The Trapping of a Sissy Faggot Cuckold and his Wife - A Humiliation Story
Chapter 1 - Caught
The knock at the door was getting louder - I really had no choice but to open it.
Only a few minutes ago, I pulled into my driveway, excited that I was able to get out of work early. Even better, my wife would not be home until late that night. I had plenty of time to fool around in my panties and jerk off to porn. It had been awhile since I had the opportunity, so I was going to go all out today.
I have a humiliation fetish. I like to put on panties and lingerie and jerk off to cuckold porn. The more they emasculate and degrade the husband the better. I had shown some of my favorite videos to my wife in the past, she rolled her eyes but said she would be ok with some roleplay. Every once in awhile she would reluctantly indulge me by letting me jerk off wearing panties in front of her. It was infrequent, but so was most of our marital sex. Today, however, I had hours of solo kinky fun ahead of me. I excitedly ran upstairs to the bedroom to get ready.
I pulled out my secret box of clothes and toys from way back in the closet and started to make some decisions. I opted for a pink teddy that was see-thru and had frills and the bottom. Then I put on a pair of lacy pink panties also see through, and then matching stockings. I moved in front of the mirror to see how I looked. As I had hoped, I looked like a fucking sissy bitch. I am fairly tall and more than a little chubby with hair here and there. I look like any regular guy with a white collar job and loose relationship with good diet and exercise.
Understand, I wasn't trying to look like a woman. I wasn't having any gender identity issues. Don't get me wrong, I am pretty fucked up but not about what gender I am. I am a man who wants to be humiliated and emasculated by my wife, by other men but I'm not trying to look like a woman. Typically I envisioned my wife fucking another man while I watched on dressed like this. They would call me pathetic and laugh at me in my fantasies.
Next, I picked out a dildo to sit on - it wasn't very big but it made me feel so slutty to be penetrated anally. I imagined being made to fuck myself with it while my wife watched on with her lover. Sometimes, I imagined it was her lovers cock inside me, as he fucked me for the amusement of himself and my wife.
Now ready, I rushed downstairs with the same rabid excitement I went up them. My small cock chubbing up as it bounced around in the panties I was wearing. I put the dildo down on the table by the front door. I needed some tissues and some lube for what was coming next. I loved walking around my house, dressed in lingerie. The fantasy of getting caught or being made to wear these clothes in front of my wife and her lover danced in my mind.
I never considered this as a reality, just a fantasy. I didn't think it would work out in real life as I remember the faces she made when I told her about it. She was disappointed - I always took it as a disappointment in the masculinity of her husband. I think that disappointment remains to this day.
I went to the living room to grab some tissues. I closed the curtains while I was there, careful not to stand right in front of the windows. Then I went towards the adjacent bathroom to find the lotion that I'd use to lube up the dildo. That is a moment I will never forget.
As I opened the bathroom door, I noticed a flash of movement outside the window. In that hyper-instant I recognized that it was a man, and he was inspecting something around the window. My entire body froze for a moment that seemed like a year. We looked each other right in the eyes before I slammed the bathroom door shut.
I turned my back to the door, pressed my entire body against it and began to panic. My heart was beating out of my chest, I couldn't catch my breath, my pink stocking covered legs were shaking beneath me. I didn't dare move or make a sound. I just stood there pressed against the closed door hoping to sink into it.
My head exploded with fear. Who the hell was that? What do I do now? What do I do?!
Another few seconds and I started to breathe more deeply. I tried to think. It came back to me now - vividly - my wife told me that there would be a guy from the neighborhood stopping by to look at our siding and give us a quote to do the replacement work. Fuck. How did I forget about that? Dammit. I was so excited to play "sissy bitch dress up" that I wasn't careful like I usually am. Typically I would close all the curtains in the house first but I didn't today. It was really the wrong day to make that mistake.
I kept breathing deeply, trying to regain my composure. Trying to figure out what to do. Did he even see me? It was only a fraction of a second right - maybe he didn't even see me! I kept breathing. How much time went by since I closed the door? A minute? 5 minutes? I couldn't tell. The more time the better. The longer that nothing happens the more likely that nothing happened. I continue to stand there, in lingerie, pressed against the door, breathing and hoping.
A knock at the front door. A loud knock.
Panic set in again immediately. I pleaded in my head. Please, please, please. This can't be.
Another knock. Louder now.
While being caught was a fantasy, I wasn't thinking about that in the reality of the moment. Besides, I don't want just some guy to see me. I might be kinky, but not like this. Not here. Not now. Not for real!
The last remaining functional part of my brain fired off a plan. Strip, get out of the lingerie. Run upstairs and throw on some clothes. Open the front door and act like nothing is out of the ordinary. It was only a second, maybe he didn't see anything. It's very possible that you'll be laughing about this in just a few minutes. Act cool and everything will be cool.
A series of loud knocks interrupted my last rational hope. The knocks were followed by a deep loud voice, "Mr. Lewen, come answer the door, right now. We need to talk."
"I'll be right there!" I called back instinctively.
"Mr. Lewen, I saw you in your panties. We can continue this conversation in the privacy of your home or I can continue shouting to you from here. Your choice." He called.
My panic reached new levels. My neighbors could have heard that! I was caught, no doubt about it. My heart was beating so hard I could feel it in my ears. My vision was tunneled and my nerves were sizzling. I walked through the living room to my front door on the adrenaline born of pure fear. I put my hand on the door knob and turned it.
I hid behind the door as I opened it. The man stepped inside. He peered around the door and produced a dark smile when he saw me. He put just a finger on the door and began to push it closed.
The doorknob slipped from my shaking hand and I was fully exposed. I stood there, my entire body pulsing, tears at the edge of my eyes, shivering in my pink sissy clothes.
He smiled at me and laughed, "I think I've got good odds of getting this siding job - what do you think Mr. Lewen?"
I stood there, a man in a slut costume. My hands clasped in front of my crotch, trying to hide what I could. I didn't have the strength to take my eyes off the floor.
He took a breath and looked around the room. The man's smile broke into a deep laugh, "Let's talk about what else I'll be getting." Reaching to the side table and casually picking up the dildo as he said it.
The shock of that statement snapped me to attention. In my panic, I only considered the horror of being seen like this. I had not considered what might come next.
The man walked across my living room and sat comfortably on my sofa. Knees apart, his back deep in the cushion, he placed the dildo next to him and put his arms up on the back. "Come over here and stand in front of me Mr. Lewen'' he said, "Come over here right now and put your arms at your sides, so I can look at what I found."
I instantly did as I was told. I was reacting, not acting now. It was almost like an out of body experience. The fear had me in a trance and all I knew was that I didn't want to make anything worse than it already was. I took the few steps across the room, put my hands at my sides and looked at him for further instruction.
Gesturing to me in my outfit, "I've always wanted my very own sissy bitch boy." he said. He looked me up and down like I was a new toy. "Looks like it's my lucky fucking day. Now, turn around and put your hands behind your head so I can see all of you."
I interlaced my fingers behind my head and turned around clumsily. My fear took on a new layer of vulnerability in this position. He could be doing anything back there. I stood compliant, my shaking renewed. "MmHmm" was all he said.
I kept cursing myself for being so over eager, for being such a fool. The reality of this situation was terrifying, not at all how my fantasies went when I was on the computer. Sure, a cock would come into play now and then but I didn't want to be with a man... well, not exactly...
I could hear him shuffling around on the sofa. "Ok, we are going to get right into this. Then we will talk about what's next. Turn around, and face me."
Again, I did as I was told. As I got to face him, I saw that he had his phone out. He was recording this! My trance turned back into panic and I jumped back putting my hands in front of me trying to block his view. I staggered in retreat towards the opposite side of the room.
His relaxed disposition disappeared, still holding the phone up he yelled "Stop right there you little bitch." I stopped.
"I am sure you are a little fucked up right now but you need to understand that this situation is now out of your control. This situation is completely in my control. You are completely in my control. You are going to do what I say. If you don't, I'm sure you can imagine how it gets worse. But you will do what I say, because a grown man that dresses in pink panties and pink stockings and a pink teddy isn't looking to be treated like a man. So get back over here. Stand in front of me and put your hands behind your head. Right fucking now."
I didn't really understand what he was saying. The words I picked out were "Control" "How it gets worse" "pink panties" "stand here" "now". That was enough for my compliance.
"That's a good bitch." He said, still holding up his phone, recording me as I walked towards him.
"Say your name and tell me why you are dressed like this." he commanded.
"My name is Bill Lewen. I am dressed like this because...because... ummm.. I like to be humiliated... and I was going to spend the afternoon jerking off to humiliating cuckold porn." I responded, beginning to resign to the situation I was in.
"Cuckold porn huh...Good boy." Now pull your panties down to your knees so I can see your cock." He said. I took my hands from behind my head and slid my fingers under the sides of the panties I was wearing and slid them down revealing myself.
I had a grower not a shower, and it wasn't very big even when I got hard - just 4 inches on a good day. No woman I had ever been with was happy when I pulled it out - but they usually obliged without laughing. Usually.
He made sure to get a good shot of my compliance on his phone. Now, focused on my cock, "So this is what you offer to your pretty little wife? It's fucking pathetic, isn't it?"
I didn't respond. I was in shock.
"I asked you a question bitch!" He said and reached out with the hand he was not recording me with and slapped my exposed balls. I drew back quickly and almost fell because the panties were at my knees tripping me up. "And you will call me SIR for now."
I righted myself and got back into position in front of him. "Yes sir, my cock is fucking pathetic." I responded.
"Now you don't want me to share this video with anyone do you? Like your wife or your family or your boss, right?" He said.
"No sir." I responded.
"Good, then what are you going to offer me to keep it to myself, panty boy?"
"I..I..I don't know, s-sir... wha...what do you want?" I stammered, terrified to know what was next.
"Well I am always more reasonable after I've had a beer and a blowjob. Do you have a beer in your fridge?"
"I...I... what? I don't know...I think sss-soo, ss-s-sir." My brain was scrambled. I could barely make a sentence.
"HEY BITCH!" He shouted, "get me a beer and come back here and get on your knees."
I snapped into compliance and began shuffling into the kitchen with the pink panties still around my knees. He looked at me and laughed, "You look fucking ridiculous. Pull your panties up so you don't drop my beer."
I did as I was told and pulled my panties up. Through the kitchen, I opened my refrigerator, pulled out a beer. As commanded, I returned to my position in front of him and handed him the beer.
"Kneel." He said.
I began to kneel and looked down, I immediately noticed that he had unbuttoned and unzipped his jeans and left his cock and balls resting in front of me.
I knelt. My eyes now fixed on his cock. It was easily 8 inches, maybe 9. It was thick and not even fully hard yet. He was shaved completely. It just sat there on his jeans, so big and growing. If I could have wished for a cock to be born with, it was this cock. I was mesmerized.
I could hear him chuckle as he cracked open the beer, my beer.. "It's a big fucker isn't it, bitch? You'll get used to it. But before you get to sucking me. How about sucking this.. Open up."
He removed the dildo from the sofa and held it in front of my mouth.
"Yes sir." I whispered and opened my mouth obediently. "Get it wet - very wet. Then we are going to put it up your sissy ass." He chuckled.
I had watched a lot of porn. A lot of cuckold porn. I focused on the "bitch" husband serving the alpha male or bull. I was into it ... sometimes... anyway my current situation was very much in line with that particular scenario and a lot of my humiliation and cuckold fantasies really. But it being real, happening in my house was terrifying - and way more humiliating than I could have imagined.
He held the dildo out like a popsicle. I leaned forward and put it in my mouth. I made the dildo as wet as I could. Slobbering all over it as he watched me bob up and down. After a few minutes, I took it out of my mouth and moved to take the take cock from his hand.
"No, no sissy" he interrupted, "Turn around and stick that ass out for daddy." I sighed and obeyed. Turning around and getting on all fours in my livingroom, this man... this stranger, now looking at my pantied ass.
Suddenly I felt his hands on my ass, I flinched a bit but stayed in place. He grabbed my panties and slid them down so that my asshole was exposed to him.
"Spread your cheeks for me bitch." he said.
I had to change positions and put my face on the floor to comply. Literally face down, ass up now. I have never felt so vulnerable. I reached back and spread my ass cheeks apart.
"Good, very good. You ever been fucked by a man before sissy boy?" He asked.
"No, sir."
"Even better." He said as he rubbed the head of the rubber cock right at the entry to my asshole. Then slapping it repeatedly against my hole, "I'm going to hold it right here for you, you are going to push back and fuck yourself on it, do you understand panty boy?"
It was awkward, kneeling as I was, to get the dildo to line up with my asshole. I think he enjoyed watching me struggle to line up the dildo with my hole. After what felt like an hour of wiggling my ass back and forth, and listening to him laugh at me, I was able to get it in. Again, it wasn't very big but it wasn't small either. "Now that's a good little fag girl... fuck that cock for me fag girl.." He went on like this for awhile as I rocked back and forth, in and out.
"Are you enjoying that cock bitch? You like fucking for me panty boy?"
"Yes, sir. Thank you, sir" I answered, panting.
"By my count, your asshole is being good and stretched, your panties are down around the pink stockings covering your legs, you are totally exposed to a man who's name you don't even know, and he is sitting on your sofa drinking your beer. How do you feel about that faggot?"
"I...I..uh.. I've never been more humiliated in my life... sir." I grunted as I continued fucking myself for his enjoyment.
He laughed hard, "Oh, there is so much more humiliation to come for you. So much more. It's our lucky day - I've been looking for a new cock toy and you have apparently been practicing for this for a long time."
He moved around behind me. "I'm tired of holding this for you." He slid the cock all the way into the hilt. Then I felt the bottom of his shoe on my ass, holding the fake cock inside me. "Keep pushing and grinding on it sissy boy while I finish my beer."
I did as ordered, I rocked back and forth against the pressure of his foot, trying not to let the dildo fall from my stretched hole. He took his time and sipped his beer.
It must have been 20 minutes of this, maybe more, when he dropped his foot from my ass. The dildo immediately fell from my worn hole. He sat forward on my sofa, smacked my ass and told me to pull my panties up and turn around.
I again complied, I got up on my knees, pulled my panties back up and turned to face him. My asshole was throbbing but feeling empty at the same time. My heart, pounding.
"Look at you" he said, gesturing to my small flaccid cock dangling above my pink panties, "You really are enjoying this!" He laughed. I looked down and saw that there was a decent amount of precum dripping from my cock to the floor.
"Thank me for pleasuring your sissy hole you fucking slut." He commanded.
"Thank you sir, for pleasuring my sissy hole." I obeyed.
"Now it's my turn. You are going to pleasure me with that stupid mouth of yours." He said as he sat back comfortably against the cushions.
I had only sucked cock once before. It was brief and a long time ago. I was nervous and hesitant. I just kept looking at the floor in silence. Maybe I was hoping this would all just stop but maybe I was waiting for instruction.
Regardless, instruction came swiftly. The man sighed in frustration, sat up, grabbed a fistful of my hair and pushed my face into his cock and balls. "What the fuck are you waiting for cocksucker?!" He yelled as he mashed my face all over his hardening cock and shaved balls. "You better learn to listen and obey or this is going to get very messy for you, bitch."
I opened my mouth and began by licking and trying to suck the head of his cock. It grew harder and I was able to get it in my mouth as he shook my head violently. Sacred,I kept at it. Eagerly sliding my tongue around the head, hoping he would not hurt me.
After a few moments like this, he released his grip, sat back and set his empty beer on the side table. I settled in to sucking his cock. It was fully hard now and I took more of it into my mouth. Licking and sucking eagerly. Thinking about all of the sissy husbands and slut wives I've watched do this same humiliating act in the porn I watch so much of. I bobbed up and down rhythmically, even began rubbing his balls while I did. I wanted to please him so badly, from fear mostly but if I'm being honest... I also just wanted to please him.
"Look up at me now. Don't stop - just look up" He said.
I looked up at him, he had his phone up again. He was recording. I winced but kneeled there stupidly with a mouthful of cock. He reached out with his free hand and grabbed me by the hair again. He started moving my head up and down by the fistful of my hair in his hand. Pushing me a little further down than was comfortable for me. Taking complete control of the motion - fucking my face for the camera.
"I'm going to ask you a question panty boy," He said making me gag a little as he spoke - it seemed to amuse him, "When I ask, you had better give me the right fucking answer the first time. Do you understand?"
I tried nodding while he was thrusting his huge cock in and out of my mouth.
He quickly let go of my hair, smacked my face and grabbed my hair again to resume fucking my face. "I didn't say nod. I said answer me. Answer me with your mouth full of cock you fucking slut."
"Yepppphhhfffth Sulllpphhuuurr." I said as loud and clear as I could with at least six inches of his fat dick in my mouth.
He laughed a lot at that. "Good girl. Now here is the question..." He pulled my head up enough that his cock fell from my lips. Spit was dripping from my mouth and I was sucking air trying to catch my breath.
"Are you, Mr. Mike Lewen of 125 Walnut Street, going to hire me to fix the siding on your house?"
"I...I...um... Yes, sir, I am going to hire you...any-...anything you want." I said, a little confused.
"Good boy. Now, Mr. Mike Lewen, husband to Laura Lewen, are you my good little faggot cock sucker?" he said, camera recording in the entire scene.
I did not hesitate. I looked right into the camera, "Yes sir, I am your good little faggot cock sucker." I said.
"That's a good boy." He said as he plunged my face back down on his cock. Moving my head up and down again, he said "Now tell me how much you love being my panty wearing cock sucker. Make sure you convince me."
He pulled my head up and his wet cock slipped out again. "I love sucking your cock, sir!" I said as enthusiastically as I could muster while catching my breath and drooling some more. "I love to dress in panties and stockings, anything you want sir. I love to get dressed up like a sissy bitch and lick and suck your cock sir. It's all I want sir. Please let me suck you more sir, please!"
I heard the words coming out of my mouth, and I could barely believe that I said them. I wanted to please him with what I said, partly out of fear, but also.. maybe... because I was actually getting into it.
"Good boy." He said laughing. He let go of my hair and I began sucking again, more passionately now. He put the phone down, grabbed his beer and relaxed again. Looking down at me while I worked his cock as best I could.
I had been at it for a few minutes. Bobbing enthusiastically now. Occasionally licking his balls. Taking them into my mouth and sucking them then returning to the head of his cock to taste more precum. I used my hand at the base of his big fat dick to stroke up and down his shaft while I licked and sucked the soft sweet head.
After awhile the amount of precum I was eating was increasing so he was getting close to finishing. I didn't know what he would want at that point. I wondered what would happen after he finished. What would he want next?! I kept sucking.
"Ok cocksucker." He said as he grabbed me by the hair again. This time he puled my head up so that his cock came out of my mouth, then pushed my head down lower. "Lick my balls now and don't stop until I tell you to stop."
"Yes, sir" I replied but my compliance was muffled as my face was shoved into his balls so quickly. I began licking and sucking his balls as best as I could. Not thinking anymore. Just obeying.
He began jerking his huge cock as I licked his balls. Regularly rubbing and slapping my face with his big hard dick. Moaning and laughing the entire time.
"Now when your pretty little wife gets home I want you to tell her that I was here and that I'll stop by tomorrow with the quote for the siding. I'll come by in the evening so you are both home. Then the three of us will talk. Won't that be fun bitch?"
I stopped licking, I just knelt there with his hand clutching my hair and his balls in my mouth. My wife - oh my god, what was going to happen when he came back? What would he tell her? I was in complete shock. "HAHAHAHA, keep licking slut!" He shook my head, snapping me back to reality. I licked his balls vigorously. I could feel him tightening up. He held my head very tightly and turned me to the side. He looked down at me and began shooting his load all over my face.
The first shot actually went over my head, the rest of it landed all over me. It was warm and there was a lot.
He held me there for a minute or two, enjoying his orgasm. He pulled my head up. His cum running across my face as he did. He put is softening cock in my mouth, "Suck the rest of it out and clean up any cum that isn't on your faggot face."
I obeyed. I nursed another shot of cum from his cock and then began licking any that I saw on his shaft, his balls and his jeans. "Don't forget the shot I fired on the floor bitch!" He demanded.
I turned away from his lap and searched the floor for his cum. When I spotted it, I lowered my face down and began licking it off of the hardwood.
He smacked my ass hard and got to his feet, tucking his cock away and zipping up. "Good boy. Not a bad start for such a pathetic little bitch. Now thank me for allowing you to suck my cock and eat my cum." He said.
"Thank you sir for letting me suck your cock and eat your cum." I replied.
He laughed heartily as he crossed the room, "See you tomorrow sissy. Make sure you are wearing your panties and stockings when I get here or I'll post these videos to the neighborhood message board. And don't forget to ask your pretty wife for the name of the man who's load is dripping down your face, you fucking cum slut." He said as he walked out the door laughing. He intentionally left it wide open as he strolled away across the lawn.
I knelt there for a few minutes completely dazed by what just happened. A car drove by outside and the sound snapped me back to reality. I crawled to the door and threw it shut. Then I collapsed on my back, sprawled across the floor.
I thought about everything that just occurred. Less than an hour ago I was looking forward to a secret sissy jerk session. All of the porn I watch, just a fantasy. Now I had served a man. He used me in my panties and stockings and teddy. He covered me in his cum. He took videos and he was coming back. I was terrified and humiliated. I looked down and my little cock was hard, pointing up in my panties. They were soaked with my own precum.
I jerked off, right there on the floor. As I did, I took finger-fulls of the load on my face and licked them clean. I haven't cum that hard in my life.
I was thoroughly fucked - in every meaning of the word. I slowly got up. Scared, humiliated, and undeniably excited. There was nothing to do but see what humiliation was waiting for me next.