Select Page

<< back to the WHIP

On Breaking a Cherry

by | Jun 9, 2025 | 5 comments

Let’s talk about virgins.

Not their first time with sex in general, I’m not interested in that. I prefer grown men these days. No, I mean their anal virginity. There’s nothing like being the first one to push into a man’s ass.

He always acts surprised, like he’s discovering something about himself for the first time. That little gasp, the wide eyes, the way he half-resists while his body begs for more. And then, once I start grinding into his p-spot? It’s game over.

I’ve had more than one virgin boy cum hands-free while I fucked him for the first time. It’s raw. It’s messy. It’s real. And it is so much fun. Breaking a new hole is a special kind of experience. You get to feel him stretch and open, feel that mix of fear, shame, and craving swirl together.

I like taking my time. Teasing, taunting, pressing in slowly until he’s squirming under me. Watching a man come undone when he realizes he loves it. When he realizes he was made for it. That’s power.

Now here’s the wild part. I’ve found out that we have anal virgins among our ranks of volunteer subs. Boys, what are you waiting for? It is time to put away excuses, find a strong woman who knows how to use her cock, and surrender your anal virginities!

Then tell me all about how it felt to finally submit completely.

I’ll be waiting.

Liked it? Take a second to support FemDom U and the Dommes of FemdomU Magazine on Patreon!
Become a patron at Patreon!
Autumn
Miss Autumn’s journey into the world of domination began as an intern at FemdomU magazine, where she was introduced to the intricate dynamics of the industry. Currently pursuing her Master’s degree, Autumn continues to hone her skills under the guidance of the esteemed Madam Nora Sinclair. Embracing her role as a Dominatrix in training, she seizes every opportunity to expand her knowledge and authority, gradually building her power within the community. View Full Profile

5 Comments

  1. eleven

    It is certainly something that sits on my bucket list of things to experience. Has to be near the top too.

    One day I might be able to say those 3 words…. “Be our guest”. 😉

    Reply
  2. Mommieslittlepet

    It’s a work in progress Miss Autumn but I’ll tell you all about it when it happens.

    Reply
    • exibishboy

      It is definitely something I want to experience Miss Autumn. It’s finding dominate woman to peg me. But at sometime in the future it will happen.

      Reply
  3. Zeek

    haha guys better watch out or they’ll issue you a Conclave command…

    Reply

Submit a Comment

Your email address will not be published. Required fields are marked *

Subscribe to FemdomU Magazine - FREE!

 

 

Join our mailing list for instant access to our Weekly and Special Editions. 

You have Successfully Subscribed!