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Chapter 6 by I_Love_Cats I_Love_Cats

Go over and "cheer" him up?

Showing him a good time.

A smile formed on your face as you licked your lips, the thought of having a bit of fun with someone else was a tempting offer that you were more than happy to take a stab at. "Well...it's not like there's anything better to do...~" You mumbled to yourself as you slowly got up, straightening yourself out as you quietly walked over to the area where the older gentleman was sitting alone at.

"Hey Mister~" You brought out Toga's naturally cheerful attitude as you beamed happily at your intended playmate.

"Hm?" The was a bit startled at the sudden greeting, though he seemed to compose himself quickly as he nodded towards you. "Oh, why hello there, young lady. How are you doing?" He asked, giving you a smile of his own.

"I'm doing just fine, thank you, sir!" You replied in a more grateful tone before pointing to the seat next to him. "How about yourself~?"

"I can say the same for myself, haha!" He gave a small chuckle, now giving you his full attention. "Oh!" He suddenly exclaimed as he noticed that you were still standing. "Please, take a seat, it would be a bit strange to keep having a conversation with someone while they were standing up." He patted the seat next to him.

"Ehehe~ Well, that's definitely true~!" You giggled, accepting the offer to sit down right next to him, soon settling down on the piece of furniture, letting out a displeased grunt as your rump felt uncomfortable on the flat, hard surface. "Wow, you know, I wish these chairs at least had cushions on them! Sitting on these hard pieces of plastic and wood just doesn't feel good, you know~?" You continued the conversation as the man nodded.

"Yes, I HAVE put in a few complaints for better seats here some time ago, but it looks like they didn't quite fall through. Ah well, I can see why they don't invest in better chairs though, it's not like anyone's going to be staying here long term." He sighed as he watched his laundry churning around in the washing machine. "I guess you don't have a washer and dryer at home, young lady?"

"Yeaaah...~" You drawled out your agreement, "I'm not exactly living in the best conditions right now, haha, well, I'm sure I'll find someplace better later on~"

"I sure hope so, a young woman as lovely in looks as you are in personality will surely have good things come to you!" He showed his support for what you said as he smiled kindly.

"Aww...~" You ended up blushing a bit at his optimistic outlook for your future, feeling your heart beginning to race. "Thank you Mister, you're super kind yourself, you know~?" You playfully nudged his shoulder, giving him a wink. "I bet you were quite the popular person back in the day, huh~?"

"Hah. Well, I suppose I was!" He grinned as he looked like he was remembering times when he was a younger man. "I was actually quite active back when I was younger!" He explained to you. "All the ladies loved me, and all the guys respected me, haha, those were the times!" He laughed heartily at his remembrance of how he was in the past.

"Woooow~ You must have been something special~ So what do you do now then, Mister~?" You asked scootching just a bit closer.

"Haah...well, we all had to grow up sometime." He sighed as he rubbed the back of his head. "Unfortunately, my popular phase eventually petered out and I slowly became less and less active and social, as you can see, haha~!" He laughed as he rubbed his belly, which was a bit bigger than the average person on the street, but far from what one would consider overweight. "Still, I guess it was just how it was meant to be, now I work in an office doing what I need to do to pay the bills, just like a regular old salaryman! Haha..." Though he laughed and grinned, you could hear the underlying dissatisfaction and see the desire for more excitement in his eyes.

"Well, back in your prime, I'm sure somebody like yourself had a ton of women to date, huh~?" You wiggled your eyebrows at him, a sly look in your eyes.

His response was a laugh before shaking his head. "I hate to disappoint, young lady, but while I was popular and on top of my social status there, dating was something I actually wasn't able to break into. I tried to towards graduation, but by then, my popularity slowly dropped and I just had too much else to focus to even consider taking a partner."

"Ahh...I see...well, come on, Mister~ Cheer up a bit~ I'm sure you'll find someone and that future lucky lady will be more than happy to have such a hard working man take her in his arms~" You put a hand on his shoulder, giving him a bright smile.

"Ah..." You could see his cheeks flush a bit from the compliment before he turned away, rubbing his head again. "Well...I-I wouldn't really know where to look for such a lady, ahaha..." He laughed nervously. "Besides, I'd be far too busy to maintain a serious relationship if ever I had one." He explained, still facing away from you. "S-Still, if I could find someone as charming as you are, I definitely would do my best to treat her right."

"Ohh...~ Is that so...~" You hummed out interestedly, but after hearing his zero-scored dating history, you just realized something and asked him, "Ah, hold on! Does that mean you haven't done it yet, Mister!?" You stared at him in curiosity as you watched his face turned incredibly red.

"N-No! I-I mean!" he stuttered, eyes wide and mouth open in shock as the question caught him completely off-guard. "I-I...er....ugh...haa...no...I-I haven't done "that" activity yet...I am...indeed...a virgin..." He then sighed out, sounding both embarrassed and defeated as he put his hands to his face. "...What of it...?"

"Hmm...oh, well...nothing much~ I don't think any less of you, Mister~" You simply smiled at him. "Buuuuttt...how about we do something about that..."virgin" status of yours, huh~?" You put your offer.

"W-What...?" For the second time, you had surprised him as he looked at you in complete surprise and confusion. "I-I...y-you're joking, aren't you? Please...don't play with me like that!" You raised a hand to stop him from getting more upset.

"I'm not joking though~" You continued to smile at him, gently grasping his hand and bringing it up to your chest, laying it on one of your clothed breasts. "I'm 100% not making my offer up...~" You then leaned into his ear and whispered in your most sensual voice, "What do you say, M-I-S-T-E-R...~?" From then you could hear him gulping, almost sure you could hear his heart pumping with excitement, and despite the hesitation in his eyes, you could see a different feeling emerging, one that wanted to feel and explore every inch of your body. His hand even began to grope and squeeze your breast of its own volition. "A-Ah...~" You let out a soft moan as you looked at him straight in the eye. "There's an open room in the back...~ So....is that a yes...~?"

"..."

***

"Mmm~" You groaned into the kiss as the older man backed you into the wall. Having entered the backroom of the building, both of you wasted no time in playing with each other. 'It seems he's a bit more aggressive than I thought...~ Well, not that it matters~ This could be a lot more fun than I initially assumed~' You thought excitedly to yourself as you felt his tongue slipping into your mouth. You both continued to get more passionate with the kissing as his tongue explored your mouth, swirling around your own tongue as his hands went on the offensive.

"H-Hnngh~?!" You squeaked a bit in surprise as you felt one of his hands slip underneath your top, then slide overtop your stomach as he reached your breast, his hand wasting no time in groping your mound, squeezing it a bit roughly, palming your nipple in the process. "M-Mmnh...~ Fuaah...~" A long, thin trail of saliva bridged between your mouths as you and the gentleman pulled away from the kiss.

"Mmm...~ No bra..? I didn't take such a lovely looking girl like yourself to be this kind of person~" He teased you with a smirk, continuing to play with your tits.

"A-Ahh~ N-No, it's not..mnh~ l-like that~" You stuttered as he held your nipple in between his thumb and pointer finger, before pinching and slowly pulling on it, sending a shock of pleasure through you. "O-Ohh~!? N-nnnh...~"

"I don't think you'll be convincing anyone with the way your voice is sounding right now, young lady~" The older man pointed out, disbelieving of your first sentence. "Was this your plan from the start, hm? To seduce me~?" He continued his teasing pressing up against you as he used his other hand to begin pulling off your top, which you helped him in doing so, your entire top half now completely exposed as your cardigan and top came off. "Ahaha...wow...looking at you now, you're quite blessed with such a curvaceous body~ I doubt any men would be able to hold back if such a gorgeous thing were to appear before them~"

"H-Haa..~ D-Don't just start complime-Hyaah~?!" You suddenly let out a moan as you felt his hand reach under your skirt and cup your womanhood, rubbing it directly as you soaked his hand in your love juices. By reflex, you grabbed onto his arm "H-Hey, do-don't just reach unde-Mnhghh~!!" You were interrupted yet again, however, as he began to rub your pussy more aggressively, two of his fingers slowly sticking themselves inside of you as they wiggled around. "O-Oooh...~" You moaned, your legs feeling a bit wobbly from the sudden rush of pleasure.

"And to think you were this aroused..." He spoke in mock surprise as both his hand and fingers continued to play with your pussy like it was their toy. "Perhaps my initial impression of you was wrong~? Maybe you're less of a lovely young woman and more of a lovely young slut~?" He continued his relentless teasing while grinning.

"T-That's not true~ I'm n-not a-NGHHHH-~?!?!?!" You tried your hardest to deny that teasing accusation, but his fingers suddenly curling up, hitting your g-spot while his thumb pressed down on your clit proved too much for your sensitive body to handle. You ended up cumming on the spot, your inner walls tightening around his fingers as you squirted on them, your eyes rolling up from the subsequent rush. "Mnhhh~" Your body shook as your legs could barely support you standing right now.

"Oh my...that's a lovely orgasm face you have, and your body too...you honestly must be abnormally sensitive~ To think it only took this much foreplay to make you this messy~" He continued to grin as he pulled out his fingers from your vagina. His hands then went to unbuckle his belt, the tent in his pants rather visible already, but even more so after he dropped his pants, his boxers now the only thing standing in the way.

When he pulled his fingers out, you no longer were able keep yourself standing, so you slid down the wall, now sitting on your knees. "Haa...Haa..~" You panted softly as you tried to recover. Your vision was a bit blurry, but slowly cleared, just in time to see a cock spring forward in front of your face.

"Young lady...~" The elder man looked down at you with lust and desire in his eyes. "Please, suck on this...~" He moved his hips forward, his shaft poking at your lips.

"....~" You swallowed as you stared at it for just a moment before you simply let your own desires take over, opening your mouth as you moved your head forward, your mouth enveloping his dick as you let your teeth gently graze over the surface, seeing the older man shudder in delight as you took everything in, gagging only once you were more than 2/3s of the way in. After that, you continued to follow your instincts. Your tongue licked the entirety of his cock up and down as your sucked on it fiercely, your partner's groaning only encouraging you to suck on it more and more passionately. Additionally, you busied one of your hands as it wrapped itself around his balls, squeezing and playing with them at the same time.

The minutes ticked on as the man's body began to shake and shiver from the high intense blowjob he was receiving from you personally. He could feel his cock start to throb with endless joy as he knew his first shot was close the moment you could suck all the way to his base. "Ugh...Ah...~" He groaned gruffly. "D-Damnit....I-I'm going to unload it now!" He wrapped both his hands around your head and shoved your head as far forward as he could, hearing you gag as he couldn't take much more.

"M-Mmmm~!" You could only accept his seed as you gagged, feeling his dick's tip exploding with the sticky white substance as it shot out into your throat. "G-Ghh~ Mmm~" You immediately began to swallow it all as he kept on releasing his cum. Eventually, he did stop as he pulled out. "Huaah...s...salty...but...delicious...~" You huffed out slowly.

"Haa...Is...Is that so...~ I'm glad...haa...to hear it~ Thank you for swallowing it all, it would...gh...be a waste if you didn't~" He smiled at you.

"Mmm...~" You merely looked back up at him, now prepared for the final part. "Nghh...Mister...~ Can you lie down...~?"

"Hmm...? Why's that...?" He himself was recovering from his orgasm as he looked at you questioningly.

"It's...ngh...no fair...~ If you only got to feel that good...~ I wanna feel good too...~" You told him.

"Ahaha....yes...well...that is true...very well~" He nodded as he did lie down, his cock still impressively erect.

"Ooh...~" You could only marvel at it as you crawled over and on top of him. "Let me...haa...do the moving...~ But...~ we're not doing it with my pussy...~" After getting a slightly confusing look, you elaborated. "Ehehe...~ Mister doesn't know...but I'm also...just a virgin~"

"No way..." He said in disbelief.

"Mmm...~ I'm saving myself for my true love...~ But...~ Well...~" You grinned as you lifted your hips, positioning your other hole over his shaft and slowly lowering yourself over it, feeling his girth stretch you out as the tightness of your own asshole squeezed his cock like a soft vice. "A-Ahhh~ M-Misterr~" You moaned out.

"G-Ghhh~! H-Holy shit...! S-So tight...!" He couldn't help comment on the heavenly tightness of your other hole as you continued to slowly and gently fit him inside of there.

Slowly but surely, you succeeded. "A-Ahh~ M-Mister is all the way inside...~ Ehehe...~" You giggled, your face absolutely flushed with bliss as your pussy continued to leak out love juices. "I-I'm going to start moving now~" You told him as you did, letting your asshole get used to his shape and size as you moved up slowly and then down slowly. Over the coming minutes, you slowly became more comfortable with this, as did your hole and surely enough, as your body acclimated, you were able to begin moving faster. You soon began to truly ride his cock as you rocked your hips back and forth, bouncing yourself up and down on his cock.

"Oh god...oh god, this feels wonderful~! A-Ahh!" Below you, the older man was gasping and moaning with pleasure, his hands placed on either side of your hips, sometimes reaching back and spanking you on the ass or playing with your tits. Regardless, he himself was not idle when it came to exchanging pleasure.

You both toyed and played with each other as you rode him faster and more roughly, being able to take his entire cock no problem after a while. However, it seems you were both reaching your limits as you moved as you bounced yourself as hard as you could, leaning down and kissing the man. "M-Mmmm~!" You moaned into the kiss, sharing a deep, passionate kiss with him as you both fucked to the fullest.

And both of you ended up cumming at the same time as well. "G-Ghhh!" The elder man gripped both sides of your hips and slammed you down, his dick immediately impaled to its base as it came inside of your ass.

"Mnghhh~!!!" Your eyes rolled up as your body convulsed, your pussy squirting out its nectar as you came heavily, feeling his warm seed filling you up back there. "Nhhhhmm~!" You both stayed kissing and connected to each other for at least ten minutes before you both calmed down enough to get off of each other.

***

"...Erm...T-Thank you, young lady." The older man, now holding a bag filled with his laundry, thanked you with a smile.

"Mmm~ No problem, Mister~ I had a lot of fun there~ hehe~" You giggled, still waiting for your own laundry to finish drying.

"Uh...eh...if...you don't mind...if we happen to see each other next time..." He seemed to be implying something.

"Hmm~ I might need a bit more...incentive next time we meet...~" You slyly eyed him.

"Heh...~ I figured...fine~ Then how about we exchange numbers?" He said, pulling out his phone.

"Sure~" You nodded as you both saved each other's numbers on each other's phones.

"Then...I suppose I'll be seeing you around?" He asked curiously.

"Mmm...~" You hummed happily as you leaned in and kissed him on the lips, you both having a bit of an intense make out, your tongues wrapping around and sharing spit as well before pulling off. "Of course~ See you whenever, Mister~" You waved as he left the laundromat.

***

Eventually, you made it back to your abandoned building room. "Haa~ Well, that was an interesting experience~" You said as you laid down on your bed, feeling far more tired now after that whole thing. "I'll have more fun later~" You then closed your eyes as you quickly fell asleep.

The next day arrives.

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