Caught in Her Panties Ch. 01

Mary pushed me away with enough force to make me stumble back, trip over my pants around my knees and fall back onto the ground. I hit the ground with enough force and at the right angle that the butt plug was forced out. It happened so quickly that the force of it leaving made me cry out in pain. As Mary was standing and pulling her pants up she noticed that the plug had fallen out.

She grabbed me by the hair and pulled me to my feet. She pushes me down onto the hood of the car slamming my face down onto the car. It was hard enough that I was sure it was going to bruise my cheek. "I told you to keep that in your ass sissy! Don't fucking move!" She lets go of me and walks away. "You must now be punished for not listening!" Mary yells walking back towards me.

I feel her hand pull one of my cheeks apart from the other and I knew what was coming. I felt the plug being inserted quickly into my ass. She stopped just at the widest point and kept me stretched out. She pulled it out slowly then shoved it deep back in. Mary started to fuck my ass quickly and very hard. I was screaming in both pain and pleasure. My cock was rock hard and in need of release. Just out of instinct, I reach for my throbbing cock.

Mary shoves the plug deep into my ass and lets go. She grabs my hand and hair, turns me around and pushes me back down onto the car. She releases my hand and slaps my face. "A sissy is NOT allowed to cum! Try that again and the pain from the debris on the plug will be nothing compared to what I will do to you. Now take off all your clothes except for your panties and get in the car." After the abuse my ass just got, I didn't want to make things worse.

I took everything off and handed them to her. She puts them into the back seat and gets in the car.

Just as I start to walk around the vehicle I hear a sound behind me. I turn around to see Bill standing less that ten feet away. I quickly get into the Jeep before I found out how much he saw. Mary starts the car and begins to pull away.

As we pass by Bill I can hear him speak loudly to Mary. "That show was better than the one inside. I look forward to your call." We pass by and he yells loud enough for us to just make out his final words. "I also look forward to fucking your ass Sissy boy!"

Not a word was spoken as we drove home. Mary had turned on the inside lights for the drive so anyone that was next to us could look in and see me, and there was a few that did. She pulled into the parking lot of our apartment and parked as far as she could from our door. There was a spot right in front of the door, so why would she park so far away?

She gets out of the car, grabs my clothes from the back seat and starts to walk towards the apartment. My wife pauses and looks back at me still sitting in the car. She yells loud enough for all to hear. "Lets go sissy! You need to show off your sissy body to everyone!"

She had my clothes and it was cold outside so I couldn't just stay in the car forever. I looked around and didn't see anyone nearby. Maybe I could get to the apartment before anyone showed up. I walked as fast as I could to our door. My cock has shriveled up due to the cold and it was barely noticeable in the panties. I finally reached the door before Mary and was thankful that no one was outside.

Mary, after taking her time, reached our door, unlocked it and started to open the door. She enters the apartment and closes the door behind her before I could get inside. "You were in such a hurry that no one was able to see you. Don't you want to be seen sissy?" Mary asks from inside the apartment.

I put my hands around my cock and shiver. "No, people here know me! It's cold and humiliating to stand out here like this! Let me in!" I reach for the door to open it.

Mary quickly locks the door and smiles. "Sissy's like to be humiliated. So you will stand out there until I come back for you. I have to get a shower so it may be a little while. Turn and face the parking lot, I want everyone to see you." She turns and walks away leaving me standing outside in nothing but the bright panties. It was late enough that hopefully everyone was already home and in bed. I place my hands over my cock and lean against the door.

As I stand there, helpless, I start to think back on the events of this evening. My face turns red as I remember all the people staring at me at the bar. My cock started to grow with the idea of how many wanted to abuse me. The thought of being used by any number of them was very exciting. I closed my eyes and pictured what it would be like. On my hands and knees eating out one of the women while being fucked from behind by a guy. Bending over the counter of the bar as one of the large men pulled my hair while pounding my ass. Even just sitting on my knees with all the men around me forcing their cocks deep down my throat. All of these ideas were amazing.

I was so lost in my thoughts that I didn't realize the car that pulled into the spot directly in front of me. The headlights of the vehicle pointed directly at me gave the driver and perfect look at my cock standing straight out against the neon green panties. Panic sets in. I can't see who is in the car. The person sits there with the lights on for what seems like forever. The door of the vehicle finally opens and the person steps out. I immediately recognize the person and my heart sinks.

My neighbor, Alex, is a very attractive tall and thin woman in her mid thirties. We have had a few encounters in the parking lot but never talked for longer than a few minutes. We never hung out or even spoke about our personal lives. Now my personal life was there, naked and out in the open for her to see. She slowly walks towards me, eyes locked onto the green panties that stand out in the light. Just as she walks to her door, which is about five feet from me, Mary opens the door behind me. I turn to notice that she wore nothing but a pair of my boxers.

I quickly make for the door when Mary pushes me back outside. She leans out the door and speaks to Alex. "So Alex, what do you make of my sissy? It's her first night out!"

Alex smiles brightly at me. I look away in shame. "I have those exact panties in red. If you would like, I can let you borrow them Jack. I love the sissy look Mary, I have somethings that would hope convert him fully" She winks at me and enters her apartment. Mary finally lets me inside.

My face was red with embarrassment. I can't believe that just happened. How could I show my face around here now? I am sure the word would spread fast. Mary didn't seems to care. She just giggled as she walked towards the couch.

"Come here sissy and kneel in your place," my wife orders as she sits down on the couch.

I walk over and kneel between her legs. Just as I get settled down Mary turns on the plug in my ass. I close my eyes and moan in pleasure as it sends pulses through me. I reach up to pull the boxers down around her to give myself full access of her pussy.

My wife grabs my hands and moves them away from the boxers. "You need to work for your gift sissy. Don't stop until I say," Mary demands of me.

I pull the boxers to the side as much as I could. As I started to lick her pussy she grabs me by the hair forcing me closer in. It was difficult to get a good angle with the boxers around her waist. The inside seam was pressed tightly against my jaw and it hurt. Every time I tried to adjust, Mary would just pull me in tighter. I brought one hand up and slipped two fingers into her. I begin to massage the inside of her pussy with my fingers while using my tongue to play with her clit. In one swift movement, Mary pushes me away, stands and takes off the boxers.

"Turn around, sit on your ass with your back to the couch," Mary says as she grabs the remote to the toy in my ass. She turns it on to full blast. I lean my head back against the couch and close my eyes as I let the pleasure of the vibrations take over. "Get back to work sissy!" Is all I hear before Mary grabs the hair on the top of head, holds my head back against the couch and places her pussy on my mouth.

With one knee up on the couch, Mary was able to grind her clit against my nose as I licked deep inside her. Occasionally she would bend her hips out farther brings my tongue to pleasure her ass. My wife would alternate between the two allowing for her clit to rub against my face bringing her closer to another orgasm. As her body began to shake, Mary grabbed my head with both hands, held me down with all her weight and pressed her pussy against my face.

"Don't stop sissy! I am going to cum!" She yelled between moans. The grinding of my face became faster and harder. There was no room for me to catch my breath as all her weight was against my face. My vision was starting to go black and my breathing slowed as I started to pass out. Mary screamed with an intense orgasm and flung herself off me and onto the couch. Using her feet, she pushed me away from the couch. My body twisted and landed face first onto the floor. I just lay there trying to breathe.

Finally I was able to get my breath back. I turned my head to see my wife leaning back against the couch trying to catch her breath as well. The vibrations of the butt plug still sending shivers through my body. My balls hurt from being filled with so much cum from being hard most of the evening. I needed to cum.

I just lay there with my eyes closed still trying to recover from the near suffocation from my wife's pussy. When I finally open my eyes, my wife was no where to be seen. I look around and notice that the bedroom door is open. I figured she must have gone to the bathroom. This was the perfect time me to try and cum quickly before she returned.

I quickly rolled onto my back, grabbed my cock through the panties and started to rub as fast as I could. After only thirty seconds I could feel the orgasm building. I closed my eyes and tilted my head back preparing for release. Just as I was about to shoot my load into the panties, my hand is pulled away from my cock and my wife slaps me with all her strength across the face.

"Sissy's are not allowed to touch themselves!" She screams in my face. My cheek burned from the hit. I could feel a trickle of blood down my cheek. Her ring must have cut me. She grabs me by the hair, lifts me to my feet and leads me into the kitchen. My eyes were watering from the slap and I couldn't see anything. She pushes my head down onto the table and pulls my hands behind my back.

"Now you have to be punished even worse than at the bar." She then opens a drawer in the kitchen and pulls out duct tape. She tapes my feet to the legs of the table keeping them spread wide apart. She then takes my hands and spreads them across the length of the table. She tapes my arms down fully making it so my ass is in the air and I have no leverage to get myself loose.

I had just remembered that there was a set of windows in the kitchen. These windows can be looked through from the patio of my neighbor Alex. I couldn't turn my head to see if she was there, but I had hoped she wasn't. She walks away from me leaving me taped to the table with my ass in the air and bright green panties to show the world.

My wife returns to the kitchen. She doesn't speak a word to me before she pulls the butt plug out of ass. I grunt in pain. I feel a small drip of, what I assume to lube, fall onto my hole, but it didn't feel like much. Then I feel the pressure of something else against my ass. The pressure builds as my ass it spread farther than it has before. I moan louder as the pain increases. I can feel the object is already at least three inches inside me but it keeps growing in width. Mary just continues to push the object deeper without any more lube or ease of pressure. The presence just kept going deeper and spreading me wider. I finally feel her hand against my cheeks as the final inch gets inserted into me.

"I bought this yesterday just for this occasion," Mary whispers to me. "I wasn't going to use it because I thought It was going to be too big for you to take. Because you were so bad today and didn't behave yourself, I didn't have a choice. I was clearly wrong though. I should have known a sissy like you could take every inch of this dildo. It starts off only a little bigger than the plug. Its ten inches long and slowly grows to three inches in diameter." She works the dildo in and out of my ass and slowly picks up the pace.

It still hurt to much for me to get pleasure from, but that was the point. This was all about her. Finally she pushes the dildo in as far as it can go and leaves it there. She cuts me loose and pulls me up from the table. I can feel the dildo starting to slide out.

She turns me around and says, "Sit on the table. We need that to stay in you." I do as she says and pull myself up onto the table. The dildo slides back into me and fills my ass to its breaking point. Mary then climbs up onto the table with me and straddles my aching cock.

She pulls me close to her as she rides me on the table. The back and forth movement makes the dildo stretch me out even farther. My moans grow faster and I knew I wasn't going to last long. Sensing this my wife yells into my ear, "Don't you dare cum before me sissy!" Her pace increases. It gets harder to control myself. All my focus is put on trying to keep myself from cuming.

After another few minutes I moan loudly and shoot load inside her. It was the best orgasm I have ever had. I could feel my cum dripping out of her pussy and running down my cock and between my legs. There was so much of it. She just kept riding me trying to get herself to another orgasm. It wasn't long until my cock went soft.

"Damnit sissy," Mary says as she climbs off me. "You just won't listen." She pushes me back onto the table. Mary climbs up onto the table and straddles my face with her ass to my nose. My cum pouring out of her and into my mouth.

The warm salty fluid filled my mouth and I gagged trying to swallow what I could. She pushes her pussy into my face making sure I don't miss any. The position she is in gives her easy access to the large dildo in my ass.

"Now you have to clean me," Mary says grinding into my face again. She grabs the dildo thats buried into my ass and starts to move it in and out very quickly. Every time she starts pushing it back in, she tilts the dildo to the side stretching me farther apart. She doesn't let up on how hard she moves it around.

I try to scream out in pain but her pussy pressing against my mouth prevents any sounds from being heard. I was certain that my ass would never recover from being stretched so much. The smaller toy she had felt wonderful, but this was the most painful thing I have ever felt.

Mary just picks up the pace of fucking my ass. She goes faster and harder the closer she gets to her orgasm. She finally lets go of the dildo after shoving it deep into my ass. She sits up straight putting all of her weight down onto my face. She rocks back and forth grinding her pussy against the bridge of my nose. She puts one hand on my chest and the other she she uses to play with herself.

"Come on sissy, lick every last bit of your cum out of me!" My wife uses her fingers to dig deep into her pussy and force more and more of the cum out and into my mouth and all over my face. Her pace picks up and she puts all of her weight down onto my face.

My head is stuck where its at and I can't move. Once again she doesn't care if I can breathe or not. As her pussy grinds back and forth over my nose, I push my tongue as deep into her as I can Mary repositions herself, giving me a chance to catch a breath, then pushes her ass hole into my mouth.

"Don't forget my ass sissy," Mary screams between her moans. "Get your tongue in there!" She pushes her hole against my mouth and I work her open with my tongue.

Her fingers go deeper into her pussy as she brings herself to her biggest orgasm yet. Her weight on my face is starting to hurt as I feel like the back of my skull is going to crack open against the table. Once again I can't get any air into my lungs and I start to black out.

"I am going to cum sissy! don't stop now!" Mary screams louder than ever. Her moans quicken and the pressure on my face increases. My vision is gone and I can barely make out her words. My wife screams as she starts her orgasm. She lifts her pussy up off my face. I still can't get my lungs to breathe as I slip unconscious. The last thing I remember is the scream of my wife and the feeling of something spraying all over my face.

When I finally regain consciousness, I start to sit up but fall back down from the pain in my head. I just lay there with my eyes closed trying to gather myself. After a minute I open my eyes and look around. I am still on the table, completely naked, my vision is blurred by the combination of my own cum that was smeared all over my face, and the juices from my wife. I can still feel the large dildo still in my ass. I use my hands to wipe my eyes clear. I lift my head and I see Mary sitting in a chair at the end of the table with a glass of water in her hand.

"You were out for five minutes sissy," she says after drinking her water. "I was worried because you didn't start breathing for almost a full minute." She stands and walks over to me. She runs a finger along my cheek gathering up the fluids on my face. "I have never squirted before, it was the most intense thing I have ever experienced!" She pushes her finger into my mouth. I suck off her juices as well as my cum.

She runs her hand slowly down my chest, over my cock and to my ass. She grabs the dildo and pulls it out of my ass in one swift movement. She holds it up so I can see just how large this thing really was. "I am so happy you were able to take this whole thing in your ass Jack," she says sitting it on the table next to me. "Now get up and clean yourself up. I have to make a call before bed." She walks out of the kitchen and I can hear her talk into her phone as she walks into the bedroom. "Hello Bill? Are you still up for playing with my sissy?"

My eyes grow wide in shock. I thought this was it. I did everything she wanted. Was she just messing around? She wouldn't do this. I sat up for the first time. My ass felt so empty without the dildo inside. For a moment I wished it was back inside me. As I stand I happen to turn towards the window. I suddenly remember that it was wide open and exposed to my neighbor's patio.

Alex was there, sitting in a chair, naked. Her legs spread wide apart and her hand deep inside her pussy. I was so mesmerized by the sight of her playing with herself, it took me moment to see what he was holding. In the her hand was a small camcorder. She had recorded the whole thing that my wife did to me. This just added more humiliation to the moment. I could never risk running into her again. I had to leave before she said anything to me.

I grab the dildo off the table and turn to leave the kitchen. I can hear Alex moan as she cums from her patio. My face is bright red from embarrassment .

I go into the bathroom and take a shower to get cleaned up. When I finish my shower, I walk into my bedroom and see my wife already sleeping. I slide into the bed next to her and fall asleep instantly.

Things proceeded as normal the next morning. She never mentions what happened last night. Two weeks go by and still no mention to that night. I never saw Alex, which was a relief. Mary never brought up Bill or called me her sissy again. Things were just back to normal. I couldn't even bring myself to watch porn because I was afraid this was going to happen again. It was the greatest, most humiliating and painful thing I have ever experienced in my life.