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The misadventures of Derpy's Boobs 1.7

By Shroooomy
Created: 2022-08-20 04:56:12
Expiry: Never
fluttershyderpymilky waylactationmilking machinesexual frustrationmilk drinking

  1. 1.
    Chapter 12: Derpy
  2. 2.
     
  3. 3.
    >Rarity let me borrow one of her dad's old BuckBall jerseys
  4. 4.
    >I hope he isn’t too attached to it because my boobs were stretching it out a lot.
  5. 5.
    >I never liked sports.
  6. 6.
    >I hope no pony asks me about sports
  7. 7.
    >I was tucked under the handlebars of the scooter while Fluttershy took the reigns
  8. 8.
    > It was super cramped under here and I could feel every bump and crack in the road
  9. 9.
    > Fluttershys teats rested above my head and she would leak a little everytime we went over a particularly large crater in the patchy street leading up to the mines.
  10. 10.
     
  11. 11.
    > "It looks like a storm is coming."
  12. 12.
    > I looked to the sky and saw dark clouds circling overhead
  13. 13.
    > The words "Wet T-Shirt" rang in my head.
  14. 14.
    >Just my luck
  15. 15.
     
  16. 16.
     
  17. 17.
    > The fabric of the jersey was was coarse and wrapped around my most tender areas a wet towel
  18. 18.
    > Each kink in the road felt like sandpaper against my nipples
  19. 19.
    >The overall irritation was starting to get the best of me.
  20. 20.
    > My heart pounded in exhaustion from my endlessly lactating breasts
  21. 21.
    > I felt heat between my legs and a lump in my throat
  22. 22.
    > The perpetual edging was driving me silly
  23. 23.
    >My entire life I’ve been sexually frustrated
  24. 24.
    > But nothing like this.
  25. 25.
    >These breasts have turned me from a disheartened virgin to a sopping, horny mess.
  26. 26.
    >My body was in constant heat and more than anything I just wanted to release all my fluids.
  27. 27.
    > I needed to cum
  28. 28.
    > I needed something no pony ever offered me
  29. 29.
    > intimacy
  30. 30.
     
  31. 31.
     
  32. 32.
    > Fluttershy pet my head
  33. 33.
    > "Are you okay down there? You're awfully quiet."
  34. 34.
    > We drove through the gate of the old mine
  35. 35.
    > Above was a sign "Ponyville Mineral Trench Entrance 17-B"
  36. 36.
    >I haven't been here since I was a filly
  37. 37.
    >It was not how I remembered
  38. 38.
     
  39. 39.
     
  40. 40.
    "Yeah, I'm fine."
  41. 41.
    > “Milky is a very eccentric mare but I’m sure she’d love to meet you"
  42. 42.
    “I don't want to bother her…I don’t like being a pest.”
  43. 43.
    > Fluttershy laughed
  44. 44.
    > "When have you ever been a pest?”
  45. 45.
    > I wasn’t sure if she was being sarcastic or not.
  46. 46.
    > "Milky is an old friend of mine, She can be a little pushy but don't worry, I'll be there for you."
  47. 47.
     
  48. 48.
    > I stared down the twisting road
  49. 49.
    > A mountain stood on our right, a number of caves had been carved into its side careaning from the base up into the ridge.
  50. 50.
    > The entrances were boarded shut with wood, warning signs littered the road
  51. 51.
    > “No trespassing”
  52. 52.
    > “Danger”
  53. 53.
    > “Area Contaminated by Unclassified Toxins: Air Filtration Devices Required Beyond This Point”
  54. 54.
    > I had a uneasy feeling about this place
  55. 55.
    > The air was thick and smelled like rotten eggs
  56. 56.
    > It made me nauseous
  57. 57.
     
  58. 58.
    > We passed a sign that read
  59. 59.
    > “Bio-Hazardous area: Wander no further.”
  60. 60.
    > This sign shivers down my backside.
  61. 61.
    > I remember when these signs started popping up everywhere around Old Ponyville
  62. 62.
    > One night my dad got really angry and tore all signs outside the house out of the ground.
  63. 63.
    > I wonder what they meant.
  64. 64.
     
  65. 65.
    > We rolled into the old mining camp where dilapidated buildings and rusted mining equipment rested under fog.
  66. 66.
    > I remembered this place
  67. 67.
    > It was where my dad worked
  68. 68.
    > He brought me here once
  69. 69.
    > He showed me all the different machines he operated and what all the equipment did.
  70. 70.
    > I was just a filly at the time, I remember it being very uninspiring.
  71. 71.
     
  72. 72.
    > My dad never told me what happened to this place.
  73. 73.
    > One day he just came home and never went back to work.
  74. 74.
    > He refused to talk about it but when I asked he told me that the company was shut down by Celestia
  75. 75.
    > He said a lot of mean things about the princess
  76. 76.
    >It made me sad.
  77. 77.
     
  78. 78.
    > I've always liked the Princesses
  79. 79.
    > They're both so kind and pretty.
  80. 80.
    > Especially Celestia.
  81. 81.
    > Celestia is the nicest pony in all of Equestria
  82. 82.
    > Our teachers at school used to say that we are all Celestia's children and that she is the mother of all ponies.
  83. 83.
    > I never knew how to feel about that since I never met my mom
  84. 84.
    > I liked to imagine that Celestia is my mom.
  85. 85.
    > When I was a filly I had a pony sized pillow I used to hug really tight.
  86. 86.
    > Everynight I would squeeze all of my love into that pillow as I went to bed.
  87. 87.
     
  88. 88.
    > I would imagine Celestia was tucking me in and telling me bedtime stories.
  89. 89.
    > Sometimes we would count sheep
  90. 90.
    > Other times we would talk about my day
  91. 91.
    > Sometimes she would talk back
  92. 92.
    > Those were the best times
  93. 93.
    > When I told my dad he got very angry
  94. 94.
    > He said that it was all in my head and that he was going to get examined again if I told anypony.
  95. 95.
    > After that I told her that I was too old for imaginary friends.
  96. 96.
    > She got really sad and it a made me sad
  97. 97.
    > She told me she understood why and that I was a good pony
  98. 98.
    > That was the last time anypony ever told me that
  99. 99.
    > We never spoke ever again after that and I felt like I lost a friend.
  100. 100.
     
  101. 101.
     
  102. 102.
    > We made our way through the old factory
  103. 103.
    > Everything was made of metal
  104. 104.
    > I had never seen these kinds of structures outside Old Ponyville.
  105. 105.
    > Steel buildings that shoot into the clouds stretching farther than the eye could see
  106. 106.
    > At least my eye anyways
  107. 107.
    > Each one was made the exact same
  108. 108.
    > sheets of metal, no windows and no color.
  109. 109.
    > Placed sporadically across the hillside almost carelessly
  110. 110.
    > Ghostly statues of the fog surrounding us from every angle
  111. 111.
    > It made me feel cold.
  112. 112.
     
  113. 113.
    “Are you sure we're going the right way?”
  114. 114.
    > “Of course, I’ve been down this trail many times. Just follow the belt.”
  115. 115.
    > I turned to my right and saw a Conveyor belt running adjacent to us.
  116. 116.
    > As the buildings became more numerous the belt would split off and cut through the towers.
  117. 117.
    > What started as one turned into four that quickly turned to twelve
  118. 118.
    >The further we drove the more maze like this system of belts was becoming
  119. 119.
    > I tried to follow it but the network of belts became too much for me to follow and was giving me a headache.
  120. 120.
    > I looked up and saw the system at its peak
  121. 121.
    > Towers connected at every point by an overwhelming and endless web of track
  122. 122.
    > rotting cranes and smoke stacks hung above our heads overgrown with all kinds of vegetation.
  123. 123.
    > The screeching of dilapidated metal in the wind accompanied by the overwhelming lifelessness of the design stressed me out.
  124. 124.
     
  125. 125.
     
  126. 126.
    > The air tasted stale and humid
  127. 127.
    > I felt like we were in the tomb for whatever happened to this place.
  128. 128.
    > We found ourselves buried so deep that not even sunlight could breach the thick walls of this industrial disaster.
  129. 129.
    > I felt trapped under this system of towers and track.
  130. 130.
    > I covered my nose and gripped Fluttershy’s leg
  131. 131.
    > The road had shortened to the width of a walkway and I was starting to feel very anxious as the walls started to close in on us.
  132. 132.
     
  133. 133.
     
  134. 134.
     
  135. 135.
    > just as quick as we were buried we found ourselves in clearing
  136. 136.
    > The sunset reflected off the buildings giving everything an orange hue
  137. 137.
    > Finally, I was starting to feel sick from the narrowing pathways.
  138. 138.
    > "Here we are! The Old Ponyville Travelers Market."
  139. 139.
    I pushed my head up Over the bars and looked around.
  140. 140.
    > It reminded me a lot of the market in Ponyville except the shops here had strange names like "The Fun Box" and "Equestria’s Hardest Cider."
  141. 141.
    > Wagons were parked along the perimeter of the clearing surrounded by the giant pillars that were howling in the wind.
  142. 142.
    > Some stores were even built into the towers.
  143. 143.
    > Fire pits were scattered throughout the open space, ponies gathered cooking marshmallows or enjoying the afternoon with a cup of cider in hoof.
  144. 144.
     
  145. 145.
    “What is this place?”
  146. 146.
    > “It's a market where ponies from all over Equestria come to shop and sell the things they've found on their travels. I come here all the time because it’s close to the Cottage."
  147. 147.
    > I looked around the Market
  148. 148.
    > They had signs that illuminated in bright colours
  149. 149.
    > "Mares: XXX"
  150. 150.
    > "100% Yakistani Herb"
  151. 151.
    > "Lunas Secret Library: Dark Magic Bookstore."
  152. 152.
     
  153. 153.
    “So, where's Milky’s shop?”
  154. 154.
    >Fluttershy pointed across the market to a steel door cut inside one of the old structures.
  155. 155.
    > The sign above read
  156. 156.
    > "The Fridge" written in blue cursive with an illustration of a bottle of milk
  157. 157.
    > I wonder how they got these signs to light up like this.
  158. 158.
     
  159. 159.
    >Fluttershy drove through the camp and parked the scooter outside the shop
  160. 160.
    > I was starting to feel nervous.
  161. 161.
    > I didn’t even know this mare and I was going to borrow things from her
  162. 162.
    > very intimate things…
  163. 163.
    >Fluttershy knocked while I adjusted the jersey to cover myself, my nipples were soaked and sticking through the fabric like swords
  164. 164.
     
  165. 165.
    > The door opened and emerged a freckled mare with a curly blue mane and a yellow coat.
  166. 166.
    > She was wearing a frilly baby blue apron that stretched across the chest and down around her stomach.
  167. 167.
    > She had two breasts protruding from her backside that were so big they were pushing her back legs apart.
  168. 168.
    > I was concerned about her hips.
  169. 169.
    > I could almost feel her tendons being torn apart
  170. 170.
     
  171. 171.
    >“Oh, Hello Fluttershy! What a surprise, You weren’t supposed to come in today.”
  172. 172.
    > Milky leaned into Fluttershy and the two hugged
  173. 173.
    > Milkys eyes widened
  174. 174.
    > I could feel her gaze as she stared at me over Fluttershy's shoulder
  175. 175.
    > “And this must be the mare I’ve heard so much about.”
  176. 176.
    > She pulled herself off of Fluttershy and walked towards me
  177. 177.
    > I was taken aback
  178. 178.
    > Fluttershy talking about me?
  179. 179.
     
  180. 180.
     
  181. 181.
    > “Well aren’t you just something else” she said biting her lip
  182. 182.
    >The mare had a grainy voice and an accent I couldn’t pin down, it reminded me of Applejacks but a bit more posh.
  183. 183.
    > “Hi, I’m Derpy.”
  184. 184.
    > Milky’s eyes were wide, she held her hoof under my breast and lifted it slowly.
  185. 185.
    > “These puppies are heavy.”
  186. 186.
    > She lifted each breast diligently, handling them with extreme care
  187. 187.
    > I didn’t appreciate it. No matter how gently she handled them I still didn’t like the fact that everypony felt the need to touch me without asking.
  188. 188.
     
  189. 189.
     
  190. 190.
    > Her eyes were fixated on my breasts as she slid her tongue over her lips and ran her hoof up towards my nipple.
  191. 191.
    > Her face was flushed and her eyes wide with lust.
  192. 192.
    > She escaped her trance with a shake of the head, blinking a couple times before stepping backwards.
  193. 193.
     
  194. 194.
    > “Sorry about that, My name's Milky, it’s a pleasure to meet you.”
  195. 195.
    > “Ummmm….You too.”
  196. 196.
    > “I’ve never seen anything like these. They’re gorgeous.”
  197. 197.
    > I looked down at my oversized mammaries, drooling thick with warm milk.
  198. 198.
    > They were repulsive
  199. 199.
     
  200. 200.
     
  201. 201.
    > “Really?” I asked, tilting my head.
  202. 202.
    > Either Milky was as kinky as I heard
  203. 203.
    > Or she was blind
  204. 204.
    > “Yeah, You got a fine pair of tits my friend.”
  205. 205.
    > “Well…Thank you….you do as well.”
  206. 206.
    > Milky lifted her back leg, flashing me the side of her breast.
  207. 207.
    > It was cover in freckles just like her face
  208. 208.
    > “Why thank you!”
  209. 209.
    > Her breasts were the size of beach balls, covered in swollen veins that pounded like the rhythm of a heartbeat.
  210. 210.
    > I had experienced being pent up like this.
  211. 211.
    > Nothing is more uncomfortable than feeling like your tits are about to pop like a bottle of champagne.
  212. 212.
    > Luckily for Milky, she only had two breasts opposed to my four.
  213. 213.
     
  214. 214.
    > Milky crouched low to the ground and looked under my belly.
  215. 215.
    > “You've got a nice pair back there too, eh shortstack?”
  216. 216.
    > This was one of the weirdest conversations I have ever had.
  217. 217.
    > "Yeah…I guess?"
  218. 218.
    > “Well, come on in! You two look famished.”
  219. 219.
    > She grabbed on my shirt and pulled me inside
  220. 220.
    > Milky locked the door behind us and led us across her house and through a curtain.
  221. 221.
    > Milky's walls were painted in a cow pattern white with black splotches
  222. 222.
    > The main room had a coffee table and two couches across from each other. They were all white as well.
  223. 223.
    > A string of lights ran across the ceiling that changed colours every couple seconds.
  224. 224.
    > Fading from red, blue, green and white.
  225. 225.
     
  226. 226.
     
  227. 227.
    > “Take a seat , I’ll get us some drinks.”
  228. 228.
    > I didn't realize it but I was getting a little thirsty.
  229. 229.
    > a nice apple juice would hit the spot wonderfully right now.
  230. 230.
    > Fluttershy and I sat beside each other on the couch
  231. 231.
    > The cushion made a cracking sound as we sat.
  232. 232.
    > The couch was frozen
  233. 233.
    I placed my hooves around my shoulders to keep warm.
  234. 234.
    > The entire place was like a walk in freezer
  235. 235.
    > Milky went to the back wall and pushed it inwardly, flipping the entire way around revealing a refrigerator that ran from the height of the couch to the ceiling.
  236. 236.
    > A harsh gust of cold splashed into the room
  237. 237.
    > I wrapped my wings around my body for warmth.
  238. 238.
    > The Fridge was filled with bottles of milk of all shapes and sizes labeled and dated with tape.
  239. 239.
    > There had to be a hundred bottles
  240. 240.
     
  241. 241.
    > She pulled a tall thin bottle from the bottom shelf and grabbed three glasses from a drawer in the table and poured us all a full cup.
  242. 242.
    > This was getting weird fast
  243. 243.
    >“Don’t worry, it's fresh. I just milked myself an hour ago."
  244. 244.
    > This didn't reassure me.
  245. 245.
    >I had never drank another mare's milk and I wasn’t sure I wanted to.
  246. 246.
    >I had only drank my own milk, it was very sweet
  247. 247.
    >Great for cereal
  248. 248.
     
  249. 249.
    > Fluttershy took a large gulp
  250. 250.
    >I watched as the milk rolled down her throat
  251. 251.
    > She moaned like she was drinking the best wine from Celestias's cellar
  252. 252.
    > She tipped the cup over her head, her face red and her free hoof was caressing her breast near her privates
  253. 253.
     
  254. 254.
     
  255. 255.
     
  256. 256.
    > When she pulled the glass from her mouth, a thick, white residue clung to her top lip anf her tongue hung from the corner of her mouth.
  257. 257.
     
  258. 258.
    > “Your milk tastes delicious, Like always." Fluttershy moaned
  259. 259.
    > “Proper diet Flutters, you are what you eat.”
  260. 260.
    > Fluttershy stuck her hoof between her legs
  261. 261.
    > She seemed really turned on by this kind of thing.
  262. 262.
     
  263. 263.
    > Fluttershy raised the glass towards Milky
  264. 264.
    > "Can I have another drink please?"
  265. 265.
    > Milky grabbed the bottle and leaned it over the cup but right before the milk could reach her cup she stopped.
  266. 266.
    > "Moo for me."
  267. 267.
    > "Milky…Not now."
  268. 268.
    > "Do it."
  269. 269.
    > Fluttershy started to do a faint cow impression
  270. 270.
    > "Moo…Moo.. "
  271. 271.
    > "Oh come on! Moo!"
  272. 272.
    > "Moo!" Fluttershys voice cracked
  273. 273.
    > Milky laughed and filled her glass
  274. 274.
    > "Thats a good little cow. Keep up the good behaviour and I'll give you another."
  275. 275.
    > Fluttershy sunk her face into the glass and chugged
  276. 276.
    > What the heck was that all about?
  277. 277.
     
  278. 278.
    > Milky turned to me, she was on the edge of her seat leaning her front hooves over her breasts.
  279. 279.
    > Her pupils were dilated and her back leg shook excitedly
  280. 280.
    > “Go ahead! I would love to hear what you think.”
  281. 281.
    > I didn't want to do this but I also didn't want to be rude
  282. 282.
    > I tipped the jar slowly to my mouth
  283. 283.
    >I felt my muscles tense as the milk hit my tongue
  284. 284.
    > It was very cold
  285. 285.
    > I decided to just go for it and shot it back
  286. 286.
    > The cold soothed my throat
  287. 287.
    > It tasted like a thick cream, flavourful and rich.
  288. 288.
    >Unlike mine.
  289. 289.
     
  290. 290.
    > I let the taste sit with me for a moment
  291. 291.
    > It wasn’t as bad as I thought it would be.
  292. 292.
     
  293. 293.
    > I decided to take another, much slower drink.
  294. 294.
    > I sloshed it around my mouth trying to pin down the taste.
  295. 295.
    “Hmmm…”
  296. 296.
    > "I think she likes it." Fluttershy giggled
  297. 297.
    > I took a big drink, letting the milk rest in my cheeks swelling with milk.
  298. 298.
    > The longer I savoured the taste the more it was growing on me.
  299. 299.
    > It was creamy and tasted like almonds
  300. 300.
    > It set my taste buds into a tizzy unlike anything I had ever drank
  301. 301.
    > I closed my eyes and swallowed before taking another big gulp
  302. 302.
    > “I think she really likes it.” Fluttershy said
  303. 303.
    > “Of course, my milk is the best.”
  304. 304.
     
  305. 305.
    > I put my glass down and she poured me another helping
  306. 306.
    > I was enjoying this new flavour.
  307. 307.
    > I grabbed the glass and took another big sip
  308. 308.
    > “So what brings you here?” Milky asked
  309. 309.
    > “Well, we were hoping you could let us borrow some of your breast pumps and containers.” Fluttershy said as she nursed her drink.
  310. 310.
    > A smile grew across Milky’s face
  311. 311.
    > “Hmmm….Now what could two ponies like yourselves want with breast pumps?”
  312. 312.
    > I continued to inhale the milk.
  313. 313.
    > I tipped the jar over my head savouring every drop
  314. 314.
    >“What could you two be up to?" Milky asked as she tapped her hoof against her cheek
  315. 315.
    >Fluttershy was starting to turn red as Milky leaned closer “Could a certain pony be finally coming out of her shell and confessing her true feelin…”
  316. 316.
     
  317. 317.
    >“It’s for an outfit!” Fluttershy panicked
  318. 318.
    >Milky and I both jumped in our seats
  319. 319.
    >I had never heard Fluttershy raise her voice before.
  320. 320.
    > It was kind of scary
  321. 321.
     
  322. 322.
    >“Hey, I don’t judge. You just talk about her so much I thought…”
  323. 323.
    >“Milky!”
  324. 324.
    >I looked down at the glass and noticed I had emptied it
  325. 325.
    >I licked the milk that clung to the top of my lip.
  326. 326.
    > Milky and Fluttershy started arguing but I wasn't even listening.
  327. 327.
    > I wonder if Milky will give me another glass.
  328. 328.
    > I felt dirty drinking another mare's milk though I wasn't sure why.
  329. 329.
    > How could something that feels so good be wrong?
  330. 330.
     
  331. 331.
    “Do you mind if I have more?”
  332. 332.
    >The two mares turned to me
  333. 333.
    > was I interrupting?
  334. 334.
    > I do that sometimes.
  335. 335.
    > I talk when I’m not supposed to.
  336. 336.
     
  337. 337.
    >Milky started to laugh
  338. 338.
    > “I know what you see in this mare Fluttershy. Cute, naive, and…easy."
  339. 339.
    > Did Milky just call me a whore?
  340. 340.
    > I really shouldn't pay more attention
  341. 341.
    > Milky dragged her hoof over the bottles.
  342. 342.
    > "I see what you're up to, Uddershy."
  343. 343.
    > Fluttershy looked down to the floor.
  344. 344.
    >“Sure, Derpy, I'll grab you another glass. Straight from the tap this time."
  345. 345.
     
  346. 346.
     
  347. 347.
     
  348. 348.
    > Milky went to the wall and lifted it from the bottom
  349. 349.
    > Behind the wall was twelve barrels just like the ones at Applejacks.
  350. 350.
    > Milky pulled a couple tubes running from the two bottom barrels and approached Fluttershy who was pushing her dress aside and undoing her breast girdle
  351. 351.
    > Her boobs popped out onto the floor with a loud WHAP!
  352. 352.
    > she sighed in relief.
  353. 353.
    > "That feels so much better."
  354. 354.
    > Milky put the suction cups attached to the tubes over Fluttershy's teats and hit a switch on the wall.
  355. 355.
    > Fluttershy jumped and started to moan.
  356. 356.
    > The machine hummed loudly, I could hear the milk sloshing into the barrels.
  357. 357.
     
  358. 358.
    > Fluttershy started to squirm, pressing her stiff hooves to her sides as she rubbed her back legs together.
  359. 359.
    > Her eyes closed tightly as she bit her tongue.
  360. 360.
    > My eye was glued to Fluttershy's breasts, they were pretty and looked soft like pillows.
  361. 361.
    > I felt an urge touch them, which was odd because I've never had sexual feelings for another mare.
  362. 362.
    > beside Twilight of course, who in my mind is the definition of pure beauty so it wasn't gay.
  363. 363.
     
  364. 364.
    > My wobbly eye was locked onto the mare's tender breasts.
  365. 365.
    > They looked so warm and inviting
  366. 366.
    > I wonder if she would let me squeeze them
  367. 367.
    > I wonder what her milk tastes like….
  368. 368.
    >...
  369. 369.
    > Oh, no
  370. 370.
    >...
  371. 371.
    > What if I'm turning gay?
  372. 372.
    > What if it's too late for me?
  373. 373.
    > Am I really this desperate for sex?
  374. 374.
    > I never thought I'd end up like this
  375. 375.
     
  376. 376.
    > I always hoped one day I would find a stallion
  377. 377.
    > The perfect mate to have picnics with, eat muffins and didn't mind living in an old rotting house.
  378. 378.
    > I used to fantasize about coming home from a long day at the post office and he would be there waiting for me
  379. 379.
    > I would cook him dinner and we would talk all night about our day while we ate muffins by a fire
  380. 380.
     
  381. 381.
    > At night he would lean into me and we would kiss.
  382. 382.
    > I loved the idea of being penetrated by a handsome maverick.
  383. 383.
    > He would take me from behind and shoot load after load inside me.
  384. 384.
    > Then he would flip me around and he would lock his eyes onto mine.
  385. 385.
    > I would be his princess
  386. 386.
    > His wife
  387. 387.
    > His whore
  388. 388.
    > His friend
  389. 389.
    > His broodmare
  390. 390.
    > Like a good marefriend should be
  391. 391.
    > He would pump me full of foals all year round and I would be his forever.
  392. 392.
    > We would have as many foals as he wanted
  393. 393.
    > Two
  394. 394.
    > Four
  395. 395.
    > Six
  396. 396.
    > Ten
  397. 397.
    > Whatever he wanted
  398. 398.
     
  399. 399.
    > Realistically, I would still be working while I raised them.
  400. 400.
    >Taking care of my special somepony
  401. 401.
    > cooking and cleaning in my spare time.
  402. 402.
    > It isn't easy being a mare but it's what's expected of our sex if we wanted a partner
  403. 403.
    > Competition is fierce for mares.
  404. 404.
    > Sadly I've never had a stallion court me
  405. 405.
    > I was never popular enough
  406. 406.
    > Seeing mares my age in happy relationships made me think I was disliked
  407. 407.
    > I was never invited to their weddings or even talked to them after Flight School
  408. 408.
    > I tried so hard to make friends
  409. 409.
    > It takes a heavy toll on a mare
  410. 410.
    > Being unwanted.
  411. 411.
     
  412. 412.
    > I continued to stare at Fluttershy’s breasts
  413. 413.
    > I felt the blood in my wings pulsate and developed uncontrollable urges I had never felt before.
  414. 414.
    > I had reached the point of no return and it didn’t feel right.
  415. 415.
    > …
  416. 416.
    > What would my dad think?
  417. 417.
    > Drinking milk
  418. 418.
    > Thinking twisted thoughts
  419. 419.
    > He would be very disappointed.
  420. 420.
    > Most stallions don't understand that all mares are bisexual, it's in our nature. A coping mechanism for the low stallion birth rate.
  421. 421.
    > Looking at Fluttershy wiggling in her seat and watching her boobs jiggle made me feel different.
  422. 422.
    > Maybe mares are sexy
  423. 423.
    >boobs
  424. 424.
    >butts
  425. 425.
    >vaginas
  426. 426.
    >ponuts
  427. 427.
    >...
  428. 428.
     
  429. 429.
    > The mental image of sticking any of my parts near another mare's genitals made me queasy.
  430. 430.
    > It felt so dirty
  431. 431.
    > So wrong
  432. 432.
    > So fun
  433. 433.
    > Two bodies of the same sex smashing their parts together in frustration
  434. 434.
    > It was love
  435. 435.
    > It was hate
  436. 436.
    > And unfortunately, it was turning me on
  437. 437.
     
  438. 438.
     
  439. 439.
    > I felt my crotch starting to bake between my thighs.
  440. 440.
    > These thoughts were taking me.
  441. 441.
    > Staring at her breasts jiggle as she squirmed harshly in her seat was awakening something in me I didn’t like.
  442. 442.
    > Her face was beet red with ecstasy and discomfort.
  443. 443.
    > I took a deep breath and repeated to myself
  444. 444.
    > Think straight thoughts
  445. 445.
    > Think straight thoughts
  446. 446.
     
  447. 447.
     
  448. 448.
     
  449. 449.
    > "Did Fluttershy ever tell you About us?"
  450. 450.
    > I shook my head from my trance
  451. 451.
    "Sorry…I…ummmm…Pardon?"
  452. 452.
    > Be polite
  453. 453.
    > Don't let them know you've been thinking gay thoughts.
  454. 454.
    > "Did Fluttershy tell you that we were a couple?".
  455. 455.
    "No…She never told me about any of this."
  456. 456.
    > "Well, Fluttershy and I own this shop, we met at Tree Huggers retreat in the Everfree Forest a couple years ago."
  457. 457.
    > Fluttershy nodded in agreement
  458. 458.
    > "She was doing an animal rescue for all the little creatures caught up in that nasty storm that rolled through a couple years back.”
  459. 459.
    > “I was a traveling milk mare and she was a passionate but socially awkward environmentalist with huge tits."
  460. 460.
    > Milky rolled her eyes and laughed
  461. 461.
    > "Needless to say we were instant lovers. Fluttershy set me up with this spot and I've been working outta here ever since."
  462. 462.
     
  463. 463.
    > The pieces were starting to fit
  464. 464.
    > Fluttershy had a secret life
  465. 465.
    > It made sense but I was still shocked
  466. 466.
    "So, are you still together?"
  467. 467.
    > "Fluttershy grew too attached and wanted me all to herself, I don’t do monogamy.”
  468. 468.
    > “Milky…Do you really need to be…telling her all this?” Fluttershy said between groans
  469. 469.
    > Milky flicked her hoof at Fluttershy like she was swatting away a fly
  470. 470.
    > “It was an open relationship but she never got any action so she broke up with me. She didn't like being a cuckold I guess."
  471. 471.
    > Fluttershy hid behind her hooves
  472. 472.
    > "I just wanted something special."
  473. 473.
     
  474. 474.
    > Milky shook her head in disappointment.
  475. 475.
    > "Oh you poor, poor, heifer."
  476. 476.
    > Milky swung her head to me with a big smile
  477. 477.
    > "So Derpy, How would you like to work with us?" Milky asked
  478. 478.
    > "Milky no! It's too dangerous."
  479. 479.
    > Milky turned to Fluttershy
  480. 480.
    > “Zip it, Udder's, let the mare decide for herself.”
  481. 481.
    "Work...with you?"
  482. 482.
    > "You can be our cow."
  483. 483.
    "You're….cow?"
  484. 484.
    > Milky laughed and rolled her eyes
  485. 485.
    > "You really are naive. I'm saying you could make milk for us. Like a cow."
  486. 486.
     
  487. 487.
    > I didn’t like the idea of being a Cow
  488. 488.
    > They're fat and dumb
  489. 489.
    > In a way it's like being Derpy Hooves
  490. 490.
    > But I didn't like being Derpy Hoove either
  491. 491.
    > "Moo for me."
  492. 492.
    "W..What?"
  493. 493.
    >"Moo for me, give me your best cow impression.”
  494. 494.
    "Moo?"
  495. 495.
    > Milky chuckled
  496. 496.
    > "Derpy, I think you're the mare I'm looking for."
  497. 497.
     
  498. 498.
    > Milky poured another glass of milk for me and slid it across the table.
  499. 499.
    > "You're everything I want all in one package. You got the look, the milk and optimism."
  500. 500.
    > "I want you to be my main cow. You'll do a majority of the milking and be paid well for your time."
  501. 501.
    > I looked over at Fluttershy who was shaking her head slowly and mouthing the word “no” over and over.”
  502. 502.
    > I was a bit angry at Fluttershy.
  503. 503.
    > I wanted to ask why she never told me about her secret life until now
  504. 504.
    > We’re supposed to be best friends
  505. 505.
    > Best friends don’t keep secrets.
  506. 506.
    > I looked at Fluttershy, and followed the tubes around her nipples that led to the barrels behind the wall
  507. 507.
    "Is Fluttershy your cow?"
  508. 508.
    > Milky nodded "She is. But she can't keep up with the growing demand alone. If you take the job she'll be in charge of overseeing distribution and get a raise while you'll be our main product producer."
  509. 509.
     
  510. 510.
    "I appreciate the offer… but I can't…I don't like the idea…of being a cow."
  511. 511.
    > “Think about it Derpy, With the bits I give you, you’ll finally be able to fix up your house.”
  512. 512.
    > How did she know about my house
  513. 513.
    > Did Fluttershy tell her?
  514. 514.
    > Or did she know where I lived
  515. 515.
    > "The only catch is you'll be mine, cows are property remember. You'll have to do whatever I say."
  516. 516.
    "Like what?"
  517. 517.
    > Milky glared at me and smiled
  518. 518.
    > She knocked the bottle of milk over, spilling it on the table.
  519. 519.
    > "Oops, Uddershy can you get that for me?"
  520. 520.
    > "Fluttershy nodded and started to clean the table with her dress.
  521. 521.
     
  522. 522.
    > I was shocked, disgusted and a little scared
  523. 523.
    “Milky…I don’t think I want to do this." I could feel my voice tremble
  524. 524.
    > Milky looked deflated.
  525. 525.
    > "Well, I'm sorry for taking your time. I'll grab what you came here for and let you be on your way."
  526. 526.
     
  527. 527.
    > Milky got up and left the room
  528. 528.
    > Fluttershy scooted closer to me
  529. 529.
    > "I'm sorry about that. I wasn't ever going to ask you to work here. I told you she could be pushy. “
  530. 530.
    "Fluttershy…"
  531. 531.
    > "I just didn't want you to get in trouble. I never wanted to tell you About this part of my life but you're….
  532. 532.
    > Fluttershy paused
  533. 533.
    > My eye met hers, I wasn’t sure what she was thinking
  534. 534.
    > She closed her eyes and said in a forced tone
  535. 535.
    > "You're my best friend. I decided that you should finally know my dirtiest secret."
  536. 536.
    > Fluttershy hugged me and her breast rubbed against my leg
  537. 537.
    > I stiffened like a board
  538. 538.
    > Think straight thoughts
  539. 539.
    > Think straight thoughts
  540. 540.
     
  541. 541.
    > "Milky pays me very well, she is a very rich mare, it's just a very hard job."
  542. 542.
    “Why is it hard? It’s just milking right?”
  543. 543.
    > Fluttershy sighed
  544. 544.
    > “It's a very demanding workplace."
  545. 545.
     
  546. 546.
    > Milky returned with eight mason jars with tubes protruding from the tops attached to a brown saddle
  547. 547.
    > I shoved Fluttershy off of me and jumped to my hooves
  548. 548.
    > "Here you go Derpy."
  549. 549.
    > I stood up and she placed the saddle on my backside
  550. 550.
    > It was so light it felt like it wasn’t even there
  551. 551.
    > "You look stunning." Fluttershy clapped
  552. 552.
    > "You should keep my offer in mind, from what I hear that house could collapse any day now."
  553. 553.
    "I don't think so Milky…I appreciate the offer…But I can't."
  554. 554.
     
  555. 555.
    > Milky glared at Fluttershy then looked at me with a smile
  556. 556.
    > "Well It was nice meeting you."
  557. 557.
    > She brushed the top of my lip and wiped a thick glob of milk that I had been collecting
  558. 558.
    > Milky licked her hoof clean of the recycled mare juice before turning her attention to Fluttershy
  559. 559.
    > "See you tomorrow, Uddershy."
  560. 560.
    > Fluttershy nodded nervously with her eyes to the ground.
  561. 561.
    > Milky walked us out, I was so happy to feel warmth again.
  562. 562.
    > We were out the door when Fluttershy flipped suddenly
  563. 563.
    > "Milky, Wait I forgot my girdle.”
  564. 564.
    > Milky slammed the door on Fluttershy's face
  565. 565.
    > "Ohhhh….Well, I'll see you tomorrow." Fluttershy sighed
  566. 566.
     
  567. 567.
    > Fluttershy dragged her hooves and her breasts to the scooter
  568. 568.
    > I stared at them longingly
  569. 569.
    > I wanted to touch them
  570. 570.
    >...
  571. 571.
    > Think straight thoughts
  572. 572.
    > Think straight thoughts
  573. 573.
    > Fluttershy sat on the scooter with her breasts covering the entire front and bottom half of the scooter.
  574. 574.
    > “I guess you could sit between my boobs on the way back into town.”
  575. 575.
    > My heart stopped
  576. 576.
    > The ride into Ponyville was going to be awkward.
  577. 577.
    > I'm not gonna make it.

The misadventures of Derpy's Boobs 1.5

by Shroooomy

The Misadventure Of Derpy's Boobs 1.6

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The misadventures of Derpy's Boobs 1.7

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The Misadventures of Derpy's Boobs 1.8

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The Misadventures of Derpy's Boobs 1.8

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