"Miss... I wore the dress like you requested..."

The boy standing in front of me blushes with watery eyes as he wears the black gothic lolita outfit. Complete with his twirly pigtails, knee high socks and boots, French maid headband, faux jewels, makeup, the works.

I smirk at him in disgust. But inside, I am thoroughly pleased.

"You really wore it, huh? So you really are a fucking sissy."

I cross my legs and puff a cigarette.

"I only wanted to please you, Miss..."

"Shut the fuck up. Do you really want to be with me so desperately that you would wear something like that? Or do you just enjoy looking like a helpless little lolita?"

"I really like you Miss, I would do anything for you. I... I'm a man and I don't want to wear women's clothes. But for you I would do it."

I scrunch my stub into the ashtray and exhale my last smoke to his face.

"That's some deep shit devotion you got there. Are you being honest?"

"Yes, Miss."

"Heh. Okay then. Come closer so I can see how pretty you've become."

He steps closer to me, hesitantly, while trying to avoid eye contact. Pathetic little bitch.

I stand up and inspect him closely. Twisting a lock of his fake pigtails on my index finger, I inhale his scent as I move around. He smells of fresh floral cologne. And small beads of sweat have formed on the sides of  his his youthful face. How cute, he's nervous.

"Are you scared of me?" I push his chin up with my hand to bring it closer to my face.

"N-no, Miss. Are you... Pleased?"

I take a step back with his tenacity to ask. His pure black eyes look at me expectantly and I find myself uneasy about this.

"Yes, it pleases me. That you would actually go this far. Now, what shall we do with a little girl like you?"

"I would like for you to please make use of me."

"Make use of you? In what way?"

"I'm sorry Miss, I don't know... You were the one who wanted me to wear this..."

I slap him. A tear falls from his eye and his pink blushing face deepens into red.

"I'm sorry..." He says, voice broken in shame.

He lowers his head some more.

I pretend that this unfazes me so I pull him into an embrace and whisper to his ear.

"If you stop crying now, I'll give you a reward."

He stiffens and pulls himself together, his fists balled up against his sides, holding back more tears.

His internal struggle delights me. He's shaking in fear, the jewels adorning his dress vibrating with him.

"That's a good, behaved little girl."

I uncross my arms, grab his hand, and put it over one of my boobs. I guide his fingers to cup and squeeze it a couple of times.

He's blushing violently now, and I almost feel sorry for the guy. I want to ease his nerves and soothe him. But he's just so raw and eager to please.

"Here. Lift your head. Does this feel good?" 

"Yes, Miss, it's so, so soft..."

I continue guiding his hand, moving to the other breast, cupping and squeezing some more.

His hand begins moving on its own and I let him be for a while. I close my eyes for a bit. His slender fingers are surprisingly strong. I moan once and he continues roughing it.

"Stop."

I lean my arms against the table for support, lift my leg and trace his stockings-covered leg from his feet up. When my foot reaches his thighs, I ask, "Do you want more?"

"Y-yes..."

I kick him in the crotch.

"Ugh!" He exclaims as he falls to his knees. He's looking up at me with hurt, betrayed eyes, biting his lips hard.

"Don't be so greedy. Greedy girls need to be punished, you get that?"

"Yes, Miss... Understood."

"Great."

I kneel before him and touch his face. I admire it for a while. He even meticulously put on eye shadow and shaved his brows. His shapely lips are pink and dewy. Caressing him, I look into his eyes as I give him a small, reassuring smile.

"From now on, will you do everything I say?"

He nods.

Normally I would demand an answer, but I let this pass because I'm letting the pain in his crotch subside.

Holding on to both sides of his shoulders, I will him to sit up and face me properly. I raise my body to press my chest next to him, meet his lips with mine. No heavy breathing, no sucking, no tongue. A light, feathery, innocent kiss.

"As expected of a little girl. You're so sweet."

Somewhat surprised, he traces his lips with his fingers.

"Thank you... Miss."

He watches me as I stand up and I offer him my hand.

"Come, let's have more fun."

We move to my room where everything is pink and girly, befitting of the lolita I have with me.

I instruct him to remove his shoes and lie on my princess canopy. He obliges without a word.

I strip down to my underwear and turn down the lights. Out of my cupboard, I produce a couple of scented candles that were given to me as a gift. I was never that kind of sensual person, but tonight I can finally put them to use. Setting them in various places around the room, I light them up.

Looking at him, quietly lying on my bed, illuminated by candlelight, he really does look like a princess.

Out of whim, I jump into the bed and on top of him.

His eyes widen at my semi-naked figure on top of him.

"I don't like clothes. They're such a bother, don't you think?"

He's at a loss for words so I dip in closer to get a better view of his expression.

"But you like clothes, don't you? Especially this girly, extravagant dress. You like it because it makes you feel pretty. Like a special fucking snowflake."

His face contorts and he opens his mouth, trying to say something. I place a finger over my nose.

"Shh. It's okay. I understand."

I lie next to him and tinker playfully with his wig and his clothes.

I'm not in the mood to make him suffer yet. I'm not even sure if I should continue. It's something I've never done before and I sure as hell don't want him to resent me.

I tell him a bunch of useless things while I play with his outfit. Like how cute he is, how hard it must have been to buy these and wear it. He even had a corsette on, for fuck's sake. I talk to him like he's one of my gurlfriends on a sleepover party.

"Hey, have you been in bed with a girl before?"

"Yes."

I notice that he forgot the "Miss" and got a little too comfortable. He lifts an arm to stroke my head but I swat it away, pinning it to the bed.

"You're not allowed to touch me yet, little girl. Wanna get kicked again?"

"No, Miss. I'm sorry." The big, soulful eyes are back and it makes me want to melt.

"...Have you been with a man?" I continue inquiring.

"No... I'm not sure if I want to... Miss." He looks away uncomfortably.

"Would you do it for me?"

"Yes, Miss. Anything."

This pleases me more than it should. But the thought of sharing him with others made me shudder. And then I wonder if he really meant that. He could be really into men, for all I know. And he took my dare seriously because he thought it would open him up to the exciting world of cross-dressing sexcapades. Well, sorry.

I roll on top of him again, pulling at the pink ribbons on his hair.

"I bet you're enjoying this, you little twat. Being dominated like a damsel in distress. But you're just a perverted sissy. You disgust me."

I grab a fistful of his wig and pull at it, anger blooming in my chest. I hate these types the most. Girls who pretend to be all cute and helpless and weak. And this man... No, this girl, in front of me is no exception.

The pain in his face excites me. That exquisite small, boyish face. I slap him. Once, twice, three times. Until my hand leaves a mark.

He just stares at me and it irritates me even more.

"What's wrong? Cry for me, sissy."

"It... It doesn't hurt that much, Miss."

"Bitch. I said. CRY." I slap him even harder and put my fingers around his neck, tightening with all my might.

At first he doesn't make a sound but eventually he chokes, grabbing one of my wrists.

Tears finally swell in his eyes and I let go.

"In the end you're just a sissy, fucker."

I scamper around for a pair of scissors and get back on top of him. "I bet this was a really expensive dress."

Swirling the blade in waves on top of the fabric, I trace the outline of his upper body. Then I switch my focus on his skirt.

Using the scissors, I lift them up, revealing black lace panties adorned with tiny bows and stones. The black cloth obscures the buldge underneath, and contrasts beautifully with the paleness of his smooth, milky thighs.

"As expected of a slut like you."

I take a peek inside and find his flacid cock resting on the other side of the panty.

"See, you're not even hard for me. Fucking liar. Maybe I should kick you again because you're so useless."

I watch his face but there's no sign of guilt or anything.

"You know... I've never had fancy panties like this before..."

Snip. I cut it right in the middle, revealing his naked hip bones. For some reason it makes my mouth water.

I look at him again and still no expession, no regrets. Like his mind is somewhere else.

"You sissy, how dare you ignore me!" I cut his dress to shreds, from the skirt up to the sleeves, leaving him in tatters, ribs, muscle and white skin peeking everywhere.

I resume my position on top and begin pounding on his chest.

"What the hell is wrong with you??" I punch furiously until anger reaches my head and I'm about to cry.

He blocks my punches with his hand and stills me.

"Miss, it's... It's up now."

"Huh?"

I look behind me and find his cock standing proudly between satin stockings. It is smooth and veiny, with a thick head pointing up to the roof.

Sweet christ.

"Don't tell me you're really a..." I look at him accusingly.

"Yes, getting hurt turns me on." He explains. "...Miss."

"Really?" I say in amazement. "I mean, you're really a perverted masochist. Next time bring it up without me asking you."

"Yes, Miss."

I swore his eyes brightened up a little.

Turning around with my ass facing him, I grab his cock and put it in my mouth.

This guy deserves no teasing or foreplay. He's a fucking sex toy. A sex toy with a delicious, young cock.

I suck on it hungrily, burning the taste in my mind. It's hot and rock hard. My tongue can even trace every vein popping out. I grab his balls and massage it to match the rhythm of my mouth.

"You're a useless sissy but your cock is yummy." I say in between, pausing for air.

I plunge him deeper into my mouth, the tip hitting my throat. In and out, I lick and devour his meat as if it was a blessing from the heavens.

I feel something warm on my butt. It's his breath, rearing towards my ass. Next, he pushes my panty aside and I feel his tongue lapping me slowly from clit to ass.

It makes me squirm and I feel wetness pooling in my pussy. Fuck, he's good.

"S-stop..." I plead while still holding his cock, worried it might soften if I don't hurt him soon enough.

"Shall I stop, Miss?" He asks, playing innocently.

"No, sissy, continue." I look away to hide the heat on my face and continue sucking him off.

The way his mouth is expertly eating my cunt is making my knees weak. 

"You're sweeter than I imagined, Miss... I... Hope you can cum for me."

I try to protest but I feel a finger sliding inside of me. He wiggles it around, squishing and testing. Then two fingers, moving around, searching as his tongue continues to hungrily suck on my juices.

"Sissy... I.. I can't take it anymore..."

I almost lose concentration on the blowjob at hand, overcome by the sensations he's giving me. I'm practically moaning into his cock.

"Come for me, Miss."

He finger-fucks me furiously as his cock slips from my mouth. I try to grab it but my mind is blacking out. All I can think of is the pleasure building up in my pussy and in my clit. 

"Ah. Ah... Ah!" I scream shamelessly as I climax, sinking my nails deep into his fleshy thigh.

When I come to, I have bits of cream on my face. He came the same time I did.

I get up and regret letting him see that side of me. I should punish him for cumming without my permission. And on my face at that.

I turn my body around but I find him resting with his eyes closed, long lashes forming shadows on his lovely face. It amuses me that this girly-faced boy just gave me the most explosive tongue fuck ever.

"What a weak sissy." I reach over to touch his eyelashes, but it flutters open, startling me.

"Miss...", he grabs the hand that was supposed to touch him.

"The way your feet twitched as you came was so cute." He says to me confidently, a smile playing on his lips.

Blushing, I smack his head. "Don't be so full of yourself, fucking sissy."

In one swift move, he throws me down so that I'm beneath him. "But this sissy made you come. Don't you think it's about time we switched?"

"Why you insolent bast--"

"Nope, we're done with that. Besides, you need to pay for my outfit that you ruined."

to be continued, I think? ;)

------------- 

Apologies for any grammar or spelling mistakes. English isn't my native language. This post was inspired by the sissies featured on the homepage, I was kind of fascinated >.