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Peggy Sue

👤 Person
106 appearances

Podcast Appearances

No. And I thought she had been enjoying it. I guess not as much as I thought.

Checking out. Could have been the case.

Maybe I am better than I ever could have imagined. So she falls asleep. You know me. I'm a gentleman through and through. No sea stall funny business at that time. Tucked her into bed. I lay down next to her, still with a raging... erection as you could imagine. And I was taking care of myself. And I looked over at the wine bottle sitting on the bedside table.

And I don't know why to this day, I do not know why, I got butterflies in my stomach. I knew it would feel good in my ass. Don't know what. Cannot explain it. I had never, I had exit only my entire life.

I think I was about 22 or 23 at the time. So I'd gone through that long without ever even considering it.

Long story short, yes, I did.

Oh, mate, in my early days, skinny end. And that was a struggle. It was a struggle. Really? It actually was a struggle to get. I think I used half a bottle of lube.

I've accepted that I am Peggy. You are the Peggy. I feel like Peggy lives within me at all times now. Wherever I go, whatever I'm doing, Peggy is there with me.

And I took myself to another room, of course.

Did not want this young lady to see me.

It's a difficult one to explain. Very tough one to explain.

I used to get after it. In my younger days, I used to get after it.

I have been harboring somewhat of a secret in that regard.

A little bit of a fantasy that's been spinning around my head lately. A bit scared to tell you about it, but basically, I would like to take a regulation-sized football, an NRL rugby league. I'd like to reese that baby up and slowly but surely pop him right up there.

Pop him right up there. And I'd like him to, you know, stay in there for a little while. Like to go about my day.

Well, that might be the way to get him in. That might be a good way to actually get him up there.

Deflate it. Pump it up. Oh, my Lord. Rearrange some organs. Yeah. It'll be good.

I think that if I didn't end up in hospital every once in a while, I'm not trying hard enough.

I do remember that. Not, maybe not my finest moment, but I do remember that.

That was gross. It was a big load too.

I was saving that up for you special. I was saving that up.

I didn't know that. I wanted to impress you. I wanted you to commend me how big and juicy the load was. I didn't think it would be on my face.

It's a good question. I have never made that connection with us. Never made that connection myself, but maybe the shits I'm taking to sound big enough to satisfy me. I don't know. Not big enough. You need bigger shits. Yes.

Even if it did, worth it then.

Well, thank you. Thank you very much to the audience out there and to yourself, Kayla. I really appreciate you having me on.

I have been eyeing that tequila bottle. It's a beautiful piece.

Without a doubt, I could do that. I would follow that up.

It's unbelievable. It is unbelievable.

I was terrified at first. Yeah. I thought that was it for me. I thought my life was over. Oh, you thought someone was going to like... I thought for sure someone is going to put these dots together.

In the early days, it was panic mode from the start. But you loved it, though.

Like, you know, I was both anaging and rock hard at the same time. I'm not allowed to say that, right?

I suppose it is weird, but I really do enjoy it. You like people roasting you a lot. Yeah, absolutely. I actually, I got a folder on my phone and I screenshot my favorite comment.

You know me. I like to look good.

I call it the Hall of Fame. So I've got the Hall of Fame on my phone.

My favorite comments. I keep them in the Hall of Fame. I sort of like my little, this might be TMI, but my own personal wank bank or content there.

Really, really gets me going.

I do. And I'm not ashamed to say it.

Oh, tough question. I get a kick out of doubt. It's actually the people who say, there's no way a man could fit that. I feel like that proves that what I'm doing is big.

I'm doing something right if people are doubting that it's physically possible for a human body, for a human ass to swallow such large objects.

A little bit nervous. A little bit nervous. Definitely reconsidering all of my decisions on the drive over. But no, I am happy to be here.

But I was, as you know now, dead serious. Yeah. Dead serious. I enjoy that.

I have been an admirer of yours, I want to say, from day one.

I have watched thousands of hours of your porn.

Probably your biggest fad, I would say definitely. There was one video that I had purchased way back in the day, which featured you and a few lovely ladies, and you were pegging them quite vigorously.

It was very erotic. I immediately wished that I was the lucky arsehole being pegged in that video.

And here we are. What a ride it's been.

No, I did intend to introduce the pegging from the very start. I saw the video.

When I saw that video, I thought, this is my girl.

She knows how to use that thing. It's in the hips. I was watching it.

The way you do it is a workout.

Me too. Just in a different way.

A lot of say it's a good pain. It feels like, you know, when I feel sore the next day.

You know how much I do enjoy risk.

We've accomplished something here.

It hurt in the best way possible. It felt when you were biting down so hard, it felt like your teeth were almost touching. Like it all felt like it was just going to pop up and then to, I don't know how graphic you want to get.

But to have that pressure, that pain, and then to come.

I still find that a little bit difficult, to be honest. You're a very hard person to say no to.

I feel like you could just yell at me and I'll... To be honest with you, I feel like you could just look at me the right way.

I am semi-erect right now. I'm not going to lie.

We do. We do. And that was a big part of getting me here, that's for sure.

I love it. I can guarantee you I will never wear it outdoors, but I appreciate it. I will wear it in the comfort of my own home. You still got to pay for it too, by the way. I'm kidding.

Correct. That's right. I do remember that.

It felt like Christmas to me. I was excited to see what you brought back with giving you that money.

Hoping that you came back at all.

Because that was a gamble in itself.

That was. Top of the line, everything. Everything.

I was thinking the same. And I didn't want to try and step in to help you.

I find it quite funny to receive a gift from you that isn't designed to go up my arm. That's true.

I literally thought for a split second that you were thinking, there's no way I'm fucking this guy in your bath. I'm just going to fiddle with this.

Run out the clock. And then, I don't know.

It was my first experience being pegged by somebody else. Not my first experience of anal penetration.

Okay. I could tell you the exact date and time.

It was a big, big moment for me. Do tell. Well, what happened was when I was a younger man, I had never had any experiences other than pretty much just basic vanilla hetero sex. I had quite a bit of, I'm not, it's louch. But it was all pretty basic stuff. And I remember the night where this seed was planted, so to speak. I was a bit out on the piss, actually, with a lady friend.

This is in my younger years. I used to go pretty hard, pretty hard at the clubs. Me and this young... What clubs?

There were clubs. One of these days I'll take you out and I'll show you what it's all about.

I'm not sure if your viewers know just how sweet you are, but you are very sweet. Thank you.

That's true. That's true. Maybe I would, yeah. We'll go, maybe on Halloween, we'll go out, dress up.

That could work. So me and my lady friend, we'd had a big night on the piss. We had a few shots. We came home. We were wrecked. We continued drinking at home, opened a bottle of wine, and started fooling around on the bed.

So we're having a good old time and maybe had one too many schooners at the club and my lady friend passed out on me, storing cold right in the middle of the act.