Chapters tagged humiliation
Tagged branches inside Madison's Lost Bet.
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Explore the chapters in this story that use the selected tag.
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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...
5 months ago 1,525 Words 3 Likes 1,566 Views -
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...
4 months ago 1,433 Words 2 Likes 1,177 Views -
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...
4 months ago 1,656 Words 2 Likes 592 Views -
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...
4 months ago 1,706 Words 3 Likes 557 Views -
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...
4 months ago 1,655 Words 1 Likes 541 Views -
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...
4 months ago 1,814 Words 1 Likes 460 Views -
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...
4 months ago 1,834 Words 1 Likes 482 Views -
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...
3 months ago 1,181 Words 2 Likes 340 Views -
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...
3 months ago 1,246 Words 2 Likes 320 Views -
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...
2 months ago 1,101 Words 2 Likes 462 Views -
Chapter 18
**Continued from chapter 17:** “That's right, Prim. Really put some oomph into it,” Madison encourages. “Our little girlypop needs to learn her place.” “Look at her squirm!” Lauren cackles, her eyes gleaming with delight. “This is the best view ever, isn’t it?” Erica chimes i...
2 months ago 1,127 Words 1 Likes 249 Views -
Chapter 19
**Continued from chapter 18:** Madison turns to Erica with a wicked smirk. “Keep going until she's bawling uncontrollably. I want to hear her scream for us.” Erica obeys enthusiastically, targeting my sit spots. She lights a fire that proves too much to bear, and my anguished...
1 month ago 1,208 Words 2 Likes 249 Views -
Chapter 20
**Continued from chapter 19:** Madison appears in my vision between Prim and Anna, coating her hands generously with lubrication. “We're going to milk you now, Sydney. You're getting your first release of the evening. Can you guess where we're going to make you do it?” she asks...
1 month ago 1,417 Words 2 Likes 200 Views -
Chapter 21
**Continued from chapter 20:** Anna, sensing the tension between the two alpha females, cuts in. “We've done a lot for Sydney tonight. She’s been spanked and given the gift of orgasm. I think it's time she pays it forward. Sydney, why don't you get on your hands and knees, and...
3 weeks ago 1,239 Words 1 Likes 104 Views -
Chapter 22
**Continued from chapter 21:** Anna's moans fill the room and she trembles as finally, her climax hits her, and she is rocked by waves of pleasure. I turn my attention to Erica. When she is breathless and sated, only Prim remains. She is breathtaking, her smile shy yet eager. E...
3 weeks ago 1,055 Words 2 Likes 110 Views -
Chapter 24
**Continued from chapter 23:** Exhausted, we all fall back. The girls work together to turn a limp Madison back onto her front, re-tying her spread-eagle, placing pillows under her hips to lift her bottom. Once secured, she realizes what’s happening as Prim picks up the belt, do...
2 weeks ago 933 Words 2 Likes 93 Views -
Chapter 25
**Continued from chapter 24:** “What will you let her do, Madison?” Lauren asks, her voice laced with cruel amusement. “What will you let Anna do to you, if she doesn't spank you with the belt? It had better be something super degrading, something worthy of Anna giving up her c...
2 weeks ago 829 Words 2 Likes 101 Views