Well, here's a warning. This following little side-project is both extremely lewd and in no way, shape, or form canon.
Basically... uh, shamefully I've been entertaining the thought of Tsuyoshi x Youko for a few days now and now it's reaching its logical conclusion. Don't worry, the main story will remain updated, just... ehehe, hope you can put up with my Overflow-worthy lewdness.
I should have never agreed to Sekai's proposition.
At the end of the first semester she mentioned briefly something about her mom needing help in her restaurant. Something about carrying the goods here and there and some mild help with the cleaning. I figured that I might as well go ahead and help out. The pay was nice and the environment friendly enough, even if I still couldn't stand to not feel awkward when seeing one of Radish's waitress costumes. Plus, I had nothing better to do for the holidays anyway.
Saionji's mom's enthusiasm about me coming over to help should have tipped me off, but I'm not a particularly bright guy, it seems. Just dismissed it as Saionji Youko's usual enthusiasm. Saying that Sekai's her carbon copy in personality wouldn't be too far away from truth, really. It's the same type of slightly boyish, slightly flirty and overwhelmingly friendly girl.
My work wasn't particularly overwhelming on its own; all I needed to do was to carry the shipments – both Oruha and Noan seemed pretty grateful for that – and then do some general cleaning once it was closing hours. I make for a rather poor mascot, so I was consciously not put in front of the restaurant and, as much as I loathed to wear it, Youko provided me with something more official. Thank goodness this summer isn't that hot and thank goodness that she didn't skimp on air conditioning.
A few first days were pretty okay, but then I couldn't help but feel... uh, a little watched. Now and then I'd catch the glimpses of Sekai's mom staring at me from her office, from behind the bar, the works. I first figured that she was just evaluating how was I doing on the job, but... these gazes were a little too frequent, and a little too intense.
So when she offered to pick me up one day, I made a really dumb decision and agreed.
"Ah, Tsuyoshi-kun." I look up from my broom, having just finished the cleaning of the terrace. Nothing too extraordinary, just a few papers here and there. That's Youko – or rather, Youko-san, what's with being my boss and all – standing over there, a keyring on her finger. "I'd almost lock you here."
"No problem, Saionji-san, I'd probably just jump out the window."
"Come on now, you know you can call me Youko." Yes, I can, but it still feels really weird. You're my friend's mom, yeesh. Plus, you're my employer for a few weeks at least, so... "And I suppose that's a way out. I'd still feel guilty about it."
"No argument here. Have you left something behind?"
"An employee, probably." She giggles before shaking her head. "I figured I can do a quick general check on things before I go home." Her expression changes for a moment into a thoughtful one, then goes back to the pleasant little smile that suits her so well.
A few moments later we're both outside the now locked Radish. I could afford to change back into a casual gear at this hour, so my stuffy waistcoat stayed inside.
"Got any way back home?" She asks me, rocking a little on her heels. For some reason she has that office outfit that looks really nice on her. Wish she would not show as much cleavage though. I mean, I guess that's how advertisement works, but still.
"I usually just walk back to the station."
"Isn't that a lot of walking?" It was, but it wasn't much of a big deal to me anyway. "Well, how about I ride you home instead?" Youko offers with a smile.
As she explained, she was using a car borrowed from Setsuna's mom. They were pretty chummy with each other, just like their daughters. Couldn't expect anything else, really.
And yet, something at the bottom of my spine was crawling up in a way that I could only describe as distressing.
We stopped at Saionji household. Youko invited me for some tea and I figured that I might as well accept the invitation. Though the notion was still weird, being so buddy-buddy with a person twice as old as me, I just... rolled with it as the time passed. It did help that Youko was really an older, slightly more flirty Sekai.
Perhaps a little too flirty.
We're sitting on the couch in the main room, sipping the tea. Youko has a strawberry-flavored one, I settled for black. She hasn't changed from her "work" outfit yet too. For some reason she insists on wearing that combo whenever she goes to Radish as the boss.
It's a very nice combo, though she could stand to button her shirt up a little more.
...where am I even staring? Focus on your fucking tea, Ikeyama.
"Saw something you liked?" Youko's teasing question has me freeze on the spot, blushing. Good fucking job, you won't hear the end of it. I mean, if it was anyone else but she, you'd be in some deep shit.
And then she leans on me, just a little, but enough to get my attention back to where I shouldn't be looking. "That's fine, Tsuyoshi. I don't think I mind." You... I'm sorry?
I was frozen, now I'm an icecube. What did you just...?
"E-er?" I let out an inelegant croak of an answer, causing her to laugh quietly. She finishes her tea with one last sip, then puts the cup away.
"I said I don't mind. Normally I'd probably find it rather rude" No shit. "but you? You I don't mind."
She's coming onto me. This is weird, this shouldn't be happening. You're twice my age, you're Sekai's mom, what in the fuuuuck?
"I, uh... er..." I'm still at a loss of words, and that only continues when she leans a little bit more on me.
Shitshitshitshitshit...!
WhyamIstaringintohercleavagethisisnotright...!
"You're pretty handsome, you know that?~"
"I, what?" She has me completely paralyzed. A lose-lose situation: if I do show some interest, that's gonna bite me in the ass, but what if I don't show any? What if she makes up some story that I came onto her and-
I got to a point where I honestly try to accuse her of something so-mmmf!
...it's a good thing I wasn't holding anything, because I would surely drop the teacup if she kissed me then.
It's a small peck on the lips, but it feels like we just went through an intense make-out session. I won't say she stole my first kiss – that was Ruri, long ago – but it sure feels like that.
"...S-saionji-san..."
"Told you to call me Youko." She grins teasingly before finding herself on my lap, straddling it. This is getting really, really lewd and really, really intense. I... have to say no.
"P-please get off me. T-this isn't right..."
"It sure feels right..." Before I can voice a word of protest she descends upon my lips with another kiss. This time, much to my horror, I find myself... enjoying it...? Ikeyama, get it together...
Her lips feel so nice... still feeling the traces of the strawberry tea there... n-no! Get it together, push her away...
"Don't push me away, Tsuyoshi-kun..." She purrs quietly, her tongue sliding into my mouth in what is probably the most anticipated invasion of all time... I mean, shit, this is really bad...
And then we're lying on the couch, exchanging kisses as I surrender to her aroma, to her aura, to her raw sex-appeal.
I can't... this is wrong... With all the strength I can muster I push her away. Gently, but firmly. She looks hurt. "...Youko, we can't. This isn't right." I don't think I sound too convincing, with my chest flying up and down and the whole shallow breath thing.
"I want you so badly though..." She whines, still above me but not pressing all of herself into my frame, at least. "I know I'm a bad person, but..." If she's trying to guilt-trip me, it's working.
"You're not... it's just... you're twice my age a-and you're... you're Sekai's mom. That just feels weird..." Plus... what exactly does she want me to be? A fuckbuddy? Secret boyfriend? Something else?
Ugh, I figure I might as well mention the other thing... "Plus, uh... that... that would be my..." Ugh, I can't push it through my throat. She doesn't rush me. "first time..."
"...don't get me wrong, you're... pretty... hot... and nice... and all that, but it's just..." She silences me with her index finger, smiling. Have I said something wrong?
"Tsuyoshi-kun... would you allow me to take your virginity then?" She asks, beaming at me from above.
"Will you be mad if I refuse?" Youko shakes her head.
"No. I... guess I kinda came onto you a little strongly." I dunno if I would call it "little", but at least she admits it. "You were just minding your business and then all of a sudden Youko wants to have sex with you." Yeah, that's a good way to sum it all up.
"...I, uh... I don't think I would be a good partner for that anyway." I reply sheepishly. "No experience and all that."
"Well, you don't need it. All you need is some enthusiasm." She grins, leaning down to peck my lips. I don't shy away from it. "And a will to do it, of course."
...do I wanna do it?
"...uh, it would be awkward if Sekai walked on us..."
"She's staying the night at Setsuna's." Well, one less thing to worry about... one less barrier between us.
...fuck it.
"...Saionji Youko?"
"Hm?"
"Let's... let's do it." Her eyes light up in joy and excitement alike as she claims my lips again with a giggle.
"Let's..."
We moved over to the bedroom, just in case Sekai did return home for whatever reason. She held my hand during that relocation, gently squeezing it. It's a gesture that I found strangely touching. We didn't mean to rut like animals there, we meant to make love. She would guide me through the process, step by step.
She closes the door, letting darkness take the room, then gently pulls me close for another kiss. I return it, at first a little hesitant, but then it gives way to lust and passion as we press our lips against each other. It's a little embarrasing that she has to lean down a little bit for that, but that's just biology being a vindictive bitch.
Her tongue slips out and pokes at my mouth, asking for an entry. That's a french kiss. I let her in and she starts throwing my own tongue around playfully, a cascade of lewd sounds leaving from us as we continue kissing. I start moving it a little myself and she only gives me an approving hum as her hands roam over my body. One slips under my top, sending shivers down my spine as she traces my chest and gently scrapes it with her nails; the other goes lower, rubbing up against my crotch. H-holy shit, this feels better than I thought it would. Either she's so skilled or I'm too sensitive for my own good.
"Touch me too..." She encourages with a sultry whisper, her tongue backing out to now teasingly tease my lips and then going right back in, causing me to gasp a little as the kiss only gets more intense. Fine, Youko, I'll heed your request. A hand goes up to touch and then grope her breast, feeling it lightly in my grasp. She moans ever so softly, the touch clearly pleasant to her. Slowly, I find myself unbuttoning her vest and then her blouse, button after button.
Much to my surprise I don't feel a fabric of a bra or any other undergarment; just her springy breasts and rock-hard nipples. Holy shit, she didn't wear a bra. Is that normal? Or was it just for today?
They're big and round, a little too big for me to fit into my hand. Youko lowered herself down to kiss at my neck in the meantime, and as such both of us gasp and moan from the other's attention. Well, they're in my range, so I can try and pleasure her the best I'm able.
I start with kisses, then go to licks, moving from one breast to another. Her moans feel so good, so sinfully delightful. She's not taking it lying down however, if the hand on my crotch is any indication. She pops my shorts off and starts rubbing me through my undies. I, I don't think I've ever been this hard. No morning wood was that bad. Or good.
Youko tugs my briefs down as well, her slender hand wrapping around my thing. Her mere touch sends me into groaning and gasping, much to her contentment. "Nice and big..." She purrs softly. With one fluid motion she takes my top off as well and suddenly I'm naked in front of this beautiful, lewd woman.
We find our lips again and kiss passionately as she strokes me, taking her time in getting me riled up for her. I want her to feel good too, but my hands are too busy holding her close and massaging the small of her back and so I raise one of my legs and aim the knee between her legs to rub there. She spreads herself without any prompt, moaning into my mouth as I can feel the wetness on my leg. Is she... going commando today? I don't feel any cloth underneath her skirt.
Holy shit, Youko, you're crazy. "You're making me so horny, Tsuyoshi..." She breathes out, pulling me with her on the bed, rather roughly. She's getting impatient.
Funny. She was supposed to guide me through all this, but it seems that I just know what to do.
Our kisses only get wilder as I pull her skirt up, so it stays on her but bares that delightful womanhood, then sneak my hand below to rub it, feel its shape and where it's the most sensitive. Seems each touch is riling her up, given how much she's moaning. Now in a position where I can pleasure more than one place without too much gymnastics I kiss and lick at her neck and my other hand fondles her boobs, testing what gets the most reaction out of her. Youko surrenders herself completely to me, like a putty for me to mold as I see fit.
...that sounds a lot lewder than I first thought. My finger finds a way inside of her and I'm taken off-guard by how she tightens around it, her whole back arching on the bed and dropping down with a moan. She's soaked. "H-hey... enough teasing..." She whispers, gently pushing me away. Then, she reaches down and spreads her flesh wide for me to see. I think my heart skipped a beat. Even in the dark I can make out all the details; it's pink and so lively and...
"Put it in..." She pleads, oh so desperately and I can't resist nor deny her this no more.
I climb over her again, feeling the head of my penis rubbing up against her. Youko squirms a little, but it's a pleasurable squirming. I'm about to lose my virginity with a woman twice my age, but fuck, she's just... way too gorgeous. Way too everything.
Taking a deep breath I lean down to kiss her and push into her in one fluid motion. Youko moans into my mouth, holding me close with one hand as she swallows me just like she swallowed my fingers before. The other reaches for my hand in return and holds it, as if afraid to let go. Our fingers intertwine as I take a moment to take in the softness, the wetness, the feeling.
We break the kiss to look at each other. Her gaze is so loving I feel a little stupid; mine is probably halfway aroused and halfway confused.
I gotta say something. "A-are you okay?" Well, maybe not that. Nothing quite like making myself look like an ever bigger fool. Her smile is understanding despite all the blunders on my part. That woman's a saint.
"No need to be nervous." She coos, the hand earlier holding me close now stroking my flushed cheeks. "How do I feel, Tsuyoshi...?"
"...amazing." Slowly, I pull the manhood back until only the tip remains and then move it back in, causing her to let out a small moan. Then comes another, and another as I set into the pace.
"Just amazing?" She giggles at me, her hips moving against me accordingly. They slowly slap together, creating this lewd melody that's getting to me almost as badly as everything else.
"I'm not good with words." I groan in response. "Plus, there aren't any good enough to describe you." Youko giggles again, but the giggle turns into another gasp.
"S-speak with your actions then..."
"Yes, Ma'am..." Slowly, I start thrusting faster and stronger. The woman under me writhes and moans from the pleasure, covered in droplets of sweat from the exhaustion. We spend some time like this, moaning and kissing each other.
At some point she makes a particularly lewd sound and it... just does something to me. I pick up the pace, leaning forward to kiss her. I call out her name and she calls out my own in kind as our tongues dance together, almost as lewdly as our hips. A small curse slips past her lips as she strains to not give away to the pleasure too soon. I'm not sure how long can I last, really, with her pussy massaging me so good.
"Y-youko... t-think I'm close..."
"Inside..." She purrs, squeezing my hand as we look each other in the eye. I lean down to kiss her, then go back.
"Y-you sure...?" She doesn't respond; rather she hoists her legs up and locks them on my back, pushing me in. Holy shit, it feels even better now. I didn't know it was possible.
She mouths something breathlessly and soundlessly. "Fill me up", she says, then gives away to another moan. Her lips are quivering; she's ready to explode.
She wants me to fill her up, I can only try and follow suit to the best of my ability. Pounding that beautiful woman a few more moments I finally give in and the burst comes right away. She follows suit right behind me, moaning out my name as her juices spill out and coat my penis with their warmth.
...ugh, I feel exhausted. I give her one last thrust and lean over to kiss her. She accepts the kiss eagerly, moaning joyfully into my mouth. It gets a little lazier over time before I just collapse on top of her, still nestled in her womanhood.
"Did you like it?" She asks me softly, running her hand through my hair. She's so warm, I wish I striped her completely just like she striped me. Still, I can feel her heartbeat, a little faster than the usual.
"Yeah. It was great." There's a moment of silence. "...still can't believe it happened."
"Call it a work bonus." She grins, and suddenly the magic is gone. I did forget I'm dealing with a Saionji here. "...I had fun. Thank you for agreeing, Tsuyoshi." Nah. The magic is certainly there, but it feels a little more casual now that we're both tired and spent. It's charming in its own way.
"What now?"
"We need to clean up. Shower together?" I can feel myself blushing and that woman, that beautiful awful woman just grins teasingly and steals a peck from me. "I guess that's a yes."