As I spoke to her I took the lube and applied a good amount to the slim cock dildo. When I saw she was ready, I pointed the tip at her little pucker, and with an "Okay slut here we go." I slowly began to work the dildo into her tight asshole.

At first, she resisted a bit–it was a natural reaction and I expected it. "Relax my little slut. Just let it happen," I coached.

"Yes, Master." She tried to put it out of her mind so her ass would relax. It slid into her a bit stretching the tight hole as it accommodated the intruder.

"Oh my God!" she exclaimed feeling herself being entered as the tip of the dildo pushed through the tight opening. I stopped for a moment to let her enjoy the feeling this was giving her.

After a couple of moments of rest, I gripped the base of the dildo and twisted it inside her. This served two purposes: first, it helped to spread the lube a bit better, and secondly, the sensation of the head-turning just inside her ass caused her to gasp loudly.

"Oh God, Master!" she cried out. 

In her lapse in concentration, she let go of her ass cheeks and moved her hands down to ball up huge handfuls of the sheet in her hands. That was all right–I was in her ass with my dildo and I didn't need her to hold it open any longer.

It was now time to start going deeper into my anal virgin. I knew that this was going to be one of the hardest parts of this and I needed to make it as easy as I could for her.

With my free hand, I reached under her and began playing with her pussy again. This time however there were no protests–she was too aroused by now to worry about a little "mess".

I slowly pushed the dildo deeper and deeper, stopping every inch or so to let her get used to it. She moaned with every little thrust. Before long all six inches of the toy was buried in her ass and the flat base rested against her ass cheeks. All the while I worked the dildo into her ass, my other fingers were busily churning in her pussy, contributing to her exasperated state of arousal.

"Yesss! Don't stop, I'm gonna cum... don't stop... please Master, don't stop..." jewel was moaning as my fingers worked her drooling pussy. "Oh fuck, Master, I'm going to cum. Please make me cum, Master... please make me cum for you!"

"No. Not yet," I said. 

"Oh God..." jewel groaned despairingly.

I pulled the base of the dildo back out of her until only the mushroom head was left inside her anal ring and then I slowly pushed the full length back into her. I repeated this almost out and all the way in stroking, each time going a little faster as she loosened up.

After a few strokes, I was moving in and out freely. 

jewel on the other hand was losing her mind. Between my fingers churning her pussy to a froth and the dildo sliding in and out of her ass, her poor mind didn't know which signals to process first. And they all jumbled up in her brain causing nothing but babbling and moaning to come out of her mouth.

"Oh please, Master! Please I can't... oh fuck Master please make me cum!" she said desperately. 

She writhed and twisted in a futile attempt to escape the dildo relentlessly pounding her hot hole. I could have teased and edged her, drawing out her anguish further. And some other time I would. But I still had to fuck that upturned ass. 

My command, "Cum now slut!" threw her into a screaming, gut-wrenching orgasm as I kept the dildo pistoning in and out of her shaking, quivering ass.

She collapsed on the bed gasping for breath as the last throes of her orgasm worked through her sweat-sheened body.

I gave her a few moments to get her breathing under control. She would need it for the next step. I got off the bed and moved around to the side her head was facing. I began to undo my belt and my zipper, shedding my pants and taking off my shirt before I got back on the bed. 

jewel still lay there trying to recuperate from the exertion I had already put her through. But she was far from done. I gave her ass cheek a good swat, my hand crashing down across her naked ass, causing her to let out a startled yelp. "That one left a mark on your ass. I should say my ass because after tonight it belongs to me." 

"Yes Master," she said, the swat to her ass seeming to bring her back to alertness.

"Now I am going to fuck that little ass of yours and take possession of you totally. After I'm done, you will be my whore completely. I will own your mouth, your pussy, AND your ass. I'm going to fuck your tight virgin ass so good, you will beg me to do it again. When you go to bed tonight, you will know it was your Master's cock that fucked your tight little asshole. And you will do anything I say just so I will fuck it again. Are you ready?"

"Yes, Master."

I gave the other cheek a good swat. "Then get that ass back up in position and let's get on with this!"

jewel yelped but raised back up on her knees as before with her legs spread and her head and chest on the mattress. I took a good glob of the lube and put it on my hard cock working it around to completely cover my shaft and head–she had been lubed for the dildo but I wanted to make sure things moved smoothly and easily.

I moved closer between her legs and as the tip of my cock found her opening, jewel raised up to look back at me. "Master, please be gentle," she said.

I gave her a reassuring pat on the ass. "Of course my pet." Then I pushed forward just a bit to get her anus to start to open and jewel laid her head back on the mattress. I saw her sweep a pillow to her and hold onto it like a security blanket.

"Ohhh... Master..." she moaned as she felt her ass getting opened again. 

But this time it would be opened much more and stuffed full. The slim dildo was only six inches long and about an inch in diameter. I was longer and considerably bigger around than that dildo–this would definitely be a test for her!

"Oh Master, I can feel you... I can feel your cock stretching me!" she moaned, and I knew this was what she wanted so badly... to give herself totally to her Master. To give me the ultimate gift–her devoted submission.

I pushed forward sliding into her until about half of my length was inside her rectum. "Are you doing okay slut? Does that feel good?"

A long groaning "Yesss..." was her response. "I have never... felt... so full, Master."

"Well you should really like this then," I said and I pushed forward once again, shoving the rest of my eight-inch long, two-and-a-quarter-inch diameter cock inside her.

"Oh Master!" she cried out, "Oh it hurts... but it feels so amazing! It feels like you are splitting me in two. I've never felt so full, so stretched."

I pulled back until my cock came completely out of her ass. jewel whimpered thinking that I was done. "Master what's wrong?" she asked. 

I answered her by pushing back into her waiting ass faster this time since she had been fully stretched already. "Do you like that whore? Do you like your Master's cock filling up that slutty whore ass?" I asked.

"Yes," she responded. I pulled back and slammed forward again.

"Whose ass is this, slut?"

"Your ass, Master.

"Can I fuck this ass any time I want, then?"

"Yes, Master, anytime you want."

I was fucking her ass at full speed, depth and power now, slamming into her so hard she grunted and my balls slapped her clit with each thrust.

"What if I want to stick other things... like toys or objects or even other men's cocks in that ass?"

"Yes, Master... anything you want. Oh, fuck yes!" 

I could tell by the tone of her voice that she was nearing a tremendous orgasm. I decided to push her over the edge and seal the deal. With one hand I reached up to grab a huge handful of her jet black mane and pull her head back. With the other, I reached around her hip and began playing with her sopping pussy and throbbing clit.

"Your pussy is so nice and wet for me... do you want to cum, slut? Do you want to cum for your Master?" I asked. I felt a powerful shudder run through her body at my words.

"Oh please, Master! Oh, please make me cum... make me cum for you, my Master, please! Please, I need to cum so bad..." she begged.

"You really are a filthy little whore aren't you?"

"Yes! Yes, Master, I am a filthy whore! A filthy dirty naughty slut. Please make your dirty whore cum! Please, I beg you, Master, please make me cum!"

"Then cum like the filthy whore you are. Cum from being ass fucked by your big cocked Master."

"Oh my God Master! I'm cumming! Oh fuck, I'm CUMMMIIINNNGGG!" she screamed. 

I felt her ass spasm around my cock and I knew that my little slut was cumming hard. I kept my hard pounding as the orgasm swept her away. After a few more strokes I shoved deep and held myself in her ass as she continued to pitch and buck in orgasmic bliss. 

My hand kept up its work in her pussy as well, drawing out her first anal orgasm until she collapsed from sheer exhaustion, panting like a winded dog. 

"Don't think for a minute you are done here slut... you may have had your fun but your Master hasn't finished," I said.

I grabbed jewel's legs and spun her around sideways on the bed so her head was facing me and then pulled her by the armpits to me until her head fell over the edge of the mattress.

"You ever been facefucked before slut?"

"No Sir."

"Well good–then you will have learned two new things today! Okay here's how this works. I am going to push my cock deep into your mouth and when I tell you to I want you to swallow. I will let you swallow, on my command, a couple of times. On the third time, I will push my cock down your throat past your gag reflex so you won't gag on it. Understand?"

"Yes, Master." She didn't sound convinced, though.

"Now remember, I am here to watch and take care of you. If this doesn't work the first time it's okay we can keep working on it until you can. But just relax... trust me, sluts like you do this kind of thing all the time."

"Yes, Master."

"Okay now open that whore mouth and let's see if we can do this," I said. 

I gave her cheek a little slap just for emphasis and she opened obediently. I pushed my cock in until I felt the tip touch the back of her throat and immediately pulled back a bit.

"How does your ass taste on my cock, slut? You like the way you taste? You'd better get used to it, you will be tasting your ass and your pussy on my cock a lot."

"Mmmummph!" she replied around my cock.

She reached up to hold my hips and I slapped her hands away. "Keep those hands down at your sides. You don't get to control things anymore. I will decide how fast, how deep, and how hard to go, understand?"

"Mmph, Mmmpmm." she mumbled what I can only assume was a "Yes, Master."

"Now I want you to swallow. Keep my cock in your mouth and swallow around it." She did as I said, although it was a bit difficult for her.

"Good girl." I waited a moment or two before continuing. 

"Swallow again." Again she swallowed a bit easier this time.

"Okay now, this time I want you to take a deep breath and then swallow. When you do, I will push down your throat. Just let it happen, you can do this."

She took a deep breath and swallowed. When I felt her throat open for the swallow, I pushed in past her gag reflex and down her throat. The feeling of my cock in her throat scared her at first, but I talked to her and calmed her down.

"It's okay jewel, I'm here... it's okay, just relax. You took a deep breath, you won't suffocate. Just tap the backs of my legs when you need air. I will pull out right away." 

She stopped her struggling and lay there, trusting me. A couple of moments later she tapped my legs and like I promised I pulled out quickly so I wouldn't trigger her gag reflex. She gasped as I cleared her airway but after a breath she was fine.

"That wasn't too bad for the first time. It will get easier as you get more experience with it. But doing it once or twice is called deepthroating. Facefucking comes when I go in and out–like fucking your pussy only using your mouth and throat instead. For that you have to learn to breathe in time to my thrusts," I said.

"Show me, Master, please I want to learn how to please you. Show me." 

She pulled at my legs wanting me to go back down her throat and show her how to facefuck. I had to admire her dedication and eagerness to learn.

I stepped forward again as she opened her mouth inviting me back in. She swallowed as I had told her and I slid back down her throat. It was easier this time because she knew what to expect and the feeling it would give her. 

But this time instead of just pushing my way down her throat and holding myself there, I began pumping in and out, letting her feel my cock slide up and down her throat. She let me get four or five cycles out before she tapped for air. 

I pulled out just far enough for her to breathe through her nose and then went back down for another few cycles. After the second set and a breath, I changed things up a bit and went all the way down and then pulled all the way out. 

Back down her throat and then pulled right back out. She liked that routine because she could catch a breath in between my thrusts. 

Soon I was drawing her saliva up though and she felt it running down her upside-down face just missing her eyes as it crossed her cheek. I heard her making the guk-guk-guk sounds just like the porn stars as I fucked her lovely face. 

Since both my hands were free as I thrust in and out of her hot mouth I reached down and grabbed both nipples pinching them hard enough to get a moan from her. I pulled them away from her chest almost lifting her by her nipples. 

She just moaned around my cock–a moan of both pain and pleasure. I started to smack her cinnamon-hued tits. I wanted her to know that not all of her experiences here would be soft and gentle and romantic. 

There was a wide variety of feelings and sensations and degrees to D/s and she would have to get used to not only the soft cuddle times but also the times that were rougher and harsher. 

However, jewel seemed to enjoy the rough stuff because she started to moan in pleasure around my cock. I started to leave handprints on her tits. 

Soon they turned from the soft cinnamon color they started out as and took on a crimson tinge, while she lay there still dutifully choking and gagging on my thrusting cock. 

"I hope you've got my cock good and wet because it's going back up your ass, slut." 

I pulled out of her mouth and heaved her up by the shoulders, putting her back in the buns up and kneeling position she was in before. This time though I brought her hands behind her back holding them there with one hand while I pointed the tip of my cock at her crinkled star. I pressed it against her just hard enough for her to feel me back there.

"Now I am going to fuck your ass like it should be fucked. You aren't a virgin anymore and you should still be sized to me from a few minutes ago. Are you ready to be fucked properly?" I asked

"Yes! Oh please Master, use me. Take me. I'm your filthy cockwhore and want your cum. Please, cum in my tight hot ass. Fuck me hard... hard and deep like the nasty, filthy slut that I am. My ass is yours, all yours. Please, Master, fill my ass with your sweet hot cum," she pleaded.

My hips thrust forward, and I slammed into her, my cock penetrating her deeply in one thrust. 

"Oh God Thank you, Master! Thank you for using your slut! Oh, your cock feels so wonderful in my hot tight ass!

She thanked me moaning, her hands pinned behind her, clutching uselessly at the air as her mind drifted off to someplace far far away. 

She was vaguely aware somehow that I was pulling all the way out, and her tight hole was closing up, and that I thrust back forward again, painfully splitting her open as I buried my steel hard shaft back in her ass. 

But none of that mattered to her. All jewel cared about was making sure I came, and taking that cum inside of her.

"Harder! Please, Master, fuck me harder! Harder please," she pleaded, and my assault on her ass intensified. I knew I had to be hurting her, she was brand new to anal sex and I was pounding her like a twenty-dollar street whore. 

But if I was, she didn't let on. She was on a mission–pleasing me and making sure I came. I had told her I wanted her ass, and she was giving it to me.

"Do you like that slut? Do you like the way your Master is fucking your whore ass?" I asked. I was panting for breath myself from the effort I was putting into fucking her.

"Oh God yes, Master! Oh please, please fuck your slut whore and take your pleasure in me! Ohhh soo good... ohhh..."

I knew at the rate I was going it would not be long until I gave my gift to her. "Are you ready for it, whore? Are you ready for my cum?" Harder and harder I pounded into her, more and more savagely my assault on her tender ass became.

"Yes, oh God yes Master. Please cum in my ass. I want it so bad... I want to please you so bad. Please, Master, cum in your dirty, filthy little anal sluts tightest hole. Take my ass for your own. Fuck your little slut and make me yours completely, Master."

Suddenly I came to the realization I had been treating her just like all the other men in her life. I had been trying to protect her like she was a delicate glass figurine instead of a vibrant, sexual, and sensual woman. A woman who needed to feel who needed to be treated as an equal and not like something that you put on the shelf to look at. 

She was not a bauble... she was a tool. And tools don't always stay shiny. Sometimes they get dirty. Sometimes they get worn and even bent a little. But they serve a purpose. And jewel wanted to serve her purpose.

I hammered into her, until I told her, "Now slut cum for me, cum like the whore you were meant to be. Cum my little fuckslut." 

It was my turn now. I groaned once, twice, and she felt the burning sensation of me spurting my cum into her worn-out and abused asshole. I filled her ass with my sticky white hot cum, painting her walls and coating every inch of her rectum until my cum began to seep out around my cock. 

I left my cock buried inside her as I filled her ass. She was screaming in pleasure, screaming my name, screaming she wanted me to fuck her every day. 

My orgasm subsided after a bit, as did hers, and I took my exhausted, sweat-soaked slut in my arms holding her as we both came back to earth again. 

Once we had both regained full use of our senses and our bodies she rolled over on top of me, straddling me she leaned down and took my face in her hands. 

"Thank you, Master. Thank you so much for taking a chance on me and allowing me to be what I was always meant to be. Thank you for allowing me to serve you." 

Then she kissed me. And when I say she kissed me, she poured her soul out to me. She wanted me to have everything. I have never felt so much raw, unhampered, unhindered emotion in my life as I did at that moment.

She was mine.