Shameful, Secluded Ravishment [Anal][Feminization][MM][Humliation] (from a /r/dirtywritingprompts request)

I’d just turned eighteen the day before my flight crashed. Brett, the boy I crashed with, was nineteen. The flight was nearly empty and we’d been the only two in the back of the plane; it had broken free of the rest and we’d somehow glided and crashed in water. There had been a storm. It was deep wilderness. We had no idea where. We walked for seven days without finding the rest of the plane or anyone else. It seemed like we were maybe somewhere in Alaska–mountains and verdant forest stretching across what seemed like the whole world. We survived on water and very little food. On the seventh day we found the cabin. We figured it was some wealthy hunter’s cabin. The place was stocked with food, drinks, fuel, toiletries, a generator. It had pretty much everything you’d need to survive in the wilderness–except a functioning radio, any maps, or a compass. We settled into waiting it out for someone to find us in the cabin.

I was on the dance team at my school. Pretty much everything about me was unfit for survival in the wilderness. I was five foot five. I had a petite upper body and small waist. Delicate hands, wrists, feet and ankles. I had a naturally plump bottom and a set of thighs that jiggled and swayed when I moved and often made casual pants and gym shorts uncomfortably tight and revealing of my ass. My blonde hair, large brown eyes, and delicate facial features didn’t help with my masculinity–I looked at best androgynous, even feminine sometimes, and I’d even been mistaken, by my own girlfriend, for a girl from behind.

Brett had excelled at all the sports I failed at at our school. He was at least six feet tall and very muscled. He’d often bullied me throughout our time at school, although I’d always thrown it back at him spitefully–managing to never be completely humiliated, although he’d gotten in a lot of good things on me, and had also begun dating my girlfriend the day after she broke up with me, suspiciously.

The day after we reached the cabin we found another piece of plane, partially un-destroyed: the luggage chamber. We moved the remaining luggage to the cabin to search for anything useful or valuable. We quickly became bored there over a few days. We had a few old mystery books that we read through and a chess set that Brett repeatedly beat me at. There were also a few pornographic magazines.

On our third day at the cabin I woke up in the middle of the night and Brett was masturbating to my ass. There was one king-size bed in the cabin and Brett had said it was stupid for both of us to not sleep on it. We had grown accustomed to walking around partially clothed or even nude. Brett had started it–I thought maybe to intimidate me, but he said: what did it matter with no one around and limited clothes. It was cold outside and there were patches of snow, but within it was warm with a fireplace and the generator if we needed it. He had been increasingly been making fun of my body and particularly my “fat, bubble butt.” He often told me I look like a girl. He had even said I looked like a “butt slut” who “wanted it.” He asked me often if I was gay or desperately trying to attract men with “that booty” since I wasn’t man enough to get a girl. I had been trying to tell myself it was just out of boredom, but I was growing increasingly uncomfortable by being sexually harassed and objectified by him.

I had gone to sleep naked but with my own blanket covering me. I was rolled away from Brett. When I woke up the blanket has fallen away, revealing the elegant curve of my back and my plump bottom. I tried to cover myself and turn but he shot his hand out and placed it on a fat butt cheek, holding me where I was and pulling it away a little to even more fully reveal my anus. “Don’t move,” he growled, and I didn’t. He finished a few minutes later. I was so nervous and revolted but I was too scared of him and disoriented to say “no.” I eventually fell asleep.

The next day Brett was out in the main room, sitting by the fire. He was still naked. I’d been careful to wrap the sheet around my body to cover my cock and even my nipples, but it clung around me almost like a dress and I didn’t have any clothes in the bedroom.

“I want to fuck that fat butt,” he said, looking at me. I was too scared to respond. I was very intimidated by Brett, still, I realized. “You’re clearly attracted to big cock, and it’s not fair that you get to look at mine while I don’t have a fat butt to fuck.”

“I don’t want to do this,” I pleaded. “Can you please just stop?”

I tried to argue him down for a few minutes but he kept arguing around me and telling me I couldn’t stay at the cabin if I wasn’t going to be a team player. He gave me a choice: “What do you want? You can choose to be a man and leave the cabin; or you get to stay at the cabin, lose your honor, give up your anus, and be completely humiliated.”

“…I want to stay at the cabin, but…” I mumbled.

” Don’t worry–I’ll give you a test first, and if you pass, then all of this stops, and I even stop making fun of you. Okay?”

“Okay.”

“I’m going to spank your bottom rough, naked and raw. If you don’t get aroused by that, then I’ll know you’re not a real girl and I won’t want to fuck you. Okay?”

“Okay,” I mumbled, turning red. It sounded like the best deal I was going to get. I stood their awkwardly.

“I’m not going to bother spanking your ass if you don’t bother to present for me. You can get out if you’re too lazy.” He told me to get in the tub in the back of the cabin and shave my legs and bottom. I had very little hair on my body, but it felt very strange shaving it all of. I even shaved my armpits.

And then: the shame, the smooth skin of my fat thighs and butt, the abject humiliation…my cock became aroused and I got half an erection. It was sickeningly humiliating. My face burned red and I tried to crouch in the water to hide hit. Brett walked over haughtily. “Stand up, cheater.”

“Brett, please no,” I almost squealed.

“Do you want a smack?”

I shook my head and stood up.

“Congratulations: you failed the test before it even started. Classic you. Bet me to still let you get tested with spanks.”

“Please Brett, please let me be spank-tested,” I said, and I realized tears were running out of my eyes from shame and frustration. He stepped outside, came back with a handful snow, and held me in place with a hand cupping my bottom as he pressed it to my cock. My erection shrunk.

“Come on! Get to it! Get slutty for your daddy–don’t keep me waiting!” Brett barked, cracking a spank over my butt and making me yelp a little. I tried to work quickly. I tidied up my hair–making it a proper pixie cut, I put on very light make-up and lipstick from the recovered luggage, and I lotion-ed. “Oil it,” Brett commended. I covered my body in glistening, smooth, slippery cooking oil.

My cock got erect several more times and each times he shrunk it back down with snow to allow me to reset and carry on.

“Is that the best you can do?” I glanced away from Brett. We both knew there were several suitcases with lingerie in them. I selected a girl’s pink lacy thong and outline bralette (it had just the strings, leaving my puffy breasts and nipples exposed). I felt so much like a girl. I felt incredibly wrong and vulnerable, but also sexual. He told me to dance in front of him and I gyrated and writhed around, spinning before him, shaking myself and presenting. He seemed to reach a breaking point and growled “C’mere”. He yanked me over to the bear rug in front of the fire, hard. First his hands were on my waist, then he was lifting me–a hand around my back and another grabbing my thigh, then he dropped me down across his legs, still wet and oily.

Spanks cracked down on my ass for several minutes straight. It hung up in the air, shaking and jiggling until it was bright red. He spanked my anal ring until it was tender and puffy and swollen. He spread my legs and spanked my fat thighs, taint, back, and stomach. He spun me over and pinched my oiled, tender nipples while I stared up at him intently and passionately. My back arched over his legs. “Are you aroused?” My body betrayed me: my cock was erect and rock hard–it was almost uncomfortable I was so aroused.

“Yes, Sir.”

“Why?”

“From getting girlied up and oiled for you, sir, and shaving myself, and most of all from getting spanked by you, Brett.” My eyes trailed down to his cock and it was rock solid–it was poking me in the butt cheek. It felt so big and hard. I spun around and straddled his lap. He kissed me, firmly and surely. I naturally slipped off of him and my mouth came down and suckled at the end of his cock. I sucked and sucked, working it until I was brave enough to press it into the back of my mouth and down my throat. He gyrated and face-fucked me, slobber pouring out of my mouth and lubricating his already ass-oiled cock, and continued to spank me as he cocked my throat.

He spun me and flipped me onto my back on the rug. Three of his fingers went down my throat and I puked up saliva, then his hand flashed down and began working his fingers into my swollen sphincter. He worked them in and out of my oiled ass rapidly. His other hand choked my throat, telling me to stay in place, then roved over my body, pillaging me as he willed. My cock was rock hard. So were my nipples–puffed up and aroused. My body writhed and undulated under his touch and ministrations. “Oh–it feels like my butt’s going to explode!” I gasped out urgently and he quickly tugged his fingers out.

“You think you’re going to cum anally? Not yet,” he said. I wriggled around and bucked at the absence left in my butt. He was on me in a second, kissing up and down my body, sucking at my nipples, spanking at me, French kissing my feminine mouth deeply and forcefully. And then he shoved my legs even farther back, ripped my g-string way to the side, and slowly pressed the head of his cock to my anus. “Still pretty tight, slut.” He slowly began working in and I gasped and moaned as he stretched me. “You’re so tiny compared to me. Your cock is pathetic. You’re no longer a man, do you understand? You’re a girl now. Your fat butt’s going to be my personal fuck-toy cock-hole.”

I gasped and nodded in shock. “Yes…yes, sir!” I squealed. He spanked me and fucked into me and I cried out passionately, and then he was pulling me up into his arms, and I was arching my back and flailing my fat ass up and down on his long, thick cock. We balanced like this: his arms and hands wrapped around my jiggly ass and thighs and curving back; me bouncing and gyrating; sweat and oil soaking us; bodies bumping and pressing and sliding; both tensed on the verge of ecstasy. His fat dick was punching the shit out of my prostate and pressing even further into the tender recesses and corners of my anus. Then it engorged even more and exploded–an enormous amount of hot cum flooded into my girly, pulsating hole and I gasped and moaned and then exploded in orgasm.

Source: reddit.com/r/sexystories/comments/6vp8x3/shameful_secluded_ravishment