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Chapter 21 by remysloane remysloane

What's next?

Ramya: Claire takes the trans girl's PIV virginity

I'm supposed to be the mentor. The responsible one. The guaranteed virgin with an unbreakable seal . And yet this entire Cancun trip has been Claire slowly, relentlessly seducing me. I've never been attracted to women in my life. Not once. But now all I can think about is Claire on top of me, grinding her big, meaty pussy lips against me until I orgasm. I crave the way she takes control. I crave her mouth on my tits, her finger inside me, and — more and more — the thought of her finally sliding something thick into my sealed pussy.

I was telling Claire the truth. I've moved on from cultural expectations. I'm ready for PIV. But I always imagined I would at least find a respectable man to gently pop my cherry back home.

Now I'm not sure I will escape Mexico intact. The thought that Claire — my beautiful, corrupting Claire — might be the one to finally break me open has my heart racing and cunt aching with forbidden excitement.

Claire lies on her back in the middle of the bed, legs spread wide. Erin is between them, nervously trying to push her small, half-hard, ball-less cock into her well-used pussy. The sight is filthy and mesmerizing. Claire’s loose, experienced cunt swallows the thin shaft easily. She lets out a soft, almost bored moan. I can tell she barely feels it.

Erin fucks like a frantic jackrabbit with tiny, rapid-fire stabs. Claire's breasts jostle and the bed squeaks, but Claire has room to spare in her pussy. "Slow down," Claire coaches gently. "Pace yourself."

"Okay, sorry. It feels good. Thank you so much," Erin breathes, already getting winded.

"Feels good for me too," Claire says, being polite.

I love watching her. She is so sexy and beautiful like this. I reach out and clasp her hand. Minutes go by. Our guest starts to sweat, but she keeps her little dick mostly hard and doesn’t stop.

“Lay on me,” Claire says. Erin settles her small body onto Claire’s chest. She barely comes up to Claire’s chin, so sustained kissing is impossible. Instead, Claire tilts her head and locks eyes with me. That look sends heat flooding through my body.

Might as well give her a show.

I sit on the edge of the bed facing them, spread my long legs wide, and masturbate. I stroke my clit lazily at first, then open the lube, coat a finger, and slide it deep into my tight virgin pussy while maintaining strict eye contact with Claire.

Claire slides a hand under Erin and rubs her own clit, clearly getting more pleasure from watching me than from Erin’s awkward thrusting.

With the lube and how ridiculously turned on I am, my pussy feels more open and relaxed than ever. The single finger moves effortlessly.

Claire has her other hand on her nipple now, tweaking it, eyes heavy with lust. She's close.

Fuck it.

I add more lube, hold up two fingers so Claire can clearly see what I’m about to do, and press the tips against my tight opening. I wiggle and push gently, and feel the barrier of my hymen flexing, the wider profile of two digits pushing against the small hole that easily lets one finger through. Everything at my opening feels supple and pliable. I can probably squeeze the fingers through with just a small stretch... not a dramatic pop.

But I don't. Instead, I make a show of it. I crinkle my nose and bite my lip, acting like I’m stretching myself open for the first time. My puffy outer lips hide part of my finger, creating the perfect illusion that I’m actually sinking two fingers inside my virgin pussy.

Claire’s eyes roll back and she cums hard on the spot, clenching around Erin’s tiny cock while staring at me. The credit for her orgasm definitely goes to me though, not to Erin's thin dick that barely touches the sides of Claire's big pussy.

The sight pushes me over the edge too. I slide my fingers out and rub my clit furiously, moaning as I cum right after her.

“We both came, Erin,” I say, voice husky. “You’re up.”

Erin slows down, frustrated and sweating. “Sometimes… I don’t cum,” she admits. “It’s okay if—”

“No way,” Claire says. “We’re going to make you cum. What do you need?”

Erin hesitates, then mumbles, “A stronger grip… It's too loose. sorry, I know I’m small. I don’t want to offend you.”

I can't help but laugh, and Claire rolls her eyes and scoffs. Erin comes up to kneel again, her tiny cock still thrusting.

“You have to kegel harder, baby,” I tease her, voice dripping with mock sweetness. “Squeeze that blown-out pussy and make her feel something.”

Claire groans. “I’ve been trying. She’s just so small…”

I see the perfect opening. Suddenly I am done holding back.

“Remember, Erin,” I say, looking at them with a wicked smile, “I’m much tighter.”

"Hell yes," Erin mutters as she slides her cock out of Claire.

What's next?

More fun
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