It all started as a joke. My wife and I were visiting New York City for a few days, and boy do they have some kinky shops here. We have nothing like that where we live, so just for fun we entered an erotic shop. It was kinky, but not vulgar. Everything was clean and well displayed, and some of the clothes they sold seemed good quality, not cheap.
My wife bought a lovely vinyl top and skirt, and I got hard when she got out of the fitting room for ten seconds. Definitely a must buy! In the meantime I saw something that would top it off, and as she was getting back in her own clothes, I dared her.
I knew these were magic words with her, she simply couldn't resist a dare, and thus she fed the butt plug in her rear, showing me the shiny “diamond”, as she pulled her panties over it. The dare was to keep it in for the rest of the day and all night.
I took her outfit and the packaging from the plug to the register to pay for it, but my wife stopped me. She dared me now. It was an awkward contraption but the picture on the package made it clear. This was supposed to go over my dick. “I dare you to wear this for a week, without crying for me to unlock you.” She always upped the dare, but I could not back out of it. So I tried to even things out. “Then you wear the plug for a week as well.”
Problem was, the instructions on how to put it on were so complicated, we had to ask the woman at the register to help us. And a minute later all three of us were in the fitting room, as I dropped my pants. I didn't want to look, but the two women were on their knees in front of me, which I thought was very satisfying.
I didn't expect the icy cold though, as the sales woman held an ice cube against my dick, making it shrink to embarrassing proportions. I was only half listening to the instructions the woman gave to my wife, as for a second my scrotum felt very uncomfortable as somehow a metal ring was pulled around it. But that was nothing compared to a little tube that was pushed inside my peehole. “You'll have to sit to pee”, I heard her telling me, and as I looked down, my manhood was bent down between my legs, encased by a metal cylinder.
The final act was the key, and she wanted my wife to perform the act. I heard a click and my wife had the key in her hand. The lady said, “Don't lose that key, as that thing won't come off, other than through surgery, and his dick will be gone.” Apparently we had gone with a hardcore model, not really for beginners, yet it was on me now.
The lady suggested some addition, and when she came back my boxers were replaced by a leather pair of briefs, which made my crotch look almost flat. As I got my clothes back on, the lady was trying to get one more sale out of us, as she showed my wife a golden necklace, a bracelet and a set of earrings, all capable of securing the tiny key. I was glad my wife picked the necklace as that seemed the safest to me.
“Are you sure you don't want the extension?” The lady asked my wife, “no need to punish yourself because he's locked up for the week.” And my wife hesitated, then she nodded, and an extra box went into our bag. The last thing the lady said as I gave her my credit card, “Remember the gummies, red to start fun, green to give relief.” Apparently this was about something they must have talked about while I was still in the fitting room. My wife just nodded.
Dare wise it wasn't too hard, for me at least, other than while peeing. I had to sit as my pee trickled out somewhere between my legs. I had to wipe it dry even, not being able to see what was going on. The plug in my wife's butt was clearly more uncomfortable, simply because the way her butt swishes left and right as she walks. But, she didn't complain, and one time she flashed her diamond at me by lifting her skirt, when we were somewhere private for a minute.
It was both naughty and sexy and my erection came instantly, followed by excruciating pain in my crotch. Every thought of sexy was right out of my mind as I huffed out loudly. And suddenly I realized this chastity thing was no joke. How the hell was I going to prevent erections for a whole week?
That afternoon I had two more painful episodes, one time when my wife was trying on a leather skirt, which she bought with a smile on her face. And one time on the street when a sexy woman in shiny leggings walked in front of us, in milehigh heels. My wife was not pleased, until she saw the pain in my face.
That night I found out about the gummies. She made me close my eyes and open my mouth, and she put a sweet gummy on my tongue. “Chew that”, she said. It tasted nice and sweet, but after about two minutes I could feel my dick swell up, and although it wasn't an erection, it was very uncomfortable. Then she gave me a green gummy, and I quickly popped it and slowly the swelling subsided and things got back to normal.
The next experiment was with her vinyl purchase from today. Boy, she looked sexy, but thank God, my erection stayed away. But, as she lifted up her skirt I could see and smell how wet she was. “Eat me”, she commanded.
Normally she asks nicely, but in a way this was a very erotic experience, her being more dominant than normal I mean, and I obliged her. My tongue went deep, as I drank her fluids. Normally I get her all worked up, and then I fuck her, but I had nothing to fuck. Until she grabbed the “extension”. It looked like a very realistic dick, bigger than mine has ever been, and somehow it connected to the contraption in my crotch. My own dick was still between my legs, but this rubber monster stuck out from me, ready to fuck her. Which I did.
It was all pleasure for her, not so much for me. The thing pushed back against my own caged one, causing a tad of pleasure, followed by a tad of pain, as I couldn't grow an inch. But my wife seemed to enjoy it tremendously, so I concentrated all my energy on that. She came hard, very hard, and with my rubber dick not going soft, I drove her over the edge again. She had to stop me actually, as a third would have made her pass out probably.
We slept, she was very happy, I was quite frustrated. This dare was going to be much tougher than I had anticipated. And in the morning, as she straddled me in that sexy outfit, it was so painful that I begged for a green gummy. At least that gave me relief, as she rode my rubber flagpole.
I probably had a dozen gummies that day, giving temporary relief for unexpected erections. I had to force myself not to look at high heels, big breasts and leather skirts. I felt a bit ashamed even how easily I had accepted that before the cage, maybe my wife had not been able to tell, but now she could.
I guess it was payback time later, when she told me she needed to buy more gummies for me. In the same shop she made me sit in the fitting room, and eventually she came in with some female clothing. For me!
A leather bra came first. I refused, of course. But she threatened to never unlock me, unless I would put it on. Defeated, I gave in. And when she filled the cups with some very realistic breastforms, I saw myself in the mirror and I had to beg her for a gummy. She only smiled. Next came a leather skirt and heels, and I started sweating. I needed a second gummy to get myself under control.
There's one thing about getting aroused by seeing a sexy woman, other than your wife, but it's something completely different when you get aroused by seeing yourself in the mirror. And when she put a wig on me the illusion was just too real.
“So, here is the deal”, she said, and she didn't use the word dare. “Anytime I have to feed you a gummy, because you see a sexy woman on the street or in a restaurant, or even on TV, that night you will become Rachel, my sexy wife. And I will do some makeup on you and we will go out to a bar or dancing. Now, if we're together and we start making out, and you don't ask for a gummy, you will become Rachel too. In other words, you will want me and only me, even if it hurts. Is that clear?”
Oh, it was clear. Very clear! This had totally gone out of control. And I wasn't sure even if this would stop at the end of the week. I had to get rid of this cage or my life would be a mess…
“Sabine?” A female voice called from outside the fitting room. “In here, Janice”, my wife replied. And there was the same sales lady who had put the damn cage on me. And they were now on a first name basis?
Janice had another butt plug in her hand, and as she looked me over, she said, “This is for you, darling”, and she handed it to me. I looked at my wife in terror, but she said, “As long as you wear the cage, you will wear the plug as well. And anytime you're Rachel, I will fuck that cute little butt of yours. You have the strap-on too, Janice?” And Janice gave her a severe looking dick, similar to what I had to use last night to fuck Sabine. Leather straps would mount it in her crotch.
“And here is the special glue, in case you decide to put the breasts permanently on him”, Janice said. And I could feel all the color drain from my face. Both women smiled, but my wife said nothing, she simply took the bottle.
I was allowed to take my female clothes and wig off, except for the leather panties holding my new plug in, that was my future now, as my wife bought half a dozen. My wife kissed Janice goodbye, telling her she would call when Rachel and her would go out, so we could meet up. I guess the shock of this all prevented any mishaps the rest of the day. And I begged for gummies later that night as I fucked my wife with my rubber dick.
But the next day things went wrong, even before breakfast. We went to the hotel gym to workout, and there was a young woman in a very sexy yoga outfit, and my erection came on fast, the pain even faster. Sabine could see it on my face, even though I didn't ask for the gummies. She didn't even bring them here.
But I couldn't stand the pain and I had to run back to our room, where I took five green ones at once. And I took another handful to save for later. With relief I went back to the gym, but I worried I'd be Rachel later.
I guess my wife purposely wore her leather skirt later, and I spent a good amount of time feeling her up, asking for gummies, to show how dedicated I could be to her. It didn't matter. Right after dinner I became Rachel. This time with makeup, and she did something to my eyes, so they looked slightly slanted, something that I always love on a woman. A sexy white blouse left nothing to the imagination, my leather bra very visible. The only good thing about it was that I looked like a woman and not like a guy cross dressing. I practiced walking in heels for an hour before we finally met Alice in the lobby, the girl I had ogled in the gym. She was still wearing some sort of yoga outfit, both crop top and leggings, in thin shiny black faux leather, paired with stiletto heels.
We walked a block to the dancing where we would meet up with Janice, four women having a girls night out. Right?
At least by the time we got there, I was so used to the high heels that I wasn't stumbling anymore.
We found Janice on the second floor, in a booth around a large dance floor, and the music was quite loud. I had to use every ounce of control as Janice was wearing a leather corset dress, her back from top to bottom laced up tightly. So, all four of us were in some form of leather, a sight to behold.
We were doing shots, very sweet and pink. But the alcohol was there, and we all got tipsy after about three. Janice and Alice were clearly very interested in each other, and were soon kissing in a very sexy manner. With the alcohol clouding my mind I could no longer maintain control.
Sabine had given me a small clutch, just big enough to fit my phone, and the handful of gummies I had secured this morning. I made sure that my wife didn't see it as I took one out and popped it in my mouth, but Janice did notice.
It became a big deal, the fact I tried to hide my hard-on from my wife. The three of them determined that a proper punishment was for me to be Rachel for the rest of the week. I almost cried, saying I had no decent clothes, but they would all donate some of their own. The sexiest they could find. This wasn't very helpful in relieving my mind.
It was Janice that offered me a different relief though. She gave me a pill that was similar to the green gummies, just much stronger. Twelve hours guaranteed without an erection. With what punishment was waiting for me, I could only think it was a lifesaver, and I swallowed it with a good sip of my cocktail.
The relief was almost instantaneous. The pressure inside my cage was completely gone. And even after they made me chew one of the red gummies, there was no swelling, no discomfort. Janice demanded a form of payment however.
And thus, five minutes later she and I were in the bathroom and she glued my falsies onto my chest. And when they were tightly part of me now, she told me the catch.
The pill was originally meant to increase a woman's sex drive, similar to the many pills available to men. By accident they found that the effect of this pill on men caused the total opposite, no erection at all. But the female sex drive still applied.
I felt horny real quickly, and back at the table I became intimate with my wife, in a very similar way as Janice and Alice did earlier, still did, but now at the dance floor. My urge was so strong that I saw myself indeed now as Rachel, with strong sexual needs. And the fact that two young men appeared at our table, asking Sabine and me to dance, did not help.
My dance partner, Blake, knew his moves, and he was strong in leading. I let myself simply go, and started enjoying his strong hands on my leather butt. I noticed that he was pulling me closer and closer, and his erection was clearly not suppressed, jumping even when he touched my diamond button plug through the leather.
Whatever the pill did to my body, the effect on my mind was clearly much stronger. During a very slow number, I relaxed so much in his arms, and when he whispered and I looked in his face, only a tad above me thanks to my heels, he pressed his lips on mine. Normally I would have pulled away, of course, I'm a married man, but it was so sweet I felt an urge to kiss back.
My lips opened, letting his tongue in, and he took ownership of my mouth. The sensations were so raw, so full of basic needs, I nibbled softly on his tongue, then tried to suck it in deeper. My one hand was now behind his neck, preventing him from pulling back, as I felt his hand on my skirt, now pressing hard on my plug, and from the sensation I moaned in his mouth.
It was like a confirmation to him that I wanted him, and my tipsy mind mixed with female horniness wanted exactly the same thing. “Come with me, I don't live far”, he managed to whisper in my ear, and I willingly left, without any glance at the other girls.
Not far still meant a five minute taxi ride during which he completed conquering my mouth as his, and I was as wax in his arms as he guided me to his penthouse apartment.
Somehow reality hit me for one second as he guided me into his bedroom. And with a quick lie, “I have my period, please take my rear”, he nodded, saying “that was exactly what I had in mind.”
He didn't undress me, he was just as needy as me. He pushed me on all fours on the bed, shoved my skirt up and pulled my panties partially down, and then he started pulling on my butt plug. When you do that yourself, you angle it a bit to make it easier to come out. Blake tried to pull it straight out, while my body involuntarily tried to hold it in. But eventually, with a loud pop it finally gave in, and I could feel it left a gaping hole.
The gaping didn't last, as I could feel him push his member in the opening, and my body convulsed once more and sucked it back in. I think even he didn't expect it, but he clearly liked it. “You want me that bad, huh?”
The thickness and the length were a bit more than the plug, but my sucking motion had pulled it in deep, where it hit a spot that made me moan in return. It was the female horny drug that took over now, as I started pushing back into him, and with his hands on my hips he tried to regain control. As a result we both got what we wanted as he went deeper and rougher. His monster rubbed along a spot now I didn't even know I had, but I couldn't stop what was about to happen, even if I wanted to.
It didn't matter anymore if we wanted to make love, extend the pleasure. We had worked each other up so much, there was only one outcome. I started cumming. But as a loud moan escaped from my mouth and my muscles started contracting around him he could not hold in either, and suddenly, during my high, I felt him spray my insides.
The combination was impossible. I went higher and higher, farther than ever as a man, as every nerve I had went on fire. And it didn't stop, he kept shooting and I kept cumming. Until finally he had drained his balls and he started going soft, and the relief brought me even to a greater high. I knew I couldn't handle much more or I would pass out.
But then, with a small plop this time, he pulled out of me, and he pushed my plug right back in its place. I could feel his weight still on my back, but all my muscles went fluid, as I crashed face down into the mattress. I was exhausted, with no chance to move, with his body completely covering me. And I simply stopped thinking as all went black.
I think I noticed him pulling away from me at some point, and hearing the toilet flushing, and I managed to turn on my side before he came back to the bed and spooned me, his body as tight against me as it was on the dance floor, his arm across me, cupping my breast. All I felt was a delightful peace as I fell asleep.
It was still dark when I woke up, close to six I saw on his night clock. His manhood was once more pushing in my back. And an incredible desire, like never felt before, short circuited my mind. I could only think of one thing as I pushed him on his back and closed my mouth over his hard-on. Maybe I was still half asleep. Or else the effect of the pill was still in control, but I started sucking like my life depended on it. His dick grew rapidly as my tongue teased it and as I created a vacuum inside my mouth.
I could feel him tense up, and I wondered if I could handle what was coming, slowly pulling away. But, his hand was on the back of my head now, and I had no choice but to drink his cum, as he shot his load. My mind registered pleasure, even though the taste was awkward and slimy, and I had to swallow multiple times, to not suffocate. When I could finally pull away his manhood plopped out clean, as the last drop of cum stayed between my lips. Then I heard him say, "I could get used to this”.
I suddenly had a tremendous urge to go to the bathroom and as I sat on the toilet, I pulled my plug out, and a mixture of cum and my morning dump sloshed in the bowl. The relief was instant as I emptied my bladder as well. Slowly my mind told me I was fucked from behind and I gave a blow job. That same mind told me also I had never come so hard in my life. And I must have still been “under influence”, because I wondered when I could do it again.
When I brushed my teeth and refreshed my face, I realized I was still wearing my heels. It seemed like they had become part of me, so easy for me to walk around. I found the bed empty, and as I found the kitchen, Blake was making breakfast for two, already clean and dressed for work. He motioned for me to sit at the table, and dumped eggs, bacon and toast in front of me. I could get used to that as well.
As we ate he finally said, "I won't lie, I've dated quite a bit. But never did I find a woman as kinky as me, until I met you. I seriously hope this wasn't just a one-night stand for you. I'd love to take you out again.”
I'm pretty sure it was the pill talking as I answered, “I've never been fucked as good in my life as last night. I want to make sure it wasn't a fluke.” I shocked myself, saying that out loud, but I knew it was the truth, pill or not. I have loved my wife for the five years we've been together, but sex was always vanilla, never like this.
Blake was clearly surprised as well, I guess it was a bit blunt for a woman to say it straight up like this. But then again, in his mind I was as kinky as he, so why not? He said, “There is a gallery opening tonight that I've been invited for. Would you like to be my date?”
I wasn't sure how my wife would react, so better hold this off a bit. “That sounds like fun, but I didn't bring any formal wear for this trip. How about I text you later to let you know?”
“I can leave the office early if you want, and help you find a dress?” Oh, he was smart, I had to give him that. And I had no immediate answer for it, so I said, “That would be nice.” Internally I started panicking already.
I grabbed my phone from my purse, only to see it totally dead, but he wrote his number down, and he simply said, “Here's my number. I hope you'll text me. I won't ask for yours, so you have complete control if we see each other again. I have to go now. Take as long as you need here, just close the door behind you when you leave. I wasn't sure if you had any money for a taxi on you so I left some at the table near the door. Also, an ex left some clothes in my washing machine a few months ago. They're yours if you want them. They're in the guest room.” And he kissed me and left.
A whirlwind was all I could think of. Is that what it is for a woman in the dating scene? But I'm not in the dating scene, or was I? That damned pill made me do things I would normally never do. But God, what a rush! I'd do it again if I could. What would Sabine say though about me sleeping with a man? On a first date… Sabine! I needed to call her!
Blake's phone charger was in plain sight, and I connected my phone right away. As I waited for it to get a little charge, I decided to check the guestroom. There on the bed were two outfits. A set of black leggings, combined with a crop top. And a yellow summer dress with a slip dress in the softest silk. I'd seen Sabine wearing that under her dresses, even stripped them off of her a few times. And, thank God, two sets of panties with matching bras. I really hoped these would fit me as my leather panties were clearly stained.
I needed a shower, that was clear. I took all the clothes and brought them back to the master. Only now did I start paying attention to the furniture, the appliances, the art, showing Blake's very expensive taste clearly. And I liked what I saw, there was not one cheap item in this apartment. My male mind approved of a very realistic statue of a naked woman, the pill effect that lingered still made me horny, just looking at it.
The master bathroom was a dream, I hadn't noticed it before when I brushed my teeth. There was a jacuzzi that I'd love to try, but I settled for the shower, which sprayed like a waterfall on me. I had to chuckle about what Blake would see if he'd walk in right now. Without my wig, but with my cage clearly visible. My breasts though, still hanging from my chest, was a whole different thing. I had to get used to it, but I loved rubbing the soap around it. These were my curves now, at least for the week, until our dare was over.
I was still horny, but nothing happened in my crotch yet, thank God. As I washed my butt plug and then sprayed the powerful shower head straight up in my anal hole, the feeling was so good, I had a small orgasm, just enough to satisfy my needs, while cleaning out any goo that was deep inside me. How the hell was I ever going to stop enjoying that, once I was Ray again?
As I dried myself with the fluffiest towel I'd ever used in my life, I put my wig back on, and my plug back in, and I felt like Rachel again. I picked one of the panty sets and slid it up my legs, wondering why men don't have underwear this sensual. The bra required a bit of adjusting but it fit as well. Finally I put the slip dress on and I was sold. Why are women this lucky?
By now my phone was charged enough, and as soon as it was on, messages started appearing. One text and one voice. The text was from Sabine, and slowly I realized I hadn't been calling her my wife lately. Another Rachel side effect. I worried about the message though. “Saw you leave with Blake, so I left with Quinn. We need to talk!”