My Life on a Cassette Tape

I walked as confidently as I could through the streets of Ponyville with Raven at my side. It surprisingly didn't take too long to find something of what I was after. In an alley way, I watched as a pony was being talked to by a familiar stallion. I turned back, moving away a bit from the alley as I moved to look at a display of fruit nearby that was closer to the ground. Lowering myself, pretending to inspect the fruit, I subtly removed the recorder from my boob gap and slid it into the purse I carried, hiding it inside a pouch, the buttons facing upward for easy use. With a second thought, I zipped it shut, not wanting any pony's cursory glance to find it sitting there in the open.

"Anything you need, Berry?" The stallion who ran the stall asked. I looked up to him with a playful smile.

"I'm thinking about... oh, well, you don't want to hear that. Let's just say I'm considering the produce carefully for a special dish and leave it at that." I said in Berry's voice. The stallion's eyes widened as he blushed furiously and leaned away from looking at me. Looking back at my options, I found a nice looking bunch of grapes next to a small tub of cucumbers. I had no idea what sorting system this pony was using, but he needed to stop.

Grabbing two bunches of grapes and the two nicest cucumbers I could manage, judging them on girth and straightness, I brought them over to the open counter, setting them down with a sly smile, as if to make the stallion remember the word 'special'. He gulped, weighed my items and bagged them quickly.

"Five bits." He said finally, his tone quavering. I smiled, putting down six.

"Keep the change." I said, pulling the package away as I moved to see what the alley had for me at this point, swaying my hips a tad extra for the pony Berry likely knew. The stallion from Sugar Cube Corner stood there, watching his handiwork as a stallion knelt beside him, masturbating openly. I gave a quick glance, and found no one else was watching or even looking this way. As if they knew.

"Are we making a move?" Raven asked as she walked up beside me, having picked out a nice looking blanket from the stall next to the fruit seller.

"Too many witnesses, we can't even properly observe." I noted, moving away from the alley, giving the airs of having seen nothing more than a stray dog. "We need to keep our distance, but we can't let him slip us. I'll stay on this end, you can move to the other side of the market." I said in a whisper as surreptitiously as possible. Raven scratched her nose in acknowledgement before we moved over to another stall, not ready yet to split.

"Hello, Berry, and who's this?" The pony behind the stall asked. Thinking on her, I recognized the mare from the party, her orange mane and yellow skin picking a part of my memory.

"Oh, this is my cousin," I lied, "Her name is Rook. Say hello, Rook." I said, playfully nudging Raven from behind.

"Um... hello." Raven offered, still not entirely happy to have to deal with ponies that weren't the pony we were after.

"Golden Harvest, most folks call me Carrot Top, though your cousin here has a different name for me." She said with a sly grin that reminded me all too much of Berry. These mares would be the death of me, maybe even literally at this rate. Keeping my composure as best I was able, I planted my hands on Raven's ears.

"Not in front of the children. I promised I wouldn't bring her back a miniaturized me when we left." I teased playfully.

"Oh, and how much did that take?" Carrot Top asked, leaning over the counter.

"Being family is a far greater incentive to keep to their wishes when you like to stay friendly." I replied, hoping to weasel out of this. She simply scoffed.

"I thought you hated the lot of 'em, what's this about being friendly now?" Carrot asked, making my heart race as I realized I was a tad trapped in my own words and Berry's old words.

"Owing bits," I began, finding my way through my tale, "brings the most hated family members together again." I finished, hoping to Celestia that it had worked.

"My goodness, you had to lean on 'em again? How many times do I have to tell you: if you're low on bits, ask me and I'll help." She chuckled at my expense as I waved her off.

"I know, I know, but I was out of town and things fell in just the wrong way. I was short, had to buy something fun for something that was fun, needed bits, boom." I sighed. "Fortunately, they just want me to fillysit this little darling and not completely wreck her." I ruffled Raven's hair affectionately, feeling the uncomfortableness oozing out of her. "So hey, not that bad of a price to pay."

"Let you off easy? Unlike them." She narrowed her eyes at me. "What do you think they're up to?"

"Mom and Dad are off in Los Pegasus." Raven supplied finally. "They don't want me around, and they don't trust any of my friends or their families."

"And they trust Berry?" Carrot chuffed.

"No." Raven mumbled.

"They trust me three hundred bits worth. And seeing as most sitters charge a couple more than that for how long they're staying away, I think they're banking on me to not screw up unless I'm willing to be visited by the family ghost." I said. "But hey, she's a good kid... bit too good. Kinda surprised me last night when she didn't kneel beside her bed to say her prayers like a good little filly."

"For shame!" Carrot Top jeered. "Any way, let's leave the poor dear alone. You need something from my stall or from me?"

"I think that all three of you should follow me, don't you?" I froze at the words in a voice I knew from only one place.

"Yeah, that sounds good to me." Carrot Top answered pleasantly.

"Sure." Raven answered in her quiet tone while I turned and looked at the stallion.

"Lead the way." I said, steeling my nerves for whatever he had prepared. He nodded and turned, leading us back to the same alleyway as I had seen the stallion in. To my surprise, he was still there, now making pitiful grunts and groans even as he still stroked at his meat, not a single drop of spunk to be seen anywhere. Either he was cleaning it off the ground, or he had his permission to cum revoked. I could see this unicorn doing either to the poor pony.

"Now, don't you think it sad that he hasn't cummed yet?" The mysterious stallion said, answering the question while looking the pony on the ground over with pitying eyes. We all agreed, with my heart sinking at the thought of what might come next. "You see, the truth is that he has a condition. Isn't that right, you poor pony?" The stallion looked up at us, tears flowing from his eyes.

"I... I can't cum here!" He said in a hoarse tone. "I can't cum outside of a mare... I can't cum in private!" His eyes held such pleading in them, it felt heart breaking to look at him.

"Won't you fine mares help him out?" The unicorn asked, a smile I could only read as teasing across his lips. "Won't you please... fuck him?" We all nodded, as we moved to help him, my movements likely a tad slower than the others. "Oh, but didn't you listen? He needs it to be public."

"I have to do it in public!" The stallion groaned, falling to his side as he vainly thrust his hips as his hands worked furiously at his junk. We all hesitated.

"He can only do it in public." The unicorn repeated for a third time, as if to drive it deeply into our heads. "Shouldn't you take him out to the market and help him?" The others agreed verbally, I simply nodded, moving to grab his shoulders. Raven quickly grabbed his feet and hefted him, Carrot Top helping with the mid section, which was especially needed considering he was still moving at a fever pace in that area. Hauling him out into the middle of the square. His furious motions would have garnered enough attention, but three mares carrying him certainly brought more ponies around.

"Gangway!" The unicorn proudly called. "Gangway! These mares need to fuck this poor stallion if he is to live! Please stay to watch to help! Won't you all come watch and participate if need be?" The crowd murmured, moving to follow us as we moved to a small stage at the center of the market, whose use wasn't clear to me beyond being a stage. "First off, let's have the pink-ish pony give him a good fucking! Won't you do that, dear?" He said, extending his hand to me. I nodded with little hesitation, passing my bag to Raven, deftly unzipping the pouch where the recorder sat as I left her.

"Of course, anything to help!" I said, moving up to the stage. Stepping up as I prepared to take off the skirt, sure that I could fix this later if need be, but at the moment I was surrounded by innocents and an enemy I knew little about.

"Anything to help?" The stallion repeated, and I nodded.

"Anything."

"Then give him a strip tease! He needs it, right?" He called, looking over to the stallion who was being held by to burly looking ponies. He nodded with no small measure of disorientation as he continued to furiously stroke himself to no avail. "You heard the pony! STRIP!" The unicorn cried, a wicked smile on his face. I nodded slowly, moving over to center stage before him, my back to the crowd, as I begun an amateur's attempt at an expert's technique.

Berry was large enough for a pornstar, so the movements almost seemed natural as I ran my hands down my clothed breasts, letting them slide down to my hips, and then to my rump which I grabbed with a moan. The stallion spasmed against his guards, looking like a wild animal being held away from a piece of delicious meat. Turning around slowly as I ran my hands up and down my butt, I peered at him over my shoulder, back facing him as I pinched my tush, released it, and then gave it a good slap, sending ripples I could feel through my body.

"Everypony, with such a fine show, shouldn't you all be masturbating?" The unicorn asked, pacing back and forth in front of the stage like a drill sergeant mixed with a caged tiger. The crowd all seemed to agree, and slowly placed whatever they were holding to the side, opened - or even fully lowered - their bottoms, and began to collectively jerk or schlick themselves, some doing it to the one beside them as they received treatment from the one they got off. I felt I was starting to get an idea of the extent of his powers, but I needed a tad more time, and a moment to execute on my idea.

Moving my hands back up, I turned to the pony I was going to have to fuck, slowly moving towards him as I unbuttoned the tight fitting blouse Berry had for me. The guards, by this point, were just jerking it too - the pony they were once holding now back on the floor, writhing as he watched me go down button by button. Reaching the final button, I slowly arched my back, leaning back while my breasts were thrust forwards to him, and my blouse slid back, following my arms. Turning around, I removed my left hand from the blouse, and then tossed the whole thing to the side of the stage, stopping before the crowd, running my hands down my bra, and then bare stomach, bending down low as I maneuvered my hands to take the zipper of the tiny dress skirt I wore, the sound of the zipper barely even a sound over the din of ponies going at it.

The skirt dropped almost unceremoniously, revealing the black panties that conformed to my ass - Berry's ass. This porn star body was certainly eliciting a reaction as I slowly stood back up, looking to the stallion still on the floor, still furiously masturbating as I put one arm across my breasts, while the other unclasped the back of the bra, letting the straps fly free, and leaving my chest feeling a lot less compressed. Moving my arms through the straps, the bra was now only held on by my hands, one on each cup, as I put on as much of a sexy strut over to the pony. I knelt over him, letting the bra suddenly drop onto his face. With a great hunger and lust, he reached to grab one of my boobs, but I reacted faster than he could move, grabbing the hand by the wrist.

"Ah ah ah! Not until the show's begun, you naughty colt." I chided him in my best Berry way. Moving back up, taking a few steps back, I spread my stance out as I turned around, letting my hands play with my free breasts, looking out to the crowd of ponies as they all masturbated. I knew it was due to an order enhanced by an artifact, but I was starting to really enjoy it - their lust collectively focused on me - and that, in some corner of my mind that wasn't overcome with the lust of the situation, was frightening.

Letting my hands leave my tits, I let them slowly trace down my sides, reaching the edges of my panties. Hooking my thumbs under the band, I slowly inched them away, noticing them stick to me due to the wetness that had built up at some point. Finally, pulling it away, I bent over, some of Berry's reflexes the tape recorder gave me kicking in, keeping me steady as I showed the desperate pony behind me my exposed pussy and ass.

Suddenly, I felt my wrists grappled, pressed to my ankles as ropes began to move quickly about them, fastening me into place. My eyes went wide as I looked, seeing ponies I didn't recognize taking thick rope and tying me up. I craned my neck to look up as best I could and saw the unicorn, standing on the stage where he hadn't been moments prior.

"You might not recall, but we have met, little pony." He said, lowering himself to a crouch so he was closer to my head level, his tone low and insidious. "I saw you at the party last night with a pony I need to see." He said, standing up before walking behind me, swatting my backside. "I would love to just dive in and have you answer all my questions," He said, before he suddenly drove something - and I knew what - into my pussy, causing me to rock forward, only to be brought back from falling by a yank on my mane, "but I think I'll dive into you first, and then ask questions later. Pleasure before business."

"What about me!" The stallion whimpered from the ground behind us, still stroking his dick with need. The unicorn didn't answer immediately, but likely had a idea forming in his head.

"You, orange mare," he called out to Carrot Top, "up here, strip quick and give this poor pony relief." He ordered, Carrot Top slowly moved up the stage, hesitation in each step. "You do want to help him, don't you?" He asked, to which the mare slowly nodded. "Then get up here and strip." Once again he thrust into me, sending every inch of my body quivering in pleasure. Carrot quickly stripped down, and then bend over like me, though I noticed no pony came to bind her. That was a special treatment for me.

The stallion was hoisted from the ground, placed behind her, and guided into her, eliciting cries of pleasure as she stumbled slightly, catching herself on her hands in something that resembled a lewd version of a yoga pose I had once seen. All at once, we were both being fucked, our cries mingling together as thrust after thrust drove us further into pleasure. I had no idea that this might be what my mares felt when I did them, and thinking on it as much as was possible while getting railed, I knew I would have to fuck each of them more if I ever got the chance.

The minutes of our ecstasy was accompanied by the occasional pony in the crowd crying out as they orgasmed. I watched as pony by pony, they all came, until finally, I came in a mind blowing scream of pleasure. Even as I felt myself going limp, the stallion behind me kept going, his stamina something else. It seemed he wouldn't stop, until finally, in a rush, I felt him cum into me, certainly a new feeling.

Finally he let me go, letting me collapse onto the stage, his spunk draining out of me. The euphoria still coursed through me, but even so, I knew I had a few moments to act as he walked off stage. Flipping over, I saw Raven, her skirt and panties on the floor beside her. I scrunched my face at her as if pleasure had gripped me, and then opened my eyes wide in a prearranged signal. She nodded, obviously still coming down from her own high, as she opened the purse and fiddle with something inside before looking to me and scrunching her face in what would've looked like something of orgasmic delight. I was live, and I had to go fast.

I quickly began to whisper into the mic that still held fast to my face through the fucking. "Suddenly a detachment of guards would arrive, the ponies would scatter, and despite his orders, the guards would press through and arrest the stallion, able to push past his-" Suddenly Raven yipped, waving her hand in pain. My eyes widened. Something was wrong. I could only hope my order had worked.

As I had said, guards suddenly flocked the area, each in their full regalia, weapons at the ready as they advanced, calling warnings to those gathered. The unicorn looked at them all, and then back to me. I could see him curse before turning back to the guards.

"Won't you put down your weapons and-" He didn't finish as one of the pegasus guards swooped down, tackled him, and but a metal rod in his mouth, locking it behind his head.

"No more of that. That's a Dark Stone bit, you won't be using any magic with that." She proclaimed, moving quickly to put his hands in shackles. Suddenly she fell over, writhing in... pleasure? I suddenly noticed all her armor had fallen off, leaving her naked. Looking up I watched as guard by guard, they all had their armor fall from them as they fell into pleasure-filled wailing. After the guards were on the floor, suddenly the ponies assembled fell over, pleasure taking them as well with the same sudden ferocity. Looking back to the pegasus, I noticed she had cum for some reason as she wallowed there for a moment longer.

With what seemed monumental effort, she reached over, grabbing the manacles from where they had fallen, only to have them disappear from the ground as she doubled over again in pleasure. I looked around for the reason, when suddenly I saw him. In the midst of the crowd of writhing ponies, a griffon stood. He wore a hooded cape for some reason, clasped with a nice looking broach in the shape of a circle with decorative etchings. He seemed irritated as he finally turned, moving to the downed unicorn with the Dark Stone bit. The pony got up slowly, working the mechanism of the Dark Stone when a key suddenly appeared in the socket and let it fall free.

"Thank you, Gunther." The pony said, sounding equally as frustrated as the griffon looked. "I thought you had the guard angle handled?" He said, looking over the curled up pony on the ground disdainfully.

"I do." Gunther replied. "They didn't succeed did they?" The stallion snorted, kicking the Dark Stone bit away from him. "Cheer up, Silver, we got what we came for." I knew I had little chance now, but any chance was better than none. Glancing over to Raven again, I saw her on the ground, apparently having been hit by the pleasure like everypony else. I scrunched my face, as if another wave of pleasure had hit me, hoping she'd notice. She did, and quickly pressed the record button, and I whispered on a breath.

"They wouldn't notice at the time, but the bindings on the wine colored mare came loose, letting her escape." I scrunched my face again, and looked to her as she once again did her part, laying low while doing so. My bindings seemed to fall apart, and not wanting to arouse too much suspicion before I could make my escape, I looked for a distraction. I couldn't risk another recording, and honestly I should've bundled my distraction in with my loss of bindings, but hind sight was not helpful at the moment. I grasped at the ropes that had fallen from me, a plan coming together somewhat. I had one shot, and I needed to take it.

With a quick motion, I chucked the rope behind the stage. The two of them froze for a moment at the sound, quickly moving in opposite directions to inspect it. As they moved off, I slipped from the stage and fell into a quick crawl as I quickly made my way to Raven. Reaching her, I looked back, and the two of them were looking about cautiously.

"Why didn't you stop whoever it was?" The stallion barked as he searched under the stage.

"I've already spent myself on saving your hide!" Gunther hissed as he looked about. "Plus, if we find them, you'll have them covered. Right?" A mocking tone in his voice.

Leaving them to their bickering, I turned to Raven, putting my hand on hers. "We've got to go." She nodded. I but my hand in the bag, found the recorder,and pressed the record button, whispering into it. "A torrential downpour suddenly struck the area, as wild clouds from the Everfree broke open, sending such rain down that it obscured every p- one's vision. Berry's purse would be found, at that point, waterproof, the rain rolling off it. The head set would also be water proof." I turned the recording off, zipping the purse back up, and waited.

The sky grew suddenly dark, and I could see various pegasi taking off from different points, moving to take on the wild clouds as they roared to life, sending a waterfall down on all the ponies. I pulled Raven off the ground and charged away as the rain crashed down, watching out of the corner of my eye as several other ponies took our fleeing as a sign that they had a chance too. Suddenly the horde of ponies who had been on the floor, partially in fear partially in ecstasy, sprang up and darted every which way. I could tell Silver, the newly named stallion, was shouting over the rain, but his words were muddled, a pleasant side effect of the downpour.

Dragging Raven along, we reached an alleyway, through which we darted, keeping ourselves to the backstreets as the rain poured down, until finally, we broke free on the small path that led away from town to Berry's place. Charging inside without a second thought, I looked up and saw Twilight and myself standing in the living room, completely dry. I cast a quick glance to the log sheet and paused at it.

Team Pigeon Departure: Five thirty. Return: Six. They had been out for about a half hour, and looking at the clock, it was now nearly seven twenty-five.

"Why are you naked Berry, and why is Raven nude from the waist down?" I heard myself ask.

"Yes, that is a good question." I looked over to the new voice. There was Starlight, standing it clothes that didn't match what I'd think she'd wear. Black latex clinging to her tightly, hugging each inch as closely as possible. I blinked a few times. "But there will be plenty time for it later." She said, and suddenly I found my hands brought behind my back as I was forced to the floor. "First we need to tell Master Gunther the news."