Skip to toolbar

Caught in the Panty Drawer!

Stories of Feminization Humiliation Caught in the Panty Drawer!
caught in the panty drawer

Robert Bernard was alone in his flat one day, his wife not being due home from work for a couple of hours, and he happened to notice a pair of his wifes stockings lying over the edge of her open panty drawer. He felt an urge to try them on.

It was unfortunate that he should have been tempted on that occasion for he was to be discovered half an hour later dressed in a garter-belt and stockings, as well as a pair of panties, when his wife came home earlier than expected. And this was to have far-reaching consequences for him.


Let us first picture the scene.

Robert, as soon as he got the idea of putting on the stockings, quickly realized that a garter-belt would be necessary to keep them up. He went to the drawer where his wife kept such things and rummaging among a plethora of panties, bras, and garter-belts found one that looked suitable.

He undressed and fastened the garter-belt round his waist and then sat on the bed to pull on the stockings. He felt an unusual kind of excitement as he fastened the stockings and almost at once he became erect. It was then that he remembered the panties 1n the drawer and he went back and selected a pair, pulling them up his legs, hiding his erection. He stood in front of the dressing-table mirror

and thought that apart from the bulge in his panties, the lower part of his body looked appealingly feminine.
He began to finger his prick and was about to masturbate when his wife came into the bedroom.

He swung round, covered with confusion and embarrassment, making a pathetic effort to hide the underwear he was wearing by reaching for his pants, but his wife had seen everything.

“No need to hide them,” she said calmly.

He was very surprised to hear her speak so calmly, expecting an outburst of ridicule and contempt from her at what she had seen. He dropped the pants and stood before her and began to undo the garter-belt.

“You can Keep them on,” she said. “No need to take them off. Tell me, why did you put them one” Her matter-of-fact manner surprised him, but he regained some of his composure and tried to think of a reason for having put on her stockings. Now that he was faced with trying to explain his action, he found it difficult.

“I, er, well, I just liked the idea of putting on a pair of your stockings. I don’t quite know why. And of course, I had to put on a garter-belt to keep then up. …”

Vera had never thought of her husband as a sissy but she had suspected a small streak of femininity in his psychological makeup, a characteristic

which in one way she despised but which she now knew she could turn to her own ad vantage. She wanted a man in her life to do what she wanted him to do, but she had never really dared to bully Robert. For one thing, he had married her a little reluctantly in the first place because he suspected she wanted him for his money. If she had taken too many liberties, he would probably have divorced her.

Now the situation had changed. She had caught him, so to speak, in flagrante delicto — in the very act. Not the very act of sex, or adultery, but that of putting on women’s undies! She knew that most men looked with loathing on transvestites, and especially the kind of men that Robert numbered among his friends. She now had him in her power and could easily threaten him with exposure. But more than that, the fact that he had put on her stockings and panties gave her a clue to a side of his character she could easily exploit. She could even insist that he wear women’s clothes.

“Well,” she said after a moment’s reflection, “you’d better do it properly. Put on a bra and a slip as well. You can borrow some of my things, then you’d really look like a woman.”

He felt grateful to her for taking it so understandingly and asked her if she really meant he could put on one of her bras and slips.

“Of course,” she said.

“And you don’t think any worse of me?” he asked her.

“No,” she said, “I’m not like all those friends of yours and the people on the board of your firm who would laugh at such a thing and be shocked by it. No, I’m not like that. I can understand why some men want to dress as women.”

He saw what she meant about his friends and fellow members of the board. He didn’t really want her to get the idea that he really wanted to dress as a woman. That would be dangerous.

“Oh, it was only a joke,” he laughed. “I don’t really want to dress as a woman.”

“I don’t think your friends would see it as a joke if they found out about you,” she said. “They’d ostracize you.”

“Well, you won’t say anything to anyone, will your” he asked in a voice that betrayed his fear for the first time.

“No, I won’t say anything, provided …,” she stopped mid-sentence.

“Provided what?” he asked her, now beginning to be alarmed.

“Well, provided you do as I tell you,” she said.

“Well, of course I’ll do as you tell me,” he said with relief, “I mean if you don’t tell me to do anything …. anything ….”

“I said provided you do as I tell you. I mean in every sense — not Just in this matter.”

“I don’t understand,” he said.

“Listen then. If you want me to go round telling everyone you’re a sissy, I will. If you want me to keep it to ourselves you’ll have to go along with me. You can’t have it both ways. You want to dress as a woman and I don’t mind. But there may be things I want to do. Now do you understand?”

He was baffled, not quite realizing where things were taking him. But he could see that he was in something of a dilemma. If he didn’t give her an undertaking to do as she told him, she might start talking.

“All right,” he said, “whatever you say.”

“To start with,” she said, “I don’t really want you to wear my best things. You’ll have to acquire your own. For the moment I’ll give you some from the clothes I don’t want.”

If that was the only condition she was making, he thought, then there was no need to worry. He smiled as she went to the dressing-table and began sifting out a few items of underwear. “I’m afraid the stocking situation is a bit grim. You’ll just have to wear these knee-length hose for the moment. I can’t spare expensive French nylons for dressing up in. Ah, here’s a pair of white panties you can have. Put those on for a start.”

He took off the elegant things he had had on when she returned and put on the flimsy cast-off panties and the rather uninspiring knee-length hose.

Looking at himself in the mirror he was disappointed

at the sight he presented, determining there and then to buy himself some expensive lingerie at the first opportunity.

“And here’s a pair of long gloves. Try them on,” she suggested.

He put on the gloves and waited for her to find some other things.


But she had only been playing for time. She came in and found him in her stockings. She really wanted to see him humiliated and degraded and now she had thought of a way of doing it. Before that evening she would never have dared do such a thing as she now contemplated, but she had been emboldened by the hold she now had over him. With each minute she felt a growing excitement at the way things had turned out for her and the enormous pleasure she was going to have 1n future demeaning him, degrading him, and reducing him to helplessness. He had used his money to keep her powerless: now the tables were turned.

She picked up the velvet tie and walked over to him. “Turn round,” she said.

He turned to face the other way and she asked him to put his hands behind him. When he did so she skillfully wound the thick tie round his wrists and then with a quickness that took him by surprise she Knotted it as tightly as she could.

“What are you doing?” he gasped.

“What am I doing?” she repeated, menace in her voice noticeable for the first time, “What am I doing? I’m tying you up. I have tied you up, that’s what.”

It wasn’t funny any longer for Robert and he turned round angrily to face his wife. “Untie me,” he said sharply.
“This has gone past a joke. I’m not going to tolerate this sort of thing.”

“Well, if you insist on being untied, I’ll have to untie you. But then we’ll spread the news about your hidden girishness,” laughed his wife. “You’d prefer that, wouldn’t you?”

He was trapped and he knew it. She had him just where she wanted him. She was obviously quite serious and for some reason wanted to take advantage of her discovery.

“What do you really want?” he asked her.

“Can’t you guess?” she asked him. “I want my revenge on you, and I’m going to take it. I’m going to humiliate you just as much as I like, inflict punishment on you if I want to, and debase you. That’s if you insist on being difficult. But if you want to have a peaceful life and dress as a woman, I’m willing to support that so long as I get what I want out of it. I want you to please me in any way I desire, and to deny yourself any physical pleasure from my body. You should be content that I am allowing you to dress as a woman. In fact, I insist that from now on you should dress as a woman, not only dress as one, but be one.”

He stood there amazed but now ready to listen to what she sald.

“First, I am going to cut your hair very short so that you can wear one of my wigs. Then we will shave your armpits and the hair off your chest, as well as your pubic hair, and the hair on your legs. You will then lather your body, soften your skin with oil, then powder yourself all over, and before you dress I shall make you up in such a way that you will really look quite feminine. After that, your clothes. I’ll relent on what I said about making you wear my cast-offs: you can have my best undies and dresses.

“Each day you will massage your breasts to help them to grow and I shall purchase hormone tablets that will escalate that process. One of these days I might decide that it would be better if you had a sex-change operation, but that will depend a lot on how you behave. Nevertheless, some sort of restriction on your sexual apparatus would seem desirable if you are really going to think of yourself as a woman. I think I could fit two rings on your penis that would prevent it swelling or becoming erect. And to get into the psychology of being a woman you will wear sanitary napkins each month. It might be a good idea if you wore the ones I would normally throw 1n the trash. Of course you will never stand up to urinate but always sit down on the toilet, just as a woman does. That’s just a beginning.”

He knew that he had no longer any choice and felt that he had better make the best of it. Perhaps it wouldn’t be so bad dressing, thinking, and living like a woman. Was it possible that he had always subconsciously wanted that? But what was his wife really getting out of it? Just the humiliation he would suffer?

No. She was soon to add further conditions for keeping his secret.

“Being an entitled male – playing a woman will humiliate you but you might eventually get used to it. Therefore, I shall degrade you further for my own pleasure by stimulating your male sexuality and then immediately denying any relief or satisfactory outcome. I want to punish you for the times you have taken my body for granted and then when you’d used me, the way you cast me to one side. Now it’s my turn. And that’s why I have tied your hands.”

With those ominous words she went up to him and began to manipulate his clitty. Despite the humiliation he felt at all she had said he soon found himself hardening, even though he tried to retard it. In the end she worked him back and forth with such skill that he was bone hard.

“Now,” she said, “here is the technique I intend to adopt to destroy your faith in your maleness.” She immediately began to slap his erect dinky with her hand, continuing to do so until he was small again. It was both painful and humiliating for him and he began to realize how deeply she had resented his male chauvinism

in the past.

But that was only a beginning for she then went on to rouse him again, delicately caressing the flaccid clitty until it jutted aggressively again. Then she repeated the slapping until once again he flagged and shrank.

“This is just a beginning,” she then told him. “I have numerous ways of conditioning you to give up your maleness. But you will learn about those later. Meanwhile I shall release you and you will start at once to live according to the routine I have outlined. Do not forget that I can at any time expose you for what you are and ruin your friendships and your career!”

And then, as a parting shot as she prepared to leave him to think over the evening’s developments, she added: “And from now on you will call yourself Roberta.”

The End

Ready to submit, sissy?
Ready to start your training?

Submit your application today!

i would like to thank you for the information and amusement Youve given me. This really is a mind teasing site. informative, educative, seductive and fun at the same time.

i just wanted to express my gratitude for accepting me in Your sissy training and hope i can learn how to be a better sissy for my Wife.

This gurl thanks the Superiors of the House for allowing he.r to be here, and enjoys the company of everyone here. S.he want the Superiors to know that s.he is here at anytime to serve as required of he.r and… Read more “danigurl”

This sissy is infinitely grateful that you have welcomed her into the House and given her a safe haven among like-minded people. Although she has only been here for a short time, she has made tremendous progress in her deep… Read more “sissy fraenzi”

Thank You for accepting my application and allowing me the privilege of entering the interior of Your site. It has indeed had a profound effect on my psyche. i view myself as transgendered, and i have been progressing along the… Read more “jamie”

This submissive sissy congratulates you on this fabulous website. s.he admits that at first i was wary and looking to see where it was another rip-off – as most of us are used to. However, your fantastic – with all… Read more “patty jane”

The House is there like a beacon in the darkness.  You have done, and are doing, so much for the community and this sissy is very grateful.

i can not tell you how much i am enjoying your sissify site. Seeking to be trained as a sissy slave is my greatest adventure. Thank you so much for being out there for little panty slaves such as myself.

Once again I would like to say how honored i am to participate with the House. it is and remains the coolest, most smoothly moving and most together website I have ever encountered in my EXTENSIVE cruising on the www.

I hope that I am not an intrusion to say that you have created a terrific website. I just wanted to express my admiration for you. You must receive lots of e-mails like this so I will trouble you no… Read more “gwenn”

Thank you so much for providing us with your wonderful website! I was feeling so lost and lonely, until I discovered you. I am so eager to learn more about your happy community. In the mean time, I promise to… Read more “freddie”

It seems the House of Sissify has loosened the ground up beneath me and im descending, in free fall, accelerating by the vast gravitational attraction of Femininity.

This site is so cool. All of the lovely photos are inspirational to this sissy’s development. The personal stories help this sissy to believe that anything is possible.

…I would also like to add, that i am gaining quite a bit of information from your site, and thank you for a well constructed web site that is very informational, and is providing quite a bit of insight into… Read more “Pat”

This sissy wishes to thank her Superiors for providing the opportunity for learning. This sissy is so happy at being able to learn how to be a better sissy.Thank you for providing such great insight, and for allowing this sissy… Read more “sissy michelle”

This sissy is so fortunate that Madame Stewart has allowed he.r the privilege of joining this fabulous site. Although a member of the House for a relatively short time, s.he has learned so much and is making progress toward becoming… Read more “chanel lacy”

It was really great to know this site. i have obviously missed a lot not getting onto this site before. your suggestions will definitely make this slut a better maid and keep her Mistress happy and satisfied forever. this whore’s… Read more “diana”

The unworthy apprentice sissy writing this has written You many times asking for help. You have always made he.r life better. The House has been the very foundation of he.r life. Thank You again for Your efforts.*curtsey*.

The House sure feels like home, so glad to be a part of it all!

Once again I would like to deeply thank all the Staff of Sissify for just being there for me and others like me. As I am more or less confined to my house (physical problems), and this service is one of my… Read more “justina”

Once when I was about 7 or 8 I accidentally wet my pants in public. Upon seeing this, my Aunt (who I was staying with for the day) took me back to her house, had me undress and put my… Read more “little mickie”

my Wife has ordered me to write You again and tell You how much She enjoys Your site and the ideas it has given Her. She says She never realized how nice it would be to have a sissy maid/slut… Read more “kelli ann”

The House provides endless pleasure to everyone.

This worthless little sissy-slut-wannabe is dropping You a note to let You know what a fine job i believe You are doing with Sissify.com. i had already mentioned to Mistress Jennifer how much i enjoyed the Site and Your continued… Read more “christine”

Just in passing – your site is an absolute inspiration, a joy to giggle through. The endless parade of those 1950’s tucked and bobbed pink-petticoated good-little-housewife cartoons is both mood-lifting, delightfully nostalgic in a delightfully non-serious way, and strangely gratifying… Read more “missy messy maso”

I have found more relevant info on this site than the rest of the web put together.

I’m one of your loving, grateful sissies…..You have given me the gift of knowing I’m not alone.

Sissify.Com is alive! i can feel the pulse of your heart and the heart of the Staff every time i log on. The passion that You and the Staff put into this program seems incredible to me. i can feel… Read more “sissy robyn”

This sissy just wanted You to know that although s.he has never been involved in an educational experience so personal, this is exactly what s.he needs. You and your Staff must be geniuses. When s.he stumbled into the Sissify site… Read more “robyn”

This sissy has just finished he.r second month with House of Sissify! I am amazed at how friendly and helpful everyone has been to this new sissy! Jamie is on chat almost every day for an hour or so catching… Read more “jamie”

sissy jimmie wishes to humbly say thank You for sissify.com. This site has become sissy’s refuge. sissy can be free here. sissy can find sisters here. sissy loves he.r sissify site. sissy visits the House every day. the house has… Read more “jimmie”

i would just like to thank all the wonderful Women who have created this site. This little sissy has found a place to feel pretty, safe and secure. i look forward to learning more and more about becoming a Woman.

This site is SOOOOO cool. Very well done & intelligent. Great graphics & a great staff. I even met someone & we are going to get together soon thanks to the International Sissy Network

may i request permission to speak freely from the heart? upon finishing chapter one of “Girlfriends” by Vicky Tern……oh, my, God…Mistress, i just don’t know what to say. oh my God, this really is home! God in heaven i’m going… Read more “danielle”

i am so happy to have found your site, my Master sent me here. i am looking forward to becoming the perfect sissy slave, trained for the pleasure of others. Your site has given me real hope of achieving this… Read more “sissy slave domonique”

i have only been a member for a few short days and have found myself wondering why i hadnt joined much earlier. Truth is i was very scared and worried to face my sissy desires. Now i find those fears… Read more “sissy cindy”

It so comforting to be a member of this community, (you are all my sweet sisters) to know this sissy is not alone, in my exploration into what it is to be a sweet pathetic sissy, who’s only desire is… Read more “sally”

i want to be a flower i want to be pretty and delicate delightful to look at but easy to bend and easy to break i want to make a real Woman happy through my service and devotion and poor… Read more “lauren renee”

It has only been a week but what a week this site is awesome and the Staff is so wonderful to deal with i am an older sissy and sadly my wife could never know. that’s sad because our life… Read more “lola”

Joining The House has been the best thing ever for this sissy. It has been about a week since joining and already sissy feels a tremendous turnaround in the way she feels and acts. she most certainly feels more feminine,… Read more “bobbiegirl”

This sissy is sooooooooooo glad to be in the community. she is learning so much and hopes to get much more training to be a better sissy slut, she loves to submit and please and talk with her sisters.

i just wanted to drop a line to say that Your web-site, “The House Of Sissify” is an artistic masterpiece (mistress-piece?) . .. it is alluring, entrancing, enchanting,exotic, exhilarating, breathtaking, mystifying, and sanctifying. Every page opens ones mind, heart and… Read more “michaela”

I wanted to thank you for the insight into TransGendered Persons. As a Psych student doing a thesis on Gender Issues In Counseling your information helped to clarify and reify my own position with regard to gender identification psychology. I wish… Read more “Todd”

This sissy is finding this site to be more and more exciting, stimulating, enlightening and educational with each visit. This sissy is just discovering the value in contacting other members and discussing concerns and insights. This site is doing more… Read more “barbie”

I instructed my sissy, amandacecilia, to join your wonderful site a few days ago after I did a brief perusal here myself, with instructions that she show me anything she felt especially useful or insightful here. Needless to say, the… Read more “Mistress Monique”

This sissy doesn’t know what sh.e would do without The House to come to. This sissy has been so much happier after sh.e joined and has met a lot of sissy sisters that sh.e can relate to and confide in.… Read more “stacey”

I have to say what a truly wonderful site this is. It has come like a warm comforting glow that has started to lift me out of a world of darkness. Many thanks to the wonderful Staff at The House… Read more “bobbiegirl”

The House of Sissify is absolutely the best sissy site on the web. This sissy has learned so much since joining. The advice and support are wonderful. s.he has learned how to love, honor, obey, and worship h.er Superiors and… Read more “stephanie kimberlie prince”

i wish to offer my thanks for your website. It has helped me start down the road toward being the girl i know i was meant to be. Please know how much i appreciate all that your service does for… Read more “kara denise”

Having just managed to get up the courage to join your website, it is already clear that this sissy should have done so a long time ago, already you have made he.r wonder why s.he was so nervous. With so… Read more “heather-louise”

You All have my respect and appreciation for this little nook of the world. This is truly a bastion of knowledge, empathy and love where it seems so lacking outside these ‘walls’. Having been through thick and thin with these… Read more “chloedance”

The House of Sissify is the best site that this sissy has found. she has spent hours in it just reading and learning. This sissy humbly thanks all the Sissify Staff

This sissy has been so happy since finding The House of Sissify, it was a pleasure to be able to be able to give back a little after receiving so much. Truly without all of the hard work and love… Read more “bree ann”

i would like to take a minute of your time to thank you for your Sissify web site. Closet queens like myself have a real meeting place for information, meeting other sissies and accurate information as it pertains to sissydom.… Read more “enrietta”

What a beautiful web site, with so many contacts and active chat going on. My frilly lacy panties always get very moist under my maids uniform!

A short note of thanks for providing a complete community for sissies, a place of refuge and resource from the harsh world, and the House *genuinely* seems to hold sissy’s interests at heart: no exhorbitant joining fees = loyalty for… Read more “hayley”

Thank You all so much for providing such a lovely home and training ground for sissies. Please allow me to help in any way You deem appropriate. This sissy looks forward to many hours of training under Your guidance. The… Read more “trish”

Thank You, House, for being there so that us closet “sissies” have an avenue to express ourselves. This service is invaluable to us sissies so that we may express our sexuality.

This sissy is with You now for off and on 3-4 years and slowly but surely she gets Your program and discovers her true nature. In the beginning she was just a sissy on occasion and at “certain” times. But… Read more “sissychelle”

I just want to say i love this site. It’s perfect for a sissy like me to learn to be better but also allows us sissies to chat and mingle with other sissies. This is a great way for us… Read more “alanaa”

I would like to thank you for a great web site. When I first found it, well it was like receiving a gift. I wish you had been around when I was younger.

It is now almost three months since my Wife and i have begun reading your site, and it has made a radical difference in Her approach to my feminization. She has decided, much to my humiliation, that i must be… Read more “sondra”

Thanks for the chat room You have provided for us sissies. The help from my sisters has been wonderful.

You have an excellent site. It is the most professional adult site I have visited. Most sites come off sort of sleazy (pardon the pun) because they promise something they don’t really deliver. Your whole system seems honest and straight… Read more “maggie”

This is the greatest find to date. Thank you, Superiors.

Thank you so much for your wonderful Sissify.com. i have been enjoying it for some time now. i especially enjoy the little stories that follow each day in the wanking schedule…… my collection of panties is growing day by day.… Read more “cindysilk”

This sissy wishes sh.e had found ‘The House of Sissify’ sooner. You provide a special haven for us sissies and, without You, no sissy would be able to truly complete he.r sissy journey. This sissy has only joined recently, but… Read more “brandie love”

The House of Sissify has encouraged me to be the real me and experiment with all sorts of idea’s. Before I started I would rarely dress up, now I can’t go a day without wearing at least panties. I would… Read more “Jess”

…and i must say that Madame Stewart is right, even in a distance of 3000 km, She made it possible to make me impotent.

just wanted to thank you for allowing the pansies and sissies of this world to serve such beautiful and domineering women as yourselves–i only wish i could get my wife to do this but her idea of kinky lifestyle or… Read more “a happy pansy”

Thank you again for everything that you do. You may never know how important you are to the members of this site.

WOW I have to say,.. That although I do not participate in this particular lifestyle,.. (being far too dominant in set in my ways to desire such an experience) I feel you deserve enormous kudos on the design and layout… Read more “ishmael”

This sissy must confess that the House has changed and enlightened he.r life. Becoming a sissy is not a dream any more. It’s reality. She just needs Your excellent guidance and work. Hard work that is rewarded not only with badges and helpful… Read more “megandelux”

I just wanted to thank you for having such a wonderful service. I have been looking for years to find someone to help me make this transformation. Again, let me say thank you.

i think this is the best site on the internet and it is an invaluable resource for all sissys. it is an honor to support this site.

Discussion?

  1. rubyjo

    Sometimes sissy rubyjo dreams about this possibility of being in h.er feminine clothes and coming out so that s.he could serve the Mistress and be a sissy transformed and not just be in transition. One day sissy rubyjo will hopefully have h.er transition completed.
    curtsy ,
    sissy rubyjo

  2. missysubjen

    My life as a sissy began at a very young age. my mom and aunts knew because I was caught in panties and heels I was about 8 years old. They did not discipline me . My aunt and mom were sweet they actually helped me to feel more girly. At the age of 10 I had a full wardrobe of girl clothing that I could choose from it was not just frilly panties. Garter belts and fine hose I could wear makeup red lipstick and they kept me under thier control at all times .

Something to share sweetie?