Are You Really Gay if You're a Girl When it Happens?

Continued from chapter 13:

“Sweet little Cherry, you’re going to be so full of pleasure,” Lauren teases, her voice dripping with playful mockery.

“Just wait until Guy really gets in there.”

“Yeah, I bet you love it, don’t you, Cherry?” Taylor adds, a wicked grin on her face.

“Just a little more stretching, and you’ll be ready to take anything we give you.”

Guy works the lube into my clenching rim, circling and teasing, before slowly pressing in. I moan at the intrusion, a deep, guttural sound torn from my throat.

“There we go, Cherry,” Guy murmurs. “No clenching now.”

“Take my finger like a good girl.” He turns to the others.

“Erica, do you want to hold him open? Lauren, do you want to lube him up? Taylor, why don't you fetch me those red satin panties he was wearing earlier?”

Chapter 14:

Guy wraps his long lubricated fingers around my cock and gives me a couple of warm, slippery strokes, bringing me to a full erection.

“I think I need to give Cherry a good milking before she leaks all over my legs. She's really hard right now, and if I don’t give her a release, she's going to make a mess. Her panties will be the perfect place to catch it all.”

Taylor grins wickedly as she retrieves my red satin panties, dangling them teasingly in front of my face.

“Ooh, look at these, girls! All silky and smooth. These will be perfect, Guy.”

She hands Guy the silky fabric, who bunches them up around my straining erection, the rigid, throbbing length pulsing with need.

Guy purrs, “Go ahead and let it all out, Cherry. Soak these pretty panties with your shameful release. Show us all what a ****, needy little slut you are for another man's touch.”

“Come on, Cherry,” Jane encourages with a smirk. “Don’t hold back.”

“I want to see you make those panties absolutely dripping with your semen.”

“Yeah, show us how bad you want it,” Erica adds, her voice sultry and teasing.

“Let us see that little slut come undone.”

Jane nods approvingly at their eagerness to help.

“Erica, Lauren, get in there and hold Cherry open nice and wide for Guy. And Taylor, be a dear and snap a few pictures for posterity, won't you?”

I’m all too aware of the hem of my skirt fluttering on my back, Guy’s long fingers holding the satin to my cock, slowly stroking me. Erica’s feminine hands hold my bottom open as Lauren pours liberal amounts of lubrication into my anus, my tight, virgin hole slick and ready.

Guy’s other hand begins to slide fingers into me, stretching me, finding my prostate, that walnut-sized gland of pure pleasure, owning me completely. Taylor chronicles the whole scene, her boyfriend dressed up like a naughty school girl, all dolled up to look pretty and innocent, spread open and fingered by Guy.

Guy edges me, bringing me closer and closer to the edge before denying me release, stroking me slowly, gently, with the panties, while his fingers tickle my prostate.

“No, not yet, Cherry,” he laughs.

“Almost there…almost there…I need you nice and full for me. I’m going to milk it all out of you, and I want to get every last drop.”

The friction of the satin on my cock coupled with the edging has me writhing and whimpering over Guy’s lap like a naughty girl.

Jane watches with sadistic glee.

“That’s it, Cherry. Dance on Guy’s fingers like the shameless little slut you are. Show us all how badly you need to cum.”

Leaning in close, she purrs in my ear-

“You’re doing so well, taking your punishment and edging like a good girl, but I think it’s time to really push you to your limits, don’t you agree, Guy?”

Guy smiles.

“Yeah, Cherry. I think it’s time. Are you ready for your first orgasm from another boy?”

He laughs.

“I mean, are you really gay if you’re a girl when it happens?”

The hand holding the satin panties speeds up, and the two fingers inside of me are buried to the hilt, slowly stroking my prostate in a come-hither gesture.

“Are you ready to cum, Cherry? Are you ready to come for Guy?”

Taylor, Jane, Erica, and Lauren watch with mouths wide in awestruck grins, ready to witness the moment I make my full transition to Cherry, as Guy finger pops my bottom.

Jane’s eyes widen with excitement.

“Oh yes, Cherry. This is it. The moment you become a REAL woman, cumming on another man’s fingers while dressed like a pretty little doll.”

She leans in close, her voice dripping with sadistic glee.

“Do it, Guy. Make our Cherry pop her cherry, so to speak. Milk that naughty girl until she’s screaming your name. Show us ALL what a ****, needy slut she is for male attention!”

Guy leans in, his lips brushing against my ear.

"Cum for me, Cherry. Fill your panties with your sweet release," he whispers, his long fingers stroking my length with practiced ease.

My body shatters, waves of intense pleasure pulsing from the tip of my cock, filling the satin panties Guy holds. I yell, thrusting into his hand, my ass clenching around his fingers, which expertly massage my prostate.

The girls watch, their faces flushed with arousal and amusement, cheering and applauding, prolonging my humiliation and ecstasy.

Jane's eyes glint with lust as she watches my body shake and convulse.

She watches with rapt attention as I come undone, my body shaking and convulsing with the **** of my release. The sight of me filling my pretty panties with my essence, all while dressed up like a doll and fingered by another man, is almost too delicious to bear.

“Look at you, Cherry”, she laughs.

“Squirting like a bitch in heat, making such a mess of your cute little panties. I've never seen anything so shamelessly erotic!"

Panting, Jane turns to the others with a wicked grin.

"Well, well, well...it seems our precious Cherry has made quite the transformation. From boy to woman, all thanks to Guy's skilled fingers. I think this calls for a celebration, don't you agree, girls?"

Lauren smirks, "Oh, absolutely. Look at her, all flushed and spent. What a sight!"

Erica chimes in, "I think Cherry has finally embraced the woman inside of her."

She leans in to whisper in my ear.

“You came into the hand of another man, who was two fingers deep in your bottom. How humiliated are you right now?”

To be continued in chapter 15...