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Chapter 7: Meeting Her

"I've got the cutest little thing picked out for you to wear," she cooed, leading me to her bedroom by my hand. "The sweetest pink satin. You are going to look so hot in it. It even has a spot at the front for your little sissy cock!"

Why is she in such a good mood?

The thong was high-cut, the lacy waistband following the arch of my hips before meeting beneath a tiny satin bow that sat above my cheeks. The front was made from two lacy hearts that formed an opening for my cock to poke through. The garter belt was a network of satin straps and more lacy hearts crossing my body. The bra was two lace hearts over my nipples with more complex straps finished with more tiny bows.

I got hard just looking at it.

When I was dressed, she stroked my exposed cock while I laid on the enormous four-poster bed draped with sheer, gauzy fabric. I was so turned on that just her touch was enough to bring me to the brink.

"Your cock is so cute in those," she purred as she stroked me.

"Thank you, Miss Sheridan," I moaned. "I feel so pretty in it, too."

"You look pretty," she grinned. "Do you want my mouth?"

"Oh god, yes!" I cried.

I'm finally going to cum!

She gave it to me, slurping me into her mouth and swirling her tongue around the tip while she began to slide along its length. I moaned softly, closing my eyes and laying my head back against the bed. She tucked her hair back behind her ear, her elbow brushing against my stocking-covered leg and sending a bolt of silk electricity through my body.

I was so close already. The week's build up and almost non-stop stimulation from the plug made had made me so aroused that a stiff breeze could have set me off. The fact that a gorgeous woman was giving me a blowjob while I wore crotchless panties meant I had seconds left before I finished.

"I've got a little surprise for you today," she said, releasing me just as I was about to climax.

I groaned in shock, eyes snapping open. My cock twitch angrily in the air between us.

"Tiffany, why don't you continue where I left off," Harper instructed.

Tiffany? Harper brought another girl here? I'm about to have a threesome?

The idea made my cock surge. It was enough to make me forgive her almost blueballing me. I'd fantasized about having a threesome for as long as I could remember — what guy hadn't? Getting to do it in panties and stockings was an unexpected bonus.

So it was a surprise when I recognized Tiffany.

"Hey, Kelsey," a high and soft voice said. "You do look great in that."

Riley smiled meekly at me. My blood ran cold and I sat straight up on the bed, my pleasure forgotten.

Oh, fuck. Oh fuck, oh fuck, oh fuck!_

He — she? — was unmistakably Riley, though somehow more feminine. Pouting lips and wide hips, a narrow waist and long hair. Truthfully, Riley looked gorgeous. Dressed in a translucent teddy trimmed with black lace and covered in embroidered flowers, legs looking long and slender in sheer black stockings and simple pumps, it was easy to forget that he was a guy.

Except for the cock.

It stood straight out in front of him, slim but long, curving gently upwards and ending in a pink rosebud tip. Without meaning to, I glanced at mine and compared. I was pretty sure his was bigger, and I was pretty sure it was about to become my responsibility.

"Riley?" I gasped, shoving myself off the bed and staring with an open mouth. "Is that you?"

"Only occasionally. When I'm here, with Miss Harper, I'm Tiffany," she said with a smile, dipping her head in Harper's direction. "Riley is her husband. But Tiffany is her sissy."

"I thought it was time for you to meet," Harper said, clapping her hands together with a grin that made me feel sick. "She's been so excited about meeting my new sissy. I've been teasing her about you all week, Kelsey."

"You mean — Riley, you knew? " I gasped.

"Of course she knew," Harper answered. "What Tiffany and I have is special, but one sissy can't satisfy me by herself."

"It's always so fun when Harper sissifies someone new," Tiffany purred with a grin. "I love meeting her new girls."

"It's been so long since poor Tiffany has had anyone play with her clitty since I don't anymore," Harper said. "I thought another pretty sissy would be the perfect plaything for her."

"She hasn't — her what — wait, do you mean —" I stammered, looking in horror between Harper and her husband. "This — I'm sorry, Rile — Tiffany?"

No, not her husband. Her sissy. The other_ sissy._

A bolt of lightning struck me.

"You don't have to apologize," Harper said, Tiffany shaking her head in agreement. "I'm in charge here. Tiffany is just happy to finally have a playmate, aren't you, Tiff?"

"Yes, Miss Harper!" Tiffany cooed, cock bouncing. "She's so pretty, too. I love the crotchless panties, umm."

I stared at her in shock. At her cock. At her face. Realizations came crushing down on me.

Riley's known about this from the beginning. He's Tiffany. I'm the other sissy. So is she. Tiffany is Harper's sissy, just like me. And she's got a cock, just like me. I'm going to touch it. And… I'm… probably going to suck it, too.

The idea should have made me soft. It should have made me want to end things. It should have made me run screaming from the room to try to forget all of this happening.

But instead it just made me harder.

"Your clitty looks so yummy, Kelsey," Tiffany purred. "Miss Harper, may I?"

Is that what my cock is now?

"Of course, Tiffany, dear. Show Kelsey what a sissy is supposed to do."

She all but ran to me. I stared at her, brow furrowed but eyes wide, still not entirely sure that this wasn't some kind of elaborate joke. My friend Riley was really a sissy named Tiffany? She had known about me — and wanted me to become one with her?

The questions became less important when Tiffany slipped my cock into her soft, warm mouth. Harper's blowjobs had always been aggressive and fast, like she was trying to force me to cum. Tiffany was slow and attentive and reverent in her motions. Her sweet red lips slid up and down my length while her fingers ran along my shaft and thighs, exploring my body. She kissed and sucked and stroked, smiling every time she drew a new groan or moan from my body.

"Careful, Tiff," warned Harper as she sat on the bed next to us, her long legs crossed. "Keep Kelsey on the edge. We'd hate for her to have a little sissy accident."

"Of course, Miss Harper," Tiffany said between long, slurping kisses up the underside of my cock. "She can only cum when you say she can."

"Good sissies should be horny and hard all the time," Harper explained, turning to look at me. "Nothing in your head except your pretty little outfits and when you're going to get fucked next."

Tiffany giggled like this was the funniest thing she'd heard all day. Hearing Harper say it so matter-of-factly made my stomach flip over. Everything she was saying, everything I was seeing, everything that was happening — all of it should have been enough for me to stop and end it all. To stand up and remind them that I was a man, and men don't do this kind of thing. This should have been my limit.

So why was I still here?

"How does her clitty taste, Tiff?" Harper purred, running her fingers proudly through Tiffany's hair. "Is it everything you hoped for?"

"So sweet and innocent," Tiffany giggled. "She tastes like she's soooo turned on right now."

She can taste how horny I am?

"I hope you've been paying attention to what Tiffany's been doing, Kelsey, because now it's your turn," Harper said, replacing Tiffany's mouth with her hand and stroking me slowly.

"My turn for what?" I asked, reeling from the sudden change in sensation.

"For this, silly!" Tiffany exclaimed, suddenly climbing onto the bed and poking her cock towards my face.

"I… You want me to suck her cock?" I asked nervously, looking at Harper.

"Sissies don't have cocks," she corrected. "They have pretty little clitties, and yes, you're going to suck hers. Tiffany did such a lovely job with yours, didn't she? It wouldn't be very nice of you to not return the favor."

I rotated my head back until I was looking at Tiffany's swollen tip. It bounced in the air, her swaying between her legs.

You can call it whatever you want, Harper. I know what that thing is.

"Come on," Tiffany pouted, sticking out her lower lip. "Don't you want to be a good sissy like me?"

She wiggled her hips and her cock bobbed lasciviously between us. I could see it pulsing with her heartbeat. She pushed it closer to my face. Heat radiated from it, sending a shiver down my back.

And yet, I remained furiously hard. I could feel something dribbling from my cock. It must be pre-cum — that must have been what Tiffany was tasting.

"Can I just… touch it, first?" I asked the room, not really believing that those words were coming out of my mouth.

"Of course," Harper said dismissively. "As long as it ends up in your mouth."

I felt my chest tighten and butterflies erupt in my stomach.

"As long as it ends up in your mouth."

Slowly, I reached out and wrapped Tiffany's cock in my fingers. I was surprised at how hot it really was. It throbbed in my hand, the heat feeling like almost enough to burn me. I stared at it in my hand, as if looking longer would reveal that this wasn't really happening. That it was all some strange dream.

"Ooh, that feels nice," Tiffany moaned with a smile. "You have such soft skin, Kelsey."

She closed her eyes, hands on her hips. She pushed them outward as she dropped her head backwards, her cock sliding through my fingers. And then suddenly I was stroking her deliberately, my hand moving counter to her slow thrusts. I expected it to feel wrong — or at least strange. But after I got over the shock of touching someone else's dick, it felt no different from any other part of their body.

Except when you touch someone's elbow, it doesn't cum all over your hands.

I giggled despite myself, trying to stifle it.

"What's so funny?" Harper asked skeptically, raising one eyebrow.

"Nothing," I said quickly. "It's just — well, I don't know if it would be funny to explain it."

"Why don't we put that mouth to better use, then?"