RedCherry

The Lost Bet 🎲🍑

Added 2025-08-02 18:00:03 +0000 UTC

[Bedroom, daytime. They're alone in the house. The femboy stands in thigh-highs and a choker, eyes done up, looking down in front of his friend.]

Trevor:
— Damn… I didn’t think you’d actually go through with it. Just look at you… You're a whole gift.

Riley (quietly):
— I lost the bet. I’m keeping my word. You said it — I did it.

Trevor (stepping closer):
— Mmm… But you didn’t say where "did it" ends.
(His fingers trail up Riley’s thigh, body pressing close from the side)
Are you shaking?

Riley:
— Your hands are cold...

Trevor (grinning):
— Then let’s warm up.
(He wraps an arm around Riley’s waist, palm sliding up his stomach)
You don’t mind, right?

Riley (after a pause):
— You already started…

Trevor:
— So that’s a no.
(His other hand squeezes Riley’s thigh)
You know, I’ve been thinking… how about you show me what those lips can really do?
(Whispers)
I’ve imagined them wrapped around me.

Riley (turning his face):
— You’re way too confident.

Trevor:
— Confidence is kinda my thing.
(Gently nudging Riley toward the bed)
On your knees, babe. This is gonna feel good — for both of us.

Riley:
— If you tell anyone…

Trevor:
— Never. I swear. Just you, me — and those sweet lips.
(Riley slowly drops to his knees)
That’s it… good boy.

(Trevor tilts Riley’s chin up. The movement begins — heavy breathing, wet sounds filling the room.)

Trevor (muffled):
— Ahh… yeah… just like that… Schlp… God, that mouth… Gllk… Plap…

(His fingers tangle in Riley’s hair, guiding the rhythm, breathing rougher with each motion.)

Trevor (after):
— That was unreal. But… I want more.

Riley (panting):
— That wasn’t part of the bet…

Trevor (leaning to his ear):
— But you liked it. Admit it.
(His hand glides down Riley’s back)
I’ll be gentle. Just trust me. Turn around.

(Riley leans forward over the bed, and soon feels Trevor pushing inside. Slow at first — then deeper. Breathless sounds, quiet moans.)

Trevor:
— Mmm… So tight…
(A slap echoes, Riley flinches)
You were made for this.

(The rhythm builds. Wet sounds, Riley’s soft cries, every thrust hitting deeper. Trevor grips his hips, pulling him back into it.)

Riley (breathless):
— D-don’t finish in me… please… not inside…

Trevor (strained):
— I… can’t… hold it…

(With a final deep thrust, he presses all the way in, freezing. Fingers dig into Riley’s hips. Warmth pulses inside — cum spills in thick waves, filling him completely.)

Riley (trembling):
— You… damn it…
(He feels it leaking back out, down his thigh)
I told you… not in me…

Trevor (whispering, breathless):
— I’m sorry… You were just too good… I couldn’t stop…

(Silence. Riley stays still, face buried in the pillow, cheeks burning. Then, in a barely audible voice:)

Riley (shaky):
— My body… really liked it.