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Chapters tagged humiliation

In Madison's Lost Bet

  1. Chapter 3: Madison Surrenders

    Chapter 3: Madison Surrenders by ErosApostasia

    Chapter 3

    **Continued from chapter 2:** “Madison,” I whisper, looking into her eyes, my voice trembling. “I have always fantasized about losing a high-stakes game like this. If I lose, please strip me of all my clothes and make me naked before you. Please take me to your underwear drawer...

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  2. Chapter 4: Madison Spanked

    Chapter 4: Madison Spanked by ErosApostasia

    Chapter 4

    **Continued from chapter 3:** "Madison, I want you to look into the mirror and make eye contact with me. I want you to ask me to begin your spanking, and I want you to make eye contact with me the entire time I do it." Bending over my lap, Madison lifts her gaze to meet mine in...

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  3. Chapter 9: "Don't Cry, We Haven't Even Started Yet..."

    Chapter 9: "Don't Cry, We Haven't Even Started Yet..." by ErosApostasia

    Chapter 9

    **Continued from chapter 8:** “Hi, I’m Madison, and this is my boyfriend Ero,” she says, her voice conspiratorial. “I’m not sure how to ask, but do you have—” she leans in and whispers, “panties for men?” “I’m not sure how to size my big boy here.” The sales rep’s eyes go wid...

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  4. Chapter 10: Open Wide...

    Chapter 10: Open Wide... by ErosApostasia

    Chapter 10

    **Continued from chapter 9:** She leans back, getting comfortable as if settling in for a show. Her gaze rakes over my exposed form, lingering on my most intimate areas with brazen appreciation. “Don’t hold back now, Erica, Lauren. Really put your backs into it. I want to hear...

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  5. Chapter 11: Every Last Drop...

    Chapter 11: Every Last Drop... by ErosApostasia

    Chapter 11

    **Continued from chapter 10:** Madison begins to gently stroke me, while rolling my balls around in her hand covered in the silk of the panty. With a wicked grin, she takes the forefinger of her other hand, and pops it in her mouth, getting it slick, and then gently places it ag...

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  6. Chapter 12: Time for the Real Thing...

    Chapter 12: Time for the Real Thing... by ErosApostasia

    Chapter 12

    **Continued from chapter 11:** I let go of primal scream after primal scream as white-hot lightning bolts of electric pleasure course through me like a current. My cock jerks and pops with pleasure, letting go of rope after rope of white-hot semen, spurting into my mouth, fillin...

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  7. Chapter 13: A Proper Little Panty Girl

    Chapter 13: A Proper Little Panty Girl by ErosApostasia

    Chapter 13

    **Continued from chapter 12:** Madison's hands untie me, and she helps me stand on shaky legs. I catch a glimpse of myself in the mirror and behold what a mess the women have made of me. My face and hair are completely disheveled with the remains of my release mixed with Madison...

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  8. Chapter 14: Don't You Think it's Gone Far Enough?

    Chapter 14: Don't You Think it's Gone Far Enough? by ErosApostasia

    Chapter 14

    **Continued from chapter 13:** When we get to Madison's place, she takes me inside, leads me to the bedroom, and undresses me down to my panties. She lies down next to me, rubbing my panties bottom and pulls the covers up over us. “Sleep well, baby girl. Let's get you a nice li...

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  9. Chapter 15: Such a Pretty Canvas to Work With

    Chapter 15: Such a Pretty Canvas to Work With by ErosApostasia

    Chapter 15

    **Continued from chapter 14:** Madison returns from her shower, her damp hair pulled back in a messy ponytail. She has changed into a coral satin button down shirt, the sleeves rolled up, tucked neatly into a charcoal grey pencil skirt. She slides into the chair beside me, her...

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  10. Chapter 17: Best View Ever

    Chapter 17: Best View Ever by ErosApostasia

    Chapter 17

    **Continued from chapter 16:** Madison places a hand on my shoulder, squeezing gently as she meets my gaze in the mirror. “Welcome to your new life, Sydney Smack-Bottom. Aren't you just the prettiest little thing?” She spins me around to face her, tilting my chin up with a fin...

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    379 Views
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