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What is humiliating to you about being a sissy?
What is it about being a sissy that you find humiliating?
For me, it is not the crossdressing, as i have been doing that since childhood and have never been forced. One thing that does give me a humiliation rush is when i am out buying sissy clothes and the salesgirl gives me the impression that she knows the things are for me. Once i was in an intimate apparel store and the girl flat out told me that i could try things on. Wow.
Another humiliation thrill is the verbal abuse i get (seek) from men online. Not to mention the phone girls i call.
And the recent humiliation from my wife was sweet. She pretty much said we are not having sex anymore and gave my wearing panties as being a big turn off to her. Nor does she like that i am smooth all over like a real girl.
Please let us know what is humiliating to you.
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With a body (& ass) like that I bet you spend a lot of time on you knees. I'd love for your wife's Black lover to fuck you hard, fill your boy-pussy wit cum and then I'd like to lick it all out.
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Mistress told me my cock didn't satisfy her, she needed other men
she regularly fucked an ex-boyfriend every Saturday while we dated. She used to tell me about their sessions together at his office - him fucking her in the conference room, on his desk, in the parking lot. And all because my cock was too small for her.
The ultimate humiliation i had was she forced me to prostitute myself to a man i met via a phone sex chat line. She spoke with him first and told him everything he could do to me, and then after he was done using my mouth and my ass, she called me from the wedding she was attending, and put a woman friend of hers on the line. i had to tell her friend everything that my client had just done to me, and the two of them howled laughing at me.
He paid me $30 - and i ended up having to give her the money.
But i loved the humiliation of pulling his pants and underwear down with just my teeth, and sucking him off while wearing a bra, stockings & garter belt, panties, and a blindfold, so i never got to even see his face while i was serving him.
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I love to dress up in my panties and maid uniform on the weekends to clean the house. My wife loves to fuck my ass, and will frequently take me to the bedroom for this purpose, only to have me then continue my chores. I love weekends.
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From one who craves humiliation, let me tell you, in looking at that picture, I would revert to my dominant ways, in your case, and have you move your little thong (with your hand), to give me a clear shot of that ass. Those pretty panties would stay on though. I would grab the back of your head and hair and fuck your man pussy. Before I came, I'd pull out and make you suck my cock until I exploded in your mouth. After you swallowed every drop, I would make you thank me.
After a brief break, in which you cleaned my cock with your mouth and a wash cloth, I would make you lick and suck my balls and cock until I was rock hard again. At that point, you would beg me to fuck your wife (in a way that you, obviously, could not) and I would take your wife right before your eyes. I'd then fill her pussy (or mouth or ass - depending on my mood) with my seed and, again, have you thank me.
With your sweet, tight body, I'd always keep you around, though. I'd always have you wear pretty panties, hose and heels for me. Then, whenever I wanted to fuck your sweet little hole, I'd have you leave on those panties and hose, but just pull them down or to the side, enough, so that I could take that ass. When I was in the mood, though, I'd have you put on a nice shade of lipstick and take your mouth. You would be my ready made second bitch.
See, when I see that sweet picture of you, I can revert back to my old, dominant self. As to what's humiliating to me, read my lengthy, lengthy posts.
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thanked for this post
Just curious, syndi, do you ever leave the house dressed in female clothing? A long time ago, for a short period, I tried the whole cross dressing thing. I ordered panties, bras, hose and clothes from Victoria Secret. I went to a shoe store in our mall to get boots and shoes. I had to go the store because I had no idea what size (women's) shoes I wear. The first time, I had to quickly try a pair and and the young, female clerk saw me. When I checked out, she had this little smirk on her face and it was quite a rush.
So, for a couple of weeks, I'd dress up at home and lay around in my female attire. I got bold, one night, and decided to drive to my office in female outfit. I wore black panties and a black bra. I had a black skirt (mid thigh) and a black sweater. Fishnet stockings (black) and black knee high boots. It was late and the office (a 2 story 8 room free standing building) was deserted. Of course, no one saw me (in the car or at the office) but the thrill was theree.
So, emboldened by that, a few nights later, I shaved my face very closely, shaved my legs, applied makeup and put a wig on. I looked in the mirror and knew I could pass for a female so I decided to go to Walgreen's to get some snacks. I sat in the lot for 10 full minutes before going in, but, I did and no one seemed to notice that I was really a guy.
After that, the thrill was gone and I fell out of my cross dressing phase. It lasted all of 6 weeks, but, it was fun while it lasted.
for me the most humiliating thing is when the cuckoldress forced me into diapers and orders me to use them while sitting down and watching the things i know they're not permitted by me. if the bull has finished his funny work i have to clean both properly.
I was amused by your story of having no idea what size women's shoes you would wear. I'm so glad that I'm not a crossdresser. In real life I am 6'6" and 220 pounds. I wear size 13 shoes in a man's size. I can imagine wandering into a women's shoe store looking for something that fits (grin).
Well, actually, I would know exactly where to go. There is a store in Brookline MA that specializes in male crossdressers. A former female submissive/slave was from that area, and took me there to see the place. They have areas upstairs in which they offer lessons in makeup, posture, etc. Downstairs, they have a complete assortment of clothes for every shape and size.
I stored that information away in case I come back in my next life as an equally inappropriately sized crossdresser (grin). Well, I'll stop distracting from the topic of the humiliation of being a sissy. But I have to agree. If the thumbnail attached to syndi's message is of a guy, s/he is one hot mama!
Loves fem ware
Absolutely nothing is humiliating to me about wearing panties... having been in them for two years now it is a rush when Wife/Mistress buys me new things and has me model for Her... the hose and teddis that match are fun too.... however being in front of Her bull in fem attire is degrading... as is sucking his huge cock... but it shows love and devotion to Her and in her having me do so expresses Her dominance of me... the transformation and exchange of power have been fulfilling... and i love when she fucks my sissy ass ...
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When I have to show my little sissy patch above my boi-clitty and bend over to expose my shaved boi-pussy. But I'm usually dripping then so I guess I really like it!
its the humilation of having to curtsy to your wifes lover dressed as a maid and all your wifes freinds seeing you as a maid
the humiliation for me is derived from a lot of different angles. First, the fact that i dearly love to wear panties is one level of humiliation. most guys just don't wear that sort of thing unless, of course, you're (i'm) a sissy. i do wear them and i do love wearing them so i guess that does make me a sissy. that's one level of humiliation that is derived just from that activity. the next level is the fear of being found out that i wear panties every day and have a collection that is quite exquisite and fashionable and is of the highest quality and brand. i suppose all this makes me less a man? or, was it because i was less a man that i accept wearing panties and other women's wear let alone the fact that i actually like it?
Originally Posted by syndi
the next level of humiliation would be for me to be with a couple who knows i wear panties and other women's clothes and to be dressed and on full display of that and for them to offer their perspectives and point out that i must be some sort of sissy.
and finally, to be a sissified and panty wearing cuck would be the ulitimate humiliation and have to perform all the duties of a cuck. all of this would be incredibly hot and incredibly exciting not to mention incredibly embarrassing all at the same time. That's what makes it so intriguing to me and possibly others. i would welcome that role and after doing some research and discovery, i am a natural cuck type. that's just who i am. i have decided to accept that fact.
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Difficult at home
While my wife is not into sissyfying me, I'd love her to, but in subtle ways.
I have suggested taking all my male underwear and replacing it with girl pants. I love the feel of the cotton pants she wears and this feels like what I should do more and more that K enjoys other men and is dismissing me to not making love to her again.
K did buy a french maids dress which really embarasses me, but she has only made me wear it a couple of times, and with kids at home that is right.
But she does not like this scene. I don't want to cross dress as a TV, I want my wife to take away my manhood and treat me no better than a handbag. So to me simple steps like this (or long term chastity) do just that.
Humiliated in panties
When I was younger, I used to crossdress, but I gave it up for many years. several years back my Mistress(wife) re-introduced me to crossdressing. It was a private thing and i found it very exciting. When Mistress decided to take a lover, I was told I had to be dressed in lingerie while in his presence. While physically larger than him, I was degraded by the fact I was wearing lingerie, and there fore felt like less of a man. wearing lingerie in front of Mistress' lover is humiliating for me, but its worse when Mistress forces me to entertain her girlfriends( and her sisters on a couple occaisions.) I never got along well with her sisters and now i find I can't even look them in the eyes.
Well like others it isn't really the clothes themselves. They are fun and sexy after all! It's more what they represent and when and where you wear them that creates the humiliating aspect of it for me. A few weeks ago I went with a domme friend to buy shoes and an outfit for me as while I had collected a fair amount of panties and other garments, I never had the nerve to try on shoes by myself. To make it easier we did go to an adult oriented store that was bright and very "retail" oriented, so I guess a guy trying on shoes wasn't completely out of the ordinary and they did carry a lot of larger sizes so that was good too. I am sure I blushed when the first pair came out for me to try on and then after trying around multiple pairs of shoes and narrowing it down to 2 styles, it was suggested I put on one of each and walk around the store for a bit to see which felt better, those in other parts of the store who may not have even noticed what I was doing, got to see me teetering around in my first set of high heels! I settled on a lovely pair of black mary jane pumps with a slight platform under the front, 4.25" stilletto heels and a single ankle strap in case anyone is curious!
Later as we were picking out a bra and panty with suspenders for stockings built into the thong panties, we were waiting for a dressing room for me to try on the bra (can't try the panties on obviously) and she got impatient waiting for one to open up and finally just put it on over my shirt in the store to test the size! Thankfully it fit and we got that set and paid and left and went to her place for me to model my new outfit and get some lessons/practice in walking in heels.
Another time years ago, I was wearing a bra, panty and garter and stocking set with a chastity cage under my clothes to a strip club and as one waitress came up to me during the night she ran a finger up the center of my back, I am sure just to be friendly, and I am sure she felt the bra under my t-shirt which led me to stammer my order out to her when I had to turn to look at her looking at me with a smile. I think some other waitresses used the same "finger up the back" move later in the evening, so I suspect I may have come up in a conversation of hers along the way as well.
So it is more these kinds of things that make it humiliating for me.
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