📚 jacobson's mom Part 2 of 3
jacobsons-mom-pt-02
FIRST TIME SEX STORIES

Jacobsons Mom Pt 02

Jacobsons Mom Pt 02

by becca20s
19 min read
4.59 (11700 views)
adultfiction

Jacobson's Mom * Part 2 of 3

If my friends could see me now, they would lose their fucking minds. Like seriously, they'd probably try to check me into a mental institution, or at the very least start planning an intervention on my behalf, ha.

And honestly, I probably wouldn't blame them for reacting that way! I mean, last weekend was crazy enough, but it was literally my first night being separated from my husband, Greg. So I think it was totally natural and even somewhat expected, that I would act out and do something crazy. Now granted, fucking four freshman college boys in their dorm room is obviously pretty extreme, but I think you could easily chalk that adventure up to being some sort of a one-off coming out party. You know, like I was just making up for lost time.

But this situation I'm in right now? Woah, this is a lot harder to explain, and I think a lot more embarrassing to have to admit to, if for some reason my friends were to ever find out about it. Not only am I seducing another innocent 18-year-old boy, but this time it's in my own house, and of course he's also a virgin, and oh by the way, we're going to roleplay where I pretend to be his fucking mom!

I know it's bad, and I know it's so weird. But I'm going to let you in on a secret. I don't care! I'm just so turned on right now, and I'm sure part of the reason why I find it so arousing, is that I love the idea that I'm turning young Jacob on as well. And if being with his own mother happens to be his ultimate fantasy, then who am I to judge? We all have our quirks.

I actually feel both surprised and honored that Jake shared such an intimate and potentially embarrassing fantasy with me in the first place. So as a result, I'm just going to do my best to make the most complete version of this dream scenario of his come true. And just you wait and see. I'm going to roleplay the fuck out of pretending to be this boy's mother, and I think it's going to be great, and no one can convince me otherwise!

And so here Jake is, in my bathtub, lying with his head back against the tub as I finish rinsing the last of the shampoo out of his cute, curly, light brown hair. His petite, but muscular body is naked as can be, while I'm still fully clothed. Meanwhile, I'm leaning over the side of the tub, bathing him just like a caring mother would do.

Me (as I wash the suds off of my hands): "Alright Jacobson, I think you're all set! Let's drain the tub and get you dried off."

Jake (looking up at me with the sweetest eyes): "Thanks, Mom. This was really nice. I can't remember the last time you gave me a bath! It's been so long."

Yeah, this roleplaying is still going to take some getting used to, but I'm up for the challenge, ha.

Me (brushing off a few bubbles from one of Jake's shoulders): "You bet!"

I was about to use a generic term of endearment, like Sweatheart or Buddy or whatever, but just like how his Mom calls him Jacobson and not Jake or Jacob, I figure I should try to be accurate in how I address him.

Me (leaning in and whispering to Jake): "What does your mom call you in times like this? Like Sweetie or any other nickname like that?"

Jake (recognizing that I broke character and whispering back): "Oh yeah, she calls me Honey or Honey Bear or sometimes just Hon for short."

Okay perfect. And then Jake nods as if to signal we should resume in character. Fuck, he's so adorable.

Me (placing my hands on Jake's waist in order to guide him up): "Alright Honey Bear, let's get you dried off and ready for bed!"

Jake (just beaming with happiness right now): "Sure thing, Mom!"

Yeah, so far all of our dialog and delivery is probably a little over the top and cheesy, but we'll work on that. :P

As Jake stands up, it's impossible not to notice his rock hard boner come springing up with him, mainly because it's literally right in front of my face. Fuck, it looks so good.

I've already mentioned a number of times how small his penis is, and even though I obviously haven't measured it with a ruler or anything, I'm officially pegging it at three and a half inches, fully erect. And I know what you're thinking. That has to be disappointing, right??

Well, I can't fully explain it, but it's not. Not in the least.

I leave Jake standing next to the tub, with his little dick sticking straight out at me, like a hunter dog that's spotted its target, while I go grab a clean towel to dry him off with. Once I come back, I start with Jacob's head and I give his brown curls a frantic rub until they're all nice and fluffy. It's notable how easy it is for me to dry Jake's hair, simply because of how short he is. I know I said before that I thought he was probably 5'6", but I think that actually might be a little generous.

After using the towel to dry off his ears and face, I then move down to his shoulders, before transitioning to his chest, making sure to thoroughly dry off his front, back and sides. Jake even lifts his arms high up into the air so I can easily get to his armpits.

Now it's time for the good stuff. I crouch back down, and my face ends up right back in front of Jake's now semi-hard pecker. And let me tell you, I want so badly to just take his entire organ into my mouth, that I have to use every ounce of willpower I have in order to resist. I swear I could get both his cock and his balls completely within my lips right now, and it would be the most satisfying teenaged mouthful I could ever imagine. In fact, I want it so badly, that my mouth is literally watering. But still, I restrain myself.

I think it's actually for the better, though. This tease that we've entered into, while on some level it's quite torturous, it's also helping to build up my anticipation. In fact, I actually really like all this tension and suspense, as there's joy in the challenge of it, of not giving in. And then on top of that, I feel like it's also going to lead to an even bigger payoff at the end, when I finally do get to be with young Jacob. I mean, the more teasing we endure now, the more satisfying it'll be when the fireworks finally go off, right?

And in that sense, this mother-son roleplay we're partaking in is clearly helping to build the tension, because obviously if we're a mother and son, we're not supposed to be together sexually. And so not only are we pretending that our relationship isn't sexual, but we know that if anything were to happen physically between us, it would be hugely forbidden, like an enormous taboo. So this just adds one extra layer to the whole will-they-or-won't-they drama that's been building for the last half hour.

This makes me think though, I wonder how Jake is planning for us to come to this incestuous realization. Like between the two of us, who is ultimately going to make the first move? Who's going to finally give in and break down that taboo barrier? Does Jake have a specific plan in mind for how he wants all of this to unfold, or is he hoping that I'll just handle all of that?

I'll tell you what. For now, I'm just going to go with the flow and see where this whole roleplay leads organically. I kind of like not having a set plan, because I figure no matter what happens, we're bound to end up fucking each other in the end, right? It's just a matter of what road we take to get there.

Now that being said, I'm more than happy to add my own contributions to both the tension and the backstory, so to speak. And so now that Jake is all dried off from his bath, I figure there are a number of motherly things I could do here, that aren't overtly sexual, but hopefully will start ratcheting up this taboo suspense we're working on building.

So I walk over to the double vanity in my bathroom, and I open up the top middle sliding drawer. In it, I grab two Q-tips and a pair of metallic nail clippers. I don't even know if Jake saw what I took, but I figure he'll find out soon enough.

Me (offering my free hand that's not holding the items): "Here, Honey Bear, let's go over to the bed."

Jake starts to walk with me, apparently having no qualms that he's completely naked.

Me (after stopping in my tracks): "Hon, don't forget your towel, silly!"

Jake (apologetically): "Oh, sorry Mom. I don't know what I was thinking."

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After bending over to retrieve the light green towel from the floor, Jake follows me back into my bedroom and I have him take a seat at the foot of my bed. I actually pick up his towel and drape it over his shoulders, just so he's not completely exposed, and also to make sure he doesn't get too cold. However, this still leaves his 18-year-old cock out in the open for all to see, which I admit probably isn't the most believable mother-son interaction here, but that's okay.

Me (as I show him the items in my hand): "Okay Hon, I'm just gonna clean your ears and check your nails. Is that okay?"

Jake (nods, and then gives me kind of a serious look): "Mom... you can do whatever you want to me. Just tell me what you want me to do."

Ha. Easy there, cowboy. It seems like Jake might be a little more anxious than I am to get to the good stuff. I kind of like this though, that I'm the one in control. And it's definitely not time to give into our temptations, at least not yet.

Me (after placing the nail clippers next to him on the bed): "Okay, well I'm gonna start with your ears, Honey."

Jake gives me a big smile, as if he has no problem with this mother-son character development I'm working on.

I take the first Q-tip, and after bracing the left side of his face with my off hand, I use my right hand to insert the cotton swab just enough to clean out his ear. I give it a few twirls, and lo and behold, quite a lot of wax comes out!

Me (showing Jake the now dark yellow tip): "Jacobson, you really need to be more diligent about cleaning your ears!"

Jake (pretending to be bashful, but seriously, he really does need to clean his ears more often): "Sorry, Mom."

I then flip the Q-tip around, and use the other end to give his left ear another swab, and this one comes out mostly clean.

I then repeat the process with the second Q-tip and his right ear, and it comes out just as waxy. After that, I move on to the next item on my impromptu bedtime checklist, clipping Jake's nails.

I walk over and grab the small waste basket I keep next to my nightstand, and I bring it back over to where Jake is sitting on the front of the bed. I part Jake's naked legs and place it right between his thighs. And then I take his left hand, which I'm still shocked is smaller than mine, and hold his fingers out over the trash, just in front of his exposed penis. To my surprise, his nails are actually in pretty good shape!

I do clip a few of them, and as the clippings fall into the waste basket, I sneak a peak or two at Jake's adorable little pecker. It still looks as suckable as ever, even if it's not super hard right now. But then as I look up at Jake, and then back down at his cock, it's pretty obvious he knows that my focus isn't solely on his fingernails. He kind of chuckles, and that makes me smile.

Anyhoo, I finish up with Jake's left hand and then switch to his right, and as I do, I notice his penis is starting to get a little harder.

Me (as I take ahold of Jake's right calf and bring it up to the level of the bed): "Alright, fingernails are done. Let's check your toenails now."

Jake's toes are also in decent shape, and on his right foot, I only have to clip his big toe. But the more noteworthy thing, is that with Jake's leg lifted up onto the bed now, in addition to seeing his fully erect cock, I also a nice view of his balls resting on the edge of my bedspread. He has such a tight little sack, and while that's not normally a feature on a guy that catches my attention, I guess I'm just so turned on right now that every little piece of Jake's anatomy is starting to look appealing. God, this might be the horniest I've ever been!

And on that note, I think it's time to take another step forward in this make believe mother-son adventure. :P

Before I do though, I want to clarify one thing. In this whole roleplay, I'm obviously pretending to be Jake's mom. And clearly I'm okay with that, as you can tell by my willing participation thus far. But one thing I'm purposefully not doing, is pretending that Jake is my own son.

I know, I know, that sounds ridiculous. You're like, that's the exact same thing, isn't it?? Well, to me, it's not. You see, I have a son, and in fact he's basically the same age as Jake. And while I'll freely admit that I've fantasized about my son's friends on numerous occasions, I have absolutely zero interest in ever thinking about my actual son in that sort of way.

I'm clearly not judging Jake for his thoughts though, and from the bits and pieces he's already told me about his mom, it seems like she might have some weird boundary issues with Jake as well, and that's fine. But the point I want to make is that while I am comfortable helping Jake live out his own fantasy about his own mom, there are some lines in my head that I'm not willing to cross.

Now that being said, do I think that being an actual mom to someone around the same age as Jake is going to be beneficial for the purposes of this roleplay? Oh, absolutely I do, and I definitely plan to draw on my real life experiences as much as I can. But, I just wanted to lay this out there, that while I am okay with this roleplay in the way's it's currently progressing, I am not planning on entertaining any thoughts of it going in the other direction, if that makes sense.

Okay, with that out of the way, and Jake's leg up on the bed, and his tiny, little boner pointing straight up at the ceiling, I think it's time to broach the subject of this barely legal boy's oh so obvious erection.

Me (as I look up at Jake's eyes and then back down): "Your little friend down here seems to be all worked up."

And then I smile.

Jake (with a solid delivery that really sticks to the narrative): "Oh my gosh, Mom. I can't believe you said that!"

Me (grinning): "What? You didn't think I had noticed??"

Jake: "Well, no... I mean yeah, but I can't believe you pointed that out! And I'm sorry, but I can't really control that."

Okay, I have to admit this is legitimately kind of fun.

Me (as I place Jake's right foot back down on the floor, and then pick up his left one): "Well Hon, I have to say, he's certainly a cute little guy. Has he made any new friends at school yet?"

And then I lift my eyebrows suggestively.

Jake (acting all shy): "Mom!"

Me: "What?? I'm just curious if you've introduced him to any of the girls on your hall."

Me (after a slight pause): "Or boys. You know I'd be fine with either."

Jake (now with a faux annoyed look): "Mom. I'm not into guys like that."

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After a very quick glance at Jake's left foot that's now on the bed, I realize his nails are all good. So I guide that foot back down to the floor, and now I'm ready to give my full attention to this new topic we have going, because I have to say it's a lot more interesting than clipping toenails.

Me (defensively): "Okay, okay, I figured you liked girls, but I didn't wanna assume anything."

Jake: "Yeah, thanks. But Mom, to answer your question... no, I haven't introduced my little friend, as you call it, to anyone at school yet."

Me (as I gently place my hands on his two thighs, forcing them to open up ever so slightly): "So if you haven't made any special friends at school yet, are you aware of how you can handle this problem yourself?"

Jake (still playing the embarrassed card, but obviously not backing away from the subject): "Oh my god, Mom, are you talking about me jerking off??"

Me (matter of factly): "Yep! Jerking off, jacking off, masturbating. Whatever you wanna call it."

And then I smile again.

Jake (with a deadpanned look on his face): "Yes, Mom, I'm well aware of how that works."

Me (here's where I can draw on my real life experiences as a mom): "Yeah, I know you know all about that. I was obviously kidding. Remember, I'm the one who would wash all your crusty socks, and empty that waste basket of yours, filled to the brim with used tissues, even when you didn't have a cold."

Jake (acting like that comment legitimately hit close to home): "Mom!!!"

Jake (with a little bit of a more serious tone): "I mean, you're not actually trying to make me feel bad for doing that, are you? For touching myself?"

Me (realizing that this is probably a good opportunity to transition this conversation away from the jokes, and into something more real): "No, of course not, Honey Bear. I think it's totally normal, totally natural, and I'm glad you're able to do that as much as you want."

After I say this, for whatever reason, Jake and I both look down at his cock, which is still sticking straight up into the air.

Jake (with a little chuckle, but still kind of a serious tone): "Thanks, Mom. You know my record is eight times in 24 hours? It's kind of sad, but I wanted to see how many times I could do it in a single day."

Ha. That's awesome. And kind of hot to think about him just rubbing his cock raw in order to keep coming, over and over and over again. What a little fucking horn dog. I love it!

Me (keeping in the roleplay, but figuring I can ask some follow-up questions): "Jacobson! That is so many times! Did you use any lubricant when you did that?!? I'm worried you could've given yourself some serious chaffing."

Jake (seeming like an open book now): "Ha. Yeah, for probably like the last three or four times I definitely used some lotion. And then after that day, I don't think I jerked off again for like a week!"

Me (laughing): "That's too funny. And too cute. So if you don't mind me asking, how do you usually masturbate? Like do you look at something when you do it?"

Me (whispering for effect here): "Like pornography?"

Ha. I would never normally refer to porn as pornography, but for some reason I felt like it fit my character of Jacobson's mom.

Jake (after laughing at my delivery on the porn question): "Sometimes, but not always. Sometimes I just close my eyes and imagine a scene in my mind, and that'll be enough."

It doesn't take a genius to know what young Jacob is alluding to here, as he and I both know he's talking about the scene of his mom (or in other words, me) masturbating in her (my) own bed. For whatever reason though, I don't just want to give in and ask him what scene he's referring to, as that almost seems too easy. So let's see how he handles me not taking the bait.

Me (focusing more on him jerking off, than the inspiration of his orgasm): "That's really cute, imagining you, lying back in your bed, touching yourself with your eyes closed. I can almost picture it."

And then I give him a big smile.

Jake doesn't seem too bothered by my redirect, as instead he looks like he's actually getting even more aroused.

Jake (with a serious tone): "That's not all I would do."

Me (playing along): "Oh really?"

Jake: "Can I tell you something really embarrassing?"

Absolutely, you can. But I'm pretty sure I already know what it is. This is where he's going to bring up the fact that he used to watch me masturbating through the crack in the door. Ha, I just referred to his mom as 'me'. Clearly I'm in too deep here with this roleplay!

Me: "Of course you can, Jacobson. You can tell your mother anything."

Jake (seeming actually kind of nervous?): "Sometimes when I'm alone... sometimes I don't just touch myself..."

This is interesting. Maybe I don't know what he's about to say?

Me (as I give Jake a soft, reassuring rub on his naked thigh): "It's okay Hon, you can tell me. I won't judge."

Jake (looking right at me): "Sometimes... sometimes, I like to stick things in my butt. And then I come with them in there."

Well isn't this fucking interesting. I was definitely not expecting him to say what he just said, and I love, love, love this revelation!

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