A New Year                     by: Adam Smith

 

Part 2

 

Chapter 4 – Dressing for Success

"Good Morning, sweetie." Jane’s cheery voice woke me from a dreamless sleep.

It took me a second or two to get my bearings. I normally feel pretty lousy when I wake up. And that’s when I’m not in bondage. Today, I really felt like crap. My arms were still tied to the bed, and although Jane had tied the ropes loosely enough to let me wiggle around a bit, my arms were still cramped from having been in the same position all night. My face felt funny, and I realized that it was the dried makeup from the night before. The gunk on my eyes felt especially heavy. And worst of all, the plug in my ass made me feel bloated.

Jane, wearing just a bra and panties, sat down on the bed next to me and started rubbing my chest. "I hope you slept well. I’ve got so much planned for today, and I don’t want you running out of energy on me!" A glance at the clock on the bed showed that it was 10:30 – I couldn’t believe how well I’d managed to sleep, all things considered.

She then straddled me, grinding her groin into mine. I always wake rock hard (although more with the need to pee than anything else), and the plug and her grinding had me even harder than usual. "I’m so proud of you – you remembered that I don’t want you talking!" As if I could forget the pain of the nipple clamps I had to wear as punishment!

Jane reached over to the bedside table and picked up a jar that she must have brought with her that morning. "Before we do anything else, we need to get you cleaned up." And with that, she used a washcloth and the cold cream in the jar to wipe off my makeup. While she was getting my face clean, she was still rubbing her crotch into mine, and I was just about on the verge of cumming by the time she finished. Whether she sensed it or not, she got off of me before I could go over the edge.

"Time for us to shower." Us? That could be interesting, at least. She undid my arms, attaching each to the collar, then undid my legs and led me to the large bathroom. She had me lean over the tub, and attached my collar to the edge (I was no longer surprised that Jane seem to have ways to secure me everywhere in her house). She then wiggled the plug out of my butt. It hurt a bit at first, but the feeling of relief at having it out was much great than any discomfort. I heard her drop it in a bag, and then she let me up, and sat me down on the toilet.

She attached one of my wrists to the wall, securing it with a lock, and said, "You’ve got five minutes to take care of your business, while I take care of a few things." She walked out with the bag, and I found that I did, indeed, urgently need to use the toilet. While I used it, I looked around the bathroom. It was absolutely huge, with two sinks and a large mirror, lots of open space (it was obviously meant as a dressing room as well as a bathroom), and a huge tub, one that was big enough to be used as a hot tub, and which had a shower curtain attached, as well. There was a toothbrush sitting on the sink, and I was hoping Jane was planning on letting me use it next, as my mouth always feels disgusting when I wake up.

I also pondered my situation. Jane had not, since first tying me up, left me in a position to ever get away. And she’d also taken lots of pictures of me in rather embarrassing situations, and uploaded them somewhere. I was sure that with one hand free, I could probably overpower her when she came back. Of course, I wasn’t sure I could get away after that. Jane had me trapped. I just wish I knew what she was planning.

When she came back and clipped my arm cuffs back to my collar, I started to head to the sink, but she said, "no, hon, we’ll get you in the shower first, and then we’ll take care of your teeth." She had me climb in the tub, and clipped my ankle cuffs to two wires attached to eyelets at the bottom of the tub. She then removed my arms from the collar and attached each to a hook in the wall, so my arms were now secured in front of me, but each at a 45 degree angle. She finally attached yet another wire to the back of my collar, holding my head in place. I was, once again, completely immobilized.

Jane then turned on the shower. It was one of those shower heads that could be detached, and she used it to wash me. She stood behind me while she was doing it, reaching around me to soap up my chest, and later, my groin. Needless to say, as she soaped me up, I got hard, although Jane didn’t make any comment. She also took her time washing my ass, sticking a soap-coated finger up my asshole, and then spreading my cheeks and spraying me with the shower head.

When she was done washing me, she reached around and showed me something else – a bright pink razor, obviously the kind women use on their legs. "Now, don’t worry, lover. This won’t hurt as long as you stay real still. But I need to shave you close, since I want to make sure you look like a perfect lady!" Jane was true to her word, not cutting me at all in the process. She shaved my legs first, then moved up, shaving away my pubic hair, the hair around my asshole, and on up to my chest hair. I couldn’t tell if she was using just shaving cream, or one of those things like Nair that keeps the hair out for weeks. Either way, trips to the gym were going to be interesting. I’d have to tell folks that I was a swimmer or something.

When Jane was through, she removed the chain from my neck, and I heard her press a switch. The hooks that my arms were linked to started to lower, and as they did, I had no choice but to kneel, as the hooks lowered to about two feet above the ground. When they had stopped, Jane reattached the chain to my neck. She then proceeded to wash my hair. When she was done, I heard some rustling, and Jane threw her bra and panties in front of me. "My turn to clean up," she said. For the next few minutes, I could only hear her as she took care of cleaning herself, and I was tortured by having to imagine her body, which I still hadn’t seen without clothes.

"Okay, now it’s time for you to put your mouth to work, just like I said you would yesterday." Now this was something I’d been looking forward to! Jane ducked under my arms and stood up in front of my. Instead of seeing her breast and pussy, as I’d been imagining, she was presenting her back to me, and since her (admittedly lovely) ass was only a foot away from my face, I had no view of any of her other parts.

"Oh, were you expecting to get a chance at another part of my body? After the way you behaved yesterday? You’ll have to earn that chance, sweetie! Now don’t be squeamish – I just cleaned myself thoroughly, and it’s as clean as it’ll be all day." Although I was a bit turned off by the idea of sticking my tongue in Jane’s asshole, I was also just plain unsure about what to do. I’d eaten pussy plenty of times, and knew where to lick, but as far as I knew, there was nothing resembling a clitoris on this side of things!

I didn’t have time to worry about it any more, as Jane reached behind her and grabbed my head, holding me still as she bent forward and placed her ass in my face. I stuck my tongue in, and just started licking. At first, it felt not much different than eating someone out, as I was mainly just licking around her hole, but Jane made it clear that my tongue was supposed to go all the way inside her, so I did. This was a truly unique feeling. The closest I could think of is an ex-lover who would suck my tongue when we kissed, but this was much more intense, and much tighter. Whatever I was doing was obviously working, as Jane hit at least two orgasms during the ten minutes she had me working on her. When she was done, she grabbed a washcloth, through it over my eyes, and stepped out of the tub. I still hadn’t seen this most beautiful woman naked from the front.

Jane again removed the chain from my collar and flipped the switch, allowing me to stand up again. When this was happening, I heard her getting dressed out in the bedroom. After about a minute, she came back in, wearing a terrycloth bathrobe, and carrying a towel. She dried me off, then reattached my arms to my collar and helped me out of the tub. She attached one of my ankle cuffs to clip next to the sink, handed me a toothbrush with toothpaste, and left me to brush my teeth while she fetched some more stuff.

Brushing your teeth with your arms tied to your neck is, believe it or not, probably harder than it sounds. But it can be done. Since my hands were close to each other, I could switch the brush between hands, allowing me to get most of my mouth clean. I’m sure the job I did wouldn’t be approved of by the ADA, but at least my mouth felt a lot fresher. Still, it took about five minutes, and only when Jane came back (carrying yet another bag full of things I probably didn’t want to know about) and filled a glass with water could I finally rinse and finish.

When I was done, Jane reached into the bag and pulled out a pair of white stockings. "I know you’d probably prefer the slut look, after your performance last night, but since I intend to have you doing work around the house today, I thought the maid look was the way to go." Before she started, she tied a belt around my waist and tied it to a hook in the counter. She then removed the ankle straps, lifted my left foot, and rolled it up my leg. She repeated this for the other leg. When she was done, she rubbed my lower thighs (where the stockings ended) and said, "now, don’t these feel nice against your smooth legs?" I wasn’t sure about the stockings themselves, but her rubbing my thighs certainly was enjoyable.

"Now it’s time for your shoes." Jane lifted each of my feet and placed a black shoe on them. I didn’t have the greatest view, but they were clearly bigger than the shoes of the night before, and they covered my entire feet (definitely not sandals this time), as well as part of my ankles. They also clearly were heeled, as I could feel immediately after she’d placed both of them on me. There must also have been buckles of some sort on them, as I felt her secure them to each other. She then removed the belt and attached a garter belt in its place, which she promptly attached to the stockings. Jane then led me out into the bedroom again, which was a long journey, as there was only about a foot of chain between my ankles. I was able to see my legs more clearly. The stockings were a white mesh, not solid white as I’d thought, and the white garter belt matched them perfectly. The shoes were solid black, with a wide toe, and the buckles on the ankles made them look almost like mini-boots. They weren’t the sexy sort of shoes one might expect on a woman, but they had the functional look a maid’s shoes might have. Except most maids didn’t have two-inch heels to walk around in, I’d bet.

Jane strapped me into an armchair, securing my neck, hands, and feet. She then strapped each of my fingers into a restraint as well. I was as immobilized as I was last night, and, I suspected, for much the same reason.

Indeed, Jane plopped down in my lap with a makeup kit, and once again got to work painting my face. While she worked on me, she squirmed around in my lap, so I have to admit, I wasn’t completely paying attention to what she was doing, although the routine seemed somewhat more elaborate than last night – she started by shaving me, and actually put foundation and other stuff I’d never even seen before on me. When she was finished, instead of untying me, or holding up a mirror, she blindfolded me instead.

"Don’t worry. I just don’t want you seeing how pretty your nails look until I’m done." I really wasn’t surprised to hear this. After all, why else would Jane have tied my finders down? She spent about ten minutes on my nails, and from the pressure she put on them and the filing noises, I figured out that she must be putting some of those nail extensions on me. I had no idea how one removed those, but I was sure that there had to be some way to remove the nail glue that was used. When Jane was finished, I heard her footsteps leave the room, and she yelled back at me that she was going to finish getting dressed while the nail polish dried.

A few minutes later, I heard her come back in, and she freed my arms and neck (but not my feet), letting me stand up, finally. Still blindfolded, I felt her raise my arms and attach them to what I guessed were hooks hanging from the ceiling. Jane then set about getting me dressed.

The first thing I felt her put on me was around my waist. At first, I was confused, since I already had a garter belt on, but as I felt the silky material on my buttocks, I realized that she was again placing me in panties, and that these must be the kind that fasten on the side (saving Jane the trouble of having to slide them over my legs). As she guided my penis through a hole in them, I realized that these weren’t typical panties at all. As she fastened the clasp on the panties and my dick started to get hard, I realized that the panties had, for intents and purposes, a built-in cock ring!

I then felt her wrapping something around my torso. At first, I assumed it was the maid’s uniform, but then I felt my waist start to constrict as she tied something in the back, and I realized that Jane was placing me in a corset. I now understood why she’d raised my arms, as it stretched my torso, and made the corset easier to put on. As she tightened it, I couldn’t avoid groaning. I felt the skin under my chest pushed up, and by the time Jane was done, it was a lot harder for me to draw a deep breath.

Jane stood up, walked back in front of me, and leaned in, lightly brushing my lips with hers. "I’m sorry, sweetie," she said, still with the so-innocent sounding Midwestern voice. "I didn’t mean to hurt you. And I really didn’t mean to make you cry out. After all, I don’t want to cause you to break my rules. We’ll work on that later." She then wrapped yet another piece of clothing around me, one that went up to my neck and down to my thighs, and I guessed that this was the maid’s uniform.

Jane removed my arms from the hooks in the ceiling, and reattached the cuffs to clips on the side of the uniform. She then removed the blindfold. I could finally see how Jane had dressed herself, and it was worth the wait. She was wearing the same (I assumed) boots she wore the night before, but everything else was new. Instead of a bodysuit, she was wearing black stockings, a black leather skirt (ending just above her knees) with a huge slit on one side, exposing most of her upper leg (and confirming that she was wearing stockings and not hose), and a light white sleeveless vest, with only one button fastened. Under the vest, I could see a leather bra that barely covered her breasts. I could feel my hard-on straining against the cock-ring.

Jane had also put on some makeup – dark red lipstick, and a little bit of eye-shadow. I had a hunch that she spent a lot more time on mine than on hers. Looking down at my hands, I saw that the nails that Jane had glued on added about an inch to each of my fingers. They were also bright red. Jane’s nails were a darker, more professional, red, and they were actually slightly shorter than mine had been before she extended them! I couldn’t imagine how she expected me to do anything with my nails like this.

"Don’t you look all pretty?" Jane snapped me out of my momentary reverie. "Just one or two finishing touches here." She placed a white maid’s cap on my head. It had strings on it, almost like a bonnet, and she tied it loosely below my chin. She then fiddled with the uniform around my shoulders, and unrolled two sleeves, "Let’s take a few pictures, shall we?" As if I had any choice in the matter. She picked up the digital camera and snapped shots of me from the front and from behind, then picked up a Polaroid and walked out of the room to go upload them. I once again took stock of my situation. Although I was, if anything, in a worse bind, thanks to the second series of photos and my fingernails, nothing Jane had done to me today had been as uncomfortable as what she’d done yesterday. And although the I hadn’t had the opportunity to come yet today, I couldn’t deny that I was turned on. Maybe this wouldn’t be so bad after all.

Chapter 5 – Maid Service

Jane came back into the room carrying a small bag and a mirror. "I know you want to see how pretty you look in your maid’s outfit. But first, we need to do something to make sure you don’t break the ‘no talking’ rule again." She grabbed my face and squeezed my face, forcing my mouth open. Before I really knew what was happening, she had shoved something in my mouth and pulled the strings on the bonnet tight, forcing my mouth closed over it. I felt something going back a couple of inches into my mouth, and I realized that she’d shoved a dildo into my mouth! While still holding it in my mouth, she looped a string that was attached to the dildo through the bonnet, and behind my head. I tried pushing it out with my tongue, but it was securely in place. It went about two inches into my mouth, and tasted of plastic.

"There. That should help you keep quiet. Now, lemme show you how good you look." Jane held up the mirror, moving from my feet up so I could get a look at everything she did.

Above the maid’s shoes (attached to each other with a short chain) and white stockings, I now had on an classic French maid’s costume. It was black, with white ruffles, and went down to my lower thighs, making it look more like the costume a maid in a porn movie would wear that what a "real" maid might have on. My waist, thanks to the corset, was much thinner than normal, and the contrast made it appear as if I actually had some breasts, although the uniform was cut high enough to hide any sort of cleavage. It was not cut high enough to hide the studded collar, of course. The sleeves of the costume covered my arms down to my wrists, and my red fingernails seemed much more appropriate now that I had clothing on, although I’d never seen a maid who wore nails like these.

But it was my face that really astonished me. At first, it seemed like a variation of what she had done last night. But she had spent a lot more time on me this time, and the detail showed. My eyes had blue shadow again, but this time, there was some sort of layering of colors, so that it moved from light aqua near the top to a deep, dark navy at the bottom. My nose looked smaller, which I realized was due to the amount of foundation and powder she had used. Although I could feel what felt like a layer of gunk on my face, I couldn’t recognize where the foundation ended and my skin began in the mirror.

As for my lips, Jane had used the same dark shade on my that she’d used for herself. But, again, she’d put a lot more detail into it. The color was a dark red, but there was an outline of a brighter red. I guessed that she’s used some sort of liner that was a tad brighter than the rest. She’d applied both more heavily than last night, making my lips appear thicker than they really were. The effect was the sort that could be neutral in some cases, but in this case, since my lips were wrapped around a thick (but not too long, thankfully) dildo, it was unquestionably erotic.

The dildo was apparently modified a bit (not that I was an expert). Only about an inch stuck out from my mouth, and from what I could see, it was black, and had a metal ring attached to the end of it. The strong from the bonnet had been tied through the ring and then around my head, but I assumed that the ring was somehow also used to attach the dildo to a strap-on setup, like the one Jane had used on me last night.

"Now, let’s have breakfast." Since I hadn’t eaten anything since lunch the day before, I was starving. Jane grabbed me by the arm and led me into the dining room. Between the heels, the corset, and the chains connecting the shoes, it was slow going, but Jane finally sat be down at a chair in the dining room. She strapped my arms, leg, and neck to the chair and then went into the kitchen. She came out with a tray loaded with two plates of eggs and bacon, orange juice, and coffee. She placed one serving in front of me, and proceeded to set the other one at her end of the table. She started contentedly eating, while reading the newspaper.

After about five minutes, the smell of bacon and coffee had made me ravenous. When Jane finished up, she looked up at me and feigned surprise, in her ever-so-innocent sounding voice. "You haven’t touched your food! What’s wrong?" She walked over to me and pretended to just notice the problem. "Silly me – all tied up like that, how could you eat. I suppose I could remove the dildo and feed you, but then you might talk or something. I’ve got a better idea!"

She did something to the headrest of the chair, and I felt my head tilt all the way backwards, as the headrest pulled the collar. She then fiddled with the dildo, and started pouring the orange juice into it – I realized that the ring was there to open up the dildo. She closed it, and I attempted to slurp down the juice, but nothing came.

"This is a very special little cock, honey," Jane said. "You can suck on it all you want, but it won’t spurt until I say so. Fortunately, I’m very good at making cocks spurt." She pressed a button on the bottom of the dildo, and a little bit of orange juice entered my mouth. I almost choked – it’s really hard to swallow with a dildo in your mouth – but I was able to drink it down. Jane kept squirting orange juice into my mouth until I’d had the entire glass. She then got a glass of water and repeated the process, probably to clean out the dildo.

"There’s no way to fit eggs and bacon through that, I’m afraid. Guess you’ll just have to make due with the OJ." I was still starving, but the OJ had taken a little bit of the edge off, at least. And it wasn’t like I could complain.

Jane cleared off the table, untied me, and walked me back to the bathroom. "Now, it’s time to earn your keep as my maid. After all, I’m feeding you and clothing you, so you should do something for me." As if I’d asked to be dressed like this. Jane attached a chain to my left shoe, and clipped it to the same clip at the bottom of the sink. This chain had enough slack to allow me access to most of the bathroom.

"Now, I expect you to clean this bathroom. There’s a brush and all the cleaning supplies you’ll need under the sink. I’ve got to run some errands, but I’ll be back in a couple of hours. I expect this room to be perfectly clean when I return." Before I could breathe a sigh of relief at the prospect of a few hours to relax, Jane’s usually sweet voice took on a more menacing tone. "If it’s not perfectly clean, you’re going to really regret it."

With that, Jane was off. I still wasn’t too worried – the bathroom was pretty clean to begin with, and two hours should be plenty of time to make it sparkling. I reached down to open the cabinet below the sink, and that’s when I realized the trap I was in. The corset made bending over almost impossible. And since almost everything I had to do to clean the bathroom involved bending over (and frequently getting on my knees). It was going to be a long morning! Even worse, the more I moved, the harder my penis became, as the combination of the cock ring and the bondage constantly aroused me.

Some time later, after tripping multiple times and feeling like I’d wrenched my gut a hundred times, I heard the door open. "Sweetie, I’m home!" Jane stamped into the bathroom, dropping some bags in the bedroom outside. "Wow! You’ve really made some progress! Before I look things over, take care of something out here. She walked out to the bedroom and grabbed something from the bed. It was a video camera! "Since I didn’t want to miss your maid performance, I figured I’d tape it. As soon as I start uploading it, I’ll take a look at the job you did here."

She taped me? The pictures were bad enough, but this was starting to get out of hand. And what could she accomplish by uploading it? The pictures should have been enough, if she just wanted to threaten me.

Jane came back in, and started the inspection. The sink and bathtub passed with flying colors. The floor passed her white glove test, and I’d even remembered to wipe all of the smudges from the mirror. Then came the toilet. She gave the toilet a thorough inspection, even running a white glove under the rim! I knew I’d cleaned the bowl well, and I tried to get under the rim, but there’s only so much you can do – it’s not easy to see anything under there. Needless to say, Jane found some dirt under the rim, and held up her dirty white glove.

"Oh, that’s too bad, sweetie! You came so close!" As usual, she sounded so sweet in that middle-America sort of way. Of course, I didn’t doubt that this was as rigged as anything else – even if I’d managed to clean the toilet, she’d have found another way to "punish" me. If only I’d been able to realize how deceptive that voice of hers was a day ago.

Wow! Had it really been less than 24 hours since Jane had enslaved me? It’s amazing how much things can change in such a short period of time.

"Now," Jane was saying, "all that shopping made me hungry, and although I can’t imagine you really exerted yourself too much, given the state of things in here, I’m sure you wouldn’t mind some food, either." Talk about an understatement! I was starving, and she had to know it!

I wasn’t surprised to discover that lunch was essentially a repeat of breakfast. Once again, I was strapped into a chair, and once again, I was forced to watch Jane eat her lunch (a wonderful-looking fresh sandwich from a local deli that she’d obviously bought while she was shopping), while my equally-appetizing sandwich sat in front of me.

After finishing her meal, Jane walked around to my chair, and I expected her to once again lean my head back and let me have something to drink. Instead she undid all but my feet straps, and had me stand up. I was thirsty and hungry, but standing in the corset was much easier than sitting, so I didn’t mind.

Chapter 6 – Going for a Ride

"I think you’ve done enough as a maid. At least, for today. Let’s get you out of these clothes!" I was so relieved to hear this, and within a couple of minutes, she had removed the maid’s uniform, the shoes, and the corset. When the last came off, I breathed a huge sigh of relief, as I felt my tortured ribcage start to expand back into its natural position. I was now wearing just the stockings, the garter, and the bonnet.

As Jane attached a leash to me, and started to lead me to the bedroom, I realized that I’d somehow stopped considering the collar (to which the leash was attached) or the straps on my wrists and ankles to be clothing. Jane didn’t seem to have any intention of taking them off this weekend. But I felt more free than I had all day – the lack of the painful corset crushing my ribs and the shoes hurting my arches meant that this was, comparatively, paradise.

When we got to the bedroom, Jane tied me down to the bed, spread-eagled, just like the night before. Of course, since it was only a bit before three in the afternoon, I assumed she wasn’t about to put me to bed. After securing me, she blindfolded me. This was my second time today being blindfolded, and I really didn’t like it – being bound is bad enough, but not being aware of what’s going on around you is pretty frightening. However, since I was still wearing the bizarre penis gag, I couldn’t exactly say anything about it. I heard Jane moving around for a few minutes, then I felt her weight on the bed.

"Now, after all that hard work in the bathroom, you surely deserve a reward," Jane said. "Not only will you be allowed to cum, but I’ll even use my mouth! And if you’re wondering why I blindfolded you, it’s because you haven’t earned the privilege of seeing my mouth around your cock yet!"

If I’d had to bet, I’d have said that Jane would not give the world’s greatest blowjob. She certainly had gorgeous lips, but I still had that lingering image of that sweet, innocent person, and it was hard to reconcile that with those lips being wrapped around my cock. But as soon as I felt her mouth on me, I knew that I’d once again underestimated her. Jane started slowly, nibbling very lightly on the head of my penis, then kissing it. She then slowly worked her mouth around my entire cock (which was painfully hard, thanks to the panties). Soon, she was sliding her mouth up and down, and I was in ecstasy. As she worked on me with her mouth, she released the cock-ring, and I could feel myself get ready to cum. Just as I started to, she pulled her mouth off of me, but continued to stroke me with her hand. I felt like I orgasmed a pint of semen.

I felt Jane shift on the bed, and she did something with my gag. It felt heavier all of a sudden. She then removed my blindfold, and I could see that she’d attached something that seemed to extend the gag into the air. It took me a second to get it from my perspective, but I realized that she had attached a dildo-extension to the gag!

"Now, you know the rules – if you get to orgasm, I get to orgasm too. And since your dick is all tired out, we’ll have to use this substitute." I found this really appealing – at last I’d finally get to see Jane naked! But she then put the blindfold back on. "Sorry, sweetie. I just wanted to give you an idea of what was about to happen. Just as you haven’t earned the right to cum in me, you still haven’t earned the right to see my cunt." As I adjusted to my renewed blindness, not to mention the shock of hearing Jane use the word "cunt," I felt her shift.

Jane first put her knees beside my head, bracing my head in place. Her feet (with boots still on) were draped over my shoulders. I felt her grasp the dildo, and lower herself onto me. She slowly slid up and down the dildo a few times and I found myself starting to get hard again as I felt her obviously-shaved pussy rub against me, and as I smelled her arousal. Then, things got rough. Jane started really riding me, moving up and down hard enough to make my jaw, already aching from being wrapped around the dildo for hours, extremely sore. When she would stop moving up and down, she’d squeeze my head even tighter with her knees and gyrate on the dildo. Throughout this, she was moaning and even screaming a bit as she guided herself to multiple orgasms. I couldn’t tell you how long she rode me – between the bondage, the blindfold, and my aching jaw, I couldn’t focus that well – but she had at least four orgasms before she finally slid off.

After Jane spent a few minutes recovering (as did I) I felt her slip something – a pillow? – under my head, raising my neck up so that my head was pretty much vertical. "That attended to one of my holes," she said, "but my ass needs satisfying, too." I felt her straddle me in reverse, her ankles grabbing the back of my head, and she slowly slid onto the dildo. I assume she lubed it at some point, as she slid right on. For the most part, this wasn’t as bad as the first ride, as Jane went much more slowly, but my neck was seriously cramping from the angle she had me at. She took herself to two quieter orgasms, and the mental image of her ass coming within inches of (and occasionally bumping) got me hard again.

When Jane finally stopped, she removed the blindfold. She had put her clothes back on, much to my disappointment. She cuddled up to me on the bed and started rubbing my chest. "That was real nice, sweetie," she said in that sweet voice, as if I’d just helped her collate some papers, "and I think it deserves a reward. Looks like your dick is all hard again."

She started stroking my dick ever so lightly with her left hand, while stroking my face with her right "It would only be right if I made your dick spurt again, wouldn’t it?" I nodded as best I could, and she grinned and sat up. She rested her hand briefly on my penis, looked me right in the eye, and said, "I hope you didn’t misunderstand me and think that I was going to make this dick spurt, did you?" I was confused. Wasn’t that what she’d just promised?

Then she reached for the dildo, and pressed a button, and I felt something sticky and salty spurt into my mouth, and as I swallowed it to prevent myself from choking, I recognized it from the night before as my own cum! As she sat there and squirted my own cum into my mouth, Jane leaned in and whispered in my ear, "sweetie, it’s only fair. This was the dick I rode, so it’s the one that should come. And besides," she added, with a smile in her voice, "you needed to eat something, and this is the only protein I can fit through the gag!" As she finished – she must have filled the dildo with the entire load I’d spurted earlier – she started to untie my legs, and I wondered if I’d ever get the taste of my own cum out of my mouth.

Chapter 7 – Latex

The next half hour was largely a repeat of our morning experience, as Jane removed the makeup and the dildo attachment on the gag, then walked me into the bathroom for another shower. The entire routine was the same, except she didn’t shave me (of course), and she didn’t have me perform analingus on her. Instead, after she’d completed washing herself (again standing behind me so I couldn’t’ see her), she turned off the water. I was still on my knees. She removed the now-sopping bonnet, pulling out the penis gag that had been in my mouth for the last six hours or so. I flexed my jaw muscles a bit to loosen them up, but before I could say anything (by this point, I wasn’t too worried about the "rules"), Jane reached around me, grabbed my jaw, and shoved something in my mouth.

"This should be a lot less painful, sweetie." As she fastened it, I could feel that what she’d shoved in my mouth was some sort of sponge. It was a tad moist (and I greedily sucked down the water that was on it, since I was only thirstier than before), and although it was big enough to fill my mouth, it wasn’t that painful, as I could move my jaw a bit more. There was a piece of plastic or something attached which prevented the sponge from going to far into my mouth, and once Jane finished tying the plastic strap to the back of my head, I couldn’t push it out, either.

Jane finished drying both of us off, and then let me up and walked me into the bedroom. She had changed into a black bra (it might have been the same one as before) and a gray pair of panties. Since neither seemed particularly special, I guessed that she was planning on putting something else on. If there was one thing I was certain about, it was that Jane put a lot of thought into how she dressed herself. Come to think of it, she put even more thought into how she dressed me.

Jane walked me over to the foot of the bed, and strapped my feet to the chain at the bottom of the bed frame. She then walked around the side of the bed, grabbing me by the collar as she did so, and forced my head all the way down to the mattress, bending me over the footboard of the bed, and pulling my feet off the ground. She attached a chain to the collar and attached the chain to the wall, so my face was basically shoved into the mattress. She then secured my arms to the bed frame, completely immobilizing me. "I’ll be back in a second, honey. I just need to get dressed. And upload the tape of our little workout, of course." I hadn’t seen the camera, but I shouldn’t have been surprised any more.

Jane took her time getting dressed, no doubt deliberately, leaving me alone, naked, and tied up, with my ass sticking up into the air, and a view of nothing but a few inches of mattress. Once again, I tried to figure out what Jane’s plans were. Even if she released me tomorrow or Monday, I would have to find a way to remove the nails before then, and I certainly wasn’t going to be going to the gym (or out on many dates) until my hair grew back. And why was she recording everything? The photos were blackmail enough, if that’s all she wanted, and if just wanted to tape the sessions for her own viewing pleasure, she didn’t need to upload them to a website, right?

After about ten minutes, I heard Jane walk back into the room, and she was clearly wearing shoes with heels on the now. I couldn’t see how she was dressed yet, alas. She gave me a playful swat on the butt and said, "now it’s time for your punishment, sweetie. You didn’t clean the bathroom like you were supposed to, remember?" As if I could forget. I heard her rummaging through some bags behind me, and dumping some clothing on the floor.

"Before we start with the punishment, we need to get you dressed." I felt her attach yet another strap to each of my thighs, and attach those to the footboard. I figured that this meant she had to take the straps off, and indeed, she then removed the strap from my ankles. I felt her start to rub some sort of powder all over my legs, and then she grabbed my right ankle and started rolling something up it. At first I thought it was just a stocking, but from the weight of it, it was obviously latex or something similar, and my leg, even with the powder, started getting hot. She rolled it up to my knee, then repeated the process on the other leg. She then continued rolling the stockings up until they were at my thigh, just below the straps. I then heard her rummaging again in the bag.

"Now," she said, putting on a very business-like voice, "as I’m sure you know, I believe in fair play." I couldn’t voice the sarcastic responses that came to mind. "I only allow myself orgasms after you’ve had one, and after all those orgasms you gave me this afternoon, I even let you come again. And we both had to walk around all day wearing panties, of course."

Her "logic" was ludicrous, of course, but I knew that even without the gag, anything I said would have been pointless. She was technically correct, of course, but only in a way that allowed her to pretend to be rationalizing her games.

"So, since you had the opportunity to stick a dildo in my ass, it’s only fair that I get the same chance for you." Opportunity? As if she’d given me a choice. Of course, I’d suspected that this was coming ever since she put me in this position – I had learned something from last night, at least.

"Since you can’t see behind you, let me show you the toy I bought today." She reached over me and placed a dildo in front of me. My eyes widened in shock – this was huge! It was easily twice the length of, and much thicker than, the dildo she had me wear last night!. It had a large piece of plastic on it that was obviously designed to make sure it stayed in – this was obviously a traditional buttplug, not a dildo. Seeing my reaction, Jane explained, "oh honey, don’t be so silly. Naturally, you couldn’t expect me to use a plug on you that’s smaller than the one you fucked me with, right?"

Jane then walked around behind me, and I felt her start to lubricate my ass. She then started to insert the plug into my ass. She worked it in slowly, pushing against my sphincter until it opened up and practically sucked the plug in. I couldn’t even begin to describe how this felt. I thought I was as full as I could be the night before, but this plug was so much bigger. I felt like it was touching my stomach, and I couldn’t believe I could hold it. It hurt a bit, but since she wasn’t fucking me with it, it wasn’t too painful.

Jane let me adjust for a minute or two, then reached around to grab my penis. "Well, I think you must like having a huge dick inside you." I didn’t agree, but the pressure from the plug against my prostate had, indeed, made me as hard as a rock. I felt her start to roll something down my penis, and I realized that it was a cock-ring. I would be hard for a while. She then rolled something else down my penis, and I could feel that it was a condom, and it was very tight.

"This is a special condom, aimed at smaller guys," Jane said into my ear. "Oh, don’t feel insulted – it’s not that you’re small, it’s just that I wanted one that would be nice and tight, and since you won’t need any slack in it – it’s not like you’ll be coming again any time this evening – this one was perfect." I was much less concerned with her opinion of my size than about the idea of not coming again that night.

Jane continued to roll the latex up my legs, and as it started to cover my ass, I realized that these weren’t stockings – they were latex panty hose! They were also crotchless, apparently, as I felt nothing covering my scrotum. She flicked her finger against the latex covering the buttplug, and I felt the vibration going all the way up my anus. I couldn’t decide if I liked it or not.

Jane grabbed one of my hands, and made a "tsk"ing sound. "Sweetie, we can’t possibly put you in gloves – these nails will ruin them. Let’s see what we can do about this." She got something out of her bag – this was still clearly part of her plan – and laid washcloths beneath each of my hands. She then proceeded to trim my nails down to the top of my fingers, after which she started to apply nail-polish remover.

On the one hand, I was greatly relieved – obviously the fingernails were not a permanent thing, and wouldn’t affect things next week at work. On the other hand, Jane was obviously preparing something nasty for me, and I wasn’t looking forward to it. Worse, while she was working on my nails, Jane was lying next to me on the bed, and was alternately nibbling on my ear, kissing my neck, and rubbing the heel of her shoe against the latex-covered base of the buttplug. Obviously, my penis couldn’t get any harder, but this constant state of arousal was starting to make me dizzy. The lack of food or water, as well as the way my legs were starting to sweat thanks to the latex, weren’t helping.

I couldn’t even begin to guess how long Jane spent getting most of the polish off my nails, but when she was done and had wiped the nails clean, she grabbed my left wrist, rubbed lots of powder on it, removed the bondage strap, and rolled a latex glove up my arm. It went all the way up to my armpit – I didn’t realize they made gloves that long! She then repeated the performance on my right arm, and ran some sort of strap that was attached to the glove across my back, between the top of the two gloves. She ran another strap across my chest, and repeated the same steps at my elbows, and tied my wrists to the latex hose. My arms were now not only encased in latex, but they were tied to my side!

Jane placed what felt like a shower cap on my head, and started to roll something over my face. It was powdered on the inside, and it smelled like talc. I realized, as she pulled the mask completely over me, that it, too, was latex. It had holes for my nose, ears, eyes, and mouth (not that the last did me any good), but otherwise completely covered my head. She then removed the collar, although I didn’t try to stand up. She knelt behind me, and I felt her lift my right leg off the ground, and she slipped a boot onto me. As she zipped it up, I realized that the boot went nearly up to my thigh! I couldn’t imagine wearing this! She pulled another boot onto my other leg, which was just as long. Jane had only been wearing boots that went up to her knees, but she expected me to wear these?

Jane had me stand up, and as I lowered my feet to the floor, it was obvious that the heels were even longer than previously. She draped something else made of latex over my head, and I realized that it was a vest of some sort. She attached it to the arm straps, thus removing what little freedom my arms had. Her final piece was another collar, this one rubber as well. I was dripping with sweat now – my entire body, with the exception of a few patches here and there, was covered in rubber. Worse, the water from the sponge gag was gone, and sucking on the sponge was drying up my mouth, making me even thirstier than before! On top of that, the pressure from the dildo, combined with the heels, was putting a lot of strain on my back and ass.

Jane finally let me see how she was dressed, as she walked in front of me and posed. I’d expected a repeat of last night’s costume, considering her theme with my attire. Instead, she went for the leather look, wearing a leather halter top, a collar, a miniskirt, and knee-high boots over black fishnets. This skirt, unlike the one from this afternoon, couldn’t be worn in public – it was short enough for me to see the leather underwear she was wearing. She’d also changed lipstick, wearing a brighter shade of red that made her lips look absolutely cruel. For once, I could look at her and not see the woman who appeared so innocent. That didn’t make her any less attractive, however.

Jane didn’t pose – after stepping in front of me, she pulled out a mirror from under the bed, and I finally got to see myself. I couldn’t even recognize myself! I was like some sort of weird latex doll. My entire body looked like a black latex dummy. Even the condom she’d used was black, which made my ever-hard member appear to be some sort of joke that someone had glued on. Since I also had on five-inch heels and the vest had breast forms sown in, I looked like a she-male. If it weren’t for my eyes and my exposed scrotum, someone would have had to look long and hard at me to realize that I wasn’t some sort of weird toy. After snapping a few pictures, she was set.

"Like what you see, sweetie? Good. Now it’s time for the punishment!"

 

Chapter 8 – Punishment

What? Dressing me in latex so I was sweating like crazy, placing me in a gag that made me thirsty, sticking a giant dildo in me, and making me walk in these heels wasn’t punishment enough?

Jane didn’t give me any opportunity to answer, alas. She grabbed me and pushed me into the living room. Between the heels and my arm bondage, it was a slow, painful walk. I was guessing that she didn’t consider this punishment, either.

I was right. When we made it into the living room, Jane kicked out my legs, and without my arms to balance me, I fell forward right onto the ottoman. She tied my knees to the legs of the ottoman, attached the collar to the front, and stepped out of the room for a moment. I heard her come in and stand behind me before she spoke.

"Now, last night I tried punishing you with a light spanking, and it didn’t seem to have much of an effect. So we’ll start your punishment with something a little more serious tonight."

Before I could wonder what she had in mind, I felt an incredibly powerful slap against my ass. The latex seemed to magnify the power of her slap, but I knew she wasn’t using her hand, or even a hair brush. She spanked me ten times on each cheek, and five times right in the middle of my ass. All of the spankings made the dildo twitch inside of me, on top of the pain from the smacks themselves. Jane then casually tossed the leather paddle she’d been using in front of me – so I could see, after the fact, how I’d been tortured.

"Now, let’s move on to the really serous punishment."

For the next half hour, Jane abused me, moving on to spankings with a ping-pong paddle, a hardcover book, and a ruler. She then moved on to whipping me, first with a cat o’ nine tails, and then with a riding crop. With each item, she used the same pattern – ten swats on the left buttock, ten on the right, and five in the middle. With the two whips, she also hit my back. The latex probably prevented my skin from being shredded, but it still hurt like hell.

By the time Jane finished, I was in the worst agony I’d ever been in. I had tears in my eyes from all of the pain. My ass was so sort, I could barely even feel it anymore. And my asshole felt like it had been fucked all night. On top of that, my back was sore from the whipping, and I was now drenched in my own sweat, with the latex holding it all in. My mouth was now completely dry. I’d do anything to get this to stop. And to think, just a few hours ago, I was thinking that Jane wasn’t treating me so badly, and that the weekend might be fun.

Jane left me tied up as she heated up dinner in the kitchen. She walked back in and spun me around so that I faced the coffee table. She then placed her dinner on the table – it was spaghetti with a marina sauce, and it smelled wonderful. She sat on the floor and ate slowly, leaning on my head as if it were an armrest. With each bite, she’d hold the fork under my nose.

"Doesn’t this smell delicious, honey? I’m a great cook. Too bad you’ve got that gag on, or else I’d let you try some. I was salivating even more now, and the sponge was sucking it up, of course. She also made sure that I got to smell the wine she was drinking. I was so thirsty, I couldn’t even think about anything else. When she finished, Jane knelt in front of me to pick up her plate, and brushed her ass against my face as she slowly stood up. Between hunger, thirst, and horniness, I was being driven mad by my desires.

When Jane got back from the kitchen, she was carrying a large shopping bag. She untied me and walked me back into the bedroom. Thanks to the pounding my ass had taken, this walk was even more painful than the previous one. To "encourage" me, Jane would swat my ass if she felt I dallied. When we got to the bed, she had me lie down on it face-up. She tied my legs down, leaving my upper body a tad mobile, but because of the way my arms were tied to my sides, I really couldn’t do much, especially when Jane crawled on top of me and sat right below my crotch.

"Well, what do you know? You’re still hard!" As if I had any control over it, at this point. "It would be a shame if I wasted this."

She then moved up and slid right onto my cock. I realized that she must have removed her panties at some point. I attempted to sit up, but she kept a hand placed on my chest, keeping me down, so I still didn’t get to see her naked.

Jane rode me to two orgasms, and although it felt wonderful, the cock-ring prevented me from orgasming. Worse, the whole time she was fucking me, she was making me sweat, and putting pressure on the huge plug inside of me. I was so frustrated at this point, I was on the verge of tears again. When Jane slid off, I was almost relieved.

After resting for a minute, Jane looked at me with a perky little "surprised" expression and said, "I can’t believe it – I forgot that I had something for you! You need something to drink!."

I was so relieved. I’d finally get the gag off and get to relived my parched throat. I should have known better.

Jane reached into the bag and pulled out what looked like a baby bottle, except it was open at both ends, and instead of being clear, it was an opaque yellow. She took one end and screwed it to my gag. She then slid up the bed and braced her knees against my head, so the bottle stayed upright. If it hadn’t been for the bottle, I might have had a chance of seeing up her skirt.

She reached into the bag again and pulled out a tiny bottle of Evian water – this was the really small bottle that you get served on airplanes, barely enough to fill a plastic cup, but it looked like ambrosia. She poured it into the bottle and I felt the wonderful water start to seep through. I sucked it down greedily, and within a few minutes, I was done. The water tasted wonderful, but it didn’t even come close to quenching my thirst.

Jane looked down at me. "Are you still thirsty?" I nodded as best I could. "Well, let’s see if I have anything else for you. She pulled out a Gatorade bottle, and started pouring the contents into the baby bottle. "This should quench your thirst nicely."

I eagerly sucked at the sponge, but instead of the sweet taste of Gatorade, I tasted something warm, salty, and slightly bitter. I realized that I was drinking urine! I attempted to stop sucking, but between the gravity forcing more urine into the sponge, saturating it, and the thirst that made my mouth instinctively pull on the sponge, I ended up drinking every drop, god help me.

"Once I saw that you’d failed to clean the toilet, I thought this might teach you a little lesson," Jane said, as she squeezed my head with her knees and watched me drink. "Besides, my plumbing needs some work, and by having you dispose of my urine, I can avoid putting any more stress on the pipes than I have to."

Jane continued pouring the entire container of urine into the bottle. She must have saved an entire day’s worth of piss for me! She waited until I’d sucked it all down, then removed the bottle and slid off the bed. After putting everything away in the kitchen, she came back and replaced my latex collar with the leather one, and attached it to the bed again. She then proceeded to remove all of my latex restraints (and replacing my leather cuffs), from the mask to the hose, finishing with the cockring. But she left the condom on, although she pulled it up slightly, creating about an inch between the end of my dick and the end of the condom.

I was now naked other than the collar, the cuffs, the condom, and the gag. Jane looked at me and smiled.

"I think you’ve earned the right to orgasm inside me. Of course, you cum doesn’t have the right to actually stay inside me, so I’ll use this condom." She then hopped on me and started riding me again. Between the huge state of arousal I was in and the dildo that was still inside of me, I came in an explosive orgasm in less than a minute. Jane did not look pleased.

"Sweetie, just because you earned the right to orgasm doesn’t mean that you could squirt so quickly. I expect my men to last." Jane then got off of me, pulled the condom off, and attached to more lines to my collar – my head was now trapped, so I couldn’t turn it at all. She then grabbed the condom and emptied the cum I’d shot into her hand. She took it and rubbed it all over my face, managing to cover just about every inch with my sticky semen. Every inch of my face, including my eyebrows, was covered with the gunk.

Jane walked away, once again making a comment about uploading some pictures, and in the ten minutes she was gone, I felt the cum on my face dry. It felt like I had a layer of clay on my face now.

"Sweetie," Jane said, as she removed the two cords that immobilized my head, "this should teach you to only come when a woman is ready. Now, I think it’s time to go to bed. Hopefully, spending a night wearing your own cum should allow you to reflect on things."

Jane was about to leave, when she turned around, Columbo-style, and faked a surprised look. "Oh, I forgot about that plug. You can’t sleep with one that large inside of you!"

She reached between my legs and slowly pulled the plug out. It seemed to take forever, and when it was finally out, it felt as if my anus remained wider than before.

She then pulled out a smaller plug – smaller than the one from last night, even, although it was a bit thicker – and lubed it up. It slid right in, although it was still somewhat uncomfortable.

"This should be better. Much smaller than the other one." I was relieved – I wouldn’t be comfortable tonight, but other than the gag, and the cum, it wasn’t that much worse than last night. Then I felt Jane reach between my legs and flip a switch, and the plug started to vibrate.

"That should give you some pleasant dreams, sweetie." Jane snapped one final picture of me, then turned of the lights and closed the door. As the door shut, I felt the vibrating plug start to nudge my prostate, and I knew this would be a longer night than the last.

 

 

 

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© 2001 by Adam Smith. All Rights Reserved. These documents (including, without limitation, all articles, text, images, logos, compilation design) may printed for personal use only. No portion of these documents may be stored electronically, distributed electronically, or otherwise made available without express written consent of the copyright holder.