Ally's Sex Shop Dare

It had been bright when I'd first arrived, but now the sun had set and the streets were shrouded in darkness.

I'd been sitting here for almost an hour now, and still my fingers clung onto the steering wheel of my car like my life depended on it. At first I'd wanted to wait until I'd calmed my nerves, but it was obvious that wasn't going to happen now and ever passing moment made leaving the safety of my car that much harder.

A week ago, at that stupid party Sasha dragged me to, I'd gotten a little too tipsy and accepted this stupid dare. There was no backing out now, no way of faking the proof they'd need. Failure wasn't an option, so fighting back my ever instinct I left my car and strode over to the store.

The street was empty as I dived into the long stairway that led up to my destination. Feeling heavier with each step I took as the reality of my situation began to set in.

Reaching the top I paused for a moment to examine myself in the glass door. At twenty two year old, I'd accepted my boons weren't getting any bigger. Even with the tiny low cut crop top I was wearing, I still barely had any cleavage. My boobs were small enough I didn't really need a bra, but I did usually prefer to wear one. Going without now in a shirt this tight made me feel practically naked.

My long legs were on full display, only emphasizing the tininess of the mini skirt I had on. Testing at home let me know that even bending over the slightest amount would see my ass on display, the deep red line of my thong disappearing between the cheeks.

I barely looked like myself, but the rules of the dare forced me to wear this slutty outfit. At least my hair was still my own. Jet black, long and straight, it had always contrasted well against my pale skin. On me now it's plain styling looked out of place with this outlandish outfit, but it felt good to still have a part of 'me'.

I stepped closer and pushed the door open, a loud buzzing sound startling me as I entered. I'd wanted to be quite and discreet, but now all eyes would be on me as I walked in.

All eyes as it turned out, were just two sets. One from the large older man in a large coat browsing the shelves, and another from the sharply dressed middle aged shop clerk. He was balding pretty bad, as much as he tried to hide it with a comb over and had just the sleazy look in his eyes I was expecting to find in here.

"Excuse me ma'am." His voice croaking as a devilish smile crossed his face. "But as beautiful as you are, you can't 'work' here."

"I... I'm not a whore." I said, crossing my arms around my waist. With the amount of make-up the girls had layered onto my face I got why he thought that, but still it felt pretty insulting to hear.

"My apologies madam." He gave an over dramatic bow, and then walked around his counter. "At Divine Pleasures, we guarantee you'll go home satisfied. How can I help you today?"

He didn't even try to hide the fact that he was checking me out as he walked over to me. His eyes darting up and down my body, eventually settling on my check. with the cool air being pumped into the room I knew my large nipples would be prominently poking out through the thin fabric of my shirt.

I wanted to slap this creep across his stupid grinning face, but I still had my dare to fulfill. Gritting my teeth I put on a fake smile and tried to ignore his perving eyes. I'd just get this over with quickly and forget it ever happened. Quietly, I began asking him.

"I was wondering...."

"Speak up girl I can't hear you."

I didn't want to make a scene with this other fat bastard I'm the room. Even without my focus on him, I could tell he was constantly checking me out as well. I started asking again, this time at a normal volume.

"I was wondering if you could show me the biggest dildos you have." My face must have been bright red as I said it, my eyes glued to the floor.

This had been the stupid dare I'd agreed to. To dress like a slut go to a sex shop and buy the biggest dildo they had. Not only did I have to ask the owner for it directly, I had to follow their recommendations. If this sleezball recommenced I get anything else while I was here, I had no choice but to accept.

"My my." he said. "Our biggest might be a little too much for such a petite lady."

He ran his hands over me like he was appraising my size. I hated being touched and treated like an object, but I couldn't make a scene.

"I... I can take it." My voice shaking in disgust as he ran his hands across the bare skin of my stomach.

"Listen to yourself girl, you sound down right scared." I was still staring at the ground so I couldn't see his face, but from his voice I was sure he still had a stupid smirk on his face. "Tell me honestly, have you ever used a dildo before?"

Ironic that he was asking that, when it was the same question that had led me here. At the party one girl had complained about the size of her boyfriend which led the conversation to the topic of home many toys each girl owned. Even sitting in the corner away from the main discussion hadn't saved me from answering, and with my lips loosened from the drink I told them the truth.

"I've never owned one." I gave him the same answer I'd given them. looking up at him he was staring me in the eyes now, a clear unbridled hunger in them.

"Well then." He paused, biting his lower lip. "Let me show you our collection and we can start you on something more suitable."

Wrapping an arm around my waist he took me to a row of shelves, covered in a variety of dildos beyond anything I'd even seen. Some had large girthy veins, some had strange attachments on them, and too my disbelief some were even shaped like tentacles of all things!

"Like what you see?" He asked, his hand slowly getting lower on my sides.

I stepped forward before he could slip his finger down my skirt, looking over the selection in front of me.

"Yep. They all look great." I said in a voice that didn't even convince myself. "But I'm really only after your largest one."

The man had his hand on his chin, studying me before he asked. "What's your name miss."

I was keenly away for the other stores occupant, standing behind a row of shelves watching our exchange. But still this situation had be so nervous, I couldn't even think of a fake name to give him.

"Ally."

"That's a very pretty name Ally, you can call me Ryan." He walked up close to me again, putting both his hands on one of mine. "I'm sorry Ally, but I can't sell you my biggest dildo."

"What?! Why not!"

"It would be a health hazard." He nodded his head, matter of factly. "Unless you can prove you're capable of taking it I can't sell it to you."

Unbelievable, did this bastard really think I would fall for this? In any other situation I would have been long gone, but with the dare hanging over me I had no choice but to play his stupid game.

"Mmmmmhhhhh.... fine." I said, unable to suppress even a fraction of the frustration I was feeling. "How can I prove it to you?."

his eyes lit up in surprise, like he hadn't really expected this to work, but he quickly recovered.

"Might I recommend starting with this one?" He gestured to one on the lower shelves. It was short but fat, veiny with what looked like worts molded onto it. A garish purple silicon, it looked more like a torture device than something meant to pleasure. I didn't know anything about dildos, but it seemed to be this disgusting thing was clearly meant to be a joke. A gag gift to give to friends at a party, not a serious toy to be used.

"God no." I said, my disgust dripping in my voice.

"Very well." Disappointment flashed across his eyes. "I'm that case, this one-"

"Wait." I said, interrupting him. "That's the one you recommend?"

I pointed at the original one he picked out, praying he'd say no to my question.

"That's the one."

"Then I'll start with that one." I nearly threw up in my mouth, but this was the deal. If that was what he recommended the dare demanded I follow.

He was clearly confused, but happy with this turn of events. Picking it up he placed it in my hands, giving me a moment to take it all in.

"I 'recommend' you suck it first." He smiled, putting extra emphasis on that word. "Personal lubricant for your first time."

I gagged thinking about this thing being in my mouth, but my hands were tied. Wanted this to be over quickly I put my lips over the shaft, letting my drool coat the filthy toy. The stranger was still pretending to browse as he watched the show in front of him, his eyes darting between me and the shelves.

"Bleugh." I groaned, taking it out of my mouth. "That taste is awful."

"Some flavoured lube for next time them." Ryan smirked. "For now, I'd like to see you take the entire length of this toy before we can continue."

The other man wasn't pretending to shop anymore, he was watching and waiting to see what would happen.

"You must have a back room." I asked him. "Somewhere with more privacy?"

"We close soon Ally and there's still another customer waiting to be served." He spoke firm, but professionally, his voice contrasting against the dark grin he wore. "I recommend you demonstrate right here, or I'm afraid you'll have to come back later.

Goddamn it. Why had it taken me so long just to talk in here. If I'd hadn't been such a coward I could have been done with all this already. Instead I'd be giving some fat old man jerk off material he'd be using for the rest of his life.

"Ffffine" I said, my fingers digging into my fist.

Bending over to step out of my thong, I was careful to turn around so these creeps couldn't look down my top. It wasn't until I was stepping my first leg out of the pare that I remember the skirt I was wearing! They couldn't see my chest anymore, but they'd be getting a perfect view of my ass as I stripped my panties off.

My thong in one hand, and sloppy dildo in the other, I turned back to face them men.

"You're sure your not a whore? Because that's a million dollar ass!" Ryan said, laughing to himself so hard he began coughing.

I flashed a half hearted smile but it her wise ignored the stupid comment. Putting the dildo under my skirt I readied myself.

"Hang on a minute there girl." Ryan said, recovering from hos coughing fit. "We- Mhumm, I need to see it all to make sure you're taking it properly."

I could about kill the man now, but I'd gone too far to give up and just murder him now. Not wanted to give them the satisfaction of another show, I dropped the skirt to the ground and left it there.

Like animals, both men licked their lips as they stared at my pussy. My puffy lips were something I'd was been self conscious about, and now I had these two creeps drooling over the sight of them.

It didn't exactly make me feel good, but... it wasn't the worst.

Wordlessly Ryan nodded in approval as I lined the dildo up again. I was so nervous I could barely stay up, but I had to do this. For the sake of the dare.

It slipped into me with surprising ease, when had I gotten so wet? I pushed the full length inside me, the nubs and veins rubbing against my insides in a way that was unexpectedly good. Even as small as it was, it felt a million times better than my fingers did and I couldn't help but softly moan as it filled me.

The flash of a camera startled me as I remembered I was being watched.

"Perfect, perfect." Ryan said, looking at his phone. "Just needed some records for liability."

I couldn't believe this fucker had a picture of me like this on his phone! but more than that, I couldn't believe the way that flash had made me clench and squirm. I wasn't getting off on this, was I?

"You can try for a larger one now." Ryan said smiling. "Unless you'd like to keep that one inside you?"

"Mmmhhh ahh, No." I said, pulling it out of me. "L-lets... let's just move on."

"Of course. I do however, recommend, you buy this one. It would be a shame to not own your first dildo."

He had to of known what he was doing. The smirk on his ugly face was to pointed to not know. Even so I didn't have a choice but to accept.

"Great idea." I said dryly, covering myself with my hands.

"Very good. Sir?" He turned, addressing the other man who'd been staring at me in a daze. "Would you mind holding onto it for her?"

The fat bastard got startled, like he somehow thought we hadn't been able to notice him there. He walked over with his shoulders held high, practically drooling at the sight of my exposed lower half. He took the dildo from me, wrapping his sausage fingers around the shaft that was coated in my wetness. He didnt even bother turning around before he started sniffing them, breathing in my scent like it was something intoxicating.

"I have a special one for you to try next." Ryan said. "I won't be a moment."

He scurried off into a back room, leaving me alone with the old man. I thought about putting my skirt back on, but decided against it. Ryan would just make me take it off again, and that felt more humiliating than having to stand here covering myself.

"I'm Clandon." the old man said, talking at my hand covered pussy.

"Ally" I said, because not saying anything at all felt more awkward.

"Ally." He said back. Then to my horror he took his fat fingers that had been covered in my juices and sucked on them with a disgusting ferocity. "Sounds just as sweet as you taste."

Watching his tongue lap up the remaining traces of my fluids was almost enough to make me barf. It didn't help that my own fingers were getting soaked from covering myself up, and I couldn't help but imagine Clandon's tongue running over them.

Ryan's return saved me from having to think about that too much. He held a dildo that was much more plain than the last. Flesh coloured and only slightly above average in size than a regular cock. After the humiliation of the last one, this was a breath of fresh air.

"This one's... special" He told me, handing it over. "Tell me, how does it feel?"

I could hear the anticipation in his voice, but I didn't understand. It didn't look or feel any different than any of the other dildos, but something must be different about it.

"It's good." I gave a neutral response, holding the shaft and feeling the tip to see if he had tampered with it at all.

"MmMmhhh yesss, and the size is good?"

Was this a test some game? Did he expect me not to like it so he could get me to try something worse?

"It's perfect." I said, rubbing it against my pussy. Before he could ask any more stupid questions I pushed the tip inside me, he wouldn't be able to switch it out now!

"So eager to take it are we?" Ryan said, taking out his phone again. "But can you take it all?"

I didn't want to admit it but this was the biggest thing that had ever been inside me. The last dildo barely reached inside me, but this one...

This one felt good.

"Nuugghh, fuuuck." I said, louder than I'd intended. "I... I can take it all."

I was taking it slow. Pushing the toy up and down, reaching deeper and deeper with every thrust. Maybe it was because the last one was comically small, but something about this felt more real. The size and shape of it more like an actual cock that was actually fucking me.

In a way it was like I was in the middle of loosing my virginity. Like this toy was taking it from me right here in front of these two perverted freaks. Knowing that should have been a turn off, should have made me stop and run back to the car.

Instead I fell to my knees, fucking my slopping wet pussy even harder with the toy that was now completely filling me up.

"Tell me how good that cock is." Ryan shouted, filming every moment of my shameful display.

"Ahh, ahhhHh ahhh, ohhhh fuCK it feels good!" I cried out. All sanity having left me, being replaced by the mind bending pleasure.

"That's right! You love that cock don't you!"

"Yes, YES, GOD YES!" I'd never experienced anything like this before. Clandon had taken his dick out and was openly jerking off to me, but I didn't even care. His dick was aiming right at me and in moments a stream of cum would be flying out, but I didn't want to move an inch.

"That's right slut, cum on that cock. Cum on that cock that you love so much."

I felt it slap against my face and stick to my skin before the grunt and moan from the fat old man registered in my mind. Clandon was standing right over me now and his cock was dripping cum all over my face and shirt.

Feeling the hot sticky mess clinging to me was too much. Shoving the toy as deep as I could possibly get it, my toes curled and my knees buckled and the overwhelming wave of pleasure took over

"UuuGghHHH FUCK I LOVE THIS COCK!" I screamed as I came crashing down onto the floor, unable to hold myself up. my whole body twitched and convulsed as I felt more pleasure in a moment than I'd felt in the entire rest of my life.

I could have stayed like that for twenty seconds or twenty minutes. Panting on the floor covered in sweet and cum. By the time I'd regained my sense Clandon had disappeared and Ryan was beginning to close up the shop.

"I've got your order ready for you." Ryan told me, chuckling to himself. Our biggest dildo, as well are our smallest. I'm sure you'll get good use out of both."

I picked myself back up, slowly pulling the toy out of me. I could feel myself clinging to it as I pulled it out, as if my body didn't want me to take it away. I used my shirt to wipe the remaining cum off my face while I reflected on what just happened.

There was an emptiness that followed, as I wordlessly put my skirt back on. An emptiness I felt in my chest as well as other...lower parts. Both men had been fawning over me, watching my every move, but after that show I was nothing more than an afterthought.

"I, uhh, I enjoyed this one to." I said, approaching Ryan at the counter. He didn't even look up, keeping his eyes buried in paperwork. "C-can I get this one too..."

"Mmmhhh that one's actually not for sale." He said, still not looking up at me. "But if you really enjoyed it, I don't you holding onto it."

There was an awkward tension I'm the air after everything that had just happened. Silently I paid, took the items and walked towards the door. The dare was complete, I'd done everything I'd had to and the recently resurfaced rational side if my brain was screaming at me to just go home.

But I couldn't just leave it at that. This man had watched as I'd fucked myself with a toy in public and now he was acting like I barely existed! I just didn't know what to say though. By all rights i should be happy he wasn't paying attention to me, but for some reason it just made me angry instead.

"Was there anything else miss Ally?" His voice echoed through the empty store. I'd been standing there at the door, not knowing what to say but not wanting to leave.

There was something else though. A lingering thought that nagged at me.

"Ummm." My heart starting besting a little faster as I looked back and met his eyes. "Why wasn't this one for sale?"

I still held the silicon cock in my hands. I hadn't realised but I'd been unable to let go of it.

"W-whats so special about it?"

The way he'd been acting and the way it had felt. There had to be something up, some kind of drug laced on it or something to make me feel that good. Surely a regular toy couldn't make you feel that good and, and that's why I'd done all those filthy things in front of him!

His face lit up as I'd asked the question, like he'd been waiting for it.

"It's one of a kind ma'am?" His tongue ran over his lips as he stared deep into my eyes. "A test of one of our products. A mold you can make to create a replica of someone's penis."

He paused, letting the silence hang in the air as gears began grinning over in my head.

"Then-"

"Yes Ally, what you have in your hands there is an exact copy of my cock."