How I Became a Cuckolded Sissy

by willow619

 

Part 2

 

"Now the preliminaries are over, and it's time for the entertainment part of our evening!"

That was what Allie, my wife, said to me as I lay on the bed after I had been fucked by our newly mutual lover, Mike. I was dressed in pink panties, bra and slip, and a floral sundress. A blonde wig with long curls was on my head, completing the transformation .

Allie had found a magazine I'd left on the bedroom floor, showing a transvestite being tortured and humiliated by a couple. Although she had always known I liked to crossdress, she had never paid any attention to that side of me. Now she had had me dress up, and her lover of the last year had fucked my face and ass.

Now, I was not sure what she meant by "entertainment, " and it scared me. My fears turned out to be justified.

Allie picked up my magazine she'd found earlier ("Sissy in Peril" was its title). It showed a transvestite being humiliated and tortured by a couple, and Allie had used it as a spring from which to begin my own humiliation, and my forced acceptance of Mike as her (and my) lover.

"Did you know that there is no video of this magazine?" Allie asked. "That seems a shame! I think we should remedy that! What do you think?"

I hesitated with my reply, and was rewarded with a slap across my face by Allie. She then pulled me off the bed and I lay on the floor on my back. "Your only response to my questions is to be yes. Is that clear?"

"Yes, mistress," I replied.

"Oh, there is no need to call me Mistress. Just call me Allie. I think that way your humiliation will be clearer. Not by a truly dominant woman will you be put down, but by the woman to whom you were once betrothed, married, and equal. You have fallen, willow, dear, and I don't think you can get up again!"

I bowed my head. Allie ordered me up onto my knees and I obeyed.

Mike got up from the bed, where he had been laying on his side watching Allie and me with an amused grin on his face. He reached into a gym bag I had not noticed before. He brought out a set of cloth-lined cuffs, about two inches wide, and connected by a chain. He cuffed my ankles together.

I instinctively placed my hands behind me, waiting for their bonds. But Allie ordered me to place my hands down at my side.

Allie then picked up the "Sissy in Peril" magazine, and opened it to a page she'd marked with a post-it note.

"Ah, yes. I see that the woman gets her ass licked by her sissy slave. I think that should be the next act in our video."

I hadn't forgotten the first scenes Allie had captured on our video camera, I was certainly ready for the next scenes.

Allie bent over a chair, and lifted her beautiful ass up. Mike placed his hands under my arms and pulled me up till my face met Allies ass. He then returned to activate the video camera pointed at my face.

"Lick it, sissy willow," she ordered. Of course, I did as I was commanded. Licking Allie's ass was one of my favorite activities, one I never got enough of. I put my tongue deep into her ass, and wiggled it in there for a half minute. Then I slowly drew it back, and lapped around her hole. Up and down her crack I went, over and over. Then I licked circles around her hole, clockwise and back again. As she thrust her ass back I began to put my tongue into her hole, in and out, deeper and deeper.

After 15 minutes or so Allie tightened up her thigh muscles and closed her butt cheek. She screamed with an orgasm.

She turned around, so she was facing forward in the chair. Instinctively I placed my face into her pussy hair, hoping to bring her to another orgasm. Instead of gaining access, I was pushed away. Allie pushed so hard I was on my back with my cuffed legs bent back under me.

Before I could move I felt Allie's foot on my balls. Through my panties her shoe threatened to crush my privates.

"Cunt!" she cried, leaning forward and increasing the pressure on my balls. "I did not tell you to lick my pussy. For that you will be punished!"

Allie snapped her fingers, and Mike lifted me to my knees and brought my hands behind my back and cuffed them there.

I now knelt on my knees. My ankles were cuffed together, and my hands were cuffed behind me. Then Allie put her hand behind my head and pushed me down, so my forehead touched the carpet while my ass pointed up.

"In your magazine the sissy gets spanked by a hairbrush over his mistress's knee. I will not place you over my knee – god knows what your little penis would do in contact with my beautiful thighs. But we will apply the hairbrush my sissy willow."

With my head still down I waited in anticipation of the first swat from my wife. When it came it was so hard I instinctively lifted my head up.

"Oh, no, dear willow" my wife said. "You will not lift up during your training. Will you please hold her down, Mike?"

Mike came over and placed his hand on my neck. Roughly, with no affection, he pushed my face down to the floor. He leaned down and whispered : This turns me on, dear willow. Take this training, and I might give you more of what you need."

Allie began smacking me with the hair brush. Aided by Mike's grip on my neck – and his promise of rewards to come – I accepted 50 strokes with the back of the brush (I counted to myself) with only minor screams, though I was sobbing uncontrollably by the time Allie finished. Then she flipped the brush over and began rubbing my tender butt with the stiff bristles for several minutes as I cried with the pain.

To my surprise – and horror – Allie laughed when she was done. "That was not only for your unauthorized lunge at my pussy, dear willow. That was also generally for being a sissy. I love you, dear, but I hate the sissy in you. Yet the sissy is so much a part of you that it will only be that side of you I will see from now on. If it was only hate I felt, you would be my ex-husband, exposed to his family and friends as a sissy faggot. But because I love you, I am willing to use these punishments to exorcize the hate I feel and find a new venue for us to express our love."

I opened my mouth to respond to this curious contradiction, but hesitated because I did not know what to say. Allie simply laughed. She uncuffed my hands and ankles, and pushed me back so I lay flat on the floor.

She picked up my magazine, and opened to another page she'd marked with a note. She bent over me, showing me the page she's picked, she laughed and said "I had trouble finding these pages, willow. They were stuck together by your cum!"

The pages showed the transvestite with her cuffed hands behind her, attached to a door knob. But the part of the picture which made me cum was that her nipples had clips attached to them, with the clips tied to a chair in front of her. In a succession of pictures the woman in the magazine moved the chair back, stretching the nipples of the poor transvestite.

I opened my mouth again, but this time Allie simply slapped my face. I started to cry with the pain. Allie grabbed my chin and lifted it up. "Yes, my dear, cry now. Soon you will find a reason to cry, but with nobody to hear you." With that she pushed my face down to the floor. She the walked around my rear and whispered into my ear. "Lift your ass, dear willow." I did.

Then Allie passed her foot over my ass. I responded to her stocking-clad touch by raising my ass a bit further. The next thing I knew Allie's foot came up hard and kicked my nuts so hard I fell forward, gasping in pain.

She looked at Mike and turned her palm upward. Mike seized me, and turned me over on my back.

Allie lifted my legs, then brought my hands behind my thighs and recuffed them. I was on my back, with my knees up and my hands cuffed behind them. Allie then went to Mike. Kissing him, stroking him, rubbing her cunt against his thighs. I looked stunned, I guess. Allie looked at me and laughed.

"Poor willow. Are you jealous that I am getting Mike hard?" And hard he was. That huge cock was stretching his briefs. Allie reached in and stroked the cock, then pulled Mike's briefs all the way down. She brought me Mike's underpants, and held them to my nose.

I tried to turn my head, but Allie took my chin and turned me to her. "Open up, dear willow! Smell and taste what a real man is like."

I opened my mouth. Mike's underpants were shoved in. The smell was wonderful, but the stretching of my jaw was uncomfortable.

"That should keep you quiet, dear willow. And hard, I guess."Allie reached down to my panties, and, of course, my small cock was hard.

"Mike, please set up the bucket and hose," Allie said. Mike went into the powder room connected to our bedroom, and picked up a bucket from the floor. He tied a clothesline-type rope to the handle and threw it over the door between the two rooms. He walked the rope over to Allie. Allie pointed to her dresser, and Mike brought her a hanger, I recognized it as a skirt hanger, with two clamps on the cross bar. Allie tied the rope from the bucket to the hanger. My eyes must have doubled in size.

Allie noticed my eyes and laughed. "Oh yes, dear willow. I imagine that, as a sissy, you've always wanted real tits with huge nipples. Am I right?" I nodded in silence. "In fact, I bet you've used this hanger on your nipples yourself, haven't you?" I nodded yes. "Well, let us see if we can take that a bit farther," Allie laughed.

Allie pulled down my dress and bra so she could reach my nipples. She attached the two clamps on the hanger to my nipples. I screamed into Mikes underpants from the pain. Allie simply tugged on the hanger, making the pain worse.

"I'm not sure these will hold, dear. Mike, please hand me the plastic ties from my dresser." Mike did so. They were the types of ties that can be tightened, but cannot be released without being cut. Electricians use them to tie bundles of wire, and you may have seen the larger ones used by police as a substitute for handcuffs.

Allie wrapped them around the clamps from the hangers and pulled them tight. The pain in my nipples was almost unbearable, and my tears flowed freely. Allie ignored them.

"Mike, test the line, please." Mike pushed down on the bucket, and the line over the door pulled mercilessly on the hanger attached so tightly to my nipples. I was sobbing into the underpants stuffed in my mouth.

"Now, dear willow," said Allie, "we are going to place a hose into the bucket. The hose will be connected to the faucet in the bathroom sink. As the water goes into the bucket the weight on your nipples will increase. We will see how big your tits can grow."

I shook my head back and forth quickly, hoping Allie wold take my "no" for an answer.

"Oh, don't worry willow. I have allowed for a release before your nipples are ripped off your tits. Maybe."

"I will stop the water the second you cum in your panties. And to help you do so I have a movie for you to watch. Also, I will be stroking your little cock. Up. Then 10 seconds later down. Then 10 seconds later up. I hope that the movie turns you on enough so that you cum soon, before I have to search for your nipples after they've been ripped off of you. Mike please start the movie."

Mike pushed the play button on our DVD player. A movie called "Sissy Self Fuck" started. On the TV was a transvestite dressed in nothing but hose and bra. She had long red hair and enough makeup for a 15 year old girls's pajama party. Her little cock was hard, and bounced as she moved. She was sitting on a toilet, and in her hand was a plumbers helper. She started taking the handle into her mouth, sucking it like it was a real cock. Then she lowered it to her ass, and started exploring her ass with the handle.

At that point Mike turned on the water into the bucket. My nipples started to stretch out, and the pain began. Allie stroked my little cock. Up

The girl in the video pushed the handle up her ass. She and I both tightened. My nipples stretched further. Allie stroked me down.

The girl in the video started going up and down on the plunger. The pain in my nipples was burning, and my tits stuck out. Allie stroked me up.

In the video the girl was going up and down, up and down on the handle of the tool. Allie stroked me down, and I thought my nipples were about to come off.

The girl in the video sat down hard. The handle of the tool – two feet long – disappeared into her ass. I couldn't believe she could take it. Allie stroked me up and I came like I'd never cum before.

Allie pulled the rope coming from the direction of the bucket, loosening the pull on the hanger. She untied the rope from the hanger, and Mike let the bucket down to the floor. She then pointed to the dresser, and Mike handed her some small sewing scissors. Allie cut the plastic ties from the hanger's clamps. I sighed in relief.

But rather than gently release the clamps from my nipples, Allie simply pulled the hanger as hard as she could, ripping it from my nipples. I sat up with the pain, but Allie pushed me back down. She pointed to the camera, and Mike turned it off

Allie then uncuffed my hands. I lay on my back on the floor, feeling the pain in my nipples, on my ass, and in my jaw, where Mike's underpants still gagged me. I wondered what would be my next humiliation.

Allie motioned to Mike, then to the bed. Mike lifted me onto the bed. He kissed my ear, and started licking my neck. Despite my pain, humiliation, and earlier orgasms, I quickly got hard again.

"Excellent," said Allie. She had started the camera again, and was focused on the tent in my panties. She then moved the focus to my face.

Mike straddled my chest, and started stroking his cock. He took his briefs out of my mouth. I tried to reach his cock with my mouth, but with him on my chest I could not.

"Please, please Mike," I pleaded. "Let me suck it."

Mike ignored me. Allie then came over, and kissed Mike deeply. She stroked his chest all over, chewed on his ear gently, and grabbed his ass hard. Mike stiffened, and came. His sperm landed on my face. Mike laughed, and said "See, I told I would give what you needed."

Allie came around to my side, facing the camera. She used her fingers to gather Mike's cum. She told me to look at the camera and beg for it.

I looked at the camera and pleaded. "Please, please Allie. Let me lick Mike's cum from your fingers."

"Are you my sissy husband?"

"Yes, dear Allie."

"Will you do whatever I want if I give you Mike's cum?"

"Yes, dear Allie."

"Then so be it, willow. Once you were my husband, now you are a sissy slave who will do anything I dictate. And I mean ANYTHING! Is that right, my dear little pantied slave?"

I looked at the camera, knowing that another border had been crossed, but said "Yes, Allie. I am your pantied sissy husband, and I will do anything you ask." Allie let me lick Mike's cum from her fingers. "Make "yummie" noises for the camera, dear willow!" I did.

Only later did I realize what Allie's definition of "anything" entailed.

 

Please email me at willow619@hotmail.com with your comments, good and bad.

 

 

 

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