Chapters tagged deflowering

by remysloane

Chapter 4

So we drink and talk. He's naked, and I'm still dressed. My high-beam headlights are on for him. He runs a finger along my arm then down to trace the outline of my nipple poking through the shirt. It feels great. "Show me your tits, girl. You've been teasing me with those all nig...

by remysloane

Chapter 9

*“Bleed for me.”* Powerful words from my mentor. She trails the dildo down my navel, resting the tip just above my clit, teasing, promising. I gasp. “I don't know..." "Come on, Claire, you got this." "Oh my God… I want it to be you.” “Is that a yes?” she asks, enthusiasm cat...

by remysloane

Chapter 20

 *Thanks for sticking with me so far. Our second virgin finally pops. Enjoy!* I moan into Matt’s mouth as he pulls me tighter against him, adding delicious pressure to my grind. His hips rock up instinctively, chasing more fri...

by remysloane

Chapter 21

My entire world narrows to the impossible stretch inside me. Matt is buried to the hilt, his thick cock so deep I feel the flared head pressing hard against my cervix, dull, breathtaking pressure that radiates up into my spine. His immense weight pins me completely, his soft hea...

by remysloane

Chapter 21

I want so badly to get laid, to have him lead me into bad decisions. But Matt is a clueless virgin. My grind is about to make him come again, then it's game over unless this obese man finds some endurance. I slow down, slide lower on his cock to the less sensitive base, buying ti...

by remysloane

Chapter 22

***Castrated cock ready to breed a virgin***: [](https://images2.imgbox.com/41/e9/EPk60IUy_o.jpg) I mirror Erin's frustration. No matter how hard I try, I can't make her come. It doesn’t matter how beautiful my face is, how fi...

by remysloane

Chapter 22

Claire is looking at me like I'm crazy. My athletic yet curvy Indian frame feels exposed, with my strong thighs parted slightly. I slide a pillow under my crotch to prop up my butt invitingly, and now they can see the slick, untouched lips of my virgin pussy that will remain off-...

by remysloane

Chapter 25

"You should get Mark to do the honors," Claire says on the flight back, showing me he's still on the dating app we use. "He's a total player and up for a casual hookup. He knows what he's doing. You'll have a great time." Yes, [that Mark](https://chyoa.com/chapter/Claire%3A-My-f...

by remysloane

Chapter 37

The sun is brutal today. Ninety degrees and climbing with thick, humid air. My sports bra is already dark with sweat, the thin fabric glued to the heavy undersides of my breasts. Even with the support, they sag and jiggle with each step. Pink booty shorts cling to my buttocks an...

by remysloane

Chapter 38

*Author’s Note: This chapter contains consensual (CNC) role-play involving , sex, and intense psychological content. Everything that follows was pre-arranged by the characters.* The fog of panic leads to bad decisions. I toss the dilator and lube into...

by remysloane

Chapter 39

*Author’s Note: This chapter continues consensual (CNC) role-play involving , sex, and intense psychological content. Everything that follows was pre-arranged by the characters.* Tall Guy's hand slides off my mouth as he finishes ejaculating. I could s...

by remysloane

Chapter 31

"The audition will be performed without condoms," Kiki says. "Both men are vetted and screened for STDs and are skilled lovers that will pull out before ejaculation. The candidate does not need to fear getting pregnant." The stakes just went up even more, if that's possible. Kik...

by remysloane

Chapter 16

I step out of the bathroom, heart racing. The Baptist girl in me whispers to run, but the new Claire is ready to become a woman. Tanner and Deion lounge on the bed, naked and relaxed, their cocks semi-hard and resting against their thighs. They watch with patient hunger but don’t...

by remysloane

Chapter 17

Tanner holds me close until Deion returns with a warm washcloth. "Spread your legs, love." "Thanks," I say. "Sorry I bled so much. I'm embarrassed." Evidence of my deflowering streaks my inner thighs and vulva, and the pillow under my bum is probably ruined. I squirted on one si...

by remysloane

Chapter 19

Claire's is too deep. Technically a strangle, blood flow to my brain is cut off. I have seconds before I fall . I have but to tap out. Claire releases the and rolls off my back. There's no gloating, no celebration. She's as exhausted as I am. I...

by remysloane

Chapter 17

“Let me fuck you, Claire, please,” he groans. "I don't want to be a virgin." His legs are parted, and I can still see his shiny, swollen butthole winking at me after I destroyed it, making his request to fuck me even more comical. I scoff. "I just popped your cherry. You're not...

by remysloane

Chapter 12

I don't know what the night will bring. But I want to get laid. And I'm haunted by the only other time I tried, when my date's penis wouldn't fit. It was awkward, it hurt, and it left me an unpopped virgin. Tonight I might actually lose it with a guy I want to date, and I deserve...

by remysloane

Chapter 17

> **POV: Tanner** Her hand is trembling as she reaches out and chooses the condom that fits me. My heart swells. "Start small and work your way up. Smart," Deion teases. "That's what I thought, too," Claire says. I mock-scoff, and she grins at me. "How? On my back?" "You can...

by remysloane

Chapter 18

> **POV: Tanner** Claire bites her lip, glances at me one last time with a shy, trusting smile, then back to Deion. She arches a brow and nods. Deion doesn’t rush. He leans in, captures her mouth in a deep, slow kiss. His darker skin against her pale flush, the contrast making...

by remysloane

Chapter 17

> **POV: Tanner** ***The view of Claire from behind is spectacular***:  Claire is already kneeling between Deion's legs and seems quite content. I'm risking a lot by letting her choose who fucks her first. I might not get the...