Turned in to a Crossdressing Cuckold

About a year and a half ago on my way home from work, while shifting back and forth struggling to find a comfortable position, which occurred more often then not an impossible case at hand by the end of the day. The chasity device placed in my pierced cock just didn't seem to agree with the panties that held it. I thought about how all of this had come to be; how does a good-looking, athletic,charming straight guy become a piece of property made to serve and meet any and all demand, no matter what they maybe. I guess the answer is really simple. I found my soul-mate who is perfectly matched to me in every way and I married her. Our sexual desires fit together so wonderfully and for me, that in its self was amazing. I had always considered myself of the the freakiest guys on the planet. So it was no surprise I'd never had a woman who could even come close to meeting my desires. Truthfully I didn't think there would ever be one. Then I met Porscha, who was not only a match sexually, as if heaven sent, over the years she began to prove to me that even though I may have been one of the freakiest men on the planet, I had nothing on her. She took my desires and put her own nasty spin on them, turning everything into something far past my wildest, most twisted fantasies at that time. I guess to make a long story short I could say I gave her an inch and she took a mile and made me like it and in sum she turned me out. From the start I had been watering all the little seeds of freaky fantasies, trying to make them grow, but the biggest turning point was a few years ago after she had returned from a business trip, being a business manager she often had to take trips out of town for a few days leaving me home alone. (This was before the chasity device stayed locked on my cock all the time; and probably why she held the key at all times.) Porscha had been out of town for 3 days this time and by the second night alone and not getting my fix from her, that I usually got at least twice daily, I lay in bed, my cock hard, rubbing myself and yearning for her, wanting her scent, wanting her touch, her body next to mine. I looked over a saw the dirty laundry basket in the corner and thought I could at least be able to have her scent. I wanted to smell her sweet pussy as I played with myself. I jumped up and almost ran to the basket, praying it was full, but fearing it wasn't because she stays on top of such chores. I flipped up the top and thanked God it was full. I dumped it out and and grabbed all of her panties, bras, and even a sexy little number she had wore the night before she left. I took them to the bed and I stroked my self so slowly intentionally teasing myself and I sniffed and nuzzled my face into the crotches of her panties. The teddy she wore the last night she was home,however she had apparently put back on after we played because the crotch was coated with loads of dried cum and since I wasn't trying to smell myself I set it to the side, but my eyes were drawn to it's sexy vibes. The memories fueled a deep desire within me. I can't explain what went through my mind, but I was so overwhelmed with lust, so hot and horny. I guess I wasn't thinking or can't remember why, but I slipped into her teddy and I loved how it felt, humiliating myself. I massaged my cock with the hand not rubbing my lingerie covered body. I was pretending I was rubbing on my beautiful wife, as I tried to taste her on her dirty panties. I quickly lost control and and my cock filled the teddy with a load of hot thick cum. I didn't stop, my manhood didn't get soft, it seemed to get harder if anything. I ended up coming twice more in her sexy outfit. After coming back to reality, I felt strange, like ashamed of myself. Men aren't supposed to do such things, at least not straight ones, and I have no attraction to men at all, so I can't be gay. I was simply humiliated by my actions. My amazing wife was welcomed home by the fucking of her life and days more of sex laced with lovemaking and passion. I honestly didn't think about my indiscretion for a while ,until the next time she wore that outfit. The guilt tore at my soul, not because I shouldn't have done it, but because I hadn't told her right away. True as it was I had no bad intentions, it just hadn't been on my mind to tell her. None the less I was sick with the fact we tell each other everything and pride ourselves with that fact,yet I had failed to tell her. I pulled her close and told her I had to tell her something. I saw her heart drop fearing the worst, though she should have know better. I first shamefully blurted out that I had wore her outfit and pleased myself in it. Her face showed relief, it wasn't horrible, but now reflected shock. Her strong, cocky, aggressive, dominate MAN had been wearing women's underwear. I sat looking at her, not knowing what to say at first, then I explained myself and the whole story. She in the end said she understood and everything was alright. Which I wanted to believe because we went on to make sweet passionate love,but in my heart I felt like something had changed despite everything she said to reassure me. I felt as if she had a mischievous look in her eyes and she looked at me with what seemed to be a little brighter smile as well. Ever since we met I mentioned my desire for her be be more aggressive and dominate with me, with fantasies of her grabbing me, pushing me down,pulling my cock out and demanding for me to get it hard so she could ride it and things like that. Over the next few days, the change became more clear. It seemed as if the knowledge had given her more confidence and more control. Perhaps she realized with that she now owned me in a strong sense and could now be comfortable putting me below her at times as she thus far had always felt as if she was below me. Whatever the case may be, I got what I asked for. She had sought to be pleased whenever and however she longed to be. Which was fine because I have such a deep desire to please her, that I get off on doing it and it is a good thing. You see it is funny how one person's fantasy grows once it is the others fantasy. All of my freaky desires were pulled out and taken to new levels in her hands. However to be clear never once have I been turned off by anything she has wanted or demanded of me, if for no other reason then I'm so so pleased to please her. I'm just saying my beautiful, seemingly innocent wife turned me out and made me like it. In the days following my confession she took me and made me have my cock pierced for her which I did with a smile, unknowing this meant when she is not beside me or decides that she wants to, she keeps my cock locked up. I knew that day a year and a half ago, when she sent me out of the house in panties that it meant I would most likely have to stay in my chasity device and please her souly with my mouth and toys that day. Because it was almost as if I didn't have a cock in her mind when the panties went on with very few exceptions submitting my ass for her to invade was the only way I would cum if at all on those days. She developed her fantasy of licking and fingering my ass into now it being something to use and abuse fulfilling other fantasies. I used it all to further humiliate myself with thoughts of such abuse being what I deserved for wanting to wear the panties in the house and caused myself to be seen and treated as my wife's little slut. But as long as I know, see, or believe that she is pleased there is no limit to how far I would go for her. That entire week she had planned to test how much that statement really meant. It wasn't just that day, I'd go with no pleasure, locked up, wearing panties. It was an entire week, every single day I ate her pussy and pleasured her with toys. I became tortured with my desires, so hot and horny, I just couldn't explain it. Then later on that day, while surfing porn sites, which we so often do together we “accidentally” came upon a cuckolding website. Looking back I am not so sure it was an accident, but who cares. She played video after video acting as if it was more about being shocked by it instead of turned on by it. The next day I made it a point to put her in the driver's seat on the computer, she went from site to site and after a while found herself yet again watching cuckolding movies with me, just as I'd thought. So I knew I was right , that she liked them and it was not about shock. I put my desperate plan in action. I thought if I played with her during the movie that she would unlock me and let me finally cum. Perhaps I was wrong, and it had been her plan the whole time because in the quickest time frame ever she squirted like a fountain onto my face as she came so hard she shook. She quickly unlocked me and I wasted no time filling her tight pretty pink pussy with semen. She looked down at me with mischievous eyes, and said “Will you eat it for me?” I said nothing keeping my eyes locked on her as I slid down and ate every drop of my cum as if I was a starving cum junkie. She encouraged me often asking if I liked “eating cum from her freshly fucked cunt” in many different ways and I answered with a yes every time with out hesitation. For a month or so she more or less turned me in to her panty wearing clean up boy. If I was lucky enough to cum it was fed back to me, and for that entire time we watched only cuckolding movies. I had even began to watch them on my own in my constant state of horny desire they seemed so hot to me. Then one day as one of the scenes began with what seemed to be a husband and wife getting a stranger to partake in there cuckolding desires. Porscha looks over at me and says “ You know what is amazing to me...” I asked what and she replied “ How in the fuck does this end up happening, surely she just didn't come home one day and hell him, you know what, I'd like to have you eat some strangers cum out of me after he fucks me.” We both laughed at her sarcastic,humor filled statement. We went back to watching the movie as the woman was now sucking the strangers monster sized cock as her husband watched. I thought about what Porscha had just said without looking over I said “Yeah, that's crazy, I can't even imagine how that would come about; shit, your the master of all things sexual, how would you go about asking?” Then I laughed, Porscha allowing me to seem to be joking if she didn't want to answer, but she quickly said “ I don't know maybe hint at a 3some and and if it flew, then hint for oral after?” I said in return “ Just because I maybe alright with a 3some doesn't come close to meaning I would be ok with eating you after.” My heart raced wondering why there was no kind of response as the room fell silent for the longest 30 seconds in history. Then just as I decided that was the end of the conversation, Porscha started “wellll..... I don't have a clue then how they managed such things.” she paused and then went on to say “ but if it was us instead of them it is a big difference” I just looked at her like Oh really, and she continued “ yeah, after I get you to agree to a 3some it's over. I laughed and said “that easy, huh?” She had presented an answer as a joke to feel me out I think because she went on in a more serious tone to say “I mean we both know if you agreed to a 3some to start with it wouldn't be the dominate man in you, it would be that little panty wearing submissive slut in you, and I have got that side trained.” and with that she ran her hand lightly over my face as she looked me up and down questioning me “isn't that right?” without a thought I answered “true”. After a second I began wondering if I had been saying true it would have had to be my submissive side as I intended to or had she meant if I agreed I was trained to eat nut from her cunt. She reached over and began to rub on my chest and we made out for a while before I found my way down to eat her dripping wet pussy and I must have done a hell of a job because she shot cum out hard enough to take an eye out. That night as we cuddled up to sl**p she seemed to be spacing out so I asked if she was ok. She replied “what?” as if I had startled her or she had been lost I repeated my question and she smiled mischievously and said “oh I was just wondering when we'd have that 3some.” I returned her smile and in a joking tone answered “ I been waiting on the willing stranger to materialize and appear at our door.” We both laughed and tightened out grip on each other. Perhaps she wondered as I did as I drifted off to sl**p if that was a joke or not.....
I am always of the mind set that where we have been doesn't matter only where we are going matters, so I very seldom look back and ask what if, But later on I had to ask the “what if”. It wasn't meant with any form of regret, I was only wondering what she would have done if I would have reacted differently then I had. The next day when I came home and she pulled up a chair to show me what she had found. I'll never forget how she said “I was thinking just in case we don't like it and it's just a one time thing we might as well go big! Right?!... So I searched for only above average hung swingers in our area and this is what I found.” She pointed at a half a dozen ad's she found. As strange as it may sound my first thought was how her pussy is so tight she could squeeze change out of a dollar bill, and I don't mean quarters, I am saying choke 100 fuckin' pennies out of that bill. Yet she was worried about bigger than average meat now, I briefly found myself amused by that. She had paused trying to think of a way to make it into a joke, until I glanced at her with playful evil smile and said “I knew it! You nasty little whore.” She innocently shrugged her shoulders and said “what?” I looked at the screen as the reality finished setting in, my wife had more or less just asked me to help her find a man to fuck her so I could eat her freshly fucked and filled cunt. She nervously decided to chatter about how as long as they were clean and not hideous trolls that it didn't matter to was purely sexual and about the sex act and not sex with this person. I must admit my cock was as hard as the chasity device would allow. Butterflies filled my stomach and it was like someone else said it, I was just there as I told her to “pick one and another of need be, until you find one who would be interested in tonight”. I went to hop up and tell her I'd be right back with a couple of drinks. It was done. I was gonna go through with it, just like in the movies I'd been watching, wondering if she wanted it and what it would be like to give in to such a thing. I returned with a whole bottle of bourbon to the news that the first one she called had answered and had claimed to be more than willing to but she went on, her expression saddening. He had mentioned having some car trouble and sounded unsure when he promised he would be here at 8 pm, which was less that 3 hours away. We showered, shaved, and loved on each other while we nervously talked about nothing. She, fittingly I guess, gave me the teddy I had first played in to start this whole thing with. Which I put on as she asked, but I quickly covered and hid beneath a robe. The shameful humiliating thought of anyone never the less another man seeing me in such a thing about make me throw up and I semi intentionally tortured myself with the thoughts and telling myself I'd stepped into a role now and I would have to play the part. My wife put on a sexy, hot as hells fire outfit that made her look like the porn star version of little red riding hood. She had on some bright red 7inch heels that set it off contrasting with the light colors of her outfit. All that you could see was light blue and white school girlish attire with white stalkings attached to the garter belt and the straps were exposed in the short skirt. Her lipstick was bright red and to top it all off she wore a bright red thong that made her perfect ass look like a work of art.
Our doorbell rang and my heart raced, I was so nervous and I felt strange in my wife's lingerie even thought it was hid beneath a robe. I was red faced and ashamed like the little bitch I was clearly dressed like. I mumbled “I'll be right back” as my wife headed to the door. I went to the bathroom and looked in the mirror, picturing the moment I would remove the robe to be embarrassed in a way I never dreamed was possible. I heard voices as the door shut then I heard footsteps coming closer. It was Porscha, who said “what are you doing?” and she gave me a light slap. I looked in her eyes then looked down at myself. She chuckled and said “you'll be fine” then winked and said”I won't let them hurt you”. My eyes widened in confusion as she took me by the hand and started to explain that “he asked a friend to give him a ride and the friend agreed hoping to get a ride himself. Which is the least we can do. Right?” Her joke helped a little although it was about reality. She led me to the living room where the two men in their mid 20's I'd guess awaited us, well, her rather. She let go of my hand and had a seat on the sofa between the two men and I went ahead and sat in the recliner across from them. The one to her left apparently was the one she had called broke the silence, looking over at me he began “ sorry I had to ask..” Porscha cut him off, putting her finger to his lips saying “Shhhhh..” as her free hand undid his belt. Watching my wife unbuttoning a stranger's pants made my cock twitch in anticipation. Removing her finger from his lips she continued to remove his pants and then reached behind her to grab the younger guy's crotch massaging him through his pants. Until she had gotten his friend's jeans undone and pulled his semi-hard cock free, she let out a purring “mm mm, nice.” She slowly moved her hand up and down on his member and turned a little to the younger guys direction to see what he was doing and to pull his chunk of man meat out of his pants. She then looked at me and with a sexy tone said “ I wish you two would stand up and let me taste those big cocks you brought me.” The younger one jumped up at light speed, putting his now rock hard cock before my wife. I was so hard in my chasity device that it hurt. Porscha looked over, her eyes meeting mine, she watched me watching her wrap her lips around his cock. Just as she had done mine countless times before, I knew those lips were magical. She took a little in and withdrew it flicking the head and running her tongue all over it before turning to the oldest guys dick. It had a large pearl of precum on it, which she licked off as she looked back at me to see my face as her tongue took the cum off his cock and returned back to her mouth. She swallowed it and said “mmm. You taste so good.” She would look up at them at times as she tried to shove their cocks down her throat, but more often than not her eyes were locked on me. I wondered if she knew I set there with a raging hard-on as I watched her suck cock, wearing her teddy. Finally she pulled the cock from her mouth with a popping sound and looked at me and said “ would you like to eat this pussy and get it nice and ready for these big dicks?” I shook my head yes, and got up, she got up as well to meet me in the middle of the living room, with cocks in each hand. She pulled them along and dropped to her knees as soon as she stopped she spread her legs wide and I climbed in behind her rubbing her ass and down between her legs planning to slide down. Just as she glanced back and said “I hope you plan on taking that dumb ass robe off.” Both men looked down at me as she stroked and sucked on them. Nervous, shy, and ashamed I turned my back to them while on my knees behind my wife. I removed the robe and threw it in the floor and quickly went down to slide between Porscha's legs avoiding having to face the two men. I slid her panties to the side and her pussy literally dripped on my face. She was so horny sucking on these guys. I licked the drop off my lower lip where it had landed. Her pussy was so sweet, I dove in licking and sucking her soaking cunt. She was loving it and I hadn't been there long and she filled my mouth full of her squirt. I swallowed, thinking it wouldn't be all I was fed by her cunt that night. After she stopped twitching and jerking she spun herself around and briefly for the first time the two looked into the face of the cross-dressed man who's wife they were about to pound. Then it was over she straddled my face bending over and onto me. She rubbed my hard as possible cock letting out a “ Hmm...” Right before she put the one of the guys cocks in her mouth. I didn't know which one until finally I saw the older one moving in behind her and over my face. I reached my arms around the outside of her thighs, reaching for her outer pussy lips on each side I held my wife's cunt open for the stranger's big dick. I watched him work inside of her, getting a close up of the wild rough pounding that followed minutes later. My wife moaned on the cock that was in her mouth as I held her apart with one hand and worked her clit with the other hand. I watched the stranger slam his meat hammer in my wife, turning her pretty pink pussy in to a red abused gash. He hastily pumped cum deep inside, when he finally pulled out I quickly started licking her clit. I could see her trying to squeeze the cum out of her pussy, but very little came out. The younger man appeared with cock in hand. I kissed and sucked at her hole and then moved aside with a few globs of semen in my mouth. The youngest stranger rammed half and then the second half of his cock up my wife's love canal. The young horny man quickly gained speed and started dragging nut from the depths of her pussy. I caught all that I could and swallowed all that made it into my mouth. She cried out many “yes's” and begged him to “fuck her” as if he wasn't already savagely beating her cunt wide open and she was fucking loving the abuse. She came within minutes and he followed her, slamming deep inside her filling her full of his sperm, He sighed after her orgasm, because it had caused her to be come so tight the stand and he had to regretfully slid his meat out of her sweet pussy. He was satisfied I could tell, but who wouldn't want more of her tight, wet fuck hole. She collapsed down on top of me with her slit right over my mouth, and how could I resist, I started licking her clit and her head sprung up form my lap. She hissed “yeah, that's right.. Eat it, you little slut, eat that freshly fucked pussy, and drink all that cum out of it. Did you like how they fucked your wife for you?” as she ground her slit down on my face. It had a glob for semen running from it, that covered my face as I acted like a cock hungry whore for Porscha while eating her and both stranger's nut. While slightly gagging on one of the larger loads escaping her. I couldn't help but think again how I did this, I put on the panties and told Porscha. I knew she naturally see's and treats me like a slut sometimes,and now I have been degraded to cleanup boy as real men; men who didn't wear panties had to satisfy my wife's needs. I was still eating her as she called me names and talked dirty about eating cum from her, until she was given something to quiet her. That of course being a big cock, that she was quickly gagging on as he roughly fucked her face. The younger man, who seemed to have hated to withdraw earlier from her cunt, had returned for more. She arched her back and stuck her ass up and out for him. I once again shamefully held my wife's gash open to help this strange man fuck my wife better. It would seem both had come back for another round with rougher intentions than before because the cunt hammering she'd got at the end of her last piping was the very start of this one. Mean while, apparently his friend was trying to shove his big cock balls deep in her throat. She was choking and gagging as he let out moans of pleasure. He called her “a slut” and asked “do you like that you fucking whore? Do you like having your throat fucked?” At one point the pair was in rhythm and seemed to be driving her from one to the other. She bounced back and forth, moaning and choking here and there. She came once and then almost immediately came harder then the first time. Her tightening and jerking must have worked wonders on the two stranger's fulling her full of cock. The one she was sucking, announced he was cumming and must have pulled back because I heard Porscha moaned “ mmmmm, give it to me, I wanna taste it.” Perhaps the words were the final straw for his younger companion because he gasped and I saw his dick and balls jerk once inside my wife's abused raw cunt, then he jerked out and jacked another three sprays of semen onto my wife's pussy and and asshole. Then as if to ice the cake of humiliation, he started at the base of his cock and squeezed the entire length, cleaning the rest out. He watched it fall onto my face and smiled.
I stared at my wife's crotch and the globs of cum hanging off her pussy and surrounding area. I guess she could feel the cum on her and she pushed down burying my face in her cummy middle, rubbing it all over my face covering me real good. She finally flipped around to face me her hands on my shoulders as she looked down at the coating of jizz covering me as I looked up at her. Porscha's eyeliner was running from her face, which vaguely matched mine. We looked like we had just done an oral gang bang. Still looking down at me she said “thanks guys for coming over.” She was answered with “sure no problem” form one and the other said “ anytime, you just call and we will come running.” she laughed and said “I am sure you would.” Porscha and I just stared at each other as they dressed and thanked us again and offered to return anytime then closed the door. She lifted a finger and began to play in the cum facial I had been given. She said “Thank You” I went to speak and she put her finger to my mouth saying “Shhhhh..” she leaned in to kiss me and we made out briefly before she reached onto the coffee table for her key. She pulled out my cock and started to unlock it, stating that she could see I came without permission. She announced that from now on I would be locked back between my legs in the other chasity device. A piercing between my legs towards my ass that allowed less hardening of my cock once the two piercings were locked together. She finally unlocked me and grabbed my cock which was hard instantly and climbed on top of me. She began saying since I was such a good girl, I could now try to be a good boy now. Her cunt was tight but not as tight as normal. Which oddly I found to be amazing. She slammed her cunt down on my throbbing dick as we played with each others pierced nipples, eating the cum off each others faces. I found myself in heaven in my wife's freshly fucked snatch, that I had just cleaned nut from, wrapped around me as she rode me. We passionately cleaned each other, he big tits cupped in my big hands between us. It was heaven, yes true heaven. We roughly rode each other once more following that, and once more a few hours later we made love like never before. I am not sure how we go from one extreme to another but then again. I don't care because it makes for a wonderful time. Plus who else do you know who might go from husband to Master to slut back to daddy in a day, maybe a week, maybe a month, But I get to be it all.........
100% (30/0)
 
Posted by daezwifey
2 years ago    Views: 1,764
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1 year ago
amazingly well written. captures all the emotional baggage that goes with this lifestyle!
2 years ago
nice....love panties...they feel so good!!
2 years ago
Really fucking hot!!
2 years ago
Loved this story
sallytv3
retired
2 years ago
wow
swtichinfun
retired
2 years ago
HOT story!! Very well written!
tangolas
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2 years ago
i like this
2 years ago
very nice...
2 years ago
Loved the story. Keep adding them please.
2 years ago
loved your story keep writing and telling us more
2 years ago
Super hot story. Thanks for sharing.
2 years ago
PLEASE COMMENT AND VOTE!
2 years ago
Both stories are great...can't wait to read how you finally take a cock for her..you know she will love it and so will your reading audience..!!
2 years ago
Please, paragraphs Doll. chuckle These old eyes need the breaks. lol Great story though.
2 years ago
You're such a lucky hubby.
2 years ago
sensational story, beautifully written.