A Submissive Sissy

Here you'll find my favorites Sissy & Femdom stories, the best one I've ever read over the net since many years and believe me, that's a lot ! I'm also a wool fetishist, so you may come accross this type of topic around here too... Hope you'll like it !

Kelly Ann Rogers

The Boy Nanny

User Rating:  / 12
PoorBest 

Chapters

Then, toward the end of June, everything changed. Jared and Brent had talked me into walking by Jared's apartment on the way back from class one evening. I never went anywhere after class because Sheila wanted me right home. I had long ago given up the idea of running away, but she couldn't really be sure, so I was on a very short leash. I still don't know what possessed me to break her rules that night. Teenage girls should listen to their parents.

Once we were there, they sort of cajoled and dragged me upstairs. Once the door was closed, however, they didn't waste a moment.

"You know, Ashley," said Brent, his voice hardening rapidly, "Jared and I have been arguing for weeks about which one of us you really like better. Cause if you like me, then you're a straight girl, but if you like Jared, that means you're a gay guy."

"Uhh, well, you know guys . . . ."

"Shut up you stupid bitch." That was Jared." We're fucking tired of your teasing and we decided to figure this out our own way. We're both going to fuck you and see which one of us gets you hotter. He advanced on me as he spoke. I started to back up, but Brent had stepped behind me, and as I bumped into his chest, he reached around and grabbed my tits. . . . hard. He started to pinch my nipples and I screamed.

Smack! "I said shut up you stupid bitch!" It was Jared again and he was angry. Worse, he now had a knife. He waved it in my face and I shut my mouth, even though tears were running down my face from his slap. He turned the knife so the cutting edge of the blade was facing away from me, slipped it into the top of my leotard and cut the fabric right down to my crotch.

"You gonna get the rest of your fucking clothes off or you want me to finish" He was flushed and breathing hard. He cut my bra off. As my tits dropped free, he grabbed the left nipple and twisted.

"Ahhhh," I screamed again.

Smack!! He hit me again and I fell down, sobbing.

"All right," shouted Brent, "I came here to get laid, not beat the shit out of anyone. Stop hitting her." Jared flared up at him for a moment and then calmed down.

"Fuckin' A," said Jared, "Let's get laid. You ready to cooperate, bitch?"

I nodded my head, sobbing quietly, and slowly started to pull my now shredded leotard down my legs. As soon as it was off, Jared grabbed me by the wrist, tore my tights and panties down, saw my locked up dick, and started to laugh. "That's fucking pathetic. You must be a fucking girl. No guy would let that happen to him." He threw me over the arm of his sofa, which, thankfully, was padded, and pulled his pants down.

"Wait, I shouted, at least let me get you wet. You don't want to hurt your dick do you? I g. . . give good head?"

"Offering to give head, huh?" I guess you might be worth something after all." He pushed me onto the floor and sat on the couch. "Get on all fours, crawl over her and get to work."

His prick was a lot thicker than Roberto's and a little longer. I was hoping that if I brought him off with my mouth, he might not be able to get it up again to fuck me. I wanted to bring him off fast and get this over with, so I went right to work. I licked him up and down to get the whole shaft wet and then ran the tip of my tongue around the head a few times, like I did with Roberto. The skin was silky soft, but musky as hell. After a couple of short tentative strokes into my mouth, I suddenly drove the whole thing all the way in and as far down my throat as it would go. He went nuts.

"Aaaah, aaah, ah. . . , you fuckin' bitch, you been holding out." He looked up at Brent, who was behind me. "She swallowed the whole fucking thing in one move. She's a pro! She's a fucking pro! Aaaaaahh!" I had done it again. I was trying to gain control, but he wasn't going to let that happen.

"Do it my way bitch!" He grabbed my head and started fucking my face. I could barely breathe as I heard the squishing sounds of his dick being pulled from my mouth only to be jammed in again a moment later. He changed the rhythm and he changed the depth. He kept it up for quite a while. Jared was not Roberto.

By now, I had my hands on his thighs for balance as I knelt with my ass on my heels, my tights and panties around my ankles. I almost bit Jared's cock when Brent grabbed my hips and lifted my ass into the air. I started to panic and tried to yell, but nothing came out but muffled moans. I was going to get fucked and there wasn't anything I could do about it.

I guess I should be thankful he lubricated both of us. But when he pushed his dick into my ass, it felt like a hot poker. I screamed again into Jared's cock. He laughed and said, "Oooh that's good baby, do it again."

"Relax, you stupid bitch," grunted Brent, who had his back arched and his head back as he pushed into me. I don't care whether I split you open or not, but you'll feel a lot better if I don't." So instead of concentrating on the prick in my mouth, I concentrated on the one about to enter my asshole. You can relax it if you have to, even if it hurts. The burning sensation never really went away, but as he pushed into me, and then started to stroke, the pain started to lessen.

After a few moments I was panting with the effort, and every time Brent pushed in I grunted. Jared must have decided he liked that rhythm, because he fell in time with it. He buried himself to the hilt at the same time Brent did. I thought the two cocks would meet somewhere in the middle of my body they were pushing so hard. I was completely at their mercy, just trying to breathe.

Brent came first, grunting and stiffening and losing his timing. I couldn't really feel him cum, but all of a sudden, things got way more slippery. "I thought you would never finish said Jared, pulling his prick out of my mouth and pushing me to the floor. The man's staying power was amazing. "Put your face on the floor and your ass in the air. Time to finish your test, bitch." I can already see that Brent doesn't have what it takes to satisfy a slut like you." And he mounted me. He grabbed my tits after a few moments and pumped away.

I just wanted it over now and tried to excite him by twisting my ass and clenching the muscles around my rectum. "I knew you'd love it, you bitch," he shouted as soon as he realized what I was doing. "Keep it up. Let's see if you can make me cum." So I did. And before too long he did.

As his dick shrank back out of my ass, he pushed me away and I fell to the floor exhausted and in pain. I was afraid they weren't done with me, so I started to sob. "They'll be looking for me; they'll be looking for me."

"They'll find you when we're done with you," sneered Jared.

"Well I'm done," said Brent. He had already put his pants back on. I can see the bitch is gay by the way she worked to get you off." He spit at me.

'Sore loser,' I thought.

"Oh shit," mumbled Jared, what fucking time is it? I have to get to work. Get dressed and get out of here, you slut. I could tell you loved it. We're doing this again. Soon!"

'No fucking way,' I thought, looking at him in wonder. He must have thought it was a look of desire.

"Yeah, I can see it in your face, you loved it."

Are all men so stupid? I hobbled to the bathroom and cleaned myself as best I could. I stuffed some toilet paper in my ass to stop the leaking and the bleeding. I pulled my tights up, they were a mess, but I didn't have any others. I put on a light pull over top. It barely covered my ass. I hobbled out the door without a word.

I staggered from Jared's apartment to the elevator. But while it descended, I managed to get enough control over myself so that I was able to get a cab to take me back to Sheila's. The doorman looked at me aghast, as I staggered past him as quickly as I could. He must have called Sheila because by the time I got to the door, she was waiting. I was very late; she was really pissed off. She started to shout at me as soon as I had gotten the door part way open.

"You stupid little twit, where the fuck have you. . . ?" Then she saw me. "Oh my god, what happened to you?" She saw the bruises on my face. "Oh no, someone beat you!" Her expression turned from anger to surprise to concern in about two seconds.

I collapsed into her arms, breaking down in tears. "They raped me, I wailed through my tears. They both raped me."

"Oh my poor baby, oh my poor, poor baby, Come with me let me help you." She led me to my bed and checked me out. It didn't take too long for her to find my poor torn asshole. She patted it clean with a warm wash cloth, put me in a short nighty and panties with a liner, which she of course had to fetch from her own bathroom. She sat with me for a few moments, stroking my hair.

"I'll be right back." She returned a few minutes later and put an ice pack on my left cheek and then continued to clean and comfort me. Amanda showed up about ten minutes later, and Abigail Pierce shortly after that with her black bag. I didn't even know doctors still carried those things. Awhile after that, Brenda McLain, a lawyer friend arrived as well.

By then, I had calmed down. I wasn't crying anymore, because I had fallen out of my Ashley persona, dropped back into my male self, and withdrawn. I was being stoic. Plus, I was angry. I knew in my heart these women had caused this to happen to me, and I didn't want to open myself up to them emotionally, certainly not now.

Abigail checked carefully, inside and out, and put something into my rectum. "You'll be OK Ashley. It will just take a few days. I put a suppository in your rectum to soothe it, and I'll give you something to help you sleep. Would you tell us, who did this?"

I didn't even look up. "Who did it? Are you fucking crazy?" My voice was rising so quickly it cracked. "You stupid bitch, you and your fucked up friends did it. Look at me. I'm pitiful. I've lost 30 pounds, I've no muscles left, and look what you did to my cock. You ruined it! You set me up with Brent and Jared, just like you did with Roberto."

"Roberto?" All four shouted at once, obviously surprised. "What are you talking about?"

"Oh give me a fucking break!" I winced, the bruises on my face objecting to my shouted sarcasm. "You know damn well he's been forcing me to give him head. He fucks my face every fucking morning and told me you'd put me to work on 10th Avenue if I complained. Don't try to tell me you didn't fucking give me to him! You fucking gave him permission and you know it!" By then I was screeching, oblivious to the pain. But as soon as I stopped shouting, I broke down into tears again.

"No Ashley, we didn't." Sheila's calm, but firm voice cut through my sobbing. "We never would have done that. We intended to punish you, not let other people rape you. That's what you did to Amanda, or did you forget?" I could hear Amanda somewhere else in the room. She was crying too.

"That's fucking bull shit and you know it!" I shouted back. "I may have overstepped my bounds with Amanda, but I never hurt her, or hit her or pulled a knife on her, or threatened to give her away to perverts. That's what you did to me!"

"Well welcome to fucking womanhood," shouted Amanda. "Now you know how I felt, fucking powerless while you did what you wanted."

"OOHHHH," I wailed, remembering her eyes when I wouldn't stop, and my own fear when Jared waved his knife in my face. I cried in great heaving sobs, now having a hard time breathing.

"Yes, now we both know how the other feels, you selfish shit! You ruined it for both of us." She started to cry. . . "And I'm so sorry." She wrapped her own arms around her chest and her tears ran freely now, "I can. . . never . . . . forgive myself for . . . for . . . what happened to you."

"Oh honey," Brenda was at her side, her arm around Amanda's shoulder," you didn't do anything to him. You can feel sorry for him if you need to," she cast a withering glance in my direction. "But don't ever blame yourself for what happened."

I was truly startled so I backed off, "Maybe Jared wouldn't have hit me and threatened me with a knife if you had set me up," I conceded quietly, "He wouldn't have had to." Amanda and I looked at each other with sad eyes.

"And at least you're not pregnant," Brenda hissed, stalking from the room. I deflated quickly, my anger dissipating as the awareness of my own failures arose to take its place. The male stoic fled in the heart beat it took for that to happen. I began to cry again.

"I'm sorry," I wailed, "I'm sorry." They had me totally helpless. I had just been raped, and I was crying that I was sorry. Not only had I become a woman and a victim, but I was blaming myself too.

"OK, Ashley goes to sleep." I felt a needle pierce my arm. Amanda came over to the side of the bed.

"May I sit with you until you fall asleep?" She caressed my hair. I just nodded and closed my eyes. A moment later, I opened them. "I wish I could comfort you too." I sobbed for a while, regretting all the things I had lost. Then I fell asleep.