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The Little Dick and the Poked Pillow

little dick, small penis humiliation, pencil dick*Read along and hear my side of the conversation here.*

The following is an excerpt from a call I had on a small penis humiliation call with a little dick that loves more than just a hand…

The Introduction

Him (in a nervous, quivering, and desperate voice): “Hello, Mistress. My name is [anonymous], and I need you to help me. I need your help real bad!”

Me: “Good evening, [anonymous]! With what do you need my help? Tell me about it, and I’ll see what I can do.”

Him: “I need your help stroking.” (stammers) “I mean, I need you to tell me how to stroke and what to do.”

Me: “Hmmm… So you want some guided masturbation, do you? And what do…”

The Cocklet Confession

Him: (abruptly cutting me off): “I have a confession. I have a small penis, Mistress, and I need you to control my cock… I mean, my tiny dick. I won’t cum until you tell me to!”

Me (sounding amused): “Ah… I see how it is now! A little grubworm AND a quick cummer… (now sternly) Don’t you DARE touch that pitiful, worthless micro-penis unless and until I tell you to do so! Do you understand me?”

Him (quivering voice again): “Yes, Mistress. I’ll do whatever you say. I’ll leave it alone, but it’s already really hard.”

Me (sternly): “Don’t even think about it! Leave it alone! Hands stay OFF the horny little thimble penis!”

Getting Down to the Little Dick Point

Me: “So… Let me guess: You’ve got a little dick, and it’s totally out of control. You play with yourself every time you have the chance, don’t you? And you pop at the drop of a hat? In seconds?!”

Him: “Yes, Ma’am. I do. I can’t stop myself because I’m horny all the time. And I just can’t keep from cumming so fast.”

Me: “…And I suppose you’re going to tell me that you’re a little dick jerk-off because you know no woman wants anything to do with your pint-sized penis; therefore, you have to pick up the slack. Would that be the case?”

Humiliating the Small Penislittle dick, small penis, pillow humper

Him: “Yes, Mistress. I don’t even try to approach women any more because I know my dick is too small for them.”

Me (snickering): “Awww… Poor little pee pee… Are you afraid they’ll laugh at you and your pindick? Maybe they’ll even get angry that you’re so inadequate? Are you worried they’ll humiliate your little dicklet?” (now laughing)

Him: “Yes, Mistress. But I know I deserve to be humiliated for having such a little dick. Sometimes I just hump a pillow instead of jerking off because I’m so pathetic.”

Me: “So you take advantage of a poor helpless pillow because you can’t fuck anything else with that matchstick dick?!”

Him: “Yes, Ma’am. I’m sorry, Ma’am! I can’t help it – and it’s so embarrassing to tell you that.”

Me: “If it’s so humiliating for you to tell me you’re a pillow humper, then let’s see how mortified you’ll feel humping your helpless pillow for me RIGHT NOW! Do it!”

The Pillow Humper Wears It Out!

…And away the humping went, as I laughed my ass off. Little dick guy huffed, puffed, panted, and groaned as he gave that pillow a fucking to remember.

I told him if he wanted to cum, he could not use his hands to do it. It was with the pillow or not at all.

I teased that squirming pencil dick until it spit up all over that poor pillow – and kept laughing at my newest pillow-pounding little pecker!

little dick, small cock, small penis humiliation

6 comments to The Little Dick and the Poked Pillow

  • Ms EmmaJane, your story reminded me of all those TV commercials I see for My Pillow. It really does give a twist on the comfort a pillow can have on a man. I just hope he’s washing it often.

  • I just love interviews, especially like this interview! A matchstick dick is right, and a pillow was right in order. I’ll bet his dickie was so tiny that it only left a little spurt mark! Thank you Ms Emma Jane, great sph skills 🙂

  • I’m dying laughing at how you made this little stump bump pant and wheeze while he humped his pillow. Do you ever wonder whether these habitual horndog humpers ever clean up their pillows? Do they know they’re supposed to wash these pillows, or do they sleep on a sweaty, jizzy pillow night after night? No wonder they want to play with themselves all the time!

  • EmmaJane

    Glad you enjoyed the post, Ms. Piper! It was nothing short of an absolute hoot hearing small fry giving his pillow the what-for with that extra pinky finger he’s got. I think that pillow might just be the closed thing he’s had to a girlfriend! I couldn’t well let him leave his fuck-buddy all covered in cummy go, so he was required to give it some lip -and tongue- service to clean up as much as he could. Since he gives it a workout so often, I sure hope he has plenty of pillow cases and gives his pillow pal a toss in the washing machine after every good humping!

  • EmmaJane

    Oh, Ms. Cindy! I could not help but burst out laughing when I read your comment. Now, I will never look at that commercial the same!!

  • EmmaJane

    You’re right, Ms. Cassandra! He only managed to drizzle on that poor pillow, despite the frenzied pounding he gave it. Little dick, little puddle… What else can one expect from a puny pecker? You know, he would be a wonderful candidate for your chastity training program because I have to wonder how he hasn’t yanked that little thing right off since he grabs at it so much. Chastity might be the only hope he has of not stroking and humping until it disappears! Glad you enjoyed the read. 🙂

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