That was a long work week, but I finally made it to 3 PM on a Friday, looking forward to a relaxing weekend. Then a text from my wife of five years came in, setting off an avalanche of events.
“Hey! I have a few things to take care of and then I’ll be home for dinner. You’ll get home before me, so please shower and, to get your twisted mind running, shave your balls and ass as smooth as you can. If you do a good job, I might just lay out on the table so you can taste me for dinner. If you still have your jewelry at work, put it inside ;-)”
I’m a very lucky man with a partner willing to try anything. Her mind and kinky side made me beg her to marry me, but she was also gorgeous. 5’4”, 32C breasts, a firm but round ass, long flowing hair, chocolate candy eyes, a shaved bikini area, sexy toes, and the list could go on and on!
She loves powerful throat penetration, deep, rough anal sex, and even light BDSM. However, her favorite thing is being dominant in the bedroom. Being submissive turns me on so much, plus I cum so hard when I can taste them. I’ve always loved the taste of a wet pussy, but hers is incredibly delicious. So, I’m so excited by the thought of that last sentence and can’t wait for her to sit on my face and make me lick up all her sweet nectar, but I also can’t overlook what excites me even more.
My wife has been willing to go 100% into my kinks that I have dared to share with her. She loves her submissive husband because she rules the bedroom, and I’m so glad I shared with her how much I love it when she plays with my prostate. Her fingers do wonders as they slide down my penis, roughly squeeze my balls telling me they are all hers, and then slip a finger into my horny and tight ass. She lubes up her fingers and begins to tease my tight hole with just one of them. As she loosens my sphincter, her finger slides inside me, and I gasp and beg for more. It feels so good and even better when she adds another and then eventually a third to completely fill me. The fullness and the massage on my prostate would be enough to make me cum, but she added deeper finger penetration, pulling out to the edge while giving me directions to get closer, and then pushing them back in hard.
Recently, while she was fingering me, a desire overcame her and she asked me about other kinks. She made me confess a deep secret; I loved eating my own cum, and I even had an orgasm directly on my face before. I thought she might think differently of me after I said it out loud, but instead, she became even wetter.
That night, she immediately turned to the 69 position, and I came so hard that I tasted her fresh flavor on my tongue, but I didn’t realize she hadn’t swallowed until she turned back around and kissed me deeply. I drank it all in and loved how our juices mingled together. Since then, she’s added awesome dirty talk about how my boy pussy is getting so well-fingered, but the best of all is that she lets me taste my cum at the end. She tells me a good boy cleans up his mess. Last night, she brought me to such a hard orgasm that I came inside of her, and then she made me lick it all off her delicious pussy. It was so good. I had no idea what could possibly be better, but I couldn’t wait to find out!
I jumped out of my chair because I had my jeweled butt plug and travel lube in my work bag for messages just like this that I get all the time. It’s a medium-sized stainless steel plug, similar to her two fingers, with a pink jewel on the end. I got into a bathroom stall and quickly slid it inside. I took a picture of it inside me and another of my premature discharge. She quickly sent me some hearts and said she loved my pretty ass, which was a new one for her. Then she gave me a command not to touch myself at all, but I could enjoy tasting my premature discharge.
From that moment on, time seemed to stand still. Every time I shifted in my chair, my butt plug sent waves throughout my body and added to the flavor that I could have sworn I still tasted on my tongue. I dared not stand up from my desk because I had a raging erection and a wet pre-cum spot. Finally, it was 4:30, and I couldn’t take it anymore. I bolted out to my car and began to drive home.
My SUV isn’t easy to look inside, so at the first red light, I unbuckled my belt and unzipped my pants. This allowed me to get a good shot of pre-cum and swallow it. I was hornier than I’d been in a long time, so I called my wife on the way home to tell her and also to ask how she was doing. She was already out, but she demanded that I shower, shave, and put on everything she had left on the bed for me. She said it might not look good at first, but it certainly would and that I was to wear it all for dinner. No exceptions, and she threatened me with no ejaculation for at least a week if I disobeyed. I was so horny and curious that I made it home in record time.
I ran in the door and bounded up the stairs two at a time, which made the feeling from the butt plug even better! I arrived at the bedroom horny and a little out of breath. To my surprise, the only thing I saw on the bed was a pair of red lace panties, black stockings, a red bra, and a very sexy red satin nightie with black lace. The nightie drew me in like a magnet, and it felt amazing. Then I picked it up, and it appeared to barely cover my ass.
I didn’t think it was possible, but I got even harder.
For years, I’ve been reading erotic stories where a man is turned into a sissy in the bedroom and is pegged hard with a strap-on. I don’t like cuckholding or humiliation, but I do like when a man is forced into oral sex like a bisexual or a sissy that has a fresh load of cum on their tongue that they savor and enjoy at the end. As you might have guessed, I love swallowing cum, but I love dominant pegging of a submissive sissy husband even more.
I was excited to go with it, but I couldn’t believe she knew my deepest, most perverse fantasy. I read those books and watched the porn so carefully that she couldn’t have known. My fantasy of being dressed like a sexy woman, bent over, and pegged roughly, she couldn’t have known. I was so excited and thought about one video where a guy has his feet over his head, panties pushed to the side, and is fucked so hard that he cums on his own face. Playing that back in my head, I nearly came, so I threw the clothes off and turned on the shower to jump in while it was still cold.
The cold shower did the trick, and as the water went from cold to lukewarm, I began lathering up with shaving cream. I slowly went over every inch until my cock balls were silky smooth, my penis so smooth I could run my fingers from my balls to my tight hole without a single hair. With the sexy lingerie on the bed, I decided to go one step further and lathered my chest, underarms, and back and shaved it all smooth. I then decided from my belly button to halfway down my thighs needed to be shaved smooth. After finishing cleaning up, I shaved my face and neck and again re-shaved my balls and penis and jumped out of the shower. I was fascinated by the sight of myself in the mirror and loved how my body looked now, so smooth, and it felt great. Then I saw a new text from my wife. “Don’t forget to get thoroughly cleaned before you get dressed. I have such kinky things planned for you tonight!”
I immediately got an erection again, and it didn’t help that I couldn’t help but feel my smooth balls and play with my sensitive nipples. To avoid ejaculating, I took one of my enemas and put it in place.
I immediately got an erection again, and it didn’t help that I couldn’t help but feel my smooth testicles and play with my sensitive nipples. To avoid ejaculating, I grabbed an enema and got on all fours to stop touching myself. The insertion of that thin rubber tip felt so good, and I quickly filled my cavity with that mineral oil mixture. A few minutes later, I was pretty sure I was clean inside and out, but “just in case,” which was really just because I wanted to feel it again, I did a second one.
After cleaning up, I went back to the lingerie on the bed. When I picked up the bra, my jaw dropped because there were also two soft breast forms with a tube of adhesive. I had been so captivated by the panties and the satin nightie that I didn’t even notice them at first. I held them up to my chest and gently squeezed them. They were so realistic that for a moment, I thought that’s not actually what she wanted. Then I remembered her urgent text and her sexy tone on the phone, and I went to the mirror to put them on.
The tag said they were size C cups, and I was so excited to try them on. The instructions said to apply a sufficient amount of adhesive and hold them in place for five minutes. After a few minutes of concentrating on where to place them, I glued one on and held it firmly. I held it a little longer than recommended, just to be sure, and when I let go, I could have sworn my penis was completely hard within seconds. With that pull on my chest, how it hung down there, and how I looked, I was in fetish heaven! I couldn’t wait to place the second one, but I took my time to get it exactly in place. When I let go and let them both hang down, I could have exploded. It felt so good on my shaved chest, pulling on my nipples, and it felt so good when I squeezed what were now my breasts.
After that, I grabbed the bra, which thankfully had a front clasp, making it very easy. The best part of it all was when I pulled the red satin nightie over my head. It was divine on my body and felt so good on my shaved stomach, ass, and legs. It was like heaven! I just stood at the end of the bed and took in my whole body. I grabbed my new breasts, ran my finger down the back of the panties, felt the satin on my stomach, stroked my thighs, and completely lost myself in my own world until I heard my wife call that she was home and that I was to come downstairs for dessert before dinner.
I immediately got nervous. Did she really want this? Would she think I was gay, or worse, that I didn’t love her? Was this all just a joke, and would she be disgusted that I put it all on? A million thoughts ran through my head, and I had a knot in my stomach, but I slowly crept downstairs, telling myself it was now or never.
I walked into the living room to find her, and sensing the nervousness in my body and eyes, she immediately put me at ease. She grabbed me, kissed me passionately, and whispered how sexy I was. Then she stroked my penis and told me it was hers and that I was to play all the games she wanted. I took a deep breath and wanted to tell her how much I loved her, but she bit my ear and dropped a sexy bomb. She told me she had moved one of our indoor cameras into the bedroom and had hidden herself in a spot where she could see the whole bedroom and the mirror. I was so excited I didn’t even notice, and she had been watching me from downstairs the whole time. Then she grabbed my hand, slid it under her skirt so I could feel she no longer had any panties on and was dripping wet. Then she held a very wet pair of panties up to my mouth and pushed them in with a long “Shhhhh, you’re my sexy girl now.”
I couldn’t believe it, and a million thoughts were running through my head. I didn’t have much time to think because she pushed away from me and left me standing there with a pair of black satin panties in my mouth, black stockings, red lace panties, a divine red nightie with black lace trim, and my own breasts filling up the nightie. She just stood there admiring me while I saw her eyes fill with lust. Then she told me to turn around and show off my sexy ass. I slowly turned, and I could feel the slow, cool air sliding down the nightie and onto my smooth backside. My mouth was so wet as I sucked on her delicious pussy juices, and my balls felt twice as big as they usually do. I stopped when I was facing away from her, and she barely got the words out, “Bend over, my sissy husband.”
I gasped with my mouth full of wet panties and loved what she said, but when I didn’t bend over, her tone changed to the dominant voice I was used to, with specific instructions. “Bend over 45 degrees, now!” I quickly did it and could feel the nightie sliding down my ass. It barely covered me, and now I knew my panties were completely exposed.
“Oh, someone shaved completely. Wanted to be smooth like a sexy girl. Let me feel those thighs and that ass to see how good of a job you did…”
As she approached me, she stroked the inside of my thighs and both buttocks. Then she pressed against me, wrapped her arms around my waist, stroked my belly and thighs, and grabbed my new breasts.
“Mmmm, does my husband like his new breasts? I like big breasts too, so I got you C-cups so I could bury my face between them every time you wear them.”
She was stroking and pulling on my breasts, which felt so good on my shaved chest and was pulling at my nipples. I was still getting higher and higher into heaven, especially when I heard that this wasn’t going to be a one-time fun thing and that she fully expected us to do this again. As if it couldn’t get any better, she pushed me back to bend me completely over, grabbed my hips, and began thrusting into me.
“Mmm, so this is what it’s like to fuck from behind. What a sexy sight of those lace stockings and red panties. I bet you can’t wait for me to pull them aside and fuck your tight hole. Your outfit is missing something, though.”
She reached for the couch to get something and turned me around. I saw in her hand a pair of red high heels that even had red bottoms. For the second time that evening, my jaw dropped.
“I could only get you the best for your very first pair of heels. The heels aren’t too high, so you’ll be able to wear them. You’re going to take good care of them, and yes, you’re going to wear them often.”
She led me to the couch and had me sit down. Then she kissed me on the lips, biting them lightly before she began to nibble on my ear, kiss my neck, bury her face between my breasts, and finally pull the nightie over my head.
“Actually, you don’t need to wear this bra when you have the lingerie on, so let’s take it off.”
She unhooked it, and I immediately felt the weight pull at my nipples. I couldn’t help but groan loudly. She pulled the now-soaked panties out of my mouth.
“What do you like best about this new roleplay so far?”
I told her I wasn’t sure because I liked everything from head to toe, but the breasts were so realistic, and the nightie was just amazing.
“Well, then I’d better put that nightie back on you, because I love seeing my sexy sissy in it!”
She put it back on me and adjusted it to cover my breasts. For a little while, because then she pulled it aside to see what it was like to have my nipples in her mouth. She sighed so loudly and told me how erotic it was.
She continued kissing my stomach, circling my belly button with her tongue, and getting down to the pre-cum-soaked panties. She grabbed my balls and licked my penis like an ice cream cone.
I had no idea what she meant by that, but I was thrilled as she put my new heels on. She had gotten me the perfect size, even though it was a woman’s size. I looked down and loved what I saw. As she stood me up, I wobbled a bit but quickly found my balance. Then within a few minutes, she taught me how to walk in them. She sat on the couch, pulled up her skirt, and began playing with herself while telling me to sway my hips like she taught me. I felt so sexy and so powerful to be myself. It was so new, and I couldn’t believe it when I looked down and saw my own cleavage, stockings, and heels! It was so much sexier than my wildest fantasies! After a few minutes, she was on the verge of orgasm.
“Oh my God!! My sexy, beautiful, submissive husband in red heels, stockings, tight panties, oh my God, your breasts in that nightie. Swivel that ass, my sissy, sway those breasts. Oh my God, I’m going to cum, oh my God, you’re so sexy!”
When she screamed that, I was overcome with happiness. My sexy body brought her to such a hard orgasm. I was her sissy, and I brought her to orgasm without even touching her! When she recovered and got up, she was the dominant queen I knew her to be again.
“Now that I’ve had one of the many planned orgasms for tonight, come with me to my office. I’ve set up a play space for us.”
As we entered her office right off the living room, I saw a massage chair in the middle of the room, like the kind you see at a mall for shoulder and back massages. The lights were dimmed, and she told me to lie on it and put my head in the hole.
“Now, kneel facing the back of this chair and put your hands on the armrests below where your head will be. I have another surprise for you.”
I loved obeying, and I couldn’t imagine what else she had planned for me. I was already living a dream. She made sure I was positioned correctly, and then she grabbed what turned out to be tight-fitting Velcro straps. She secured my feet first and then my hands. To check if they were tight enough, she told me to try to get up. Apparently, I wasn’t trying enough, so she gave me a spanking like I had never had before.
“I said, try to get up, bitch!” slap “Try harder!” slap slap slap
“Oh, does my little sissy have tears in her eyes? Wait until I apply this mascara, I can’t wait for it to run down your face, my little panty girl.”
I was in shock! Not only were my cheeks stinging, but I didn’t expect her to also do my makeup. Needless to say, I couldn’t get away even if I wanted to, but she knew that.
“Let me slide my hand between those legs. Mmmm, my sissy husband is so hard! I bet you liked that spanking and want more, or did the makeup get you that excited?”
I immediately started to feel nervous and ashamed again as I whispered that it was the makeup. This wasn’t the manly husband she married. For a moment, she broke character.
“Don’t you ever be ashamed that you want to be my girl. I love you with all my heart, I know that when I want a good, hard fuck, you can provide it for me, you are so manly in other ways, but most of all, I’ve been wet for weeks planning this. You thought last month that you were browsing private sites, but I found your Amateur-E account. At first, I was shocked that you wanted a man, but as the weeks went by, I read so many sexy stories that you’ve written! Only a few of them feature men, and in the ones that do, you’re either sucking them or licking their cum off my pussy. I know you are my obedient lick-it and cum-slut, so I don’t mind if you want to try sucking another man while I watch. Even this week, I’ve had an orgasm every day at lunch reading a different story. So, for now, enjoy my sissy cum-slut. You are all mine, and you must know what’s next!”
I couldn’t believe it! I went from shame to excitement immediately. She had known for weeks and had been planning this. This is by far the best thing that has ever happened to me! Then it dawned on me that given my position, she was about to peg my ass hard! As soon as I realized that, she came over to me and showed me the thick, realistic penis hanging from under her skirt.
“Now, we’re going to go over the new rules, my sissy husband. You will shave your legs, your groin, your ass, your chest, and your underarms every single day. At least once a week, I expect to come home and have you dressed up for me and in heels. I bought a few skirts that I think will fit you, a few panties in different colors, a few blouses, and a couple of bras for your C-breasts. We can go shopping for more things on the weekend. I’m doing it tonight, but tomorrow morning we will go over your makeup routine because I expect a very smooth shave, foundation, eyeshadow, mascara, and red lipstick with lip gloss. On the weekends, you will also apply false fingernails. I’ve already bought them in many different colors. Then you will put on your heels and go into the kitchen to cook for me. If you are a very good girl and look sexy, I might let you come on dinner, or I’ll let you lick me to a stunning orgasm before we eat, or maybe even both.
As she said that, she lifted my head and put a small pillow under my chin. It was a little uncomfortable, but I saw her big makeup bag on the table. She began to apply foundation and spread it all over my face. Once she was satisfied, she told me she was going to apply red eyeshadow and black eyeliner to match my lingerie. She applied them carefully, added mascara, and finished with lipstick and lip gloss. I couldn’t wait to see myself. But she had one more surprise. She took a brown wig with braids from her chair. When she put it on my head, she gasped and began stroking her dildo.
It was so exciting to see the desire in her eyes. To feel the makeup on my face. To feel the braids rubbing against my ears. Plus, the panties were so tight against my ass that I had a completely new sensation. My breasts were pressed against my body because I was tightly strapped to the massage chair. It was so exciting, and I was shocked I hadn’t come yet! When she broke out of her trance while stroking the dildo, she took a mirror from the table and held it up.
“Does my sexy sissy panty girl want to see herself? Does she want to get even more excited and turned on? Yes, yes, you look so sexy. My new penis is so hard, so ready to take your virgin ass. Your virginity, your balls, your penis, it’s all mine!”
As she stroked that realistic veiny strap-on in front of my eyes, I could smell her sweet wet pussy. Her hands were sliding up and down, and I wanted it so badly. Then she showed me my transformation.
“Oh, my sexy little sissy. Do you want my hard penis to slide across your shiny, lipstick-covered lips? Oh, my sissy, I’m going to ram it down your throat, and then I’m going to grab you by those braids you have on and ram it down your throat until that sexy mascara is running down your face. Mmm, I bet that would turn you on so much, you little sissy. Would you cum for me, you little sissy? Would you squirt into your panties? I know you’re so close and on the verge. What kind of sissy behavior would bring you to such a hard orgasm before the main course when I take that ass? Your tight hole is going to get so stretched for me, and it’s going to hurt so good. That prostate is going to love me, and you’re going to beg and beg me to fuck you harder and harder. Mmm, yes, sissy, I see the desire in your eyes. I bet you love your new life where all your perverted fantasies have come true. Now, take my cock, sissy husband. My sissy-whore, do it for me.” Her transition to using the terms that I’m a sissy more and more was perfect. I don’t want to be humiliated for my much smaller-than-average penis or my small clit, as she now calls it. This was too good to be true, and I was asking myself the same question she was. Was I going to cum before she pegged my ass and without her stroking my male clit?
While I was thinking about it, she placed the mirror on the table so I could see myself and what she was doing. Then she grabbed my braids and slammed her penis down my throat! Without any foreplay and oh my God, it was so exciting. Then she pulled it out a little and rammed it in again. I was choking, tears were streaming, I couldn’t breathe, and this cycle went on for a long time. I was crying from how big it was and how she relentlessly fucked my throat. She stopped with it deep in my throat, and I wiped my tears and saw that I had smeared makeup, her hands were holding me by the braids, and with that realistic penis in my mouth, I couldn’t hold back anymore. It hit me, and I groaned loudly as I exploded into my new panties. It was so good!
“Oh, you like sucking my penis! You wish your little clit was that big, but don’t worry, your tongue makes up for it. Now, I’m going to give you an appetizer. I’m going to take those panties off so you can open your mouth, husband, and don’t you swallow until I tell you to!” She made sure all my cum was in those panties and then poured it into my mouth. I couldn’t believe how much I had ejaculated, and she held the mirror closer so I could see it all on my tongue.
It tasted amazing, but for the first time, I really wanted to be part of a bukkake. I could taste so much cum! As I thought about it, and she gave me the green light to swallow, my erection came right back. To muffle what was to come next, she stuffed the panties soaked in pre-cum and cum into my mouth. It tasted so good.
“Ready or not, this big penis needs you and it’s going to take your ass. To be sure we catch your next load, I’m going to put a condom on. Mmm, I bet you can’t wait to cum so I can pour it in your mouth! First, my little sissy, my submissive husband, relax that back door and let me in.”
As she pushed on my tight sphincter, I really wanted her inside of me. Then finally, pop, my anal virginity was all hers. I groaned in pain. Of course, that turned her on even more, and she began pushing harder and harder. I groaned and yelled, but my mouth full of panties muffled it all. That penis was SO big, and as she slowly fucked me, it got better and better, and I couldn’t stop groaning.
“Does my submissive husband like being fucked by my hard penis, it feels so good, are you going to empty your sexy balls?”
While she’s asking me that, she leans forward and puts her penis deep inside me, but what’s even better is that I feel her sexy breasts pressed against my back. She takes the panties out of my mouth and removes the pillow. Then she pushes my head down and pushes me back to an upright position. When I start to answer, she slaps my ass harder than before. I jump, but I’m starting to feel her fucking me hard. She’s penetrating me hard while also spanking my ass. It was so exciting, I couldn’t imagine she wasn’t wet too.
“I love my submissive husband, oh my God, I’m going to cum, it’s coming!!!!”
When I hear that, I start to get into it even more as I beg for more, telling her how much I love her penis, even yelling that she has a sexy sissy in panties. She penetrates me one last time and screams as she comes so hard! She collapsed onto my back, and all the stories I had read about pegging and the feeling of breasts on your back couldn’t come close to describing it. It was bliss.
I tried to relax and just enjoy the moment, but I couldn’t help but thrust back into that big dildo. It felt so good. Eventually, she slipped out of me, and I felt so empty. She took a picture of my stretched hole and even licked it, then she untied me and commanded me to lie on my back.
“I don’t need to explain the rules to you again, just remember those balls are mine. Just like your little clit, which I can only stroke with these three fingers. Mmm, does that feel good?”
As I answer, I beg her to fill me again. Her sissy needs it so badly that she takes the strap-on off, adds more lube, and provokes me with it. When I groan, she grabs my balls and squeezes them harder and harder.
“Those balls are mine. Look how your eyes light up, you sissy, you love it when someone squeezes your balls!” squeezing “Oh, there are some tears here, but your furious erection says otherwise. We’ll explore that more later!”
“Okay, sissy, 10… 9… 8… Get ready to cum into that condom so I can feed you. 7… 6… 5… Oh, you’re so close! Feel that lingerie, grab your breasts, play with your hair. 4… 3… 2… Do you like that penis inside you, how it fills you so much. 1… Cum for me, girl, empty those balls, ohhhhh God, yes!”
I just exploded for the second time tonight with so much semen. The condom filled up like I’ve never experienced before, and I just collapsed. I feel how soft the nightie is and my hard penis is satisfied, but my wife needs me to clean up. She lies next to me, takes off the condom, and tells me to open my mouth while she slowly pours the cum into my mouth. It tastes so good, and I lick up every single drop she gives me. Then she puts the rest in her mouth and starts kissing me with deep kisses. God, it was so incredibly exciting.
When we recovered from the euphoria, we were smiling, hugging, and sighing, still lying on the floor in her home office. My life has just changed forever, and the perverse ways I will achieve orgasm are endless.