I think I knew I was dreaming, but how could I be sure? I was fucking some girl who looked familiar, Annie maybe? But hadn't we had sex recently? What this Annie or her sister? Did Annie have a sister? Whoever it was had the tightest pussy and I was already seconds away from exploding ins-
My eyes shot open as I felt the sudden loosening of cum from my cock. In my hands was a mane of dark hair planted firmly in my crotch, surrounding a feeling of undulating tongue and throat. I held Annie's head there as I bucked through my morning release. It took me a few more seconds to become aware of the gagging sounds and hands pushing against my thighs, then I let go and Annie sprang up, my seed dripping from her nose and mouth, eyes red and puffy with tears. I chuckled as I looked at her. "You okay down there?"
She looked down at me, finished coughing and smiled. "Yes sir, it was just a bit much, that's all."
"You did very well," I held her cheek in my hand. "So well, in fact, I think you deserve a reward." Her eyes widened, but whatever she thought her reward would be she didn't expect what I pulled out the bedside table drawer. It was a small flat box with a red ribbon bow around it. I sat up against the headboard, handed it to her and invited her to sit back against my in my lap. I wrapped my arms around her with her head on my shoulder as she opened the box. Inside lay a thin black collar, like a cat's, with a detached, engraved, circular pendant. She pulled it out and read the inscription: "Master's Little Whore."
She looked up and kissed me hard. "Thank you sir, I love it."
"Hold up a second, slut," I said, pulling the collar but leaving the pendant. I opened the clasp and she leaned forward so I could attach it around her neck. It pressed flush against her skin but wasn't tight at all. "You are to wear this whenever we are together, but in public it's up to you. I want you to always know and feel who you belong to, but I don't want your parents getting wind of our... misadventures."
Mention of her parents brought a flash of reality across her eyes, but I quickly kissed it away. I then pulled out the pendant. "This is something very special," I said warmly, "and while you've done incredibly well there are just a few more things for us to do before you earn this. I wanted you to suck me awake and you've certainly done that. You have no problem taking a cock in your mouth and throat. Our sex is amazing, and I care about you very much." I played with the jewellery in my hand. "But to earn this, to be a true Little Whore for me, I need to know you'll do everything I ask." Her eyes glazed in fear. I smiled and nodded. "I do mean everything. So how about we talk about our plan for today?"
She snuggled back into me and smiled nervously, my arm wrapped around her naked form, clutching her full breast in my free hand as I dangled the pendent in front of her. I brought my lips to her ear and whispered: "Today's the day I fuck you in the ass."
I felt her physically gulp.
-----
I made us a fried breakfast of French toast, waffles and egg. Unoriginal, but it was warm, edible and filling: exactly what my little whore was going to need for today. As we sat across from each other at the dining table I was cheerfully eating away, wearing a pair of boxers and a half open shirt just to keep away the morning chill, while Annie was sitting nervously in nothing but her collar, her nipples erect atop her firm teenage tits.
"You've done so well already this weekend," I praised her, trying to start a conversation. "Far further than I'd hoped for just one evening, and we still have today and most of tomorrow together."
She said nothing and just picked at her food.
"Annie, look at me." She'd zoned out and didn't hear.
"Slut, look at your Master." That got her attention and her eyes snapped to me. "Your mind is elsewhere. Are you nervous about your ass?"
She nodded slowly.
"Is it something you've ever thought about doing?" Whether she was interested or not didn't make a difference to me, I planned on making her my three-hole whore regardless.
She was still shy about her wants and needs. That shyness was an incredible turn-on most of the time, but sometimes it was just frustrating when I wanted a clear answer. "Annie?" I prompted.
"I've... I've always been curious when I heard people talk about it in school. I just never really thought I'd try it."
I thought for a moment as I finished eating. "I'm going to take your asshole today." She looked away shyly. "But let's start with some... education first, shall we?" She looked back at me curiously. "You brought a bag with you, did you bring a change of clothes?"
She nodded "yes sir."
"Anything sexy?"
She swallowed hard. "Yes sir, I think so."
"Go get changed upstairs then meet me on the couch."
She nodded and ran upstairs, and I grinned at her tight, globular buttocks as they walked away from me.
Moving to the couch I turned on the TV and found my porn library. I knew exactly what video I wanted.
The stairs creaked and Annie walked in. I was awestruck by her. She'd put her hair into pigtails, wore a white blouse that was open down to her chest with a lacy pink bra showing through beneath, with a red tartan skirt that ended just where her thighs began, and her pale bare legs led down to a pair of black Mary Janes. Now, I didn't have a particular kink for the schoolgirl look, but holy fuck she was hot. It was all I could do not to rush from the couch, pin her against the door and take her from behind that instant.
"Please sir, may I sit down?"
"O-of course, sit down," I stuttered, trying to recover my senses.
As she sat I noticed the pink and purple glitter eye shadow, the thin black mascara around the eyes, the reddened cheeks and bold, bright red lipstick. God I wanted those lips around my cock again. My cockhead sliding through the narrow gap of her throat was a better feeling than even her tight, warm little cunt, but I resisted the urge. Today I wanted to cum in other holes.
Annie made to sit next to me but I sat back and patted my lap. I guided her down so she sat back against me with her legs on the outside of mine. When I opened my legs, hers opened, revealing her panty-covered molten hot mound to the air - and my touch.
She slid back against me, her muscles rigid with nervousness. "Relax," I said smoothly in her ear. I ran the tips of my fingers down her thighs, enjoying their tension and enticing her to relax them. "I'm not going to hurt you," I teased. "At least, not in a way you won't enjoy."
Leaving my right hand to stroke her thigh, I gently moved my left up her leg and over the taut cloth of her bikini-style pants. My fingertips danced in the heat radiating from her core, applying firm presses to her sensitive button and lips. She cooed in my ear and tried turning to kiss me, but I gently moved aside. "Just watch the TV."
I pressed play and the TV sprang to life, but with the volume low. Two apparant 18 year olds, though they looked more like they were in their mid twenties, were on a bed cuddling up and making out. They were dressed casually, but already the brunette was slipping her hand under the blonde's tee and working it up to her breast. Their mouths mauled at each other as their hands worked over their bodies and tore into their clothes. Within about half a minute the brunette was pulling the blonde's tee over her head and diving for her nipple, pulling it taut with her teeth before releasing it and sucking it into her burrowing mouth.
With one of my hands now slipping inside Annie's panties, I worked the other up inside her blouse and bra and pulled at the firm pink nipple that was desparate for my touch. She was already moaning and squirming fitfully in my lap.
Onscreen, the first person POV shifted downwards as the cameraman moved onto the bed and aimed his lens at the blonde's hand pushing into the brunette's lacey black underwear. The brunette tore herself from the blonde and smirked at the camera, which followed her hand to the cameraman's pants, which she unzipped and opened to release his cock. She dived down onto it, only taking half into her mouth but rapidly pistoning up and down on it.
Annie's innocent looking face was staring enraptured at the TV, moaning at both my ministrations and the spectacle. "Would you like to be sucking on me right now?"
"Yes, god yes I would, sir."
A few seconds later and the brunette shifted closer to the camera as the blonde disappeared behind her. The camera moved to a side view and revealed that the blonde had laid down beneath the brunette and had her mouth nestled firmly into her co-star's loins.
"Would you like me to eat you like that?"
"Yes sir, yes please sir." Annie now had one hand on her other breast and the other hand slipped behind her trying to get inside my pants.
"What about another girl?" I licked her ear. "Would you want some other innocent looking girl sucking and eating you like that?"
"God sir, yes, fuck yes."
I was delighted. I would definitely be using that knowledge.
The brunette stopped her sucking to quickly strip off her tee and revealing her braless tits. "They're nearly as big as yours," I said as I exposed her tits to the chilly air and grasped both her hands to maul her own breasts. "Would you like to hold them like this? Kiss them? Suck on them?"
"Yes sir, fuck yes sir."
I undid and pulled down my boxer shorts and let my hard cock bounce free against her boiling cunt. Without a word I used one hand to push her ass up and the other to guide my cock into her slave cunt. Annie sat upright and controlled her descent, slipping gently down onto my cock. She breathed heavily as she adjusted to the fresh invasion and I counted my lucky stars I got to do this again. On the TV, the brunette had unlocked herself from her friend's mouth and was laying back naked on the bed. The camera guy was aiming at her juicy cunt as he swiftly entered it and began fucking her with aplomb.
Annie's moans were delicious and her own wet cunt was tight as hell, but I wanted to get things moving and she couldn't get a steady rhythm going. So, I held her hips tightly to me and slid off the couch to the floor, using our momentum to push her torso forward. She caught herself from hitting the floor face-first by putting her arms out, leaving me to raise my hips and start pounding into her fresh pussy doggystyle. Her breathy moans turned to outright breathless groaning as I fucked the air right out of her.
She begged me for release even as she peaked and rushed into her climax. With round one over, I slowed my fucking to a stop and gave her ass a playful slap.
"Well done little slut, very well done."
She moaned hushed little thank yous as she lay collapsed on the carpet. Leaving my cock inside her, I wet two fingers with her pussy juices and pushed one into her asshole up to the second knuckle, wiggled it a little then pushed in the second one too. Her ass was tight. Very, very tight.
"Look up, little slut, watch the TV." She did as I ordered and witnessed the camera guy slip his cock from the brunette's cunt only to be immediately swallowed whole by the now-naked blonde. Annie made to get up and turn around, probably to mimic the action, but I smacked her ass firmly and told her to keep watching.
The blonde stop sucking and removed the cock, positioning the head at the closed rear star of the brunette. She dribbled onto her friend's asshole then pushed the cock inside. It went in fairly easily, and he started fucking her vigorously. Now, I know these are paid, professional actresses with plenty of anal experience and probably lots of hidden lube, but I needed two things. The first was to see Annie's reaction to all of this, and the second for her to see that taking a cock in her tight teen ass was not only possible but pleasurable, whether I knew it was fake or not.
