An Unusual Start! Jigglypuff and Don!

Story by alcid34 on SoFurry

, , , , ,

#3 of The Side Story Archives

Don was a Pokemon trainer from the town of Pallet, he starts off with a Jigglypuff instead of the usual Kanto Starters, with a single problem. Will Don be able to live with the problem?


"Ok Don, Don't forget to come back soon!" my mom said. But I simply went off outside without saying a word, probably because I was too excited. In fact, I forgot to introduce myself, My name is Don, and for many years, I always wanted a Pokemon on my side. But now that I'm old enough for one, I'm really excited to have one! Who should I have? Bulbasaur? Charmander? Squirtle? I really don't know! So I have decided to go to Professor Oak's Lab to find out. I opened the door to the inside, and I was hit immediately with cool air, thank Arceus I was away from the hot sun! "Oh, Hi Don!" Oak said to me from his computer desk. "Are you ready for your first Pokemon?" When those words were said to me, I nodded my head really hard in excitement. "Y-Yes sir!" I said, my words were nervous from the excitement.

"Ok, come with me." He told me. I followed the Professor to a empty desk. When I saw it, I was confused. "Uh, Professor, isn't this where the Pokemon should be?" I told him. When he looked at the empty table, The Professor shocked in fear and suddenly in anger. "Don, hold on a minute..." Professor Oak went inside his office, where his assistant was working on a new machine for the Professor. "Damn it! Where is the Pokemon?" He told his assistant. "Oh, them? I remember you gave it to those three trainers a week ago." She said. I overheard them, and the excitement now turned into sadness as soon I heard that. I walked back to the front door and sat down a chair near it, looking very sad. I can't believe it! 5 years of excitedness (I don't even know if that's a real word) wasted! For 10 minutes, I sat down at that chair, crying. But then, His assistant said to Oak. "If it will make Don happy, then I don't care!" he replied. Then I saw through the window, her assistant gave a Pokeball to the Professor.

He walked back towards me, holding the Pokeball in his hand. "Don, This is the only Pokemon I still have left with me, take good care of it!" he told me. He gave me the Pokeball, and turned the sadness back into excitement again. "Oh, Wow professor, Thanks a bunch!" I said. I headed out the front door, opened it, and got a blast of the hot wind outside. "Geez, it's hot out here... But I wanted to see my Pokemon." I said. "OK, Pokeball, Go!". And with that shout, I threw my Pokeball, then it opened, revealing a flash of energy, the energy turned into a pink Pokemon. "Jigglypuff!" It said. It was truly amazing to see my Pokemon was-

"Wait Don!" The Professor suddenly opened the door, now that scared the crap out of me. "Huh? What's wrong?" I said. "You forgot something..." he told me. He gave me a Pokedex and six empty Pokeballs to keep. "This Pokedex will allow you to-". "Puff!" my Pokemon said. It jumped up to the Professor and hugged him tightly. Oak screamed really loud, trying to pull my Pokemon off. "Don! Help! Get it off me!". I didn't do anything except watch the Professor get hugged really tight by my Pokemon. "But How do I help?!" I said. "Recall it!" he told me. I held up its Pokeball and said "Ok, Return!". The Pokeball emitted a red flash, when it hit my Pokemon, it turned it a red flash of enegry too, it then returned to it's Pokeball, giving Oak some relief .

I ran to the Professor's aid, trying to reassure him after what happened. "Are you OK?" I said to him. "Yeah, I'm fine, but that Pokemon you got there is a really unusual one." He told me back. Unusual... I can tell why... Then Oak started talking. "You see, Don. That Pokemon I got you is a Jigglypuff, and has a problem with....uhhhh....". "Problems? With...Jigglypuff?" I said to him. "Ehhh.... Never Mind! Just go and have fun with your Pokemon journey, OK, see ya!" Oak quickly said. He pushed me along the dirt path leading to Route 1, When we arrived there, Oak ran away from me, faster than you can say, "I just began my journey." back to his lab. Ok, that was weird, but at least I'm alone with my Pokemon, starting my journey!

I sent my Pokemon out, to walk with me instead, it looks too lazy standing in it's Pokeball all day. "Jiggly!" it said, then it winked at me. "So you must be what the Professor calls you, "Jigglypuff", you little cutey pie..." I blushed for a little as we started walking down Route 1 and left Pallet Town behind, heading towards Viridian City, which was the next town. "Puff. Jigglypuff." Jigglypuff told me, pulling on my pants, then pointing at a Pikachu, which ate a berry, minding it's own business. "You want me to catch that Pikachu?" I told my Jigglypuff. It nodded in response. "Puff!"

I told my Jigglypuff to go and get Pikachu, It looked ready to battle. "Jiggly...Puff!" it said, looking angrily at Sentret. But before I could tell it a command, my stomach rumbled. You know, All this talk about Pokemon made me really hungry! So I postponed the battle and picked Jigglypuff up. "Puff?" it told me. "Sorry Jigglypuff, but I'm really-" but before I could finish, it winked at me again, looking much more cuter than last time. In fact, it's so cute, that my mind would rather battle using my Pokemon than eating. But my stomach rumbled again. "You may be cuter than last time, but....I'm sorry..." I said. "Jiggly..." Jigglypuff looked sad, but seconds later, it's stomach rumbled too. Jigglypuff and Me laughed together, finding out that we were both hungry! I also found out that it is almost sunset, even though it was only ten minutes since our journey started.

I settled down our tent and our supplies on the ground. I also set up a makeshift table for us to eat our food. I got myself a tuna sandwich. For Jigglypuff however, I bought berries for it, the day before. "Puff!" it happily cheered. "Alright! Let's eat!" I announced. I ate my sandwich slowly, but Jigglypuff ate all the berries faster than you could say, "Holy crap, my Pokemon ate all the berries that fast.". Man, for a Pokemon that small, it sure can eat! "Jiggly. Jigglypuff..." it told me as it tugged my shirt. "You want more?" I told it. "Puff." It nodded. "Fine, but no more after this." I gave my Pokemon more berries. "Now eat slowly." I advised it. Jigglypuff said "Yes", in Pokemon talk, of course. And this time, it ate slowly, one berry at a time. But I was barely halfway into my sandwich. Some time later, I finished it, but I didn't feel full because my sandwich was small. Looking at Jigglypuff, however, it looked full. I could tell by the little bulge on its stomach. "Puff.....". Jigglypuff relaxed a little, it burped, and after that, gave a little laugh, before sighing, looking out into the twilight sky.

"It's almost getting late. We should go to sleep now!" I told my Pokemon. But didn't respond, I looked up on it, and it was sleeping. "I stand corrected..." I told myself. I carried Jigglypuff into the tent to let it sleep there. Since it is almost night time, I built myself a fire to keep us warm. Then I went inside the tent, where I rested my head, next to Jigglypuff, until eventually I went to sleep.

5 hours after I slept, I abruptly woke up from a bad dream. I looked next to where Jigglypuff slept, but it was gone. I was shocked when I saw Jigglypuff was not here. "I think it went outside..." I thought to myself. When I did went out, it was dark, the moon was over my head, and it was freezing cold. Thank Arceus for the fire though! But then, I heard a voice. "P-Puff....." the voice sounded. I was scared for a second before I realized, that was Jigglypuff's voice. It was heard near the forest, "Oh! I think that might be Jigglypuff!" I whispered. I walked into the forest, following the voice. It's moans became a little louder, until I heard another sound. "Pika...." The other voice sounded. I continued to traverse the dense forest, until I made it to an open field, but when I did, my eyes opened wide, and was shocked when I saw it.

I saw the Pikachu we saw earlier today, doing it with my Jigglypuff, which I've now realized it was a girl. I saw the Pikachu's member going inside of her, and it looked really hot to me, so instead of interfering them, I hid behind a bush and watched them mate together. "J-Jiggly...P-Puff..." I heard her as she uses her stubby arms to stretch her pussy. "Pika..Pi..ka...chu..." I heard Pikachu as he went faster. Just seeing this makes cock harder, and as I continued to hear them moan and have their sex, I started to rub it, it felt good, moaning as the pleasure shot up my body. It was naughty and perverted, but it was worth seeing Pokemon mate.

Around seven minutes later, I can look as Pikachu continued to penetrate deep inside Jigglypuff, rubbing my cock at the same time, I was almost there... Then I looked again, and that's when I heard them... "Pi...ka...CHUUU!" I heard Pikachu scream as loud as he could from the intense pleasure he felt. "PUFF!" I heard Jigglypuff, also screaming from the pleasure, I could see them both cumming at the same time. Jigglypuff leaked all her juices all over Pikachu's cock, while his cock shot deep inside her, but that's what I predicted. But me? I also came, my cock shooting out cum. The pleasure was intense, but I tried not to scream, so I would not disturb them. Then, I saw both Pokemon both fall to the ground, shaking in orgasm.

After all that, I saw them stood up, starting to talk to each other. Luckly, I bought a translator before the day I left, but why I didn't use this earlier? Oh well... I turned on the translator, pointed at the two Pokemon, and looked. "That was so fun, Pikachu! I wish we could do again sometime..." says Jigglypuff, via the translator. Then I heard Pikachu talking, and the translator told me, "Wait, before you go back, there is one more thing I should do...". Then I saw Pikachu pulled my Jigglypuff close, then I saw them kissed passionately. I've decided to get a closer view, but unfortunately, I tripped on a rock and fell on a bush and something hard. But instead of concerning about it, I looked at the kissing Pokemon couple, and I saw Pikachu's ears perk up, so I guess he heard the rustling of me falling to the bush.

"Pika?" I heard the electric mouse talking to Jigglypuff. "Jigglypuff?" I heard her reply. "Pika..chu..Pika.." "Puff?" But after that, I saw Pikachu looked away, and then ran away from her. "Pika Pika!" I heard Pikachu as he ran towards the other side of the field, Jigglypuff looked sad after that. Now about that hard object I fell on....Oh no. I can't believe this, but I fell on my translator! Now how could I know what Pokemon are talking about? Man, what a waste of $30...

"Jiggly?!" I heard a voice, then I saw my Jigglypuff, right in front of me, looking very angrily. "No...I didn't mean to-". But she ignored me and instead, slapped me in the face and looked away from me after that, and that really made me angry. "Hey! What was that for?!" I screamed at her as I wiped my face. "Why I ought to...". But before I could let out all my rage on Jigglypuff, I looked at her a little more closely, and I found a tear running down from her eyes. So I couldn't be mad at her any longer... "Jigglypuff...I'm sorry..." I told her. Then she looked at me, tears still running down her eyes. "Hey, don't sniffle... But don't worry! We'll get that Pikachu Tomorrow! Just for you!" I told my Pokemon. She stopped crying, but gave a mild smile to me. "Puff" she told me. But then something came up on my mind. "Here...I think this will cheer you up...." I told her in a seductive voice.

Jigglypuff's face suddenly turned into a curious look, then I led my hand slowly down to Jigglypuff's lower regions, then I felt her little clit with my fingers and started to rub it up and down. "P-Puff?" she moaned. "Don't worry...just relax...." I told her in the seductive voice again. Her little moans are just that... hot... and that made my balls feel a little harder. Some time later, I continued to rub the outside of her pussy until I feel a liquid, coming out of it. "Ooh, you look ready to go a little farther..." I told Jigglypuff, who is still moaning. As I've said, I took it a little farther by sticking one finger into her now wet hole. Jigglypuff's moans turned from moans to little whimpers as I pulled and pushed my finger, then I inserted another finger into her cunt, her walls squeezing my two fingers hard as I sped up the movement of my fingers going inside her little hole.

"J-Jiggly..." she let out another moan as I did another thrust into her hole, gripping on my fingers hard. She looked at me in a relaxed look. "I know... This will make you feel good..." I told her. After just one final push into her cunt, I heard her scream. "Jiggly....Puff!!!" Man, that was the hottest scream I ever heard in my life.... As I saw Jigglypuff's little hole gushed out in a stream...Most of the stream went to the ground, but some landed on my face, dripping into my mouth. I smacked my mouth for a little bit as I looked at her pussy, a small, but still flowing stream of the liquid still flows out of her. "You taste pretty good, Jigglypuff...Shall I?" I said. Just like earlier, she gave me a questioned look, then I led my face to her lower regions, held her little pink feet, and started running my tongue up her slit as I obtained the tasty, rich liquid. I looked up and gave her a wink, then she started to moan again as I started to wiggle my tongue in her pussy. Because of Pikachu going into Jigglypuff earlier, her juices tasted a little weird other than tasting like something sweet like honey.

As I continued to lap her wet cunt, searching for more of her, Jigglypuff started to shake, a sign of an approaching orgasm. "P-Puff..." I heard her moan. I didn't talk at all because I was lapping up her pussy, but I mumbled a little. Then I heard her scream once again, her voice radiated out into the field and was more hotter than the last. Immediately, I was hit by Jigglypuff's juices, which half of it covered my face, but the other half filled my mouth. I happily gulped it down, but she continued to gush out her juices, and I wasn't ready for that.... I quickly drew my head back, letting go of her feet, and watching the pink Pokemon squirt her cum out until she stopped.

"You must be tired from all that, Jigglypuff... Let's take a break!" I told her, but what I really said is not really a break. It was just some excuses for me to get more "acquainted" with her, but really does deserve a break from all that cumming she did... I sat next to Jigglypuff, who looked into the dark inky sky, except for the bright moon looming over us, then I lied down on the grass, watching the sky with her. "Sure is a beautiful night out here, right Jigglypuff?" I told her. "Jiggly." She nodded. We looked over the night sky, the stars, the moon, and the leaves blowing in the wind... for around a few calming minutes... Then I grabbed Jigglypuff close to me, and kissed, french kiss to be exact, at first, Jigglypuff screamed for a little bit before I calmed her down, she then accepted the kiss. I started to lash my tongue against her's as I wrapped my left arm around her.

My right arm led to her cunt. Like earlier, I started to rub it up and down as Jigglypuff started to moan while we kissed. Then I pushed in my finger, just like before. She moaned a little louder, then I could feel her cunt milk my finger, thinking it was a cock. I pulled out my finger then pushing it into her again, then pulling it out again, doing this several times. She started to shake once more as we continued to kiss, ready to let out a gush of her juices again. Another push inside of Jigglypuff's pussy set her off, she screamed into my mouth, erupting for the third time this night, I could feel the stream flowing on to my hands, and I could also feel the flow of the liquid going into my pants.

We let go after that, a string of saliva connecting both our tounges before it broke. I could see the pink Pokemon, panting after experiencing orgasm three times. I think my Jigglypuff deserves an award for that... and probably a rest. The orgasm left a very noticeable mark on my crotch, which was my Jigglypuff's juices. Then, a very strange feeling was felt in the mark, my penis started to feel hard until it reaches it's full length, so I unzipped my pants, and removed my underwear, revealing a long, hard, penis. I wanted to make my Jigglypuff rest for a little bit after three orgasms from her, but a strange feeling prevented me from doing so. So without warning, I rushed to my Pokemon, who was still panting after all I did to her, positioned myself, and grabbed her hips tightly, she then reacted after.

"P-Puff?!" "I'm sorry, I can't stand the pressure!" I told her. After that, I pushed my cock inside her, immediately starting to milk it tightly, pleasure running up my spine. For a sudden penetration inside her, she screamed out very loudly, but I covered her mouth immediately with a gag I secretly bought before I left for my journey, I don't want anyone hearing us having sex, especially that I'm having sex with a Pokemon. I pulled out my cock just halfway, before I started to rapidly pound her as hard as I can as Jigglypuff screamed through the gag. Poor her, I wish I could stop and just letting her rest, but my mind was filled with too much pleasure to stop.

I continued to penetrate into my Jigglypuff as hard as I can, and as I did, her little tight cunt milked my cock for dear life, causing my penis to hurt a little. Then I started to feel my penis started to twitch a lot inside Jigglypuff, a sign that I was approaching orgasm. A final thrust and a another cute wink from her set me off. "Yes Jigglypuff! I'm cumming!" I screamed, my penis erupts in a torrent of white seed rushing through her insides, filling up her womb. At the same time, Jigglypuff screamed through the gag again, a fourth eruption of her cum rushes through her pussy, covering up my cock and my pelvis. The pleasure running up my entire body was intense. For almost half a minute, I was feeling it throughout my whole body. After my orgasm, I pulled my penis out of Jigglypuff completely and looked at her, panting heavily through the gag after her fourth orgasm, and seeing my creamy goo leaking from her cunt.

I removed the saliva covered gag from Jigglypuff's mouth and threw it at the patch of grass right behind me. "OK, Jigglypuff, you can take a good rest after I wash you off." I told her. I carried my panting and tired Jigglypuff to the stream next to me, taking the gag by the straps. I didn't want more of her saliva in me and touching me. When we arrived at the stream, I started by washing off her messy fur, my cum covered cock, and the gag. After that, I walked back to my tent, feeling very tired after what I did to Jigglypuff. Instead of putting back into her Pokeball, I've decided to place her next to my place in the tent, just because she needed some fresh air.

"Jiggly. Jigglypuff." She told me in her own language. "I know, we'll get that Pikachu tomorrow, but if only I have my translator, I could know what you're saying." I replied. "Puff? Jiggly...." She yawned before closing her eyes and going to sleep. I've had my fun for now, and looking at my Jigglypuff one more time, I think my fun really satisfied her. And that reminded me, will I actually get that Pikachu that Jigglypuff had mated with? Well I don't know! And that ends my story, for now.