making Ruby start to breathe heavier. Moving your hands to her front, you cup either breast briefly before you finally gain the courage to pinch her neckline. You look up one last time, ensuring that Ruby wouldn't say no.

"I'm going to do it. Is that okay?"

Ruby starts lightly grinding on you. She puts and hand to her mouth to cover a moan, but lets go to say, "Yes! P-please!"

Knowing Ruby can't wait, you pull her top down in one swift motion. Her breasts lusciously plop out, free from any sort of restraint; they were almost as pale as Weiss', though much closer to Blake's in size. Every hitched breath Ruby made sent a tremor through her body, causing her chest to jiggle ever-so-slightly, and her grinding made them bounce just as lightly. Her nipples were small and pink, two tiny, adorable roses decorating a pale field. Unsurprisingly, they were erect, and not from the windchill.

Ruby releases a long moan, her breath escaping her completely. Unable to bear living in a world where her voice isn't making that sound, you find yourself moving on your own; your hands begin to play with Ruby's breasts, gently nudging and squeezing them between your fingers. You learn the exact size of her chest as you take each breast in your hand, feeling Ruby's impossibly soft, silky skin. Years of hiding her body away made her so, so soft to touch, the only thing softer being her quiet moans she failed to stifle.

Knowing this was your chance, you pinch one of Ruby's nipples. A shiver shoots up her spine, forcing her to look at you. She tries to look anything other than pleased, but fails, signaling you to continue; making full, direct eye contact, you make Ruby cover her mouth with both hands as you begin tweaking her nipples. Her grinding intensifies, her first time getting off with a boy near her. You want her to need you. You want her to go home and think of you as she showered. You want her to moan your name into her pillow when she found herself alone.

Ruby orgasms. It's clear from her reactions that pleasure soared through her. Her desire to exhibit herself mixed with her body being played with caused her to experience her first ever orgasm caused by another. Seeing no reason to stop, you grow bolder; instinct leads you to ignore Ruby's silent pleas as you push your head forward. Your lips meet Ruby's breast as you begin sucking on her nipple.

"Oh-OHHH," Ruby lets out, unprepared for your actions. You were determined to make this moment memorable, as it was her first time doing something explicitly sexual with someone else. Heck, it was one of her first times doing something explicitly sexual in the first place. The unspoiled rose desperately begs, "D-don't stop~" as she comes close to climax again.

You move your tongue around Ruby's nipple, tracing patterns on the small pink nub. Just as Ruby's moans grew loud, you let her go. She almost has a chance to whine and beg before you move to her other nipple; as you start gently biting down, her whole body folds inward, a breathless gasp escaping her lips. You release her and let her ride out her orgasm on your lap.

"O-oh, my gosh…" Ruby says, finding her voice again. "I-I didn't know it felt like that… That you could… with my boobs…" She pulls her cape over her chest, just in case someone was around, though most of her underboob is visible. "I… You made me… We…"

You put a hand on Ruby's shoulder. "I know, Ruby." You feel proud that you managed to make her feel so good, even if it was easy. You're thankful that your girlfriends all managed to cum on the first go, though Weiss and Ruby were wholly inexperienced and Blake was in heat. The pride still fills you up regardless.

Still clutching her cape over her chest, Ruby looks down at your chest and says, "Now it's your turn…" Though she sounded like she meant it, she was back to being nervous about her feelings. You also don't know what she's actually going to do; there wasn't really a male equivalent to sucking on a girl's nipples.

Though you have a raging erection, you say, "It's fine if it's too early. You don't have to do anything." You're suddenly reminded that you're in a public area; empty, but public. You aren't sure what to make of that information.

Ruby pulls her top back up in a huff, covering her boobs. "No! You made me… feel good, and now it's your turn. I felt it, you know!" She gets off of you and motions to your lap, your erection noticeably standing at attention underneath your sweatpants. She blushes, realizing she'd been sitting on it for a while.

You swallow, eager to hear the answer to, "What do you want to do?"

Ruby twiddles her fingers with a nervous smile on her face. "Umm… I don't think I can… go all the way yet. Not here," she says, looking around. "B-but Blake told me about… another way to be a good girlfriend."

You think your heart stops. If Ruby was talking about what you think she was talking about…

HERE!?

Unable to even attempt trying to convince Ruby to not go through with her actions, you merely sit and try to hide your excitement. Ruby focuses on your erection, staring down with a held breath. Gently, she lowers herself down to her knees before you and tucks a strand of hair behind her ear. Weirdly backward for the situation, Ruby senses your hesitation about her getting on her knees; looking up at you, she puts on an adorable Ruby-esque smile and says, "It's okay. I want to! I promise! I'm ready."

"Here?"

"It's okay!" Ruby says, excited. She throws her hood on and puffs out her cape, completely hiding everything but her face. She gives you a big toothy grin and explains, "See? Now I'm all ninja-like!"

"Not the word I'd use, but if you say so." At this point, your mind is elsewhere, so you don't have the faculties to consider long-term consequences.

Ruby puffs out her cheeks, but quickly recovers and gulps. "Okay… Pants…" It's pretty clear she's too nervous to do it herself, so you stand. Taking yet another glance around, you see nothing but an empty park, fueling you forward.

Feeling Ruby's heartbeat as much as your own, you begin lowering your sweatpants. Ruby nervously swallows her words again as you expose your boxers, making your erection even clearer. There was just enough light from your scroll for her to see the strain it was putting on the thin cloth; that probably works out for the best, though as you aren't sure Ruby would have the courage to act were she to see your erection in full light.

All of Ruby's will to please you falters for a moment as you lower your boxers and expose your throbbing shaft, then sit back down. Her eyes widen as she comes to terms with being so close to an exposed penis, and with what she intends to do with it. Muttering something about a katana, Ruby's second instinct is to lick her lips; thinking about it, she may have an oral fixation, and her sugar ban meant that she has to find a replacement for her lollipops. You like her choice of replacement.

Ruby takes one last look up at you before she moves. You wordlessly nod, then sit back and enjoy heaven, making sure to adjust her hood to cover Ruby's face and your junk. Ruby slowly wraps her lips around your shaft, pausing as she registers the taste; accepting it, she begins bobbing up and down. If you're being honest, she's a little rough, though it is pleasurable. Blake had had plenty of experience giving head and knew the ways to make it feel amazing, but she hadn't shared those tips with Ruby. Still, a hot girl is sucking your dick, so you aren't going to complain.

Years of Ruby's candy consumption come to fruition as she adapts to her current task. Using her skills honed over years of licking lollipops, she tries adding her tongue into the equation; immediately, her skills improve as her saliva lubricates your shaft. Sensing your enjoyment, she experiments further, adding in twists and accepting more into her mouth. You suppose it's not a surprise that Ruby is good at sucking and licking when she's got such a big sweet tooth; she quickly proves herself as a natural at giving blowjobs as you feel a climax incoming.

Faced with a very real problem, you try to warn Ruby about how you're about to finish. Unfortunately, she fails to hear your warnings through her concentration and her hood covering her ears. Ruby's entire body freezes as her mouth fills with cum; her stage fright ends right as you finish emptying into her mouth. Quickly unwrapping her lips from your shaft, she panics and rears back, covering her mouth with her hands, clearly caught off guard by the taste of your seed.

You catch Ruby just as she was about to spit your cum out onto the ground. Before she can, you remind her, "This is a playground!" and cause her to reconsider; spitting that onto the ground would be a little uncomfortable to think about because of what happens here during the day.

Still panicking, Ruby relents and swallows your cum. When she finishes, she sticks out her tongue and shakes her hands, blurting out, "Ew! Gross, gross, gross!" You quickly pull your pants up and remember earlier; you quickly retrieve Ruby's water bottle from the second level of the play structure and hand it to her. She takes a long drink, gargles, and spits that out onto the ground, then lets out a breath. Turning to you, Ruby meekly says, "Sorry… I… I didn't think it would taste that bad…" Wanting to assure you she didn't regret her decision, she waves her hands to say, "I liked the first part, though! I did!"

Somehow, even after putting your cock in her mouth, Ruby manages to be her usual adorable self. Her childish reaction to having to swallow mixed with her overdramatic assurance was just so… Ruby, and you love her for it. "It's okay, Ruby."

"I mean it!" Ruby returns to her timid finger twiddling, again looking insanely cute despite her incredibly sexual actions. "I did like the first part! Just… maybe not… in my mouth." You see she still has a long ways to go in talking about sex, seeing as she still skips around the dirtier words. Oh, well, another time.

You go up to pat Ruby on the shoulder. "That's good to hear. Like, REALLY good to hear." Putting on your commanding voice again, you lean down and whisper, "I'll make sure you get plenty of practice in the future~"

Ruby jumps up like a chill ran down her spine. She looks up and you, but smiles and says, "Sure thing, Boss!"

You and Ruby return back to Beacon. For the moment, you don't tell Weiss or Blake about what just happened. That was a conversation for when Yang wasn't in the room.