The Orphanage Bullies.

Near to the door you spy your usual source of cum, the bullies of St Anne's Orphanage. Each face is familiar save for some girl who must be new to their clique. The more the merrier, you think. Huddled up in a gossip circle they share stories of tormenting the other girls and especially the other boys. You watch and listen as their leader, Bailey, describes in rough terms how she wants to defile one of the boys in your class, if only she could get him in a more intimate setting. You get hard just listening to her, remembering in great detail the time when she took your virginity in this closet months back. Of course, back then you weren't exactly thrilled about being bound and **** but after that first anal creampie you knew you needed to experience a woman's heavenly semen again. After coming back to the closet the next day you offered yourself up to Bailey and it didn't take long before she started offering you up to her friends for sloppy seconds. Now here you are, a hungry cumslut ready to invite the whole gang for another group session. You've moved on since them, no hard feelings over the whole **** thing. After all, if Bailey hadn't setup that trap you would've never discovered the true meaning of being a sissy. It's all thanks to her that your teachers lessons actually make any sense. Those group thrashings really taught you what a male's rightful position is in this world. In a way you're forever in Bailey's debt. Oh well, it's time to make the girls happy, the same way all boys are meant to.

"Pssst." you whisper excitedly, pulling the group's attention.
"There he is." Bailey says in a low voice before leading her group to the door.
You step aside, letting them in for a more private chat. When the girls get inside and close the door it goes very dark as only a minuscule bit of light manages to filter in from a vent above the door. Dark silhouettes close in on you and your anticipation joins with arousal.
"I told you he'd be here." Bailey starts, grabbing you by the cuff.
"Does he come here everyday?" you hear the new girl ask.
"Almost, he's a hungry little cum slut. Isn't that right?" she says, shaking you for emphasis.
"Yes, miss." you reply as the powerful girl pulls you in close.
"Hard already. What a thirsty slut." Bailey says, feeling your erection brush against her leg. She throws you to the ground in disgust. You crumple into the storage room corner like an abused animal.
"Wow. He's pathetic." the new girl says.
"All sissies are." some familiar voice chimes in.
"At least he's good at taking cock."
"If he wasn't he'd probably be a stray by now."
"You don't think the teachers fuck him do you?"
"Wouldn't surprise me."
"We spitroasted him yesterday."
"Haha, and the day before that."
"Hey, Bailey. Think we should rough him up first?"
"I think Summer should."
"Oh yeah, go for it girl."
"What do you mean? Just hit him? I've never been with a sissy before."
"Yeah. Boys are stupid. You have to remind them they're worthless or else they forget."
"You said you wanted to have the real thing."
"Slap him around and fuck him."
"Yeah, you can have the first go."
"Isn't that like, **** or something?"
"No, he loves it. Isn't that right cumslut?"
"I love it." you reply in complete honesty.

Summer steps over to you and grabs your hair.
"Your going to suck my cock and like it." she says before slapping you hard across the face.
"Yes, miss. Please let me taste your cock, miss." you say with excitement.
"See, he loves it."
"Oooh, Summer's gonna fuck her first boypussy."
Summer pulls up her skirt and frees her cock. You can't see it in the dark but you certainly feel it when it slaps your cheek. All this **** has you hard and that cock has you salivating. You greedily swallow Summer's dick and savor it's taste and texture on your tongue.
"Mmmmm." you moan, enjoying every moment. As with all girls, Summer's dick is easily three times larger than yours but you still manage to get those lips around her meat. The girls cheer on their newest addition while you bob your head at her crotch.
"You go, Summer."
"Damn, I can barely see."
"Fuck his throat."
"Make him **** like a bitch."

Sure enough, Summer takes her friends advice, grunting, she pulls you down using your hair as a leash. You cough and gag as her pole rams at the back of your throat. The girls cheer.
"Yeah, girl!"
"That's more like it."
"I love that sound."
"You're a natural, Summer."
"Harder, harder!"
You endure the harsh treatment as Summer hastens her long hard thrusts down your throat. You remember a time when this kind of thing would make you want to hurl but that was then. This isn't the first time you've been used like this and your gag reflex has almost disappeared at this point. You throat the long dick like a champ.
"His throat feels soooo good." Summer says between beastial noises.
Her pleasure means you're being a good sissy, a fact that turns you on to no end. You take the opportunity to jerk off. Of course, sometimes the girls punish you for pleasuring yourself but at this point the punishment is just as good and you're pretty sure Summer is about to come.
"Whoa, Summer." Bailey says. Damn it, you think.
"You're not gonna cum down his throat are you? I thought you wanted to lose your virginity."
"But, it feels so good."
"We didn't bring you here for a free blowjob. Are you with us or not?"
"Ah, fine." Summer says, pulling you off her cock. Ropes of spittle drip from your chin onto your dress. Damn, you were so close. She holds you at her side still gripping your hair.

"Get on your back you slut." Summer says throwing you to the ground again.
"She's gonna do it."
"Take his boi pussy."
You obey and lay down, pulling back your skirt and holding your legs aside like a practiced whore. It doesn't take long before summer is on the ground with you, lining up her cock with your ass. Slick and lubed with your spit, her girlcock shoves into you, breaking past your initial resistance with ease. She starts hammering hard and fast, giving you no time to adjust to the 8-10 inches inside you.
"Fuck thats so good!"
"Fuck fuck fuck."
"Take it you slut. Fucking. Take it." she mutters, pounding girly moans out of you. However, just as soon as your dicking begins the pleasure comes to an end. Summer is a quick fuck. Your attempts at jerking off go without finish as she creams your insides within less than twenty seconds. Thankfully, her load is huge and the tingling warmth in your rectum brings on waves of bliss as that familiar cum high starts to bubble up into your mind. You start to get woozy, laying on the dirty floor and masturbating slowly as the girl's dick pulses.
"Ah, aah, ah. That was awesome." Summer gulps.
"Nice, Summer."
"Knew she had it in her."
"Alright, move over. I want in."

Summer's cock leaves your asshole feeling empty the moment it's pulled out. Cum starts to dribble out of your primed pucker but before you lose to much of that precious semen a new cock plugs you up. The new length and curve is familiar. Mmm, it's Bailey. She thrusts all the way inside you, pushing around your cum slicked insides.
"Miss me, you worthless whore."
"Yes, all day." you say, while beating off excitedly.
She lifts you up, still hilted deep as she moves you to a nearby crate and lays you on it. The girls close in and start feeling all over you in the dark. Bailey starts to thrust and the heat in your loins starts to build. You jerk clumsily, still cum addled and drunk. Of all the girl's in this orphanage this one is your favorite. She grabs a hold of your neck and starts to **** you while slapping her balls on your cum stained ass. You buckle, orgasming hard as your body begs for air. Your legs shake violently as you cum over your own face. Bailey releases her grip as you fall back on the crate gasping for air. She knows just how you like it, or maybe you like whatever Bailey wants. Who knows. This girls is awesome.

You don't know how long you were fucked on that storage box but by the time Bailey had emptied her balls inside you it was too late. You became so high that paying attention to time was impossible. Then, to make things even better the girls refill your ass with new cock and thick semen. Cumdrunk in that dark room it became impossible to tell who's dick was inside you and who's was slapping against your face. Not that you cared. Cascades of semen pour from your ass, running down the length of the crate. A sweaty sack sticks to your face as a throbbing cock empties itself down your gullet. The high starts to intensify. When one of the girls slaps you the pain mingles with your cum haze like some masochist cocktail. It makes you cum instantly. Another spits on you and berates you. In the end you're left on the ground, encrusted in semen, feeling and tasting every drop as it pours from your ass and drools from your mouth. Every second feels like a prolonged orgasm. You twitch and moan uncontrollably. It's sissy heaven.

Sexually devastated the gang of girls leave you on the floor. They say things on the way out but you can't understand their words and barely register the sound of the door opening and closing. You lay there in place for what seems like forever in that dark room. When your senses come back to you it's a tough job to move at all. The copious cum high keeps you from feeling anything but pleasure. Still, you know your asshole is sore and likely gaping. You're going to be walking funny for a while. Maybe the girls wanted to impress the newbie. That was certainly one of the more intense visits you've had. Whatever the case, you shakily collect yourself and fumble around. Then, very suddenly, you hear footsteps outside the door. It's from the boy's side of the dorm.