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I would have been a willing pupil if my mother-in-law had looked like that.

I would have been a willing pupil if my mother-in-law had looked like that.

I would have been a willing pupil if my mother-in-law had looked like that.

So That&Amp;Rsquo;S The Plan.

So That&Amp;Rsquo;S The Plan.

Chastebob

Chastebob

And You Thought These Stories Were For Kids.

And You Thought These Stories Were For Kids.

Ain&Amp;Rsquo;T It Always Like That? We Tend To Blow It When We Were On The Verge Of Getting The Best Of Both. She Must Have Read Woman&Amp;Rsquo;S Guide To Chastity Security.

Ain&Amp;Rsquo;T It Always Like That? We Tend To Blow It When We Were On The Verge

There Is Something Delightfully Cruel About Using Male Ego And Shame To Make Him Try To Withstand Punishment Without Reaction, Knowing All Along That In The End It Will Be Futile.

There Is Something Delightfully Cruel About Using Male Ego And Shame To Make Him

Lucky.

Lucky.

I Do Love This Turnabout Idea. I Captioned These Months Apart, Wasn&Amp;Rsquo;T Really Aware I Was Almost Repeating Myself.

I Do Love This Turnabout Idea. I Captioned These Months Apart, Wasn&Amp;Rsquo;T Really

Chastebob

Chastebob

Anonymous Submitted This

Anonymous Submitted This

Back To That Be Careful What You Wish For&Amp;Hellip;Or At Least How Much Detail You (Forgot) To Include. As Always, Chastity Device Added In Photoshop

Back To That Be Careful What You Wish For&Amp;Hellip;Or At Least How Much Detail

Isn&Amp;Rsquo;T It Always The Case, The Biggest Changes In Life Just Seem To Hit Us From No Where, Completely By Surprise. But When We Look Back, There Were Little Hints It Was Coming, But We Missed Them All.

Isn&Amp;Rsquo;T It Always The Case, The Biggest Changes In Life Just Seem To Hit

I Do Love The Thought Of The Woman Initiating This, Even Though I Know That Is Quite Rare Compared To Male Initiated.

I Do Love The Thought Of The Woman Initiating This, Even Though I Know That Is Quite

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