A Beautiful Older Woman Comforts A Shy Younger Guy

By Youmeanmoidoid(unfinished)

[F4M][Script Offer] A Beautiful Older Woman Comforts A Shy Younger Guy [gentle fdom] [Older Woman, Younger Guy] [hardened by life-experience, loving by nature] [ Teasing] [Cuddling Handjob] [Giggles For Days] [Body Appriciation] [body acceptance]

In this script, you play the role of a woman who is of a more mature age, but not “old”. You’ve been through a lot in life, experiencing nearly everything that both love and loss had to offer. And while both those experiences, and time itself has seen you become weathered, they have also humbled you. Where many women might become skeptical or even harsh towards life, your outlook of it has only grown more humbled—-gaining a respect for what it has to offer.

Having said that, you are also previously divorced and single---having only just returned to the “dating pool” after many years spent being on your own and re-discovering yourself. Your previous relationship ended very badly, but it taught you your most important life lesson when it comes to what sort of man you believe you should be looking for next.

Many women, including yourself, had previously talked about how they wanted a man who could make you (blank) you had always been wooed by the idea of being swept off your feet by the strong and emotionally stoic man. And once you’d found him, for a time, it was every bit as amazing as you thought it would be. But as time went on, you found that stoic-ness, that brick wall between him and emotions, was anything but romantic, and ultimately, it led to the end of your marriage.

But, eventually, you felt ready to return to the bar scene. This time, however, as you sit at your table, you politely refuse or brush off every guy who approaches you asking for a drink. Most are polite, though some, of course are not, but they all share a commonality of which your eyes no longer see the appeal: confidence. Ungenuine confidence and cockiness.

Finally, just as you’re getting ready to call it a day, a man enters the bar who does catch your eye. His posture is different from all the other men in the room, who puff their chests and act as though they are far larger in life than they really are. But as this man sits down at a table and orders a drink, he’s the first man you’ve seen to not immediately start scouring all the females in the building. He's much younger-looking than any guy you might normally be interested in, but that doesn't stop you from deciding to go and introduce yourself.

[start]

(Sounds of a crowded bar with bar music, talking and laughter in the background go on for a time)

(Small clearing of throat)

Hey, how’s it going?

(Small chuckle)

Not bad myself, just enjoying my days off. Naturally, at the best place anyone possible could! An over-crowded bar.

(Chuckles)

Is it alright if I join you? This seat isn’t taken, is it? Or were you waiting for someone?

Oh alright! And...you’re really ok with me joining you? I don’t want you to feel pressured or anything. I know first-hand how, sometimes, you just kinda want to sit at a table and enjoy your drink in peace.

(Giggles)

Well, thank you! In that case, don’t mind if I do!

That looks like an interesting drink, what kind is it?......Huh, well it looks tasty to me! Is it ok if I try getting the same thing?

Awesome! I'm excited to try it! Guess I just have to flag someone down.......Excuse me! Hi, yeah I’ll just have the same thing he’s having. Thanks!

(Chuckles)

Oh, yeah, I’ve been here for a while and had a few drinks, but I can hold my liquor just as good as I used to, so one more won't hurt!

(Giggles)

Soo......do you come to this bar very often?....

Ah, yeah, I only just started coming here a little while ago. Well, really, I only just started NOT acting like a total social recluse just a while ago.....

(Chuckles)

Well, I actually used to be quite the social butterfly, but then I met my now ex-husband and all sorts of not fun stuff happened that I know you don’t want to hear about. But, long story short, I kinda forgot how to be social for a long while after things ended, and then sorta just slowly started to re-discover myself I guess you could say!

(Chuckles)

But what about you? I’ll admit, I kinda noticed you as you came in, cause you were the first guy to sit down and not immediately start scoping out what girls looked easiest to get to.

(Small chuckle)

Ah, you’re kinda new to the whole bar thing too, huh? It can be pretty nerve-wracking, can’t it? And scary, to be honest. Particularly for women, but no-doubt for guys too I’m sure! Everyone feeling like they have to puff up their chest and impress someone. And act like someone they're clearly not. It can all just feel soo fake.

Oh! And here come our drinks!

(Giggles)

Thanks! Alright... let's see if your drink recommendation was any good.....

(takes sip of drink)

Mmm! Wow, this......this is actually like the best tasting drink I’ve ever had!

(Laughs)

I’m being completely serious! It really is! The perfect balance of sweet and sour, not too strong. It’s perfect!

(Giggles)

Hm? Ask me something? Of course! You can ask me whatever you want! Though....that doesn’t mean I’ll answer it.....

(Giggles)

I’m just teasing you, hun. Really, ask me anything you want and I’ll answer honestly as I can.

(Small sound of surprise as you’re mid-drinking)

Why did I want to sit and talk with you? I’m.....not really sure what you mean? But, to answer, it was because I thought you looked like a nice guy, and I wanted to!

[he elaborates, saying he was just surprised you wanted to sit with him, when there were soo many other guys around.]

Oh...ah, I see....

(Chuckles)

Hm, I suppose that’s a fair thing to wonder about, though a silly one too. But.....I could tell by the look on your face when I first came up to you, that you were kinda confused.

(Giggles)

You almost looked like you were expecting me to try and sell you something.

(Laughs)

I’m sorry, I’m sorry. I’m not trying to be insensitive. I really do understand, so let me try and explain.

(Takes a drink and clears throat)

Well, I guess for starters, I just thought you were cute! And you just really caught my attention!

(Giggles)

I hope that wasn’t me being too honest. Being as open and honest with my feelings as possible, is something I’m really trying to do after, well, my previous relationship. But anyways, yeah! You just caught my attention, really. I’d actually been getting hounded almost constantly by guys wanting to buy me drinks since the moment I got here. Some of them didn’t even offer to buy me a drink first and just went right for the “you wanna get out of here?” Line. Got to be honest, I was surprised people actually say that.

(Chuckles)

But anyways, uhm, yeah, I don’t know. I really don’t like to bring up my previous relationship, but with everything that happened in it, it....well....gave me a really good idea of the kind of men I want to avoid, and the kind of men I want to associate with.

So, if you were wondering why I turned all those other men down, it was because they simply weren't the kind of men I want to associate with. But you were!

(Chuckles)

Well see, that’s just the thing; you caught my attention *because* you weren’t trying to act like all confident and cocky. I...hope it’s ok for me to point out, but I could easily tell you were really nervous, and I can tell you still are right now.....

Um but that’s ok! It really is! That’s why I really wanted to sit down and talk with you! Because I don't feel like I have to worry about you trying to act like someone your not. Which means I can get to know about the real you from the start...

(soft giggle)

Uhm....is it alright if I put my hand on yours? I really hope I’m not being too forward with all this. And I’ll admit, I’m just really, really rusty when it comes to how all this normally goes. But I'd like to...if you would...

(Giggles)

Thanks!....I’ve been thinking of doing it for a while now. But anyway, like I was saying, yeah...the fact that you seem nervous just kinda speaks to me, I guess. And if it makes you feel any better, I’m not some emotionless or super-confident diva or anything. Cause if I had my Fitbit on right now, it’d probably be telling me to take a breather.

(Giggles)

You’re glad I sat down with you? Well, aw, I’m glad you’re glad! Glad I’m not a complete goof at this whole thing. Turning away people’s advances is just sorta something a girl’s gotta learn how to do, but going up to a guy and sharing a drink with him? That's all new territory for most. Especially after how long it's been for me.

Hm? How long has it been? You mean how long had I been married? Oh....it had been quite a long time. I’m sure you can tell just by looking at me that I’m not exactly just turning 21.

[He said he was sure you were in your mid-20s at least]

(Small fit of giggles)

Oh you flatterer, trying to fluster me more than I already am, huh?

But it's alright, I actually was going to bring that whole age thing up. I happen to be very aware that I look a fair bit younger than I really am, but it shouldn’t be any secret that I’ve got a good number of years on you. So...if that’s not something you’re comfortable with, then it’s really, really ok! You absolutely should not feel like you are obligated to do anything with me. And the last thing I’d ever want to do is pressure you.

[though very embarrassed, he says he doesn’t mind at all]

(Small giggle)

Well, I’m very glad to hear that. Because even though we just met, I’m really, really into you, you know?

(Giggles)

And uh, maybe it’s just my imagination or I’m crazy, but it feels like you keep looking at my lips. Am I wrong?....

[he admits with great obvious embarrassment that he has been]

(Sheepish giggle)

Oh gosh, I feel soo bad for getting you soo embarrassed, but thank you for being honest..really. Being honest with me means....well...more than I can really even say at this point.

And...I don’t know if you’ve picked up on it too, but, I’ve been failing at not looking at your lips for a while now too

Do you want to do it?

(giggles)

Kiss, silly...would you like to kiss?

Yeah, right now, if you want? Or we could go someplace more private.......

A quick one? Right, sounds like a plan...

(giggles)

Soo...yeah lets just lean forward quick...

(Sound of a quick kiss and even more sheepish giggles)

Well, goodness, I can honestly say I was not expecting this when I came here today. But...so far....I’m really, really liking that it did.

(Giggles)

I’m sure you can tell I am just totally flustered at this point. And I’m not trying to draw attention to it and make it worse, but you really look like you are to. Do.....you want to to go somewhere a bit more relaxed and private? We might both breathe a bit easier I think.

(Laughs)

And yes, I know that’s just a fancy way of saying “you wanna get out of here?” But there it is. I just don't feel a need to be here anymore. And I think a couple of the guys who'd been hounding me before might have seen us kiss, cause they're giving us some dagger looks right now.

(Giggles)

Yeah, let’s get out of here. Do...you want to just come back to my place, I do own my own home. Or we could go to where ever you live. Either way, I’m perfectly fine! But I know how it is with millennials and housing though, so I suspect might get the most peace and quiet at my place.

Alright, my place! Sounds like a plan! Guess we should pay our tabs.

(sound of you leaning and straining to look around)

I’ll seeee if I can get the waiters attention and...yup, here she comes!

(Chuckles)

Hey! Yeah, we’re ready to call it. Uhm, and I’ll cover both drinks.

(Giggles)

Yeah really, don’t worry about it, I got it! You can treat me next time, if it’ll make you feel better.

Thank you!

(Quick sigh)

Well, ready to head out? I have everything. Is it ok if I keep holding your hand?

(Giggles)

Alright, let’s go!

((((All sounds fade for a brief time))))

(Sound of door closing)

Here we are! Honestly, I’m glad to be out of there. I know I frequent those places, but I honestly don't like bars.

(Chuckles)

Yeah, you can just leave your shoes and coat in this area here. But before you do...come here...

(Sound of several slow long kisses, before breaking and giggles)

Had you ever done much kissing before now?

Well, that’s ok!

(Giggles)

And like I said back at the bar, for pretty much my entire life I’ve been dealing with...just-...well-....finally getting to see a guy who’s.....just showing all these cute little emotions that you are....is just a complete breath of fresh air for me! And so, you’ve really kinda just got me in your nervous clutches at this point.

(Soft giggle)

Like I said back at the bar, for pretty much my entire life I’ve been dealing with...just...well....getting to see a guy who’s just showing all these cute little emotions that you are, is just a complete breath of fresh air for me. And so, you’ve really kinda just got me in your nervous clutches right at this point.

(Small chuckle)

Which I’m sure you’ve noticed by now, seeing as I can’t keep my hands off you....

(Giggles, sounds of you gently rubbing a hand over his clothes)

And...having said that, I know I told you to let me know if I was ever coming on too strong, and I still want you to. But...at this point, if you wanted to just kinda...you know....skip all this stuff and take things right to the bedroom, I’d be down....

(Small fit of giggles)

Didn’t think you could get even cuter with your embarrassment, but there you go! You are just so damn adorable, hun....

(Sound of a kiss and giggle)

But, we don’t have to, you know? If it’s too embarrassing or just moving too fast for you, we could just spend the rest of the night sitting on the couch together and relax? Like I said, no pressure to do anything. I may be ready to jump your bones right now, but just spending time with you in-general is what matters to me most.

I, of course, don’t want to assume, but I’m guessing you don’t have a whole lot of experience with sex?....

(Soft chuckle)

I know my way around a thing or two, yeah. And really, it’s ok if you aren’t experienced, or just don’t have experience at all really. I didn’t bring you home with me cause I thought would be some wild lay, I did it because I like you.

(Soft giggle and sounds of more kissing for a time)

Well, you’re already picking up on kissing real nice.

(Giggles)

But, hey? I kind of have an idea. Why don’t we move to my bedroom and lay down, but just kinda start off with some normal cuddling? We can just keep kissing, and I can keep looking at your cute face. And then, if things happen to move beyond that, then great! And if not, then that’s great too! Sound good?

(Soft kiss)

Alright, take my hand, hun.....

(Soft chuckle)

Yup, I live here all on my own. I never had any children, and I have some girlfriends occasionally come over for drinks, but yeah, the majority of the time it’s just me settled down with a nice book and a drink. For a long time, I kinda preferred it that way, till I decided to try putting myself out there. So you’re actually the first guy I’ve brought home since...well...ya know.

(Chuckles, sound of door opening)

And here we are! It’s a good thing I decided to clean up the other day, cause I really, really wasn’t expecting to have a cute guy home tonight and that would have been pretty embarrassing.

(Giggles)

But anyways, yeah! Like I said I was thinking we could just start off with cuddling. Aaaaand I was kinda hoping you might be willing to let me be the big spoon?

Yes! Really really! I’d love to be the big spoon. Unless you’d prefer to be the big spoon? I was just thinking it looked like you could use being the little spoon right now.

(Giggles, sound of climbing onto bed)

So yeah, just go ahead and get yourself nice and comfortable....Do you need any extra pillows?

Alright...so then now...I’m just going to get up behind you..and slide my arm right around your waist....And, actually. Is it ok if I put my hand inside your shirt? So I can sorta just stroke your chest?

(Soft giggle)

Aaaand there we go...hows this? Does my hand feel nice? I do try to moisturize every day.

(Sound of several relaxing breaths, before a soft kiss)

Sorry...the back of your neck just looked too tempting.....

Oh? You didn’t mind, hmm? Guess I’ll take a bit more advantage of that.....

(Giggles, more slow kisses and sounds of rubbing)

(Soft tone)

Does that feel nice? Good...I really want you to feel nice. Having you feel nice...and safe...and even protected; that’s really what matters to me....how I want to make you feel.....

[he asks you why making him feel soo nice and protected matters soo much to you]

Why does it matter soo much to me?...

(Soft sigh)

Hmm, well, I guess that desire was just something that came out of my previous relationship.

My uh...well, my ex-husband was...I guess you could say....the sort of picturesque manly man. He really only ever openly expressed two different emotions: Happy, and not happy. And that was about it. There was no real in-between. Timidness, nervousness, vulnerability, indecisiveness and pretty much anything that could be considered "weakness"....none of those were something he ever showed.

I think a large part of the reason for that, was simply because of how he was raised, and what he was taught by society. It’s certainly something I grew up with on the opposite spectrum as a little girl.

Growing up, he’d been told stuff like “it’s a man’s job to do this, and men don’t do that” you know, all that bullshit.

(Chuckles)

And on my end, my grandmother and even my mother would tell me how, when I got older, as a woman it would be my responsibility to do blah blah blah. You get it. Pretty much the stereotypical stuff like always making sure dinner was ready when my husband got home, my job to do the laundry and all that.

Just that stuff alone were things we would constantly butt heads over. But really, the main thing, was just his not being able to be vulnerable with me. There were soo many times, where I’d ask him, beg him to just talk to me and tell me how he felt, and he just simply wouldn’t, or couldn’t.

We spent soo much time, and a small fortune on all sorts of marriage counseling and anything else we thought could help. But, in the end, that whole traditional upbringing he had, and being told stuff like “real men don’t cry” his entire life, was just too difficult to shake. He needed a women who would fit those strict traditional roles, and not care about how closed off he was.

I still hope a day comes where he’ll learn to start opening up, and we did leave on as good a terms as two divorcees could have. But, in the end, I just couldn’t handle it. I just can’t have a relationship with a brick wall, ya know?

(Soft giggle and a kiss)

I didn’t really mean to go soo deeply into that, but I felt like it was sorta important, if I was going to answer your question. The reason I was soo eager to get to know you, and so willing to bring you home, was....maybe.....a bit of me possibly getting a bit ahead of myself.

(Chuckles)

Though I don't regret inviting you here at all! And really the main reason I was soo eager to get to know you, was just because of what I saw, when I first caught sight of you.

Do you remember back at the bar when you asked me why, out of all those stoic, confident and mostly cocky men...I turned every single one of them down and went for you instead?

The reason why, was because when I looked at every single one of those other men, all I saw was my ex-husband; all I kept seeing, was that brick wall that took what felt like almost half my life to realize I couldn’t punch through.

But then....I saw someone different.

(Sound of more rubbing and soft giggles)

He was much younger than what might’ve been considered my usual dating pool, he still caught my eye, and kept my eye. Because he was the first man I'd seen that didn't look like a brick wall. He came walking into the bar, sat down all alone and ordered a drink. And yet showed more vulnerability in those handfuls of minutes, than my ex-husband had in the entire time I’d known him.

I’m really trying not to fetishize you or anything, and I’m really not trying to keep on comparing you to him. But I’m really just trying to drive home the point of how star-struck I was by you. I know how much you view your nervousness as a negative, and I could tell that from the moment I sat down.

But really, hun....I’m telling you....I just think it’s beautiful. Let yourself be nervous with me, let yourself be timid, because I just can’t get enough of it...

(Giggles)

Does that make sense? Maybe when my brain isn’t all mush, I’ll be able to explain it better.

(More slow kissing)

But really, even just cuddling like this and getting to be the big spoon. It just feels.....amazing. Surreal. This is the first time in my life I’ve ever gotten to be the big spoon, you know? I was actually pretty nervous when I asked you, and when you said yes, I really had to keep myself tapered down, and not do a little excited dance.

(Giggles)

I just never thought I’d ever get to do something like this. And it really means a lot to me, that you’re willing to be this vulnerable with me, even though we’re still pretty much strangers.

(More sounds of kissing and giggles)

I love the way your chest feels, and I love kissing the back of your neck. Never gotten to kiss the back of a man’s neck before either.

Hm? Turn around? Of course, you can! Here...I’ll slide my arm out so you can flip over.

(Sound of moving around and giggles)

First I get to look at the back of your cute neck, and now I get to look at your cute face again? Man, this girl’s getting spoiled today

(Giggles, sounds of kissing and small sighs)

Mmm...your neck is nice, but there’s something about these lips of yours that just...has me especially hooked. If you want, you can slide a hand up my shirt too?

(Chuckles)

I’m very sure. Go right ahead! You can even take my bra off, do you know how to unhook it?

Just slide your hand around my back.......mmhm, like that. And then when you find that part at the middle, there’s going to be a place where two hooks from either side meet. So you just kind of have to either pinch them together, or try and pull one side over.

(Small fits of giggles)

Yeah, not quite getting it. You're kind of just kind of it sliding around. Here, I’ll just sit up really quick and unhook it....

(Sound of you propping yourself up)

Next time I’ll let you figure out how to do it yourself.

(Giggles)

And there we go! Tadaa! Bra removed.

While I’m at it though...I think I’ll just go ahead and take my shirt off too!

(Giggles)

But you can keep yours on if you want.

Oh? You’ll take yours off too? Well, that’s brave of you! Guess we have a shirt removal party going on here!

(Chuckles)

And judging by the look on your face, you must like what you see? They’re not quite as perky as they were when I was right out of high school, but they’re still pretty good, huh?

Well, hun; touch them...as much as you want....

(Soft sighs and giggles)

No, it’s alright, it just tickles a bit. I’m not used to having them touched by anyone else. And also...the look on your face is adorable. Like a kid in a candy shop!

Mmmm...it feels nice though, you’re soo gentle. Is it ok if I touch your chest more?

(More sounds of rubbing and soft giggles)

I’m loving this soo much.....

Uhm...can I give your chest a kiss too? You can kiss mine right after, if you want?

(Sounds of several slow kisses, and a long sigh)

Thank you. I enjoyed that even more I thought I would....

(Giggles)

Now, go right ahead...kiss them, suck on them, grab them, whatever you want to do, they’re yours, hun....

(Soft gasps and moans)

Oh....that feels soo good...oh god your tongue feels soo good.

(Giggles through sighs)

You’re really honing in on the nipple, aren’t you? It feels soo good. But...would you mind if I sorta put my hand on your head? Its just....I’ve always wanted to cuddle someone close while they sucked on my tits....

(Soft giggle through moans)

Thank you...really...thank you. You have no idea....how happy this makes me. And you just look sooo damn cute, sucking away at my nipple. Almost like a baby, but please don’t take that as an insult, it really, really isn’t.

So just...keep sucking away...and I’ll ruffle your hair...and stroke the side of your face. I’ll even move a bit closer, and just sling my leg right over....oh my....

(Moans slow, giggles)

No no! Hun, you don’t need to apologize! Silly. I wasn’t saying "oh my" as in, that was bad. I just didn’t realize you were soo turned on right now.

(Giggles)

It’s nothing to be embarrassed about though! I’ve probably already ruined the pair of panties I have on.

So, hun. What do you think? You want to try and take things a bit further? But, like I said, tonight can go as far as you want...

Hmm....still really nervous and not sure? Well, that’s ok! Really. It’s wonderful that you’re being honest with me about this.

But hmm....you're still awfly hard, and if you don't do something about it, it's probably going to really hurt later.....

Would.....it be ok if I suggested something we could possibly do? It’s not full-on sex, so don’t worry. But it's something I’ve always dreamed of trying. It’s still pretty intense in its own way though, so really, if you don’t want to do it, then say so.

But, well, the way it would basically go....is that I would lay back against the headboard—-naked—-and you would sort of use me as a recliner. And I would sorta just reach around and stroke you off, while cuddling you at the same time! It’s kinda like a handjob with cuddling. A cuddlejob!

What do you think?....

(Giggles, super excited)

Oh? You’d be interested? Really!? Only if you’re sure though!

Oooh, hun! You don’t know how excited I am! This is going to be great, I promise! Ok. I have some lube right here in the dresser, so I’ll grab that and get my pants off. And you go ahead and slide out of yours.....

(Giggles, with sounds of rummaging around and clothes being taken off)

You have no idea how excited I am for this. I promise, you’re going to love it. And see? I told you my panties were basically soaked. Want to know a secret though? They’ve been this way since I first touched your hand at the bar.

(Giggles)

I’m completely serious! The proof is right here, hun! Don’t doubt your abilities soo much. But ok, I got the lube right here and so now....I’ll just get a bunch of pillows and put them against the headboard.....and then I’ll just lay back and open my legs...

(Small fits of giggles)

And as soon as you’re done starting, just go ahead and lay back against me! But, I mean, you can stare for a while if you want. It’s been a long time since I’ve shaved, so sorry if you’d prefer it that other way. Though based on the look you’re giving me, I’d say you don’t mind that much...

(Giggles)

Alright...yeah, so just come here, hun. And just scoot up against me as close as you can. Don’t worry, you won’t squish or hurt anything, it’s just going to be a little warm and wet on your lower back. But my boobs will act as nice cushions for you upper-back.

(Chuckles)

And just make sure you get yourself nice and comfortable......are you good? Alright, now, feel free to put your hands wherever you want. When we do this, I’m probably going to shift between using both hands, and keeping one arm around your midsection...like this.

So if you want to hold one of my hands, then that’s fine! But you can also put your hands on my thighs on either side of you too. The only rule...is that you can't touch yourself, ok? You have to just lay back and trust that I can make you feel good.

(soft giggle)

Good. So...if you’re ready to get started? Then....I’m just going to get some lube on my hands.....alright there we go.......And then I’m just going to reach around and get you nice and slick......

(Wet sounds of you getting his cock lubed, giggles)

Still got quite the hard-on. And did I mention you have a beautiful cock?

I’ve only just started getting you lubed up and you’re already making cute sounds.

(Giggles)

But ok, I’ll stop teasing, cause this is supposed to be about you. So, I want you to just lay back and rest your head against me....yeah just like that. And now.....just enjoy it, ok hun?

(Slow stroking sounds start)

So...I’m going to start really slow, but also start off using both hands. And just kind of...make rings with both thumbs and forefingers....and just twist at the base...just nice and slow....back and forth....

(Soft giggle)

That feel good? I’m soo flattered I’m already getting such a reaction from you. Nice to know I haven’t lost my touch. Yeah....just take a hold of my thighs. Let me know if you want me to bring them closer and squeeze you, or move them farther away.

And now...I’m going to keep twisting, and slowly work my way up the shaft...reeeally slow.....

(Giggles)

Patience, hun. Try not to thrust your hips or anything, at least not yet. Don’t worry, I’ll get there.....just keep working further up......and now......we’re at the head...

(Giggles, with several slow kisses)

Oh? Did I forget to mention that I have perfect access to your neck and shoulder? And that I totally plan to use them? My mistake!

And so now, I’m just going to bring my left hand back and wrap it around your tummy. And I’m going to use my other hand, and just slowly splay my fingers up and down...right over the head.....

Yeah, you can hold my hand, at least while it’s available...

(Giggles)

Starting to get some squirms out of you too! Soo cute! Oh, and feel free to cum whenever you want. Though I’d sooo love it if you tried to hold out until I said so. It’ll feel best if you do.....

(Several soft kisses and giggles)

Awh, I know it already feels soo good, hun, but trust me, I’m going to make it feel even better. So just try to breathe and relax...and keep letting me take care of everything......

Alright...going to give the head a little rest...and just give the lower part some good old-fashioned stroking..... gosh I can’t believe how hard you are...And I love it when your cock pulses like this....

(Giggles)

And yet it's behaving soo well! Being such a good boy....is it ok if I call it that? I know not everyone is into it.

(More sounds of soft kisses and giggles)

Well, in that case, you are absolutely being a good boy right now. And you have no idea how happy I am right now, taking care of you, taking care of my good boy.....

(Giggles)

Alright...I’m going to move my other hand back again, and you might want to hold onto both my thighs for what’s coming next...

So this time...I’m just going wrap both hands completely around you like this...and just twist them back and forth. And I’m going to start going faster, but just try to hold on a bit longer, ok?

(Stroking sounds quicken)

(Small gasp and chuckle)

Oh! See? I told you that you might need to hold onto my thighs! Really feel free to squeeze them as much as you want, don't worry about hurting me. And it's ok if you squirm around a bit, but if you do it too much you're getting thigh-clamped.

(Giggles and soft sigh)

Didn’t I tell you this would feel really good? Your starting to breathe really hard too. God...I don’t know if you can feel it, but the lower part of your back is probably soaked by this point, cause I am soo fucking wet right now...like...I honestly don’t know if I’ve ever been this wet in my life...and I am completely serious on that too.

Because you are just soo cute...and you have no idea how happy I am to do this. That you trust me enough to just let lay back and let me be in complete control...because for the first time in my life, I can truly take care of someone....

(Most soft kissing sounds)

And it just turns me on soo much...everything about this....everything about you turns me on. I’d love to see you gain more confidence in the future, but please, please don’t ever stop being this coy and adorable you, ok hun?

(soft exited giggle)

Ah, you’re close to cumming? Alright, you’ve been such a good boy til now, so I won’t make you wait any longer. So, just wedge yourself even further back into me....and I’m going to move my left hand back and put it across your chest, so I can hold you against me when the orgasms hits.

And now....

(Stroking sounds grow even quicker, giggles)

I’m just going to stroke you. Hard. Hard and fast, from the base to the tip, and I want you to cum for me, honey. Ok? Don’t hold yourself back anymore, just let it all go. I’ve got you held as close to me as you could be, and I’m not letting you go until you do! And I won’t stop working this beautiful cock until you do!

(Speaks between desperate kissing sounds as stroking reaches it’s quickest)

So, just do it! Do it...Cum! Don’t worry about making a mess, I want you to! Just let yourself go, honey! Come on!....

[he starts to cum and spasm in you arms]

(Gasp of satisfaction and giggles)

Ohhhhh here we go!! Yeah! That’s it! Don’t worry, I won’t stop stroking! Mmmm yeah keep hold of my thighs too. Gosh honey, there’s soo much! It’s still coming!

And see? I’ve still my around you nice and tight...you’re still just a safe...and such a good boy...

(Stroaking slows)

Mmmm...it’s finally starting to slow down...I’m just going to give it a few more good strokes and squeeze extra hard...make sure we got any that’s left behind....

I know it’s sensitive...just a few more,hun....

And there we go...now I’ll just move my right hand over, so I can hold you close with both arms! And yeah....let yourself go limp, just like that....and you made a nice big mess too! Just like I asked....

(Giggles, several slow kisses)

So?..how was it? Didn’t I tell you it would be amazing if you held out? I honestly didn’t know a guy could spasm and shake like that when he came. It's a good thing I was helping to hold you still, or I might've gotten knocked around. But you really did give yourself over to me, didn't you?....just totally gave up all your control....

(Sheepish chuckle)

Gosh...I just...well...I know I asked you to a bunch of times, but now just knowing you truly did just....well....I'm just kind of speechless...

(several moments of soft breathing)

Uhm...hey, hun? Do you want to flip yourself over and use me as a proper pillow? We can get under the blankets too...

(Sound of moving around)

Alright, just a sec...we’re going to have to move so I can get the blanket pulled down.....

(Sheepish giggle)

And there’s the big mess I made myself....that’s almost a little embarrassing that you didn't even have to touch me for that to happen. But alright, so yeah, I’ll just open my legs again....and just lay against me like you did before, only this time with your chest against me!....

And I’ll just pull the blankets over us.....And now.....I’ve got you! And I’m not letting go!

(Sounds of soft kisses and giddy giggles)

I’m just going to keep one hand right on your head, and the other around your back...and really probably never let you go...

(Giggles, more sounds of kissing)

Just keep you captive and give you cuddles and forehead kisses forever!

(More chuckles, before relaxing sighs)

But...really. Thank you, hun for letting me subject you to all this insanity. Literally, everything we just did has been a dream of mine to try for....a very long time. I was convinced that it was just never something I would ever get to do. And you...you just made my dreams come true. So really, truly...thank you.

(Soft kiss)

I’m glad we met. And I know this was all...well....quite emotional for what was essentially sex on the first date. And it was courageous of you to take the leap in trusting me, even though you were soo nervous. Honestly...from here, where ever you want things to go I’m happy with.

If you want to just kind of....go our separate ways after this night, then that’s ok! I'd completely understand. But...if you think you might like to meet up for drinks again another time, then even more great!

(Giggles)

Of course, I would very much like to see you again. I’m glad that even though I have some years on you, you don’t treat me or think of me any differently than you would a younger girl. And this whole thing has almost made me feel all young and giddy all over again.

(Chuckles)

Thanks, hun. I know, I’m not *that* old, but still. It means a lot....

[as you lay together, he asks what about you]

(Relaxing sigh)

Hmm? What’s that?....what about me? What do you mean, hun?

Oooohh.... awh...Adorably coy, and yet still a true gentleman....

(Soft chuckle)

Hmmm....I think for right now, I just want to keep holding you like this. My pussy might be rearing to go, but right now, my mind is just focused on holding you close. Because I want you to understand just how truly safe you are, here in my arms. And if you feel like drifting off, then just let it happen. It’ll probably happen to me too if we stay like this long enough...

(Several slow kisses and a giggle)

And then, when we wake up, we’ll already be in the perfect position if you’re still feeling soo generously concerned about me.

(Soft giggle)

But see? You got me right in the palm of your hand, and all you had to do, was be yourself! That’s all I ever want you to be with me. And that’s all I’ll ever be with you......And hun? Could you look up at me for a sec?

(A long slow kiss)

Thank you again....

[end]