[F4M] Fucking a MILF on the First Date

[F4M] [Script Offer] Fucking a MILF on the First Date [Cougar] [Older Single Mom] [Younger Man] [Slight FDom] [Mild Teasing] [Coffee Shop Date] [Footjob under the Table] [Dirty Talk] [Sex in Public Restroom] [Lift and Carry Position] [Doggy] [Protected Sex] [One or Two “Good boy(s)”]

Author: /u/PaleGrate

Disclaimer: This audio script is a work of fiction, and all characters depicted are ages 18 or older. It is a fantasy written by an adult and made for adults only. You may change whatever you wish in the script, so long as you tag and give me permission.

Premise: Your coworker, rather unexpectedly, has asked you out. As she’s a single mother who’s significantly older than you, this caught you offguard. Still, you agreed and the two of you are currently relaxing together in a coffee shop. Even for her age, she’s significantly attractive and you can’t help but wonder what a mature woman like has got in store for your first date…

Playing the character: She’s the classic older woman type that men typically fantasize about in most media. Doting, flirty, and slightly mischievous. In the beginning, try to hide those traits with a mature woman that seems honest and caring.

Script Legend:
[brackets indicate sound fx or narration]
*stars indicate listener responses or general pauses*
(parentheses indicate intended tone, mood, or general direction of a line)

Script:

[general coffee shop background noise fading in]

-	Hey, you listening?

-	You sorta blanked out there. Feeling okay?

*listener confirms*

-	[chuckle] You have nothing to be worry about with me.

-	I know I might be a bit older than you, but… I’m still just a woman, through and through.

-	Don’t overthink it, okay? We’re just… two people out on a date.

-	[giggle] There’s that cute little smile I was waiting for.

[server footsteps, coffee cups clattering on table]

-	Oh, thank you.

[footsteps fading away]

-	Mmm, your Frappuccino looks scrumptious. I’d never pegged you as a sweet tooth.

-	As for me, I’m content with just black coffee. Simple and delicious, especially at this place.

-	(slight nervousness) D-do you like it here? I’m a regular since I usually come in the morning, but this is the first time I’ve ever brought anyone here with me.

-	I didn’t expect a crowd this late. Is that what’s making you anxious?

*listener responds*

-	Aww… you’re worried about impressing me?

-	I’ll let you in on a little secret, cutie. I’m just as nervous as you are right now.

*listener asks what about*

-	Well, along with impressing you… I suppose my age comes to mind.

-	I’m a little self-conscious about the gap between us… you’re about as old as my youngest daughter.

-	I know, I’m terrible. Getting worried over something I just told you not to think about.

[drinking, small pause]

-	I wasn’t even sure you’d say yes to a single mom like me, but… you were just so cute, I couldn’t stop myself from approaching you.

-	I never met a man who was as reserved as you… I think it’s why I find you so attractive.

-	Hahaha, look at you blushing. That’s what I’m talking about.

-	So what about me? There must be a reason you agreed to go out with me, dear.

*listener responds nervously*

-	(amused) My looks? [chuckles] I appreciate the honesty, especially the nervous little way you said it. You’re so cute, it makes me want to melt.

-	(teasing) Mmm… where exactly have your eyes been this whole time? Were you staring at my cleavage?

-	I thought you were an honest young man… but you’re a bit naughtier than I thought.

-	(sultry, leaning in a little closer) Here’s another secret from me: I wanted you to stare at them today.

-	The thought of you ogling me like that… gets me VERY excited.

-	You’ve gotten awfully quiet, squirming in your seat… what does THAT mean, I wonder?

-	Well, if you don’t wanna tell me how you’re feeling, maybe my foot can solve the mystery…

[shoe being removed, slight shuffling as you feel his crotch with one of your feet]

-	Oh my… so I’m guessing by the way your crotch feels right now under this table, you’re just as turned-on as I am right now.

-	Naughty, naughty, naughty… you like how I’m rubbing my foot against you like this? You’re not as pure as I thought you were…

-	And on the first date, no less. What to do about this…?

-	Aww, your little moans are so cute… I can’t get enough of them.

-	You can barely sit still in your seat… do you think someone might catch us?

-	There’s a reason I chose the corner booth, you know… less likely we’ll get caught.

-	Now be a dear and unzip your jeans for me, won’t you?

[belt being unbuckled quietly, zipping noise]

-	Oh, honey… you’ve got no idea how flattering it is to a lady like me that you’re THIS hard already…

[optional stroking noises, feel free to improv lines around here]

-	Mmm, like how my stockings feel around your cock? Don’t worry, I’ll be gentle… you aren’t going to feel anything but GOOD right now, dear…

-	Isn’t this thrilling? Being indulged like this?

-	A mature woman like me stroking you under the table around all these people… don’t tell me you’re not loving this right now.

-	And I don’t even need to use my hands to do it. I can have a nice sip of my coffee while my feet stay wrapped around your cock… and no one would be any the wiser.

-	Ah, shh, shh, shh… I know it feels good, but you don’t want to let everyone know what’s happening, do you? [giggle]

-	This is what you want, isn’t it, boy? Underneath that shy little exterior is a naughty little young man that was just made for someone like me…

-	Mmm, you’re breathing a little faster… someone’s gonna cum soon.

[faster stroking]

-	Go ahead, hun. Let all that stress out nice and easy… I’m taking care of you today.

-	Almost there… I can feel it… come on now, you’re getting closer, I just know it…

[improv to listener orgasm, then a satisfied sigh]

-	There it goes… mmm, good boy.

-	Ooh, your eyelids are fluttering… guess that means I did a good job. Pass the tissues, hun.

-	Sure made a mess of these stockings… I don’t think I can keep wearing them.

-	Oh, uh, dear? Zip your fly up… don’t worry, it won’t be for long.

-	Let’s head off to the bathroom to clean these up… do it now before I pounce you right here.

*small passage of time*

[door lock clicking]

-	(slight bathroom echo) There we go.

-	Now that we’re out of sight…

[kissing, intense moaning]

-	God, you are delicious… [chuckle] Not to mention you got a good taste in coffee. So sweet on your lips… just like you.

[kissing, gentle moaning]

-	Get these pants down now. I want you inside me and I’m not waiting anymore…

[kissing, clothes shuffling and unbuckling]

-	Oh my God, yes, kiss my neck just like that…

-	Your cock is already this hard again… mmm, and it feels so good in my palm… let’s get this condom on you already…

[rough kissing, moaning intensifies]

-	I’m so fucking wet… I want you… I NEED you… fuck me until I can’t think straight!

[kissing, than a surprised gasp]

-	Oh, y-you’re lifting me up?

[another gasp, then a shuddering moan]

-	Oh, fuck yes… oh, GOD, this feels amazing…

-	Mmm, you’re so fit, being able to carry me just like this…

-	Fuck me against the wall… I want to see your cute little face while you pound me…

[intense moaning, feel free to improvise along these lines]

-	Oh, yes! Oh, thrust into me just like that! Go as deep as you can…

-	Such a hot fucking stud… oh God, you know JUST how to treat a girl like me…

-	Oh, fuck! Oh, fuck! It’s been so long since someone’s just FUCKED me like this...

-	Pound my pussy just like that! Faster! M-more!

-	Your cock feels so good! Don’t stop fucking me!

-	[breathing faster] Oh, my God… oh my fucking God, I’m gonna—More, fuck me just a little faster!

-	Just like that! Yes, yes, yes, fuck, I’m gonna cum!

[improv to orgasm, shuddering, then heavy breathing]

-	S-shit… I don’t even have to look down to know I made a mess on the floor, huh, dear?

-	That’s what you fucking do to me… I haven’t cum like that in a while, goodness me.

-	Did you cum, too, sweetie?

*listener responds*

-	No? Well, we can’t have that…

-	Here, put me down and let me get on all fours… get a nice view of my ass while you ram me…

[shuffling]

-	Mmm, you like this view, hun? This thick ass is just waiting to get fucked by you, baby… better give me what I want…

[gasp, moan then a sultry chuckle]

-	I think I like this position a little better… but I think I’m happy with whatever as long as it’s your cock…

-	Grab onto my hips for me, hun. You’re gonna need a good grip for what I’m about to do to you…

-	[shuddering gasp] Oh, f-fuck… did you like watching my ass move down your cock like that, baby?

-	God… I love that’s it all the way inside me… I haven’t fucked like this in AGES.

-	(slight excitement) Heh, s-still holding onto me, baby? Good… ‘cuz I’m slamming into your cock whether you’re ready or not…

[intense smacking, moaning, feel free to improvise]

-	Oh God, oh GOD, you’re fucking me so good…

-	Your cock feels so fucking phenomenal, hun!

-	You like watching my ass bounce on it, baby? Fucking a mature woman like me like I’m another college slut is what you like to see, huh?

-	S-shit… I don’t this could get any better… I could do this ALL fucking day…

[surprised gasp, moaning intensifies]

-	Oh, fuck, baby… thrust into me just like that…

-	Hehe… c-couldn’t stand just looking at my ass jiggle on your dick, huh, baby?

-	Good fucking God… f-fuck me a little faster… lean in, reach around and rub my clit, while you’re fucking my pussy…

-	[gasp] Yes, yes, yes, YES! Just like that, baby, JUST like that… you understand just what I want you to do to me…

-	Oh my God, I’m… I’m gonna cum again! Don’t stop fucking me, PLEASE!

[improv to orgasm, followed by heavy breathing]

-	(panting) My God, I… don’t know what to say, hun. All that dirty talk earlier and now you’ve left me speechless…

[shuffling]

-	That was the best lay I’ve had in… pretty much forever, heh. Made me feel like I was back in freshman year of university again, that’s how good you were.

-	You followed exactly what I said and even gave me a few surprises. You’re such a good boy.

[kissing]

-	[dreamy sigh] Sex on the first date… it’s been a while since my last relationship, but I can tell we probably skipped a few steps.

-	Mmm… it’s all right. Who cares, huh? You’re MY young man now… that’s all that matters.

-	How about we keep this going, say… back at my place?

-	Hopefully my daughters are still at their jobs… we’re gonna need some privacy for what I got in store… [sultry giggle, then a peck]

[script end]