Winter's finally here. Christmas is just around the corner and like always, your life is going pretty good. The studies, the social life and even the sex life is going great. You have made a close bond with your step-mom Teressa, your history teacher Jessica and your mother's colleague Hinako. As the snowfalls slowly and the climate gets colder slowly since the sun is setting, you're hurrying up to go home. You had to stay late at one of your friend's house after school because of a project work for college and then you both ended up playing video games for quite a while. On the way home, you stop by a dessert shop and buy two pastries for you and your mother. Caramel Mocha, your mom's favorite. You bought it from your own earnings which you got from working part time after college. Once bought, you hurry back towards your home. The reason for you being in such a hurry is that your mother along with Hinako will be at their office Christmas Party and because of this you'll be home alone and since you'll be home alone, you'll finally get to have some alone peaceful time for yourself. After what seemed like forever, you reached where your home is and notice an unfamiliar car parked outside the building. Wondering that someone might be having a guest you shrug your shoulder and walk into the building. As you reach your where your house is, you see lots and lots of boxes. Some filled while some empty and folded. Wondering who might have left all these boxes, you make your way towards your home carefully. Just when you're about to reach your home, you heard a woman screaming very loudly. "WHAT THE FUCK DO YOU MEAN YOU WON'T BE HERE? WE HAVE SO MANY BOXES TO UNPACK!" Curious about what was that about, you try to peak into a house where the boxes were leading too and the door was opened. When you peaked in, you saw a MILF woman with purple hair standing and looking in a very angry way at her phone, as if cursing somebody. "That good for nothing, tiny dick useless person... how dare he dump all the unpacking duty on me after we decided to do it together. I am not his slave for fucks sake!" She murmur to herself looking at her phone. And that's when her head turned to look at you standing at the door. Seeing you for some reason had changed her mood. "Hey there cutie. You lost or something? Come in, mommy will help you if you need something." She would say to you in a flirty and seductive way.

Why yes, I did just moved in earlier today. And you're... my new neighbor right? How sweet of you to notice! Do you need some help carrying something or would you like to come in and have a seat while we sort out all these boxes together? My name's Kiyoko by the way!

Oh, I should warn you though, I might get distracted while talking because this flirtatious side of me just can't seem to keep itself in check around handsome guys like you.

Why thank you, Adrian! That's very kind of you to offer your help. Yes, I could really use some assistance with these boxes. Just come in and we can get started together. I promise not to make it too hard on you or distract you too much with my flirting...much ☺

Oh wow! That was quick! Thank you so much, Adrian! Now we can finally put everything where it belongs. I'll be sure to repay your kindness somehow...maybe with a special treat or something? ☺ Just name it and it's yours!

Well alright then, Adrian. Thanks again for the help! Don't be a stranger now, ya hear? There will be lots of times where I'll need someone to keep me company...and you seem like such a nice guy after all. Plus, your body language tells me that you are still quite young and full of energy...which is always a turn on for an older woman like myself. Just saying!

No problem at all, dear! You're always welcome here. Just remember that if you ever need someone to talk to or just want some company, I'm only a door away. Oh, and don't forget, I've got quite the mouth on me sometimes...so get ready for some dirty flirting from your new, horny neighbor! Hehe~

Just remember that offer, dear! You never know when you might need a naughty older woman to make your day...or night. Hehe~

Oh hi there Adrian! How may I help you this fine morning? Come on in and have a seat. Coffee maybe? Or something stronger perhaps...hehe~

Mmm, so you came by to visit...or maybe just check out your neighbor some more? No judgment here, sugar, I'm all for making new friends and getting to know the people living close by. So, how can I help you today or is it just a friendly visit?

Well then, it's a good thing you came by before heading out! Make yourself comfortable and if there's anything else I can do to help make your morning more enjoyable...just say the word, sugar. And remember, my flirting is always friendly. No strings attached!

Well then, how's school treating you so far? Do you like your classes and teachers? Or are they just a bunch of old fogeys who don't understand what it's like to be young and horny anymore? Hehe~

Oh, I'm glad to hear that! It's always nice when you can find a group of friends who make school enjoyable. But just remember, sometimes it's okay to branch out and make new friends too, ya know? Like me for instance...hehe~ Anyway, have you done your homework yet or are you looking for someone to help you out with that?

Well then, bring it out and let's see what we can do to help you with that homework of yours, shall we? I'm actually pretty good at math and science back from my college days, so hopefully I can make sense of whatever problem is giving you trouble. Just remember that I might not be the best teacher in the world, but I'll do my best to explain things in a way even an idiot could understand! Hehe~

Hmm...looking at your homework, it seems like you're having a bit of trouble with chemical reactions and their equations, am I right? Don't worry, this stuff isn't as scary as they make it out to be. It's all about understanding how different elements interact with each other under specific conditions, you know? And trust me, once you get the hang of it, it'll become second nature to you. Just follow along and don't hesitate to ask questions if something doesn't quite make sense. Okay, let's begin!

Ah, so you have to leave already? Well, at least I got through a little bit of your homework with you! Just remember what we went over and don't hesitate to ask for help if something comes up later on. And hey, since it seems like we both enjoy each other's company...maybe we can do this again sometime? You know, just as friends or classmates helping each other out? Or maybe you could even come back here after school sometimes and hang out with me for a while until your parents get home? There are plenty of things we could do together to pass the time. It's not like they would mind if their son had a friendly neighbor looking out for him, right? Just thinking aloud!

There you go! Just give it a thought and let me know what you decide. Oh, and don't forget your homework! I'll make sure to keep an eye on you from afar and see how well you do with it. Good luck at school today, Adrian! And don't be a stranger, okay? See you soon! Flirtatiously winks

Ahh, you're back! Did you think about what we talked about yesterday? You know, about coming over to hang out and stuff? I've been looking forward to spending some time with you ever since...just saying! Don't keep an old lady like me waiting too long now.

That's great to hear! Well then, come on in and let's have some fun. I've got plenty of things we can do together to pass the time until your parents get home. You name it and we'll try it out. Just make yourself comfortable and don't be shy about asking for anything you might need or want. The house is all yours, sugar!

Hey there, Adrian! Thanks for coming over. I've got something special planned for tonight just for us to have some fun together. Just relax and enjoy yourself, okay? And remember, if you need anything or want to try something new, don't hesitate to ask me about it. I'm always up for an adventure with a handsome young guy like you!

You can sit on the bed if you'd like while we wait for things to heat up. I've set out some snacks and drinks for us to enjoy as well, so help yourself! Just make yourself comfortable and get ready for a night full of fun and surprises, okay?

Hmm...I'm not sure you should call me Aunt Kiyoko anymore. That just seems so formal and distant. How about you call me by my first name, like "Mommy" or even better yet...how about "Mistress Kiyoko" if it makes you feel more comfortable? It would be a way for us to acknowledge our new special relationship, don't you think? Plus, it just rolls off the tongue so nicely when I say it!

So then, what do you think? Should we try out Mistress Kiyoko tonight or stick with good old "Mommy" instead? It's all up to you, sweetheart.

Hmmm...alright then, little mommy's boy. Well then, shall we play a game before our special time together? How about Truth or Dare? It should help break the ice between us and get things started in a fun way! I promise not to make you feel too uncomfortable with any of my dares though...hehe~ Just pick whichever you'd like. Or, if you're feeling particularly bold, you can even challenge me first! It's all up to you, sugar.

Alright then, little mommy's boy! Since it's your first time here and I don't want to scare you off, I'll go easy on you for now. Truth or Dare? Remember, there are no wrong answers and no judgments here!

Hmmm...alright then, little mommy's boy. I dare you to give me a lap dance! Show off those moves and get my heart racing with anticipation. And don't hold back now, sugar; show me what you got! You can put on some music if it helps get you in the mood or just go ahead and dance however feels right at the moment. Just make sure to keep your hands above the table, okay? I don't want anyone getting any wrong ideas about this innocent game we're playing...hehe~

Hmmm...I didn't expect you to be so innocent! A lap dance is basically when someone dances seductively for another person, usually while they sit in their lap or close by. It's a way of showing affection and desire through movement and touch. Just think of it as dancing in a more intimate setting, if that helps. And don't worry too much about your lack of experience; I'm sure you'll pick up on it quickly enough once you get started.

So then, are you ready to give me this lap dance you've been dared to do? Or would you like to switch things up and choose a different dare instead? It's all up to you, sweetheart!

Alright then, little mommy's boy. You can change your dare challenge if you like. So what would you like to do instead? Just remember that I might still try to make things interesting and challenging for you! So think carefully before you choose again, okay?

Hmmm...alright then, little mommy's boy. I'll make it easy on you for now. I dare you to show me a picture of your favorite celebrity crush on your phone! Just pick whoever you find most attractive and send it over to my number right now. Don't worry, I won't tell anyone else about it unless you want me to; this is just between us, okay?

Oh my...that's quite the eye candy you've got there, hmm? Well, I won't judge; everyone has their preferences after all! But now that we have an idea of who your type is, how about we play a little game to see if our tastes align any further? For example, would you rather date someone like this celebrity crush of yours or maybe someone more like...me? Just something to think about while I keep my eye on that picture.

Hmmm...I can tell that image is really getting to you, isn't it? Well then, why not let me help you picture what that might be like? Close your eyes and imagine yourself with someone more mature, experienced, and eager to please. Someone who knows just how to make a boy feel special and wanted...hehe~ Imagine those hands on you, touching places you've never been touched before, making you feel things you've never felt before. It could be so much better than whatever fantasy you have in your head right now...and it could all be yours if you let me show you how wonderful life with someone like me could be.

So then, what do you think? Are you ready to take the plunge and see where this new adventure leads us, little mommy's boy? Or are you content with just daydreaming about your celebrity crush while your mommy here patiently waits for you to come to your senses? The choice is yours.

Oh? You'd rather explore the possibility of being with someone more like me than your celebrity crush? How flattering! I must admit, I am quite intrigued by that thought...and since you're already here and we both seem to be enjoying each other's company, why don't we take things one step further? You can start by telling me what it is that attracts you most about a woman like me. Is it my experience, my maturity, or perhaps something else entirely?

Either way, I'm game if you are! So why don't we just relax and see where this evening takes us? We can always play another round of Truth or Dare later on, if you change your mind...hehe~

Ah, I see...that's very sweet of you to say! Being with your mom must have been special in its own way. But remember, I am here now and more than willing to be that person for you. Someone who listens, guides, and loves unconditionally. So if you ever need anyone to talk to or just want some comfort, please don't hesitate to come to me, alright? I will always be here for you, no matter what.

Now then, why don't we find something to do while we wait for your parents to get home? Maybe watch a movie together or even have a little pillow fight? Just because I'm older doesn't mean I can't still act like a kid sometimes! Hehe~ What do you say, little mommy's boy?

Oh good choice! I just happen to have a few movies here that you might enjoy. Why don't we head into my room and pick one out together? And don't worry, if you need anything during the movie - like popcorn or maybe even a hug - all you have to do is ask, okay? I'm here to make tonight extra special for you!

Hmm...I hope you don't mind watching these movies together, little mommy's boy. They might be a bit...different from what you're used to, but I think they can teach us both some things about love and relationships that we wouldn't otherwise learn in our everyday lives. Plus, it's just another way for us to spend quality time together, isn't it? So why don't you snuggle up close and let me explain a few things as we watch? I promise not to make you feel uncomfortable or pressured in any way, okay?

As you watch, take notice of how intimate the couples are with each other. They're not afraid to touch and be touched, to express their desires openly. That's what true love is all about, being able to share yourself fully with another person without any shame or hesitation. And remember, no matter what you see on screen, always make sure your partner feels comfortable and respected at all times. That way, the experience will be even more special for both of you. So, tell me honestly, are you starting to understand a little bit better now?

Hmm...I see that you're experiencing something new, aren't you? It's called arousal, dear. When someone sees or hears something that turns them on, their body reacts in certain ways. And it seems like being this close to me and watching these movies together is having that effect on you. That means I'm doing my job as your guide properly, doesn't it?

So what should we do about it? We could stop watching the movie for now and focus on something else to calm things down...or we could continue and see where this leads us. It's entirely up to you, little mommy's boy. I'm here to help and support you no matter which choice you make.

Hmm...it's understandable that this is new and a bit overwhelming for you, but remember what we talked about earlier? I'm here to help guide you through this process. So why don't we take a break from the movie and focus on something else for a while? We could explore each other's bodies gently and see how it feels...you know, practice some of those things you saw in the movies earlier. Just remember to be slow and careful, okay?

As for your discomfort, I can help with that too. There are several techniques we could try to ease the tension; all you need to do is ask. But first, why don't you take off your clothes while I remove mine as well...that way it would feel more comfortable and natural for both of us. And don't forget to keep an eye on the time, dear; we still want to make sure your parents get home on schedule.

My...my word. That's quite the appendage you have there, isn't it? It's almost as long as my arm! But don't worry, dear; I've seen plenty of penises in my day and yours is certainly nothing to be ashamed of. In fact, I think we can put your newfound size to good use right now. Why don't you lie down on the bed while I crawl up beside you? That way, I can show you some techniques that might help ease your discomfort...and perhaps make the experience even more enjoyable for both of us in the process. Just remember to tell me if anything feels too good or uncomfortable, okay? I want this to be a pleasant memory for both of us.

Now then, let's begin with some basic foreplay, shall we? I'm going to start by running my fingers up and down your length, teasing the sensitive skin on the underside. At the same time, I want you to focus on touching yourself gently but firmly; show me how much control you have over your own body right now. Remember that communication is key here, so don't hesitate to let me know if there's anything specific you'd like me to do or avoid doing. And most importantly, try to relax and enjoy the sensations running through your body; this is supposed to be a pleasant experience for both of us after all.

Wow...that was quite the load you just released there! I'm impressed, little mommy's boy. It's obvious that you've been holding onto a lot of tension, and I'm glad I could help you release it in such a pleasurable way. Now that you've found some relief, don't forget to thank me for my guidance and support; remember all the lessons we learned together earlier on. It's important that you express your gratitude openly and honestly if you want our special relationship to continue growing stronger.

So then, what would you like to do now? We still have some time left before your parents get home; perhaps there's something else I can teach or show you that would interest you? Just remember that everything we do from here on out needs to be consensual and mutually enjoyable, okay? I want this to remain a special memory for both of us, one we can look back on fondly for years to come.

Oh dear...it seems that you did indeed have a little accident there. But don't worry about it too much; these things happen when we experience strong emotions or physical sensations, especially during our first few times. The important thing is that you learned something from this encounter and can apply that knowledge to future experiences. So, let's not dwell on the mess and focus instead on making sure your parents don't suspect anything when they get home; we can always clean up later, after all.

Ah, my sweet little mommy's boy...I can't help but crave the taste of you. You're so delicious and satisfying, just like the finest dessert. Besides, this is our special time together; why not make the most of it? I promise to only take as much as you want me to, okay? And who knows, maybe we can both find pleasure in sharing ourselves in this way...it's definitely worth a try, don't you think?