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Category: Anal Training

Unveiling the Forbidden Pleasure: The Art of Training His Hole

Posted by Mistress Heather | Anal Training, Femdom How To, Pegging |

Welcome, dear readers, to the world of training his hole – that intimate, unexplored entrance brimming with potential for pleasure.

theWHIP

Jace’s Christmas Surprise

Levi

December 13, 2025

So one of my girlfriend’s regular boyfriends, Jace, came over

Continue reading Jace’s Christmas Surprise

Gym Day Gone Sideways

Zeek

December 12, 2025

I am so not a gym bro. Never have been.

Continue reading Gym Day Gone Sideways

Interview Seven

Mistress Heather

December 11, 2025

Interview seven was unexpected in the best way. He used

Continue reading Interview Seven

Recheck Circulation Frequently

Nursedomme Jessica

December 10, 2025

Even the safest rope or cuff placement can shift as

Continue reading Recheck Circulation Frequently

Flogging My Husband Into Bliss

Mrs Annie

December 10, 2025

One of the more amusing developments in our household lately

Continue reading Flogging My Husband Into Bliss

Yes, I Have a Home—and a Very Bad Neighbor

Autumn

December 9, 2025

I know I talk a lot about my travels. Between

Continue reading Yes, I Have a Home—and a Very Bad Neighbor

A Letter To My Mistress

eleven

December 8, 2025

Dear Mistress I hope this finds you well, I would

Continue reading A Letter To My Mistress

underwear party weekend

duckie

December 8, 2025

Madam hosted a somewhat risque party this last weekend. we

Continue reading underwear party weekend

Service Test for Candidate Five

Mistress Heather

December 8, 2025

Number five came back today for his service test, and

Continue reading Service Test for Candidate Five

Latest Comments

stripped boy December 13, 2025 at 10:16 am on How It Feels to Be Spanked for Misbehaving at the Holiday PartyThis is a great way to keep boys like us in line, my previous dom used to make it count...
BoxingGloveLove December 13, 2025 at 7:51 am on A Lascivious LetterYou should play with me, Homie. I used to speedrun the game and impress all my nerdy friends with it....
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BoxingGloveLove December 8, 2025 at 4:55 pm on A Lascivious LetterBoss, you already know. I’m built as rectangular as they come, and I’m able to kneel for days. Hold myself...
LoserBeta December 8, 2025 at 4:50 pm on My Six-Handed Massage🥵
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Mike December 6, 2025 at 9:12 pm on Boy PussyI could stay in that room with those ladies forever 💯🙏 just chain me to the floor and feed me...
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