Original subtitles

Hi. What?

Good to see you.

Yeah, thanks, Jamie, too.

Well, thank you for, like, seeing me on such short notice.

You're my best friend's friend.

You're back to see Jamie.

Come on in.

No worries at all. Thank you.

So what can I do for you?

You know, I'm having troubles with my girlfriend a little bit.

Oh, really?

Yeah.

So what's going on?

It's a little awkward, but my mom said I should probably talk to you.

Well, I can help you with that, but you're going to have to tell me the

It's so weird.

It's so weird talking to my mom's friend about this.

Nothing too weird.

I know you're, like, specialized in this and, like, it's your thing, but, um,

so the thing is, like, we're trying to do, like, butt stuff. Like, I'm trying

put my penis, like, in her butt.

Okay. But the issue is we can't do it because, um,

I'm too big.

Oh, really?

Yeah. It's not a bad thing.

I mean, I guess not, but we've been trying to do it for a long time and it's

just not working.

Listen, honey, a lot of people overcomplicate this.

It's really not that difficult.

You just need to ease into it when it comes to this kind of thing.

There is nothing wrong with having an extremely large cock for doing butt

But, you know, you work your way to that point.

And here's what I can do.

I can show you the right way to sort of, what's the right word, train

her to be able to handle everything you've got.

Uh, we've been trying for like...

Like, five months now?

And it's just like not... Hold both fingers again.

Okay.

Did you start with these?

Um... My one finger.

Okay, so, start out with your fingers.

Uh -huh.

And easily jump in.

Yeah, but, like, the issue is, like, it just doesn't, like, go in.

Like, it won't... We've tried everything.

Well, I'm going to have to show you. Did you use glue?

Yeah, I think so.

And, like, lots of spit.

Well, spit dries up pretty easily, but if you use the right kind of glue, it

should even out.

Yeah, no, it didn't work. It's too tiny.

Well, we're going to figure this out.

I'm going to show you.

Okay. I'm going to have to show you the right way to do it.

Okay?

Okay. Well,

I don't know what you mean. Are you waiting?

Well, I'm going to give you a lesson. I'm going to show you how.

So why don't you go to the living room?

Okay?

Okay. I mean, my mom just recommended me to you. I'm such a freak about what you

do. I am. Well, I'll show you the way. Don't worry.

Just like in the living room? Yeah, just to make yourself comfortable, honey.

It's okay.

Okay.

So, these are just a few instruments that I'm going to show you how to use

with your girlfriend.

So

that's

not what these are.

These are actually for the anus specifically.

What does that mean?

There's no way that's going to go in my girlfriend's ass.

Oh. You're going to be surprised that you'll be able to fit in there.

But one thing at a time. One thing at a time.

I'm going to show you.

There's no way my dick, sorry, penis won't even go in there.

Relax.

I'm a professional.

And I'm not going to steer you the wrong way.

Okay? Okay.

Come on, I've known you forever.

You can try.

Yeah, I mean, I know your job and whatnot, but I just don't see how it

important.

Think of me like you always have as Auntie Agatha, okay?

I'm going to show you the right way.

So, it's very important when you start out to...

Make sure everything's clean, you know.

Baby wipes are helpful for that.

Uh -huh.

And if there's never been an attack or anything, don't want to make fun of her

or, you know, make her feel ashamed or anything.

Because then you'll never get it again.

Yeah, I mean, it's my girlfriend. I wouldn't make her feel like that.

That's true. You've always been a very sweet boy.

Yeah. Because I know you're going to be able to pick up on this very quickly.

Okay.

Whoa,

whoa, whoa, whoa, whoa, what are you doing?

Honey, do you think your mom would send you to someone who doesn't know what

they're talking about?

I might.

I mean, my mom didn't send me to look at ass. She sent me over here for

lessons. Honey, that's exactly what I'm doing. You need to think of this in a

methodical way, okay? I thought you were just a therapist not going to try and

sex me up.

That's not what this is, okay?

I'm showing you... the right way to do this and I need you to pay attention and

trust me.

Alright, so let's just focus on what I'm doing.

Okay.

Okay.

I'm going to show you.

No way, this is not right.

I need you to watch so you can learn how to do it correctly.

But you're my mom's friend.

Why would I want to see your ass?

It's not really about that. And I have a girlfriend.

Well, don't you want to learn how to treat her right and do this the right

Yeah, I want to learn how to treat her right and put it in her butt, but not in

your butt.

Well, the only way to learn is to let me show you.

Okay?

Isn't there like different kind of demonstrations?

Not really.

Not if you want to learn the right way.

It's perfectly natural.

I mean,

I guess you wouldn't because it's your job, but like, what would my mom say

about this?

Anyway, as I was saying before I was interrupted, you want to make sure you

the asshole all lubed up, nice and

open. Okay.

You can use a couple fingers.

Uh -huh. Be gentle.

Like that.

Well, I can only see your vagina.

This isn't helping much.

Well, how about you open it for me?

That way you can see better.

Go ahead.

Okay.

Put your finger in there.

Go ahead. Put your hand there. Spread it open.

So I can, like, see?

Yes, so you can see.

So you can see me finger my butthole.

Okay.

I don't know why you're so squeamish.

One would think that you have no experience at all.

What? I fuck a lot of girls.

Okay, well, you're going to have to prove that by complying with what I'm

telling you what to do.

You know, I get with all the girls in school. Like, they think I'm so cool and

they do like my penis.

Really? Okay. So you've had sex before?

Yeah. Because you could have fooled me with how squeamish you are.

I know what a vagina is.

Okay, well, let's see you in action, okay?

I'm looking. Hold it open.

Watch what I'm doing.

See that?

Yes, I'm watching.

Okay, all right. We'll find out if you're all talk or not.

I'm looking.

Okay. Mm -hmm.

See how I ease those fingers in there?

Mm -hmm.

And you tell her, when you're doing this to relax your butthole, and it helps

with inserting to push out a little bit too.

It's all about just relaxing, relaxing while you take

those fingers in your ass and just enjoying it.

Tight little hole.

Joshua, I hope you're paying attention and looking because there's going to be

quiz after this.

Yeah. Understand?

Yep. You better pay attention.

But I didn't know. I thought this was therapy, not a class.

This is indeed a class.

And it is therapy. And you need to pay attention, young man. Do you understand

me? And if you were a regular client, it would be $500.

Unless you had good insurance.

I've never fucked an ass before.

Have you ever heard of a butthole biting someone?

I don't know. I don't know anything about anal.

That's what I'm here for, honey.

Okay, we're going to go through these toys and I'm going to show you how to

them so that you don't hurt yourself or her or anybody else.

So, you want to make sure that she's nice and spread open like this.

okay and then you just start with a small one just like i did with my

fingers right in there just like that

right into that ring knee that doesn't hurt no of course not

because i'm going oops that's going to happen too it's okay i'm going nice and

slow and controlled

And that's the way you want to do it.

That way you don't scare your little girl. You don't want her to run away.

You just want to give it a nice push right into that tight little butthole.

Just like that.

She's going to love it, actually.

If you do it right, she's going to want it all the time.

So this is going to help my penis fit?

Yes, eventually, but you don't want to start out too big.

You want to start with a small toy like this.

Just ease into it so that she warms up to a bigger size.

Alright, so let's go ahead, honey, and hammer that unicorn horn.

Okay?

Another one.

The magical unicorn horn. Thank you.

Go ahead and hammer that one too.

Thank you.

So, you know, you just want to always make sure that you have lube. And, of

course, you can't forget one of the most important things, and this will be on

the quiz.

Okay. If you don't have lube, you've got to use your tongue.

Okay. Or you can just get her nice and wet and let her use her own juices, you

know?

Okay. Just like that.

Just ease it in.

fuck it a little bit. Get it nice and open.

You see how I'm doing that?

I think so.

This comes from years of experience and expertise.

I didn't go to anal medical school for nothing.

Anal medical school?

What's that?

That's the whole program, honey.

Only the experts. Only the highest.

Only the best.

Most... qualified anal doctors like me, anal therapists, only we graduate

from anal medical school.

Okay. So just ease it in just like that.

Mm -hmm.

Oh, fuck.

She's going to love it once you start working her in slowly, working your way

into that butthole.

Oh, yeah.

in a little more. Oh my god.

Yeah, you see how I'm just stuffing that tight little asshole?

Honey, why don't you get on the floor and get a closer look?

You're a little far away.

I want you to get a nice, up -close and personal view.

That wouldn't be, like, weird or anything, would it? No, nothing's weird

Don't be weird in your mind.

Go ahead.

I can see how I'm just easing it in.

And then, you know, pulling it out.

Just like that.

Yeah.

Ease it in.

Oh, yeah. Then you can just go a little faster, you know.

Fuck that asshole.

Make sure it's nice and wet.

You can use your tongue to make sure it's nice and wet.

Just in case you don't have lube at home, it's very important to moisturize

whatever type of instrument you're applying to your girlfriend's butthole.

I bet her butthole is cute.

You want to treat it right. You don't want to tear that thing up, do you?

No. So you have to go slowly.

Okay.

Hopefully if you get her addicted to anal, she's going to be willing to tear

up.

Oh, you have no idea what you're in for, do you?

No.

Yeah, that's right. Just like that. Where does it all go?

It goes deep, deep into my ass.

It's amazing how good it feels.

Oh, yeah.

See that?

Yeah, deep inside.

Oh, you can just fuck it.

Oh, yeah.

Oh, yeah. Get a little closer. Come on. Don't be shy.

There you go.

Yeah.

And you can see the way that I stroke the inside of

my asshole with this toy.

Everything's very, very methodical.

Do a circular motion with the toy.

Nice and slow.

And then you can beat it up a little bit.

Honey, why don't you hand me that big toy?

Uh, which one?

Let's do this one right here. This one?

Yeah.

And hand me some more of that lube, please.

Okay. Thank you.

Yep.

Drop a little bit more lube on there.

Make sure that she's nice and moved up.

Okay. You want that asshole nice and slick.

Ready to take it. Uh -huh. And then you take a nice big toy like this. And when

you're relaxed, you can take just about anything.

Mm -hmm.

Just slide it on in.

Just like that.

See that?

What?

Look how easy that was.

It feels so good to have your asshole filled up like that.

She's going to be wanting it all the time.

You're going to create a monster.

By the time we're done here, you're going to be an expert.

Alright, so now we're going to get to it, okay?

We're going to get to the good stuff.

Well,

first I need you to take that out of my butt.

Take it out?

Well, don't be squeamish. Come on. I don't want to hurt you.

Honey, I'm a professional.

Who you don't want to hurt is your girlfriend, and I'm going to show you

to, so take it out.

Okay.

Just like that, and tell her to push a little bit when you remove it. Okay.

Yep, just like that.

There you go.

Mm -hmm. Make a little sound. That's okay. Okay. Nothing wrong with that.

And as you can see, my ass is nice and open now. Mm -hmm. So it's ready for you

to fuck.

Look at what you're going to be doing with your girlfriend.

You're going to take it. All right?

I mean, I do want to fuck her, but... Well,

that's why you're here. Am I right?

Yeah.

I'm going to have to get a little more comfortable because the simulation is

going to be, you know, realistic for what you're trying to do in real life.

Okay.

Let me get naked for you.

Are you sure this is okay?

Well, I wouldn't be doing it if it wasn't okay.

Do I look like somebody who's not sure of myself?

No. Silly boy.

So, don't you worry.

Now, I told you there was going to be a quiz.

Yeah? So, you better have been paying attention.

I was.

Um, where's the paper and pencil at? And why are you getting naked?

Well, I told you, you're going to fuck my ass.

Did you not hear me?

No, I... I'm not too far... I haven't heard...

What's the first thing you do?

to a butthole before you fuck it or put any toys in it.

Do you remember?

Exactly.

What happens if you don't have lube at your house?

Stick your fucking tongue in my asshole.

Come on.

Don't be shy.

That's what you do.

You want to get it all nice and lubed up, right?

Yeah. Yeah, so go ahead and do it. Stick your fucking tongue in my asshole. What

if I'm mad at it?

Well, you're not going to know unless you try.

Go ahead.

There you go.

Just like that.

A little warmth in the abdomen, please.

Now what?

Keep licking. Get it nice and wet.

Okay. Go ahead.

Get it nice and wet.

There you go.

Like that?

Mm -hmm.

Just like that.

Yeah.

Just like that.

Do I fit on it?

Yeah, of course.

There you go.

Like that?

Yeah. You're starting to learn.

Okay.

Yeah.

That's exactly how you want to do it.

Like that?

Yeah.

You're a natural.

I don't think you're going to have a hard time at all.

I'm learning so well.

Do I use the lube? You can use your fist.

Go ahead.

There you go.

Is that good?

That's perfect.

You like that?

Yeah, I do like it. You're doing a really good job.

Do you feel good?

I feel amazing.

I think you're going to be really good at this.

By the time I'm done with you.

Do you want me to go faster or slower?

Oh, go a little faster with that finger.

Is that okay? Yeah.

Okay.

Oh, yes, you're doing so good.

Oh, you know how to do that, don't you? You're just naturally gifted.

You think so?

Yes.

Oh, Joshua, you're going to be so good at this.

Your girlfriend's going to be wanting it all the time. I hope so.

Oh, I know, though.

Why don't you put a little lube on two fingers now?

Okay.

Yeah.

I want you to slide two fingers in there.

Yeah.

Get my asshole nice and open.

You want me to put two?

Yeah, I want you to put two in there.

Okay. Put two in there.

Fuck my asshole with your finger.

Yeah. Is that okay?

That's perfect, Joshua.

I'm very proud of you.

You're doing a very good job.

You like that?

Oh, I love it.

Oh.

Oh, yeah.

Oh.

Oh, yeah.

Is that a good speed?

Oh, it's perfect.

You can go a little faster.

Oh, yeah.

Oh, yeah. Just like that.

Oh,

Jacqueline is so talented.

Yeah.

Perfect. I do.

Now, listen.

I want you to put two fingers in my ass.

My vagina because my pussy is so fucking wet right now.

Yeah. Oh, yeah.

Just like that, Joshua.

Oh, fuck.

Oh, you are.

I need you to fuck me.

Fuck you? Yes.

I want you to take your cock out right now and fuck me. Fuck my pussy.

Because all that action I've gotten my pussy to go fucking what?

Uh, what about my mom and my girl?

Do you want to do it right for her?

Yeah. It's part of the program, so you need to do what I say.

Okay.

Quit complaining and give me that cock.

Thank you.

You are well equipped, young man.

Quite well equipped.

Bring it over here.

Fuck my pussy.

Fantastic. Don't stop.

That's exactly how I want you to do it.

Just like that?

Just like that.

Oh, you're doing so great.

I'm so proud of you.

I'm really glad my mom told me to come to you.

You're going to be coming alright.

Just like me.

Oh shit.

I'm really glad I came to a

therapy session.

I'm glad you came too.

I'm going to give you a lesson you're never going to forget.

Do you want me to put it back in your hair? I do.

I want you to sit down.

I'm going to ride that cock with my head in a hole.

Okay.

Oh, yes.

I feel so fucking good in my tight little

hole. Yeah?

Yeah. Oh my God, you guys are so good. That's so good. Oh,

yeah.

Oh, fuck yeah. Oh, you're catching on so well. Oh!

You're doing so well. I'm so proud of you, sweetie.

Thank you. You are a natural at this.

Really? You're going to make your girlfriend so happy. I hope so.

Oh, yes.

I think you will.

Remember, there's going to be another quiz.

Okay. Yes, you have to remember everything, okay?

Uh -huh. Oh, yes.

show you another position.

I'm really proud of the way you're learning.

You're so wonderful.

I couldn't ask for a better student, you know?

That's right.

You know, at first I was a little worried that you weren't going to catch

but you really are getting it, Joshua.

You're learning all the secrets to unlock the anal universe.

I think with maybe 10 or 20 or 30 or 50 more sessions, you'll be definitely a

pro at that. I'll be an ass -fucking -pro.

Oh, you will be an ass -fucking -pro. Oh, man, I need to teach you how to

that. Oh, man.

I love it when you go fast like that. Now you're learning. I don't even have

ask you.

Oh, yes.

Oh yes.

Yeah,

you can grip it harder.

Yeah, I like that I can grip it hard.

I suck at what I do.

I want you to come over here and fuck me in my ass and then you come.

Until you come. Until you come. I want you to fill up my asshole with all that

cream. Okay.

Yeah.

Get that cock in my ass.

Okay. Yeah. I need my ass filled up.

I need you to fill it up with all your cream.

Oh, yeah.

Ooh.

Yes. Oh, I want you to fuck my ass until you fucking come, Joshua.

Give it to me. Give me all that fucking cream. Yeah?

Yeah. Give me all that fucking cream, Joshua. I want all of it.

I just want to feel it filling up my ass.

Oh, man.

Oh,

it feels so good.

Sweet cream pie, honey.

Yes. Give it to me. Give me that sweet cream pie. I want it.

Yes, I want all of it.

Oh, fuck. I want every drop.

Every drop inside of me.

Yes.

Yeah. And take some more tests.

But I'm very impressed with your first session.

Oh yeah.

I would love to come back for more.

Oh yeah. You are going to be coming again and again.