Blowjob Lessons

Serena knocked on the door jamb of Nancy's room, only stepping as far as the open doorway. "Alright, I'm off. You're on your own for a little while."

Nancy nodded and pretended not to care. "Ok, sure thing. See ya later."

As soon as Serena was out of earshot, Nancy bounced out of bed and crept along the hallway so that she could hear the front door close. With her big sister officially out of the house, Nancy finally had the privacy she'd been waiting for. It didn't come all that often for her.

Privacy was nice most any time, though usually locking her door was sufficient for her alone time needs. At a bare minimum, anyway. This was a bit different, though. Nancy needed access to Serena's room, and it was especially critical for there to be no one lurking around to surprise her.

Nancy skipped over to Serena's door, heart pounding with nervous anticipation. She slowed down and picked her way carefully through the scattered, haphazard mess on Serena's floor, not wanting to leave any trace that she'd been there.

The underwear drawer at the top of Serena's dresser was one of the few areas that was reliably organized and almost always kept closed up, and Nancy knew the secret of why that was. It was where Serena had always hidden things, ever since... well, ever, as far as Nancy knew. Serena had better hiding spots too, but her undies still concealed things from time to time.

Nancy truly hadn't meant to snoop or anything. Sure, sometimes she just took a peek at things that weren't her business. Who didn't, really? But this time had been the result of trying to be nice and put some clean clothes away for her sister. She'd accidentally been rewarded for her efforts in a way that was both exciting and somewhat guilt inducing.

With trembling fingers, Nancy very carefully moved Serena's panties aside and pulled out the dildo she'd previously located. She just held it in her hands for a moment, staring at its length and feeling the weight of it. It was almost scarily big, but that might only have been because she didn't have any experience with sex toys. For all she knew, it might be a very regular size for dildos.

All on its own, one of Nancy's hands wrapped totally around the thickness of the dildo. She stared at her fingers as they curled around, then slowly slid back and forth. It didn't seem so scary to jerk off something this size, but anything beyond that...

"Ahem."

Nancy jumped and fumbled the dildo, luckily dropping it right back in the drawer it had come from. She slammed the drawer shut and whirled around, knowing it was too late to feign innocence but still willing to make the effort, since in her panic she didn't know what else she could possibly do.

Serena stood casually leaning in the doorway, arms folded, eyebrow arched, the beginnings of a smirk on her lips. "Whatcha doin'?"

"Nothing!"

"Nothing?"

"Yeah. Just... nothing."

"Ah."

"You're gone, though. I heard you."

"That's a bold defense, li'l sis."

"But... but you were."

"I forgot my keys. Rookie mistake not waiting until I was actually for real gone."

Nancy looked down at her feet.

"So y'know I gotta ask," Serena said lightly, "what the hell you're doing touching my stuff. Especially... that."

"I was only looking at your underwear," Nancy said desperately. "I was gonna maybe... borrow some?"

"Without asking?"

"... yes."

"Ah." Serena walked slowly over to Nancy, who fidgeted a little more with every step closer. "I could almost believe that. Not that it would be ok. You gotta at least ask. I don't steal your panties, do I?"

"You've got all the nicer pairs anyway," Nancy mumbled.

"Not the point." Serena calmly opened her underwear drawer and pulled out the dildo that Nancy had dropped. "And irrelevant, since you weren't actually looking at my panties."

"Well... I was... it..."

"Question is, did you just happen to find it, or is it what you actually came to steal? Sorry, 'borrow.'"

"I-"

"Look at me, Nance."

Nancy looked up, somehow meeting her sister's eyes. Serena was holding the dildo up in her eyeline, causing Nancy to blush furiously as she tried to maintain eye contact.

Fortunately, Serena still didn't seem overtly angry. Annoyed and patronizing, sure, but not actually livid that Nancy had dared to violate her space and privacy.

"I found it when I brought laundry in the other day," Nancy admitted.

"Ah."

"It's so... I mean... I had to get a closer look. I had to."

"Did you, though?"

"I mean, like... it..."

Serena sighed and padded over to her bed. She sat down and patted a spot next to her. Nancy hesitantly slipped over and sat next to her sister.

"Nance, you know you can just buy your own toys, right?"

Nancy felt her face go even hotter, and was sure she'd look embarrassingly crimson if she dared to check a mirror. She shook her head rapidly. "No! No way. I couldn't."

"Yes you could. You're eighteen. It's totally legit."

"No, but, like... 'cause the store... and people... and they'd..."

"They wouldn't give a shit. But... but I get it. It's scary when you're not used to that kind of thing." Serena fidgeted with the dildo, then thankfully set it aside. She continued more gently. "Nance, can I safely assume that you don't have any toys of your own?"

Nancy bit her lip and shook her head again.

"And you've never looked at any up close?"

"I... Lindsay found her mom's vibrator once. And we kinda looked at it. But only that once time. It was... smaller."

Serena snorted. "I would imagine. This one's on the large size for dildos."

"Oh thank god."

Serena actually chuckled at that. "It's, uh, well... here's something else I gotta asked first, I guess. How much porn do you watch?"

Nancy, whose face had just started to cool down, felt it go right back to full blush. "I don't do that!"

"No? Not even a little?"

"I shouldn't... it's... it's..."

"Nance," Serena said gently. "Everyone does it. You think I'm gonna tease you?"

"Well... are you?"

"No. I don't think it'd be funny enough to be worth it. Wouldn't even be a challenge, judging by your reactions so far."

Nancy wrestled with her answer for a moment, then decided she probably might as well just be honest. "I've seen some. Every now and then I just, like, can't help myself? I get curious and-"

"Get horny, more like."

"That's... no I don't! You... ugh."

"Nance, you're super adorably shy about this, but it's gonna transcend into annoyingly shy if you keep pretending like you don't feel the same stuff literally everyone does."

"What?"

"Everyone gets horny. It..." Serena stopped and considered. "Well, no, I shouldn't say that. Almost everyone does, though. And nearly everyone checks out porn. Lots of them regularly. I know I do."

"You do?"

"Don't feign naivety. You found the dildo. I presume you know some other things, but I don't know what, exactly."

Nancy squirmed. "You left your phone open once. It was on a... a site."

"Huh. A naughty site, I assume."

Nancy nodded.

"Well I don't recall that. But that's what I'm talking about. I get horny all the time. It's nothing to be ashamed of."

"You never told me before, though."

"It's... ok, it's something to be mildly ashamed of. But for stupid societal reasons. I wasn't just gonna come out and casually slip into conversations that I'd just been fingering myself while watching porn."

"... do you do that?"

Serena face-palmed. "Oh for fuck's sake, Nance. How behind are you on figuring yourself out?"

"What?"

"Do you at least masturbate?"

Nancy cringed and shrank back. "I mean..."

"Yes or no, dude. And don't say no. I'll be forced to reevaluate my performance as a big sister. I never thought that I had responsibilities in this area. Just assumed people kinda got there on their own."

Nancy pulled her knees up to her chest and hugged herself into a ball. She took the time Serena was ranting to calm herself down a little.

"I masturbate," Nancy admitted quietly.

"Yeah? Good."

"But I don't think I do it right."

"That's ok. That's halfway expected. We can work with that."

"We can? We're... what are we doing?"

"Nevermind just yet." Serena tilted her head back in thought. "So, lemme get this straight. You know about porn, somewhat, but are embarrassed enough that you're probably not that deep into it. Which isn't a bad thing, honestly. You don't have any toys, but you do play with yourself, but maybe haven't..." Serena trailed off and examined Nancy's face. "Have you had orgasms?"

"I... I don't know."

Serena nodded. "Ok. So you haven't."

"I-"

"Shush. I'm thinking." A long, awkwardly quiet moment passed. "You weren't gonna try and use my dildo, were you?"

Nancy squeaked and buried her face in her knees.

"It's way too big for you," Serena said gently. "You can't start on something like that. Something thinner for you."

"And shorter," Nancy mumbled.

"Well... yeah. But you wouldn't be trying to take the whole length anyway. This one's made for two people. You understand that, right?"

"What?" Nancy's curiousity overcame her deep, crippling embarrassment enough for her to lift her head as Serena lifted the dildo again.

"See the two identical ends? Yeah, one for each person."

"Like... like two... girls?"

"Generally, yes. Not always."

"So you're... you..."

"Don't make assumptions just yet," Serena said softly. "I can see we've got a lot of work to do, and I don't dare think what you're imagination's telling you."

"Well, you and another girl, right? 'Cause... 'cause of..."

"Yes, yes. You're right. But just... don't read into it, is all I'm saying."

"I-"

"You're still reading into it. I can tell. Stop that."

"Sorry."

Serena nodded. "So, anyway, we need to get you a smaller toy. That's pretty clear."

"I don't really want one."

"No? You sure? Or are you just still super embarrassed by everything?"

"... it can be both."

"You seemed awfully fascinated before you realized I was there."

"That was... it was only..."

"What?"

"You're gonna think this is stupid."

"I really doubt it."

"I just wanted to see if it would... if I could get it in my mouth."

Serena blinked slowly. "What?"

"I told you it was stupid."

"It's actually not."

"It's not?"

"No. That makes way more sense."

"It does?"

"Yeah. And it's probably way more feasible that you could suck on it than, like, comfortably taking it another way."

"You think?"

"For sure. Still not what you'd want to start with, though."

"Well... I don't really have options."

Serena smirked crookedly. "Almost certainly more than you think you do. But nevermind that. Boys aren't gonna be that big, Nance. If anything, you want something more human-sized."

"I-"

"If you wanna see what a blowjob feels like, anyway."

"Hey!"

"That's what it's about, isn't it?"

"No!"

"Yes it is."

"No!"

"Yes!"

"... yes."

"Good. We can work with that." Serena put her hand on Nancy's shoulder. "You're gonna have to let me help, Nance. We got work to do with you."

Nancy squirmed. "It's kinda pathetic, isn't it?"

"Nope. Not at all. Everyone has different experiences. And lots of 'em don't have awesome big sisters to help out when they need it, so you're already doin' better than most."

"I don't think that's true. That last part."

Serena grinned. "We'll see if you change your mind when I'm done with you."

"That sounded kinda ominous."

"Oh it'll be fun. Trust me."

"Again, ominous."

Serena affectionately ruffled Nancy's hair. "Hush, Nance. I'll take care of you."

"You seriously don't hear how ominous you sound? 'Cause mppphh mmnnhhhgg nnhhggg."

Serena wrapped her arm around Nancy and covered her mouth until she went silent. She let her hand fall away and just held Nancy to her for a while. Slowly, Nancy unfolded and let herself fall into her sister's loose embrace.

The scariest part was, arguably, over now. The confrontation. Except Nancy had no idea what Serena was contemplating, and it was quite possible there would be scarier stuff ahead. Still, it was Serena. Her big sis. It couldn't possibly be too bad, right?

****

It was only the next day when Serena came to Nancy's room with the first part of her scheme. Even before she spoke, Nancy had a hollow feeling in her tummy that she was up to something. Just the way she smiled.

"Brought you something," Serena said casually.

Nancy pretended to look up from her book, as if she hadn't been tracking Serena ever since she entered. She didn't move from her bowl chair in the corner where she'd been curled up reading. "A banana?"

"Yep."

"... for a snack?"

"Nope."

"Then... what?"

"You know what." Serena handed the banana over, then settled herself on the end of Nancy's bed, folding her legs and getting comfy. "Don't worry, I'll get something better for you. Just didn't get there yet."

Nancy felt heat rise in her cheeks. "Thanks?"

"You're welcome."

Nancy stared at the banana. "I don't-"

"Probably wanna peel it first," Serena suggested. "I mean, you can do it skin on, but it's thicker that way, and kinda grosser. I washed it though, just in case."

"I-"

"Probably just, like, peel it halfway, like you're gonna eat it. But instead, like, you know, just suck on it for a while."

"I've had bananas in my mouth before," Nancy blurted, trying to get ahead of Serena cutting her off again.

"Yeah, but not for this."

"No, but... but I don't think this'll actually help."

"Hey, it's training wheels shit, sure, but ya gotta start somewhere." Serena shrugged. "And honestly, you'll only be able to go so long before it gets too soft." She winked. "Much like a real penis, in some ways."

"Oh god."

"You know, 'cause of when they-"

"I get it, thanks."

"And afterward-"

"I said I get it!"

"I heard. But if you don't start sucking on that thing, I'ma have to keep tormenting you."

"I don't think you do, actually."

"Education and torment all in one. The big sis wombo combo. How many opportunities do I get to-"

"Alright! Alright. I'm gonna do it. Then you'll leave?"

"Probably."

"Probably?"

"Well I gotta see how you do first."

"Oh my god!"

"So show me."

Nancy blushed furiously as she stared at the banana in her hand. It was on the green side, still pretty firm, so probably wouldn't fall apart too quickly. That wasn't really her main concern though. She wasn't sure at all that she could actually just, like, pretend to suck it off in front of someone.

"First you peel it," Serena prompted. "That's not even part of the lesson. That's just how bananas work."

Just to buy herself a few more seconds, Nancy slowly peeled the banana back to about halfway. It looked more doable at its reduced internal thickness, at least. That still didn't help the emotional barrier to entry, though.

"Put it in your mouth," Serena urged helpfully.

"I know."

"You're not doing it."

"I... I can't."

"Sure you can. Just take a bite, except don't. Boys don't like when you bite their penises. Pro tip right there."

Nancy smiled and almost giggled. Just enough tension was released that she took a deep breath, then brought the banana to her mouth.

"There ya go," Serena said. "In it goes. Doesn't have to be deep yet. Just get some in there."

Nancy felt ridiculous, but put about as much of the banana in her mouth as she might bite at once, then kind of just held it there.

"Give it a kiss if you want," Serena said. "Or out and in. Or go deeper. Lots of options, really. In fact, if you don't wanna go right to it when the real thing happens, you can always spend some time licking and kissing."

Having been given the option, Nancy pulled the banana back and gave it a kiss. She swiped her tongue out and licked it from a quarter of the way down up to the tip.

"I dunno. That just feels silly," Nancy said.

"It's a banana, Nance. Of course it's gonna feel a bit silly."

"But-"

"I'll try and get you a dildo for next time. It at least feels properly sexual. Though honestly, a real dick would be best."

"I... I couldn't do a real one."

"You could if you were super duper into a boy, I bet. And that's the point, right? To see if you could handle it when the time came? And to kind of know what you're doing."

"Well... yeah. Basically. Maybe. I think."

"So it's better if you start on something a bit silly, isn't it?"

Nancy bit her lip. "Did you ever do anything like this?"

Serena grinned and leaned forward. "You wanna know?"

"... yes?"

"When I used to get horny, sometimes I'd grab a banana and sneak it to my room. And I'd kinda, like, do exactly like this. Just pretend I was sucking someone off. And I'd play with myself while I did it."

Nancy's eyebrows shot up. "Really?!"

"Did you think I didn't masturbate?"

"I... no... but-"

"Then eventually I got a dildo. I had to. Needed something a little closer to the real thing."

"The one I-"

"No, god no, not that one. Something only little. Easy to stuff in my mouth. Fairly easy to get in my throat, even if only just a bit of it," Serena said, indicating a spot on her neck. "I'm gonna get you one like that. Promise."

Nancy squirmed in her chair. "I don't even know if I'll like it enough to really bother getting one."

"Nance, babe, you're sitting here with your big sis practicing on a banana. You're into it. You don't gotta be all shy about that with me. I know what you're feeling."

"I-"

"And just you wait for the real thing." Serena grinned. "It's so much fun with the right person."

"I don't think that's happening for a while."

"Maybe. Maybe not." Serena shrugged. "Never can tell with these things. But don't worry. I got your back. Anyway, back to work missy. You've stalled long enough."

Nancy felt a little less ridiculous putting the banana back in her mouth. At least Serena had done things like this before, so it wasn't just her.

Other than sliding the banana in as far as felt comfortable, Nancy wasn't really sure what to do next. She tried bobbing her head a little, but it didn't quite feel right. Nor did licking or kissing or anything Serena had suggested. It was still just a banana after all.

Serena watched quietly for a bit, then got up and came over to Nancy's bowl chair. She climbed in as Nancy frantically pulled her banana free.

"Hey! No room!"

"Sure there's room," Serena said calmly. "Just gonna have to snuggle a bit."

Serena got herself settled at nearly a ninety degree angle to Nancy, legs fully across her lap, pinning her in place.

Serena plucked the banana from Nancy's unresisting fingers. "You're overthinking things, Nance."

"I don't think that's the problem."

"It so is, though." Serena shrugged. "I mean, lack of experience, sure. But I can tell you're not feeling it."

"Well... it's a banana."

"True. But still, though."

Serena brought the banana up most of the way to her mouth, then made firm eye contact with Nancy as she dipped her head to meet it. She never looked away as she parted her lips, then only gave the banana a teasing kiss. She licked halfway up it, then kissed it right around the middle.

Nancy watched awestruck as Serena made it look sexy. She couldn't imagine doing that herself, but her big sis did it so effortlessly.

"See?" Serena mumbled in between kisses and light sucks of the shaft. "Gotta tease a li'l. Play a li'l. Then..."

Serena took more of the banana straight into her mouth than Nancy felt she'd be able to. All so smoothly. Serena bobbed on it, up and down, pulling entirely off at times for more kisses and licks. Eventually she paused to peel the skin down further, then tilted her head back some and took it partway down her throat, held it there, then flourished back out, presenting it back to Nancy.

"Oh wow," Nancy breathed. For some reason, just from watching her sister's ridiculous and lewd display, her tummy had gone a bit fluttery. She hesitantly accepted the banana back, trying to ignore the slight tremble in her hand.