first time caught in hers

by BillyBoy

6 Oct 2021 3897 readers Score 8.7 (22 votes) PDF Mobi ePub Txt


Part 1. What the fuck?

What the fuck? That's usually what one hears when the wife walks in and you are in her wedding lingerie jerking off a pair of her silk panties. For weeks after that, she didn't talk to me at all. And then I let her catch me again. Big mistake. One day, out of nowhere, she has a plan. 

"I've been thinking about it a lot. I've decided I kind of liked seeing you in my underwear and dress. We don't have sex much anymore and I probably am to blame for you looking for other ways to satisfy yourself. As a matter of fact, seeing you like that actually got me really turned on. I was surprised by that. It took me until now to admit I liked it. How about tonight we try something like that again? You get dressed up in my clothes and we see what happens? Are you up for that?"

After she left for work I spent an hour going through her closet looking for her outfits. I even found that secret box of toys I thought she had thrown away years ago. A vibrator, some handcuffs, a blindfold, a couple of bottles of slippery lube, a little butt paddle for spanking. Down in the bottom, in a box marked 'Bondage and discipline kit' were the things we had never used. Inside the box was a rubber ball gag. An extra-long butt plug with a ring on the top of it for pushing it in and pulling it back out. It had a weird little twist in the middle of it. There was a silver metal chastity cage for a man's penis and balls, and a set of 3 different types of metal nipple clamps. I'm glad we never used any of those!

I didn't get any work done all day. I hurried home and was nearly dressed when she arrived. I was in a sexy 'Little Red Riding hood' outfit she had worn one year for Halloween. I'd been the 'Big Bad Wolf', wearing a wolf rubber mask. She seemed surprised I was ready. But she took it in stride and told me to wait in the bedroom while she opened some wine. When she walked in, she noticed the box of toys on the dresser. "Oh, you found those?" I shyly nodded. "Why haven't you used any of them yet? Are you a nervous little bitch?"

Bitch? Gee. Is she is getting into this a little too much? She picks through the box and brings out the handcuffs. "These will be a good start. Don't you think?"

I told her I wasn't even sure if we have the key. She didn't seem to care. She pulled me down to my knees and pushed my arms through the rails of the footboard on the bed. Then she locked my wrists together.

Out came the ball gag. I've never been gagged before. Why did we have all this kinky stuff anyway? The ball was bigger than it looked, it was pretty firm, and filled my mouth up all the way. She wasn't very gentle as she pulled the strap around the back of my neck, buckling it much too tight. "That will keep you quiet, and helpless for a while, you bitch."

She seemed kind of pissed off. She left the room and didn't come right back. When she did, she had plans for me. She pulled the top of the 'Red Riding hood' dress down exposing my nipples. She used the biggest Mid evil clamps in the set and roughly snapped them on. They took a huge bite out of my chest, squeezing my nipples really hard. "Fuck!" I tried to protest. But I could only whimper like a captive slave. My eyes were red and crying. She just laughed and pulled the top of the dress back up. Pulling at the clamps hurting my nipples even more. She left the room and didn't come back for a long while. All I could do was lean against the foot of the bed and endure the pain. Wondering what the fuck was going on. 

Part 2. Step 2

This time I could hear her on the phone. She even walked to the bedroom door, looking at me while she talked. And then a photo! Who the fuck is she sending a picture too? After a while, she returned. She was wearing some blue rubber surgical gloves. "I guess we need to get you broken in before we can move on to step 2." 

Up came the back of the dress. She laughed when she saw the black lace panties and black satin girdle I was wearing. "Oh, you like those, do you?" Up came the girdle and down came the panties. I felt her cold slippery latex fingers rubbing some lube up and down my crack. Then, suddenly without any warning, two fat slippery fingers pushed all the way up my ass. I jumped and squirmed. I heard myself let out a muffled squeal. A high-pitched noise like a surprised teenage schoolgirl would make. I was so embarrassed. Where did that come from? 

"You are a stupid little bitch, aren't you?"

I was breathing hard, snot was running out of my nose. She worked my ass for a long time. It hurt. Then, again without a word of warning, her fingers popped out as the long probing butt plug spread my cheeks and my tight little hole. It touched strange new places in my ass. She twisted it around and pushed it in deeper, just to be sure it was staying put. Every time she twisted it the tip was poking a different place inside me. It felt like it was all the way up into my innards! And then, it felt like it hit a really crazy place. My dick bounced a little. What the fuck?

After she took a picture of my ass, she pulled up my panties and put the girdle back in place. She took a picture of my red, whimpering, drooling face. With a confused, painful expression, I was staring up at her. "You remember Johnny? Johnny from my work? Do you? You may have met him last summer at the company picnic. Well, he remembers you. He told me he was not surprised you would be a... how did he put it? 'A pathetic sissy sally cum dump cock whore?' or something like that." And back out of the bedroom she went.

The gag hurt my jaw. It's much too big. The nipple clamps are so fucking tight and pinch much too hard. But none of it is as bad and distracting as having that horrible plug jammed so deep up my virgin ass. Fuck!

Part 3. Johnny

The doorbell rings. I hear them talking, and laughing. She says she wants to watch. She wants to make a video. What the fuck? He says that is fine. All I see is a tall man in jeans and a blue work shirt. And a wolf mask. My Halloween rubber 'Big Bad Wolf' mask. She sits on the little chair in the corner of the bedroom, pointing her phone at me. He walks over and takes a handful of my hair, lifting my head. His other hand slides down over my shoulder, checking out the frilly dress and bra straps, and some of the other cute and sexy parts of my outfit. In a stern, commanding voice he says: "You're going to be my bitch today. You're going to be my bitch because I know you want to be. Now nod and tell me you want to be my bitch."

I glance over at my wife. She just smiles and motions for me to nod to Johnny. I look back at him. The wolf is looking down through the tiny eyeholes in the mask. It actually looks like a real Wolf. It's pretty crazy! His hands are rubbing me. He pulls at one of the nipple clamps and I jump. It hurts and it's freaky erotic at the same time. I look up into his scary Wolf face. I fucking nod. 

"Good little bitch whore." The buckle at the back of my neck pops loose. The ball pops out of my mouth and bounces off the floor. I'm gasping and drooling. "Thank you". The front of his jeans opens up. His cock is bulging under his shorts. He releases my hair and puts his hands on his hips. 

"The Wolf is in charge. Use your mouth to get it out of there, you stupid little slut."

Another glance toward the wife. She has moved the chair closer and is videoing the whole thing. I hesitate. What is going on? Am I being abused? Do I really want this? Maybe I do? But like this? It's going to be difficult to stop it now. The Wolf is expecting me to do him this service. I feel like poor little Red Riding hood. A sweet innocent girl is thrown into the clutches of the Big Bad Wolf. I'm getting horny!??

My mouth is wide open taking his bulge in his boxer shorts. I am getting them wet. I lick and suck the fabric. Suddenly the tip of his cock splits the slit in front. Then the rest of it follows. My mouth was just in the right place. His cock just slid right in. Like a perfect fit. I gasped as it slipped all the way in. I heard my wife say "Oh My!"

Johnny's hand is on the back of my head, Firmly holding a good handful of my hair, pulling and pushing it back and forth. He reaches down, pulling at one of the nipple clamps. I begin to squeal and struggle to get him to stop. But he doesn't. 

"Just keep sucking, you little whore." 

Every time I look up at him I see the Bad Wolf looking back. It is unsettling seeing that. It scares me at first. Then it makes me feel like I'm really Little Red being force-fed a Wolf cock. It's really distracting. I can't figure out all my feeling about what is happening to me. 

He has a nipple clamp in each hand. My rhythm of sucking is getting better. In and out. Out to the tip, then back into my throat. In and out. Again and again. God, his cock is so big and fat. Fuck! The clamps hurt. In and out. He is really working my tits. The Wolf mask ads a crazy aspect that seems to take me somewhere else. Like a bad dream. I'm about to pass out. He stops. Cock out of my mouth. Hands off the nipples. He has my head with one hand again. He is holding his cock in his other. I feel my wife right there. She is 3 feet away holding the phone close to my face. Nothing is happening. No one is saying anything. There is a long, silent pause. 

She lets out an extra loud laugh as the load hits my face. Johnny just grunts and chuckles like he just won a prize. The look on my face must have been precious. More cum. Two, and then a third long spurt. Like being hit with a big warm water pistol right in the face. 

"Open your fucking mouth!" 

I obey. But I can't take any more. I'm dripping and drooling it everywhere. The front of my pretty red dress is soaking wet. The look of the Wolf is still so weird and erotic. I'm wet in my panties. Did I just cum too? 

Part 4. The aftermath

After Johnny left and I was uncuffed, she told me we were done and I was getting out. I had the rest of the day to pack a few things and leave. She said she never wants to see my disgusting face again. She left a piece of paper on the table and said she was going to hang with her sister until I was gone. She said I better not take too long. She said she will ruin me if I give her any shit about it. 

I took the Red Riding hood outfit with me. I took her wedding lingerie and wedding dress too. I took the box with all the toys. On the piece of paper was a little drawing of a wolf head, and a phone number. Johnny had left it for me. I sent him a text and he replied. He said I should stay with him for a few nights.

He gave me his door code. I was making myself at home until he was back from work. He ordered me to go into the bedroom and dress again. We are going to continue our playtime from earlier. This time with no fucking woman looking over our shoulders.

I pulled back my hair, put on a little makeup, and dressed in the Red Riding hood outfit again. Johnny came out of his bathroom only wearing the Wolf mask. He was naked, hard, and ready for me. He was holding a dog collar. He was waving it at me. I was sitting on the edge of his bed, shaking from the erotic encounter with him from earlier. I was nervous about what might be next. Should I be here? What road am I going down? How does this end? Or does it ever? Am I now someone's sissy whore? Looking at him in his Wolf's eyes, I slowly lift my head to allow the collar to be buckled around my neck.

 "Tell the Wolf something, sweetie. Tell the Wolf that Little Red Riding hood wants her brains fucked out tonight. Beg the Wolf for his cock. Beg to be the little slut, the whore you've always dreamed of being. The sissy whore for your Master Wolf."

"I want your cock sir Wolf. I've always wanted to be a cock whore. Please fuck me like the whore I dream of being. I'll do anything for you, Master Wolf."

Part 5. Me and the Wolf

After that, all bets were off. He had me down on my back with my legs up in the air. His thick cock was sliding in and out of me making me squirm and squeal like a girl. He said he really likes me squealing like a girl. He was rubbing the rubber mask in my face like the Wolf was kissing me. I felt his tongue slipping through the mouth hole licking my lips and my face. The Wolf is so fucking nasty! He started out slow and sort of romantic. But by the time we were about done, he was pounding me like he was raping me. One hand lifting my leg up really far, and one hand around my neck, like he was choking me. Fucking away.

When I open my eyes and look his way, I jump, startled by seeing Wolf's naughty face. What a crazy fuck!

Billy

by BillyBoy

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