(Read Part 1, Come Undone to learn all about Rori’s job working for the firm as a perk for their clients, including the handsome Dante Romano, brought by firm partner Henry to spend the evening in Rori’s room.)
Changing into the outfit Mr. Romano wanted only took a few seconds, and while he finished his shower, I sat on the edge of the bed and allowed my mind to wander to Henry. I wondered if he was watching the cameras that had been installed to film every angle of this room. He always seemed a bit possessive after I entertained a new client, but not in a scary way. In an… almost comforting way?
Like he wanted to make sure I was protected.
Like he wanted to make sure I felt safe with him, even when I was with other men.
It was sweet. At least, it felt sweet to me. There was this unspoken line he never crossed, and truth be told, I did feel safer at the thought of Henry watching. The firm had assured me that someone would always be watching, and I hoped that someone was Henry.
Henry was the one who had taken me in. It wasn’t really a Pretty Women situation like you might imagine, rather more of a “stripper trying to make some extra money” situation. And I ended up being really good at it.
As he had told Mr. Romano, the firm had assured me that I could walk away whenever I wanted, and I’d receive a full pension plan for my discretion. But truth be told it wasn’t just about the money anymore. I liked being a part of the firm. Their clients often sent me expensive gifts, and sometimes I even got to go along on business trips. So far, I had seem most of Italy, along with London, Stockholm, and Geneva. The work wasn’t exactly difficult, and I got to meet interesting people. Retirement seemed… boring.
Plus, I probably wouldn’t get to see Henry anymore.
I heard the water turn off, so I positioned myself on the bed as Mr. Romano came out of the bathroom. He was glistening, and didn’t bother to wrap a towel around his naked waist. He walked over to me, smiling.
“Tell me, little girl. How old are you?”
I hesitated. I was clearly in a schoolgirl uniform, so I wasn’t sure if he wanted me to say “barely 18” to play along or tell him the truth. I mentally debated, and quickly settled on honesty. He’d correct me if I said the wrong thing.
“I’m 37, Mr. Romano.”
“Mmm isn’t that just perfect?” he reached out to rub one of my nipples through the crop top I was wearing with my short plaid skirt. “Experienced enough to make me moan, but still so much to learn. You want to learn, don’t you, little girl?”
“Yes, Mr. Romano.”
“That’s right. Put your hand down your skirt, Rori. I saw you looking at me as I came out of the shower. I want you to touch yourself. Show me how you want to touch yourself thinking about me.”
He continued to softly stroke my nipple as I slid my hand into my skirt and found my clit with my fingertips. I began to circle it slowly and he kissed my neck.
“So obedient, too.” He pinched my nipple gently and I leaned closer to him. “But look at your uniform. Such a slutty little girl, breaking the rules in this skimpy top. I think you’re going to need to get punished.”
Without warning, he twisted my nipple hard, making me cry out, and then rubbed it tenderly. “Do you think you can handle it?”
I leaned closer to him and didn’t break eye contact. “I can handle it, Mr. Romano,” I said, purring his name.
“Good.” His voice was steely and he pulled me over his lap, flipping up my skirt. “Then it’s time to show you who’s in charge here. Young lady, thongs are not allowed at this school.”
“I guess that’s another rule broken, Mr. Romano.”
“I guess it is.” He pulled on the thong, wedging it between my cheeks before smacking my ass hard with his bare hand. “I want you to count out every spank for me, little girl.”
“Until how many?”
“Until I like the shade of red your ass becomes.”
“Two.” I gritted my teeth. I liked spanking, but most clients started slow, timidly testing the waters. This was a man who had spanked a girl before, and knew exactly how he liked it. And he liked it hard.
“Three.” I squirmed on his lap.
“Oh does that burn, little girl?” he asked in a laughter-tinged voice, rubbing my already-sore cheeks. “You better learn to behave or this is going to get a lot worse before it gets better.”
I waited for the fourth spank to land on my backside, but instead his fingers traveled down my crack. He pulled my thong down, tossing it aside. I felt his fingers travel up my legs again, and I parted them slightly so he could easily slip a finger inside me.
“Breaking another rule, I see. You aren’t supposed to be wet for your teacher, little girl.”
“I can’t help it,” I murmured into the bedspread.
“What’s that?” He said, reaching with his other hand to spank me again, while he had a finger inside me. “Speak up, Rori.”
He roared with laughter. “That’s right. Four.”
I gasped as he slid more fingers into me.
“You know what else is four? The number of fingers I have buried in your wet pussy right now.”
I moaned and moved back against him. Fuck, he was stretching me so far and it felt so good.
“Five,” I moaned.
“Five, little girl? You said you want five? I don’t know if your pussy can handle my whole fucking hand. None of my other subs could ever handle it. But if you want me to try…”
I cried out as I felt him push into me, slowly, my body giving way to him.
“Breathe slowly, little girl.” His stern voice went tender. “Your tight little pussy can stretch more than you think. Just breathe for me. Can you do that?”
I took a few deep breaths and felt him press into me as I relaxed. “Yes, Mr. Romano.”
“Such a good student. Reach around and rub your clit for me again. Slowly.”
I did as I was told, and he slipped in deeper, his hand coated in my wetness. “Fuckkkkk, Mr. Romano.”
“Bad girl, cursing at your teacher.” He smacked my ass, softly this time, and then rubbed the spot. “You don’t want to be a bad girl, do you? You want to be good for me, don’t you?”
“Siiiix. Ohhhhh god yes, Mr. Romano. I want to be good for you.” I groaned as he moved in me slowly. Fuck, I had never felt so full. I squirmed, circling my clit slowly with the tips of my fingers.
“Do you like rubbing your clit, Rori?”
“Mmmm yes, Mr. Romano.”
He pulled his hand away, and I whimpered at the new feeling of emptiness, making him laugh again.
“Don’t worry, you’ll be filled again soon enough. But right now, I want to punish that pretty little clit of yours.” He flipped me over and pulled me to straddle his lap. “Wrap your arms around my neck.”
I did as I was told, noticing that he was getting hard again. “Like this?”
“Just like that.” He pushed one of his thighs between my legs. “Fuck you are so wet. I can feel how wet you are.”
I felt my face get hot. “I’m sorry.”
“Don’t be sorry. I love it. I want you even wetter for me. Grind on my thigh, little girl. I want you to make a mess. I don’t want you to stop until your wetness is dripping down my leg.”
“Y-yes, Mr. Romano.” I moved against him, feeling my slit drag across his thigh. I held onto his neck and moved faster, and he lifted up my skirt to watch.
“Keep going, little girl. Fuck yourself with my thigh. I want to feel your clit rubbing against me.” He reach down with one hand to and parted my lips more. “Harder. Rub your clit against me harder.”
I lost myself, feeling my clit drag across his leg, my pussy making a slick spot against his skin. Fuck, it felt so good. I moaned, and he put his hands on my hips, pulling me closer.
“You want to come, don’t you,” he growled in my ear.
“Yes, Mr. Romano.”
“Dirty fucking girl, look at yourself. So needy. Fucking yourself with my thigh. I can feel how wet you are. Fuck yourself harder. But don’t you dare come. I control when you come tonight. You understand?”
“Yes, Mr. Romano,” I said, panting and moving against him.
“If you feel like you’re going to come, you need to raise your hand and ask for permission. Got it? Don’t stop moving, Rori.”
The friction of my clit against his leg was already building a wave inside me. “Yes, Mr. Romano.”
“Good. Now. I think you can do better than that.” He rubbed my nipples through my shirt again, and then pinched them, so they pulled slightly as I moved. “Show me how much you want me, little girl.”
“Oh god that feels good. Can I come for you, Mr. Romano?”
He pinched my nipples harder and pulled them slightly. “You didn’t raise your hand. No, Rori, you may not come. Don’t you dare.”
I raised my hand.
“Put that hand down.” He slapped one of my tits, hard, and then went back to pinching my nipple. “You earn this first. You earn your grade for teacher. Grind. Don’t stop until I say stop.”
“Oh fuuuuuck,” I squeeze my eyes shut, trying to hold back my orgasm. “Fuck I’m going to…”
“Don’t you fucking dare.” He slapped my tit again, first one and then the other, then pulled down my top so they spilled out.
I raised my hand again.
“Pleeeease, Mr. Romano.” I struggled to hold back as he put his hands on my hips and pushed down, moving me back and forth on his leg.
“Please.” My voice was a cry now, my clit was throbbing. “I can’t hold back. I cant…”
“I said NO.”
He picked me up and flipped me on my back on the bed, and in one swift move he was inside me. A gasp caught in my throat as he thrust once, hard. I yelped in surprise as he reached down and spanked my clit.
“Naughty little clit. Can’t control yourself.” He alternated spanking, pinching and rubbing it, all while holding still inside me.
“Oh my goddd. Oh fuuuuuck.”
He grabbed my hand and put it on his leg. “Feel that? That’s how wet you are, little girl. For your teacher. What do you have to say for yourself?”
I moaned as he rubbed my clit, hard, not stopping. “I can’t… I can’t…”
I raised my hand, gasping for air and trying not to scream.
“Can I come for you, Mr. Romano?” I panted hard. “Please. Please. Please can I come for you?”
“Come for me, little girl. Come all over my cock.”
I cried out as my pussy thumped and gushed around him. Waves shuddered through me as he rubbed my clit through my orgasm, still holding motionless inside me.
“Mmmmm fuck, Mr. Romano. Thank you.”
“You don’t think we’re don’t yet, do you? You’re such a bad girl, begging me like that.” He smiled down at me and thrust a few times. “That pussy is nice and wet for me now. Exactly how I like it. But I think maybe you’re enjoying this too much. I think you need more punishment.”
“More punishment?” I pouted, my heart still pounding.
He rolled off of me. “I want you to stand in front of me. Take off your top, and face the wall.”
I did as I was told, albeit a bit shaky on my feet. Fuck, I hasn’t had an orgasm like that with a client in… well, a long time. Maybe never.
“Now your skirt. Off.”
I kicked it to the side, naked except for the dainty chain that had been welded around my ankle, the one that designated me as one of the firm’s girls.
“Spread your legs a little more. Good. Now touch your toes.”
My heart beat as I bent over, and I’m sure every cell in my body blushed as I gave Mr. Romano a full view. I could feel the remnants of my orgasm running down my leg. He came up behind me and wrapped an arm around my waist to steady me “Where were we, Rori?”
“What do you mean?”
“Spanks, little girl. Where were we?”
I swallowed hard. “At… six, sir.”
“That’s Mr. Romano. Not sir.”
“Seven. Sorry, Mr. Romano.”
He alternated smacks and probing fingers into me until I started to feel a bit lightheaded. I didn’t know if it was from having my head upside down or the combination of pleasure and pain, but I started to lose track of time, and the room around us melted away.
“I like this shade of red,” he finally declared. “Red looks good on you.”
“Thank you, Mr. Romano,” I said in a whisper.
“Do you think you’ve been punished enough?”
“I…I don’t know, Mr. Romano. That’s for you to decide.”
“Good answer. Yes, I think you’ve been punished enough. Lie on the bed on your stomach, little girl.”
My mind in a fog, I fell on the bed. Mr. Romano started at my feet, kissing and licking up my calves and inner thighs. I heard him open a few drawers, finally finding the one where we kept the lotion, and he warmed some in his hands before lathering it all over my tender cheeks and up my back.
I couldn’t help but moan as he kneaded my back.
“That feels good, doesn’t it.”
“Yes, Mr. Romano.”
“You ready for some extra credit, little girl?”
His fingers found my slit again and slid into me, making me moan again.
“It’s time for me to teach that little pussy of yours a few things about control.”
“Oh fuuuuuck that feels good, Mr. Romano.”
“Good.” He gently pulled my knees apart so he could sit between them behind me. “Spread your legs as far as you can comfortably. That’s it, just like that. Now lie still, Rori. I’m going to enjoy every moment of this. And if you listen like the good girl I know you are, you will too.”
To be continued…
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