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DefloweringInterracialMale VirginAnal SexLesbianThreesomeCuckoldOral SexFingeringDildoCreampieIndianMasturbationSmall penisStrap-onFacialVirginVirginityTransTrans womanBWCSnowballilngFemale DominationPeggingDouble PenetrationInterractialDoggie StyleGay MaleSnowball
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Chapters tagged deflowering

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  1. Claire: A failed vaginal entry

    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...

    3 months ago 3 Likes 1,380 Views
    Deflowering
  2. Claire: Ramya deflowers me

    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...

    5 months ago 3 Likes 943 Views
    Deflowering Virginity Lesbian Dildo
  3. Ramya: BBC goes balls-deep for an epic deflowering

    by remysloane

    Chapter 20

    ![](https://images2.imgbox.com/6d/f8/YWsWf9cf_o.jpg) *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...

    3 months ago 1 Likes 449 Views
    Interracial Deflowering Male Virgin
  4. Ramya: Matt fucks me

    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...

    5 months ago 2 Likes 336 Views
    Deflowering Interracial Male virgin
  5. Ramya: deflowered in doggie

    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...

    5 months ago 2 Likes 263 Views
    Interracial Male Virgin Deflowering Creampie
  6. Claire: the trans girl claims Ramya's cherry

    by remysloane

    Chapter 22

    ***Castrated cock ready to breed a virgin***: [](https://images2.imgbox.com/41/e9/EPk60IUy_o.jpg)![](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...

    6 days ago 0 Likes 59 Views
    Deflowering Trans Male Virgin Threesome Small penis
  7. Ramya: offering my ass for trans cock

    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-...

    1 week ago 0 Likes 43 Views
    Anal Sex Trans woman Small Penis Deflowering
  8. Ramya: Mark's amazing penis

    by remysloane

    Chapter 25

    "You should get Mark to do the honors," Claire says on 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-first...

    3 days ago 0 Likes 22 Views
    Deflowering BWC
  9. Claire: Deion takes my virginity

    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...

    5 months ago 1 Likes 425 Views
    Threesome Cuckold Deflowering Interracial Snowballilng
  10. Claire: Tanner fucks me

    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...

    5 months ago 1 Likes 345 Views
    Deflowering Cuckold Threesome
  11. Ramya: Claire's strap-on ends my virginity

    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...

    1 month ago 0 Likes 86 Views
    Deflowering Lesbian Strap-on
  12. Claire: anal, then he slips into the "wrong" hole

    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...

    1 month ago 0 Likes 82 Views
    Male Virgin Deflowering Anal Sex
  13. Claire: Self-Deflowering Tease

    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...

    4 months ago 0 Likes 183 Views
    Masturbation Dildo Deflowering Fingering
  14. Tanner: I take Claire's virginity

    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...

    3 months ago 0 Likes 160 Views
    Deflowering
  15. Tanner: Deion pops her cherry

    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...

    3 months ago 0 Likes 158 Views
    Deflowering Interracial Threesome Cuckold
  16. Tanner: Deion fucks her first

    by remysloane

    Chapter 17

    > **POV: Tanner** ***The view of Claire from behind is spectacular***: ![](https://images2.imgbox.com/0a/ae/01hpmgbY_o.jpg) 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...

    3 months ago 0 Likes 81 Views
    Interracial Deflowering Cuckold
  17. (m/m) Tanner: Deion breaks me in the night before

    by remysloane

    Chapter 15

    *Here you go. This is why Deion and Tanner are so horny today and why they make such a great team. Warning: this has gay sex.* > **POV: Tanner** “Tanner!” “Man it's good to see you. It's been too long, brother!” I give Deion a manly one-arm hug. Deion is still in the Marines,...

    3 months ago 1 Likes 94 Views
    Gay Male Anal Sex Deflowering
  18. Ramya: birthday virginity surrender (missionary)

    by remysloane

    Chapter 4

    Tanner returns a moment later, smiling confidently as he rolls a condom down his slim cock right in front of me! His gaze shifts from my eyes down to my hungry, glistening pussy. The sight sends a fresh gush of wetness through me. *He’s going to fuck me.* My heart races. “Tanne...

    1 month ago 0 Likes 207 Views
    Deflowering
  19. Ramya: teasing until I pop my own cherry (doggie)

    by remysloane

    Chapter 4

    Tanner has been gone for a while, so I get up to stretch my legs. I stand naked in front of the floor-to-ceiling window, heart still racing from the incredible orgasm he just gave me with his tongue. The city sprawls below in a glittering sea of lights. I love this view. It makes...

    1 month ago 1 Likes 129 Views
    Deflowering
  20. Ramya: from virgin to flooded

    by remysloane

    Chapter 5

    Tanner's grip on my hips is strong, and I fight the urge to scoot forward and bail. He groans approval and slides out slow, then begins to fuck me. He's respectful at first, but he doesn't treat me like glass. He fucks me like a normal woman, hips moving with growing confidence....

    1 month ago 1 Likes 133 Views
    Deflowering Creampie

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