[F4M] Your Vacation MILF Part 1: Poolside [Script fill]

Transcript

Oh, hello, I didn't think anyone else would be out here. Yeah, it's around midnight. I can't imagine anyone who wants to still be awake at this hour would hang around at the resort pool, out of all places.

Anyone still up is probably partying, but I guess I'm not the only one who enjoys a good late night ocean breeze around here, huh? When you get to my age, you will appreciate the quiet a little more. Oh, fair enough, I'm just here to relax too.

Do you mind if I sit in the chair next to you? No? Well, thank you.

It's so beautiful here, you know? The water is so blue, and the wind just feels better at night. Yeah, it's a little chilly.

That's why I roll my robe down here. I didn't know for sure I wanted to go for a swim, so I threw it on over my suit just in case. Plus, I don't need creepy men staring at me on the way here.

Huh? You think I could still get some looks even in this old thing? Oh, you're too kind, and probably right.

Did I get a look from you? Did I make you nervous? I'm just kidding.

You seem like a perfect gentleman. So, where are you from? I can't imagine a guy like you drops everything just to spend his vacation sitting by a pool.

Me? I'm here by myself. I needed a break.

I'm newly single. At least, I think I am. It's been a long few months.

I'll spare you gory details, but my marriage is going through a rough patch. Yeah, I kind of think it's just a matter of time. Hubby is sweet, or at least he was.

This past year would have been at odds about which one of us needs to step up their game to keep up with the other. Who knows, his promotion at work helped him meet the right people, and I guess it made him more demanding. I think it's stupid.

It's not like we needed more money. And a bigger Christmas bonus doesn't mean I haven't missed a workout in years, or don't slave away at my own job. It doesn't mean I'm any less understanding, patient, or successful on my own.

You know, as if he hasn't aged at all. But you know what? I took out exactly how much he said that race gave him, and I used it to fund this little trip I'm on.

Oh yeah, it was a lot. Who knows how pissed off he will be when I get back. Oh, you love that? I'm glad you can appreciate my devious little payback.

That's kind of exciting, actually. You're proud of me. You better treat your wife better than my hubby does.

I'd hate for you to turn into a stuck-up yuppie like him. That's why you're here? What does it mean? You were supposed to be on your trip here with your girlfriend.

And she broke up with you before you told her about it. Aww, at least your friend volunteered to come with to help cheer you up. And that he even offered to pay you back for his ticket? It sucks that they were non-refundable, though.

You know, that's actually a bunch of travel agency jargon you could talk your way around. Maybe you could learn to haggle. You never know what you can talk people into doing if you say the right thing, baby boy.

And again, maybe this is a case of everything happens for a reason. Why? Because you wouldn't be here right now if it cancelled.

She didn't say why she left you, did she? She misses her ex. Yikes.

I think it's her loss, then. The whole way some guy who she forgot already decided he didn't want her is better than you. Can I kiss your cheek? I know it might sting a little now.

But I think things are going to turn around for you soon. When? Whenever you want them to, baby.

I feel like going for a swim, after all. Let me just get this robe off. There we go.

That's much better. Everything okay, dear? Your eyes just went really wide.

Oh, you noticed my bathing suit? It's pretty nice, huh? Well, I told you how diligent I was with my exercise, didn't I? If I'm reading you correctly, it paid off.

Oh, don't stutter, baby. Here. Another kiss on the cheek from Mama will help.

It's okay, hon. You can look. I said I only didn't want creepy old men to stare.

And some younger boys have free reign. It's so much fun to tease them, showing off my curvy body to someone who doesn't take it for granted. Feeling their eyes run up and down my figure as their imagination runs wild.

You'd be surprised how creative young men can be. I'm sure they love their cute little girlfriends. But during all those little glances, they hope she doesn't notice.

I'm in charge. What about you, hon? Would you prefer one of those pretty little twenty-somethings, or a woman like me? I can tell your imagination works over time.

By any chance, did you like spending time with a friend because their hot mom was always home? Did you always suggest going to the beach just to see her in a bikini? I can tell.

I was always that mom with my son's friends. I have to admit, it was a guilty pleasure at the time, bouncing my tits around in bathing suits like this. Now the guilty part is gone.

I just like doing it. Yeah, they are big, aren't they? They fill up every bikini I buy.

At some point, you stop trying to find one that fits and choose one to wear depending on how you want them to spill out of it. I have all kinds. Some they spill out on the sides.

Some are like this one where my cleavage really pops up. I think it makes them look extra heavy, don't you think? Or maybe you'd like to see me in one of those ones made to just barely cover your nipples and leave the rest on display?

Yeah, I'll bet you would. I love the above. Oh, I like the way you think.

I could give you a milfy fashion show. They still look amazing. I love them.

They are nice. They are dense. You can really squeeze them like a stress ball.

See? If you like some milfy titties with substance, I'm your woman. Yeah, I guess hubby is not a total idiot if he can appreciate them.

You would have loved me in my 30s. You like me now? Oh, what a sweetheart.

This has been fun, but I think I'll go for a swim now. You're more than welcome to join me. That's more like it.

Hey hon, the water is great. You should come in. You're really going to make me swim all by myself? After you were such a sweetie to me? At least sit on the edge and put your legs in the water.

Baby boy, I think you're not understanding my offer. Would you like to join me? Maybe you need to see a little more to get the idea.

Oh, now you changed your mind? I've even brought some floaties you can hold on to. You can bring the pool.

No, no. That's more like it. Get over here.

Come to mama. Your lips feel so sweet. I love how tight you hold me.

Your big, strong hands grabbing me, pulling me in. Feel these heavy, melty tits pressed against you. That's right.

Keep kissing me like that, baby. It's been a minute since a real man held me like this with such want. Oh yes, nibble on my neck.

Right there. Oh yes. Fuck yes.

Yes baby, it's okay. You can leave a love bite. Tomorrow when I'm strutting my fat mouth ass down the beach, I want them all to wonder what lucky good boy could have left it.

Oh yes, you can be a real man and a good boy at the same time. Real men never stop being good boys, actually. They just got older.

Oh wow. Fuck, you're so sexy. I forgot how much fun it was to prowl for a nice young man like you.

Oh my goodness, you're naughty. Don't put your fingers down there yet. We're just getting started.

Let me take care of my good, sexy boy a little. Sit on the edge of the pool. Fuck, I like this view.

Your legs look so strong. Perfect for running my hands up around your big, muscular thighs. And, oh, over your bulge too.

I get to look up those big, sweet eyes young men have when you have shown them affection. It's so cute. Let's get this bikini top all the way off.

You take off your shorts too. Let's see that cock. Good boy.

Oh God. You're. ..

That's a big cock. Are you kidding? It's perfect.

So thick too. Just enough to barely wrap my hand around. It's like it's photoshopped.

At least I don't have to get you hard. What do you mean it isn't? That soft? But, like, how do you walk around? What? Do you need a wheelbarrow when you.

.. Oh my God. It's twitching.

And growing. And growing. Damn.

A gorgeous milf like me throws herself at you. And I'm still the lucky one here. Okay, big boy.

Mama's gonna have some fun with this massive cock. Just hold still while I get you hard. I'll just grip it and.

.. That's okay, baby boy. Feel me jerk that cock nice and slow.

All the way along your shaft. It feels so good in my hand. It's so big.

It's perfect. Oh, it looks like your pretty balls are lonely. Here, my other hand can play with those.

There we go. I want some nice, big clothes. So they will need a little attention before we're done.

Oh, yeah. Yeah? You like that? That's a good boy.

You can thrust into my hand. Go ahead. Move your hips a little.

And stare at my tits. Think about me begging you to come all over them. Oh, fuck.

Oh, you're so hard now. I didn't think you could get bigger, but damn. This thing is fucking huge.

Look at how deep you'd be in my pussy. And my hand's not even at the base of your dick. Oh, you know, I'm not sure your girlfriend would've been able to handle you anyway.

Watch. I can use two hands on it. Oh, I love holding a hard cock tight in my hands.

I feel how bad you want me. How you throw against them, clutching your girth. You've got so many juicy, perfect veins, too.

Oh, that one. Right there. So thick.

Fuck. I didn't know they still made cocks this amazing anymore. What the hell did your parents feed you? And what the hell was your girlfriend thinking? All of my exes combined didn't have a dick that nice.

That's it. Growl for me, be vocal. I love hearing men squirming when I touch them.

I want to hear you roar as my hands glide up and down your cock. Maybe one teasing your head while the other on your shaft.