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Jillian's Naked Mile

By: LaceAndHumiliation



Hi, I'm Jillian and I'm an incurable exhibitionist. I love to flirt, tease, flash and anything else I can do to stimulate myself. You see, it's all for me. It's what turns me on, drives me crazy. I remember getting off on all the prick teasing in high school. Tight shirts, short skirts, they all got me the attention I craved. College was no different though I pleased as much as I teased. I discovered my passion there for public nudity as well as bondage and erotic humiliation. I found men who loved to tie up woman and fuck them senseless. Recently, I've discovered a new way to tie it all together, a new release, all along these lines. It was brought on by internet stories about women who would get naked, or nearly so and put themselves in public. The stories would then detail how these women would put themselves in daring situations in public. Occasionally some would bind themselves in some way. It intrigued me and excited me to no end thinking about it. 

Eventually, being the wild child that I am, I tried it myself. First, it began as walks through my neighborhood wearing cut off Tshirts and short shorts. I am short and curvy with a small waist. I have big tits (for my size) but firm. I have a nicely rounded ass which is also tight from all my walking and Pilates. I've often been told I have the perfect stripper's body. I've used it often to get the hard cock I want. Often I would watch for men from my block walking their dogs or going out running. When they would pass my windows I'd make sure that that was the time that I'd be changing clothes. I'd flash them my breasts or at least hoped to. With each increasingly daring thing I made myself do brought a greater rush. It always led to some wild sex with whoever I was with at the time, or a hot session with my vibrator if I wasn't currently dating. I was just in a period where I'd been without a man for the longest period since my adolescence. I was finding that my exhibitionistic behavior was keeping me horny and that my poor vibrator wasn't able to keep up. It led me to increase the risk of my public behavior, all for the increasing thrill it brought.

After reading a particular hot story about a woman who walked naked in her own neighborhood it made me hot enough to try it myself. I planned it accordingly and went out and did it. The first time I tried it I was as careful as could be. I walked in the dark, away from the streetlights. I remember the rush I got just making it to the end of my block and back. I live at the end of a dead end, the land behind my house is some light woods, then another subdivision. I walked naked back there as well, along the paths. The thrill wasn't quite as vivid, since hardly anyone ever goes back. Still, it helped get me used to being naked, in public, in the dark.

My games progessed each time. I'd make myself walk further each time. Also, I'd add another element of risk to make the thrill increase. I'd force myself to walk closer to the street lights or make myself slow down more. I was like an exhibition junkie. Each time I needed more of a thrill to make sure I got off harder. It was intoxicating, for sure. The planning for the event was part of the joyous buildup. I'd wrack my brain trying to think of things to make myself do in order to keep ratcheting up the thrill of the ride.

Again, because of the influence of some of the stories, I decided to add another one of my fetishes to the mix. Bondage. The first time I made myself walk two blocks, in nothing but my high heels (to force me to slow down) with my hands handcuffed behind my back, I swear I was going to cum before I even made it home. I was hooked, this was the thing I was looking for to boost the thrill. It was about the risk of being caught, helpless, naked and bound. After that first walk with the cuffs, each succeeding walk always included them. Did I ever fear getting caught? Of course I did. That was the biggest part of the perverse thrill of it. I didn't want to be caught, but the thought of being caught... and what I might have to do...well, it spurred me on. I planned each episode so that I had a good chance of not getting caught, but to totally plan out the possibility...? That defeated the purpose for me. I'm a big girl (not physically). I've had some pretty kinky sex, if I get caught, so be it, I'll handle it. In fact, the thought increasingly crept into my mind that maybe I was doing it all along just to get caught. I can't consciously say that it's true. I don't think of myself as trying to plan myself getting gang banged or raped, but on the other hand why keep increasing the difficulty of such a risky thing? I'm not a psychologist, I'm just a kinkster, I'll let you decide.

One day after a night's naked walk I was in my backyard and one of my neighbors stopped by. It was Darla, who lived two houses down. She's a lesbian. I have no problem with that, per se, I certainly had my share of women in college, I just wasn't as into women now. Darla, though, was into me. I was always polite to her but I certainly tried to minimize the contact with her, not because she wasn't nice, just because I didn't want to encourage her. She started talking about nothing in particular. I chatted her up for awhile but I started to give her the old, "Oh, I've got dinner on," speech. 

She just smiled and said, "That's fine, dear, I'm sure you need to keep up your strength, all that walking you do." I just looked at her. Naw, she couldn't know....right? I just shrugged it off. "Yeah, I guess," I smiled.

"Well, it certainly suits you," she grinned. "Your figure has never looked better..." 

I turned to look at her.

"...all of your figure," she giggled.

"What's that?" I asked in mock surprise.

"Oh please, dear, let's cut the crap. I've seen you out on your walks. I actually look forward to them now. I have my binoculars handy every night now. I have to say, I'd like you to do it more often than once a week or whatever. I like how you've added some bondage....very kinky," she cooed.

My face must've gone pale. "What? Um...wow...I didn't think anyone saw me."

"Well, I don't know about anyone else, but I did. At least a couple times in the last few weeks. How long have you been doing this then?"

"Oh, a few months now. Probably about a dozen walks or so ," I sheepishly admitted.

We got to talking. It actually felt good to release some of the secretness of it. She already had me, it was no use denying it and it didn't appear she had any ulterior motive other than to tell me about it and get some excitement herself in talking to me. She got me to admit how thrilled it all made me, how excited I got with the thought of such sublime humiliation. She understood, I could tell. She was quite into bondage herself. She particularly liked talking to me about my fascination with handcuffs. I also admitted how sensitive my nipples were and how I longed for the old wooden clothespins on them. I'd tried nipple clamps and such but nothing was as pure and raw as having clothespins on them. She smiled knowingly.

"Well, if you ever need any, stop by, I have some," she said as she walked away. 

I made a mental note of that. Almost two weeks went by, the stress of working cut into my fantasy planning time. I made myself take a long weekend for a break. It was to be on this weekend when I'd try my most daring adventure yet.

I'd made other notes about my neighbors, what their schedules were, what they were like, who was in each house. It was my fortune to have all adults living in close proximity. There was Darla, Sam, Greg, Bob, all on my block, only Sam was married. His wife is one of those trophy wives, he is a big jerky guy. He is very chauvenistic and demeaning to women. He is a super salesman type, a big blowhard I thought. His wife hardly ever seemed to be home (which I could understand). For my purposes though, he could be of some use. Knowing his propensity to ogle and leer, I had used every opportunity to prance by him in my T shirt and shorts. I gave him plenty to look at for the last few weeks, I was priming him for something, I just wasn't sure what. One of the days I was walking by in the half shirt and shorts, my generous tits no doubt nearly peaking out from under the top. He was washing his car. He wolf whistled.

"You know, if I was married to you I'd have you washing my car in that outfit..." he chuckled. "...and without your hands."

I just sniffed and kept walking but smiled secretly as I kept walking. There's just something exciting and even humiliating about my desires. I just can't help myself. In fact, the possibility that it's for the humiliation that I do these things had just begun to enter my mind.

Greg is the neighbor furthest down the block. He's some computer techy guy, in his forties. He has a schedule and rarely varies from it. Home at 7 dinner at 8, in his den around 9 (and I found out why on one of my walks) and walks the dog sometime after. I'd given him quite a few shows with my blinds open as he passed with his dog, Sally, a slobbering, friendly golden retriever. 

I was passing his house one day with a short skirt, no panties and a painted on shirt and I waved at him as he stood on his steps. It was just getting on to 9 pm When I passed I noticed him ogling intently. 

He smiled stupidly and said, "Wow, you are pretty as a picture."

I laughed, "I have some of me if you want them," I said, with specific intent. He wasn't sure if I was joking. I changed the subject. I made sure that I put my elbows up on his fence when I talked. This had the effect of pulling my half top up even more. I could feel cool air on the underside of my tits, no doubt it was allowing him to view a nice portion of the bottom of my breasts. When I doubled back later (yes, sometimes I do it for exercise as well!) I noticed the light on in the den of his house. I have no idea why I veered to look in, other than perhaps giving him another look. I could see his computer on. I was about to walk away when Sally ran up to the fence and tried to smother me with wet kisses. I had to keep pushing her cold nose away from my groin, she kept trying to lift the skirt up and here I was pantiless! I shooed her away quietly but she was intent. When I looked back up I could see him, sitting in his chair. I moved along the fence line, along his bushes. He was in his chair. The computer was on. He was masturbating! Oh god. I started to laugh to myself and walk away. However, as I was walking I thought about it. It tweaked something in me. That something which drives me crazy. It was humiliation. Here he was, jerking off to the thought of me (probably) and I was looking at him doing it. I thought back to other days I'd passed him. I'd seen the light on in his den after, I took note of that for my budding plan as well. I almost went back to watch him finish but then I thought how well it would fit my plans if I waited. He was most definitely not the type I want to fuck, but that added to the humiliation when I'd think about him catching me. I wanted to avoid that if I could.

Bob is my next door neighbor. He's a young guy, a former athlete, works construction of some sort. He spends nearly every night in the evening out back on his deck, barbecuing and drinking beer, especially when football is on. Occasionally he has friends over to join him, but mostly only on Saturdays or Sunday afternoons, when there are games on. I know I've teased him the most. I often lay out in my backyard, topless, when I know he's around. I'm sure he's seen my tits plenty of times. I make sure that even though there's a privacy fence for most of the adjoining land line, that where I lay gives him an opportunity to ogle and I've seen him take it on more than a few occasions. I love oiling myself up for him and then acting like I'm asleep under my sunglasses. I've watched him pretend to cut his shrubs for nearly an hour, all the while ogling my freed breasts. Like I said, I'd been priming these guys for weeks and weeks now, for what, I wasn't sure, but the plan was beginning to develop.

The long weekend was approaching, I'd had some random ideas but I needed a break in order to hash it all out. Friday came and I spent the free day finalizing my ideas. I knew what I wanted. All the things leading up to now were just practice runs. They had all been too easy and I knew it. I always had an escape plan or had used ways to minimize the risk, such as planting clothes along the way in case I chickened out or was about to get caught. I knew I didn't want that this time. I wanted this to be the most challenging, most daring, even diabolical thing I'd ever done. I was in a constant state of arousal from all the planning, thinking I'd been doing over this now for weeks. I cut myself off from masturbating for a week which nearly drove me crazy. As part of the preparation for my adventure, I'd given the 'boys' of the neighborhood some really nice revealing looks at me. They certainly knew my schedule as well and always seemed to be outside when I'd go for walks in my ridiculous little outfits. They wanted to jump me and I knew it, it was what I wanted them to desire.

That part of the plan out of the way I concentrated on the specifics. I wanted to be naked, totally, for this, with no escape plan other than getting back home. I wanted to be cuffed, hands behind my back. I wanted to it to be difficult. I wanted to be nearly helpless, yet, still be able to complete all my tasks if done promptly and correctly. My thoughts occasionally went to Darla. I wondered if I should include her in this somehow, just as a safety precaution, since she already knew about me but she never made it into the initial plan. 

I'd gone shopping at an adult store for several items. The most important were the ankle cuffs. They were soft, padded ones, which connected with a velcro strap but could also be locked with small locks. My idea here was to limit my ability to walk, making it slower, more tedious and risky. I used a bicycle lock cord and looped it through each loop in the cuffs, connecting them together. It gave me about 12 inches of slack. It would give me very limited ability to walk with speed. I'd have to shuffle. In addition I planned to wear the high heels I just bought. It fit my plan perfectly. I knew if I chickened out I could easily get out of the velcro but not if I used the locks. I'd need the key unless my hands were free to cut them, of course. It was laughable the first time I tried to walk around the kitchen with the ankle cuffs on and high heels. I nearly tripped several times before I worked it out. Still, I wasn't going to be able to go very far, fast. It was how I wished it.

I needed to do something for Greg. I needed to take some pictures. I took my good digital camera and posed for some revealing photos. I got some of me in my half shirt, arms over my head. Then I took some topless, but with me cupping my breasts. I got a couple of me in my short shorts topless, but facing away, my shorts pulled up tightly into my crack. All in all I got some nice sexy shots, but PG-13 types. These I put in envelope A.

I got out my trusty handcuffs. I loved the ruggedness of them, the solid steel, the coldness, the hardness of them against my wrists. No padded cuffs for this girl, I liked these raw, and rough. I set up the camera again. I set it on auto and took a few pictures of myself naked and handcuffed. I took one with my legs open. I took a few more of me cuffed, on my knees, my face to the floor and my naked ass pointing invitingly at the camera. If he ever got these he had a picture of everything I had. I printed them off on my home photo processor. I put them in envelope B for their use as part of my plans. Oh yes, the plan was coming along nicely. I made a stop several blocks over at a local pub on friday afternoon, the place was dead, as I'd hoped. I wore jeans and a big sweatshirt with a hat pulled down over my face, I didn't want to be recognized later. I taped a key under the pool table, which, only for the moment, was sitting silently.

It was Friday night, I made a 'walk through' of the neighborhood. I was depositing the key for the wrist cuffs in one spot, the key for the ankle cuffs in another. One thing for each spot, each person. Each one had a planned task I had to do to get the key. I had included Greg, Bob, but not Sam yet. I had something else for him. I'd need my webcam video camera on my netbook for that one. I recalled his comment about making me wash the car without my hands, the pig. Secretly though, it thrilled me because it fit into what I wanted perfectly. It was degrading, humiliating and overpoweringly exciting. Remember, I still was planning to get home, scot-free, but I wanted the tasks to be as difficult and as humiliating as possible. I wanted it to get me off like the big bang. The thought of being caught by any one of these guys, or anyone at all, while doing something so kinky, was sending my mind into a fever. I knew I was driving myself so crazy that I'd need a real hard cock in me very soon.

Saturday finally came, it was to be the night of my adventure. Instead, it poured rain. All day it came. I kept looking up at the sky for relief, none came. I kept the weather channel on, it didn't get better. My pussy was throbbing already from the possibilities and from my ignoring it now for a week. I almost thought about doing it anyway but the cold, biting rain changed my mind each time I stepped outside to check it. 

I instead spent the night going over my plans. The basic intent of the plan was clear. I wanted it to be as difficult and kinky as I've ever had it. I had purposely teased the neighbors just to motivate them. It was effective, I could tell, I knew they all wanted me. That was the humiliatingly fun part. I was going to venture into territory where I'd purposely fanned the flames. If I failed I was going to be caught by the very people I'd turned on and no telling what they'd do to me. It made my pussy hum just thinking about it. Each task would require much effort on my part. I didn't just want to show up to a house, pick up and key and move on. I wanted to have to work for it, with a high price to pay if I failed. I looked at my plans, I think I'd done just that.

Sunday arrived after a fitful sleep. I rehearsed my plans over and over during the day. I even took some trips outside to check over things again. I wanted to know if the rain had any effect on where I'd left some of the keys. It was like a cold run through. I also needed to drop off the netbook into the hiding place I'd planned, while the Sams were out. I was satisfied everything was still ok. It was supposed to be a nice evening. The storm had pushed through some of the cool air, though nights at this time of late summer can be somewhat cool. I didn't mind though, being slightly chilled would further motivate me to keep things moving. The time was getting close now. It was time for a shower then...onto it.

I lingered in the warmth of the shower for a bit, knowing I'd be without such warmth for some of my night anyway. I put on my makeup, slightly exaggerated for effect. Instead of my usual more neutral lip shade I made them bright red. Yes, it was a whore look I was after. I really have no trouble pulling that off. I pulled my hair back into a pony tail. I had no need of it hanging in my eyes later since I would have no hands to keep brushing it aside. I slithered into my tight, short sundress. Sheesh, I remembered how long it had been since I'd worn it, I'd gained a few pounds since then. I looked in the mirror. This was even better, more of me would show this way. Finally, I got out my netbook and unhooked it from the charger. I looked in the mirror again and sighed. This would be the last quiet moment for quite awhile. While it was quiet, it was by no means relaxing. I was so worked up from all the thought, all the preparation, all the possibilities. I gathered my gear in my athletic bag and headed out. I set my house alarm and looked at my house keys laying on the table. I knew I had to leave them but I was tempted to go back and get them, 'just in case'. I used my resolve to shut the door behind me and leave them inside. I was locked out, now the only key for me to get in was taped to the underside of a pool table, a mile away. I had the safety of my car for at least the moment.


Jillian's Naked Mile Ch. 02



Chapter 02: Paybacks

{Part two of "Jillian's naked mile" You will need to read part one to get any sense of this one, I will only mention past events as if you've already heard them}

Hi, it's Jillian again. I'd just returned from my kinky, naked walk in my neighborhood, which ended in me getting fucked by my neighbor and his friend. I also was now going to be the target of some erotic blackmail by several of the people on my block, it seemed. Darla, my lesbian neighbor knew pretty much all about it and met me at my house upon my return.

Darla smiled at me slyly, she'd asked me a question I couldn't respond to, "no answer for that yet, huh? It's ok, the answer will be clear in time."

"What answer?" I said softly.

"The answer you've been searching for all this time. Probably your whole life. What you really want, what you really need. It seems clear to me, even if it isn't to you, Jillie," she said earnestly.

She was talking as if she knew me. Worse, she called me Jillie, I hated that. "Look, I made a big mistake tonight, I let my fantasies get out of hand. There's no way I intended any of this to happen. I don't think I'm going to do this anymore, in fact, I won't . I don't even want do what I said I'll do to Sam, Greg, Bob or even you. I made a big mistake, I think I've learned my lesson...and my name is Jillian," I said, with mostly bluster.

She saw through it immediately. "I call you Jillie because I like it, and that's good enough for me. I don't think you give yourself any credit, girl. You did the most amazing thing I've seen in a long time. And, here you are, still panting from it, basking in the afterglow of some serious sex, and by the looks of it, you loved every minute of it. Your skin is flush, your nipples are perky and if I'm not mistaken I can still smell your excitement.

She had me, she must've seen the way Bob and Josh took me. It was amazing, I came so hard I saw colors. Still, it was quite disconcerting for someone to blatantly point that out. I'd promised her a night of fun, I wondered if it would also be tonight.

"Is that why you came over tonight? You want to collect on your part of the deal, while I'm still basking in it all?" I said, with surprising hopefulness. 

I looked her over before she answered. She really was a good looking woman. She was in her 40's, had some padding around her hips. Her tits were bountiful but still firm. Her waist was slim. She had light hair with red highlights, her lips were full. It hit me then that she looked a lot like I might, at her age.

"Are you kidding?" She laughed, "You reek of men, I wouldn't touch you now for anything." She then approached me. "Well, maybe touch you," she said, and she began stroking my hair, my shoulders as she sat next to me.

She turned my head towards her and gently kissed me on the lips. I didn't resist, funny, but I wasn't sure I was allowed to, that's how messed up my brain was at the moment.

"I'm just so confused right now," I said with exhaustion. "I mean, it was the most incredible night of my life, for sure, but...the rest...Sam? Greg? Bob? I just don't know what I should do."

"It seems so, dear, but I think I can help clear that up."

Darla had the most incredible way of pulling information out of me. She sat on the couch as I spilled it all out to her. I told her about my past, what I was like as a school tease. I told her about my wild college days. Finally, I told her everything I'd done this night, all of it, and what I was thinking as I was doing it. She just took it all in quietly, with a wry smile. When I finished I just collapsed into her and laid my head in her lap. She stroked my hair softly while she talked.

"Jillie, you might not see this, but we are really very much alike. Some of the experiences of your life are so similar to mine it's eerie. That's why I think I know you, at least this part of you. I saw it in you right away. You discovered this exhibition and the kink stuff much earlier than me, though. I think you just hit on something tonight and it is scary because it came upon you so rapidly you haven't been able to adjust."

"Something? What?" I quietly begged, truthfully wanting the answer.

"You discovered it's not just exhibition you want. Your plan, wonderfully playful and kinky as it was, seemed no more than an elaborate ruse."

"A ruse? For what purpose?" I said, intrigued now.

"To get laid," she laughed out loud. "But seriously, you made it so humiliating, so embarrassing to yourself if you failed that it seems plainly obvious that at least subconsciously, you wanted to fail."

"But I really didn't," I whined, "because now Sam, who is a total macho jerk, is going to get to..." I shuddered while considering for the first time what he'd do with me. "...and then there's Greg, I promised to show up at his house..." I couldn't finish, though she already knew the details.

"Right. You may have hit upon what really thrills you by accident. It's not just exhibition you crave dear," she said. "It's the erotic blackmail, the loss of control, the submission, you want them to use you."

"I...do?" I said haltingly.

She'd been touching my breasts and stroking down my legs by this time.

"Yes, you do. When you brought up Sam...and Greg...I could see your body flush. I'd also hazard a guess that you are wet again now." 

She didn't need to check, she was right. I thought, "Oh god, I want those guys to use me? Oh god...I want those guys to use me..."

"And, to top it all off, it gets you hotter if you are helpless to do anything about it, made to do it, either by circumstance, or someone else."

"Oh wow," I said, perplexed by my own nature. "I think you might be right...probably."

"I think our deal has changed," she said sweetly.

"How so?" 

"Well, I don't think that you are safe, handling this stuff on your own."

"No, probably not," I agreed, though reluctantly.

"So, instead of just taking one night of selfish pleasure from you, I am instead going to control your games from now on, " she said with a grin.

"What? How?"

"You need me," she urged. "Going off to men's houses bound and naked? You need someone to look after you. Besides, you need someone like me, experienced in games such as you enjoy. Believe me, it's far hotter being made to do things like that and not knowing exactly what they are, than having it all planned out beforehand."

I was scared of this new development, but my pussy was obviously listening. I let out a moan.

"So, I'll let you rest tonight, you've had a big night. However, you have another big week ahead of you. Let's see if I got this all straight. First, you owe Greg a visit on Tuesday, cuffed and your fanny in the air, then you owe Sam a naked car wash on Wednesday...and repayment of some kind. Then, on Sundays you owe Josh and Bob...what?" She said with interest.

"Oh man, I forgot about that. I promised them I'd come back on their football Sunday nights because I had to beg my way out of your devilish clothespins," I blushed. "I'm not sure what I owe them exactly, other than having to show up as I did, naked with the cuffs and the clothespins, they seemed to dig that."

"So did you, Jillie, so did you, I heard you cumming from inside my house," she chuckled.

"Yeah...it was awesome," I admitted.

"Ok, get your rest, you are going to need it," she grinned as she shut the door behind her.

"Why?" I asked stupidly.

"Because I have just the experience and wicked imagination you need, and I have plans dear, big plans for you."

What in the world just happened? Now what did I get myself into? Still, she had the amazing way of making me comfortable with the most uncomfortable of things. I figured I was in for quite a thrill ride.

I called in sick Monday morning. I was still bruised and sore from all my exertions the night before, most of it from all the effort I had to put into walking while in the ankle cuffs, bound together. My nipples were bruised quite nicely from the clothespins. Darla waited until I was ready for bed on Monday night before calling me.

"Have a good sleep Jillie, tomorrow you'll need to be fresh," she said with a slight giggle.

"Why?" I said, already partially knowing the answer. I was hoping to search her mind. I still wasn't quite sold on the idea of her having so much control of it all.

"Oh, Greg for one," she said, stifling a laugh. I got a queasy feeling from the way she said "for one". "I'll call you at 7pm, be ready," she said seriously.

"For what?" I said hopefully.

"For whatever I wish, dear," she said coolly.

"Yes, ma'am," I muttered. I had run these things over in my mind constantly since Sunday night. What was I doing? Why was I doing it? Should I even do it? But somehow, something about her manner, her confidence, her control, helped me decide what to do.

I could think of nothing on Tuesday but what might happen later. How I got any work done I have no idea. I kept thinking of Greg, his doughy body, his goofy smile, those thick glasses. I was supposed to appear at his house naked, in cuffs? How I was going to have the strength to do it I really couldn't imagine. Somehow, Darla would provide my strength.

I got things ready quickly when I got home. I ate, I showered, I shaved "down there". I really was at a loss of how this was all going to happen. I needn't have worried, Darla knew. Right at 7 she called me.

"Hi honey, how are you doing"? She asked thoughtfully.

"Um, I'm nervous, scared to death, really," I admitted.

"Uh huh, those are powerful feelings, for sure," she said. "However, those are the very feelings that help bring out that incredible desire in you. We want to nurture those feelings, not ignore them."

I wasn't sure what she was talking about. 'Uh huh," I said blankly.

"Ok, you are due at Greg's at nine. I want you to put on a teddy, see through, if you have one."

I gulped, I had one, it was certainly see through. "Ok," I squeaked.

"Then, put your heels and cuffs on, hands behind you, as you promised Greg. Oh, one more thing, you do have a blindfold, don't you? Put that on and then walk to my house. Bring the cuff key. Be here by 8:45, no later."

"Blindfold!?" I choked out, "but how can I walk that way? Plus, I'd have to walk past Bob's...and Sam's, across the street."

"That should be no problem for you now, Jillie, after all your naked walks. Plus, it's not like Bob hasn't seen everything you have." Walk slowly," she laughed. You should be able to feel the sidewalk under you as you go. Be careful not to twist your ankle, you'd be far less good to me like that."

"Fine, I'll try," I said, defeated. "Then what"?

"You'll see," she murmured.

I was on edge the entire time. I put on the teddy early. I looked at myself in the mirror. I remember thinking that it really hid nothing at all. Why was my pussy starting to buzz? Finally, just after 8:30 I put on the heels. I sat by my front door. I put on the blindfold. I know they say blind people are able to sense more from their other senses. It may be true for them, but for me, it just blocked everything out. I was lost in my own world now. I clicked my cuffs on behind my back. I felt stupid doing it so early. I had to wait around until it was time to leave, cuffed and very nearly helpless. It was time. It had just become dark. I hadn't seen Greg and his dog, but I had a feeling he'd be staying close to home tonight. He'd no doubt be thinking that maybe my appearance there was all a sick lie. I figured he'd stay close not to miss out just in case. I stepped out the door. I tried to keep the clickity clack of the heels down to a minimum. At first I just took tentative steps. I made sure each step landed on the cement. I actually started to get used to it. I had to work fast. I'd seen earlier that Bob's lights were on, I scurried past best I could. Sam's house was set back a little from the road, I was in darkness on my side of the street. I felt a little better about that. I felt for the walkway up to Darla's door. I remember thinking that this better be her door and not Bob's! (though I was not surprisingly wet at that thought.) She wasn't at the door. I knocked, using my knee. No answer. I tried again. I could see through the blindfold that her porch light was blaring, I knew I was in clear view. I knocked again, nothing. I called out to her. Nothing. Finally, I felt like eyes were all over me so I stepped down the steps and started to walk around back, carefully. 

She was there. She met me in the driveway. "Getting a little antsy are we?" She chuckled.

"Well yeah, I'm totally on display here, especially with that light on."

"Yes, and is that such a bad thing?" She teased. "You can't see can you?" she said, as she carefully checked my blindfold. She was pleased that I couldn't.

She spun me around, I felt the coldness around my neck before I recognized the source. She fastened a collar around my neck. Then, I heard a click. She'd fastened a leash on the collar. Then, just as suddenly I felt her fingers start to probe me. I thought at first she was just feeling me up, then I realized her aim. She was rubbing something into my anus. I had no idea what it was.

"Now move," she said huskily. She pushed me forward. I started to protest and she promptly jerked the leash, causing the collar to bite into my neck. I got the message. No questions. 

"Just taking my pet for a stroll," she sneered wickedly. 

She marched me forward. I could feel when I got too far ahead of her, she pulled on the leash to slow me down. I could see light out of the sides of my blindfold though I didn't know the source. It felt like I was illuminated by light. I heard her also recording my walk with her cell phone. From quite a distance, one could probably have seen a woman walking nearly naked, cuffed, in heels, while being walked by a leash out of the darkness. I'm sure it's what Darla wanted. All of a sudden my ass started to get warm, then tingle. The more we walked, the warmer it got. She'd put some lube of some sort on me, back there. I guessed it was something similar to IcyHot. We passed by old man Winter's house, or so I guessed by the slight rise in the sidewalk. I recognized it as the start of a small hill which started at about his home. He was rarely there, he spent most of the year in Florida now. I felt a cool breeze tickle my exposed flesh. My nipples hardened even further. I realized I must be passing the old grove of trees by now. Finally, Greg's house should be next on the right. 

Darla chuckled and said, "His lights are on, every one of them! He must be expecting company." 

I started to get cold feet. I stopped. Darla prodded me forward. I didn't move. Again she prodded. I started to protest that I couldn't do it, that it was too much, anything but that, whatever my mind could think of. Darla disappeared for a second. I couldn't hear her. Suddenly she was back. 

"I said, move!" she barked. Again, I resisted. This time I heard a swish just at the moment I felt a sharp slash across my buttocks. 

"Ow," I groaned. She'd gotten herself a switch from a tree nearby. I started to dance from one foot to the other in pain. The swish came again, on my other cheek. 

"Damn!" I moaned, "Ok Ok, I'm moving," I cried out. I lurched forward. I could almost feel Darla smiling from behind me. 

"It's a shame we had to mark up Greg's prize a little before he gets it, but oh well, I'm sure he'll survive," she quipped. "You won't be needing this," she said as she ripped the teddy clean off of me." I wanted to yell, it was my favorite piece of lingerie, but I thought better of it, in the situation I was in.

We arrived at Greg's gate. She took off my blindfold.

"I want you to be able to see everything that you can," she cooed.

The light was almost overwhelming, yet, here I was, unable to hide from it. Darla took the leash and hooked it over the open gate. 

"I want you to do something for me," she said ominously. "It seems you left it up in the air what part of you he's getting so, I want you to offer it to him. Tell him directly to pick your pussy or your ass that you are so invitingly offering to him."

"Oh god," I wailed.

"Then, when you are done I want you to..." she said, whispering the last thing in my ear. 

I said pleadingly, "Please Darla, don't make me do that."

"You will, or I will simply chain you here all night and he can do what he wants with you."

"Fuckkkk," I groaned.

"For your sake, maybe you'd better hope he picks your pussy!" She laughed. "Though he'll get some of that tingly burn on his dick if he doesn't." 

She walked up and rang the bell and then dashed off, leaving me tethered lightly to the post at his walk. He opened the door almost immediately. He saw me standing there, I looked away.

He rushed out. He was gushing the whole time. "Wow...this is incredible, I thought you were just messing with me, oh my goodness, you are so fucking hot, I can't believe it." I said nothing, just nodded towards his door, indicating for him to get me out of the public eye. He just grinned and led me in with the leash. I was now his toy.

Once inside he started to gush again, I cut him off. "Look, I made you a deal. Here it is. You picked the picture of me, the one with me cuffed like this, on the floor, my face down, my ass in the air..." He looked at me with wild eyed interest as I laid it out. "I told you that you could have me like that, as you wished. I'm here, and I'm delivering, no need to thank me, no need to speak, really. Where do you want me?"

He nodded towards the living room. The rug was thick and soft, ah, thank god for small favors. I pranced my way in on my tiny heels, my hips swayed for him. Hell, if I was going to do it, I was going to do it right, might as well get him as hot as possible, maybe it won't last long, I reasoned.

I got on my knees carefully, then got into position. I buried my face in the carpet, I didn't really want to see any of it. My ass was on display for him. My anus was on fire, the lube had worked its way inside me and it magnified the heat in my core. I could hear his dog, Sally, barking from outside. She was probably wondering what was going on in her house. I just thought, "you don't want to know dear." I waited. Nothing happened. "What are you doing?" I said, with a face full of carpet. 

"Oh, I just wanted to enjoy this," he said like a teenager doing it for the first time. I heard his camera click over and over. I started to protest but really, how was I going to stop him?

I then uttered the dreaded words, "I'm to inform you that you can have either my pussy or my ass." I hid my reddened face in the carpet. 

Then, I felt him behind me. I cringed, but strangely the heat of the lube on my ass was being matched by the heat of my pussy. I felt the head of his cock. It was already swelled and hard. For some sick reason, I was proud of that, getting him hard so quickly and easily. I felt him probing around with it. I shifted for him, he needed help finding it. Ah, there it was, he was inside my pussy. I was pleasantly surprised by its fullness, hell, it was kind of big, even. I heard him groan. My face was being mashed into the carpet, my hands were behind me, I couldn't stop the onslaught, his weight was pushing into me. He was saying, "Oh god, oh god," the whole time, "This is so fucking great, you are so fucking wet," he kept repeating as he balled me. His hands were gripped on my hips like a vice, like he didn't want to lose me. I was helping him by shifting back into him. I got him into a rhythm. It helped me. With his nice thick prick in me, pounding me at my pace I could feel the familiar excitement build in my pussy. Just the sheer dirtiness of what I was doing helped heighten my senses. I was letting this nerdy fat guy drill my tight pussy from behind, and he was doing a good job of it now, with my help. I was thinking about cumming just as he began to buck more randomly, wildly. 




Jillian's Naked Mile Ch. 02



"Oh fuck," I thought, "Great, just when I was about to get off."

Sure enough he was over the edge. He shoved it into me one more time and I heard him groan as he was cumming. He held it in me long enough that I started bucking back into him again, hoping to perhaps get off before he pulled out. It was all for naught though. He pulled out of me with a "pop."

"That...was just freaking incredible," he said, sweat dripping from him now. I stood up unsteadily. I was still cuffed and at his mercy really, but in reality, I probably could've knocked him over with a touch. He was spent. 

I walked towards the door. "Are you going to come back...sometime"? he said hopefully.

"We'll see," I said. I didn't even know for sure myself. I was almost out the door. I saw Darla waiting. "Fuck," I thought. I turned back to him. I got back on my knees in front of him. I nudged his hand away from his spent cock with my chin. 

I finished Darla's last task. I had to clean off his dick. That's why Darla said I'd better hope he chose my pussy and not my ass. I licked him clean while he just murmured, "Oh fuck, oh fuck, this is fucking great." Satisfied that I'd gotten him all clean I got back up and quickly hurried out.

I walked outside. Darla met me at the gate. "That was excellent work Jillie. I especially liked the part when you were backing into him, you were trying to get yourself off weren't you?" She laughed.

"Yes," I said, blushing.

She put the blindfold back on, even though I whined. Greg's cum was starting to run down my inner thighs now as we walked, or, as she resumed her leash walking of her pet, back home. 

"God, all this man goo is just gross," she teased while occasionally stroking between my legs. "How did you like that lube? I've found it enhances the experience sometimes."

"Yes, I still feel it," I said in agreement. "It still feels really good back there." I was hoping for something from her, what, I'm not sure but something. Instead, she unhooked me at her house and undid the cuffs. She told me to walk past Bob's with the blindfold still on and leave it until I was in the door.

"Have a good sleep dear. Tomorrow is the car wash." 

I felt my stomach start to knot at that thought. "You promised it, you didn't have to make these things happen every day like this," she teased, "but you did, so we have to make proper arrangements.

"I guess," I said, my ass still tingling, my pussy wet. I was still hoping that maybe she'd follow me home, but she didn't. I closed the door behind me. 

Darla called me right away. "Just wanted to give you a little heads up on your walk tonight. I had a flashlight on you the whole time. I remembered thinking that she probably did. "Oh, and I told Bob to watch for us passing by. He waved and really gave a big smile when we passed." 

"Oh my god, he saw us like that?" I gasped.

"Oh yes, I'm sure he's looking forward to his next time with the naked slut," she laughed. "Don't tell me that it doesn't get you hot and bothered, Jillie."

I knew she was right. She'd just had me used and humiliated, and I was sitting in a pool of my own excitement. It took everything I had not to masturbate all that excitement away. But I didn't, per her orders.

I thought about tomorrow and Sam. Oh god.



Jillian's Naked Mile Ch. 03



Chapter 3: Sam's Payback

{Part 3 of Jillian's naked mile- the paybacks continue. You will need to read parts one and two in order to make sense of this one}

I slept like I was in a fever. Weird images flashed by me all night. I was naked in all of them. Men were peering at me from every direction. I was helpless to move. I could hear them laughing at me. Still I felt the heat between my legs, even in the dreams. I awoke at 3am with the strong desire to masturbate these thoughts right out of my head. I didn't because of Darla's orders. I fought it off and tried to go back to sleep. I knew she was right, though. I know how doing these crazy things is even easier if I am totally hot and bothered. If I wasn't, I'm not sure I'd have the guts. This thing with Sam, whatever it was going to be, was going to need all my resources in order to get through. 

I'd promised Sam that I'd wash his car, naked, as I did the first night. I'd also said that I'd pay him back for it in a manner of his choosing. I had emailed him that thought at the height of my lust after my naked walk. I regretted it in days that followed. Sam was a jerk, plain and simple. He treated his wife, and women in general, like shit. He was macho, rude and demeaning. Yet, I'd failed in my game to stop the video of me washing his car, naked. Thus, he now had the video in which to blackmail me, if he wished. He didn't waste the opportunity. His email that night was a demand, a threat, more than a request. I knew this thing was going to be the most difficult one I was ever going to do. Even thinking about it made me anxious and fearful. However, it was an ongoing battle between my head and my groin. I was beginning to think Darla was completely right about me. This was going to be debasing and humiliating. My pussy, though, was constantly abuzz, even when my head told me I was crazy for even considering doing it. I fell back asleep, fitfully, more thoughts of my nakedness filled my brain. In my dreams I even saw Sam's leering face appear menacingly above me, mocking me, while I tried to rub my pussy.

I only had a half a day Wednesday at work. It was one of the few times I wished to work an entire day, just so I didn't have time to think about what was to happen. Instead I was home, pacing and fretting. I kept thinking of calling Darla for reassurance but I knew somehow she was waiting. She was no doubt fully aware of my nerves and would call me in her own good time. I was right, just after sundown, she called. I'd already showered twice and redid my hair. "Hi pumpkin, how are you doing?" She said cheerfully.

"Terrible!" I said in panic. "I can't believe this day is here, how the fuck am I going to do this, and why?" I whined.

"How? You are fully capable of the how, dear. Why? That's even easier. It's because you said so. You promised to deliver, so you will. You made up a game you couldn't possibly win so that some leering creep of a man could humiliate you and fuck you as he wished."

I was stunned into silence. I knew all of that, yes, but to hear it so clearly, so concisely, gave me pause.

"So, to that end, I've come up with some ideas in order to keep it in the spirit for which it was intended," she joked.

"I don't suppose you are going to tell me what they are," I said softly.

"Of course not, it's more fun that way," she said. "But, it will be everything your underlying desires want it to be."

I shivered uncomfortably at that thought. Her voice though was commanding, confident. It was very sexy. I realized that I enjoyed hearing her talk about me and my desires that way. I had another flash of desire for her to be here, with me then, for whatever she wished. That time was coming, but that wasn't it.

"What time do you want me to come over?" I said.

"My my, you sure are antsy about this one," she laughed. "Actually, I'm coming over, I've got some things I'll be bringing," she giggled as she hung up.

For some reason I checked my email. Sure enough, there was one from Sam. It read, "I hope you remember your duties tonight. Remember, I have something of you that you want. Things will be very embarrassing for you if you fail to show. Although, they might not be all that much easier even if you do, lol."

That sent sharp pains through my stomach. I couldn't believe this was going to happen. I waited another hour. It was approaching 8:30. I was supposed to be at Sam's at 9pm, sharp. I wondered if she didn't show in time, if I should go over by myself. I was more afraid of him at this point, what he'd add on to my already formidable list of things if I dared be late. I didn't fear Darla at all. I was apprehensive about her eager willingness to humiliate me (which I obviously enjoy), but I felt she had my pleasure in mind. I had no thought of that being the case with Sam, though. She finally arrived, smiling broadly. She had a bag in her hand.

"I know we don't have much time, sweets, " she said grinning. "Put this on," she said as she handed me the contents of the bag. She'd included a very short, tight top. It was white and obviously ripped just under the breast line, purposely. It said, "Handful" across the chest. It was tiny, at least a size too small for me. 

"In your case it'll be more like two handfuls," she laughed.

There were shorts in the bag as well. They were pink, very light material, almost like running shorts. They too were small. She saw my hesitance as a challenge.

"Yes, you'll look like a teenager," she huffed. "Get some white tennis shoes if you have some."

I scurried off to find them, time was pressing. She followed behind. She stopped me and took my hair back and pulled it tight. She made a quick ponytail then fashioned a pink ribbon around it. 

"Fuck," I said, "you can't make me look 16 again, no matter how hard you try," I said, trying to be funny.

She laughed with me, "I know, I'm trying to make you look 27, trying to look 16." I didn't wonder why, she wanted me humiliated.

"Ok, you want me to go over to his house dressed like this? Why?"

"You ask so many questions, dear, sometimes you just have to trust," she snickered.

I noticed there were no panties. I put the top on with some effort. My firm tits pushed the material out fully. I couldn't raise my arms without baring much or all of what I had underneath. I put on the shorts. They hardly covered my ass, I could feel my cheeks peeking out. I looked at her, she just grinned and crooked her finger at me.

"Follow me, Jillie," She said, beaming as she looked me up and down in appreciation. She led me out the door.

I could already see Sam lingering in his driveway. He was trying to act as though he wasn't looking for me, but we all knew he was. We approached. As we got under the streetlight he saw my outfit. He got a big smile on his egotistical face. He was amused even further by the fact that Darla was walking me, hand in hand. We walked up to him. 

"Well, you are on time, I'll give you that. I didn't expect company, however. I guess it shouldn't have surprised me that you were a lesbian," he said demeaningly to me.

Darla took over, "she quite clearly not a lesbian, at least yet," she said with a quick laugh. "Listen, we all know why she's here. I'm here basically as her agent. I'm here to clear up the ground rules, what is allowed, what is not."

Sam bristled. "Rules? She potentially damaged my vintage car by washing it with some sort of dish soap and then sent me a videotape of her doing it. She agreed to repay me by washing my car again, naked as the first time, with me supervising. Then, she agreed to repay me otherwise in a fashion of my own choosing. I don't see any room for any other rules."

Darla remained calm, even as I wanted to spit at him and run. "That may be. I'm certainly one who agrees she needs to do this thing and in the way she has promised. However, that doesn't give you carte blanche. She'll repay her debt as she promised, that I guarantee you."

"So what's there to negotiate, then?" He sniffed. Sam was fully aware of negotiations, he was a top salesman for his wife's father. "It seems that you don't have any bargaining power here, missy," he said dismissively to her. "I have the videotape which she willingly gave me, I can use it at my leisure, and if I want to show it off to everyone, neighbors, friends, her coworkers, I guess I have that right."

Darla again spoke softly, confidently. "Yes you do. But, as you have clearly seen, this slut isn't all that put off by being naked in public. It may embarrass her some, sure. But, you are walking a fine line between getting something spectacular, and fucking it up because of your attitude. The slut is willing to do as she said, you just need to follow just a few simple rules and everything will work out for all of us."

I was nearly shrinking into the cement as they stood there, two adults, negotiating the rights of my body away as if I wasn't there.

"I'll take her right back home and we'll risk the minimal embarrassment that will cause." Darla warned.

Sam knew when to close a deal. "Fine, tell me the exact rules and I'll tell you if I agree."

Darla laid it out. "Ok, she is not to be hurt. This means, no permanent marks, no blood, nothing of that sort."

Sam cut in. "Listen, I'm not a psycho, however, if some slut is begging for it rough, I'm going to give it to her rough, you know what I'm saying."

Darla continued, "Rough, yes. We can agree on rough. Try not to bruise my property. However, some that show up and last only a couple days, I'm fine with that."

He had a huge smile upon hearing that. I wanted to faint. "Ok, I can do that," he laughed, while leering at me.

"Second, no videos or photos of this time for you," Darla said.

"Aw, where's the fun in that?" He said, without objecting.

"Third, feel free to use her mouth, her pussy and her ass if you wish," she said coldly while I started to whine.

"Hush, dear," she said quickly and curtly.

"I like that," he chuckled, you certainly have her under your control."

She really did, though at the moment I hated it. "Next, I want her done with this, all of it, by 10:30. That gives her time to wash that piece of junk and still include some very nice play time. Send her on her way no later than that," she said, as she looked at her watch. 

"Finally, after this, she is done with you, and payback, until or unless I decide otherwise," she said, with some fortitude.

Sam was hot, horny. He'd probably worked himself into a frenzy thinking about it since that email. He wasn't going to let his chance pass. "Fine, but what if she can't get enough of my big cock?" He said, looking directly into my fearful eyes.

"We have a deal then," Darla said, rolling her eyes. "Have a nice time, dear," she said as she kissed me on the cheek. She whispered into my ear, "relax and enjoy this honey, think about why you took that walk, why you are here, right now." She walked away. I wanted her to stay, I almost ran after her. Instead, she didn't even look back. I was left with...him.

He ogled me without shame. "I like the outfit," he sneered.

"It was her idea," I said, my head lowered.

"Well, I like her more now than ever!" He said, laughing. "I get it though, car wash, high schooler. You know how they always wash cars for charity purposes. I get where she's coming from. I was going to have you do it naked the whole time, like in the video, but, I bow to her creative whims and let you at least start like that." 

He pulled me around to the side of his house. His big hand completely enveloped mine, it was like being walked by a bear. He was about 6'2" and very fit. If he wasn't such a dickhead I'm sure I'd have even considered him attractive. He was Italian, or so I guessed. He had thick, dark wavy hair and equally thick eyebrows. I knew his chest was hairy as well, as he always had his shirts unbuttoned too far. 

I'd wondered where his car was. He'd pulled it around to the side of his house. His garage entrance was perpendicular to the front of his house. He had to drive around to the side and pull into the garage at a 90 degree angle. This made my task a little easier. We would now be farther from the street and the street light. Plus, his SUV was in the driveway, and it blocked most of the view of the back part of the driveway. I felt a little more comfortable, at least this defilement wouldn't be easily seen, I reasoned. He pointed out the bucket of soapy water, the hose, and the towels he'd laid out. He motioned me to get started. 

"Do not scratch my baby or so help me, I'll ignore your lesbian lover's rule of bruising that sweet ass of yours." With that, he took his belt off right in front of me, for encouragement.

I sighed as I reached into the bucket. Ah, at least the water was warm, maybe he wasn't such a jerk after all. I slopped on the water. I began to wash the car in earnest. He was right there the whole time, barking orders.

"Slow down, slut, don't forget the bumper, make sure you get the windshield," he urged.

I dropped the sponge and bent down slowly to pick it up. No doubt half my cheeks were showing. Suddenly I felt a sharp crack across my backside.

"Ow!" I grunted. He'd unleashed the belt on my tender flesh.

"Hurry up, missy, we don't have all night and I've got plenty of things I want to do," he hissed.

I returned to washing with more focus. He was making me reach all sorts of places, across the car, down under the car. I knew most of his commands were to get me to bend over and expose my ass or tits. I could feel the cool air hit me each time I reached for anything. He owned me now and he knew it. I was just a toy for him to play with.

"Get the tires, whore, don't forget the tires, remember how you did them with your tits last time, I want to see you do that again," he urged. 

I knelt down carefully to wash the tires but I knew even with my knees up, my ass flared out provocatively. The thin material was inching it's way up my ass. I rubbed the tires with my tits as I did before, but this time with my top on. Each time I rubbed, the material caught on the tire and exposed my nipples. I knew he liked that, he was right behind me the whole time. I could feel his heat. I was just trying to avoid the belt. I had the car almost entirely soaped up now. Suddenly I felt cold water blast over me. 

"Fuck!!" I screamed. He was showering me with the cold water from the garden hose. I tried to run around the car but he followed me and soaked me completely. Then, he just stopped and laughed.

"Much better," he quipped, ogling my top and my shorts which now stuck to me like skin. "Now, back to the tires, I want to see those perky nipples rub on them."

It felt like my nipples were rocks that I was dragging across the rubber they were so hard, only partially from the cold.

He handed me the hose to rinse the car. I thought of dousing him as well, but I knew there'd be hell to pay if I did. I thought of Darla, I wonder where she was, what she was doing, if this was all how she wanted it. Sam took a seat on a chair he'd set out. He watched me rinse the car for a few minutes as I was, drenched to the bone. Finally, he tired of that and came up behind me. I didn't resist as he pushed himself into me from behind. I could feel his hardness against my ass. 

I pushed him away, "You are going to get wet!" I said.

"Uh huh, so are you," he said in a low voice. "Take that stuff off, give it to me like you promised you would."

I didn't even look at him, I was on automatic, just a sex toy without her own will. I stripped clean of my sopped clothes. I laid them in a pile. I turned to him. I wondered, now what?

He just tossed me the towels. "I want this thing dry as a bone," he said with a huff. I was standing there naked in front of him. He was hulking, menacing. I could feel his heat, his intensity. I knew I was in for a rough ride. I thought I heard something in the bushes on the side of the driveway. I hoped it was an animal, I sure didn't want anyone else to walk in on what was about to happen. I bent to pick up the towel. "CRACK" came the lash across my ass again. 

"FUCK!" I squealed.

"Hurry up, slut or I'll wear that ass out with this belt," he said with menace.

He watched me dry his car. I had to reach and stretch over every inch of it. I knew it was only fanning his flames. I couldn't help that, I was going to get it no matter what. Occasionally, he'd lash the belt on my already smarting behind.

"Ow, what's that for?" 

"Just keeping you motivated," he laughed wickedly.

I wasn't paying attention and the towel caught on the antenna. It snapped back with a loud pop.

"Bitch!" He yelled. He grabbed me by my hair and threw me aside. He intently examined every inch of it to determine if it was damaged. I stood there, shaking.

He turned to me, his brown eyes were cold, threatening. "You'll pay for that, kneel!" He ordered.

"What?" I said, with tears forming.

"I said kneel!" With that he pushed me down on my knees. I knelt there, whimpering.

"I'm sorry, I'm sorry," I whined.

"Shut up! Take your punishment like the slut you are," he growled. He pushed my face into the driveway. "I'm going to give you ten. If you move, or try to avoid the blows, I'll keep adding more, Got it?"

"Yes," I sobbed, I remember hoping that Darla was watching and that she was on her way over to save me.

"One," he grunted as his belt ripped into my fleshy ass. I tried not to move, to wiggle, even breathe. "Two!" he said with forcefulness, I think he was actually trying to get me to fail, I couldn't let it happen. Three, four, five, six, I didn't move, I could feel crimson striped heat explode with each strike. He was increasing the force with each one, he was trying to break me. Seven, eight, nine...I was wailing now. The tenth I think he took a little off, almost as if he pitied me. I remember crying hard and thinking how this was so not what Darla or I agreed to. I was sure those welts and bruises would last for weeks. He pulled me to my feet.

"That was pretty impressive, for such a frail little thing," he said, with what almost appeared to be appreciation. He was holding onto my hair. He pulled my face to his and kissed me deeply. He licked the tears right off my cheeks. "There there, you made a mistake, and you paid for it. I'm a fair man," he said. 

He began to fondle my tits with his other hand. He tweaked my nipples. He wasn't gentle. It was how I liked it. I tried not to respond to his advances but I found my mouth opening and allowing his tongue to probe mine. I didn't want to feel the belt again. He shoved me roughly off him. 

"Now finish drying the car so I can tap that hot ass," he said, licking his lips.

I dried the car off like it was precious gold. I looked back at him. I was done. "Oh fuck," I thought, now comes the real payback." 

He motioned me to come to him. He was standing in the entry to the garage. I started to move, he stopped me.

"No, no. On your knees. Crawl to me like a whore," he said lustily.

I crawled to him. My ass swaying, tits swinging freely. I was only pouring gas on the fire. I reached him and looked up. He looked down at me. I didn't need instruction. I knew what he wanted. I unzipped his pants and they dropped to the ground. No underwear, I figured as much. I placed my hand on his cock. It was partially swelled. With my face so close to him I could smell his manliness. For some reason it's like an intoxicant to me. I breathed him in.

I finally took him in my mouth and he let out an appreciative groan. I licked him from the tip all the way down to his balls. I sucked on his balls and he responded with a sigh. His cock grew to its full potential and it was impressive. If I was going to be taken, at least I would be taken by this. It wasn't longer than Greg's dick, but it was thicker, much thicker. It had girth. I was naked, in his driveway. My knees were scuffed, my ass was on fire from the belt and yet I was fellating this pig like he was my long lost lover. My conscious was merging with my subconscious. It no longer mattered if my heart wanted it but my head didn't. I was wet, embarrassingly so. Reluctantly he pulled me up.




Jillian's Naked Mile Ch. 03



"Any other time, darlin', I'd fill that hot mouth with everything I had, but I've only got a little time and I want more," he said with fervor. I was pulled into him by his strong arm. This time, I responded back to his kisses with equal intensity. I was on fire and he could sense it. He reached down to my pussy.

"Damn, that thing is fucking wet," he panted. 

His large fingers probed me. I bucked my hips into his thrusts. He had his toy dancing on both feet to his manipulations. He turned me around with force. He pushed me against the wall of his garage. Instinctively I bent over at the waist. I knew what he wanted. He pushed up against me, I could feel the heat of his cock, resting in my crack. I backed up further. He just teased me with it.

"Is this what you want, lil girly?" He said in a mocking tone.

I reached back for his cock.

"Tell me, is this what you want? Do you want me to rape this wet pussy?" He grunted.

"Yes," I said quietly.

"TELL me," he said again, this time he slapped my ass hard.

"YES! Fuck me in my pussy with your cock. I want you inside me," I demanded, lost in my own lust.

"I've wanted to fuck this slut pussy of yours since the first day I saw you parading it purposely by my house," he said in a low growl.

He slid it in me. I pushed back to help him inside. "Oh fuck," I thought, "this fucking thing is going to stretch me out." It did.

He fucked me slowly first. My pussy coated his cock with my lustful juices, making it easy for him to reach deep inside me. He had one hand on my hip for guidance, the other hand found my tits. He mauled them with joyful glee. He pinched, pulled, twisted and slapped my tits lewdly. He switched hands occasionally so that both my tits would receive equal and wonderful abuse. I could hear his breathing, he was working hard. He was pounding my delicate little pussy something fierce. I thought he was ready to cum. He suddenly stopped.

I begged for him to put it back in me, to fill me up with his hot cum. He didn't say a word, instead, he just pulled me by my hair again, this time back to his car. He pushed me roughly over the hood. My tits mashed against the perfect paint job. 

He gruffly said, "This is how I want you. This is how I've always wanted you." 

I could feel his cock probe me. I tried to guide him back into my pussy, instead he found my ass. I didn't have time to react. He was already slick and slathered with my juices. He was piercing my ass before I could even object. I could only help him by getting on my tip toes to line him up better. He slid into me slowly. 

"Oh fuck, oh fuck, oh fuck," I groaned as it reached the deepest parts of me.

I held on for dear life. He resumed his pounding of me. He was taking me just as forcefully as he did my pussy. I found myself bucking back into him. I felt like screaming but not from the pain. Instead, I just felt a warm, wonderful glow come over me. I was losing control of myself. I heard noises coming out of me that didn't even sound human. I was dancing on my toes, just trying to hang onto his beautiful dick. I felt a rumble begin in me, a wave building. He took my hands and held them behind me. He had me pinned into his car hood, his dick up my ass. I came, hard. I remember letting out a wail. He could no longer stand it himself and he finally shot his cum deep inside me. He kept pumping me, over and over, even as his cock started to shrink. Finally, he pulled out and staggered back.

"Fuck," was all he could say.

"Yeah," I panted as I pushed myself off his car with effort.

"Look at that!" He barked. "Look what you did."

He pointed to my ass, and how his cum had dripped onto the car's grille and the bumper. I looked at him. There no longer was anger in his eyes. I just smiled.

"Sorry sir, I'll get that," I said. I dropped to my knees and in front of him I licked every drop of his cum off his car. 

He just stood there, his cock dangling, his mouth agape. I crawled back over to him. "I'll clean this as well," I said. 

I licked his cock clean while he murmured, "mother fuck, you have to be kidding me, fuckkk." 

I stood up and gave him a kiss on the cheek. I just turned and walked, bare ass naked, right across the street to Darla's. I know he was watching my ass the whole time.

Darla was waiting at the door. "Did I do good?" I said with a playful smirk.

"Yes, and it wasn't only Sam and I that enjoyed it," she said, pointing towards the street. I saw Greg, emerging from the bushes by Sam's driveway. He was coming towards us. I started to try and get inside to hide. She made me stay like that on the porch while he approached. "Now dear, that wouldn't make sense to hide after all he just saw you do, now would it?" I supposed not.

He came right up the steps with wild eyes. "Wow, Darla, that was fucking awesome," he said to her, as if I didn't even exist. 

Just then, his dog Sally, came to the door from behind Darla. 

"There's my girl," he said with a smile. He put Sally on the leash. "Darla...oh...and Jillian, if you ever...and I mean ever want to include me in your games again, you just let me know," he said excitedly. He was waiting...hoping for something.

"We will dear," Darla said sweetly. He walked off after a slight but noticeable hesitation, into the night.

She saw the wonder in my eyes. "Seems we both forgot that he walked Sally every night at that time. I couldn't have him interrupting you two. I saw him coming down the street, he was almost to my house. I distracted him. I made him a deal. He could watch you, if he was quiet, and I'd watch Sally. Guess in the end everybody won," she giggled. "Plus, now I have something more valuable to bargain with from now on."

"What's that?" I asked.

"Well, I don't like the idea of Sam having some sort of hold on you on any permanent basis."

"Yes, me either," I said, "I guess."

She laughed, "yes, I saw how much you enjoyed that, dear. I told you that it all was part of your psyche, it was something you craved though you didn't know it. Still, we can't have him demanding use of you and blackmailing you at his heart's content, can we?"

I can honestly say that after what just happened, I wasn't sure. She saw that in me. "You don't think he'll take advantage of you far more than he did today?"

"No, no I don't think so, I don't think he's like that...I think," I said in his defense.

She just said, "Fine, I'll prove it to you." She went inside and got something and came back with her purse.

She walked me right back over to Sam's. I was still naked. She made me knock. He opened the door with surprise. 

"What's this? The little slut couldn't get enough of my meat, just like I said?" He huffed haughtily.

Darla spoke, "So we're done, right? She owes you nothing more."

Sam's face changed. "No, I don't think so," he said coolly.

"What?" I started to ask.

Darla just nudged me behind her. "Yes she is," Darla said evenly.

"Well, I was thinking, after that performance, that a slut like that needs regular service," he smiled. "In fact, I'm about to call my poker buddies over next week and give them all a little taste of the tart," he said snidely.

I started to protest, "But Sam...you said...and the way we...you couldn't..." I stammered.

"Oh please, do you think I haven't fucked sluts like you before? You think you're special? It was a fuck. It was nice, and I plan on doing it regularly, but it's just a fuck. " He was showing the kind of man that Darla knew he was, the kind of man I remembered he was now.

Darla was taking it calmly however. "So, if your buddies come over next week, they all will want a piece of her, just like you had?"

"Damned straight, she won't be able to walk for a week," he chuckled.

"They'll all fuck her, just like you did...like on this tape?" Darla said, holding up a DVD tape from her camera.

"What the fuck?" He snarled. "You said no cameras."

"No," she smiled, "I said no cameras for you. Now, what do you suppose your wife would think of your performance tonight? Do you think she'd approve of you fucking sluts? Especially Jillian, we both know how much she hates that cheap neighborhood slut," she said, air quoting the neighborhood slut part.

Sam's face was red, his blood was boiling. Darla had him. She'd planned this all along. She knew he'd never want to risk losing his wife and her rich family, hell, he worked for her father. He couldn't afford losing his gravy train. He was speechless.

"So, I'm telling you, now, it's over. Any interaction with my slut will be on my terms, not yours."

Sam just nodded. I think both he and I noticed her wording. I think we both wondered if that allowed further encounters. I think that was good enough for Sam, he shut the door in our faces.

"I told you I had it under control, Jillie," Darla said with some exasperation. "You really need to trust me."

I understood. She'd set up the whole thing for me. She allowed me to do what I'd had deep and hidden desires about. She indulged me in that, but then in the end she took care of me, and had kept it from getting out of hand. Her eyes were kind. I leaned over to kiss her. Her lips were soft and inviting. She walked me hand in hand back home. She again left me at my door.

"Won't you come in, please?" I begged. There was no more reluctance in my mind for her now. I wanted to please her, to repay her for what she's done for me. 

"Not tonight, Jillian," she smiled sweetly. "That time is coming, but not tonight. I want you to masturbate for me though. Get recharged, so to speak. There are more games for us to play. I want you fresh. So tonight, cum. Cum thinking of everything you've done. Cum thinking of me, that'd be nice," she grinned.

Oh, I did. It was incredible. I couldn't wait for the next game.



Jillian's Naked Mile Ch. 04



Chapter 4: Darla's Turn

{This is part four of Jillian's naked mile. You will need to read parts one through three to be able to follow along.}

As was her custom, Darla left me alone for the next few days. I was recovering from Sam's brutal fucking rather well. I did have some bruises and welts, which were nice holdovers from the experience. They helped me recall and remember it all that much better. As much as I hated him, he'd given me one of those forever memorable experiences. The next couple mornings I caught him staring at me several times as I got in my car to go to work. I could only imagine what was on his mind. Thinking about that made me quiver. Doing it was an incredible thing, no doubt, but Darla freeing me of not having to do it again removed that fear, the anxiety of always having to wonder if he'd use that video against me. 

She kept me on edge, as always. Why hadn't she demanded her own pleasure by now? She actually had me daydreaming about it, thinking about it, wanting it. I hadn't been with a woman since college. I thought I was past that, but now...I just knew I wanted to please her, for showing me this submissive side of me. She knew what I needed, somehow. She finally called me on Saturday.

"Hi hon, did you miss me?" She said sweetly.

"You know I did," I said shyly.

"I know, dear. We've been able to do some fun things together in such a short time. I wanted to give you some time to think about it all before calling on you again," she said with concern. "I want to make sure that this is actually what you want, that you are getting the full value of all of this. I mean, this really has been some wild stuff."

"I know," I said, immediately embarrassed again, "I can't believe what has happened to me, all in the last week or so."

"I know, I've seen most of it," she chuckled. "But seriously, I saw me in you. You just had the guts to start it on your own, with the naked walks. You just needed guidance to get to the point you are. I just thought you could benefit from experience, as I had, in order to lead you on your way."

"I know," I gushed, "you were totally right about me, I didn't even realize the extent that submission, and the whole embarrassment, humiliation thing turned me on."

"I know you didn't babe, but I thought I recognized that in you right away, from my own experiences. This is the first time I've ever topped anyone," she said.

"You keep mentioning having experiences like mine. Like what?" I asked with interest.

"Let's just say you are only approaching the things I've done," she laughed, "or should I say the things I've been made to do."

"Well, you've got me intrigued," I said with honesty.

"This is about you now, dear, I can tell you all about my experiences sometime, if you wish."

"Oh, come on," I begged. "Just a little something?"

She hesitated for a long while. I thought maybe I'd angered her. "Well, this may shock you, but I'm a submissive too. I'm not kidding when I say that I see you, in me. I've known I was submissive pretty much my whole life, however. It took a wise and wonderful dom to show me how it could play out for real though."

"A dom? A man? I thought you were a lesbian," I said with some surprise.

"I never said I was a lesbian dear, you did. Actually, the whole neighborhood thinks so too. I've been with women, too, certainly. But for me, it's about the power exchange more than the sex of the person. I'm submissive, mostly I've submitted to men. Only a few times in the last few years have I submitted to a woman. Now, admittedly, I've come to really appreciate sex with a woman too."

"But what about all that stuff about men? What about calling the cum leaking out of me, man goo?" I said, clearly confused.

"Apparently you don't recognize sarcasm, my dear," she laughed. "I'm sure even as promiscuous as you claim to have been that I've swallowed far more cum than you. But again, for me, I'm a lifer. I crave to submit far more than I care to have casual sex."

"Wow," I said with awe, "I never knew."

"Well, now you do," she said, "but this is about you right now. My question, before I got distracted, was going to be, are you really happy with what has been happening to you? Things have really happened fast, I know it can be overwhelming. I have some plans but I just wonder if I'm not jumping the gun and pushing you far too much, too early."

"Oh my gosh, no," I said with excitement, "the things I've done lately have been...well...incredible. I think about them all the time. I'm on edge every day. You, in particular have me on edge. I never know what you are thinking, what you may want from me. I daydream about it and fantasize about it all the time," I said, perhaps too revealingly.

"Well, that's good to know because you've certainly had me on edge as well. I've never had someone like you to lead. I have ideas about you all the time. In fact, that is one of the reasons I called you today. So you are ok with the bondage, the submission, the humiliation of being shown?"

"Oh god, yes," I said, "I can't believe how much it turns me on to be cuffed and made to do those things...I'd have never believed it," I started to get that feeling, the feeling of warmth growing in me. She had something in mind. I could barely contain my excitement to ask, "what is it?" It'd only been days since Sam fucked me raw and already I was charged up and ready for something new. Submission was a drug and I needed another hit. She knew everything about me now. She knew about my love for nipple play, my love for giving head, being cuffed, made to do things and to be humiliated above all else.

She just chuckled softly, "sigh, I remember when I was all fired up and ready for anything too. Ok, I don't want to reveal too much, as you know. I consider the surprise of the moment to be a deep part of the experience."

"I know," I said softly.

"So, are you free tomorrow night? I'd say from about 8pm on?" She asked.

"Of course, I'd drop anything to do something with you, for you," I responded earnestly. "Oh," I said, remembering something. "I don't know what I'm supposed to do, or not do, about Bob. Remember I kind of promised that I'd come over on Sunday night, just like I was before, cuffed and clothes pinned?" I really hadn't thought of it much since.

"Yes, I remember that too, Jillie. I, however, act, not just think," she laughed. "I have taken care of that."

"Really? Ok, then I guess I'm free, I'm so horny I can't stand it," I said, sighing.

"Well, I certainly like that kind of enthusiasm," she chuckled. "Ok, you know the drill. I'll be over sometime after 7pm. I want you showered and ready for me. I'll bring the outfit again."

"Outfit?" I asked, though knowing the response.

"Yes," she laughed, the one I'm bringing. The one I'm not telling you about until you see it. Also, one more thing. Have you ever given yourself an enema?"

"Yes," I admitted sheepishly. I'd done it a few times before dates when I knew I was going to give the guy my ass.

"Good, do that before also. I 'll see you then!" she said cheerfully as she hung up.

I could only imagine what was in her beautiful, cruel and wonderful mind. It drove me crazy all day and into Sunday. I swear I'm like a zombie when I know I have something like this hanging over my head. I tried to focus on housework, laundry, paying bills but every time I found my mind shifting to what may happen. I could hardly keep my hand away from my already excited pussy. As time approached I gave myself the enema and showered. I had to force myself from soaping my pussy up too much. I found that even rubbing past it would send shivers up my spine.

It was 7pm and I felt silly sitting around waiting like a teenager waiting for her date. I didn't even dress. I was sitting on my couch nude, waiting for her. I knew she had my outfit with her anyway, I'd only be delaying her with my own clothes. As was her custom, she pushed the time and made me wait. I knew it was just to drive me crazy. She knocked on my door just before 8pm.

"Good, you're ready," she said, barely acknowledging my nudity. She was dressed in red leather, from head to toe. She had skin tight pants and form fitting jacket and completed the look with sharp red boots. I must say, she was something, it had me grinning. She took some items out of a bag. "I found some really nice things at this shop I like," she smiled. 

First, she took out a leather collar and fastened it around my neck. It may have been the one from the night with Greg, I wouldn't know, I was blindfolded. I stood there, naked, with just the collar on. She walked around me once, eyeballing me. "Wow, you really are an incredibly sexy woman," she said. "I'm jealous, actually. I think you needing someone to guide you goes right along with me needing to punish you for being so damned hot." 

Next she removed a stretchy, very sheer black body stocking. "I think this should fit. I used to work at a clothing store, I'm pretty good with sizes," she grinned. I slid it on to her approval. "Yes, those look very good on you." She walked around to my side and stroked my ass through the fabric. Suddenly I felt her finger slide in my crack, there was a hole in the back. I jumped. She just laughed. "That's on purpose dear." I looked in the mirror, this hid nothing, I shivered at the thought of being seen like this. 

She then pulled out a black leather lace-up corset. She put it on me and fastened me up. It only went up to my tits, the bottom of it helped push my tits up even more. My tits and my pussy were very exposed still. I was somewhat relieved to see her pull a black skirt out for me. It was short and clingy. I put it on. She admired it all. "Wow, my very own fetish pet, I never thought this day would come," she sniffed, jokingly wiping at a tear in her eye. The final touch was a black vest which covered some of my tits. "You are ready," she said with a satisfied smile.

"Am I allowed to ask where we are going now?" I said with hope.

"Yes, we're going to a Halloween party," she giggled.

"But Halloween is next week," I said.

"True, but this party is tonight, as it is every year." She led me out the door.

I drove while she kept her bag close to her. I knew there were other things in there, waiting for me. I could only imagine what they were. She stroked my leg through the thin material idly as I drove. She told me where to turn, suddenly and quickly, we were at the bar. The same neighborhood bar where I'd started my journey.

"Here?" I asked quizzically.

"Yes Jillie, they have a private Halloween party every year on the Sunday before the real Halloween. You really need to get to know your neighborhood better," she laughed.

"Private?" I asked.

"Yes, they close the bar to the public. You have to know someone to get in. You know me," she smiled, "and I know the bartender. It gets nice and racy, as we like it, at times," she grinned. "I thought this would be perfect for our next game. It looks like it's been going for awhile now, that's ok, fashionably late is always good." She tugged at my arm and led me towards the door. 

I took a deep breath as she led me in. We were stopped by a guy at the front table, charging cover. He saw my outfit and grinned stupidly at me.

"Pay the man," she laughed. I looked at her, I didn't have a wallet or purse, she knew that. "Just kidding," she said and she leaned and whispered something to the man. I saw her put her hand on his shoulder while she talked. I saw his hand slide slyly up her leg to her hip. Whatever she said was effective, he smiled broadly at me and let us pass. "You just need to coax people," she grinned.

Darla really knew a lot of people. She led me around and introduced me as "her pet" which tickled everyone. I knew a few of the people as well but was not particularly close to any of them. There were probably 40 to 50 people in the bar at various times. It really is just a small neighborhood bar. I was surprised that they could even fit that many people. I saw Darla engage quite a few of the men in conversation. They always seemed to be looking at me while they talked. There were some women there as well, but considerably less than half of the whole crowd. I saw some racy costumes to vie with mine, both men and women. I saw a French maid, a playboy bunny, a sexy cat of some kind. People were drinking, dancing and having a good time.

I saw Darla talking to the bartender. She pointed at me, he nodded. I remembered him before. He was cute, in a rough, drifter kind of way. She motioned me over.

"We seem to have a problem," she said with a look of concern. "Jeff here says he's not sure he knows you." I just stood there dumbly. She continued, "He said this is a private party and that he knows me, but not you." I started to get that feeling of embarrassment and panic that I used to get when I'd get caught cutting class. "Since he's the owner, not just the bartender and, being the reasonable guy that he is, however, he's willing to let you slide if you do him a favor." 

Ah, that was her game, I didn't know why I still didn't recognize it. "What is it?" I asked.

"It seems as though they are short staffed tonight so they need a hand," she said, eyeing me for my response.

"What do they want me to do?" I said, with trepidation but still excited by the possible answer.

"They just want you to be the hostess for awhile," she said, still with a serious demeanor. "You have to stand at the door, take the cover charge, and hang up coats, that's all," she said.

I just shrugged. "Ok," I said.

I have to admit I was disappointed. Here I was, all hot and bothered, dressed in fetish gear and totally up for a fun, kinky game and now my night was going to be interrupted by having to work the bar. I wondered why she didn't just take me out of there and do something else. I just walked towards the door. Jon, the guy at the table who let us in earlier, got up, smiled at me and went back to the bar area. Darla came up to me. She whispered in my ear, "I can see you are hot and sweaty dear." 

"Yes, this body stocking and leather stuff is kind of hot," I agreed. 

"Let me take your vest," she cooed. She had it off of me before I realized that my tits were now in the open, just barely covered by see through material. I started to protest. She stopped my pleas with a stern glance, even before I could voice them.

I was now at the door, tits on display for whoever passed by. The looks on the first few people that showed up to pay cover charge were priceless. I just smiled sweetly at them even as I wanted to melt into a puddle of anonymity under their overt glares. I realized then that, of course, this was just a Darla game. She was looking on with a smile the whole time. I saw her at the bar and Jon, the bouncer guy, leaning in close, talking to her. I saw his hands on her legs nearly every time I looked over.

I was getting looks from women as well. I was getting used to those looks, they were the, "oh my god, look at what that slut is wearing," looks. I saw Darla talking to Jeff again. Soon after, she came over. She had an evil smile. 

"Jeff really thinks you are doing a fine job, but..." she began, "we are now at capacity so they aren't going to let any more people in." They locked the door and put a sign out front.

I sighed in relief. It was short-lived. She continued, "So, he wants you to continue to be a hostess for just a bit longer, but now you are to mingle with the guests and help get drinks if needed. Oh, there's a contest in a little while for best costume so I need to finish your outfit," she said with a devilish grin. 

She took out her bag and slid a leather belt around my waist. She took out my handcuffs, I hadn't even realized she had them. She cuffed my hands in front of me. I looked at her with trepidation. She just smiled. "You know you love being cuffed, you know it turns you on."

"I know," I said softly, "but here?"

"Especially here," she said with a knowing grin. I noticed she locked the cuffs through a metal loop in the belt she'd added. It limited my range of movement. I couldn't lift my hands past my belly button.

"How am I supposed to help anyone like this?" I whined.

"You'll just have to manage, dear, you'll figure something out," she said. "A couple more touches should do it," she giggled. "We really want to win this contest." She took some scissors out of the bag. Before I could say anything she pulled the material away from my tits at the nipple and snipped a hole in it. I gasped. She did the same with the other. My nipples poked out lewdly through the openings.

"Darla!" I whined, "I can't....in front of all these people."

"You can, and it will drive you crazy, and in the end, you'll thank me." She then slapped a stick-on nametag on my chest, over my tit. "Jeff thought people needed to know who you are," she smiled. "Plus," she added to my horror, "just below your name it says pinch these."

She walked away. My heart was thumping out of my chest. I know I'm kinky and I bring these things on myself but at times like these I always question if I can do it, if I can somehow find the courage to do what she wants. Somehow, I managed. For the next hour or so my nipples were pinched and twisted rudely. I couldn't stop them, my hands were cuffed to my waist. I nearly dropped a tray of drinks because one particularly aggressive man almost pulled me into his lap by my protruding nipples. I couldn't get mad, I couldn't say no, Darla was watching me the whole time. She was smiling. She also had a look in her eye. I recognized that look, I see it in the mirror every time I'm in the middle of one of these wild things I do. It was turning her on to see me used like this.

I turned around and ran right into a man. I started to apologize and as I did, I looked up and saw who it was. It was the cute guy from the next block, the guy who I had been interested in for some time now. "Well, hello," he said with a sexy grin. "I'm Paul."

"I know," I said, stuttering, "I mean, yes, you are from my neighborhood, just down the street, I mean..." I was stammering. I couldn't believe it, this guy who I was actually interested in was seeing me, nipples out, cuffed, in public, like a common slut. I mean I realize I'm kinky, that I'm a slut in many circles, but I was actually interested in this guy, and not just in a kinky way. This was not the way I wanted to meet him.

"Really? A neighborhood girl eh?" He laughed. I would think I'd remember a woman like you."

I apologized profusely, "I...it's just a party...I didn't mean to be like this...it just got out of hand..." I choked out. It seemed he was gazing not only at me but into me.

"I see," he said with a grin, "so this is just your normal party fare?"

"Um, no, not really, it's hard to explain, I..." I said just as Darla approached. She pulled me away. I saw him laughing. It was clear who was in charge of me and he saw that too. Men still tugged at my nipples as she led me through the crowd. They'd started to pinch my ass too, and hard, they had me dancing on my heels each time I felt that sting.

"It's time for the contest, babe," she smiled. 

"So where are we going?" I said as she pushed me through the door to the kitchen area.

"Finishing touches," she said. She turned me towards a table and bent me over at the waist. "You had to know this hole was meant for something," she said with a laugh. I felt something cool on my anus. It was that icy/hot stuff she'd used on me the other day. Soon after I felt something probe my ass. She worked something into me, it was a butt plug, no doubt. She then took out her scissors again and made some cuts. 

I stood up, it felt a little weird, when I turned, something swished behind me. She stood there chuckling. I turned again but couldn't tell what it was. I couldn't reach back there, my hands were cuffed still. She laughed and came up to me. She reached behind me and pulled at something. I felt the plug jerk in me. It was a tail. It was a pony girl tail. She must've cut a line up the back of my skirt to accommodate the tail. "This is your costume, you are my pony girl," she said with pride as she led me back into the bar, protesting the whole time. I saw the looks of incredible shock on their faces as I walked past. I wanted to crawl into a hole. I saw Paul just shake his head as I passed. 




Jillian's Naked Mile Ch. 04



"Oh god," I thought, "he's got to think I'm the biggest slut ever." Right now, I was wondering if I was.

People were actually grabbing at my tail. Darla looked at me and said, "do not let that fall out and ruin my outfit for you," she warned. It wasn't like I could stop them, my hands were unable to push them away. She had to know it. 

"Ladies and gentlemen, it's time for the contest," said Jeff into the microphone. 

People lined up. I was put into the line by Darla. I saw cameras flashing at all of us. I was against three other women, the guys were to be judged separately. They moved the women to one side. I was the only woman with her tits showing, however. First, the men were to be judged. 

"Ok, we have these guys here, we need audience participation," urged Jeff. "The rules are, I, being the owner, will pick the winners, however, I can be influenced by audience reaction. The winner gets 100$ gift certificate to the bar and various other and sundry prizes," he said, oddly looking at me. 

The guy's winner turned out to be a guy wearing what looked to be a stripper/cowboy outfit. He was shirtless, had on a ten gallon hat, and was wearing those rip away type pants. He definitely was able to pull the outfit off, he was ripped and taut in all the right places. I think Jeff was also influenced by the roar from the ladies as he was introduced. Jeff handed him the envelope and leaned to say something in his ear. They both looked at me, I got that odd chilled feeling I know all too well now.

Next it was our turn. There was a lady godiva, also in a body stocking, but hers was flesh colored and had underwear obviously underneath. The French maid was in it and was clearly a guy favorite, she had large breasts that spilled nicely out of her costume. The third competitor was a woman dressed like Lil Bo Peep. She had the Sheppard crook, a wig of curly blonde hair and had the country skirt and leggings underneath. It was cute, but clearly not sexy, at least not to me. I was kind of wondering why they didn't choose Darla, her outfit was hot hot hot. But, she was clearly enjoying herself, she was gabbing with Jeff and Jon as the contest went on. 

For some reason the women had to earn theirs more. They made us parade around the bar. I could feel the tail swish as I walked. My nipples were sore and still on display. I kept my head down and averted the gazes of people. I just knew the women were shooting me daggers with their eyes. The men though, I knew, had a different look. We were near the bar when some guy reached out and grabbed my tail hard. I could feel it come out in a pop. The people who were near us just broke out laughing, by now it was obvious the tail wasn't just taped on, now they knew it had been inside me. I felt like I did in my dreams, I was stuck in the middle of this crowd, cuffed and vulnerable while they circled around laughing at me. I wanted to cry, run, anything to get out of there. Darla however, appeared right beside me. She had the plug in her hand. She whispered to me, "you'll be glad you had that enema," she chuckled lewdly. She led me to the corner of the bar, just around the edge of the end of the bar, only slightly out of sight of the main floor of the bar. There were still a dozen people or so jammed around, all eyes on me. 

Darla got that look in her eyes. "I told you not to lose that," she said sternly, loud enough for those around to hear. "Now, clean it off and lets get that back in," she snipped. She shoved it in my mouth, with no warning. Now I know what she meant about the enema. She made me clean it off with my mouth. Then, she bent me quickly over a barstool and shoved it back in me. I was looking right into the eyes of a guy on the next stool as she did it. He had a look of pity, mixed with delightful amusement. She stood me up and marched me past the dazed onlookers. She led me back to the contest area. 

Jeff boomed over the microphone. "Ok, you've seen what these ladies have, let's hear it for...Lil Bo Beep." There was a smattering of applause. She looked genuinely offended. "How about Lady Godiva?" This time there was more enthusiasm, she did have quite a nice body. "Ok, let's hear it for the French maid," he said as the crowd erupted. "Finally, um, Darla's pet," he said as the crowd again erupted. I couldn't tell by the applause but I was sure that the French maid won. I'd heard some snickering by the women as he called my name. "This is a close one," he said, smiling. I saw him talk closely with Jon. Darla had just left Jon's side. "And the winner is...Darla's pet!" he said while the crowd cheered. I heard some more jeering by the women but I saw a big smile on Darla's face. I was glad that I'd pleased her.

She was laughing as she approached. "That was great!" She said. "All those bitches were jealous," she giggled. She pushed me towards the corner of the bar. When we were semi alone she said quietly to me, "how are you feeling, are you turned on?" 

After all that shame and embarrassment I had to still had to say, "Yes, yes I am, very much so," I confided to her softly.

"I thought you might be. That was great, tail up your ass, tits basically out for fondling, ass barely covered. You really are good at this stuff, Jillian, you should be proud."

I didn't know how to respond. I was just glad it pleased her. "I saw you run into Paul," she smiled, "he looked like he wanted to jump you."

I just shook my head. "No, I think him seeing me like this pretty much ruined any chance I might have had. Still, this meant so much to you, I'm sure it's worth it."

She leaned in closer. "I think you underestimate your worth, Jillie," she snickered, then added, "I'm sure that a kinky girl like you could really go for some nice hard cock right now," she giggled.

"What about you?" I asked. I saw Jon and a couple guys really getting friendly with their hands on you," I said with a smile. "You look great when you are dancing," I said. "It's a shame they didn't have you in the contest, I think you are the best of anyone here," I said in all honesty.

"Wellll..." she said with a grin. "I worked something else out instead," she said, stifling a laugh. We sat at the bar for awhile. I had to sit carefully because of the tail. I purposely sat on part of it to keep someone from pulling it out again. We had drinks flying our way, guys were pulling out their wallets left and right for both of us. I love a good buzz when I'm horny, it just heightens everything for me. It also relaxes me when I need relaxing. It had been very nerve wracking being displayed like that, the alcohol started to dull the anxiousness, now I was just left with the horniness.

Jon came up behind Darla and started nuzzling in her ear. She was laughing and playing along. She'd uncuffed me while we drank but now she leaned back over and clipped my hands back to my waist. She saw my look of concern. "Don't worry, dear, you'll enjoy it more this way," she said.

"Enjoy what"?

She whispered in my ear. "Remember when we came in how Jon let us in without paying?"

"Yes"? I said, concern growing.

"Well, I told him you'd make it up to him later. Later is now," she said without a hint of worry. "So, I offered you to him."

"You what?!" I asked in panic.

"What is your favorite thing in the whole world? Well, top favorites, what are they?"

"What? My what? I don't know," I whined, too distracted to think.

"I'll tell you what they are," she said evenly. "You love being cuffed and...oh look, you are cuffed. You love nipple play and oh....your nipples are out and free to be played with, and..." she said, her mouth right in my ear, her hot breath sending a tingle through me, "you love giving head. Am I right?"

I put my face down in embarrassment, my face on fire. "Yesssss," I squeaked.

"I thought so, so enough of this whining, I made a deal with him and I would be much disappointed if you backed out on me. So, Jon is going to take you out back, as you are, and you are going to suck him off in the back parking lot, understood?" 

I stifled a gasp, "Yes, ma'am," I said quietly. "Can I ask one thing though?" I begged. She nodded. "Can you cuff my hands behind me, I...um...think it's hotter for me that way." She just shook her head and grinned but accommodated me. 

Jon took me by my arm and let me through the kitchen. I saw the busboy and the cook eyeing me the entire time out the door.

Jon spun me around once the back door slammed. He kissed me deeply, I couldn't resist with my hands now locked behind me His tongue snaked in my mouth while his hands cupped my tits. He pulled them further out of the hole that Darla had cut. I heard the rip of material. Now, my boobs were just resting on top of the corset. He twisted my nipples roughly and I responded, as I always do. I started to grind into him. He put his hands on my shoulders and guided me to my knees. He had to unbuckle his pants for me. He took out his cock. It was somewhat short but thick, kind of like he was. I took him in my mouth. For some reason this turns me on the most when I'm giving head, to be cuffed and helpless to use anything but my mouth to please. I felt his warmth, his excitement. He was rock hard. I licked his shaft, his balls before engulfing him again. 

He was starting to rock into me, forming his own rhythm when I heard a scuffling sound. I glanced to the right. At the corner of the bar there was a guy standing there, watching. I'm not sure if he was a bar patron or just some bum hanging out back there. But there I was on my knees on cold, wet cement, tits hanging out, sucking a guy I'd just met in the back of this bar when it hit me. On the night of my naked walk, from this very bar. I'd walked past this very spot, cuffed and naked, and I remember wondering what would've happened if someone had caught me back there. What would they do to me? I laughed when I thought, "Well, probably something like this." The guy never moved while I fellated Jon. Jon took to grunting then grabbed my head and face fucked me the final way home. He spasmed and shot his cum deep in my throat, I was helpless to slow him down or take him slower. He filled me up. I choked on it as he pulled out.

"Sorry," he said, with an apologetic look on his face.

"It's ok," I laughed, "it's happened before." I saw the onlooker dart around the corner as Jon stood me up. 

He remembered something. "Oh yeah," he said as he pulled out thin tipped marker. He wrote something on my exposed tit before I could react. It was his name and phone number. "Darla said to sign your tit, and leave my number, in case I want your pussy at some later date," he said without embarrassment. I blushed and looked away. He led me back inside. The workers snickered as I passed, there was some cum dripping from my chin.

He pushed me back into the bar and disappeared into the crowd. I sat down next to Darla. She just smiled. The men around could see cum on me, how could they not? 

"Let me clean you up dear," she said grabbing her napkin. But instead of using it on me she suddenly covered my chin and bottom lip with her mouth and made a loud slurp. She swirled her tongue around her lips. The guys around us loved that. "I told you that cum doesn't bother me," she said slyly. The looks the men gave me reminded that my tits were completely out now. Darla just shook her head. "Men, not very subtle creatures." She led me to the bathroom. She removed my cuffs, my corset and then cut the body stocking off at the navel. She then put the corset back on, then the cuffs. "That's better, at least it's more natural looking," she said, satisfied with her handiwork. 

My tits and everything above was exposed now, though it really wasn't much less revealing than before. She paraded me back out, she playfully tugged at my tail in front of everyone. They laughed while I blushed. No sooner than Darla had a seat when the cowboy stripper guy came up to her. She nodded me away while they chatted. I felt like every eye in the bar was on me, the slut with the tail hanging out of her ass and her tits out for pleasure. Some of the men were admiring the tit with the guy's signature and phone number written on it. It was starting to get around the bar what was happening, I could tell by the expressions. Darla had a short conversation with the guy before nodding me back over. "I promised Jeff that one of the prizes for winning would be the use of your mouth. Ray here, has come to collect," she giggled.

I sighed. I found myself being led out behind the bar again. The workers just laughed out loud at me as I passed. Then, I was on my knees again, this time sucking on a much longer, thinner dick. Ray was more verbal. "Yeah baby, suck that dick, you like sucking dick? I'd say you do, look at you," he groaned as he pumped in and out of me. I wanted him to play with my tits while I did it, they were dying for attention, I actually was wishing for the pinching again. He was too into what I was doing to his cock. 

"Yeah baby, suck that dick, oh god, you are fucking hot, you are making me want to blow my load in your fucking slut mouth," he gasped.

I pulled my mouth off of him. "Do it, cum in my mouth," I urged, "Just fill my slut mouth with your fucking cum," I panted. I again noticed my onlooker, he was back, his head was peeking around the corner this time. I wondered what he thought. Probably just, "Oh, that same woman is out sucking another cock, what a fucking slut." I knew he'd be right, it doesn't get much sluttier than this. Ray was more youthful than Jon and as a result I took a bigger blast of cum from him. Much of it leaked out of my mouth around his cock and dripped down on my chest and tits. He looked down at me. "Damn girl, you can really suck some cock. I'll admit, I wanted that fine ass, but I guess that'll have to be next time," he said. He produced that same pen. He wrote on the other tit. "Next time I want that pussy," he growled. He didn't even help me up, the bastard, he barely even held the back door open to let me in. He was gone into the bar before I even got the door closed behind me. The two guys in the kitchen just nudged each other as the cum covered slut walked past them. Sometimes it feels just like that, like I've left my body and am watching some other slut do these things, this was one of those times.

I backed my way through the door back into the bar. Darla was in Jeff's arms, they were dancing right next to the bar. They were whispering in each other's ear, he had his hands on her leather clad ass. She saw me enter. "Oh my," she said, looking at the mess on my chest. She dabbed it off of me in front of dozens of wide eyed onlookers. It was public knowledge now, "Darla's pet" was out back pleasing guys with her mouth. Guys started buzzing around us, and Darla in particular. They obviously knew who was in control. I saw her patiently talk to many of them. I had to stand there with my tits out, signed and all. Guys would come up and admire the writing and smile lewdly at me. Then they'd go approach Darla. I wondered how many of them I'd have to service. I've sucked off a few guys in my day. In college in particular I had sorority/frat mixers where I'd sucked off and or fucked 3 different guys in a night. Surely she wasn't going to make me suck off the whole bar. I saw Darla look at me and smile. It's as if she can see into my brain.

She crooked her finger for me to approach. "My my you certainly have become the popular one," she laughed. "So many of these guys want that special treatment you've been giving," she said, loud enough for anyone to hear. The alcohol had successfully calmed me to this point and the rush I was feeling in my pussy was medicating my fear. I didn't know how long it would last, however. I saw Paul at the end of the bar. He had a serious look, like he was studying me. I looked away. He approached anyway.

"Soooo....he said jokingly, "this is all just in fun? This isn't your usual Sunday night? You aren't a slut in real life you just play one on Halloween?' He said, though somewhat sympathetically.

I wanted to cry and scream at him that no, I wasn't like this, I was a good girl, he'd like me...but I couldn't.

I looked back up into his dreamy steely blue eyes and said, "I guess it has become my usual Sunday night," I shrugged, "and guess you could say the slut thing isn't a game, it's what I am," I said as I walked away, defeated. 

Jeff had Darla pulled close, he was kissing on her neck. I could see that she was flushed. She pulled away when she saw me. "There you are, don't walk away from me like that, with what you are wearing and what has been going on tonight I don't think it's safe," she giggled. "Ok, Jeff is fucking worked up, I mean worked up." She said. I can barely keep his hands off me. His dick is hard and huge, I can feel it every time he presses into me."

"Why do you want him to keep his hands off you?" I asked.

"Because," she laughed, "I'm saving him for you."

"Why?"

"Because it's what you crave, you little cock sucking minx." I could feel my cheeks start to redden again. "Listen, you won the contest fair and square, I' m not saying you didn't, however, to make sure you did, I promised him your mouth to make sure he made the right choice."

"I thought so," I said, I remembered the way they were looking at me and talking before. "Fine," I shrugged. "If I have to." I was getting sassy, though I really don't know why, my pussy told me how much I wanted it. Darla stepped right up to me and slapped me hard across the face. I could see it coming but I couldn't stop it because of the cuffs.

I backed away in shock. "Don't get an attitude with me, missy," she scolded. "Are you, or are you not a cheap cock sucking minx"? She demanded loudly, in front of everyone. I swear the place went silent. I started to tear up, my face was stinging, even though it had been more of an attention slap than an angry one.

"Tell me, what are you?" She demanded again. She leaned in close to me and whispered, "you are embarrassing me."

I couldn't move, I couldn't speak, the crowd was staring at me. 

"What are you?" She asked again.

"Fine," she snipped. "I'll let you go then, I'll give you your keys, I'll even let you wear my coat home, but we're done. Maybe I was wrong about you." 

I watched her march towards the coats. "I'm a cock sucking slut!" I heard the words come out loudly before I even realized I'd said them.

She turned, with a sly smile. "What?"

"I'm a cheap, easy, cock sucking slut that loves guys filling her slut mouth up with cum," I said while the guys round me who heard, cheered. 

My knees got weak. She walked past me. "That's better, Jeff had better still be hard as a fucking rock though," she growled, "if he isn't I might just cuff you to the bar and leave you to everyone else." 

She pushed me towards him. He took me by my nipples and pulled me around the bar. Instead of taking me outside he pushed me behind the bar. I was on my knees in a flash. His cock was already out. She was right, he was fucking hard and huge. I saw a dozen or so spectators heads looking on with interest over the bar. I got to work. It was so wrong but my head was humming. I wasn't sure if it was the alcohol, the slap from Darla or the whole crazy situation, but it was like an out of body experience. I had everything I'd ever wanted. I was cuffed, my tits were out, I had a big hard cock in my mouth and I had people watching me do it all. I found that I could reach my pussy even with my hands cuffed. I rubbed myself frantically through the sheer material while I sucked him. I heard voices urging me on. I was lost in a heavenly fog, I didn't feel the embarrassment, nor the hard floor scratching me knees. I just felt the excitement, that incredible glow. I wanted his cum in me, like I never wanted anything before. It was like a swirling carnival in my brain, the voices urging me on, his grunting, my own slurping noises. Finally, he yelled out that he was cumming in the slut's mouth and I inhaled his dick to damned near the hilt. I rarely deep throat, but I wanted this guy's cum so deep in me that I didn't want to lose a drop....and he filled me. The crowd hooted with glee watching him pump this slut's mouth up with his cum. He pulled out of me with a victorious pop. I burped. The crowd laughed. Jeff staggered back, and pulled up his pants. 




Jillian's Naked Mile Ch. 04



He leaned over to his bar microphone. He leaned into it and said, "and that folks is why she's the winner of the contest." Everyone cheered, even the women that were left. He started to sign my tits but he said, "fuck it, you know where I work." 

I stood up and Darla uncuffed me. She had a funny look in her eyes. I recognized that look again, it was lust. With little fanfare she marched me towards the door. Before she opened the door she bent me over the table we'd first seen when we entered. She pulled the butt plug out of me and tossed it into the roaring crowd, like she was throwing the garter at a wedding. Some guy caught it and took a big sniff of it while everyone laughed and I turned red. She pulled me out the door. We got in the car.

"That, was fucking amazing," she gushed. 

"I know...god, I know," I said, as I started to replay it all.

"I mean his cock, the way you were taking it..." she continued, "it was like you were dying and that was your last meal."

"You were right, his cock was awesome," I sighed. "I was kind of hoping you'd let him stick in it me, my pussy, wherever he wanted that beautiful thing."

"Oh, I'm sure there will always be another chance, " she giggled, now drive," she urged.

I started to pull out when I saw the guy who'd been watching me suck Jon and Ray off. Darla saw me looking. "Who is that?" I told her about what happened. She said, "Stop the car."

"What?"

"Stop the car," she urged. I no longer dared to question her. She had her window down. "Sir, sir"? she called out. He looked over towards us. He turned away. "Sir, sir?" she called again, "is this the slut you were watching suck guys off in the back of the bar?" He turned to look, he saw me, he was approaching. 

"Yep," he said with a drunken smile. I still couldn't tell if he was a bum or just a drunker partier. 

"Get out of the car," she demanded. I did as she said. Darla brought me around to the hood of the car. "This slut would like to repay you for watching her perform her services."

"Oh yeah?" he said suspiciously. "I don't have any money."

"You don't need money, the slut will be happy to do it," she barked. "Go ahead feel her up, her tits are out and ready for you."

He wasted no time, his rough hands were pulling on my nipples. I felt the jolt go through me. He started to feel my pussy through the body stocking. Darla was grinning as she watched me start to buck against his hand, she was obviously getting turned on too. 

"Pull out your dick," she panted. He did so. She started to jack his cock up and down while his hands played with my tits and pussy. "Yeah, you like that, you like that?" she said through gritted teeth.

"Oh yeah baby, oh yeah," the man grunted in appreciation. His finger found the hole in the back of the body stocking. I felt it slide inside the material. "Go ahead," Darla urged, "rip that shit, we don't need that, feel that hot pussy."

The man obliged and I hear the tearing before I felt his long slender finger enter me. Darla was jacking him steadily. He started moaning, he got two fingers into me, I was bucking wildly, the whole night was running through my head. Just as I started feeling an orgasm build I saw the man sputter and start to shoot all over hood of my car. Darla continued to jack the last drops out of him. The man just stumbled back. "Wow, thanks," he said before bolting into the night.

Darla looked at me, there was some cum on her hand. She made me lick it off her. "We need to go, now," she panted lustily. I had to agree. We made it to her house and were already stripping each other as we were hustling up the steps, we left clothes behind us all the way to the bedroom. 

She pinned me down on the bed by my hands. She kissed me all over. Softly, slowly. It seemed so long since I'd been with a woman. I'd forgotten the softness, the taste, the scent. She concentrated on my nipples, her mouth teased and tugged and sucked on my nipples like they were candy. I groaned in appreciation. Her fingers found my slick pussy and she expertly rubbed beside my clit slowly. She circled around it and teased me, and built me up. 

I wanted to repay her so I pushed my way up. I returned the favor. Everything she did to me, I did to her. I gently nibbled at her exquisite nipples, I teased and licked down her body. I played with her pussy and her clit like she'd done to me. Finally, she was moaning and panting and I slid my mouth down her stomach. I stopped to tease her belly button before sliding down to her pussy. She was hot, she was wet, the aroma was intoxicating. I put my tongue on her clit and her hips jumped. She was so fucking hot already. I teased her with my tongue, slowly circling the clit. I'd lick around it then back off and lick her wet lips. I'd feel her arch her back and try to pull me in and then I'd return to her clit and give her a few more licks. I easily slid my fingers inside her. I finger fucked her while I covered my face with her wetness. She was bucking frantically now, it was time. I went to her clit with passion now, I teased it furiously with my tongue. I bounced it off my tongue with gusto. She responded. Her hands were guiding my head, she was holding on for dear life. Finally, I saw her stomach shiver and her legs start to tremble. I sucked her clit in, hard. The floodgates opened. She came and came hard on my face. I didn't let up until the wave subsided. I slowly backed down, licking her gently and slowly all the while. She finally lifted my head up. My face was slick with her juices. 

"That...was incredible," she moaned.

"I know," I said with a smile.

She turned me over, put me on my back. She resumed kissing me all over. She licked me like a virtuoso. She had me screaming when I came. I clawed at her shoulders. Later she showed me the red marks, I was embarrassed, I didn't even remember doing it. We laid together for awhile, kissing and cuddling.

She held me close and said, "I know it's not like having nice hard cocks in you though. I know that feeling as well, you don't know how difficult it was to let Jeff have you...I wanted him in me."

"It's ok, that was incredible, I can always have cock later," I cooed into her ear.

"Yes, yes you can," she said somewhat curiously. 

I got up to use the bathroom, when I returned, Darla had on just her bra and panties. It was a beautiful matching set in red, she looked great in red, it set off her hair so well. She was holding the cuffs. She saw the look in my eye.

"If you are done, just let me know..." she said knowingly. She knew I wasn't.

I willingly put my hands out. She put one cuff on my right wrist. I didn't say a word, I had no idea what she was up to but I was game nonetheless. She marched me out the back door of her house. I remember thinking that she was going to make me walk home again that way. Instead she marched me toward the fence separating her yard from Bob's. Through the bushes I heard their voices. As we got closer I could see it was Bob, Josh, and two other guys, as far as I could tell. She saw the look of panic in my eyes as she opened the gate to his yard and pushed me through. She slid my one cuff through the gate. Bob and Josh came rolling around the corner. Darla tossed Bob the key.

"Oh my god, Darla," I said in panic, there are at least four of them, I don't think I can take them all on."

I watched her cuff the other manacle to her own wrist, binding us both to the gate and to our sexy fates. She said, "I don't think you'll have to." I just remember her smiling and winking at me as her underwear was ripped from her body.

{End of part four of Jillian's naked mile}



Jillian's Naked Mile



All sorts of thoughts ran through my head. I had some fear invade my thoughts for the first time. What if? What if? I arrived at the pub so quickly that I didn't really have time to think those thoughts all the way through. It was no use anyway, I was committed. All these months of my games had led to this anyway, this type of night was inevitable. I looked at the line of cars parked at the bar. It was far more crowded than I'd figured. I saw a tall guy getting out of a red pickup and head in. I recognized him as Josh, he was a friend of my next door neighbor, Bob's. He was a frequent visitor to his barbeques.

I walked in uneasily. It was loud, smoky and full. Men noticed me right away. I was the tart in the revealing dress. My were boobs hanging out invitingly and there was more than a hint of backside than one could reasonably expect in a bar like that. I glanced at the pool table. It was packed, as I'd planned. Now though, I was starting to regret my decision to put it there. It's one thing to plan it with the heat of the thoughts overwhelming you, it's another to have to do it, in the cold light of a barroom. 

Suddenly, a man appeared on my right and offered to buy me a drink. It was Josh. I smiled to myself that he worked that quickly. I eagerly accepted. He'd seen me across the fence numerous times, though never like this. I knew I'd need some liquid encouragement, for sure. I downed it while making small talk with him. He was clearly only interested in my chest, as he never looked me in the eye once. All the while I was planning how in the world I could get on the floor with all those people around and grope for the key. The first thought was to just do it. After my second drink, to just walk over, nudge someone aside. Just get on my knees and do it, and walk out. I figured that maybe the shock alone would stun them long enough. Luckily, I came up with a better idea. Josh had noticed my lack of attention to him and excused himself to walk over to the pool table area. I cursed myself under my breath for not at least flirting him up for the other drink. Any other night, in my current state of horniness, I'd have no doubt allowed him to see everything he'd been ogling and let him stick his hard cock in me out in the parking lot. I was that horny. I was going to get off soon but I needed to focus. I still needed to get that second drink, though, and time was a factor. One, Greg clearly had his usual schedule, I did not want to mess that up. Two, the two Sams were at her parents, as usual for a sunday, but always arrived home at about 10pm. So, I had to do it all before time constraints limited me.

I was starting to get frantic for that second drink. I almost cheated and ordered one for myself when I remember I'd left everything in the car, for that very purpose. I decided to be more outward about my flirting and I turned to a lonely man at the bar and gave him a good show of my cleavage while talking to him. Finally, he got the hint and bought me the drink. I barely had time to thank him before I finished the drink, slammed in on the bar and walked over to the pool table area towards Josh. 

I could feel the eyes on me as I moved, it was intoxicating, yet nerve wracking. I put some change on the table, indicating my desire to play. I was well down the stacks of quarters, I knew I wasn't going to wait to actually play. I used it as an excuse to get in close. It was between games and I purposely starting chatting up Josh who was still clearly interested in what I was (wasn't) wearing. Since he was tall he could look directly down my dress. He was getting a spectacular show. I used his advances to begin my act. They were just about to rack the balls and break for the next game when I started my 'bit'. I frantically called out for no one to move, I'd dropped a contact lens. This led to several guys dropping to the floor on their hands and knees in search. I joined them. I knew what this would mean, I'd planned it, and I only wished I'd had the guts to look back to see their faces. But, there I was, on my knees, my skirt had to be halfway up my ass, at least. I could feel it in the air. My french cut panties had to be showing. I had to act like I didn't, but I knew they were looking, all of them. I could feel Josh, on his knees, behind me. He had to have the best look, from just a foot or two away from my exposed cheeks. I feigned for the men to look elsewhere while I looked under the table. I used that opportunity to peel the key away from it's hiding place. It was only then I dared a glance behind me, from under the table. Guys were elbowing each other in the ribs. I could hear them say things under their breath. I was tingling by now. I stood up abruptly, saying I'd found the lens. I pretended to put it back in my eye. I thanked the men for helping and I walked back into the main part of the bar. I saw the disappointment in Josh's face when I started to walk away. I then slipped quickly out the door. Part one was accomplished.

I stood out at my car with a smile. I knew I was crazy, I knew this game was going to be out of control nuts but I couldn't help myself, I was giddy now. My pussy felt like it was fluttering. This had only been the easy part. I was about to seal my fate for good for the night. I'd parked way back, behind the bar, where only employees park. I took my bag of goodies out and got right to work. First, I took off the dress and the panties. I was going to shove them in the bag when I had another spontaneous nasty thought. I figured, why not. I took the dress and the panties and walked to the corner of the bar, nude. I glanced around the corner, the coast was clear. I ran over to the red pickup truck and quickly tossed the dress into Josh's open window. As an afterthought, I hung my panties from his antenna. I ran back to my car. NOW I was going to have to hurry. I quickly put the ankle cuffs on. I opened the driver's side window just a smidgeon. I locked the car doors and removed the remote from the ring (my car won't lock all the doors from the inside.) Then, with reluctance, I put my handcuffs on. I briefly hesitated, before I clicked them shut behind me. I had a moment of panic. I actually pushed the remote to open the doors again. I got back inside the car. I was breathing heavily now. My ankles were still cuffed, I was still naked, and the handcuffs were still cuffed to one wrist. It was now or never. If I waited any longer my plans could be ruined. I could always do it another night. My pussy was on fire. I thought, fuck it, I got out of the car this time without hesitation. I locked the doors, slipped the remote into the car through the crack I'd left in the window and put the handcuffs behind my back and clicked them. That was that. I was now cuffed and naked with only my plans, wicked as they were, able to get me home safely.

I wasn't completely crazy (well, that's subjective). I'd actually planned it better than just being bound and naked and making myself walk in front of everyone on the street. There actually is a path from the alley behind the bar which leads to a park. I had to take this path to the park, go through the park, which led to my street, a half dozen blocks from my house. I began my walk. Almost immediately I regretted adding the cable which attached the leg cuffs. It was hard enough to walk with the high heels, adding the limited range of motion made it hard, very hard indeed. I could only shuffle, and even then, I nearly tripped every other step until I sort of got used to it. I didn't want to fall, I couldn't brace myself, my hands were behind me. I really hadn't thought that part out well enough. I should've cuffed them in front of me, at least for now. It was quiet enough in the alley and then the path. I really didn't know what I'd do if there was a drunk or bum hanging out back there. I shuddered at the thought, though strangely, it heated my pussy up another level. Fleeting thoughts would flash in my brain that maybe I wanted that, maybe I should come back someday when there are guys back there, that sort of thing. I was wondering why this stuff drives me crazy like this. I had enough troubles to worry about on this night, however, and my focus came back. 

I was at the park now. I had to cross a reasonably busy street to get to it. I waited for the opportunity. As cars passed I kept thinking of my running clock, I couldn't wait long but I also couldn't just rush out with dozens of cars going by. Finally I saw an opening. I dashed/shuffled/jumped the best I could across the street. I wasn't quite to the treeline when I heard a car horn. I'd been seen. I hustled into the brush, and scraped myself on some branches. I crouched there, panting heavily. I waited. There was no one following. I gingerly extracted myself from the bushes and resumed my shuffling gait. I had a few hundred yards in the park then I exited it on my street. I still had blocks and blocks to go.

I began shuffling again. I stayed on the sidewalk. The streetlights weren't frequent and were placed at intervals between houses, not directly at them. I passed a house where I knew a cute guy lived. I'd walked past this house many times, hoping to get his attention. He was a pilot of some kind, and totally ripped. I'd have included him in my plans somehow, if I knew anything about him or his schedule, alas, I knew that would have to wait for another night. I more than secretly wished he was looking out his window then. I thought I saw him through his blinds. I ducked down. Maybe he'd notice me, my tits bouncing with my unsteady gait. I walked back in the other direction. I was under the street light now. God , I was horny, I couldn't believe I was messing with my detailed plan like this in trying to get myself fucked. I sauntered back toward the right direction, my sexy ass naked to the wind. I didn't see any movement. I tried again, down and back. It was no good. I had to move on. The hum in my pussy was growing. I resolved that I would absolutely punish it later, because of all of this teasing and abstaining.

A few cars passed and I ducked out of the way in plenty of time as they did. I got across the last cross street to my block but still had to wait what I considered too long. I could see Greg's house. I was exhausted from all the effort of the walk. I made a note to never try the hobbling effect again. I still had some physical activity left. I hoped I had enough strength.

I made it to Greg's. I figured it was after his dinner time, and hoped that it was still before his den time. As I approached I could see that his den light was dark. I shuffled along the fence line. His dog Sally approached.

I thought, "Fuck, what's she doing in the backyard?" I had to shush her from making too much noise. I was on the other side of the fence and my hands were behind me, it made that difficult. Still, I had wanted it hard and it certainly was. The plan was this: I left the two envelopes of pictures hidden. I'd drop off the first ones, the revealing but milder ones on his front porch. I'd ring the doorbell then shuffle the hell out of there to the backyard. Then, I had to hope he jerks off to them. While he was doing that I had to drop the second envelope on the front walk, the one he'll have to go on when he takes Sally for her walk. Then, I had to go back to the backyard and get the key and keep an eye on Greg's progress, so to speak. I had to hurry and get the ankle cuffs off, then race to the front where the pictures were and scoop them up before he finds them and sees me like that. Oh, I'm embarrassed to admit but in the car, on my way to the bar I was thinking how that the pictures alone wouldn't be embarrassing enough. So, I wrote a note and I included it among the racy pictures in envelope B. It was written like a coupon. It said, "This entitles the bearer to choose one of the pictures and have me in the manner of said picture" Then I wrote in parentheses, "You won't have to jerk off next time." I even left my email. Greg would be able to choose which position he wanted me in, cuffed and naked. Now that would be humiliating. He was in his 40's pudgy and balding, and by the looks of it, hadn't had a woman in years...if ever. I think that satisfied my desire for it to be risky and embarrassing if caught.

There was a pressing problem though, the time. I had taken too long at the bar, was kept too long waiting for traffic, then delayed myself with my slow back and forth walk for the cute neighbor. 

I crept along the fence line. I found the packet I left by the fence. I opened it and took out the first envelope of pictures I'd taken of me. These were the sexy but safer ones. I made sure this was the right group of photos, I didn't want to make that mistake. Because of the time pressure, I had to make it go quicker. I figured I had but a half hour or less to get to Sam's and wash his car. I took the pictures out of both of the envelopes and laid them carefully in two piles. I wanted him to have at least one really sexy one in order to 'guarantee' him jerking off quickly to it. It was a struggle with my hands behind me but I managed it. I took a random one from the X rated pile and put it with the safer ones. I didn't have time nor the inclination to put them back in the envelopes, I had to hurry. I took the safer pictures and I shuffled quickly back to his front gate with them. I managed to get the gate open by backing up to it, I knew I'd better leave it open for my quick retreat. I hopped up to his front door. I dropped the pictures and rang his doorbell. I scurried like mad around the side of his house, through the gate to his backyard. This was where the ankle cuff key was. I heard the door open, a momentary silence, then the door shut again. I had the urge to go back and see if the pictures were still there but there was no need, the light went on in the den. I was on my knees facing his window. His den was in the basement, it was one of those bi- level houses. I knew he couldn't see me, it was pitch black behind me and his den was illuminated only by a desk lamp. I saw him fan out the pictures, a smile came across his face. 

Suddenly, Sally came from around the corner and knocked me over. I couldn't stop her without my hands. She was all over me, nosing me, licking at me. 

I thought, "Fuck, why is she outside?"

I had to placate her though, I didn't want Greg to notice. I did my best to comfort her but with my hands behind me my pats at her head made access to my behind too inviting. I almost ruined my whole plan right there and nearly screamed when I felt her cold nose press hard on my ass. The more I fought her, the more she wriggled. I looked in the window and saw Greg with his dick out, it was hard, he was stroking it. I knew I had to hurry and Sally was all over me. I'd buried the key next to the birdhouse, right outside his den window, purposely. I began to dig for it. I spend half the time digging, half the time pushing her away from my privates. I was so wet now, I'm sure Sally surely noticed it too. I dug furiously for the key while fighting Sally off. I could only laugh at how this had to look, me, naked and cuffed peering in a window with a guy jerking off and a dog's nose in my business. I finally got the key. Greg was working his hand more feverishly, I noticed he'd put one picture separate from the others. I knew which type. I rolled over onto my side, this limited Sally's intrusions. It was still no easy task but I managed to get the key in the lock. My face was just feet from the window now as I watched Greg shoot his cum all over his stomach to my pictures. I don't know why but at that moment I could feel my pussy get extra creamy. I had it, the key was open! I tossed the ankle cuffs over the fence for retrieval later, I kind of liked them for this type of play.

I locked the back gate on Sally and I raced to the front less encumbered than before, though I still had the heels on. I bent down to pick up the risky pictures. It was then I cursed my choice of not using the envelope. I tried picking them up by kneeling down and bending back but I kept dropping some, remember, I still had to carry my house key in my hand the whole time. I certainly didn't want to drop that. Sally saw me struggling and started barking madly. This no doubt is what brought Greg to the door. I saw the light come on, I made one last stab for the pictures, I got them....then dropped one or two...I think. The door was opening. I raced out the front gate and into the darkness. I found a dark patch of trees and huddled there gasping and chuckling to myself. 

"Ok, so I dropped a picture or two," I thought, "what the hell, he already saw me in the other bondage one." I couldn't see anyone follow me and I saw his light go off again in the distance. Now I really had to rush. I eschewed the safer, darker route and walked across the street and down the sidewalk towards Sam's house. No one appeared to be out or in their windows anyway. I made it to his driveway. His prized car was under its safe car blanket. I quickly peeled it off. I went to the old stack of two by fours and such which lined the outer part of his driveway, they were always remodeling something over there. Behind the back one I pulled out what I needed, my netbook and a bucket of soapy water. I reached in for my prize. 

"Shit, it's ice fucking cold!" I muttered to myself. At the bottom, I'd left the handcuff key. This time I easily managed the cuffs and I had them off. I left them cuffed to one wrist, no way was I giving these up. I quickly set up the netbook with the built in webcam. I had it set up on the concrete wall, about waist high. Once I was ready I turned on the webcam and pushed record. 

I looked directly into the camera, bent over, my tits hanging down gloriously for him and I said, "would it look something like this?" I smiled, recalling what he'd said about me before. I took sponge out of the icy water and splashed it on my tits. I gasped at its frigidness but I tried not to let on. I then rubbed my tits all over the hood. I was careful not to use my hands on the car, only for the sponge. I repeated this all over the car. I even used my tits on his tires...the grazing across the rubber drove my already sensitive and now rock hard nipples crazy. I made sure I mugged for the camera throughout and repositioned it when necessary. I still had to be fast though. Then, I got the garden hose and rinsed it off, all the while playing suggestively with the hose as I did. I rubbed it into my pussy lustily, I even pretended like I was licking it like a cock. I finally doused my whole body with water, the chill invigorated me but did nothing to cool the flames building in me.

I thought of drying it off with one of his precious microfiber towels but I thought, "Fuck it, he's not paying me for this." I shut off the webcam. Then, I got on my aol account and sent the video to his email, also at aol. It was part of my plan. I could always unsend it, aol allows it when you send mail between its members. However, I'd need to get to either the netbook or my home pc before Sam comes home and opens his email or else I get the humiliation of him having that video forever, and what it might mean. I shuddered.

I hung up the garden hose and dug up the next key I needed, right under their flower pot. It was the key to our group mailboxes, the whole block's were in a group, on a post, just steps down the street from Sam. I hustled to the boxes, no longer encumbered by either set of cuffs. I opened the mailbox and slid the netbook in, it's slender, and the mailboxes are tall, tall enough for business sized envelopes. I took a deep breath and committed myself once more. I placed the key to the mailbox in with the netbook, my only spare key was at Bob's, my last task. Then, I put in my house key and closed it shut. Finally, laid the handcuff key on the ground behind the boxes, I had to be able to get them off to open the mailbox later. I now had to complete my last task before Sam got home. That could be minutes from now, though he might not go right to his email. Knowing that he's a hard charging salesman type and all, I was pretty sure it would be the first thing he did. 




Jillian's Naked Mile



I started to cross the street when I got another surprise, it was Greg walking Sally. Oh fuck, how did I not think of that, of course he comes in this direction, I always give him a good titty show when he passes. He was headed towards my house, and Bob's of course, being next to mine. I had to cower in the bushes and watch him pass.

"Fuck, how long is this going to hold me back now," I fretted. I watched as he passed Bob's house, then approached mine. He lingered in front of my house, he let Sally smell all my pretty flowers on the way. I knew what he was wanting, another show. I couldn't give it to him now, I waited. Finally, reluctantly, he kept moving. He hit the end of the street and circled back. I waited breathlessly until he passed out of sight. Then, I raced across the street, nearly breaking the heel on my shoe in the meantime. I made it to Bob's fence and I crept along the edge, I was in my yard, so close to safety it was tantalizing. I couldn't get in, however, without tripping my alarm and having the police show up to arrest the naked girl in the lawn. I had to complete the task, get the other mailbox key, go back, get the netbook and the housekey and get home. When I got to the backyard I nearly blanched. Bob was there all right, but so was his friend Josh, from the bar! They were watching the tv he puts outside.

Then I remembered, "Fuck, that's right, it's not Saturday night like I'd wanted to do it on, it's Sunday night, and there's a Sunday night NFL game on, fuck fuck fuck" I cursed. I got my cellphone from the hiding place by the fence. It was supposed to help me with a distraction, now, it didn't seem likely that would work. I had my plan. The key to the mailbox I'd thrown in his pool. It was the above ground type. He'd invited me to swim in it whenever I wanted. I'd figured that I'd distract him with a call, tell him my car was dead a couple blocks up, to get him out of the backyard. I'd chat him up for a moment, tell him to hold on. I'd then jump in the pool, retrieve the key, get out quickly, get back on the phone, tell him I got the car started so never mind. Then I'd race back to the mailboxes. I have to be honest here. I knew I'd be plenty horny. I had no idea I'd be this horny though, I needed cock and I needed it badly. But, I figured that...you know what...if he catches me and I'm this horny...well....I had pretty much figured this task was about 50-50, half the time I'll make it, half the time he'll catch me and fuck my pussy raw. Either way, I figured it was win-win. Now though, the other man made the phone call distraction near impossible. I was beside myself. Ok, so I've admitted I wouldn't mind Bob catching me, I did not want Greg to, and most certainly not Sam. I was frantic.

Then, I had an idea. I skirted along the back fence two doors down, to Darla's. I knocked on her back door. She opened it with a big smile, seeing me dripping and naked.

"My, you've certainly had a most interesting night so far, from what I could see anyway, " she giggled.

"Darla, I know, and I'm sorry I can't talk, I'm in such a big hurry..." I panted between rushed breaths.

"Why? you are safe now," she said, eyebrow raised.

"Yes...no....soft of," I said haltingly. "I have to do something, and I have to do it fast or..."

"Or what, dearie"? she said with a sly smile.

"Or, well, I'm really going to have to do something or let something happen that I really don't want to."

"But, isn't that what you really desire for yourself? Isn't that why you do those things"?

"Yes, no, kind of," I said, confused by my own hesitance.

"You put yourself in these positions on purpose, you give up control, purposely, no?"

"Well, yes, I love not having total control, the risk, the danger, the exitement," I started to gush, "But I'm afraid that I might have gone too far this time, I really don't want to do some of the things I'd planned if it went wrong."

"So don't," she said concisely.

"You don't understand, they haven't happened yet, but will, if I don't do what I need to in the next, hell, ten minutes or so." 

I could see her confusion, I quickly, and I mean quickly laid it all out for her, the keys the mailbox, Sam, Greg, and now Bob.

"Oh my, you have been busier than I thought," she chuckled, "and I thought the only show was the naked car wash, I had my popcorn and my feet up watching that one."

I blushed scarlet. "So will you help me"?

"I'm not sure," she said, her face now serious.

"Why not?" I begged.

"First, I' m not sure you want help. Deep down I think you want...hell, need these things to happen to you. Why would you even have thought of them? Second, I"m not sure how I can help you. And third...." she hesitated, " why should I, if there's nothing in it for me?"

I had to convince her, in a hurry. I threw it all out there. "Ok, look, I need you to call over there and tell them something, anything. Just make it good enough to get me enough time to get in and out of the pool."

"And?" she said with interest.

I sighed, I knew what I had to do. "...and then some time together?" I said hopefully. Like I said, I've had sex with plenty of women before, and she was attractive, in a forties, milf-lesbian kind of way. 

"Doing what?" she prodded.

I was at wit's end, "anything you want," I said without reservation.

"Ok," she said, taking control. "Here's what we'll do. I'll call, I'll make it good." 

I nodded. 

"But, I get some things my way, starting right now, it won't disturb your game."

I agreed, "I said anything, ok, but hurry!"

She smiled, "Come here," as she pulled me to her and kissed me full on the lips. Her hands found my breasts and rolled my nipples through her fingers.

"Fuck," I thought, "It feels so good." I told her I needed to hurry. She told me to wait there. 

She left and came back, she had clothespins in her hand.

"Oh fuck," I thought.

"Don't tell me you don't remember saying you loved the feel of these, hon."

I nodded modestly. She put them on me, I gasped. She stood back and admired her handiwork. She then twisted them playfully while I groaned.

"You are going to finish your task with these on, slut," she growled.

"Yes, ma'am," I said softly. 

She then grabbed the loose cuff from one wrist. She twirled me around before I could protest and cuffed them on me again, leaving my hands helpless again behind me. I started to protest, "but how am I going to get the key from the pool like this," I moaned.

She laughed, "His pool is only 5 feet deep honey, use your toes." She then pushed me outside naked and cuffed again. "I'll be calling you soon Jillian, I expect you to come when called," she said sternly.

"Yes ma'am," I said defeatedly as I walked back towards Bob's.

I then realized the new problem immediately, I could't climb his fence that way, I'd have to use the gate. I walked towards it and waited for an opening. I could see across the street, Sam's car wasn't home yet. There was still some hope. Then, I saw the two of them go back inside. I found out later she'd asked them to come over and help move a couch. When they passed by I raced into the back yard. I climbed up the pool steps carefully, I still had heels on. Why I insist on being so strict with myself sometimes bothers me but it's what makes it all turn me on so. I slid into the water, again, it was icy. I nearly shrieked. I located the key and felt for it with my toes. I'd have it, then I'd drop it, have it again, then drop it again. My toes were cramping. I had no choice but to continue and I finally managed to get it to stay between my toes. I submerged myself and brought it up to my hands, behind me. I had it! Then I realized another problem. How was I going to get out, I needed the handrails and I had no hands! I had to bob up and down as it was, I'm 5' 2" and the water was 4, 4 1/2 feet where the sides were. I was in a panic, I was in freezing water, naked and from where I was I could see Sam's car headlights pull into his driveway. 

"Fuck!" I screamed in my head. I went to the handrailing and I backed up to it, I began to walk myself up that way, backwards, using my arms to push me up. I got to the top and sat on the ledge. I got my legs over the rail, then I just started to slide down the outside of the ladder, getting some rough scratches as I went. The clothespins were still firmly in place, their bouncing sent electrical jolts through my nipples with each bounce. I got to the ground, I took a step, my heel buried in the wet ground, I fell forward into the grass, thank goodness it was a soft landing. I was face down in the grass, on my knees, my hands cuffed behind me and when I looked up I got the shock of my life.

"What the fuck do we have here?" It was Bob and Josh. They were staring at me in wide wonder.

"Oh my god," I started to gush, "I was just.....well you said I could...and I ...." I stammered, I couldn't even find words. He picked up my head by my chin. 

"First, are you all right?" He said, somewhat bemused.

I felt my twisted ankle's soreness, but mostly the hurt was pride.

"Yes, yes, I think so," I said.

"Ok, then back to it, what the fuck are you doing?" He said, though not menacingly.

The two of them were staring. I was on my knees, I was sobbing now, my chest was heaving, I noticed the weight of the wet clothespins, the pain was searing me now.

"I was...I was just playing a little game with myself," I managed to choke, between sobs. "I was just...having a little fun."

"I guess so, " laughed Bob. "What is up with the cuffs and the nipple things?"

"I don't know...I just like them sometimes, you know?" I said submissively.

Josh hadn't said a word yet. "Well, I guess I can tell how you ended up naked after all," he smirked. He reached over to the patio table and grabbed my sundress and my french cut panties. "That explains why you are like this, and these were in my truck."

I looked away from the men in shame. I started crying anew.

"Look, you are ok, we're ok," he said, nudging Josh, "Right Josh?"

"Hell yeah, we're ok," laughed Josh.

I winced in pain. "Please let me out of these," I said, referring to my cuffs. They just shrugged, that's right, the key is in the mailbox. "Fuckkkkk," I moaned. "At least take the clamps off, they are hurting something fierce." I stood up and tried to walk but my ankle wouldn't allow it and I found myself on the ground again, even worse, I fell on my chest, the clothespins yanked violently on me when I hit. I screamed out.

"Pleeeeeeeeeeeeease take them off," I sobbed.

Bob looked at me with seriousness. "Sure, no problem, but first, I want to know how you got like this."

I just begged with him, "Please, just take them off, they are too painful and heavy."

"I will, once you tell me, the minute you tell me how you got here, just like this, I'll take them off, not a minute sooner." 

I couldn't walk, the pain was unbearable, and they'd caught me doing the most embarrasing thing I'd ever done, what could it hurt? I told them. I lied a little (maybe a lot). I told them about the bar, that part was the truth. Then I told them how I made my way back here, leaving out the parts about Sam and Greg. I just told them about forcing myself to stop here and get the key. That satisfied them for the moment. He released the pins from my battered nipples. I screamed bloody murder. I fell to the ground. It was amazing, so painful, so embarrassing, so humiliating...so...maddeningly exciting.

I laid on the grass, recovering. Josh and Bob just waited me out. My nipples were still on fire, but now it felt like it was spreading all over me, but now it was a warm glow, seemingly connected directly to my pussy.

"I just want to go, " I said. "Help me up."

They did. I wobbled a few more steps then sat down on the deck chair. I took off the shoes finally.

"Do you want us to carry you home?" Bob asked, thoughtfully.

That familiar hum was now deafening, everything had led me here, to this, I was drunk on the thrill, intoxicated on the high. Being naked here, in front of these two rather beautiful young men, cuffed, all of my own choosing was rendering me unable to do the right thing, the sensible thing. All the planning the energy I'd put into all of it was now directly feeding my pussy. I didn't move.

"I said, do you want us to carry you home or can you make it, we'll walk with you," he said, more concerned this time. 

"Yes, please," I sighed. 

"Is that all you need?" Bob asked, as his eyes penetrated me.

"Sure, I'll walk, but could you do something for me first? Could you put the clothespins back on...I think I can take them again now." 

They just looked at each other wide eyed. They both reached for them, each getting one. Each one attached one to a nipple. Another wonderful jolt shot directly to my core.

I fell back to the grass on my knees in front of both of them. I looked up at them and said, "are you sure you don't want something else first"? I said, my head not a couple feet from their crotches.

"Fuckkkk," they both said in unison. "Are you sure about this?" Bob said, all while pulling down his shorts. Josh already had his at his ankles.

"Um hmmm," I mumbled with a mouth full of Josh's thick, wonderful cock. I alternated on their cocks, slowly licking and savoring both of their beautiful dicks. I looked up at them. 

I said, 'The clamps are hurting me really badly." 

Bob reached for them. I said, "No, promise me you won't take them off until the end, even if I beg," I said sternly.

They both nodded dumbly.

"Seriously, no more dick sucking for you until you promise," I said, withholding my mouth from their cocks.

"Fuck no, we'll not take them off till we've cum in you," Josh gasped.

"Fuck no, not until we're through with your whore ass," Bob grunted, as my mouth engulfed him again. He even twisted the clothespins like a kid's airplane, just to illustrate his point. I nearly sank to the ground. I went back to their cocks, it was a blur. The pain was driving me to make them cum, hard. I don't even remember who filled my mouth first but it tasted like heaven. Then it was the other, I don't even remember the surroundings. I was in a fog. A beautiful, erotic fog. I'd lost the outside world, the adventure I'd planned was lost for the time being. I remember being carried to the patio lounger, placed on my face and then fucked hard from behind. 

It was Josh. He said, "I wanted to do this to you when you were on your knees at the bar, your ass right in front of my face."

I said, "I know, I could feel it. Fuck me hard, fuck me like you want to," I moaned. I remember feeling hands raining down on my ass in wonderful spanks. My nipples were being pulled and twisted by the clothespins grotesquely as they were mashed into the cushions. I remember being pulled up roughly with the cuffs, jerking my arms up almost unnaturally. I was bent over the grill, it was still warm, though not hot. I was fucked again, my pussy was being pounded with abandon. This time it was Bob. I was lost. My pussy was on fire, I was sopping. I can't remember the first time I came but I remember the shriek I let out. I remember them cumming in my mouth, my pussy. I even remember one of them trying my ass, but being too spent to complete it. It was only then they took the pins off my nipples. I crumbled with a gasp in an exhausted heap on the grass. Both guys were laying on their patio loungers. No one said a word for the longest time.

I stood up, unsteadily. I picked up the mailbox key. "Don't bother getting up," I joked. 

"Just a second," Bob said. He took the clothespins and clamped them on me again. "Just for the walk home," he smiled. I was almost jumping from one foot to the other by now, it was just too much, plus, after I'd cum the direct connection between the pins and my pussy was no longer direct. 

I begged him to take them off. Then he said, "Ok, but we both will expect you back each Sunday." 

After what I'd just experienced? Was I crazy? (perhaps) I said, "Yes, anything, just take them offfff," I begged.

"Don't forget the cuffs and these," he said, as he twisted off the clothespins, which made me gasp.

"I won't."

They both kissed me goodbye with long deep kisses. Their hands roamed freely over my used body. I broke away finally, reluctantly.

I walked away, I left my heels behind as another souvenir. I'd just reached the driveway of my house when I remembered Sam. "Son of a bitch," I thought. I ran back, nude, to the mailboxes. I opened it quickly and turned on my netbook as I rushed towards home. I was just inside the door, the alarm was now off, I checked my email. The first one was from Sam.

It read, "That has to be the worst car wash in history, what kind of soap was that anyway, it's all streaky. It may even be scratched, I should call the cops to at least write it up. It doesn't even look like you dried it. This is totally unacceptable. I expect you here, Wednesday night at 9 pm sharp to do it right, I'll have to supervise your lazy ass this time. Be dressed as you were. You should expect to also provide some sort of repayment for your ill chosen actions. If you aren't here promptly I have a number of friends at the club who would like to see a naked car wash, I wonder where someone would get a video like that? This isn't a request, it's a demand. I expect a reply."

I was shaking. I sighed in defeat. My hands could barely type out the reply, "Yes, sir, I'll be there promptly at 9pm 'dressed' as I was. I will repay you in any fashion you desire." I then hit send. My stomach churned. My pussy, however, throbbed.  

I then noticed the next email, it was from Greg, of all people. I opened it with trepidation.

It read, "Hi Jillian, boy, was I surprised at the pictures, and wow, I must say, you are even hotter naked. I'm also surprised by the offer but I choose this picture and I have some free time on Tuesday. Please respond, so that I know I'm not crazy and just imagining this." 

I looked at the attachment. First, it was the picture of me cuffed, hands behind, face down in the carpet, ass high. 

"Oh fucking god," I said, my stomach tightening.

The other attachment was the coupon. They'd both fallen out of the pile when I'd tried to gather them up. I was almost sick. Almost trancelike, I typed out a response.

"Ok Greg, Tuesday it is, "I'll be dressed accordingly, is 9 pm ok?" and I hit send. 

My front door was open. Darla appeared. "well, that certainly was interesting," she laughed. "I thought you wanted the distraction, why the hell did you come to me if you were going to let them fuck you anyway"? She said jokingly.

"I didn't, I wasn't....I wasn't planning on it, you cuffed me, that made it hard."

"You wanted it hard, right?" She said knowingly.

"Yes..." I said, head lowered. "Still, I tried my best to get out of there..."

"I know you did, hon, and you'd have made it too, if I hadn't sent them back on purpose for some tools," she said with a giggle.

My mouth shot wide open. "Don't look so surprised Jillie, you wanted it, you really did, you can't deny that. I'm a woman too, you don't think I could tell what you needed?"

I nodded softly, "but you don't know what you did," I said, "now I am on the hook....to everybody...including you."

"And isn't that also what you really, truly wanted?" She said cooly.

I started to protest. I stopped. I wasn't even sure of the answer.