Punished (Part 4)
I shouldn’t have been shocked when I walked out of the bathroom to find my next humiliation. Laying on the bed were a pair of black panties, a matching bra with silicon breast forms, a garter belt, stockings, and a black maid uniform. Blushing deeply, I picked up the panties and slid them up my legs, letting the crotch pull my caged penis tight against my body. I wrapped the garter belt around my waist. I sat on the side of the bed, and began rolling the sheer black stockings up my freshly shaved legs. The feeling was amazing. I was shocked by how sensitive the freshly shaven skin on my legs was. The feelings were so much more intense than anything I was used to feeling. When I had them all the way up, I attached the garters, and stood up. I tried putting the bra on by putting my arms through the straps first, but quickly realized that I didn’t have the skill to fasten the bra behind my back. Instead, I fastened it in front of me and turned it around and then slid my arms through the straps. I slid the silicon forms into the cups and adjusted it all a little. I looked at the maid uniform, it was a single piece with a zipper in the back. I stepped into it, sliding my arms through some fluffy arm holes, making sure the low-cut top of the dress was above my new boobs, and then reach around behind me to zip it up. I got the zipper most of the way up, and took a deep breath. I was standing in my bedroom, wearing women’s lingerie, breast forms, and a maid’s outfit. As I was starting to wonder what I had gotten myself into, Amber summoned me from the other room, “Come out here when you’re dressed dear.”
When I walked out into the living room, Amber was sitting on the couch in a black mini-dress. “Not bad sissy girl…come over here and turn around so I can see the whole picture.” I came closer to her and turned in a slow circle. “Your zipper isn’t quite done, hold on.” She got up and came up behind me and yanked my zipper up. Then I heard a “click”. “There we go, that’s better. I got you a present too.” She walked over to the end-table and picked up a shoe-box and handed it to me. “Go ahead, open it up.” I opened the box and saw a pair of shiny black, 2 inch heel shoes. “Go ahead, put them on!”, she encouraged. I set them on the floor, and slid my stockinged foot into them one at a time. It was awkward to be standing in heels in the living room. It felt like I was standing at an angle, and all the pressure was forced down onto the balls of my feet. “Perfect fit! Don’t you have something you want to say?” Amber looked at me sternly. I looked up from my shoes and thought for a moment and realized she wanted me to thank her for her “gift”. “Thank you for my new shoes Amber.”
Amber sat back down on the couch and her mini-dress rode up. “Mmm…I don’t think it’s appropriate for you to call me ‘Amber’ anymore. It implies an equality that doesn’t exist in our relationship. I think you should call me ‘Miss Amber’ from now on, to recognize that I am in charge. “Yes, Miss Amber.” I said dutifully. I couldn’t understand where this new-found docility was coming from, but standing in front of this smoking hot woman dressed like a french maid, having agreed to obey her, and having submitted to these humiliations was bringing out a different side of me. “Good,” she replied, “and I think we’re going to need a new name for you as well dear. I can’t very well go on calling you Bill when you’re dressed like that. Can I?” “No, Miss Amber.” “How about Suzie?” “That would be fine Miss Amber.” “Let’s try it out. Let’s pretend that we’ve never met and we’re meeting for the first time.” She paused, “Hello, my name is Miss Amber.” “Hello Miss Amber, I’m Suzie.” I replied as cheerfully as possible. “Hello Suzie! It’s nice to meet you. How are you?” “I’m fine, thank you for asking Miss Amber. How are you?” “I’m pretty horny Suzie, can you help me out with that?” “Umm…yes Miss Amber, how can I help?” “Since we’ve locked up that little thing between your legs, you can service me orally.” “Yes Miss Amber.”
She opened her legs, which pushed her short dress that had already ridden up, up even further to reveal that she wasn’t wearing any panties. I kneeled between her legs and began licking her pussy gently at first, letting my tongue lap at her outer labia and around her vagina. Eventually I started sliding my tongue in and out of her vagina, and then slid it up until it met her clitoris. I started sucking and licking her clitoris, first slowly, and then building up. It took her a few minutes, but eventually her hips started bucking against my mouth, her fingers wrapped in my hair gripped tightly and pulled my head into her crotch harder as she came all over my face. As she slowly came down from her orgasm, she let her hips sink back into the couch, and keeping her hands in my hair she wiped my face all over her sopping wet crotch until her juices coated my face and she let me go. I leaned back still kneeling.
Opening her eyes slowly, Miss Amber smiled and said, “Not bad sissy Suzie. Keep that up and I may reward you. But today you need to learn a maid’s duties. Go over to the kitchen counter and read the note there.” I got up awkwardly, never having done that in heels, and walked over to the counter, also awkwardly, and picked up the note. It was a list of chores: clean the kitchen (floor, counter, sink, load, run, and unload the dish washer, etc.); clean the bathroom (sink, tub, toilet, floor); vacuum the whole house, top to bottom; do all the laundry; dust and straighten up the living room; strip the bed linens, wash them, and replace them; clean all the windows with windex.
I heard Miss Amber get off the couch, and felt her behind me, her hand reaching up under my skirt and rubbing my pantied bottom. “Show me what a good maid you can be sissy Suzie. I’m going to go shopping for a few hours, and I expect it all to be done when I get home.” She smacked my bottom, “So I suggest you get to work.” I took her advice and started by loading the dish washer to get that going. She went into the bedroom. As I was starting the dish washer, she came back out, having changed into jeans and a shirt. “Okay Suzie, I’m going shopping. Good luck with your chores. Be thorough. I will be when I inspect your work. Remember: lazy sissies get punished.” She flashed me a wicked grin, grabbed her keys, and left, swaying her gorgeous ass on her way out.
The most embarrassing part was doing the windows. Obviously standing in front of the windows cleaning them meant that anyone outside could see me. I steadied my resolve by thinking that on a Saturday morning, why would anyone be looking in my windows, but obviously there are always people out walking on the street and such, so I was taking a risk exposing myself no matter what. I started with the windows that faced the back yard first, because those were the safest, but even then, it was embarrassing to stand in front of our full-length patio glass door in my heels, dressed in a french maid’s uniform, washing the window. But I did it, and then I moved on to the other windows in the house. I did the front windows last, checking to see if anyone was outside. I didn’t see anyone, so I opened the blinds and worked on the windows quickly. A few cars drove down the street while I was working on them, but I don’t think anyone bothered to look, or at least I hoped not.
While the dish washer was running, I went into the bedroom and emptied both our hampers and stripped the bed. I put the bed linens in the wash first, and then sorted our laundry into lights and darks. While all that was running I straightened up the living room and vacuumed the house. I worked as quickly and efficiently as possible, knowing that I definitely did NOT want to find out what my “punishment” would be if I disappointed Miss Amber. Oddly, as I was working, mopping, and scrubbing, and doing the laundry, I realized that my main objective was not actually avoiding the punishment (although I certainly wanted that), but that my main objective was actually to please Miss Amber, and earn her approval. I wanted her to be pleased with my work, to be proud of me. I was seeking her approval.
Punished (Part 3)
Check out my blog for parts 1 and 2.
Amber returned and sat next to me on the bed. She untied my gag, and removed her panties from my mouth. “One or two baby?” I hesitated; I was about to make a life altering choice. I looked her in the eye and said, “Two.”
She grinned, “Excellent! I was hoping you would accept my offer. Let’s get started!” She moved down and untaped my diaper, sliding it out from underneath me, leaving me naked. She went into the bathroom, and I heard water running, and then she returned with a hot pink razor, girly shaving cream, a bowl of water, and a wash cloth. “Lessons one and two are: always obey me, and always trust me. I want your nasty hair gone down there. You need to lie still and trust that I won’t cut anything off. If you make any noise, I’m going to gag you again.”
With that, she began spreading shaving cream around my crotch. Then she started with the razor. At first I was a little nervous, but I figured I just had to let go. When she started shifting my cock around to pull the skin tight or get a better angle, I started to get hard. “Looks like someone is enjoying himself!”
Finally, after some delicate work, she had me clean as a whistle, and completely bare. It was a little emasculating to lose all my pubic hair like that, but just as I was thinking that, Amber started rubbing lotion into my crotch, and onto my cock and balls, slowly stroking me. All I could do was groan and moan and thrust my hips. “Oh my! It looks like somebody really enjoys moisturizing. This is a very important part of shaving and skin care dear.”
Finally, as I was about to cum, she stopped, and then there was a tremendous cold on my crotch. I looked down to see a bag of frozen peas on my crotch. I lost my erection almost immediately. Amber grinned and pulled out a small ring which she wrapped around my balls, and then she inserted a pin through it. Then she produced another plastic piece, a tube, that fit onto my now shriveled cock and over the pin. With a small padlock, she quickly locked the tube in place. “This is called a chastity belt dear. It will prevent you from having an erection. I have the only key to unlock you. Your cock is now my cock. I own it. You will only cum when I say so. If you ever want to cum again, you will do everything I say. From here on out, you should focus on my pleasure. Now, I will unlock your handcuffs. I want you to go into the bathroom, and use the shaving supplies I’ve laid out for you.”
I got out of the bed and stretched, my arms sore from being cuffed above my head for so long. When I stretched, Amber slapped my ass, and I took that as a sign to get going. I walked into the bathroom and saw a bath drawn with candles, and on the edge of the tub, there was a pink female razor with a couple extra blades and pink shaving cream. I heard her from the other room, “Soak in the tub for a minute or two and clean yourself up before you start.”
I dutifully obeyed, easing myself into the waiting hot bath, letting the warm water slide over me. I used a bar of soap to clean myself, especially where I had sat in the wet diaper for a while. After a few minutes, I took some of the shaving cream and spread it over one of my arms and shaved it clean. I was shocked my how much hair was on my arm; I had never really noticed before. I realized I even had hair on my fingers, so I shaved that off too. I put one leg out of the water, and covered my toes and calf with shaving cream, and began working methodically on shaving it. I realized that large parts of my leg were relatively smooth and flat, but that I had to be careful around the more angular areas like my knees. I did my chest and belly and the sides of my torso too.
My thighs were all that were left. I stood up out of the bath to lather them up and it took me longer than I thought. They were larger than I had ever realized before. I also couldn’t really see the backs of my thighs and the hair back there seemed to grow in a different direction, so I had to shave in a different direction. Finally, I thought I was in pretty good shape, and Amber walked in. “Hmm…not bad…looks like you’re going to need some help with your back. Here, let me work on that. Sit on the side of the tub.”
I handed her the razor and sat on the side of the tub with my back to her. She sat on the toilet seat and began to shave the back of my neck and shoulder blades. She worked her way down until she was shaving my lower back. “Okay, stand up and bend over.” I did as she asked…ordered actually. She began to shave my butt cheeks. I hadn’t really thought of those. “Now spread your legs apart and bend all the way over.”
Bending over, exposing my ass to her, I felt the humiliation of my situation acutely for the first time. I felt her spreading some shaving cream around my ass and working the razor across my ass cheeks, and down into my cleft, making sure to trim all the hairs away. After a couple minutes of her carefully shaving my ass, she used a wash cloth to make sure I was clean back there. I started to straighten up, and she said, “Hold on baby. I’m not quite done yet. We need to moisturize your butt.” Next I felt her rubbing lotion onto my butt, and around my hole. Her fingers brushed past my sensitive rosebud a couple times, before she finally inserted a finger in my butt. I grunted a bit as her finger slid in, and didn’t know what to say or do. Amber said, “Oh, that went in easily. We need to keep you smooth and soft inside as well as out.” She kept sliding her finger in and out, twisting her finger around while it was in my backside. Suddenly, I felt her pushing at my hole with two fingers. It felt like they wouldn’t fit, but she was insistent. “Just relax baby. Take a deep breath and focus on relaxing your butt. It’ll make this a lot easier.” I tried following her instructions, but it was harder than I expected. My muscles just wanted to clamp down on her fingers. She kept adding more and more pressure, until my hole had no choice but to accept her probing fingers. Once they got in, it wasn’t so bad. She held them in there and just twisted them around for a minute. That part felt really good. God, what was happening to me? Yesterday I was a normal guy, and today I’m bent over in the bathroom, completely hairless, wearing a chastity cage, enjoying my girlfriends fingers twisting around in my ass. Finally, she withdrew them, and slapped my ass and said, “Okay, get up and dry off. I laid out some clothes for you on the bed.”
Punished (Part 2)
After about 45 minutes of sitting there, Amber walked back in. “Lift your head up,” she said as she propped my head up with a couple pillows. “I have a surprise for you baby.” I wanted to beg her forgiveness and try to talk her into letting me out of this predicament, but her cum-soaked panties were still stuffed in my mouth.
“I guess you’re wondering what happened last night. You’ve probably already figured out that I laced your drink with a sedative. Then, once you were out, I had some fun with you. But I didn’t want you to miss out entirely, so I videoed and photographed the fun to share with you.” She walked over to the TV and turned it on. She put a DVD in and hit play. “This is a slideshow of the highlights from last nights festivities. Enjoy babe!” She walked out of the room, leaving me to stew in my predicament and discover what had happened last night.
First there were a series of photos of me wearing different bra and panty combinations, and it looked like I was sleeping in them. There were also a couple where I was wearing a baby doll and panties. Then there were pictures of me wearing a dress on my knees with a dildo in my mouth. What did she do to me!? Then there were a series of photos of me with the dildo in my ass and my hand on the dildo like I was fucking myself with it. I started crying as I realized she had me by the balls. With these photos, she could ruin my life. It was clearly me in the photos and there was no way for me to deny what was going on in them.
Then the photos changed, and I started appearing in diapers. At first it was just diapers, and then it was diapers underneath frilly lacy baby-doll style toddler dresses. In some of the pictures my diapers were clearly wet. I was sucking on a pacifier, and at first it seemed like a normal baby pacifier, but then there was a picture of it partially out of my mouth and I realized it was a penis pacifier.
I was so humiliated. The end of the DVD had a normal picture of me with my name, age, and hometown. Tears streamed down my face as I realized my life was over. Once this DVD got out, how would I face my family and friends ever again? My career would be over. How could my colleagues ever take me seriously?
Amber walked back in with a grin on her face. “Aww…is my wittle baby crying? Don’t worry baby, Mommy will make everything better.” She came over and sat down on the bed next to me. “Here’s the deal baby. You have two options. Option one is that we break up, you move out, and I give you all the photos and DVDs except for one, which I’ll keep as insurance against any revenge you might be plotting against me. We’ll never see each other again, never talk to each other again, and never interact ever again. If you try to contact me, I’ll spread that little DVD all over the internet and town. Option two is that you become my slave. I will own you. You will obey me at all times without hesitation. I will choose your clothing. I will command you, and you will obey and behave at all times. Any disobedience or misbehavior will result in punishment, which you will accept as part of your training.”
“I’m going to leave you alone for five minutes, when I return I’ll remove your gag and you must tell me whether you want option one or option two. Consider carefully, because both are permanent. Once you choose, there’s no going back, and either way your life will change forever. Do you want to be my slave and devote yourself completely to me and my desires and submit totally to me, or do you want to lose me from your life forever?”
With that, she got up and walked out of the room. I didn’t know what to think. Part of me was relieved that she hadn’t already distributed that DVD. But my predicament was hitting home. In the nine months that I had known her, I had fallen in love with her. My life with her was so much happier than my life before I met her. She was beautiful, sexy, smart, intelligent… But if that DVD was any clue as to what I had in store, saying yes meant a major change in our relationship, and probably major changes in my life. I had never been a very “kinky” guy, and clearly Amber was into some seriously kinky shit. But I couldn’t deny that as upset as I was while watching that video, I had been surprised to feel a stirring in my loins as my cock involuntarily got hard. There was something about watching myself get abused and humiliated that made me horny.
1. If your eyes follow the movement of the rotating pink dot, you will only see one color, pink.
2. Green Catastrophe: If you stare at the black + in the center, the moving dot turns to green.
3. Reality Shatter: Now, concentrate on the black + in the center of the picture. After a short period of time, many if not all of the pink dots will slowly disappear, and you may only see a green dot rotating.
What does this tell us about the nature of reality? There really is no green dot, and the pink ones really don’t disappear. If our brains are so easily fooled, what aspects of reality are we missing?
ohh my gawd!
I didn’t think the pick dots would actually disappear but then they did…
Punished (Part 1)
I woke groggily with a headache. Light was streaming in to my usually dark bedroom, which only made it worse. I tried to rub my eyes, and realized that my hands were handcuffed to the bed. I began trying to remember last night. Amber made a nice dinner. We had cocktails. We were making out on the couch…then things got fuzzy. While straining my memory, I realized I had another problem; my bladder was aching to empty. I began squirming in the bed, and as I did, I realized I wasn’t wearing my usual boxers, but rather a thick diaper. Apparently my captor, obviously Amber, had planned ahead.
Amber and I had been living together for the last two months. She was smoking hot, and great in bed. All I could imagine is that we got really drunk last night and things got a little kinky, and she must be passed out in the living room, having forgotten to unlock me before passing out.
“Amber!” I shouted, hoping for some relief, squirming around.
A minute later she appeared in the doorway wearing a black leather bustier and lacy panties, holding a cup of coffee. I sighed with relief seeing her. “You forgot to unlock me last night after our games.” I said, hoping I sounded like I remembered last night. She smirked and stood her ground in the doorway, not budging. I began to whine, “Amber, please, I really have to piss. This is no time to get cute.”
Her smirk grew into a smile and she said, “Well, that shouldn’t be a problem given your choice of underwear last night.” My choice? What did she mean by that? Did I choose this? “Amber, quit kidding around. I have to go really badly!”
Her smile faded quickly and she put down her coffee mug before strutting over to the bed. I thought she was going to let me go. “Thank you! You have no idea how much of an emergency it is!” When she got to the bed, she grabbed my balls through the diaper and said, “I’m not unlocking your handcuffs; you can use your diapers like the big baby you are, and I’m going to stand here so I can watch you piss yourself like a little baby.”
I was shocked, and I wondered what I said or did last night that pissed her off enough that she would humiliate me like this. Here I was, a grown man, about to flood his diaper, because his girlfriend wouldn’t un-cuff him from the bed. Still having no recollection of last night, I figured I’d try a different approach. “Amber, I’m really sorry about last night. I took things a little too far, but I promise, if you let me out, I’ll never do it again.” I didn’t even know what “it” was, but I’d worry about that later. My bladder was desperate.
Amber, stepped back and slid her panties down in a very sexy way, smiling. She balled them up, and as I opened my mouth to ask her what she was doing, she shoved them in my mouth. Then she took a pair of pantyhose lying on the floor and tied them around my head gagging me with her panties.
“I hope you like the taste of my pussy juice. I soaked those panties good last night. Sorry if they’re a little crusty. I’m sure your saliva will soften them up.” She said with a wicked smile as she put her hand on my diapered crotch again.
Defeated and silenced, I realized that I had pissed her off, and my best bet was to use my diapers. I figured then she’d un-cuff me and we could sort things out. I let my head fall back and closed my eyes. I tried to relax. At first my pee just came as a little squirt. I was surprised by how hard it was to go, even though I felt the urge to pee so badly. My body wasn’t used to peeing in that position or environment. Slowly but surely, the stream started, and once it started it grew. I groaned with the pleasure that comes from a long piss after holding it for a long time. At the same time, I felt a deep shame, pissing myself in diapers in front of this hot woman. It felt naughty, hot, and humiliating all at the same time.
Amber just smiled, and got up and walked out of the room, leaving me cuffed to the bed, with her cum-soaked panties gagging my mouth, laying in what was now a very wet diaper. It started out hot, but quickly cooled and became very uncomfortable, but I tried to keep my movements to a minimum, because I didn’t want the diaper to leak all over the bed, and I knew it was close to full. I was left there to contemplate what I could have done last night that would piss her off so much…
Having fun this morning! Locked up and diapered!
My fun diapered trip to the movies. I diapered up, and went to the movies. I made myself get a large soda and drink it all. The whole movie I was wetting and hoping that I didn’t leak. As you can see, I was very saggy by the time I got home. Lots of fun, and kind of embarrassing. I couldn’t stop thinking about what if I got “caught”.
The Weekend that Changed Everything (Part 6)
I woke up to the sun pouring in the windows. I was still wearing my black dress. Mike had morning wood, and I decided to give him a nice wake-up call. I got between his legs, and started licking his hardening cock. Even in his sleep it responded favorably. I sucked the head into my mouth and swirled my tongue around it. After doing that for a few minutes, I heard an appreciative moan, and looked up to see him awake. I only had to bob my head up and down his shaft a few times before I felt him tense up, and soon his yummy cream was filling my mouth. I swallowed it all down, savoring the salty thick juice. As I pulled my mouth off his cock, it made a lovely plop sound. “Mmmm…what a great way to wake-up! Thanks babe!” He rubbed his eyes and stretched, then he looked at his watch on the night stand. “Jeez! Is it really 9 already?!” He bolted up and started getting dressed. “Sorry to run babe! Here’s my number. Give me a call. I’d love to take you out to dinner sometime!” He scribbled something on a sheet of paper, and headed out, giving me a kiss on the cheek on his way out.
I laid back in the bed, and let out a deep sigh. I was full of conflicted feelings. On the one hand, I had a great time last night. I loved being “one of the girls”, getting dressed up, and feeling so sexy. I also loved the way I felt in Mike’s arms. The way he grabbed me and kissed me really turned me on. I was nervous about sucking him off, but once I was on my knees with his gorgeous thick cock in front of my face, it felt so natural to kiss and lick it, and wrap my lips around it, and swallow his yummy goo. And the feeling of him bending me over grabbing my hips and fucking my tender hole was exquisite! It sent me over the edge. But on the other hand, I wasn’t really a woman. I’m actually a man, and I’m not supposed to enjoy these things! I’m supposed to be doing the fucking, not taking another guy’s cock up my ass like a whore! My thoughts were interrupted by a squeal from the master bedroom, and I figured that my mistress and her lover must be having a little morning fun.
I took my dress off and put on a robe. I went downstairs to start coffee and make some breakfast. I knew my mistress would be famished by the time she was done upstairs.
The Weekend that Changed Everything (Part 5)
It took us a while to get ready, because my wife redid both our makeup jobs. She put my ankles in shackles in a spreader bar, and tied my hands above my head, and removed my chastity belt. She used a special kind of flesh-colored tape on my penis. First she put an ice pack on my crotch. My testicles started to shrink up, and she pushed them all the way into my body cavity. Then she tucked my flaccid penis back and went to work with this tape. By the time she was done, my crotch was completely flat, and just a little bit of the head of my penis stuck out underneath me between my testicles and anus, so I had to sit to pee. It was impossible to get an erection and my crotch looked flat like a girl’s. Then she undid my restraints, and slid my new lacy black thong on me. She also slid my plug back in place, teasing my rosebud and fucking me with the plug for a minute before letting it settle into place. She helped me put on my black bra, fake boobs, garter belt, stockings, and open toed, black patent pumps. Finally, she blind-folded me, and told me to put my arms over my head. I felt something slide down my body and cling to it. She took off my blindfold, and I was standing there staring at a beautiful woman in the mirror wearing a sexy slinky black dress that hit well above the knee. All I could say was wow! My wife sent me downstairs, and finished getting ready. When she came down, she looked stunning. I had cocktails ready for us, and we sat on our back deck drinking and talking about the night ahead. Before we left, she added a necklass, bracelet, an earings to my outfit along with some perfume.
Everything was going well, and we were having a great time, and then we got to the bar. It was a very classy bar, with dark wood panelling, low lights, and lots of couches and comfy chairs where people could sit and drink and chat. We grabbed a couple love seats that were pushed together to form an L, sitting at the corner next to each other.
We had just gotten our drinks when Natalie walked in with some of her friends. They were dressed to kill too. If I had been a man, I would have hit on them, but in my feminized condition, and knowing that Natalie knew my secret, all I could do was blush. Natalie spotted us and left her friends at the bar. She was all smiles as she walked over an sat down next to me.
"You look amazing! I think it’s great that you play dress up with your wife."
"Natalie, please don’t tell anyone about this."
At that moment one of her friends came over, and said, “Is this the one?!” Nat said, “Yep, amazing isn’t it?” Her friend said, “I love those cute satin panties with the lace ruffles! Those are adorable!” Shocked, I stammered, “How do you know about those?” She pulled out her phone and showed me several pictures of myself dressed up that afternoon, including some bent over getting flowers showing off my panties. Nat said, “You were just so adorable this afternoon, I had to snap a few pictures of your pantied ass.” “How many people have you sent those to?” Nat replied, “Just a couple sorority sisters so far…and it can stay that way, but I’ll need you to do some favors for me and my friends once in a while.” I replied, “Anything, whatever you want, just please don’t send those pictures to anyone else!” “I’ll be in touch.” Nat said as she an her friend got up and walked back to the bar.
My wife said, “Don’t worry dear, I’m sure your secret is safe with her. Here, let’s have another drink.” she ordered more drinks, and soon we were on the dance floor. It was so sexy, being on the dance floor with her, the two of our bodies, both curvy and feminine sliding against one another. The whole time, my plug was shifting inside my butt, stimulating my prostate. Finally we went back to our corner and got a couple more drinks.
Within a couple minutes, two guys came and sat down, one next to each of us. They introduced themselves and started making small talk. My wife was flirting with the guy next to her; he had his arm around her, and she put her hand on his knee. Suddenly, I felt something on my knee and realized that it was his hand, and then his other one was around my shoulder. My pulse began to race. I didn’t know what to do or what was going on. After a minute or so, I realized my wife had asked me a question and everyone was waiting for me to answer. “I need to go to the bathroom, will you go with me?” I just nodded and got up following her. Grateful to be away from those guys.
When we got into the restroom, my wife quickly checked all the stalls, and said, “Okay, here’s our story, we’re friends, out for a fun night, and you’re spending the night in my guest room. When we take them home, we’ll have a couple drinks in the living room, and then I’ll take the master bedroom, and you take the spare bedroom. I’ve already left condoms in the nightstand for you. After you give him a blowjob, just tell him that you’re on your period, but you would love to have him fuck you up the ass. He’ll be all over it!”
She was so excited about her plan, she didn’t bother to ask me what I thought. She just left me there alone in the bathroom, stunned. My wife has made plans for her to cheat on me with another man, while I give sexual favors to his friend in the guest room… Every conceivable thought passed through my mind while I sat on the toilet and peed. “What if I snuck out and grabbed a taxi? Where would I go dressed like this? What if he discovered my secret? What if everything worked out just as she planned?”
By the time I got back to our corner, my wife was making out with her man and when they saw me approach, they all stood up, and we walked outside together. As we were walking outside, my guy, Mark, had his hands all over my ass. The four of us shared a cab, so my wife sat on her guy’s lap. Mark grabbed me and started making out with me in the cab, while his friend had his hands all over my wife. I noticed one of his friend’s hands up my wife’s skirt, and her head was leaning back. His other hand was groping her breast. She seemed to be enjoying herself. Oddly, I had other concerns at the moment. I was playing tonsil hockey with Mark, and he had one hand sliding up the inside of my thigh, and the other groping my ass.
When we got back to the house, we left the guys in the living room for a minute while we went into the kitchen to make drinks. When we returned, we handed the guys their drinks and sat down next to them. I barely had a chance to take a sip of my drink, when my wife said, “You know, this isn’t really what I want to drink…” with a sly look in her eye. Mark said, “What do you really want?” She said, “Why don’t Maggie and I show you!?”
She dropped to her knees in front of her man, and I knew I had to follow her lead. Mark opened his legs, as I undid his belt buckle and slid his pants and boxers down around his ankles. I remember when I used to wear pants and boxers, instead of panties and skirts. Suddenly, there was a real live cock and balls in front of my face. I had never done this before, and I just kept thinking, “Act like a woman. What would a girl do in this situation?” So I took hold of his shaft. His cock was huge! Easily 7.5” and very wide! His friend’s was 9” and my wife already had her mouth halfway down it. I started under Mark’s balls, and licked all the way to the tip, like a lollipop. I heard an appreciative moan, and Mark tilted his head back. Then I started swirling my tongue around the head of his cock. Pretty soon he was leaking precum as I tasted the saltiness. Then I sucked the head of his cock into my mouth, and began to bob my head up and down on his delicious swollen cock. I felt so feminine with my lips wrapped around his shaft, sucking and swirling my tongue around. Using the skills I had practiced the night before, I deep throated him several times. Feeling very proud, I stole a glance at my wife one time while my nose was buried in his crotch, and I could see the approval and lust in her eyes. She too was doing a job on the other guy. He was groaning and I figured he had to be close. While I was thinking this, I felt Mike’s balls pull up, and he got a little harder, and I could tell he was about to cum. I pulled back, and suddenly his cock erupted, filling my mouth with hot sticky cum. I swallowed, and he just kept pumping more out. It was like he hadn’t cum in a month! It was slimy and salty, but I actually enjoyed it, and when he was finally done, I pulled my mouth off his cock, sucking all the way, and then looked over at my wife and swallowed. She crawled over to me and French kissed me, and I realized that she had saved all the cum in her mouth and was feeding it to me. As we broke our kiss, I swallowed another sticky mess, and she whispered in my ear, “How does it feel to be a cum guzzling whore? Now take him up to the guestroom and let him fuck your ass. Meet me down here after he falls asleep. While he’s pounding your sissy pussy, I want you to think about the nasty things I’ll be doing with this stud in our bed.” She kissed me on the cheek, grabbed her dude by his penis and led him upstairs to the main bedroom.
When Mark and I got to the guestroom, we could already hear squeals coming from the master bedroom. Mark and I fell onto the guest bed making out, him groping my boobs and ass, and reaching up my skirt. I broke our kiss and said, “I’m on my period, please fuck my ass Mark! Please! I need to feel your big cock filling my butt!” I reached over to the nightstand and found a condom and some lube. I stroked his cock to get it hard again, rolled the condom on, and then applied lube. Then he got up, grabbed me by my hair and roughly threw me down on the bed. He pushed my dress up so my black thong was on display. “So, you want me to fuck you up the ass? Oh baby, I’m going to give it to you hard! Spread those legs slut!” I obeyed. “Good thing you’ve been stretching your hole out preparing for this with your plug!” He yanked it out, pulling the little thong in my ass crack to the side. He applied some lube to my hole, and put the tip of his cock there. Slowly, he started pushing. Thank god I had been wearing that plug all day. Even with that stretching and loosening my hole, he still had to give it a good push for the head of his cock to pop in. At first it hurt, but as he kept pushing, it started to feel good. Finally, I felt his balls against my thighs, and I knew he was all the way in. He waited a few seconds, and then began to slide his cock back out again. Pretty soon he was building up a good rhythm, fucking my ass hard. I don’t want to admit that I enjoyed it, but I was moaning like a whore, and pushing back against him, begging for it with my body. After a few minutes, I felt him grab my hips, thrust deep, and hold there. I could feel his cock pulse as he spurted more cum into my ass, actually into the condom.
Eventually, he pulled out and rolled over. I took the condom off his cock and he fell asleep quickly. I poured the cum from his condom into my mouth and swallowed it all. I realized that my wife was right, I had become a cock hungry cum guzzling whore. When I met her downstairs, I could tell she was well used by her hair and the flush in her cheeks. She said, “I brought you a present. Lay down.” I did as she said, and she squatted down over my face and cum began to ooze out of her well fucked, swollen pussy. I reached up with my tongue an began to clean her out. I licked and sucked her pussy until I had every drop of his cum, and she had two or three orgasms while I was doing that. She finally drug her wet pussy across my face, leaving a snail trail, and told me to go spend the night sleeping with my lover. She reminded me to give him another good-bye blow job in the morning, and then get him out.
To be continued…
The Weekend that Changed Everything (Part 4)
Sometime in the night, she woke up and let me out of the spreader bar. I woke up before her and prepared breakfast, and changed into my maid uniform. I have to wear 3” heels at all times while I have that uniform on. I also slid my prostate massaging butt plug in before putting on my black satin panties with white lace ruffles. I served my mistress breakfast in bed like this when she woke up. Of course, breakfast for me comes from eating her out and drinking her nectar.
My morning consisted of chores. I was the woman in the house, and as such was expected to do the laundry (including hand washing my lingere and my mistresses’), clean the house from top to bottom, do the dishes from breakfast. Usually during the morning, mistress also orders me to do some things which require me to go outside simply to further my humiliation. I rarely see anyone, and she says even if the neighbors saw me, they wouldn’t recognize me, but just thinking about the possibility makes me a nervous wreak! This morning was no different of course. I had to mince out to the mailbox in my heels to get the mail, and then my mistress requested fresh cut flowers from the front flower beds (of course!). I peeked my head out looking around, and minced outside with pruning shears. I only had to bend slightly to reveal my lacy ruffles. Of course, this is exactly what mistress planned. Bending over, I began to clip some flowers. I saw something out of the corner of my eye, and looking over, I saw the neighbor’s daughter, who was home for the summer from college walking to her car. My pulse quickened, hoping that she wouldn’t recognize me. She was about to get in to her car, when she stopped and stared at me. I tried to focus on the flowers and act like nothing was wrong, but I was so scared my knees almost started to shake. She waved and shouted, “Cute panties Mr. S!” My heart sunk…not knowing what else to do, I just turned, smiled, waved, and said, “Thanks!” I went back to the flowers, and a minute later, I heard her car start and pull out. Mortified, I returned inside and delivered the cut flowers in a vase to the table where my mistress was reading and having a glass of wine. “Mistress?”, I said.
"Ummmm…The Holland’s daughter saw me out front cutting flowers."
"She waved and said, ‘Nice panties Mr. S!’"
"That was sweet of her! She has good taste!"
"Mistress, I’m scared…I don’t want anyone to know about this. What if she tells her friends….what if she tells her parents?!"
"Honey, calm down. I’m sure she doesn’t care what you wear. Go finish your chores and make me lunch."
I did as she ordered. The rest of the morning was uneventful. I got everything done, and served my mistress lunch. That afternoon, mistress fucked me again, and while I was cleaning her dildo, she said, “Let’s go shopping!”
"Okay, where do you want to go?"
"I’m thinking the mall…I think we should both get new outfits, and I want you to buy some new underwear."
"My boxers are fine, I don’t need new underwear."
"Maggie does!" she said with a wicked smile.
Half an hour later, we were pulling into a mall a few towns over, hoping no one would recognize me. My hair was up in a ponytail, my wife had put tastful makeup on me, and I was wearing a nice blouse with a cute matching skirt, and open toed sandals (thankfully only with a 2” heel!). Of course, my plug was in…reminding me of my position every step.
The first store of interest we passed was Victoria’s Secret. My wife said, “Okay, go in and get three matching bra and pantie sets, and at least one has to be a black thong. And you must try on at least one of the bras with your fake boobs. Also get a black garter belt. I’ll get you some stockings and meet you at that coffee shop.”
I went in knowing that I would be approached by a saleswoman. I started fingering through the matching sets, and quickly found a black lace thong with a matching bra. A woman came over and asked if she could help, and using my best female voice, I asked if I could try on the bra. She showed me back toward a fitting room and thankfully left me alone. I took off my blouse and unhooked my bra. Then I put on the black one and stuffed my silicon fake boobs in to see how it would look. I took a picture and sent it to my wife as proof that I had tried it on. Then I changed back into my clothes and the woman asked me if it fit. I asked her to set it at the counter for me, while I did some more shopping. I went back and found two other matching sets, one cotton blue with pink polka dots, and boy shorts, an another satin pink with bikini bottoms. As I was being rung up at the register, I reached into the purse my wife had handed me before we left the house, and suddenly panicked as I knew she would see my name on the credit card and know I was a man. Of course she looked at it, and said, “Oh! Wow! I had no idea! You pass very well! I never would have known you’re a man. The woman at the other register said, “No way! Let me see his ID!” Humiliated, I pulled out my ID and handed it to them.
I walked to the cafe and met my wife, who had a couple bags with her.
"So, how was your first lingere shopping experience…for yourself I mean!"
"Humiliating! You only put my credit cards in my purse, and so they knew from my name that I was a guy!"
"Huh, well, that’s a few more people who know you crossdress…I guess your secret isn’t much of a secret after all. I got the picture by the way, good job! One last stop, follow me."
She got up and walked through the mall. I was very self-conscious now walking through the mall knowing that those girls knew I was not a woman. My wife walked right into a hair and nail salon, and said, “Reservation for Maggie.” the receptionist said, “For two?” “Yes please,” my wife responded.
We spent the next couple hours getting manicures and pedicures together. We read girly magazines, chatted, and I actually enjoyed myself. We also got our hair styled. My long hair ended up in curlers. It was quite lovely when it was finished. My wife, of course, picked out the color for both our hands and toes. Mine were fire-engine red, of course.
When we got home, my wife sat me down and said, “Honey, you have been a real sport today. I know Natalie catching you outside dressed freaked you out, but I set that up. She has a boyfriend at college she likes to dress up, and we got to talking. That’s actually how I got this idea for you. You have done so well! You completely passed as a woman in the store until you gave them the credit card, and you passed the whole time at the salon. I am really proud of you, and I want us to go out tonight as girl friends to celebrate. Dinner, drinks, dancing! That’s why we got so gussied up today!”
To be continued…