Annie's Sissy Help Line

[SweetAnnie40]

Every time I go outdoor I get so sad because of being so jealous on how beautiful and sexy clothing women can wear.

Today I saw a woman in one of the biggest and most crowded shopping centers wearing basically only a thong and a small tight boob tube. She was tall and 10 star sexy body. Her ass was completely exposed in just the thong. Actually she also wore see through pants but they were so extremely see through, like more see through than the most sexy bed time lingerie, They were so see through it's like hard to even notice the pants. They don't prevent the slightest from seeing skin color and every bit of her legs and ass. Even when she's like 50 yards away I can see her walking and swining her ass with her black thong clearly displayed.

She's basically living my dream life... I just break down completely thinking about how nice it would be.

Even cross dressing has its limits. I would really be forced to wear an entire full body fake women latex suit if I want to go as far as she did.. i wouldn't be able to walk around in just a thong without my balls and big cock being clearly visible. But it's also not as fun to wear such a tank suit because I want to show myself of, not dress for some kind of sexy masquerade or something.

I'm sorry to hear that it causes you that much distress. I don't think I'll be surprising you that 99% of women feel the same way. We'll never look like the woman you describe. She is a rare outlier. Only one of her in the whole crowded mall I'd wager. For us it comes with every "fashion" magazine cover in the check-out line, all the beautiful actresses that populate TV land, and a lot of our favorite musicians have to be talented and drop dead gorgeous. Of course a lot of that is a lot of help from stylists, hairdressers, makeup artists, photoshop, great clothes, paid trainers and dieticians. Almost all these women make the financial and personal commitment and sacrifice to have those bodies and live that way because of the professional payoff.

Maybe it would help to enjoy the thought of feeling and looking like a normal, pretty woman. We have curves and flaws. We aren't air-brushed. But we love sex and feeling sexy in sexy clothes. We love to be desired and to desire others. You don't have to look like a runway model to feel like a sexual woman.

 

[cuckoldbill]

Maybe it would help to enjoy the thought of feeling and looking like a normal, pretty woman. We have curves and flaws. We aren't air-brushed. But we love sex and feeling sexy in sexy clothes. We love to be desired and to desire others. You don't have to look like a runway model to feel like a sexual woman.[/QUOTE]

Annie, this is so very true. Let’s all enjoy and be proud of what we’ve got. We are what we are and let’s make the most of it and be happy. Ignore the fashion and size police . Just have funx

 

[irishblade]

I was looking for a good online guide and came across this. Scroll down to see Avery's photos. Katie and Laura love their sissy customers!

https://www.fancysatinpanty.com/men-wearing-womens-panties-help-and-info

Back to bra sizing, here is a good site. It will be the same for you sissies but you have to decide what size breasts you want to have (stuffed or breast forms). If you don't plan to enjoy breasts, I would suggest the smallest cup size you can get (depends on the band size).

So do the measurements to see.
https://cacique.lanebryant.com/content/bra-guide

Katie and Laura’s page is amazing. So fun and flirty!

 

[switchitter13]

Hi....im a little dicked bi submissive mwm...pussy free for 10 years...turnedme to cock..always was bi curious...now I started watching sissy hypno vids...dang...now am a closet pantie wearer and want strong dominant men to use me like i was a girl...normal guy in every other way lol..if that's possible.

 

[Bittersweet1215]

I agree with you that you don't need to be a runway model but I'm not even a woman... I'm a man... or a sissy.... and that makes me so sad. I would prefer if I was a short chubby woman instead of a handsome man. If I was teleported by magic into a chubby woman's body then I would turn it into a slim body easy. I currently and have my entire life always been slim with minimal amount of fat, always lean and mean, sexy body for a man, and I do it almost effortlessly. I mean there is some effort, because when I eat for example a bag of chips, once i'm a third of the way through it, I would enjoy to keep eating the entire bag but I think it's important to take care of your health so I just put the bag away for the day. It doesn't take that much effort really, but I know every one is different, for example some people have it so easy to go to work every day, a full time job where they wake up in the morning after 4-7 hours of sleep and then spend all day at work and life just becomes all about work, but they accept and do it rather easily, but for me it's a nightmare.

But I think one of the reasons I don't like going to work is because I have to go to work as a man, and socialize as a man instead of as a woman.

So I wasn't really focusing too much on how she was a 10 stars woman, but more about how she can walk around in such clothing in such a crowded and public area, only a thong which barely covers her privates, and then a tight little boob tube. This isn't a beach area even, so everyone else is much more well dressed. I wouldn't be able to do that even if a attempt to crossdress with my long hair, makeup and women clothing and stuffed strapless bra under the boob tube, because of my big dick which creates the big bulge in my panties/thong. I think crossdressing is still exciting and i know I'm a sissy but I don't think i'll be ever really happy. Actually maybe I could become happy enough if I had the right partner, but I have 0% hope that I'm ever going to meet the right kind of partner who likes me. I'm going to grow old as lonesome and sad sissy/man.... crossdressing in secret outdoor among strangers who don't know me, but pretending to be a regular man among friends/family/collegues.

Same. I could never pull it off with the best of help and forget passing. I'm more the type that many sissies would actually dream to be with. Too big and masculine and my life is already built as a man. Short of shattering it all and starting with a clean slate I'd have no way of ever becoming anything close to what you were describing.

What I take peace in doing is in fantasizing and exploring in what little private time I have. I may never come close to looking the part or being the part but when I'm alone I can feel the part. Cock still feels amazing. Men still turn me on. Panties and silky clothes still make me feel like a slut so that stuff is still what I fantasize about. I still embrace all that stuff as part of who I am and what I like. Guess that's the part that's hard for any of us wishing there was a magic pill or something.

But I'm in the same boat. Seems like fantasy is all it can be.

 

[SweetAnnie40]

I agree with you that you don't need to be a runway model but I'm not even a woman... I'm a man... or a sissy.... and that makes me so sad. I would prefer if I was a short chubby woman instead of a handsome man. If I was teleported by magic into a chubby woman's body then I would turn it into a slim body easy. I currently and have my entire life always been slim with minimal amount of fat, always lean and mean, sexy body for a man, and I do it almost effortlessly. I mean there is some effort, because when I eat for example a bag of chips, once i'm a third of the way through it, I would enjoy to keep eating the entire bag but I think it's important to take care of your health so I just put the bag away for the day. It doesn't take that much effort really, but I know every one is different, for example some people have it so easy to go to work every day, a full time job where they wake up in the morning after 4-7 hours of sleep and then spend all day at work and life just becomes all about work, but they accept and do it rather easily, but for me it's a nightmare.

But I think one of the reasons I don't like going to work is because I have to go to work as a man, and socialize as a man instead of as a woman.

So I wasn't really focusing too much on how she was a 10 stars woman, but more about how she can walk around in such clothing in such a crowded and public area, only a thong which barely covers her privates, and then a tight little boob tube. This isn't a beach area even, so everyone else is much more well dressed. I wouldn't be able to do that even if a attempt to crossdress with my long hair, makeup and women clothing and stuffed strapless bra under the boob tube, because of my big dick which creates the big bulge in my panties/thong. I think crossdressing is still exciting and i know I'm a sissy but I don't think i'll be ever really happy. Actually maybe I could become happy enough if I had the right partner, but I have 0% hope that I'm ever going to meet the right kind of partner who likes me. I'm going to grow old as lonesome and sad sissy/man.... crossdressing in secret outdoor among strangers who don't know me, but pretending to be a regular man among friends/family/collegues.

Well, unless you are the tiny fraction of sissies who really want to tackle sexual reassignment and living full-time as a woman (or even without the surgery)... taking on all the mundane hurdles to change your life around, all your relationships, your work... then dress-up time and fantasies are what you can have. Just think of all the poor men out there who will never have the pleasure of pulling up a pair of panties, dressing like a woman, or opening their legs wide for cock-invader to make them feel full and so feminine.

Incidentally, I'm glad being trim and healthy is 'almost effortless' for you, but you are quite the outlier in my experience. There are many reasons why a woman might be heavy including medications she might have to take. I hope you remember that even women who aren't trim and slender are beautiful people.

 

[SweetAnnie40]

Hi....im a little dicked bi submissive mwm...pussy free for 10 years...turnedme to cock..always was bi curious...now I started watching sissy hypno vids...dang...now am a closet pantie wearer and want strong dominant men to use me like i was a girl...normal guy in every other way lol..if that's possible.

For the first couple years after Hubby confessed to me he was a sissy, it was pretty confined to the bedroom. Well, he wanted to wear panties every day but even I felt he was a "normal guy" outside of play times. He's evolved since then to play with presenting as female in mundane and public situations but still the majority of our life together feels pretty normal.

 

[StupidDoes]

Wow, great forum thread here. like a light house in the sea of confusion. thanks for this. definjtly subscribing and listening. i was just amazed reading..like my mind was being read. ty!

 

[SweetAnnie40]

Glad you find it helpful. Don't hesitate to ask questions or share your story.

 

[SweetAnnie40]

so very possible, i am just like you pertaining to your love of sissy porn, pantys, and the desire to be the slutty bottom to a handsome stud, but I still omit the masculine side when Im not exploring my Fem side. I have a few real life dildos in differant sizes . it helps on those nights when the desires are strong.

Do what you can to live your truth and embrace your true sexuality. If that does not include being with other men for real, enjoy your cock-dildos and your sissy dressing. You can always share your fantasies and desires here.

 

[precummer]

Not looking for humiliation. would like encouragement, positive affirmation. works for me.

 

[Easyvirtue]

I just wish my wife would understand my desires and realize how better our relationship could be if I didn’t have to suppress my desires. I have begun to resent her for keeping me from living how I feel I need to live. Now mind you I don’t mean to dress daily or go out in fem., I like to keep it in the home and for sexual purposes only!

 

[StupidDoes]

Glad you find it helpful. Don't hesitate to ask questions or share your story.

I feel a bit like the men you described in your original post...live the vanilla life but love getting completly feminized..shaving my body all of it..cross dressed a few timss under the guise of halloween but felt so comfortable in heels. married now and all that so exploring this side of me is not happening. living in a sexless marriage with a very vanilla wife very opposed to any kink..shes not against people that do..just not her thing and when i broached the subjsct i got a moat negative respknse..

so i explored onlien for awhile but it has lately become too challenigg to explore my sissy side and maintain a vanilla exiatence.

thought about exploring outside but dont want to physically do that juzt for an orgasm as you mentioned early in the thread..so maybe ons day explore it more but honestly i'll be 50 soon so i dont expect to be actove like that for much longer.

so here i am...enjoying from a distance wiahing i had more open friends to explore with.

 

[SweetAnnie40]

Not looking for humiliation. would like encouragement, positive affirmation. works for me.

My hubby is the same way, mostly. He craves affirmation, support, and encouragement to be as sissy and feminine as he can be.

 

[SweetAnnie40]

I feel a bit like the men you described in your original post...live the vanilla life but love getting completly feminized..shaving my body all of it..cross dressed a few timss under the guise of halloween but felt so comfortable in heels. married now and all that so exploring this side of me is not happening. living in a sexless marriage with a very vanilla wife very opposed to any kink..shes not against people that do..just not her thing and when i broached the subjsct i got a moat negative respknse..

so i explored onlien for awhile but it has lately become too challenigg to explore my sissy side and maintain a vanilla exiatence.

thought about exploring outside but dont want to physically do that juzt for an orgasm as you mentioned early in the thread..so maybe ons day explore it more but honestly i'll be 50 soon so i dont expect to be actove like that for much longer.

so here i am...enjoying from a distance wiahing i had more open friends to explore with.

I suspect many of your gurls are in the same boat. I'm sad that you can't embrace your sissy sides in your lives. I hope you can enjoy it even vicariously through the stories and experiences here.

 

[StupidDoes]

I suspect many of your gurls are in the same boat. I'm sad that you can't embrace your sissy sides in your lives. I hope you can enjoy it even vicariously through the stories and experiences here.

thank you! and i do try and finding you and this thread was like a ray of sunshine. it makes me hooeful when seeing there are others put there and women that do enjoy and embrace fheir sissy men

 

[Crios]

I suspect many of your gurls are in the same boat. I'm sad that you can't embrace your sissy sides in your lives. I hope you can enjoy it even vicariously through the stories and experiences here.

Thanks for providing the forum for us gurls, Annie!
I'm in the situation you describe. I dearly love my wife so I keep this side of me hidden since she would never understand. Many years ago when we were first married, she told me, "Don't ever become a dirty old man." If she discovered my desire to be en femme, she'd consider that "dirty old man" behavior

 

[LucyCanyon]

thank you! and i do try and finding you and this thread was like a ray of sunshine. it makes me hooeful when seeing there are others put there and women that do enjoy and embrace fheir sissy men

Hey, this thread and a few others has some very understanding and supportive women, and even more gurls... As Annie notes there are many of us who enjoy being femme but without the desire for humiliation or even the desire for men! I have loved the sensual feel of nylons and skirts for long years, tried a few times to get the SO to appreciate the kink but to no avail. As it appears deep seated within me then trying to not do this doesn't work. Having to have a separate femme life is a compromise, and it's not about sex and orgasms alone but about comfort in ones skin. I have reconciled myself to being femme with those who appreciate it, which has included meeting a few women and gurls and indeed occasionally some physical fun but... the enjoyment I will get the next two nights when Lucy relaxes in an apartment after working away is what it's all about. There will be no one to see - though I like to share pics after - and I will do routine things like cooking, reading, some work, watching a film, maybe a walk out - and it will be just fab!

Enjoy and know that many many people are supportive of where you are Lxxx

 

[Crios]

Hey, this thread and a few others has some very understanding and supportive women, and even more gurls... As Annie notes there are many of us who enjoy being femme but without the desire for humiliation or even the desire for men! I have loved the sensual feel of nylons and skirts for long years, tried a few times to get the SO to appreciate the kink but to no avail. As it appears deep seated within me then trying to not do this doesn't work. Having to have a separate femme life is a compromise, and it's not about sex and orgasms alone but about comfort in ones skin. I have reconciled myself to being femme with those who appreciate it, which has included meeting a few women and gurls and indeed occasionally some physical fun but... the enjoyment I will get the next two nights when Lucy relaxes in an apartment after working away is what it's all about. There will be no one to see - though I like to share pics after - and I will do routine things like cooking, reading, some work, watching a film, maybe a walk out - and it will be just fab!

Enjoy and know that many many people are supportive of where you are Lxxx

It's interesting reading some of the advice columns on the web. And we all know you CAN believe everything you read on the Internet! Anyway, I recently ran across one that talked about crossdressing and pegging. According to the author, many men like being pegged (I'm one of them!) but it doesn't mean they're gay or bisexual. However, the author then seemed to infer that crossdressing was a bit different and required a much more nuanced discussion about gender roles.

 

[Iris_66]

It's interesting reading some of the advice columns on the web. And we all know you CAN believe everything you read on the Internet! Anyway, I recently ran across one that talked about crossdressing and pegging. According to the author, many men like being pegged (I'm one of them!) but it doesn't mean they're gay or bisexual. However, the author then seemed to infer that crossdressing was a bit different and required a much more nuanced discussion about gender roles.

That’s an interesting thought, does the author say why cross dressing is different than other behaviours?

Having read around, and being similarly to Lucy only attracted to females, I get that cross dressing is far less attractive to women, but there are some out there.

Feminisation (as distinct to cross dressing) is another sub genre, but I wonder if we should stop trying to pidgin hole ourselves and just enjoy being happy with who we are

 

[Crios]

That’s an interesting thought, does the author say why cross dressing is different than other behaviours?

Having read around, and being similarly to Lucy only attracted to females, I get that cross dressing is far less attractive to women, but there are some out there.

Feminisation (as distinct to cross dressing) is another sub genre, but I wonder if we should stop trying to pidgin hole ourselves and just enjoy being happy with who we are

The author was somewhat vague.
Other "advice columns" seemed to be much more in line with what you and Lucy experience.

In my case, I AM interested in experiencing other male's "equipment," both oral and anal, however, I would never cheat on my wife so it's just fantasy for me.

 

[Iris_66]

The author was somewhat vague.
Other "advice columns" seemed to be much more in line with what you and Lucy experience.

In my case, I AM interested in experiencing other male's "equipment," both oral and anal, however, I would never cheat on my wife so it's just fantasy for me.

For what it’s worth, I had a big ‘chat’ with my wife, where we both talked frankly and honestly about our respective sexuality and what worked for us both.

I am lucky that she has not only accepted me as I am, but embraced it (me), as I have for her. Annie and her Sissy Hub have reached a good place, as she has told in the forum, but it hasn’t been without lots of talk and mutual understanding.

That being said, my previous wife completely rejected it (me), so I am painfully aware that this is a risky conversation to have

I would never advise anyone to open a box that can never be closed, that needs to be wholly your decision. Only you know your wife and how she may respond or react. The consequences can be life changing for you, and can involve third parties such as children

 

[LucyCanyon]

That’s an interesting thought, does the author say why cross dressing is different than other behaviours?

Having read around, and being similarly to Lucy only attracted to females, I get that cross dressing is far less attractive to women, but there are some out there.

Feminisation (as distinct to cross dressing) is another sub genre, but I wonder if we should stop trying to pidgin hole ourselves and just enjoy being happy with who we are

Interesting indeed that cross dressing is somehow more indicative of bi/gay tendencies when clothing is really an arbitrary society choice. If we believe the historical paintings and books then 'hose' were a male clothing item for many years in Elizabethan times over here... why is wearing them now viewed so differently ( not that I do, always stockings or thigh highs )

And why is it only men that cross dress, when women wear trousers and shorts all the time??

 

[Iris_66]

Interesting indeed that cross dressing is somehow more indicative of bi/gay tendencies when clothing is really an arbitrary society choice. If we believe the historical paintings and books then 'hose' were a male clothing item for many years in Elizabethan times over here... why is wearing them now viewed so differently ( not that I do, always stockings or thigh highs )

And why is it only men that cross dress, when women wear trousers and shorts all the time??

A lot of good points there Lucy, hope you are well and healthy

I think there was a lot of resistance to women (especially in the UK) wearing trousers (pants) in the inter and post -war years, and they fought their battle and won, as you say, no one bats an eyelid now

Putting kilts to one side, in the 1980’s there was a bit of a movement, especially some of the New Romantics, but that faded

As you say, it does seem odd that pretty much every previously considered ‘taboo’ custom and practice has become normalised and accepted, but the clothes men wear has become ‘the last taboo’ - why??

 

[Crios]

A lot of good points there Lucy, hope you are well and healthy

I think there was a lot of resistance to women (especially in the UK) wearing trousers (pants) in the inter and post -war years, and they fought their battle and won, as you say, no one bats an eyelid now

Putting kilts to one side, in the 1980’s there was a bit of a movement, especially some of the New Romantics, but that faded

As you say, it does seem odd that pretty much every previously considered ‘taboo’ custom and practice has become normalised and accepted, but the clothes men wear has become ‘the last taboo’ - why??

I think, unfortunately, there are still people who are biased against women that wear pants. They're stupid, uneducated, bigoted people. They assume just because a woman wears slacks, she's a lesbian.