Trap free porn video

At first, it felt odd but in a strange way enjoyable. Obviously the sexual tension associated with the device made it pleasurable, even if it was entirely designed to delay pleasure. I had thought about it for some time, the idea tumbling around in my head. That was one of the things odd but the idea, because I was still getting great sex in my marriage. My wife was open to trying new things and had even suggested a few. When she suggested she masturbate me, I felt offended at first. But something about letting her take control and to drive me to orgasms at her pace, not mine, sparked an interest. Plus it led to tremendous climaxes. I reciprocated by agreeing to go down her, although it had never been an interest of mine. That wasn't usually so bad, because after her first oral orgasm I would move up to fuck her. So it wasn't a lack of sex that sparked this interest. It only took a little surfing online to find the device. Apparently lots of guys thought this variation was erotic and I decided to buy one. This turned out to be more humbling than I realized, as after measuring myself it turned out the best fitting device was a very small one, the 'super-mini'. Although I was generally open with my wife, Samantha, I was going to keep this quiet. I had it shipped to the small office where I worked, where it blended in with the many packages that came for me every day. I decided to wait until she was gone for a short weekend trip to try it out. I was actually shaking when I opened it, fitted to my cock, and saw it for the first time. I loved how it looked and my imagination was swirling with fantasies about being locked up for hours until I was released for sex. I was sure that delay would highlight my climaxes. My plan was to wear it for a while to see if it was a practical thing. If it worked like I hoped, I might even show it to Sam so we could play. However, even though it went on easily and felt fairly snug, once I started to move or even lay back on the bed, my balls soon slipped through the ring that was supposed to trap them. At best I could get an hour or so of restraint by staying motionless on the bed. I realized it wouldn't be much of a chastity device if I could slip out that easily in less than an hour. So I used it a few times that weekend, giving myself a short delay before jerking off. Then I put it back in the velvet bag and stashed it with my old stuff in the back of our bedroom closet. I had totally forgot about it until that day. "Honey, what is this?" I looked up from the afternoon paper. My wife was holding up my chastity device. I tried not to react overtly and stay calm while I figured out what to do. Finally, I cleared my throat and answered. "Oh that just some toy I bought. It's' nothing really, don't worry about it." I looked back at the paper as my mind was spinning trying to decide what to do. I never really lied to Sam, but it was embarrassing for her to find this sex toy hidden away in the closet. It had been such a disappointment after all my plans. I considered what to say, but she pressed on. "A toy? What kind of toy? And why was it stuck in the back of our closet?" I took just a second to decide what to do. I would be honest but vague. "Oh Samantha, it was just something I saw online and was curious about. It's a type of sex toy, but it didn't really work like I thought it might. So just forget it okay?" "Um, a sex toy, I would have never guessed it was for that. I mean it is just a bunch of metal rings, pieces, and a small lock. How does that work for a sex toy?" "Well it is supposed to be a chastity device. It fits around a man's penis and testicles and then is locked in place. The idea is to keep him from getting an erection. A device designed to extend foreplay and heighten the excitement of sex with his woman. But it didn't work at all like it was supposed to. So rather than show it to you, I put it in the back of the closet. I was a bit embarrassed that I fell for the idea to begin with. I mean I wanted to try something with you to enhance our lovemaking." "Oh Patrick, that is so sweet of you to think of me. I know we promised that we would always keep our sex life exciting after we married. And so far, you've done a good job too. If you thought it would help, let me see how it's supposed to work. I like the idea that you were willing to try something new. Please show me okay?" So despite my reservations, I went upstairs with her and showed her how it fit. Surprisingly she liked the idea, not thinking it weird, one of my major concerns. She loved how it looked and we started role playing. I knelt between her legs and started licking her cunt. It was obvious that she was really turned on by the idea as she was wet before I touched her with my tongue. However after her climax when she checked out the device she saw it had loosened and I was no longer trapped. But she played along and we fucked as if it was all part of the plan. Again that was super as we were both so horny I came right away. After she removed it we relaxed and nothing more was said about it. I assumed it was okay and that we might even work it in some more, as she didn't seem to mind that it wasn't a real device. Since I had only planned to use it for a few hours at max that was fine by me too. But soon, I found out differently. I had just come in from work on a Friday night. Immediately it looked like a good night was in store. She was wearing one of her favorites, a red dress low cut on top. I had learned that whenever she took time to show off her breasts it meant she was horny. I could see that she didn't have a bra on as her nipples were poking out the fabric. I started thinking about one of her slow hand jobs and probably a quick fuck too. Maybe she was so hot we could skip her oral sex too. I went right up to her. "Welcome home honey, ready for the weekend? I have a surprise for you." "Yes, I'm glad to be off work for a couple of days. Given how sexy you look, I think I might like your surprise." We exchanged a couple of kisses and she rubbed her body, especially her boobs, across mine. But then took an unexpected turn. Stepping back, she reached for a bag on the end table and took a small metal ring out of it. It looked like the ring from my chastity device. "See what I found? I went online this week and did some research. I found the exact type of chastity device you had ordered and looked for some information. Turns out you ordered the largest size ring that comes with that design. I mean it was obvious that the cage fit you well, only the ring was too large. Given that the model is called the 'super-mini' and is advertised as the smallest chastity device you can buy, I assumed you just needed a smaller size ring, something that would be suitable for a smaller penis. I ordered a couple more of the smaller-sized rings but I think we should start with this one, since it is the smallest diameter. If it fits like I expect it to, then we could be in for a really hot weekend. Come on lets go upstairs and see, okay?" Honestly, the cage hadn't felt that good and I was happy just using it for show, like we did the first time. Also, it was embarrassing the way she casually talked about me having a small cock; not the kind of chatter you like from your wife. But Samantha seemed determined. "Come on, before we try out the new ring, I want to get you all smooth down there. When I was doing my research, most, if not all, of the men shown wearing a chastity device were hairless. I really liked that look, it was so hot. So let's get you prepped. I've already got a hot bath ready. You just soak a minute and I'll and shave you." "Whoa, Samantha let's not go overboard. Can't you see if it fits, or even if we like it first?" "Patrick, don't be so shy. Lots of men shave themselves. I know you like to see women who have smooth labia, right? Well girls like it too. I mean I'm making my panties wet already. Besides I'm sure this small size ring is just right for you. So get in the tub!" When she mentioned that she was wet, I reluctantly agreed to go forward with this. That was another clue I learned about my wife in our four years of marriage. If she talked dirty and especially if she indicated she was getting excited, it meant a lot of sex for me. I felt that even if she locked me up tonight, it wouldn't take her long to release me so she could feel my cock in her. It seemed I was right, because she started stroking my cock even while I was in the tub. I had to admit having her shave me while she kept me rock hard was hot. I had rationalized that no one but her saw me nude anyway, so losing my pubic hair wasn't a big deal. Sam shaved a bit more than I expected, but I had gone this far, so it didn't worry me. After she left, I got out and dried off. Without her stimulation and seeing how odd I looked without pubic hair, made me go soft pretty quick. It was embarrassing how small I looked without any hair; I had hoped that it might look bigger. The doubt I had before began to creep in as I went to join her in the bedroom. Sam directed me to lay down on the bed; I saw the parts of the chastity device on the table. "Patrick, you look so cute without any hair. It's like a little boy's peter, so soft, small and precious. I'm so glad you wanted to be smooth for me down there; it certainly was the right choice. You look just darling. Now let's get you fitted. I think the sooner you start wearing your cage the better it will be." It never ceased to amaze me how Sam would take one of her ideas and twist it to make it sound like I thought of it. Usually I was okay with it, but this time it bothered me. Also, she seemed focused on how small I was; again not what I wanted to hear. She wasted little time however, and proceeded with putting the device on me. I was immediately concerned about the new ring. It fit really snug behind my balls and I was at first worried it might cut off the blood flow. As I adjusted to it, my worries shifted to how well it might actually work. I was particularly worried because I noticed that she had used a new lock, meaning the key I had put with my other spare keys would do me no good. The idea of being locked up was fun, but I wasn't sure I wanted to do it for very long. Sam seemed excited though by how well it fit me. "That looks just perfect Patrick. You were so right to buy this design, but after my research I knew that not only did you need a new ring, you had gotten the last part wrong as well. You mentioned the curved tube that came with it as something that you didn't think you needed and you were right. That design is more for show than anything. But you can get a longer more flexible model that can make the overall chastity tube virtually escape proof. It not only goes inside your penis farther but it features a screw type fitting that can be tightened or removed only with a special tool. Let me show you." This was not what I expected at all. I knew what the curved tube was for and had used it. The feeling was just too weird. Seeing what Sam was holding made me panic a bit, but before I could react she started putting it in me. Given my exposed situation, I couldn't really resist without doing some sort of damage. I had to just let her go on; my heart began to race uncontrollably as she worked. She soon had the tube fully inserted. The feeling was totally strange, and was much more unsettling than the shorter metal tube that came with the device. The long flexible tube seemed to go inside me so far, this was definitely not what I had wanted. I watched her use an Allen-like wrench tool, which had a unique patterned end, to tighten the screw until it was securely fastened. Like the lock that held it all together, I could see I would not be able to remove the catheter-like tube without Sam giving me the opener. To signal that she realized that as well as I did, Samantha leaned back from me and put the small ring that held the key and the tool onto a thick gold chain and fastened it around her neck. I could only stare at them as they settled comfortably in the cleavage between her large breasts. I was so scared I felt my cock trying to shrink up and crawl inside me if it was possible. Sam however looked very excited. "Well little Patrick, let's try out this new and improved device okay? I think you'd be wise if you show me how much you appreciate me and love me. I imagine you will want to keep me very happy if you know what I mean." She stood up, removed her dress up and was left only in her thong. It was soaked almost to the waist band, the lace now molded over her pussy. I had never seen her so excited without me stroking her. Again, I liked her being so horny, and she certainly seemed to be getting into the role playing but I wasn't sure this was worth it. I knew she would want me to eat her pussy but I wanted to check out my caged cock to be sure it was alright; the sensations from the urethral insert were unsettling. I sat back a moment, but Sam expressed her needs to me giving me little option but to please her. "Come closer, I want you to lick me through my panties. You need to clean these up since it was the sight of you in your new little sex toy that made me so wet." She lightly grabbed my neck and pulled me toward her spread crotch. I plunged in and began to lick and little suck on the fabric of the panty. After a few minutes, she moved so I could take off her thong. Once she was exposed, I got serious about eating her. I wanted to make her come, so we could talk about removing the device. So I buried my face in her pussy, lapping, kissing, and tonguing it like a starving man. I knew what she liked well enough that given our excited state, she quickly had an orgasm. After she shuddered and screamed in excitement, I rocked back so I as kneeling upright between her legs. She still had her eyes closed, so I glanced down at my cock. I saw what I was afraid I would see. Sam then opening her eyes and looked at me. Then we both looked quickly at my crotch and she saw the cage was still firmly in place, the new ring doing the job. "That was wonderful honey, but I don't think we're done quite yet. As your key holder, I think you need to pay me a little more attention. Get back down there and show me how much you love my hot pussy." Her pronouncement caught me off guard. I had never eaten her to more than one orgasm before she wanted my cock in her pussy. Although surprised, I guessed this meant she loved this type of role play. I really had no other choice than to go down on her again, so I immediately moved back into position. She softly patted the back of my head as I began to eat her again and she praised me for being such a good boy. I could tell she was even hornier this time, because she was more aggressive, rubbing my pussy across my face, using it to stroke her labia and clit, until she exploded in another orgasm. This one looked to be much stronger than her first, driven both by the increased sensitivity from the first orgasm and the mental stimulation of the role playing. As she began to calm down after her climax, she lightly held my head in place, and whispered that she needed me to clean her up. I did as she asked, as I had gotten used to her taste. The entire time however, I thought about my poor tortured cock. I needed to get it out. Once I finished, I leaned back and once again looked at my cock. I gingerly lifted it up, surprised at how hard it had become, with the tissue pushed tightly against the metal. I moved the cage to get a better look at the insert now planted five inches inside me. It felt really odd and I needed to convince Sam to take it out. "Samantha, this doesn't really feel good. I mean it is unnatural. We don't really need it do we? Can you take it off?" "Yes, I could take it off, but I'm not going to. I think you need to adjust to it. Not only will it keep your peter more secure, but it will make it easier and neater for you when you pee. It's just that you're not used to being penetrated. Like most men, you feel odd about having something enter in your body. But I'll think about it some and figure out a way to make you more comfortable with it. I will tell you that I love how focused you are on pleasing me now. Keep that in mind, that for now, your main job is to please me. Speaking of that, I'm starving and I'd love a nice drink. Let's go downstairs and get a bite to eat. You may have had something to snack on already, but I haven't. " I had never seen this side of her before. Usually when we finished sex, she resumed our normal activities. But this time, she seemed to still want more excitement. Her refusal to at least take out the insert made me a little mad, but I was smart enough to realize she had me by the balls so to speak at this moment. So I quickly decided to just do as she wanted. I was sure I would be let go later, as I knew she couldn't go all night without being fucked. I watched her get off the bed, put her dress back on and go to her dresser, I assumed for a new pair of panties. I saw her open a drawer and grab a sheer white hipster panty. Turning towards me, she held it up. "Maybe wearing something to hold your new cage in place will make you feel better. But I want to be able to see it still, so try this panty." I was stunned by her announcement and could only watch as she held it front of her for me to step into. I reluctantly did so and allowed her to pull it up so it fit snuggly around my hips, my caged cock making a small bulge in front, but still fully visible. She picked up my white dress shirt off the floor, put it on me, but only buttoned it half way before tying the tails into a knot so it didn't cover anything. I felt ridiculous, but had to follow her lead. We then went downstairs to the kitchen. "Make me one of those nice rum cocktails and bring it to me outside. Then why don't you make us a couple of hot turkey sandwiches for dinner. The wheat hoagie bread is on the counter." "Samantha, I don't want to go outside like this. Someone might see." Smiling she came back and gave me a kiss, making a big show of how the keys were hanging in her cleavage between her breasts. I knew she was playing her sex kitten role to the hilt. "Don't be such a worry wart. The only neighbors who might be able to see you would be Kim and Larry and I know they are out of town. Besides even they would only get a clear view of your upper torso. Your pretty caged peter in its new panties is for my view only; at least for now." Laughing as she said the last part, Sam went out to the deck. I knew our neighbors were still here, but she left me few options. I quickly made us something to eat. I had to admit being this locked up, and not getting to come right away was driving me crazy. I loved fucking Sam or getting jerked off by her, so I decided to go along with her little fantasy night. Even if she wanted to play dangerously outside, I knew that the railing would hide me from any views. I could see how excited she still was when I came out with our meal and drinks. She couldn't keep her hands off my cock, even in its cage and she ran her fingers over it repeatedly. She admitted that she found this new sex game thrilling. To keep her horny, I suggested we eat outside; Sam liked the idea but was startled when Larry's wife, Kim came out on their deck. I guess it all seemed safe to her, until then, but I wasn't sure she wanted anyone to know how kinky our sex life was. "Hi guys, looks like you two are enjoying this weekend as much as Larry and me. Patrick, are you taking care of Sam this weekend?" Kim's question was a surprise to me as my back was toward her. Although I was nervous about how I was dressed I knew I would be okay, unless she came over. So I wanted Kim to see me getting ready to go inside, just in case. I hurriedly picked up the tray of dinner dishes, pivoting so I was slightly behind Sam. I lowered the tray so it covered my chastity device. I couldn't help but flush a deep red, as I had always had a thing for Kim. She had a sexy way about her that usually got me hard and I did so now, even in the chastity cage. I looked quickly at Sam to see if she had noticed my reaction and then responded to her question. "Hello Kim, yes I'm treating her tonight. I'm such a lucky guy that every once in a while I need to remind her how much I love her. Doesn't Larry do that for you?" "No, not when we're at home. That is sweet of you to be so lovable to Samantha. I wish Larry would do something around the house once occasionally. We'll I've got dinner on the stove, but maybe we can catch up tomorrow or Sunday. Bye." As she stepped back inside, Sam took advantage of this opportunity. She ran her hand over my butt and then between my legs to gently shake my caged penis. She then whispered to me. "So you want me to ask them over? Maybe you could show her you're new little toy? Or would you rather spend the weekend kissing my sweet puss and treating me like a queen?" I softly answered that I would prefer to make her happy. Sam agreed and laughed, telling me maybe we should get inside before Larry came out. The rest of the evening I did as promised, licking her to two more orgasms before we went to bed. I was surprised and disappointed she didn't let me out of the cage to fuck, but we had such an intense sexual vibe going, I figured it would be worth it in the long run. She was so horny, Sam insisted on watching me pee the first time through my insert. It did work pretty well, with only a little cleanup with a tissue. I slept in the nude and she could barely keep he hands off me, as we spooned she pressed her tits into my back while she played with my cock cage. I finally fell asleep, but woke painfully as I had my normal morning erection. It had filled the cage totally and my cock turned a dark red as the blood pumped in. Sam didn't even seem to notice, as she was still so horny that she pulled my face into her crotch and I ate her for 30 minutes or so. Changing my focus to her pussy did allow my cock to soften, relieving some of my pent-up lust. Sam still wanted me to wear her white panty and I offered to make coffee and heat up some cinnamon rolls while she dressed. As I made coffee, I thought about where this might go. Sam had me wear the cage much longer than I originally thought I would; despite the extended period, it still felt uncomfortable to me. I had woken up throughout the night as the urethral insert was particularly bothersome and my morning erection was extremely painful at first. But I knew Sam well enough that I figured she would want to do her usual weekend clothes shopping. So that meant I would likely wear it all day. I would just have to tough it out, keep myself busy at home while she went out, and then when she returned hope she was horny enough that we could fuck. She came down dressed in jeans and a casual shirt. As we ate and had coffee, she told me her plans to shop. As I suspected we would resume our little sex games when she came back. She asked if I could do some chores for her, while she was gone; her short list looked manageable so I agreed. It was one way to keep my mind off my caged cock, plus I wanted no distractions when she returned. I did look at her a little grumpy when she said we'd have to do this more often. But I immediately felt that was an idle threat, because of the way she fingered the keys to his device as she spoke. I thought that was a sure sign of her intention to release me soon. I surprised her by following her to the doorway to kiss her goodbye. With Sam gone, I looked at the list again and set up a priority for doing the chores. Most of them were easy; Sam normally did all the housework, but truthfully I had lived alone for several years before we married and had gotten quite proficient at keeping my apartment clean. The main thing was to coordinate chores when possible, for example running laundry while you vacuumed or dusted. Once I got going I finished almost all of them, except for some kitchen cleaning when I heard her car pull back into the garage. By then, I was getting antsy again about the chastity device. I felt Sam would be too; I couldn't remember the last time she had me eat her out and then we had gone so long without her wanted to feel my cock inside her. I was sure her desires were matching mine. The fact that her shopping trip was so brief, added to that belief. She called out to me when she entered the house and found me wiping down the kitchen counter. We kissed quickly. She asked me to make her something to eat and get the packages from the car. It annoyed me a bit that she had left the garage door open, but I knew my figure would not be very obvious behind the car and I had to admit it was exciting to be risky about exposing my semi-nude body. I gathered her bags, took them upstairs as she had asked and joined her in the living room, where she sat waiting. I could tell she was really enjoying the role-playing as she had made a big deal of ordering me around. "Did you finish your chores honey?" "I was just cleaning the kitchen counters, the last item on your list. I have the towels in the dryer, so I will fold those when they are done." "Very good, I like how willing you are to please me by doing as you're told. Keep that up and make me a nice ham sandwich for lunch. I will eat in here. While I'm eating I want you to kneel here and wait for me to finish. Then I have somethings to show you in the bedroom. Do you need to tinkle yet?" When she asked the question, my face blushed as I had pissed once while she was gone despite her telling me not to go until she returned. I just shook his head no and surprisingly she didn't get suspicious despite all the coffee I drank at breakfast. She waved me on to make my lunch. When I returned, she ate a leisurely meal and even fed me some chips as I knelt beside her. She teased me that seeing me in her panty made her realize I needed to lose some weight. I smiled and played along with her game; after she finished I took her dishes and then met her upstairs in the bedroom. Seeing her, I thought my read on her was correct. She was so horny she had stripped down to her underwear. My cock reacted to the possible release as well as seeing her sexy body by swelling up against the edges of the chastity cage. "Honey, I've been very impressed at how well you've taken to being in the cage so far. I've also noticed that you seem to like wearing my panty, even if it is a bit small for your rounded butt. So I decided to reward you and have brought you some presents for being such a good boy. Why don't you open the bag from Macy's and see what is in it?" I knew she liked to shop, but wasn't sure what she bought this time. For the first time, I began to worry that my assessment of this role play might be off base. Could she really want to play this out longer and delay the sex we both wanted, even needed? I had made it through the morning by telling myself that I would get a tremendous fuck or hand job soon, but if she wanted to drag this out all day, I would start getting really agitated. The only way to find out, was to look in the bags. I slowly opened the first bag, reached in and brought out an assortment of thong panties. They were all sheer in a variety of pastel colors, some with a little lace or a small bow while others were plain. Seeing how many she had bought was a shock and I couldn't hide my disappointment as my mouth dropped open. This seemed to be getting out of hand now, but I couldn't see how to speed up the role play and get to some sex. I held one pair gingerly in my hand and turned to face her. "Samantha, I don't think this is a good idea. I mean, I have enough underwear already and these are women's underwear. If I wear the cage on weekends for sex play, can't I just go without or use the one pair of briefs you lent me? There must be 10 pairs here; that would take lots of weekends to use." I wanted her to realize we didn't really need all these trappings for our role play. I mean this wasn't some big shift in how our lives would be run but she caught me off guard when she started laughing. She then went into one of her standard poses, as she crossed her arms to push out her boobs and leaned forward to show them off. She did lift the chastity keys from between her breasts, where I had been starring. "Patrick, don't be so dense. Can't you see that wearing the cage is something that we can really benefit from? I love how you've already changed to please me. I see no reason to limit it to weekends, for gosh sakes. You seem to be comfortable wearing it full time. I can tell you made a wise choice to buy it in the first place and I want to totally support your decision to put my needs before yours. It was also clear to me that despite your silly protests that you love wearing panties and being soft and smooth under them. In fact, these panties are just for you to wear when you go to work. You've got other surprises for the weekends. Why don't you go ahead and open the pink bag and see what other treats you've earned." I was starting to get worried now. Sam seemed oblivious to how the cage really felt on me. Plus, she was ramping up her desire for me to wear girl's underwear. If she thought I was going to wear thongs, not to mention the cage, all week while I went to work, what else was going on in her head? I had gone along with her sexual role playing because I thought it would lead to some outrageous sex. But now this seemed too much, but I wasn't sure how to proceed so I just opened another bag and removed the lingerie inside. When I saw it, I was stunned and a little bewildered. I wasn't even sure what it was exactly. I could tell Samantha was excited though. Just seeing me pick it up made her animated. "Isn't it gorgeous honey?" I wanted to find just the right thing for you to wear for me on the weekend. I found it at that sexy lingerie store you love me to shop at. It's called a Basque and came with a matching thong panty. There are also some lace top stockings that you can use to attach to the garters. It will give you enough coverage but still let me see your little peter in its new home. Plus it is part of their bridal collection, which I thought was appropriate since it is like we're starting our marriage all over again. I just love how the pink lace trim and bows accent the pure white satin. Of course I had to guess at your size, especially your cup size, but I decided since my girls are so big, that yours should be too. To help you out, I got a nice pair of silicon pads to round out your figure. They're in the smaller pink bag. Isn't it so exciting? I'm sure it is like a dream come true for you and you're dying to try it on, but you've got more presents. Why don't you go ahead and open the rest." While she talked I looked closely at the restrictive garment she bought. What I thought was just going to be panties was now exploding into really feminine garments. I good see her staring at me intently as if waiting for some reaction. But I didn't know what to say. It was obvious this meant a lot to her, just based on how many things she had bought. I mean the items I had taken out of the bag already were probably several hundred dollars and I hadn't even gotten through all of them yet. Plus the way she talked about the cage was scary. She really expected me to keep it on; I could tell how much it meant to her by the way she played with the keys. So far the delay in my orgasm had been if not tolerable, within reason. But I had not gone this long without a climax in years. My cock was beginning to throb, both from the irritation of the metal confining and filling it as well as the sexual buildup created by her actions. I needed time to think of just the right response, so I put the Basque on the bed and slowly began to open the other packages. This time I tried to react as she might want. As I opened them, I became really worried, as each one seemed to indicate that she wanted me to dress more and more like she did. The bags contained: two pairs of shoes, very high heel shoes, one a pink pair of strappy sandals and the other were black patent pumps; some blouses, one a sheer white long-sleeve blouse with pearl buttons and a ruffle down the front and the other a sleeveless eyelet shell in pink; skirts, short and flared, one in gray and the other in black; the breast pads she mentioned; and stockings in black, white, and gray. The last bag was a plain paper sack. My heart sank as I emptied this one. She had bought a pair of steel handcuffs with a small key and three anal plugs with a pink rhinestone jewel at the end. They covered the range from small to large, suggesting that she might expect me to gradually adjust to the biggest plug. With each item, my fears accelerated. I had no clue that Samantha could be this kinky. My experience with sex toys was limited to a few items I had used when I jerked off when I had wild thoughts. The women's stuff was something I never thought about, unless it was hugging Sam's beautiful body and she had bought so much as to be disorienting. Did Sam really think seeing me in this stuff would be sexy? Had I totally underestimated her interest in wild sex play the entire time we had been together? Worse yet, was she serious about taking this beyond weekend role play? I was so confused I had to look at her to get an answer. "Aren't those so sexy? I thought it might be fun to use the cuffs for when I want to let you out of the cage or if you've been naughty. The plugs are to help you get used to being penetrated. You seemed to react negatively toward your penal insert. I'm sure it is just because you are not used to feeling something inside of your body like that. I bet after wearing a cute little jewel plug you'll get comfortable with the feeling in no time. I figured you'd like these sex toys since you bought a chastity cage for your little peter. I tell you just seeing you hold all these sexy things, it's making me horny. I can't wait to see you in them. Just do me a little favor first; I need to feel your magic tongue on me. Will you kiss and suck my girls first? Show them a little love?" Samantha's explanation was not what I wanted to hear and she seemed to be eager to resume our sex play. Without waiting for a response from me, she took off her bra to reveal her breasts. She came to me and I leaned in and began to kiss, lick, and suck on them, switching back and forth until her nipples were rock hard. As she rubbed them in my face, I could hear the keys clinking together as they lay in her cleavage. But just as I expected her to pull down her panty and ask me to go down on her, she switched gears and pulled away. "Oh my gawd Patrick that feels wonderful. Let's get you ready to wear your new sexy clothes. I want to see how you look as my new sex toy. I'm going to go downstairs to wait while you get prepared. That way you can walk in and show me how pretty you are. Of course given how feminine your new attire is, you need to make your body match. I want you to take a warm bath and shave the rest of you to match your hairless little balls and cute round bubble butt. Since you watched me yesterday, I'm sure you know how to do it. Just take it all off, legs, chest, underarms, arms and of course your face; I want you smooth all over. Once you've gotten rid of that nasty hair, go ahead and get dressed. You can wear your sexy new Basque, thong, white stockings, black skirt and pumps. Use your new pads too, but I want you to bring the pretty little jeweled plug to me. I want to put it in for you. You'll feel the penetration more if someone else does it to you. Okay? Now be quick, you shouldn't keep your key holder waiting any longer than necessary." I couldn't believe what she had just said. I guessed I was hoping that somehow I could persuade her to drop the idea of me wearing girl's clothes. I mean I figured she could return them if I hadn't worn them. But she wanted me to go even farther. I needed to slow this down at least. "You want me to shave more? Are you sure I need to? I mean, it will make things difficult this summer, wearing shorts or even going without a shirt." "Patrick, you can't expect to look sexy in your new clothes if you aren't smooth under them, right? Besides, if you are making me happy isn't that the main thing. I'll be glad to explain your new look to anyone who asks. Now quit stalling, little one. Before I go downstairs, are you sure you don't need to go potty?" I felt trapped now. It was obvious that she had her mind made up and I had tried enough while she was gone to get my cock out of the cage, with no success, that I had to follow her lead. Her last question caused my face to flush red as I saw no escape. So I went toward our bathroom and sat on the toilet while she watched. When I finished she seemed so pleased, although she called me a good girl. That startled me as she seemed to be focused on making me as girly as possible. She grabbed her robe and left, leaving me trying to figure out how this happened and if there was a way out. I'd never imagined something like this when I bought the chastity device. It seemed cruel that my moment of weakness was leading me to a loss of control of my cock and being feminized. But with my cock locked up with no way out on my own, I had no choice but to make her happy and do as she wanted. On top of my fears that she might really want to make all this wild shit real, my desire to come was a constant in my mind. I began to tremble as I ran the water in the tub. This was too real, too scary, and too helpless a feeling. Looking down, I saw my cock shrivel in its little cage, even though it was the smallest cage available, now my cock seemed to have lots of room in it. I felt totally defeated, and resigned. I began to remove the remaining hair on my body. It took a while, but when I stood up and dried off, I could see how more feminized I looked. Back in the bedroom, I reluctantly looked over the women's clothes spread out on the bed. It felt like I was looking at a crime scene; an assault against my masculinity. I shook my head in disbelief, as I slowly began to pick out what I should wear. Remembering what Samantha had said, I chose items that would meet her expectations. Even though it looked too restrictive and small, I picked up the Basque, matching panty, stockings, and the silicon breast pads. Putting them on, reinforced my earlier suspicions. The Basque was both difficult to put on, as it took me a couple of minutes to figure out that I needed to undo all of the hooks in back and then contort myself to re-hook them. Once I had it centered on my body, I felt how difficult it was going to be to wear. It compressed my ribs and made it hard to breathe or bend over. The small thong made me wince as I saw how easily it fit over my caged cock. Surprisingly, the stockings actually felt nice; smooth and sensual as I pulled them up my legs and the taut feeling after I attached them to the Basque made me want to see how I looked. I stood in front of her full length mirror and examined myself somewhat apprehensively. Even without makeup or a hair style, I was overwhelmed at how transformed I appeared. My smooth body encased in the sexually charged clothing gave me a womanly appearance, my body now sported a narrow waist and enlarged bust. But what set me off was how sad my crotch now looked; the small but efficient cock cage wrapped in the satin thong panty did not have the look of a male crotch. It was more like the smooth mound of a girl. This made it clear that I was a kept man, a feminized man. A full blush washed over my face as I remembered the fantasy that led me to buy the cage. Now all I could think about was how this was no longer a fantasy, but reality. Where it would eventually lead was now out of my hands and I would have to trust my wife on this journey. With my feminized appearance now confirmed, I put on the rest of my outfit, black skirt, white blouse and the high-heel pumps. I took a few minutes to walk around in the heels, as they were such a radical change from my normal foot wear. They forced you off balance and to adjust I limited my stride to take shorter steps, focusing on each move. Once I felt like I could make it downstairs, I returned to the bed and opened a box to remove the smallest anal plug. Even though it was nominally the small one, it felt big in my hands and made me wonder why Sam thought of this. I mean, why would putting something up my ass make me feel better about the urethral insert up my cock? Wouldn't it be easier and more logical to just take out the insert? These questions highlighted how different my train of thought was than my wife's. It seemed like she was intentionally challenging all my preconceived notions about my gender, my role in our marriage, and my place in our household. I shook my head at how fast my world had been turned upside down. I was now mincing around dressed as a girl, my cock literally taken out of my control, submitting to my wife as she wanted to plug me with some glittery sex toy. Throughout it all, I saw no effective escape, so picking up the plug, I left the room and began going down the stairs. I took each step carefully, as I felt like I was going to tumble down them at any moment. My slow descent was observed by Sam, a big grin crossing her face; I couldn't tell whether my actions or appearance were the source of her glee, but she obviously was pleased. I walked until I was standing in front of her, subconsciously hiding the plug behind me. I decided to plead my case one more time. "Samantha, I really don't like this at all. I can hardly walk, the underwear fits too tight, the shoes hurt my feet already, and I feel foolish. After all, I am a man and these things are all designed for girls. I don't mind playing the chastity game with you, but I think I'm going to have to draw the line at wearing these silly clothes. This can't be the image you had in mind, can it?" I had wanted to be forceful and strong when I voiced this objection, but I wobbled back and forth in the heels the entire time I talked. I felt so nervous, that I subconsciously stroked my stocking and then played with the garter strap, as these new clothes felt so unnatural. I did keep my right hand with the anal plug behind my back. When I finished, I nervously bit my lip, an inadvertent move I had often seen in my wife. I cursed myself inside, as I knew it had to look like a feminine little pout. Sam on the other hand, look so at ease and had no problem brushing aside my objections. "Oh honey, don't be so silly. You look absolutely delectable in that outfit. It seems so perfect for you; I wonder why it took me so long to figure this out. I mean look at those long sexy legs. They seem tailor made for silky stockings, short skirts and high heels. And your figure looks so curvy in your new lingerie. You know some men are really meant to be cute sex toys and I certainly think you fit that description now. But I do agree that your image looks a bit incomplete. I think I can fix it though, with some makeup and styling your hair. With those full lips, some gloss would be perfect and highlighting your long eyelashes with mascara will open up your eyes. We can try eye shadow, blush and lots more styling tricks later but for now I want to just start your process of being my little princess. First I want to see how your little peter is doing in its new home. Why don't you lift up your skirt and do a slow twirl for me, huh pretty girl?" Her speech crushed my hopes, and I knew my face showed the disappointment and worry that this new path created. She seemed like a different person, still highly sexual but more at ease and confident about being in control. I did as she asked, and lifted the hem of my skirt so that my new thong, garters and stockings were fully visible and began to slowly rotate so Samantha could check me out. By now my mind was numb from worry and thinking about where her plans might lead. When I came full circle, I stopped. She reached out and lightly grasped my cock in the cage through the fabric of my panty. She took her other hand and lifted the keys from their resting place between her breasts. I locked my eyes on hers, as she had my full attention. "You certainly look the part of my kept boy toy now. Your little peter looks much more comfortable in its silky panty, but I want to be sure you're more at ease with it. You did remember to bring the plug with its sparkly jeweled tip, right? I think we need to help you adjust to being penetrated so you can keep the internal part of your chastity device in all the time. Please give me your new decoration." She held out her hand and I tensed up, as I had hoped she had forgotten about it. But I dutifully handed it over to her; she slowly turned it so the pink rhinestone at the end sparkled in the light. Rotating it so that the metal plug was held upright, she made sure I was focused on it. "Although this is just a tiny plug, it would be easier to insert if it was lubricated. Why don't you bend over and suck on this for me, so you can make it slick enough to slide right in your cute bubble butt? I'm sure you've thought about what it would be like to take something in your mouth, given how much you love to please me orally. Once you have it coated with your juices, you can do that cute spin again and bend over to present your little rosebud for me." I had been embarrassed this whole time, but this sent me over the edge, as I felt a flush cover both my face and upper chest. But I did as Sam asked, first sucking on the plug and then turning around so I would be in position to let her plug me. Again I wanted to cry at how compliant I was becoming. Taking my cheek in her left hand, she spread me apart a little and placed the tip of the plug at my ass hole. It sent shock waves through me, as the cold and wet tip settled in at my hole. She slowly began to push it in and I softly gasped, as the sensation was unnerving. Luckily my saliva provided enough lubrication that she could easily push it inside me. Because it was fairly small, the plug glided in until I had the widest part past my sphincter which quickly closed around the narrow neck of the plug, leaving only the flat pink jewel squeezed between my cheeks as it sat in my crack. Immediately I felt how the plug filled my ass, despite its smaller size, the presence of the plug couldn't be ignored. I couldn't believe it, but heard Sam let out a short little cat call whistle. I turned back to look at her. "Honey you look so sexy with your little ass jewel. I love how it sparkles between your cheeks. I'm sure wearing this will make you so much more comfortable at being penetrated. Once we get to the point where you can take the big plug, you won't even feel your chastity insert. Gosh, I can't take anymore. Get down here on your knees! It's time you show me how much you appreciate being my sexy lover." As she spoke, she lay back and peeled off her panty. She spread her legs widely for me as I knelt between them. I could feel my internal conflict; I hated being dressed like a girl, being plugged both front and back, and having my cock locked up. But I knew how much she needed my tongue and mouth on her sex; her obvious desire led me to plunge my tongue in my wet pussy. I lapped at her lips with fervor, hoping this might led to my release. In the past, she never was sexually satisfied only with my tongue, she always needed my hard cock inside her. I hoped this was still the case. My actions caused her to shudder almost instantly from excitement. She was so horny, she kept me between her legs, my face in her pussy until she was rocked by three climaxes. After each one, I looked up hoping she would want my cock, but she just pushed on, rubbing her swollen lips against my face. Finally after her third climax, she relaxed a bit, patted my head, and told me I was a good girl. I felt like a stranger, not the man I was a few days earlier, but some feminized sex slave; I had to get off this path as soon as I could. Plus it seemed she was content with her oral orgasms and didn't need my cock as much as I had hoped she would. But I could not change my situation immediately. Samantha insisted I dress as a girl the rest of the weekend. It seemed I either waited on her, doing menial tasks, or pleased her by licking her to orgasm after orgasm. It almost seemed like my mouth was attached to her pussy. Normally I would have been excited by such a sex filled weekend, but wearing these humiliating clothes and having my cock so controlled made it seem like a punishment rather than a thrill. The only change in routine made it worse. At night as we lay in bed, Sam locked me in handcuffs, removed the chastity device, and played with my cock taking me to a near climax. But she also held off and then despite my frustration and even my pleading, she locked me back up without allowing me to come. She seemed to make a big show of it; telling me I was learning what it was like to be a sex pet, and that I was making so much progress that she was truly proud of me. By Sunday night, I was so horny, I literally begged for relief, promising I do everything she asked if I could come. Samantha just gloated about how she was now firmly in control and pushed the idea again that I would have to be fully comfortable being penetrated and be able to handle the largest anal plug, before I would climax. She teased I could make it quicker, by becoming more accustomed to the girl clothes and mastering my new domestic duties. Despite all my pleas for release and particularly about having to wear the damn chastity device to work, Sam quickly rebuffed me; I saw no choice but to reluctantly agree to her demands, reasoning that my assessment that she would relent soon had to be true. She couldn't really want me to be such a feminized man all the time. Nor could she really go too long without my hard, thrusting cock inside her wet pussy. I just had to get through this phase. The next few weeks were hell. She set up a regular routine where I wore my cage all the time, using one of his new sheer thongs when I dressed for work. At home, she insisted I wear only skirts, heels, and the rest of those damned girl clothes. She made it worse by buying more bras to wear that matched the thongs. I wore those during the week, but had to use the Basque for the weekend. Sam also bought some makeup and a brown wig in a woman's style cut. Seeing my image, dressed as a girl, with makeup and longer hair depressed me, as I was becoming really worried about how far she was pushing this. At every turn, I had expected her to back off, but she kept on this crazy path. Of course, she insisted I put in the plug as soon as I got home too. After a month of this torture, I had resigned myself to her new dress requirements. I had to put on my own makeup, a simple look of just mascara, lipstick and blush during the week; but she made me add more on the weekends, including foundation, eye liner and shadow. She also pushed me to paint my toenails all the time and taught me how to do her nails and brush her hair as well. Every few days, she'd unlock my cage, while my hands were cuffed to our bed, to sensuously stroke and tease my cock. It seemed to never end. I was getting so frustrated and felt helpless. At work, I was always on edge, worrying somehow people would see how I was locked up or how I was feminized with a hairless body and polished toes. At home, it was an endless procession of chores, oral sex for her, and sexual frustration for me. Although I had adjusted to wearing the clothes, I still hated it. The bras were too tight, the heels hurt my feet, it was restricting to wear short skirts and I was always worried about catching my sheer hose when I worked. By now all I could focus on was the cock cage and the anal plug. I felt them on me constantly and she had even made me switch to the intermediate size plug. Even though it was more aggravating than the original one, I lied and said it felt fine. I also pushed her to put in the largest one, as I was desperate to come. But she denied me and took pleasure in reminding me that once I put it in, it would signal full acceptance of a new chaste lifestyle. I told myself that her description couldn't really be true and once she pushed me to submit to the big plug and let me ejaculate, then we would be done with this kinky role play. Finally, after 40 agonizing days of enforced chastity, she agreed that I was ready to take that step. She had just finished stroking my cock, leisurely manipulating my shaft, keeping it hard and weeping pre-cum for an hour. Once she stopped, and sat back, I saw my erection begin to fade and realized she was going to lock me up again without relief. I began to plead again. I had to get this fantasy phase over soon, or I would go insane. "Samantha, I been really good and done all you've asked. I know it's for my own good to be controlled like this, but I'm really ready to move on. I'm sure I can handle that largest jewel plug. You said once I was comfortable and adjusted to being plugged I could come again. Haven't I shown you that I'm okay with having my urethral plug constantly and wearing my jewel almost all the time? I've not complained about my pretty new clothes or making myself look like a girl for you, or even doing all the household chores now. I think you're being too conservative about this last step, as I am ready to take it. Please reconsider?" Sam looked down at her hands as she considered my arguments, and then looked up at me with a smile and an enthusiastic manner as if she had just now figured out a solution. I was now soft again, so she coldly began to put the cage back on me as she spoke. My heart sank as she fit it around me, I missed coming so badly. "Well I have been concerned about this last step. I mean it is a big change for us both and I think you are underestimating the size of the last jewel. But I find it hard to deny you an opportunity at least. So I'll make you a proposition. Think about it and if you accept then I will be convinced. I've been hesitant to put the large plug in myself, because I feel you'll accept it just to please me. The same way for putting it in yourself; either way it seems just like a convenient way to earn an orgasm. No, I really want to be sure that you love this new lifestyle and are fully committed to being chaste for me from now on. So here is my offer: you know I've wanted my sister, Jen, to come over for dinner sometime. Well if you are truly ready to turn over full control of your orgasms and sexual relief to me, to grant me full authority over your little peter, and to accept my position as head of the household, then you'll let Jen put it in for you. Of course, you'll have to be wearing your house uniform, and be willing to answer any questions about why you want this more than anything and how you have chosen this lifestyle on your own. If you do that and then when she leaves you will get a wonderful orgasm as a reward for proving to me that you are wholehearted in favor of our new life style. Further if you can handle the large jewel and wear it full time, then I will reward you much more frequently. I don't want an answer now. I'll just set up a dinner date with Jen. How you dress when I bring her over, will tell me your answer. Now it's late and I'm sorely in need of my own sexual satisfaction, so I want you to be quiet and just show me how much you love me." I was stunned. How could she expect me to expose what she had forced me to do? Especially to her sister, someone that was an integral part of our life? But she obviously was not going to listen to me now, and had cruelly positioned herself on the bed. She spread her legs, a signal for me to remove her panty and begin to kiss, lick and suck on her pussy. Despite my anger and fear, I knew she had to be satisfied, if I was going to avoid this at all. So I kept my face buried in her pussy until she had three climaxes. As was becoming normal with our love making, she kissed me on the head, told me to clean her and then we snuggled as we drifted off to sleep. Nothing more was said about it that week; the only reference was her telling me that Jen was to come for dinner at 7 on Saturday. I nodded to show her I heard and understood, but kept my dissatisfaction to myself. She told me they planned on going to a movie before and then coming home for a few drinks and a nice meal. Of course, our routine didn't change, only she extended her teasing masturbation of my cock to an hour and a half on Wednesday. The torment of the sad state of my current sex life was all I needed to make up my mind. Even though I thought her plan went too far, I was desperate to come again, so I resigned myself to this fate. When she left Saturday morning to shop and go to the movie with Jen, I began my weekly cleaning. As I thought about her plan, and whether to accept her offer, I tried to imagine what her sister would think about my situation. Jen was her younger sister by four years and she had always looked up to Sam. They were very close, partially because Sam had done so much for her when she was young and then as she ventured out on her own. Jen was almost as attractive as Sam, had always been flirty with me, and seemed to love me as much as any sister-in-law could. But would she see me as a wuss, a freak, or some sort of sad pervert if I dressed as Sam wanted me to? Or would she just realize that Sam's personality and my love for her, made me agree to debase myself this way? I knew Sam had lots of photos of me, and to be honest, I wouldn't be surprised if she had already shown Jen my submission. As I cleaned the house, I let these thoughts swirl though my mind and came to the conclusion that Jen was likely aware of my new status, as both a chastised and feminized husband. I knew Sam well enough to realize she couldn't keep that kind of thing a secret from Jen. So the decision was pretty easy to make. Although it would change forever how my sister-in-law saw me, I must do what Samantha ultimately expected from me, or I might never come again. After I finished my routine chores, and got my dinner planed out, I changed into my most submissive outfit. I dressed in the pink top, gray flared skirt, pink high-heel sandals, and gray stockings. I did my makeup completely and wore my wig. I topped it off by wearing a sheer half apron, pink with white butterflies. Sam had required I buy something humiliating to wear with my outfits that highlighted my new feminine status. Of course she had given me enough hints that I knew an apron was what she wanted. So I banked on her being pleased if I wore it when she exposed me to her sister. Finally, the moment was here. I heard the car arrive, the door open, and Sam call out to me as they entered the house. I figured they would wait in the living room, making me come to them. So I slowly walked from the kitchen toward them. I purposely went slowly, as I wanted to give Jen time to look me over. As I walked toward them, I could see on her face that my appearance wasn't a total surprise, so Sam must have showed her some photos. Sam on the other hand was beaming, a sure sign that I had made the right choice. Jen even let out a little squeal, the kind of noise women make routinely when they are pleased. I continued toward them, taking mincing little steps with a short stride, an adjustment I had learned to make walking in heels easier. I kept my hands close to my body, elbows bent, and because of the tight control of the Basque, kept my body stiff and upright. The soft swishing of my stockings as they brushed against each other and the click of his heels on the hardwood floor were the only sounds until Jen spoke up. "Oh Patrick, you look absolutely adorable! Sam, you never told me he looked so cute in his new outfits. I love his sexy legs and his face and hair are perfect. Patrick you are such a wonderful husband. I know you are doing this to please my sister and that makes it even more special. I just wouldn't have imagined that you would be so convincing as a girl. You have a nice shape and your face looks so feminine with that makeup. I knew you weren't a big strapping kind of guy, but seeing you dressed this way just highlights your girly features. You're lucky not to have muscular arms or legs, as well as a cute rounded girls' butt. Even your face, with its small nose, high cheekbones, and full lips just looks as good as any fashion model with that makeup. Plus, your willingness to put your own sexual pleasure behind pleasing Sam is just perfect. I guess I'll have to think of you as more of a sister-in-law than a brother-in-law from now on." Jen came straight to me and hugged me. Her outburst had caused me to flush a bright red, my embarrassment at being exposed only compounded by how glowing her description of me as a girl was. I stood there a moment, trying to smile as Jen held me and lightly moved my bra strap back under the edge of my blouse. That small maneuver seemed to reflect how feminine I had become, as it felt totally natural now. I heard Sam clear her throat. "Patrick, just take these bags upstairs. You can put the items away later. Then I think Jen and I want a drink before dinner. Make us something special, maybe one of you signature cocktails." "Yes dear, I can make you each an apple martini if you want. Dinner will be ready whenever you are. I just need to heat the rolls." Sam answered that would be fine, and I took the bags upstairs. I was a little pleased at how Jen responded to my appearance and glad that she didn't laugh or make any joking comments. But as I went upstairs, Sam called out to him to bring my jewel downstairs. I did as she asked, then returned and brought their drinks. The women began to chat with me as if I was always dressed like a woman. Jen was full of questions, covering how long I had been wearing makeup, did I shave or wax my legs, and whether I had ever been outside dressed like this. Answering her and interjecting, as Sam had requested, assurances that I loved doing this and was getting very comfortable appearing as a woman, made me blush; I purposely talked in a soft whisper as I knew Sam liked it when I shifted to a tone and inflection that was more feminine. It seemed Sam couldn't keep the smile off her face as she watched me do exactly as she had trained me to do. They had just started the second drink, when my confidence in this situation was shattered by Jen. She had taken a big sip, as soon as I handed her the glass, and before I could move to sit down in a chair she spoke up. "Patrick, Sam tells me that not only are you dressing as a pretty girl for her, but that you've also volunteered to keep your precious little peter under lock and key. I understand it has been awhile since you were allowed to come or even be outside of your cage on your own. Is that really true?" I could only nod yes to her question, as I felt my face blaze red again, and I knew the moment of truth had arrived. Jen quickly looked at Sam and then back to me, and with a sly grin, went on with her inquiry. "So since it's just us girls, how about you let me see what a chastity cage looks like? I've heard about them, but never seen one, at least on a real live penis. You don't mind me seeing do you?" I could feel the blood drain from my face at her request and knew it changed suddenly to an ashen white. Although, I knew this moment would come, it made me feel like my world was now plunging into a territory I had never imagined. I glanced at Samantha, who gave me a slight nod signaling her permission, so I knew I had to comply with Jen's request. Sam gave me a decisive order to be sure that there was no misunderstanding. "It's okay, Patrick; I don't mind Jen seeing how well-mannered you are now. Lift up your skirt and do one of your famous slow twirls. That way she can see it all." I hesitated only a minute using the time it took me to put down my drink to compose myself. I decided I might as well get it over with. I moved so I was directly in front of Jen, lifted up the hem of my skirt so