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Hey, okay, what'd you want to talk about?
Um, okay, so it's like... Come on.
Okay, all right, um, so you know, like, like, I went on, like, a date the other night.
Yeah.
So, like, cuz, cuz, you know, like, I know, like, you, you know, you've had, like, a bunch of boyfriends and stuff, and, like, okay, you're more experienced, you know, like, um, so, like, I had things to do, come on.
Actually, you know, it's not, it's not, it's really not important.
I'm your big step sis, okay?
You can tell me anything.
I'm here to help.
What's up?
What's on your mind?
Okay, you promise you're not gonna make fun of me, or?
Why would I do that?
Cuz you make fun of me all the time.
Yeah, but something really seems wrong, so what's on your mind?
Well, okay, so, like, like, I went on a date, you know, um, with, like, Tiffany.
Yeah.
Like, uh... Did it go well?
No, it didn't go very good.
Well, it went good at first, right?
But then, like, I went back to her place, and, um, you know, like, she's, like, really hot, and then, like, we were, like, you know, touching each other and stuff, and then, like, like, we had sex.
Good for you?
And, like, I had sex before, like, a couple months ago for the first time.
So, it's, like, I'm not, like, a virgin or whatever, you know?
Okay, so what was the issue?
Well, like, she's not, well, like, she had, I mean, like, it's, you know, it's, like, been, you know, like, a few days, a couple days or whatever, and she hasn't, like, texted me back.
And then, like, that's what happens, you know, like, the last girl that I, you know, like, hooked up with.
Okay, so, so what do you think went wrong?
I don't know, like, they say what they really liked me, and it was, like, super hot, and, like, and, like, you know, like, we, like, fucked, you know, like, and then it was... For how long?
I mean, like, I mean, the other day, like, with Tiffany, like, probably, like, a solid minute, I think.
Is that the normal amount of time for you?
Well, yeah, I think that's pretty good, you know, I mean, like, the first, the first time, like, before, I mean, it was probably, like, less than that, probably 20 seconds or something, but, I mean, like, it was, it was, like, super hot, and, like, I came,
like, super hard, but then she, like, kind of, like, seemed like she was acting kind of weird afterwards, and, like... Yeah, maybe just, okay, you have to go way longer than that.
Like, like, like, how long?
I mean, longer than a minute, like, okay, hold on, let's, oh my God, I can't believe you.
How am I supposed to do that?
I can't, like, I mean, cause, like, in, like, I mean, like, porn and stuff, like, that's, like, fake, like, they, like, cut, like, a bunch of times, right?
Like, you can't actually, like, last, like, 30 minutes, right?
Oh my gosh, okay, let me ask you this, I can't believe I'm asking this, how often do you jack off?
I mean, like, I don't know, like, a few times a week, like, four or five times a week, maybe?
Okay, is it only a minute then, too?
I mean, yeah, pretty much, for, like, 30 seconds or whatever.
Do you don't, like, edge yourself, or, like, have some fun?
What is that?
Oh my gosh, oh, this is why she didn't call you back, okay.
Oh my gosh, you need help, okay.
I can't believe I'm gonna say this.
I think you should show me how you jack off right now.
What?
Okay, I know that sounds crazy, but I'm your, I'm your stepsister, like, and I'm your big stepsister, you know?
I'm supposed to be here to help, like, relationship advice and stuff, and that's, oh, that's embarrassing.
So, just, okay, let's just not say anything about it, let's just, let me see how you jack off, okay?
Let me try and help.
What?
What do you tell me how I jack off?
There's only one way to jack off.
Okay, you said it's only a minute.
You say you don't, like, edge yourself, or play, like... So, wait, you're telling me, like, that when you have sex with guys, like, they last longer than that?
Yeah, you can't just, like, and then that'd be it.
How?
Like, it just comes out, like, what am I supposed to do?
Well, like, what kind of speed are you going?
Are you just going as fast as you can, as quick as you can?
This is what I'm talking about, just, let me, let me see what you do.
Seriously?
Yeah.
You're not gonna, like, tell me or anything?
Why would I tell somebody about this?
Like... I don't know.
Absolutely not.
Okay, I'm gonna pull my wiener out now.
Come on.
Okay.
Thanks for doing that.
Okay, and then, like, you just want me to, like, jerk off?
Yeah.
Okay.
Oh.
I don't... I just, like, uh, sorry, I'm all, like, nerf, like... Don't, okay, don't do that.
I'm gonna stop you immediately.
Don't do that.
What?
Well, like, like, like, you know, like, like, you just go like this and I'm like...
What?
No, please, no.
Okay.
Let me see.
You have to...
start out nice and slow.
Don't just jump into things.
Okay.
Don't tell anybody about this.
Okay.
Just start nice and slow, just like that.
See?
Isn't that better already?
Yeah, that's kind of cool.
Okay, now you try.
Nice and slow.
There you go.
Okay, sorry, sorry, sorry.
I'm just used to doing, like, really fast.
Do you ever use lube or spit or anything?
No.
Oh my gosh.
You have to be shown so much.
Okay, I'm just... I'm here to help you out, remember?
Yeah.
So I'm just gonna...
Now try that.
Nice and slow.
Okay.
Here.
Should I, like, watch some porn or something?
So it makes it more, like, real?
Listen, I think that is what would make this... I'm your step sister.
I think that would make it a little weird, but how about you just look at these instead for right now?
Okay, aren't you sure this isn't, like, weird?
You clearly need my help.
Yeah.
I want you to get a girlfriend so you can leave me alone at home, so let me help.
Okay, I made it, like, I made it, like, super hard.
Okay, okay.
No, no, don't come yet.
Oh yeah, I'm supposed to be, like, learning how to, like, last night.
When you play with your cock.
Yeah.
I want you to start, like I said, nice and slow.
Don't get too excited.
I know it feels good.
Okay.
And lots of leave or moisture.
Okay.
See?
Oh, that feels really good.
See, nice and slow.
Oh, fuck.
As long as you don't get too excited, you can also tug on these balls a little bit, like that.
Oh, okay.
See, doesn't that feel nice?
Yeah.
Well, nice and hard.
There you go.
Wow, my little brother has a nice big hard cock.
You think it's big?
I mean, I see why she was enjoying the first half of the date.
Oh, fuck, I'm gonna come.
No, no, no, no, no, don't come yet.
Okay, when you're with a girl, you can't come that quickly.
Just breathe.
It's been like more than a minute, hasn't it?
Just hold it.
Okay.
Just breathe.
Okay.
Don't come that fast, God.
Okay.
Okay.
Wait, that kind of like worked the heck.
See?
There you go.
Okay, now, when she's blowing you, you have to do the same thing.
You have to just breathe, hold it, don't come, okay?
Okay.
So when she's doing this,
are you breathing?
Yeah.
Don't come yet.
I think so.
You're still doing good?
Yeah.
Okay, she might even do this.
Oh, that feels kind of good.
I'm gonna come.
No, no, no, no, breathe.
Okay.
Don't come yet.
Okay.
See, there you go.
Shit, that like worked.
It's kind of like holding.
Your big sister is here to help.
Yeah, this is like
so in like the more like a practice, like holding it.
It just takes practice.
You just have to breathe.
Think about not coming.
Oh, they're so big.
There you go.
We're really putting you to the test now.
Yeah.
Okay, you know, we're already here.
And so I think we should really put you to the test.
You're getting pretty good at breathing and holding it.
So when a girl on a date climbs on top of you like this,
you can't come yet.
Oh, I'm gonna come right now.
Just keep breathing.
Yeah.
Just hold it.
Okay.
Okay.
No.
What, you're gonna put it inside your pussy?
We're not telling anybody.
I know.
Well, I'm gonna come in there or something.
You better not.
Listen, you're getting pretty good at this.
Okay.
Just keep doing what I taught you.
Okay.
Oh, my
God.
See, you've already lasted longer than a minute.
You're doing good.
Oh, you wanna come?
No, no, no.
Can I pull it out?
You just gotta slow down.
Okay, I can do it.
You sure?
Yeah.
Don't come with me.
I won't.
I'll be in big trouble.
Oh, my God.
I had no idea my little brother had a clock this hard.
Oh, my God.
Oh, you're doing so good.
Yeah, I've had sex for a long time.
Oh, my God.
I think the next girl you go on a date with is gonna be very happy with all that you've learned today.
Okay.
Well, she might switch it up.
Like what?
Maybe.
She might switch positions.
She might start grinding on you harder.
Yeah.
Faster, deeper.
That was a close one.
Yeah.
You remember?
Okay.
Just hold it.
Okay.
Okay.
Okay, I think I want her.
And you want her to come first, okay?
Okay.
Okay, put it back in.
There you go.
Yes,
you won't tell anybody.
I promise.
Yeah, this is for your lesson.
Okay.
Always make the girl come.
Okay.
Oh, oh, oh, oh, oh, oh, oh, oh, oh, oh, oh, oh, oh, oh, oh, oh, oh,
you lasted.
Look at you.
I'm so proud of you, little bro.
Thanks.
Like I said,
the girl might switch some things up.
Okay.
So she comes on you.
She might go lick it off.
Okay.
Oh, I can feel your cock pulse.
You want to come, but you're doing so good to bring out.
Oh, now let's see.
How good you do like this.
Okay.
Put it back inside me.
Oh wow, this is crazy.
Oh, you're doing so good.
And see if she speeds it up, you just got to keep breathing and hold out.
Oh,
you come inside me.
I'm going to be so mad at you.
I'm not, I'm not.
Hmm.
Oh,
oh my God.
Yes.
Oh, oh my God.
Oh, okay.
No, no, no, no, no.
Not yet.
You're doing so good though.
Listen, you got to make sure you please her.
Okay.
She's fucked you.
She's come on that cock.
She's tasted it.
But now she's going to want to watch you fuck her.
Okay.
Do you think you can hold out for that?
Yeah.
You think I can, right?
We'll find out.
I really want to put you to the test.
Okay.
So come here.
Okay.
Oh, I told you so.
Yes.
Oh,
oh my God.
Oh my God.
Wow.
You're doing so fucking good.
Yeah.
Keep fucking.
Oh,
there you go.
No, don't come yet.
Don't come yet.
Not yet.
Oh, oh my God.
Oh, there you go.
You fuck her like this.
She'll definitely call you back.
Oh, this isn't too hard.
Yes.
Remember to breathe.
I don't remember what I told you.
Oh my God.
Oh my God.
And sometimes when you want to stop, she'll just take the cock for herself like this.
Oh, yeah.
Okay.
One more thing though.
You have one more test.
Okay.
Come back on top.
And I want to see how you really fuck her.
Grab here.
There you go.
Make sure you fuck your dog.
Just like that.
Oh, fuck.
Yeah.
Don't call me.
I'll make her come.
I love it.
Yeah, there you go.
Oh my God.
Yeah, it's okay.
Oh my God.
Just like that.
Oh my God.
Make her come.
Make her fucking come.
Wow.
This is the longest you've ever fucked somebody.
This is crazy.
Let's see what happens when you breathe and space it out.
Oh my God.
Oh my God.
Oh, is it okay if I come?
Yeah, you can come.
Oh God, thank you.
I'm going to come in here and see somebody.
I'm your sister.
Don't do that.
Come in my mouth.
Oh, yeah, yeah.
Sorry.
You can't do that.
Okay, I'll show you in your mouth.
Okay.
Oh my God.
Oh my God.
Oh my God.
Oh, I came so hard.
I know you did.
She's going to love it.
Thanks.
You're for sure going to get a girl to call you back now.
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