Entering and Breaking

What a sick bastard. I was shaking with fear and anger, afraid to turn around so as to not provoke him any further. Making my wife make this insane decision was outrageous. She was really crying now. I felt sick to my stomach. Guilt rose inside of me as I wished she would take the raping and not punish me. She had to, damn it. She was a fucking woman, made to take dicks. How could I wish that, how could I wish she to be raped?

"Please oh please..." And then she was screaming.

I turned around and that bastard had her by the hair all twisted. He wielded his knife and turned towards me.

"If I were you I would stop right there Mister!" His voiced boomed over her pleas. He eased his grip on her and brought his knife closer to her. "Ma'am, it is highly recommended that you decide right now. Is it going to be you are him?"

She wept and murmured something.

"I didn't quite hear that Ma'am." The pleasure in his voice was apparent.

"Him." She said and wouldn't look at me. She wouldn't fucking look at me. I hated her in that moment with her crying and carrying on. Why the hell did she do this to me? The thought of this man penetrating me was horrendous. I desperately wanted to say something but he still held onto her and he still had that knife. He pushed her away from him into the couch where she covered her face and wept. Quickly, he rose and was behind me.

"You're wife don't think much of you does she?"

I said nothing but received no punishment. It was rhetorical and it pleased him to taunt me.

"Ma'am, if you know what is good for you, you will cut that crying out and give me a hand." She looked up at him but still would not look at me. "Go to my bag and bring me that leather contraption."

She got up from the couch and went to his bag. She pulled out this big leather thing that had all sorts of buckles on it. She brought it to him and she was instructed to stay there and help.

"Mister, I am going to cut this rope of your wrists and if you so much as make a move please do expect to experience an incredible amount of pain."

The ropes were cut from my wrists and momentarily they were free. Then he instructed my wife to slip the leather sleeve over my arms. He helped my wife pull the contraption tighter. A leather strap was brought around my shoulders and apparently fastened to the device that bound my arms behind me. The man set his knife down and began tightening all of the buckles. I was in some pain as the tightening process brought my shoulders back and my arms closer together. Finally, he was finished with his bindings. He went to his bag and grabbed a sheath for his blade. I was incapacitated, no longer any sort of threat. "Ma'am, go back to my bag and get that spider looking thing. It's called a spider gag and we are going to put it in your husband's mouth, make sure his teeth stay out of the way when he gets a good face raping."

She came back with yet another medieval looking piece of equipment and went to hand it to our captor.

"Oh no Ma'am, I would like for you to put the ring in his mouth."

She came to the front of me and finally looked into my eyes. I knew she was so scared and helpless and an incredible pain was on her face but I couldn't help but hate her.

"You bitch!" I seethed. I couldn't help it. I was about to be fucking raped. She, without hesitation, slapped me across the face and it hurt bad. I was stunned and she forced the ring into my mouth, gaping it just about as wide as I could open my mouth. The man laughed, grabbed the gag straps and fastened them tightly behind my head. I trembled at the thought of what I looked like. Completely helpless, my dick in some kind of medieval entrapment and my arms bound behind my back. My face was wet with tears and my mouth forced open. My wife stood helpless, yet completely free, next to me. Apparently she was deemed as non-threatening as me.

My tormentor grabbed me by my bound arms and forced me to walk backwards. My wife was instructed to follow along. He brought me to the couch and forced me face down over the arm rest. I was about to be raped.

"Ma'am, go grab my bag and bring it here."

She did as she was told. The man walked around the table and grabbed me by my hair and raised me level with his pulsing dick. This was it, I was about to get a cock in my mouth.

"I just like to show my study participants what they are about to receive before it penetrates them. This is a real man's penis Mister. Nine inches from tip to base and about seven and three-quarter inches around the meatiest part. This is the kind of penis that would never find itself caged and locked. It is the Alpha."

I looked at the cock with disgust. The way he talked about it like I wasn't a man too. Then he let go of my head and it fell onto the couch. He went to his bag that my wife was holding and pulled out a huge bottle of lubricant. He was going to put that thing in my ass.

"Ma'am, hold out your hands."

She complied and he squeezed an ample amount of lube into her hands. He looked at his erection and she knew what to do. She put her hands around his thick shaft and began coating his rod. It was glistening brilliantly and he was enjoying the handjob. I never got handjobs from her and I felt like he knew that somehow. He instructed her to not stop until he said. When he had enough he made her walk with him behind me. I felt a cool liquid running down the crack of my ass. My wife was instructed to grease my ass and to pay particular attention to my asshole. Her little fingers massaged my anus shooting betraying waves of pleasure to my caged cock. I groaned in agony as once again my erection was constrained by my cage. At his command, she pushed a finger into me. It was the first time anything had ever gone in that hole and it was weird. I felt like she was on his side now, somehow this was all a setup. I knew that it wasn't but why was she so complacent.

"Alright Ma'am I think that's good."

She spoke.

"Why are you doing this to us?" Her voice was strained and weepy.

There was a moment of silence. She had irritated him.

"Now Ma'am, normally I would have laid you out by speaking out of turn but you ask an excellent question. Just don't let it happen again, you hear?" His voice was stern. In my mind, he should have laid her out. I mean what the fuck kind of torment is happening to her? A handjob and playing with her husbands asshole?

"As I said earlier, I am a bit of a hobby psychologist and to think of how all of tonight's events are really going to impact the rest of your lives is really exciting and interesting, I mean, really interesting. Look at what is happening here. Being able to defend yourself and your home, protect and provide for your wife is a man's most primal need. Now look at your husband, how could he have let any of this happen? He's trying to defend his home with a bowling pin! And now, here he lays, defenseless, weak, his arms pinned behind him, his pitiful penis locked behind a cage that his own wife put on him, and now he's about to be penetrated by another man. If you can't perform the most primal functions of man then really what kind of man are you?"

I felt him rest his monstrous dick on my backside and I shuddered. A weak, long groan escape from my throat. My jaw was aching from being stretched so far apart from the gag. His long shaft was gliding back and forth between my lubed up ass cheeks. I yelped a little as he rested the head of his dick against my virgin hole. This was really going to happen and there was nothing I could do. I was saying no in my mind but what came out of my mouth sounded like a grunting cave man.

"Ooohh! OH! OoooooHH." Without the consonant you would almost think I was moaning with pleasure.

"What I am doing now is permanently establishing the relationship between myself and your husband. You see in any relationship there is a dominant individual and a submissive individual. In day to day interactions between two people it can be hard to immediately pinpoint who is who but in some cases it becomes glaringly apparent right off the bat. I am the Alpha Male in this relationship and all of my relationships. Your husband, well he's a sissy. An Alpha Male will take what he wants and when he wants and the little sissy will let him."

While my wife stood and watched as the twisted fuck pressed his fat dick against my hole and started to penetrate me. I clenched my sphincter the best that I could but it was useless. The big prick was stretching my anus painfully open. I was crying with humiliation and pain and an uncontrollable groan of escaped from my throat. I didn't believe in God but I was now praying for an end to this horrible ordeal. My rapist was pushing his erect dick slowly farther into me, splitting my poor anus wider open with each slow centimeter.

"Your husband will never be able to see himself as anything but inferior to other real men from now one." He talked as another inch of cock filled my virgin ass. "See, now, he doesn't even try and fight. He is not completely broken but nearly so." How much more could he put inside of me? "Ohh...mm...I just love taking away another man's manhood, breaking him and making him a sissy bitch. Look at how my cock stretches his virgin ass open and it feels so good. So tight and so much more to go."

"oohoohh...ooooo" I groaned.

"Your're doing good Mister." He smacked me on my ass. "Don't worry I love to take it slow at the beginning, I love the way a virgin ass twitches tightly around my penis and it makes it less painful and perhaps more enjoyable for you."

Enjoyable!

"I'm not like those barbarians out there that just rape women, or men I suppose, in some alley, just humping away at a person like a sex toy and then leaving. The physical damage they cause their victims can be deplorable. Strangle bruises, torn vaginal or anal tissue. They don't even enjoy the experience, it's just a power trip and that's all. What's happening here is not rape, no. This is a psychological experiment and as the conductor of the experiment as well as a willing participant, it is my duty to make sure that the other participants remain physically unharmed. This study is about the emotional impact a traumatic experience will cause the test subjects."

The twisted man pushed more of his swollen cock into my ass and I cried out in pain. He stopped and let my poor behind acclimate itself to the intrusion. As my muscles clenched and relaxed the man behind me groaned. He pushed more inside of me and the stretching stopped as my asshole accepted the main girth of his dick and it slid deep inside of me. The sensation was overwhelming and I felt ashamed at the sense of relief I felt as the pressure of him stretching me open subsided. He pulled on my hips and pressed himself tight against me, one hundred percent of his manhood inside of me.

"Ahhhahhhhahh..." I groaned.

"Not so bad is it Mister? I must say you have such a nice tight ass and you took all nine inches quite well. Ma'am, congratulate your sissy husband."

She was crying and said nothing when I heard a slap and a scream. He had hit her for not responding which only caused her to cry more. I struggled against my bindings and screamed through the ring gag and began crying myself. His held onto my hip tight with one hand and as I writhed my ass massaged his dick.

"Stop your crying and congratulate your sissy husband on taking such a big penis!"

"Con-congratulations." She sobbed.

"Now, who and for what?"

"Congratulations my sissy husband for taking such a big penis." She was nearly whispering.

"I don't think Mister heard you Ma'am."

"Congratulations sissy husband for taking such a big penis." She spoke fast and louder with a hint of anger.

"Better watch your tone Ma'am, after all, it's you who chose to be free while your sissy husband gets taken. It was you, a woman, who decided that her husband should be turned sissy by a real man with real muscles and a real penis. It was you who locked your husband's penis in a cage. You must not think to highly of him after all, as previously stated, you are a woman. Your body is designed to be penetrated and could easily handle this penis and for that matter the bowling pin that you yourself will use on your sissy husband's behind. This is the last warning for you, talk out of turn or don't do what is asked of you and not only will I hit you again, I will beat your husband to a vegetative state and you'll be changing his diapers for the rest of your life. You understand?"

"Yes sir." She didn't hesitate and sounded immediately obedient and god I hated her. He was fucking right. She could have taken the raping and still have her womanhood while more and more my manhood was being taken away.

"That's more like it Ma'am. No stand over here, shut your mouth and watch your sissy husband get plowed."

I yelped as his cock slowly stretched my ass in the opposite direction. He pulled nearly all of his cock out before slowly working back deep into me. His motion was fluid now and it was now official, I was being fucked. He had a slow pace and time seemed to move slowly. After pleasuring himself for a long time he withdrew from me, just his head penetrating me and slammed the entire length into me rocking me forward and causing me a painful yell. He laughed with glee and proceeded to repeat the hard thrusting, slow removal over and over. There was nothing I could do but weep and yell. The pace picked up and soon I was being screwed at a steady pace, my groans kept the time.

"Oh...oh...oh...oh...oh...oh...ohh...oh...ohhh...oh"

Over and over again my ass took the punishment. My arms were numb and my jaw ached. A stream of drool was hanging from my mouth. It felt like it was never going to end. I tried to find a space in my mind that was far away from my reality but I was continually brought back by the rapist's balls slapping against my perineum. The thrusting continued and slowly began to quicken. My hair was pulled hard and I reared up with a scream. He twisted my arms to the side and pushed against my lower back with his other hand. I was nearly standing, my back arched, my chest flared out and he assaulted my ass with speed and vigor. He was building up and about to cum. Please, I thought, not inside of me. He slammed forcefully over and over and began grunting. His body and my ass slapped loudly together.

"Uhhnngg...UHHHnNNngggg...UhhhHHHH...YES! YES! YES! TAKE IT! TAKE IT SISSY! TAKE MY SEED!"

He cock was harder than ever as he penetrated himself deep into me and held himself there. Oh God, I could feel his cock pulsing with blood and then erupt. He grunted loudly as his semen pumped into my bowels. Another load continued to fill my insides while he held on tight to my twisted body. A third and fourth load followed and I wondered how much semen this guy could possibly have. He let go of me and my body dropped abruptly to the couch. His shaft twitched inside of me and one final load joined the previous four. I was used and humiliated. To think of a man's cock and cum inside of me made me sick. I wanted to cry again but I was beyond being able to.

"Oh Mister, thank you. That was some of the best sissy vagina I've ever had. Wow." He held his cock inside of me and amazingly it was still hard. "You see Ma'am, when a sissy takes a real man's semen in his behind he is forever connected with that man. The function of the digestive system, all the way down to the anus, is to break down and absorb material as it passes. So a real man's sperm actually becomes absorbed into the body of a sissy. Forever, you sissy husband will be my sissy and it is particularly nice that he was a virgin and I was the first to break him in."

He was fucking crazy. He slowly withdrew his still erect cock from my ass and I was soon empty. It was nearly as strange of a feeling as it was having his dick in there. I groaned with relief. 'Please just leave me alone now' I silently pled.

"Now Ma'am, you have to go and get that bowling pin there and you personally will be responsible for filling up your sissy husband's ass with it."

I was begging through my gaping mouth. He was nuts, a goddamn bowling pin. I saw his body come into view and he knelt on the couch before me. Grabbing onto the sides of my head raised me up to come eye to eye with his cock. It was going to go into my mouth. It glistened with cum and lube. Without hesitation the dick was in my mouth and I had no fight in me. He rested the tip on my tongue. I was tasting his sperm and I wanted to gag.

"Wow don't you swirl your tongue around a bit Mister, get a good taste of your ass and my sperm."

I didn't hesitate. This guy was going to get what he wanted and hopefully not beat me or worse kill me. My tongue explored the monster head and as it danced around his shaft he leaked small amounts of cum into my mouth.

"Ma'am, your going to want to lube that thing up a lot if you want it to go in your sissy husband's butt."

I heard her squeeze the lube out. It was like the sound of a ketchup bottle. She was behind me now and I found enough tears to start crying again. The bowling pin pressed against my abused ass and I winced. It was cold and hard. It was my wife doing it to me.

"You look hesitant Ma'am. It's going to be okay, the sphincter is an amazing muscle. Usually I would make the woman go and get a vibrator since they always have one but the bowling pin was just too perfect. You want to go slow and with steady pressure and don't dare stop. Slow and steady, the sphincter will take it."

The bowling pin pressed up against me and at first my ass accepted it but quickly the intense pressure of such an object was overpowering. There was no fucking way I could take it. My wife pressed it firmly against me, not really pushing it in just letting my ass get used to the girth. The cock in my mouth started rocking back and forth across my tongue. I closed my eyes and tried to focus on relaxation but soon felt a smack on the back of my head.

"Mister, keep those eyes open and enjoy the view. Why don't you look up at me and show me how much you are loving this."

I looked up at his evil face and he had a big grin.

"That's a good sissy. Whenever I look at you you had better be looking at me." Then he looked over to my wife. "Now a penis from a real man in the butt, well that certainly is enough to make you a sissy. A penis in the mouth though, well that makes your husband a sissy slut now doesn't it? I mean, there's a reason why many woman don't please a man orally. Your mouth is where you express yourself, it's where you can communicate intellectually with others. By sticking a penis in someone's mouth you are effectively telling that person to shut up. You are letting them know that they are submissive and inferior." He slid his cock a little deeper as he spoke. "Having a man ejaculate into your mouth is probably the most humiliating thing for a virgin sissy. In time though, a sissy does learn her place and will seek out a superior man's sperm."

I couldn't even comprehend the sick fuck's logic. His hardon pressed into the opening of my throat and then slid out again dripping with saliva that I couldn't swallow because of the gag in my mouth. He was being intentionally slow and I had the sinking feeling that he was allowing the back of my throat to become used to his rod. Unbelievably, the pressure on my anus grew and I knew that it was slowly allowing the bowling pin entrance to my insides. It was incredibly uncomfortable but it never went away, my wife silently kept the pin pressed against me. The dick in my mouth was cutting off my air flow every time it slid in. I was desperately trying to relax without gagging on it. A constant primal groan was coming from within me. I caught a deep breath before the cock pressed into my throat. He held it there and kept holding it there. He was going to suffocate me with his dick. That's how I was going to die. And then he pulled out and I was gagging and gasping for breath.