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Chapter 14

What to do with Tiffany next?

Punish her for her lateness

We returned to campus, Tiffany crawling behind me the whole way. The pillories were empty now, it seemed the punk girl from earlier had received enough punishment. It was getting dark, and I wondered where the day had gone. It hadn’t felt like long since I’d woken up, worrying where my **** had gone.

There was nobody around outside and we headed to our building, up the stairs to my room. I placed the bags down near the wall, Tiffany would get to see what was inside them when I was ready for her to. I removed her leash, placing it on the bedside table.

She massaged her sore palms that she’d been crawling on for a while, then rubbed her knees too. She removed her coat, underneath was a vest top, and I could see the straps of her bra under that.

I sat on the side of the bed, and patted a space next to me for her to sit. She sat beside me, hands in her lap, looking at the floor. I placed my hand on her thigh, palm up and she stroked it.

We talked a little more, ignoring the fact that I’d just made her crawl home; I wanted to bring it up again later when it came to rules and punishments. It felt like that would be better if she was a little more relaxed, and maybe a bit wet.

She was distant at first, due to the crawling, but I got to know a little more about her, her middle name (Marie), her favorite color (purple) and what she was studying (literature). It felt like the right time to start turning the conversation to sex. I started by stroking her thigh a little more sensually.

“Did you have a boyfriend before you came here?”

“I had a few boyfriends when I was in high school, but my dad never approved, so I didn’t get to see them much, at least not to bring them home. No one was ever good enough for me. He was far too protective too, which always annoyed me.”

I stroked her thigh a little more, and she touched mine. I let my hand a little lower, rubbing my fingers around her knee, and her eyes closed with the sensation.

“You like being touched there?”

She nodded, a serious look in her eyes, so I kept doing it.

“Did you ever try to piss him off? Your dad?”

She let out a sigh of pleasure. “I didn’t bring guys home often, but I think he knew I was out with them. I used to lie that I was going to friends’ houses, and he found out I was lying at some point. He never asked about what I’d been doing, but I was grounded for a while after that.”

I stroked up her thigh again, then placed my hand on the inside of her thigh, stroking up and down. She was so warm under those jeans. I just wanted to take them off her.

“So what kind of things do you like?” I rubbed a little closer to her pussy, and she let out the softest of moans, looking at me intensely. “You know, in the bedroom?”

“I like what you’re doing right now.” She closed her eyes and took a long exhale. “Maybe you can do it without these jeans on?”

I smiled at her, and moved my hands away so she could remove them. She left the top on, and her black panties. She laid back on the pillows and I stroked up and down the inside of her thigh.

“What else do you like?” I whispered in her ear as I continued to stroke her, rubbing her pussy through her panties.

“I like being fingered, and being licked.” She let out a deep breath. I kept my hands outside her panties, teasing her.

“What positions do you like?”

“Any.” She grabbed my hand, trying to pull it inside her panties. “Please.”

“Please, Master,” I corrected her.

“Please, Master. Please rub me there.”

I put my hand in the right place, rubbing her pussy up and down with my middle finger, trying to find her clit. It took me a few seconds to find it, and when I did, I circled over it gently with a couple of fingers. Tiffany moaned, leaning her head back.

She was getting so wet already, and my cock was hard. I wanted it inside her so bad. But there was so much I had to do first. I kept rubbing the clit in circles with my index and middle fingers. Tiffany slid her panties down her legs.

“Take your top and bra off,” I said. She sat up, lifting her top over her head, and then the bra. Her boobs were so big, thirty-four E, the woman in the store said, her waist was so slim beneath them too.

“Please, Master, put your fingers inside me.”

I rubbed at the wetness over her pussy, then slid a couple of fingers in her. She moaned, closing her eyes. I pushed the fingers back and forth, feeling the wall of her vagina and she grabbed the bedsheets tight with both hands.

“Do you like giving blowjobs?” I asked.

“Yeah,” she said between deep breaths.

“What about anal?” I’d never done it before, but it was something I might want to try one day.

“I’ve… uh… I’ve not done it.”

I pulled my fingers out, then climbed down and started to lick her.

“Mmmmmm.”

I licked up and down around her clit, then sucked on her pussy.

“Mmmmmm. Please, please put your cock in me, Master.”

I lifted my head, then stroked her with my fingers again. “Not yet.”

“But I’m so wet.”

“I said not yet. Now get on your knees.”

She looked me in the eyes as I stroked her clit, and she could see I was serious.

“I’m so wet, Master. You’re such a tease.” She exhaled deeply when my fingers continued to stroke her.

“I said on your knees.” I pulled my fingers away, and Tiffany crawled to the edge of the bed, then knelt before me.

“Seriously, you want a blowjob, after all that?”

“Shh. Now put your knees together and hands behind your back, holding your elbows.” I’d see a few shows on how to train slaves, there were plenty of them on TV these days. Tiffany did as she was told, looking up at me. I couldn’t help but look at her dripping wet pussy. “Next time I give you an order, you follow it, got it?”

“Yes, Master.”

“Now for your punishment for earlier. Being late, and trying to get that jock to beat me up.”

“But, but, you already punished me for that. You made me crawl around like your pet.”

I shook my head, looking at her eyes, her pretty face. “What did I say about the word but?” I looked at her for a moment, and she realised I expected an answer.

“I can only use it if I’m talking about my ass.”

“Do you think it was cruel for me to make you crawl home?” I asked.

She looked down then, knowing I’d probably punish her further if she said yes. “No, Master.”

“Good girl. The leash, and the crawling weren’t your full punishment. That’s just a reminder that you’ve done something wrong. Your punishments will always be carried out when I get you home. Now for the lateness. Stand up and walk over to the end of the bed, then bend over.”

Tiffany stood, walked over to the bottom end of the bed and bent over, her hands flat on the wooden frame, ass sticking out.

I went over to the bags, picking up the cane I’d bought earlier. I gave her a good look at it, and a look of horror crossed her face. I stroked a few of her blonde hairs, twirling them around some of the brown ones behind her back.

“I think ten for each minute that you were late, what do you think, ****?”

“Yes, Master.”

“Good, now keep count.”

I pulled my arm back, letting the cane crack against both ass cheeks.

“One,” Tiffany said after a sharp breath.

The red line across her firm ass looked so sexy. I kept caning her, and she kept count. Each stroke was a little harder than the previous one, and when I was done, there were plenty of red lines across her ass, pointing in different directions. She was breathing heavily from it all.

“We’ll deal with your other punishment later,” I said. “Now get on the bed, on all fours.”

She climbed up on the bed, crawling across it. I undressed, then got up behind her, I stroked her pussy. She was so wet still.

“Did you like that?” I whispered in her ear.

“It was a little hard, but I like being spanked.”

The sight of her sore ass made me breathe out heavily, and I held my cock with one hand as Tiffany pushed herself back, forcing me inside her.

She moaned as I pulled her back onto me with both hips, then I rocked her back and forth several times, looking at her ass the whole time. Her hair fell to one side, and we both let out moans of pleasure as I fucked her.

My hands slid down from her hips to her tits, cupping them both as I continued to thrust in deep. I gave her nipples a bit of a pinch, then held my cock inside her deep, and she rocked back and forth onto it. I let my hands slide back down to her hips and pulled her back again a few more times, before pulling out and turning her over onto her back.

I climbed on top of her, kissing her lips as she guided my cock back inside her. I held her wrists up above her, pinning them down tight as I fucked her, kissing her with my tongue and she kissed back.

She moaned out loud as my cock slid all the way in, then all the way out. We fucked for a little while longer and her breaths got shorter, sharper. She was close.

“I’ve decided,” I whispered as she moaned. “I’m going to punish you once every day, for the next week for what you did earlier.”

I kissed her again, on the cheek this time.

“Yes, Master.” She was sweaty, boobs moving as I fucked her. “Mmmm. Please can I come?”

I nodded, and kept fucking her, watching her face screw up as she closed her eyes and let out a loud moan. I thrust in and out of her for a minute or so, feeling my cock getting harder as I was close. I moaned too, feeling myself explode inside her. I pushed in and out gently a few more times, getting my breaths back as I kissed her.

Once I was done, I rolled off her and we snuggled up. I was so hungry, it was time to take her out for dinner, but what would she wear?

What outfit will Tiffany wear?

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