We’re looking for the Smallest Penis in the Empire! Is that YOU? We want to see if you are the deep disappointment that you suspect you are, or if maybe you’re not that small after all. You can participate in the search by purchasing the Smallest Penis in the Empire Contest and then following all our instructions! If your wee willy is small enough, you can WIN fabulous prizes and bragging rights too! Be sure to join our group Tinest Dick in the Empire here Empire
Smallest Penis In The Empire
This is your chance to show us your small penis. And answer a few probing questions. Visit the Assignment Store to purchase your entry today, then begin taking the pictures and answering the questions we have for you. Yes, we will be judging you on size, but if you have a cute penis costume that especially amuses the voting Mistresses, you may be able to inch out a win even if your dick isn’t, strictly speaking, the smallest. Join us as we celebrate the micro, the mini, the miniscule and laughable through the shortest month and most of Micro March!
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Submissions due March 20th
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Award Show on March 27th over at the femdom fridays show at 9 pm.
Prizes For Greatness?
Are we handing out our prizes for greatness, or prizes for tiny wee little losers with minuscule penis and testicle packages? Yeah, we’re not looking for the biggest and most impressive real cocks here, just the little ones. Here’s what you can win from us:
- Third Prize: You’re short, so you get a short session (five minutes) with the participating Mistress of your choice! Join the Enchantrix Empire group to get the full list of participating Mistresses.
- Second Prize: You amused us, so you get 7 minutes in heaven with one of the Ladies!
- Grand Prize: 8 minutes with as many of the participating Mistresses as we can get in one place at one time for you. Why eight minutes? Because you wish you had eight inches!
*All your prize sessions will be via Discord, CommunityKink, or Google Meet, with one or more of the participating Mistresses, as schedules permit.*
Ready To Win?!
Bring your pride and joy, or disappointment and sadness, along with your costuming skills and ability to spell and use proper grammar, and compete with all the other wee willy losers in the Empire! We want to find the MOST disappointing penis and crown them ‘Smallest Penis in the Empire!’ See you there, little dick loser!
For an erotic phone sex session, dial 800-601-6975.
Must be 18+
Calls are $ per minute, with a 10 minute minimum
Discreetly billed to your credit card
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Check out our new social network, Enchantrix Empire.
Thank you to all of the wonderful LDW Mistresses for putting on this contest. There is nothing better for me than your laughter. I wish that I could be your little pantyhose pool boy!
Well peewee I do have a pool lol and my gf’s and I would constantly be laughing and giggling about how you do not quite fit that bathing suit if you know what I mean hehehehehehehe! I am very pleased you enjoyed the contest!
you’d look so cute in pantyhose, with your little willy all smushed in there!!! rofl
Thanks for playing pee wee! Imagine a world where your todger isn’t the smallest! WOW! ha ha ha
Thank you, peewee! It really is all of our pleasure. Thank you for participating! I plan on doing this small penis contest again in Feb. 2028. You really would be a good little pantyhose pool boy! You are such a good pantyhose pet!
You’re most welcome, peewee! Congratulations again and thanks so much for entertaining us all with your lil’ schmeckle
This contest is so much fun and we all know that there is plenty of competition!! Good luck tinies (and that means you too, Thomas with the tiny penis problem)! Hahaha!!!
The competition so far has been STIFF so don’t be a slouch and make sure to enter before March 20th to be considered!
Thank you for always keeping me beaten down and ashamed of my shortcoming.
I am grateful to be a humiliation bitch for LDW and my Head Mistress Erika.
2026 marks 10 years pussy-free and still in pantyhose, just as my ex-wife would want it.
Aww, little tommi aka peewee. That is awesome news! Pussy free and in pantyhose is fantastic!
LOL hello little tommi ino cock! The ladies have your SUBMISSIon and we had to call for oxygen, there’s too much laughter, can’t breathe! LOL
You should be put on display for everyone to see, peewee! All ten of us, all around you, laughing and laughing at your ‘offering’. Pussy free indeed!
I want to wish all of you that enter good luck and thank you for participating in this year’s Smallest Penis of Enchantrix Empire. I look forward to seeing you at the Femdom Rewards show on March 27, Friday at 9 PM ET.