A New Life Pt. 04

I started to get nervous again as I drove in to the parking lot, and saw how run down the neighbourhood was. What if the sales assistant was male? Could I really discuss what I needed to prepare for anal sex with him?

As luck would have it, though, when I walked into the store, a rather attractive woman, who must also have been in her middle to late forties, came over, told me her name was Karen, and asked if she could help me.

"Um ... well ... this might seem silly, but I've never had anal sex ... um ... and thought it was about time to try ... um ... but I don't really know what I need. I'm Jo, by the way," I said, trying to keep my voice low so the sketchy-looking young couple looking at the shelves of condoms and different lubes, and the guys scanning the wall of porno DVD's couldn't hear.

I don't know what sort of training the staff got, but this woman was amazing. She just reacted as if I'd asked which was the best butter to use on canapés for a cocktail party, or something,"

"What you definitely need is a douche, which you always need to use beforehand, else, well, things can get a bit messy and embarrassing. If you've ever had an enema, and I guess you have if you've given birth naturally, then you know what happens, and if the guy isn't using a condom, the warm liquid going in can act the same way, and if you take more than one after each other, it can be just as dramatic."

Shit, and that was definitely the right word, I knew how fast the enema had worked when I had my first daughter, how dramatic it was, and who I had absolutely no control over what happened, and if that happened with Bill it would be bad enough, but with a stranger I'd just want to crawl away and die. She showed me various douches and enema kits, recommending ones she said were best, and I followed her advice.

"I hope you don't mind me asking, but given what you said, have you done anything to get your anal sphincter used to being pushed open from the outside? No? Well, I'd suggest you use a butt plug, or maybe a couple of different sized ones to get into practice. If you don't mind me touching you, I could help you try a few."

There was something about the woman that inspired confidence, and the familiar tingling in my cunt started up in a big way as I told her that was fine, she could help me. She took me to the back of the shop, where there was a primitive changing room, with a chair inside, and a curtain which pulled across.

"Take you panties off, Jo, then bend over, resting on the chair. Oh! I see you came prepared," Karen said, as I bend over and pulled my dress up over my waist, exposing my naked butt.

"Is this what you need me to do?" I asked, pulling my ass cheeks apart to expose my anus, and of course my naked cunt underneath. Then a yet more wicked idea came to me. "Don't bother with the curtain."

I looked around under my arm, and as Karen came back with a box of toys, I saw the other customers sneaking around behind her. Oh yes, all of them now had a perfect view of my holes, and I moved my fingers a bit to gape my cunt.

I felt something cold and wet hit my anus. "Just a bit of lube, Jo, then let's try this beginners' one first."

I felt something even colder touch my asshole, the try to push past the sphincter.

"Just relax, Jo. Just imagine ... well, you know."

I did, and I tried to relax my opening as much as I could, and all of a sudden, the plug seemed to pop right past it, leaving me feeling fuller inside, and just a little bit stretched, rather like the way it felt with the maid's finger up me there.

"How does that feel, Jo?" Karen asked, but she obviously moved aside so the spectators had a clear view, because I heard someone say it looked fucking great to them.

"It's good, and I like the way you have let the other customers look," I said, trying to smile, though I doubt she could see much of my face. "But how about trying something a bit bigger?"

Karen grabbed the plug and pulled. It came out with a plopping noise, leaving me feel totally empty.

"This one is thicker, and goes further in, Jo, but given you haven't had a douche, I'm afraid if I put this in, you'll have to buy it. Is that okay?"

I said it was, and after she dripped some more lube on my ass, enough that I could feel some of it running down my gash. Then I felt strong pressure against my asshole, as she tried to force the bigger plug into me. I had to bite my wrist to stop myself yelling as it felt as if I was being torn open, and I concentrated as hard as I could to relax that damn sphincter.

"Thwopp," it went, loud enough for everyone to hear, as it slammed inside me, and the outside rim banged into my ass. It felt as if I had about a month's constipation inside, yet my sphincter felt stretched open.

"How does that feel, Jo? Why don't you try standing, and see what it feels like when you walk around?"

I stood up, and took a couple of steps. It felt strange, and a bit uncomfortable, but not unpleasant, and the actual sensation, plus the knowledge of what was up my ass, redoubled the tingling in my cunt as I walked. Karen led me slowly around, while the others watched.

"What about bondage, Jo? Have you tried that? I can see you like exposing yourself, but just imagine how much better it is if you are constrained so you have no choice?"

I suppose I must have been carried away with that delicious thought, because I didn't notice that she had locked my arms behind me with a set of padded handcuffs.

As she was bent around me locking them tight, she whispered something in my ear. "Just use the safe word, Ostrich, Jo, if you want me to stop."

Stop? Stop what? I soon found out.

"Wouldn't one of you like to unbutton her dress right down? I'm sure she's naked underneath, and given we've already seen her cunt and asshole, I'm sure she wouldn't mind us seeing her tits and pussy."

Fuck! Mind? Anything but, though I was just too surprised to say anything, but just let one of the skanky middle-aged men undo my dress, then pull it open.

"Well, don't just look -- have a feel," Karen said. "She can't do anything to stop you."

She looked at me with a raised eyebrow, questioning if I wanted to use the safe word, which I now understood her giving me, but I just mouthed back 'cunt' to her, then smiled.

"Come on, you don't need to stop at her tits, finger her cunt as well."

Oh fuck, it was wonderful, being at the mercy of this innocent looking, but clearly deeply depraved woman, and being felt up by not just the two original men and the rough-looking young couple, but an older man and woman who had just come in. What with the butt plug filling my ass, several stranger's hands all over my breasts, and up inside my vagina, let alone the accumulated frustration of not having been fucked for over a week, it all became too much for me.

"FUCK!" I screamed, as I came, with as many hands as they could manage to fit in playing with my cunt, and up inside me.

"We've clearly got a total slut her, haven't we?" Karen asked the audience, as I tried to calm down, but wanting to come all over again. "I bet she'd even let someone fuck her."

"No, please don't fuck me," I whimpered, trying to appear resistant, while actually giving every encouragement for someone to do it.

I'd imagined it would have been one of the older men who'd be brave enough to fuck a strange woman, handcuffed in a sex shop, but it wasn't. The younger couple were whispering to each other, and she was pointing at the box of super-stimulant ribbed condoms that the guy had been persuading the woman, presumably his girlfriend, would be worth the high price.

"Go on Marek, let's find out if these ribbed rubbers are really worth it. If you can make her scream when you fuck her, I'll let you buy them and use them on me."

This was even better than I could have imagined. Even I realised that letting such a rough looking guy come inside me wasn't a terribly good idea, whatever I'd done before. I'd never liked sex with a condom, but as the woman helped the guy roll the bright orange condom, covered with multicoloured ribs and bumps, over his cock, the prospect of all of that stimulation as he pumped in and out of me, set my cunt twitching and my vagina gushing cum.

Bill might be fucking June, but I was just about to be fucked by a skanky stranger, wearing a ribbed condom, with a huge butt plug in my ass, in front of an audience of other strangers, with others perhaps walking in at any time.

"No, please, that looks as if it will hurt, and I've never been fucked by anyone other than my husband," I said, lying outrageously,

"Lying cunt," the guy's girlfriend said, spotting it instantly. "She's just a dirty slut, so ram your cock up her, and we'll see if these expensive condoms are worth it."

"I can promise you they are," Karen said, but no one took any notice of her, as the young guy lifted one of my legs, while his girlfriend steadied me, her hands around me, kneading both of my breasts, then he rammed his brightly-coloured, knobbly cock hard into my hole.

Thank goodness some of the lube Karen had used on my ass had run down to my slit, because even though I was wet as hell, the ribs on the condom, and the press of the butt lug against my vagina, meant that my hole felt as if it was going to be torn open. My belly felt full to bursting, with the objects in both of my holes, but it was a glorious feeling, my cunt tingling even before the guy's girlfriend dropped a hand from one tit, and started playing with my clit.

Oh fuck, she obviously decided to feel the effect of the condom for herself, forcing two fingers inside my vagina, stretching me even further as her boyfriend's enhanced cock pounded in an out of me. She knew what she was doing, though, because she used her thumb on my clit.

God, It was wonderful. Both holes filled and stretched, my clit zinging from the woman's thumb, as this strange guy fucked me in front of an audience of more strangers. Karen had decided to get in the act, and was jacking off the two older guys, while the older woman was doing the same for her partner, while his hands were visibly working on her cunt, her slit visible through the leg of her panties that he'd pushed to one side.

I took pity on the girl holding me up, and managed to get the top of her jeans undone, managing to force my cuffed wrists down to reach her pussy, which was wet and inviting, and I managed to use my fingers to play along her vulva, working her clit, as she worked on mine.

The feelings were so intense, and the whole situation so thrilling, that I think I might even have passed out when I came. It was only the panic of trying not to fall over that brought me back to consciousness, using all my weight against the woman's jeans, even as she writhed around as well as she came, and the guy filled the condom with his spunk inside me, both of us probably wishing it wasn't there now.

By the time I'd recovered, Karen had got the two guys off, and was wiping their spunk off her face with some tissues she'd got from under the counter.

"Well, slut, was the condom worth it?" the woman asked, as she stood me up, pulled my hands out of her jeans, and did herself up.

"Too fucking true," I said, "but get another pack, and I'll pay for both of them."

Oh, Karen was an expert in humiliation, as she left me standing there, still handcuffed, the butt plug still in me, and my tits and pussy still exposed, as she served the couple, then rang up DVD's for the guys she'd jacked off.

"Well," she said when she'd finished, and had walked around to look me in the eye, "you're definitely something special, aren't you? My husband, Richard would love to meet you. How about we treated you to a special dinner tomorrow? Bring your husband if you like."

She undid the handcuffs as I explained that Bill was away, and I'd love to have dinner with her and her husband. I was a bit nervous about going to someone's house on my own, given that sex was sure to be involved, but she seemed so trustworthy, and the address she gave was in one of the smartest neighbourhoods, so I agreed.

"Richard will pick you up, Jo," she said as she wrapped up the smaller and even larger butt plug, and the various bits of douche and enema kit. "Just remember to use these before you come."

I fastened my dress closed, and drove back home, my legs seeming to tremble on the pedals, as the adrenalin drained out of me, I realised what I had done, and I started to worry about what might happen when I went for dinner with Karen and her husband.

My poor ass was sore, as I practised using the butt plug, and using the douche, but by the time the next evening came, I was able to take the largest butt plug, and still enjoy it. I'd decided, though, not to second guess what was going to happen, so although I'd douched myself out, I left the butt plug out, and put on a bra and panties under one of my smartest dresses, and waited nervously to be picked up. Eventually, there was a ring at the door, and when I went, I could see the shape of someone outside through the frosted glass.

The dark-haired man with a kind of gypsy look explained he was Richard, Karen's husband, come to collect me. I picked up my overnight bag, locked the door, and followed him out to his big, black BMW SUV. I got in the front passenger seat, then pulled the door closed. As Richard started the engine, everything suddenly went dark as a black velvet bag was forced over my head. Once right down over my chin, a cord at the bottom was pulled tight round my throat.

"Oh Jo, we're going to have such fun with you," I heard Karen whisper in my ear. The bitch!

"Just remember the keyword: Ostrich," Richard said as he drove off. "You may need it."

I really didn't enjoy the journey in the darkness, with every corner making me feel queasy. Eventually, the car slowed down, then came to a stop. I heard other doors open and close, then my door was opened and I was pulled out.

The car door closed behind me, and I heard the car lock. Karen and Richard each held one of my arms, and guided me in to the house. It seemed to be a very circuitous route we were taking, ending in a flight of stairs, then my arms were released, and I was given a shove forward.

I felt my blouse being undone, then pulled back and the arms dragged back over my hands. My bra was undone at the back, and pulled off, sending a jolt of energy through my nipples as my breasts fell out of the cups. I heard, more than felt the zip of my skirt being pulled down, and then my skirt fell to the floor. It wasn't a surprise to me that the next moment my panties were roughly pulled down, and my legs lifted so I stepped out of both them and my skirt.

I didn't like the bag over my head, but yet I still got that familiar tingling right up through my cunt, from the knowledge that Richard and Karen must be feasting their eyes on my naked body. I opened my legs a bit, so they could get sight of my labia, dangling from my pussy.

I shouldn't have bothered, because the next minute I was pushed forward, and up on to some sort of step. They grabbed my arms, and I felt soft but unyielding restraints being fastened round my wrists. Then my legs were pulled apart, and my ankles were given the same treatment. The step was pulled away, and I could feel all of my weight being taken by my wrists and ankles.

All of a sudden, my body was spun around. I'd known all along I was likely to get fucked, and I had a pretty good idea that a degree of bondage might be involved, but this was completely different, like my worst nightmare of riding a roller coaster in complete darkness.

"Shit. Please take the hood off, else I'm going to be sick with much more of that, and I could choke."

"You need to use the code word if you want us to stop," Karen said.

"I don't want you to fucking stop, just get the hood off, else I'll use the code word and all of our fun will be over, you stupid bitch."

I heard Karen and Richard whispering, then the tie was loosened, and the bag was pulled off my head. Fucking hell, I'd expected to see Richard naked with his cock rigid in front of him, but Karen, she was something else altogether!

She was wearing a black leather basque which lifted her breasts, but left them exposed, and garters which held up black high high sttockings. She wasn't wearing panties, and the thigh highs and basque created a frame to focus your eyes on her shaved cunt. Wow!

But that wasn't all. Her nipples were pierced, and were fitted with shiny gold cylinders which pushed the nipples forward, and the body of the breast back, stretching them out to an inch or more. Wow again, but there was even more. Her whole body, or at least the bits I could see, were covered with a tattooed picture in bright colours. I couldn't see it all, but I could see the head of a snake just disappearing into her slit, surrounded by coloured leaves and flowers.

It was amazing, though what was most amazing was the look on her face. Gone was the friendly and helpful shop assistant, to be replaced by a perfect encapsulation of lust. I knew she wanted to see me opened, tortured and abused by Richard, and I could see why he'd wanted to make sure I remembered the code word, although I was determined not to use it unless I absolutely had to.

Having taken in their naked bodies, I looked around at the rest of the room. It seemed I was strapped into a circular metal cradle, of the sort you often see at a beach for idiots to enjoy. Idiots, because it was mounted on gimbals so that it could be turned and spun in every direction, including every way at once. I was doubly glad I'd had the hood removed, as I was pretty sure I was going to be sick before the evening was over, by accident if not by their design.

"Hello Jo," Karen said, brushing her lips against my ear, having walked over to the cradle. "Welcome. I've been longing to get you here ever since I first saw you in the shop. I'm intrigued, though, because it was only a small butt plug you bought then, but both your holes will be bigger when we've finished with you -- open her up, Richard, and let me see inside her vagina."

The cradle suddenly swung backwards, leaving me almost horizontal, but with my feet just slightly higher than my head. Richard moved round, and ran his hands over my trimmed pussy hair, moving them between my legs, and wriggling them around so that his fingers pushed into my slit. He slid his hands along my lips, then slipped two fingers from each hand inside my hole. Fuck, he yanked his hands apart, pulling my cunt open, and sending a spear of pain through my belly.

"That's not fucking wide enough," Karen shouted, as she switched on a freestanding lamp, angling it so that the light shone inside my hole. "Pull her wider!"

I felt another spasm of pain as Richard pulled his hands wider apart, and I watched as Karen pushed a hand between her legs, and start playing with the snake's mouth. I knew that I wasn't as open as I could be, but like any world-class athlete, my cunt needed to be warmed up gradually before it could perform at its best.

"I still can't quite see all of the inside of her vagina. Stuff that big dildo up her."

Richard walked around to a table covered with different sex toys at the side of me, and picked up one of the huge black dildos. He walked in front of me, making Karen come around to the side so she could watch, and he just rammed the dildo against my cunt, forcing my lips to part, and my hole to stretch as he forced the dildo into it as hard as he could. Thank you, Richard, I thought, at least you lubed it up a bit.

"Push it up the bitch's cunt as far as you can" Karen ordered, rubbing herself faster as she watched the dildo disappear inside me, and my belly bulge as my vagina pushed my guts aside.

As I lay there, my body felt full to bursting from the combination of the sensations the dildo was causing through my vulva, and the knowledge that Richard and Karen were both staring at my cunt, and were getting aroused by it. However, then it occurred to me that Karen was wanting me to feel pain rather than pleasure, so I screamed and begged Richard to take it out as he was going to split me in two. I wriggled and twisted against the restraints, which only served to increase the pleasure my stretched hole was giving me.