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I didn't even realize it was a "holiday". Honestly. I thought it was a fake one they made up for that one comic book movie with the funny guy in red. Not that I don't support the idea of an International Women's Day, I'm not a red-pilled asshole after all, but it just wasn't a thing I was aware of.
So, when I came home and saw my sister Rebecca's shoes in the foyer, indicating she had got home before me for once, I had no clue I was in for anything.
Of course, I was happy to see that she was home, regardless of the reason. My relationship with my sister had taken a massive positive turn since my seventeenth birthday. She'd decided to pretend to be a robot servant and clean my room for my present this year. That had led to me taking advantage of the situation to request a blowjob. To be honest I kind of surprised myself, and I was doubly surprised when Becca decided to stay in character and just roll with it. Well, surprised and happy. It was the best birthday present ever.
To top it all off, we'd even agreed to try sex together later that night. It had gone about as well as I hear most first times go, which is to say, not very. In the two weeks since then we hadn't done anything else sexual with each other, and I'd been too nervous about my poor performance to drop any hints.
The only thing that really changed is how much time I wanted to spend with her. Previously I had been more interested in playing video games online with my friends. Now I was more likely to seek out Becca and ask her about her day or offer to play co-op with her. I worried that I might come off as clingy or desperate, but Becca didn't really seem to mind the attention.
In fact, I was about to seek her out, since we had at least an hour before Mom and Dad got home, when I noticed something odd. The light was on in the Den.
It wasn't like the Den was off limits to us kids or anything, it was just that it was super boring. Just some bookshelves, Mom's keyboard, a recliner, a couch, and a TV no bigger than the ones in our bedrooms. So why would Becca go in there?
I was experiencing something sort of like Déjà Vu, except not quite. I hadn't experienced this exact moment before, but I had experienced these feelings. Something was out of place, just like when she was in my room last time, but it gave me a sense of anticipation rather than trepidation.
I approached the den and knocked.
“Come in! It’s open," came my sister's voice. Except she was doing a German accented voice. She practiced different accents a lot, to the point that it was sometimes annoying. I couldn't argue with the results though, she was good.
I opened the door and there she was sitting in the recliner. She wore a navy-blue business skirt and jacket with a white dress shirt. My eyes were drawn to her crossed legs, which were bare and lovely. I then quickly, nervously adjusted my gaze up to her face. She gave me a wink and smirked at me when I got there.
"Hello Jacob," she said as she stood up to greet me. My name sounded like Yahkob in her accent. My sister never called me Jacob. "I'm glad you're here. I'm Helga Schmidt, and I'll be your counselor today." She reached out her hand to shake mine.
Bewildered, I shook her hand. She still looked adorable, but completely different. Her hair must have been under a skull cap, and she wore a wig that gave her straight brown hair. She also wore her glasses rather than her contacts. Overall, she looked sort of like a sexy junior librarian.
"I'm sorry, but I didn't know that's what this was. I'm not sure I need therapy," I replied when I found my voice.
"Jacob, Jacob," she said as she shook her head. "We all need therapy. And your sex partner definitely thinks you do. Let's see," she picked up her notepad and began reading a list, "lack of communication, performance issues, lack of self-confidence... tricky issues to solve, especially by yourself. Please sit. Give this a try. Obviously, we can't solve them all in a single session, but we can make progress." She said the last part with such enthusiasm and confidence that it deflected some of the sting from the earlier criticism.
I sat down. Last time I played along, and I ended up in a pretty good place. I was willing to see where this rabbit hole went.
"So, it's not a problem for you that my partner is my underage sister?" I asked, getting into character.
"Consensual incest is legal in New Jersey, and you and your sister fall under the close-in-age law," she said waving her hand like it was no big deal. We were not actually in New Jersey, and there was no such leniency in our State. So, I guess we had been transported across the river by the power of imagination. Dope. "Why? Is it a problem for you?" She raised a single eyebrow. I didn't know she could do that.
"No… I mean, I guess it's not ideal, but other hot girls aren't exactly lining up around the block to get with me," I said. What I didn't say is that I hadn't been able to get the event out of my mind for more than a few minutes since it happened. I shook my head and went on. "And Becca gives an amazing blowjob," I conceded. "So, yeah, I'd be happy if we could make it a regular thing."
"So, you think your sister is hot? Yes?" 'Helga' asked with a smirk.
"She already knows I do," I said firmly, looking into Helga's eyes. Brown eyes. Wow. She was even wearing color contacts under her glasses. Between that and the wig, talk about being committed to the role.
"She does or she does not. Regardless, it's important to communicate your feelings, young man." I let out a short hiss of a laugh at my little sister calling me 'young man'. "Emotions are no laughing matter!" she admonished me. "Your feelings and desires, you must express yourself to your lover. She is not a mind reader. Yes?"
"OK, that's fair," I conceded, "but it's not easy to be all like 'hey, I know last time completely sucked for you, and I can't guarantee it's not going to suck again, but do you want to hook up, sis?'" I threw my hands in the air at this declaration and turned away, unable to look Helga/Becca in the face.
She let a few moments pass. And then a few moments more. She let enough time pass so that the silence was just starting to get uncomfortable. I looked back at her.
"It sounds like, you are afraid to try something you want to do because you might suck. Yes or no?" she said.
"No," I responded peevishly. Helga just looked at me and waited. Damn she was good at this. "OK, yes. I guess."
"OK. Have you tried not sucking?" she asked in her fake German accent with a cheeky grin.
I picked up a pillow and threw it at her. She easily blocked it with a hand.
"I'm serious Jacob. Good sex is learned. Yes or no, do you think?" She held out two hands to me as though offering me two objects.
I frowned. "Yes," I admitted, "but how am I supposed to learn? Last time was painfully, embarrassingly bad, I don't want to go through that again."
"Becca tells me you once taught yourself to solve a Rubik's Cube quickly. Half a minute, yes?"
"Almost. I used to be that good. I haven't done it in a few years now. It's not that hard really." I held out an imaginary cube in your hands. "All you do is-"
"Jacob, please," Helga said, "our time is limited. My question is how did you learn?"
I dropped my hands in my lap. "I got The Cube and a booklet for Christmas one year."
"You learned from a book. Could you do the same here? Learn from books about how to do sex properly. I could recommend some."
"Maybe. I'd worry about getting caught with it."
"You watch porn on your phone and you are afraid of getting caught doing a little reading?" She asked, raising that eyebrow again.
I nodded and shrugged. It didn't make sense except that I never watched porn for very long.
"Well, it's good you came to see me," Helga said with just a hint of laughter to her accented voice. She started slowly unbuttoning her shirt. "I'm an expert at bringing women to orgasm. I'd be happy to show you how to do it properly."
"What!?" was all I could say. Not that I wasn't suddenly completely down to watching my sister bring herself to orgasm, but my immersion was breaking. What kind of porn scenario was this? I had a sudden thought.
"Helga, what kind of therapist are you?"
Helga smiled as she pulled her shirt apart, exposing a white lacy bra with a front clasp struggling to hold back her prodigious breasts. "Why, I'm New Jersey's number one sex counselor. Did your sister not tell you? Such a naughty girl," she said as she undid the clasp on her bra but held the two ends for a moment. "If I'm going to teach you, I need your firm consent. Do you consent to watching me masturbate to orgasm?" She raised her eyebrow at me again.
Was I enough of a perv to want to watch my sister get herself off. Yes. Yes, I was. Still am too.
"Yes, please!" I couldn't say fast enough. "But um, how exactly is this supposed to help me get better at sex?"
"Your problem, Jacob, is not lack of skill at sex, it is you do not properly pleasure your woman. I will show you how. You will go to her tonight and show her what you have learned."
"If you want to actually 'get good' at sex you and Rebecca will experiment until you find what works for both of you. What matters today is you must learn well enough to take care of her needs. For now, you listen and observe. Yes?"
"OK. Yes," I said. "I'm totally locked in. Please, show me."
She finally let the cups of her bra fall away revealing a pair of puffy pointed nipples. Suddenly it was much easier to focus on Helga.
"Kissing is always a good start, but very much insufficient by itself. Simultaneously, you don't want to escalate too quickly. Touching, caressing her breasts, especially her nipples, is a good middle ground to start out. Like so."
She gently grasped her right breast in her opposite hand and rubbed at her nipple with her fore and middle finger. Then she gently pinched the nipple between her finger and thumb.
"Pinching is good too but be sure not to overdo. It can leave sore nipples. Keep to gentleness until you get a feel for it. Meanwhile, kissing the neck is excellent. Right here and here." She indicated the sides of her neck, near where the pulse would be. "Do not suck and leave marks, but kiss and once she is into it, maybe even lick. You are paying attention, yes?"
"Yes ma'am," I replied, and I so freaking was. My only major distraction was my massive hadron that wanted to escape my pants. "Um, should I use my mouth on her breasts?"
"Mmmm, yes," she said, practically purring, "but, again, be careful not to escalate too quickly. Take time, go slow, if you can. And listen to her." Her brown eyes met mine and she winked.
Helga stood for a moment and began hiking her skirt up to her waist, revealing for the first time that her costume did not include panties.
"Unfortunately, our time is limited, and I have more to show you, so we must accelerate. So," she said as she sat back down in the chair and propped one leg up over the arm, "Can you see everything?"
I could. I saw her pussy fully on display and without a hint of shyness. My sister shaved, but not fully. There was still a neatly trimmed patch of red hair on her pubic mound. (I offhandedly wondered how often she did maintenance to achieve the effect.) She used her free hand to spread her outer lips, the better to show off the inner ones, her vaginal entrance, and her clearly engorged clit peeking out from under its hood. It looked very inviting.
"It's actually very simple, Jacob. You want to stimulate the clit, but if you do so without lubrication… well let us just say you don't want to cause chafing." She smirked a bit as she brought her left hand from her breast down to her pussy. "Fortunately, a built-in solution is available!" She dipped two fingers down to her entrance, causing them to glisten with her arousal and then brought them up to her clit.
"If your partner is not wet enough, which happens sometimes, you can get some store-bought lubricant or massage oil. Or alternate solutions are available but shall be covered another time." She began to slowly, sensually massage her clit up and down. By the expression on her face, she was enjoying herself. "Slow, good pressure is best."
I frowned. "In porn they always seem to go a lot faster and harder. That's not good?"
"Seldomly, especially at first," she replied, not even breaking her rhythm, let alone character. "Mmmm. Everyone is a snowflake, so some like more, but no, not most." She began rubbing in circles instead of up and down. If anything, she seemed to be enjoying this more. "Experimentation is good. Oooo. Try- ah! Try out options. If you find a good one, stick to it."
Helga then used the fingers of her other hand to play with her entrance. "Speaking of experiments, mmm you can try penetrating, but don't stop playing with her nub." She pushed her fingers into herself but continued to play with her clit. "Oogh. So good."
She started moving her fingers back and forth slowly but firmly. On every in-stroke she would make a wordless noise, a mewling cry or a soft grunt. It was all I could do not to whip my dick out and join her. I had leaked so much precum that there was a small wet patch starting to develop on my pants.
Fortunately for my willpower, Helga didn't take much longer to actually cum. Her movements grew stiff and jerky, her cries became louder, and her expression decomposed briefly into a wanton look of pure pleasure. I didn't get to see that expression for long because next she threw her head back and moaned. Then she was still, save for her breathing which caused her breasts to rise and fall in interesting ways. It had taken her a matter of ten minutes to bring herself to orgasm. Impressive.
"I just need one moment," she said, holding up a single finger. I was prepared to give her the rest of the hour as long as she didn't mind me looking.
Fucking hell that was hot. I was pretty sure I had just had a new kink unlocked. What was it called when you were into watching women in business attire masturbate? I could look it up later. Or hell, invent a name if there wasn't one. Maybe I was a pioneer. Probably not.
Helga roused herself and began putting herself back together.
"I trust you paid attention. Yes or no?"
"Yes," I said. I was a little disappointed that apparently that was as far as we were going to take things for now.
"Good. Well Jacob," Helga said, buttoning her last button as she looked me over again, "my prescription for you is tonight, go to your lover and offer to show her what you learned to make up for last time. Surprise her."
I laughed. "Somehow, I think it's not going to be a surprise, but yeah, sure."
Helga frowned at me. Or actually, I think maybe Becca did. I was falling out of the act; I knew from long experience (all the way back to her first tea parties) this was not allowed.
"Well, our time is up. Make another appointment as needed. I'll send you an invoice." Clearly, I was dismissed.
"You're not going to help me out?" I asked, indicating my still visible hard-on straining my pants.
"Jacob, I'm a sex counselor, not a prostitute. You'll have to take care of your own problems. Also, you know it's International Women's Day. Yes, or?" I gave her a blank look. "No, you do not. Well, it is. As well as women's history month. Maybe make an extra effort today, don't be so selfish. Yes?"
"Yes, OK. Fine," I grumbled. "Thanks for your help, I guess."
"Yes, you're welcome. See you around, Jacob." Helga smirked as I slunk out of the door up to my room.
Given how worked up I already was, release came fast, so at least there was that.
It's a good thing too because our parents arrived home not long after that. They called us down for the after-school interrogation. Apparently, Becca had taken time when I was indisposed to make a quick-change. The only sign there was something out of the ordinary was that she still had her glasses on rather than her contacts.
Our parents asked all the classics. How was school? What did you learn? Do you have homework? Blah, blah, blah. They still treated us a little like we were still in grade school even though we were both in high school. I was annoyed, but better than the opposite, I guess.
I admitted to having math to do mostly so I could get out of helping with dinner. Becca claimed she need to do some English reading. Plus, she pretty much always had stuff she could do for Studio.
Dad groused that he would have to make his Chicken Piccata by himself. Mom told him it was definitely his turn and then made for the den. I was on my way up the stairs before she even opened the door. She wanted to know why it smelled like air freshener, but Becca and I both claimed ignorance and skedaddled.
Right after I passed her room I paused, took a deep breath to steady my nerves, and turned around. I had given some thought on exactly how to play it. Last time after she had broken character Becca had acknowledged her role playing. Given what she had said as Helga though, I had a feeling she wanted me to continue acting as though she was a different person.
"Hey," I said, just loud enough to grab Becca's attention before she slipped into her room and shut the door. "My appointment went well. I'd like to show you what I learned tonight."
Becca smiled and put a hand on my shoulder. "I thought you'd never ask," she said without an outward trace of guile, leaning in to kiss me on the cheek. "When can I expect you?"
"I think that musical Mom has wanted to see came out on streaming today. My plan was to subtly suggest they watch it but then bow out myself. You saw it in theater, right?"
Becca laughed, then said, "I see where you’re going with this, and as much as I want to see it again, I'm willing to sacrifice for a good cause."
"Great. See you during the movie," I said with a nervous grin. Then I hitched up my courage, leaned in and did something I had never done before. I kissed my sister's lips.
By the standards of romantic kisses, it was pretty chaste. A little bit too long and enthusiastic to be called a peck, but not something designed to knock her off her feet either. I would classify it as a classic high school boyfriend kiss.
If I surprised Becca, she didn't act like it. She kissed me back without hesitation, like she knew it was coming. Maybe I had given a tell? Had I been staring at her lips? Maybe. Probably. Oh well. It was still a pretty good kiss. As if I would know from my vast lack of experience.
She broke the kiss, stepped to the other side of her doorway, and said, "See you this evening," with a wink and shut the door.
_ _ _
My plan went off without a hitch. Unless you count Dad mild griping about having to suffer through yet another musical, but that wasn't unusual. True to her word, Becca plead exhaustion and climbed the stairs not more than a minute behind me. I waited for her at the top.
"Hey," I said when she got there.
"Hey yourself." She reached for her door handle. "Come on in."
"Actually, we should use my room. It's further away from them," I explained, gesturing down the hall.
Becca wrinkled her nose at me.
"I cleaned up after I did my homework, OK," I told her. "I even changed my sheets."
"Oh," was her only verbal response. She walked past me three doors down the hall to my room, turned on the light, and looked inside.
"Valid," she said, "but The Becca Unit did better."
I was sorely tempted to give her a cheeky smack on her butt as we stepped into my room together, but I held back. I wasn't 100% sure she would take it in the spirit it would have been intended, and I didn't want to ruin the mood.
"Yeah, if only she was real," I sighed dramatically.
Becca sat on my bed, on top of the black and grey checked comforter, grabbed my pillow and threw it at me. I reflexively batted it to the side and sat down next to her. I used one hand to brush some of her hair to the side, then leaned in to kiss her. Our second kiss was even better than the first. I felt a warm tingling sensation spreading across my face as we pressed our lips together. Becca adjusted slightly and captured my bottom lip between hers. I fought back, capturing her top lip in kind. We went back and forth for a bit, but I had to take a break to breathe after a minute or so.
"So, your appointment went well?" Becca asked with a sly smile.
"Yeah, I learned a lot. One thing I learned, I should let you know what I think," I said then gave her another peck on the lips. "Becca, I think you're hot. Also, I'm really sorry about last time. I'm going to make it up to you."
"Oh, no cap?" She gave me a big toothy smile. "Thanks bro. I was wondering why you didn't come back for seconds." She gave a short quiet laugh that lit up her face.
'God she's cute,' I thought as I smiled at her joy. 'If she wasn't my sister, I'd want to ask her out. I wouldn't have the courage, but I'd want to. Guess I'm lucky she is my sister so I can do this.'
I leaned down again for another kiss, except this time I snaked one of my hands under her T-shirt, trailed my fingers up her stomach and held one of her bra-clad breasts in my palm. Normally I wouldn't be so bold without asking first, but 'Helga' had suggested it earlier and the vibe seemed right.
Becca definitely didn't mind, she hugged me around my shoulders, pulling me closer as I massaged her boob with both my fingers and my palm. I enjoyed the active enthusiasm from her; it was much better than the passive acceptance I had gotten when she was pretending to be a robot. I much preferred making out with my sister as herself.
Becca's shirt had ridden up her torso enough so that I could see that she hadn't changed her bra from earlier. Without breaking contact with her lips, I used both hands to undo the front clasp on it and her breast spilled out of her bra. I immediately started playing with her beautiful puffy nipples. I also broke our kiss so that I could kiss Becca's neck where 'Helga' has told me too. Becca let out a hungry moan, which let me know I was doing OK.
She pushed her shirt over her head forcing me to break contact with her neck, but only for a moment. She slipped her arms out of her bra next then ran her hands up and down my arms. I made a mental note to start doing more curls and such.
I spent a while going back and forth between kissing Becca's lips and her neck while I played with her breasts. Becca occasionally moaned lightly but appreciatively.
"This is nice," Becca said on the third go around of neck kissing, "but don't tell me this is all you learned."
"Oh, it's not, but I figured we had time given how long that movie is. I didn't want to escalate too quickly." I raised my right hand off her breast and wiggled my fingers. "Ready?"
"Oh yeah, completely ready." Her actions matched the eagerness of her words. Becca grabbed my wrist and brought my hand down to her waist.
I felt only a little nervous as I slipped my hand inside her leggings and panties, past her clit, and down to her entrance. She was absolutely soaking wet, so it was no trouble to wet my fingers and return to rub her clit. I also dropped my head down to her left breast and started gently licking and sucking at the nipple. Becca's moans grew louder, more forceful, and were joined by the occasional lustful gasp.
"Looks like, oh, you learned, mmmmn, a lot!" she moaned.
I let her enjoy the sensation of me playing with her for a while. I tried big circles, small circles, and little back and forth movements. She pulled my hand more tightly against herself, indicating that she wanted more pressure, which I was more than happy to give her. At the same time, I sneakily started to work her leggings and panties down with my wrist.
After a couple more minutes working on her exactly how she had asked me, I pulled away from her breast and looked up into her blue eyes. I didn't stop working her clit.
"Hey," I said, giving her my best attempt at being suave, "I'd like to experiment a little. Maybe pay you back a little more directly."
"Um, what did you have in mind?" she asked, almost completely calmly.
Waggling my eyebrows at her, I said, "This." Then as fast as I could I scrambled off the bed into a kneeling position on the floor, pulled her leggings and underwear off the rest of the way, and stuck my head between her legs which she had oh so willingly spread open for me.
She gave a short little scream of surprise at first but then started giggling. I had planned on verbally asking for permission at the last minute, but Becca seemed to realize what I had planned and also seemed OK with it.
So, I just dove in and started licking her clit. I kind of just did what I was doing with my fingers before. I started with just a simple back and forth motion.
"Ahh! Oh God! Fuck! Oh, stop for a second! Oh God!" I stopped immediately of course, and not just because Becca asked me to. I was a little worried about how loud she was being too.
Becca caught her breath; sat back up from the prone position she had fallen into and grabbed my pillow.
"If we're going to do this," she said with wry smile, "I'm going to need a silencer." And she laid back down with the pillow over her head.
"Um, aren't you going to suffocate if you do that?"
"No, don't worry about it," she replied, voice muffled. "Do your best, bro!"
I shrugged and got back to work on her clit as directed. I decided to try small circles this time. It was easier to play with her nipples that way, which I also did.
Becca kept one hand and the pillow and rested the other on the back of my head. She made some wonderful noises.
"Oooohh! Oh God! Oh Jesus! Ohohoh, put a finger in me, oh God! Please, put a finger in me!" It was a really good thing she had the pillow.
Who was I to question her request? I brought my hand down right below and teased at her entrance with my index finger a little before plunging it in. 'Helga' hadn't really covered this directly, but I used small gentle movements as she had generally cautioned. If Becca wanted more, I was sure she wouldn't be shy about telling me.
I switched back to a back-and-forth movement of my tongue, moving it in sync with my finger, but in the opposite direction.
"Oh fuck! Oh fuck! Oh fuck!" Becca chanted in time to my thrusts. "Two fingers! Oh fuck! Use two fingers!"
So I did. My middle finger and index finger together made the cutest little squelching sounds as they thrust in and out of her. She especially seemed to enjoy it when I focused on the area directly near her entrance, so I tried some shallow thrusts.
Becca stopped forming coherent words and just started screaming and groaning, so I kept it up. Her thighs started to shake and quiver. I was smiling so much at her antics that it was making it hard to keep up the pace. I tried to suppress the expression.
After about a minute, I felt a shiver go though her whole body and her yelling reached a crescendo. Becca yelped into the pillow, "I'm good! I'm good!"
"You're good? What do you mean?" I pretended not to understand and just kept going. I felt her thighs continue to shake and her abs contract rhythmically.
"Oh God! Fuck! Ahhhh! I mean stop, you asshole! Stop!" She yelled and then took the pillow off her head and started beating me with it.
I backed off laughing. She was laughing too but curling into a fetal position at the same time. I wiped the saliva off my face on my shirt sleeve and laid down next to her. I started to try to spoon her.
"Oh God! Don't touch me!" Becca growled. I backed off. She was shivering a little, so I got up and grabbed my spare blanket out of my closet for her. She seemed to appreciate that. I gave her a few minutes.
"Jake, you win the award for greatest improvement," Becca told me when she could sit up. She had a grin plastered to her face. "Fuck bro, that must have been one hell of an appointment."
"I was good?" I asked. I was pretty confident of the answer, but I still wanted the validation.
"Yeah, top ten for sure," she winked at me.
"You've had more than ten partners?" I wasn't upset about it, just surprised.
Becca counted on her fingers. "Actually no, if by partners you mean people that were interested in reciprocating." She started gathering up her clothes. I gave her a hand.
"People at school just use you for oral and don't try to make you cum?" I frowned at that. The thought was turning me on and making me angry at the same time.
"Yeah, mostly guys. And a couple of the really popular girls too. But honestly, I don't mind. Blowjobs are fun." She shrugged. "Speaking of which… you want a quick one?
"I'm probably crazy for saying this but, no. Today is about you. And I want to make up for myself and all those guys that took advantage of you. Besides, someone told me it's International Women’s Day and I shouldn’t be selfish," I said with a wink, "But let me know the next time you want some help and we can trade."
"That's the first time anyone has ever turned me down," Becca said, laughing in surprise. "OK, we'll play it your way. I've got rehearsal tomorrow after school, but I'm free the day after."
"Sounds like a plan," I said smiling, "now get out of here before Mom and Dad check on us. Or I change my mind."
I didn't want to send Becca away. I wanted to bask in her afterglow. To snuggle up with her on my bed and spoon with her. I'll be completely honest, I wanted to slip my dick inside her from behind and fuck her like mad, cum inside her, and fall asleep together. I wished I could wake up beside her. But I couldn't. Our parent's would catch us, and who knows what they would do?
Becca pulled on her panties and T-shirt, gathered up the rest of her clothes in a bundle and snuck out the door.
I smiled wistfully. I felt longing for her presence already but also satisfied with myself as I pulled up some porn on my phone. It was a poor substitute for my sister, but after her proposal I definitely needed to cum or I wouldn't be able to sleep.
'If I play my cards right, maybe I won't need to do this much in the future,' I thought.