Annie's Sissy Help Line

[betabrad]

Speaking of Humiliation

Humiliation can be part of the sissy experience, reinforcing and enhancing the feminization experience by also making it an emasculating experience. Hubby and I haven't played with this much because I personally find it difficult to say those things to the man I love even if I know it gives him pleasure.

Here is a little something you might enjoy if you like humiliation...

"Thank you for being so honest. It is a rare person who could admit how totally inadequate they are to please women and how utterly unmanly they are. You are clearly a total sissy: not a man and not a woman. Every time you think of panties or when you dare to put women's lingerie on yourself, you are confirming you are a sissy, not even a pathetic man but just a simpering sissy whose cock barely shows in panties. Sissies deserve to be emasculated... shaved smooth, dressed in clearly sissy clothes... nothing a woman would wear but satiny sissy dresses... I'm sure I'm just confirming what you know deep down is the complete and utter truth of you. A real man would never put on panties. A real man makes a woman moan when he fills her with cock. A real man has confidence and carries himself like a man. You're none of those. And when you put on panties and when you read these words, hear me telling you these things, you can't help but rub your little clitty, squirm and squirt, getting your panties all wet."

ohhhyessssss, this made my little dicklette so hard. I wanna squirt my cummies for you and lick it all up for you.

 

[irishblade]

Thanks, irish. Any questions for the FAQ?

Mainly just how to get a conservative spouse on board?

 

[BlackSatinKnight]

Sounds delightful, and I do a similar thing though not always with satin, sometimes lacy panties and cami, but it does feel good to have the secret knowledge of what's underneath.

I don't wear socks so anyone looking would see the nylons, often sheer black, anyone ever notice you?

Lucy, no. Nobody has ever noticed. I have to keep it that way since I work on a very homophobic industry.

 

[BlackSatinKnight]

How often do you get to dress in lingerie when you go out?

Iris, not nearly as much as I would like. I took a break from it, going as far as throwing away all my panties, stockings, pantyhose, garters, and toys. I deleted my account from Lit and tried to get away from porn or my bi side it lasted a couple of months and I was miserable. I’ve only been able to replace a few pairs of panties but haven’t had the chance to play as much as I want to. Not sure how/if I will given the current environment but I’ll work that out as things loosen up more.

 

[stargame]

Thanks, BSK. Idle question: what's the most satin you've worn at one time? Is it just panties or have you slipped into satin lingerie, satin pajamas, a satin kimono?

I love satiny fabrics, when I go shopping I admit I touch a the fabric and especially the satin .
I love running my hands and fingers crossed the material and I aroused right then as I do.
As a matter of fact I am wearing a black satiny camisole right now.
I have gone full satin many times, my mom would lay out a white satin slip for me, and i felt in love with the fabric then.
I own lots of cute panties and half are satin

 

[Iris_66]

Iris, not nearly as much as I would like. I took a break from it, going as far as throwing away all my panties, stockings, pantyhose, garters, and toys. I deleted my account from Lit and tried to get away from porn or my bi side it lasted a couple of months and I was miserable. I’ve only been able to replace a few pairs of panties but haven’t had the chance to play as much as I want to. Not sure how/if I will given the current environment but I’ll work that out as things loosen up more.

I'm sure many of us have been there, I know I have, throwing stuff away, trying not to 'give in' to my desires and urges, only to start again a while later

Similarly the rush of 'will I get caught' or not getting caught, in shall I say 'non welcoming environments'

I see from your profile that you are also bi, but your wife doesn't know about this, does she know about the lingerie?

 

[LucyCanyon]

Lucy, no. Nobody has ever noticed. I have to keep it that way since I work on a very homophobic industry.

We live in quite a transphobic society whatever the outside appearances might have us believe, so am not surprised you are careful. I used to travel regularly by train for work and always wore nylons and never wore socks... and sometimes I knew someone had spotted me. However, never worried me on trains or where I was anonymous but even in a relatively inclusive workplace I always covered up before arriving into whatever office or site I visited...

Now I just stay in the office or work at home... and in the office this last three weeks I have yet to wear trousers!! Skirts and heels all the way, video conference only sees the shirt!

 

[BlackSatinKnight]

I'm sure many of us have been there, I know I have, throwing stuff away, trying not to 'give in' to my desires and urges, only to start again a while later

Similarly the rush of 'will I get caught' or not getting caught, in shall I say 'non welcoming environments'

I see from your profile that you are also bi, but your wife doesn't know about this, does she know about the lingerie?

Iris, she went shopping with me once for panties, and one time I wore a very nice black corset with stockings and matching panties for her, but she has since told me that it does nothing for her so I don’t force the issue. In fact we are now at 6 months with no sex. I’m tired of getting told no or having my hand pushed away so I thought I’d wait for her to initiate physical contact, and that hasn’t worked either.

Sorry, I got started on a rant there.

Right now I keep my preference for lacy and silky lingerie to myself now.

 

[BlackSatinKnight]

We live in quite a transphobic society whatever the outside appearances might have us believe, so am not surprised you are careful. I used to travel regularly by train for work and always wore nylons and never wore socks... and sometimes I knew someone had spotted me. However, never worried me on trains or where I was anonymous but even in a relatively inclusive workplace I always covered up before arriving into whatever office or site I visited...

Now I just stay in the office or work at home... and in the office this last three weeks I have yet to wear trousers!! Skirts and heels all the way, video conference only sees the shirt!

LOL, would have loved to have done that but to much family in the house when I was teleworking.

 

[pantyboidoe]

*subscribes* so looking forward to following and participating in this thread! Thank You, Ms.

 

[dissolute]

Aww, Annie, this is sweet. I'm a woman who supports sissy men - who can blame them for wanting to feel pretty and desired, much less wear fun lingerie and explore a different side of themselves?

 

[LucyCanyon]

Aww, Annie, this is sweet. I'm a woman who supports sissy men - who can blame them for wanting to feel pretty and desired, much less wear fun lingerie and explore a different side of themselves?

Thank you for popping by, good to see another positive female affirmation of our desires, indeed female attire has a much more sensual purpose to it than male clothing and just because I like wearing it doesn't mean I want to be female, nor does it mean I prefer men... something that seems hard to grasp for many!

How do you support sissy men? Would be good to hear, thanks, Lx

 

[OpenMouth]

Hi Annie & everyone!

I love to write about my feelings on this subject, as you all know, and I love to hear the differences between how folks view themselves and how they get to their current situation.

I'm not usually one to attach labels but as there are so many I don't consider them derogatory or dismissive.

Am I a sissy? I know the word - and thinking of myself in that context - is hugely arousing. Sitting at my dressing table in pink satin robe and heels, putting on makeup and knowing that I'm going to make cocks hard is electrifying, but I'm not sissy in my daily life. At best I'm a part-time crossdresser; I don't have the funds to buy the items I crave and my family life rules out any kind of extended - even weekend - experience.

I'm struggling to get any privacy right now, same as everyone with a family. My challenge is to work out just what the future holds. My absolute high water mark was back in October when I spent a couple of glorious and utterly depraved hours at my CD club, either on my knees sucking cock after cock, or out in the street smoking with cum round my mouth. I so badly want that again, and have craved it ever since, but I wonder if anything like that will ever be possible again?

I only behave like that when I sexually frustrate myself by denying orgasm. I like to feel out of control and do things I wouldn't consider normally. The past three months have limited my activity to furtive masturbation, so I haven't felt the urge to dress (although I'm sitting here in my wife's black lace panties!) but I really don't know what September holds in store. I considered purging - I'm hairy and don't feel femme - but even that would be difficult, and I told myself I wouldn't be so quick to get rid of my pretty things. X

 

[LucyCanyon]

Hi Annie & everyone!

I love to write about my feelings on this subject, as you all know, and I love to hear the differences between how folks view themselves and how they get to their current situation.

I'm not usually one to attach labels but as there are so many I don't consider them derogatory or dismissive.

Am I a sissy? I know the word - and thinking of myself in that context - is hugely arousing. Sitting at my dressing table in pink satin robe and heels, putting on makeup and knowing that I'm going to make cocks hard is electrifying, but I'm not sissy in my daily life. At best I'm a part-time crossdresser; I don't have the funds to buy the items I crave and my family life rules out any kind of extended - even weekend - experience.

I'm struggling to get any privacy right now, same as everyone with a family. My challenge is to work out just what the future holds. My absolute high water mark was back in October when I spent a couple of glorious and utterly depraved hours at my CD club, either on my knees sucking cock after cock, or out in the street smoking with cum round my mouth. I so badly want that again, and have craved it ever since, but I wonder if anything like that will ever be possible again?

I only behave like that when I sexually frustrate myself by denying orgasm. I like to feel out of control and do things I wouldn't consider normally. The past three months have limited my activity to furtive masturbation, so I haven't felt the urge to dress (although I'm sitting here in my wife's black lace panties!) but I really don't know what September holds in store. I considered purging - I'm hairy and don't feel femme - but even that would be difficult, and I told myself I wouldn't be so quick to get rid of my pretty things. X

Hi OM, nice to see you here too!

Feel your pain, many of us who have no support or understanding around are finding release and fun difficult in such times, patience was never one of my strong points.

Purging I have done a couple of times but the last few urge to purge moments I have parcelled up things and stowed them somewhere dark and distant. The dressing desire isn't a passing phase so purging is only a temporary reaction to perhaps how I feel I would be perceived... and I regret some great heels and blouses and skirts, and a now favourite wig, have gone. Never again, I will always need them!!

 

[Iris_66]

Hi Annie & everyone!

I love to write about my feelings on this subject, as you all know, and I love to hear the differences between how folks view themselves and how they get to their current situation.

I'm not usually one to attach labels but as there are so many I don't consider them derogatory or dismissive.

Am I a sissy? I know the word - and thinking of myself in that context - is hugely arousing. Sitting at my dressing table in pink satin robe and heels, putting on makeup and knowing that I'm going to make cocks hard is electrifying, but I'm not sissy in my daily life. At best I'm a part-time crossdresser; I don't have the funds to buy the items I crave and my family life rules out any kind of extended - even weekend - experience.

I'm struggling to get any privacy right now, same as everyone with a family. My challenge is to work out just what the future holds. My absolute high water mark was back in October when I spent a couple of glorious and utterly depraved hours at my CD club, either on my knees sucking cock after cock, or out in the street smoking with cum round my mouth. I so badly want that again, and have craved it ever since, but I wonder if anything like that will ever be possible again?

I only behave like that when I sexually frustrate myself by denying orgasm. I like to feel out of control and do things I wouldn't consider normally. The past three months have limited my activity to furtive masturbation, so I haven't felt the urge to dress (although I'm sitting here in my wife's black lace panties!) but I really don't know what September holds in store. I considered purging - I'm hairy and don't feel femme - but even that would be difficult, and I told myself I wouldn't be so quick to get rid of my pretty things. X

Hi OM

I can own up to purging a good few times too, but have become comfortable with who I am

Do any of your family know about 'your other side'? It can be very lonely and isolating to deal with 'stuff' on your own, especially if you have a pressured home and work life.

It's great you have a sense of the things that excite you, I am sure more opportunities will present themselves. Is your CD club local to you, or some distance away?

Any way, its good to know there is a place here on lit, and plenty of good folks who have faced similar issues and challenges

 

[SweetAnnie40]

All I can add is "don't purge!" . If at all possible, pack it away, tape it up, bury it under old boxes or something. Every sissy tells me the same thing. The urge always comes back and then you've wasted the money by throwing away your treasures. And as all women know, you can't always go and find your favorite things again... fashion is a cruel mistress!

I feel for all of you having to hide it so much during this time.

 

[pantyboidoe]

Hi Annie & everyone!

I love to write about my feelings on this subject, as you all know, and I love to hear the differences between how folks view themselves and how they get to their current situation.

I'm not usually one to attach labels but as there are so many I don't consider them derogatory or dismissive.

Am I a sissy? I know the word - and thinking of myself in that context - is hugely arousing. Sitting at my dressing table in pink satin robe and heels, putting on makeup and knowing that I'm going to make cocks hard is electrifying, but I'm not sissy in my daily life. At best I'm a part-time crossdresser; I don't have the funds to buy the items I crave and my family life rules out any kind of extended - even weekend - experience.

I'm struggling to get any privacy right now, same as everyone with a family. My challenge is to work out just what the future holds. My absolute high water mark was back in October when I spent a couple of glorious and utterly depraved hours at my CD club, either on my knees sucking cock after cock, or out in the street smoking with cum round my mouth. I so badly want that again, and have craved it ever since, but I wonder if anything like that will ever be possible again?

I only behave like that when I sexually frustrate myself by denying orgasm. I like to feel out of control and do things I wouldn't consider normally. The past three months have limited my activity to furtive masturbation, so I haven't felt the urge to dress (although I'm sitting here in my wife's black lace panties!) but I really don't know what September holds in store. I considered purging - I'm hairy and don't feel femme - but even that would be difficult, and I told myself I wouldn't be so quick to get rid of my pretty things. X

Aw, i've found that i'm in a similar situation but have not considered purging. i am a very masculine CD and i do get to wear panties daily. That always helps me to feel sexy and i love to take shots of my panty covered ass. i've found it difficult to find a balance between dressing fully and my own life (especially the last couple of months)--i haven't shared this side of my lifestyle with anyone in real life outside of a couple of kinky people that i talk to somewhat regularly and have only ever dressed up for one person--we did a photo shoot -- very fun! But my partner does know and just isn't her thing, which is fine but would love to have others that more fully embrace it.

Certainly hoping to get back into it soon!

Was hoping to get out to an adult bookstore/club before the pandemic hit and may try that again once there's a handle on the health concerns associated with going out with strangers! Oh, well. Wishing the very best, gurls!

 

[SweetAnnie40]

Thanks, gurls, for introducing yourselves. Any other questions for the Help Line? How to fit a bra? How to find the right color of lipstick for your complexion? How to develop good cock-sucking techniques?

 

[SweetAnnie40]

My gf would not be happy to say the least, but I've roleplayed and chatted about being a sissy many times... and have worn pantyhose and a bra (that I bought myself) while on holiday and when alone... I especially love the feeling of pantyhose, feels so sexy!

But a question I have is how women feel about a man (who is otherwise quite manly in mannerisms in public ,having a private secret like this?

Answered in the FAQ at the start of this thread. (Also answered the other lingering question)

 

[SweetAnnie40]

Thanks, I should've read that first before posting. Thank you for the FAQs, it's much appreciated.

You're welcome. Your question got me to add it to the FAQ so thank you.

Any other questions I can add to the FAQ?

 

[LucyCanyon]

Nice new pic Annie, sexy! I would love to wear what you have on there too!!

A couple of things to ponder...

I find it more arousing to wear a FWBs clothes she sent me than clothes I bought myself, somehow it's an even bigger thrill. Do others? Or is it more about the clothes than who they belong to or cane from?

Nylons - garter belts or thigh highs?? And sheer or net patterned..? For me it's the feel of the nylons so whilst nets and patterns can really look stunning they don't feel as silky sexy on my legs.

Staying smooth - anyone found a remover that doesn't sting the parts you don't want to sting??

 

[Iris_66]

I find it more arousing to wear a FWBs clothes she sent me than clothes I bought myself, somehow it's an even bigger thrill. Do others? Or is it more about the clothes than who they belong to or cane from?

For me some of both. It is definitely a lot more sexy if they belong to a SO

Nylons - garter belts or thigh highs?? And sheer or net patterned..? For me it's the feel of the nylons so whilst nets and patterns can really look stunning they don't feel as silky sexy on my legs.

Sheer all day every day

Garter belts always over hold ups, but also love the feel of pantyhose too

Staying smooth - anyone found a remover that doesn't sting the parts you don't want to sting??

Experimenting with Magic shaving powder Gold at the moment

 

[LucyCanyon]

For me some of both. It is definitely a lot more sexy if they belong to a SO



Sheer all day every day

Garter belts always over hold ups, but also love the feel of pantyhose too



Experimenting with Magic shaving powder Gold at the moment

Sheer for me too, and have never really got into tights/pantyhose... though the seamfree ones are tempting.... Holdups every day I can though, so easy and still sexy sensations

Not heard of that shaving powder, will see what I can find, thanks!

Lx

 

[SweetAnnie40]

Fishnets can look sexy I guess but every time I've worn them it has become a fiasco. I'm pretty sure I got rid of my last pair of pantyhose (ugh). Thigh highs and garters for me most every day.

I asked hubby about the question of purchased women's clothes or clothes from an intimate friend. He finds them both to be very exciting but admitted that things owned/worn by a woman and given to him or he could borrow are a little more special. I can concur that he always got more aroused when I would "make" him wear my things.

 

[LucyCanyon]

Fishnets can look sexy I guess but every time I've worn them it has become a fiasco. I'm pretty sure I got rid of my last pair of pantyhose (ugh). Thigh highs and garters for me most every day.

I asked hubby about the question of purchased women's clothes or clothes from an intimate friend. He finds them both to be very exciting but admitted that things owned/worn by a woman and given to him or he could borrow are a little more special. I can concur that he always got more aroused when I would "make" him wear my things.

There's almost three levels here... borrowed without the owner knowing is sexy in that it's an added taboo to just wearing such sensual garments. Wearing something gifted is a shared experience and has a different feel again as the FWB wants to see me in her things. Then there's the 'forced' as you describe Annie, and I have no idea how that feels, as it's not a place I have been with anyone.