Annie's Sissy Help Line

[Sissy_Trish]

Home of Frequently Asked Sissy Questions

Will you make me a sissy, tell me everything to do, make sure I cum a lot, while I respond with maybe a short sentence pushing you to do more?

Sorry to start with the harsh one, but the answer is no on many levels. While I feel I am a kind and generous person and I do enjoy playing around on literotica, I tend to reserve my attentions for those who participate equally and honestly are other women. Asking anyone on here for something is something you have to be polite about and make sure you are reciprocal otherwise you're just being rude wanting to jack off in your panties. You don't need me for that.

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https://www.jodymichael.com/wp-content/uploads/2019/11/linear-v-non-linear.jpg

It isn't an answer but maybe my husband's experience might provide some perspective. In the end, it doesn't matter why. I haven't talked to a sissy yet who could seriously say they could give it up tomorrow and never think about it the rest of their lives. Sissies are hooked and hooked hard. Luckily it is a rather sexy addiction that causes no health problems, doesn't have to be expensive, and can be done in private for the most part.

Next question?

Wow..........Brilliant, concise and to the point

 

[SweetAnnie40]

Thank you my sissies.

 

[PinkPanties4me]

I'm sorry to hear you're in such a struggle, Bittersweet. I'm going to assume that you don't think you could dare broach the subject with your wife. I understand that you feel like as manly as you turned out, you could never enjoy what you crave.

So first, they make big panties, honey. You'd have to graduate from stealing your wife's but it would just be a simple trip to the Plus-size women's shop (Torrid, Lane Bryant, etc.) to pick up panties, bras, all sorts of sexy sissy things. They even make high heels up to size 16 feet (see Pleaser brand).

Second, don't worry about what you might look like, enjoy how you feel. Enjoy the feel of the panties, lingerie, makeup, heels, etc. With privacy and planning, you can enjoy these things and then put them away before being with your family again.

Third, it isn't either/or. You can be a manly man and have manly man sex with your wife, be the big strong father for your kids and all that. AND have times when you want to feel feminine, when you want to take out that realistic cock dildo you hide away and suck it like a slut and feel it push into you and fuck you. You can have both.

Not sure if this helps at all but welcome here

So well put...thank you ...

 

[irishblade]

Thank you my sissies.

I will say...going into public is the terrifying part. I have never heard of Torrid and I’ve never been in a Lane Bryant but shopping in the women’s section would be a big mindfuck. And I know, just say it’s for your wife. I’ve tried that. It doesn’t comfort my nerves hahaha

 

[emmcee_M_Aussie]

Yes Irish, it is a brain strain BUT, once you take that first step, it is amazing how much easier it gets. While I am an Aussie and we don't have Lane Bryant stores here, I chat regularly on another site where LB has a great reputation for being sensitive and responsive to males buying lingerie/underwear. I almost always buy in store and try it on. Most recently in Target (I was out of my home town at the time - that provides a bit of a safety net too!).

Ultimately the sales staff are interested in making a sale. I had a lot of nerves early on and got all sorts of consoling and friendly comments from the ladies who served me and helped with adjusting my bra for the best fit. Even a few compliments on how well it fit and my current choice of bra.

Wearing in public under your street clothes is also a good first step. In cooler weather and under a couple of layers, nobody will know except you. Sweet Annie once encouraged (dared!!) me to wear a black bra under a white shirt while out and about. Only a couple of women even raised an eyebrow. It is the thought rather than the reality that is frightening. Go for it!

 

[SweetAnnie40]

I will say...going into public is the terrifying part. I have never heard of Torrid and I’ve never been in a Lane Bryant but shopping in the women’s section would be a big mindfuck. And I know, just say it’s for your wife. I’ve tried that. It doesn’t comfort my nerves hahaha

My hubby finds that nervousness to be erotic, a sort of hidden 'humiliation' but also a kind of refreshing acceptance by the women when he tells them it is for him. He loves shopping in such stores these days (and actually ever since he got up the nerve to do it back in his early 20s.)

 

[SweetAnnie40]

Yes Irish, it is a brain strain BUT, once you take that first step, it is amazing how much easier it gets. While I am an Aussie and we don't have Lane Bryant stores here, I chat regularly on another site where LB has a great reputation for being sensitive and responsive to males buying lingerie/underwear. I almost always buy in store and try it on. Most recently in Target (I was out of my home town at the time - that provides a bit of a safety net too!).

Ultimately the sales staff are interested in making a sale. I had a lot of nerves early on and got all sorts of consoling and friendly comments from the ladies who served me and helped with adjusting my bra for the best fit. Even a few compliments on how well it fit and my current choice of bra.

Wearing in public under your street clothes is also a good first step. In cooler weather and under a couple of layers, nobody will know except you. Sweet Annie once encouraged (dared!!) me to wear a black bra under a white shirt while out and about. Only a couple of women even raised an eyebrow. It is the thought rather than the reality that is frightening. Go for it!

Well put. These days cultural sensitivity is paramount and store chains want to make money so the message is clear to their staff to support crossdressers just like other customers. Take the dive, the water is safe.

 

[SweetAnnie40]

Here you go! Annie's Super Sissy Idea List!

http://forum.literotica.com/showthread.php?p=92633354#post92633354

Further entry suggestions are welcome and subject to editorial approval.

 

[betabrad]

Maybe i can blame it on the pandemic and having to stay home a lot more. But it seems my sissy desires are becoming stronger. Lately I've become addicted to sissy porn and i've also become addicted to looking at and thinking about big hard cocks - I cant stop thinking of sucking cock and being fucked.

Also, I just got back from the grocery store and i just felt i had to pick up some deodorant that was made for women ( baby powder scented) and also some shower to shower body powder ( again the pink bottle) . I know is sounds like i'm going too far with the baby powder scent - i promise i'll be careful and wont use both at the same time. I just felt I wanted something that smelled pretty . It was just a little thing i wanted to do to help me feel more feminine. I'm still thinking about shaving my legs and i still cant decide whether i want to actually shave them or use Nair - which one is better ? Of course I do already have a razor to shave my legs , if Nair is the better route then that would mean another trip to the store and possible embarrassment of buying Nair.

Do you have any suggestions of maybe some type of perfume that i could buy to help me smell pretty ? Preferably something available at the drug store, unless you can convince me get something at Macy's or maybe Bath and Body Works.

My desires to do small things to help me feel more sissy are growing.

 

[SweetAnnie40]

Maybe i can blame it on the pandemic and having to stay home a lot more. But it seems my sissy desires are becoming stronger. Lately I've become addicted to sissy porn and i've also become addicted to looking at and thinking about big hard cocks - I cant stop thinking of sucking cock and being fucked.

Also, I just got back from the grocery store and i just felt i had to pick up some deodorant that was made for women ( baby powder scented) and also some shower to shower body powder ( again the pink bottle) . I know is sounds like i'm going too far with the baby powder scent - i promise i'll be careful and wont use both at the same time. I just felt I wanted something that smelled pretty . It was just a little thing i wanted to do to help me feel more feminine. I'm still thinking about shaving my legs and i still cant decide whether i want to actually shave them or use Nair - which one is better ? Of course I do already have a razor to shave my legs , if Nair is the better route then that would mean another trip to the store and possible embarrassment of buying Nair.

Do you have any suggestions of maybe some type of perfume that i could buy to help me smell pretty ? Preferably something available at the drug store, unless you can convince me get something at Macy's or maybe Bath and Body Works.

My desires to do small things to help me feel more sissy are growing.

Check out the Frequently Asked Questions near the top of this thread about shaving. I'll add your question about perfume to the FAQ.

 

[Sissy_Trish]

I might have found the perfect sissy, relaxing in some silky satin

https://cdn012.bdsmlr.com/uploads/photos/2020/07/623870/bdsmlr-623870-Fq0IK9fzS9.jpg

 

[SweetAnnie40]

I might have found the perfect sissy, relaxing in some silky satin

Very beautiful... hard to tell though... I guess I'd put my $1 on female.

 

[Sissy_Trish]

Very beautiful... hard to tell though... I guess I'd put my $1 on female.

I figured the jaw line and the dimple on the chin was the deciding factor for me....I'll double down on male

 

[betabrad]

Has anyone read this book ? I think I'll be going to my local Barnes and Noble soon and see if they have it or if i can order it. It looks like a good book for any sissy , or anyone who loves a sissy, to read.

https://www.amazon.com/Sissy-Coming...dchild=1&keywords=sissy&qid=1595791054&sr=8-2

 

[guns4444]

Am i still considered a sissy if i dont want to dress, but yearn to be sexually submissive and obey orders from a woman or a man? I dont fantasize about dressing, but a dominant woman or man could probably get me to do so behind closed doors only

 

[SweetAnnie40]

Has anyone read this book ? I think I'll be going to my local Barnes and Noble soon and see if they have it or if i can order it. It looks like a good book for any sissy , or anyone who loves a sissy, to read.

https://www.amazon.com/Sissy-Coming...dchild=1&keywords=sissy&qid=1595791054&sr=8-2

Certainly topically appropriate but I haven't read it so I don't know if the contents make sense. If you get it, let us know what you think.

 

[SweetAnnie40]

Am i still considered a sissy if i dont want to dress, but yearn to be sexually submissive and obey orders from a woman or a man? I dont fantasize about dressing, but a dominant woman or man could probably get me to do so behind closed doors only

I guess from what I've heard, the dressing and feminization is a pretty important part. I'd say it is a necessary part of being a sissy. But even if you aren't a sissy, you have some clear desires: bisexualism, submissive. You don't have to be a sissy to enjoy them I'm sure.

 

[Sissy_Trish]

I have a dilemma. I think I do anyway.

My story is a long one and I won't dive too deeply there because I'm sure it's very similar to what other sissies have experienced. I found myself trying panties, my mother's, my girlfriend's. I came to grips at some point with the fact that I was bisexual and did in fact get off to not only cock, but men.

Not sure I took the traditional route if there is such a thing. But my route was liking women, and damn near obsessively. I think
I wanted women so bad I eventually wanted to feel like one (wearing panties and the like). Couple that with my early attraction to cock, and I found shemales through porn, then sissy porn, then wanting men and wanting to be their plaything.

But when I was younger, I could sort of experiment more freely. I could try on panties and even fully crossdress. I know it was the taboo that gave me the thrill. I can remember pursing my red lips in the mirror and leaking through my stolen panties just at the sight of it. I bought toys in secret and fucked myself silly.

Then it seemed like a switch was flipped. My body fully developed in adulthood. Now... I guess the best way to describe it is... I've become the man I used to fantasize about. Tall. Broad. Thick. Somewhat muscular. Manly. The only reason I see this as troubling is for the sole reason that I can no longer fit into any tiny panties or outfits, not even if I had the rare opportunity to try. I've become a father, a worker. A somewhat imposing person.

But my darkest fantasies are still there and they are never going away. To be taken like a sissy. To be used by a man for pleasure. To wear those silky things. To feel that way, like a woman, or at the very least a submissive sissy gurl. I can dream but I can't even pretend to play the part anymore. I look like the things sissies dream about. A hulking monster of a man. But there's a sissy in me still. Fantasies are just that. Fantasies.

I don't know if this really counts as a question, but I'm not sure how to cope. This site is about as close to I can get to people who accept and understand my fantasies. I don't have the understanding spouse or friend. Just me. Alone.

How do I even reconcile that? Wanting to be the sissy bottom, but being the embodiment of the alpha top?

I don't guess there has to be an answer. Just the chance to put it out there is better than I've ever had. But any thoughts are welcome.

Great thread Annie.

I can say for sure there are many men in the same situation out there..maybe not your size and I am not sure that would prevent you from finding things to wear. My wife and I were at an early Christmas party and I kind of over served myself and we were at at table tucked away from most of the people that were there. So we were able to hold a conversation...

What lead up to this was my wife wore Victoria Secret Satin Bra and Panties...and I loved running my hands over her and her undies while she was wearing them too...LOL. 3

well any way back to the conversation at the table....she asked me what I wanted for Christmas and I just blurted out I wanted satin panties....she looked at me kind of weird...and who wouldn't, and said we'll see .

Christmas day and I had completely forgotten the conversation and we let our young children open their presents first and then we opened ours. My wife always has an order in which you open presents so it wasn't any thing unusual. I got down to two fairly large boxes like shirts or pants would come in....I took the wrapping paper off and there was a box from Victoria Secret...I;m figuring my sife ran out of boxes and re used one to box my things in. I opened the box to find my first dozen pairs of satin panties.......my jaw dropped. I looked over at my wife and she had a smile on her face and said "Merry Christmas" She could tell I was kind of surprised and happy...she had to prompt me to open the remaining box, which I did

Yhe next box was also from Victoria Secret also.....I'm thinking more panties? Something better....3 sets of satin PJ's. I walked over with a big grin and gave her a kiss and said this was a very nice Christmas. Needless to say it wasn't long before I excused my self so I could change my boxers out for a pair of satin briefs.

The reaction was instant for Mr. Happy he loved them. I came back into the living room, kids still playing with their new toys...My wifI told e noticed my problem and said I might want to change because we were going to her parents house for Christmas Brunch. Damn! I didn't want to take them off and said I keep things under control......

Our Christmas party happened later that night when I slipped into my satin pj's. They were nice to wear, if you like sleeping all night with your kick stand out all night.

One of the routes to take is just be upfront with what your desires are, and if a little alcohol is needed before the question is popped...do so. Wanting the full blown sissy routine...like you that only plays out in my mind like you. But heck I have the clothes to do it in...that was many years ago and she still every now and again buts me something special that I will like.

I hope this help or gave you a way to test the waters......

 

[stargame]

I do have a question, I tend to wear bikini panties most of the time, and I save my satin panties for special occasions or when ever I am feeling particularly feminine, which is most of the time now. I also love anything lace and have several lace thongs. Oh and I wear a camisole more abd more. My question is what can I find to wear that will ready take me over the top and solidify my feelings of being a female?

 

[richgo50]

I do have a question, I tend to wear bikini panties most of the time, and I save my satin panties for special occasions or when ever I am feeling particularly feminine, which is most of the time now. I also love anything lace and have several lace thongs. Oh and I wear a camisole more abd more. My question is what can I find to wear that will ready take me over the top and solidify my feelings of being a female?

For me it is high heels and stockings or thigh hi's, really turns me on.

 

[SweetAnnie40]

I do have a question, I tend to wear bikini panties most of the time, and I save my satin panties for special occasions or when ever I am feeling particularly feminine, which is most of the time now. I also love anything lace and have several lace thongs. Oh and I wear a camisole more abd more. My question is what can I find to wear that will ready take me over the top and solidify my feelings of being a female?

Hmm, I would recommend you find a bra... or thigh highs (which would be more concealable). Heels really change your legs and posture. A corset would really make you feel different, though it is the most expensive option. Bras and heels you can find at a second hand store or discount store.

 

[LucyCanyon]

I do have a question, I tend to wear bikini panties most of the time, and I save my satin panties for special occasions or when ever I am feeling particularly feminine, which is most of the time now. I also love anything lace and have several lace thongs. Oh and I wear a camisole more abd more. My question is what can I find to wear that will ready take me over the top and solidify my feelings of being a female?

Hi, agree with both answers but ... garter belt and heels especially do it for me. A proper non-stretch stocking too, and smooth flesh on which it all glides. Bra and breast forms ... but we are moving towards not just feeling but looking femme, how far do you want to go?

 

[ChasBozwell30]

I've definately got submissive/sissy fantasies. I've not had the opportunity to explore them, but i know i would at the drop of the hat. There's a lot going on there, the want to submit, to be pretty, to be used. Losing control.

It's a fantasy that i find becomes only more complicated and intricate, and exciting, over time...

I guess if i had a question, it would be if anyone had lived out the fantasy, did it live up to expectations?

 

[SweetAnnie40]

I've definately got submissive/sissy fantasies. I've not had the opportunity to explore them, but i know i would at the drop of the hat. There's a lot going on there, the want to submit, to be pretty, to be used. Losing control.

It's a fantasy that i find becomes only more complicated and intricate, and exciting, over time...

I guess if i had a question, it would be if anyone had lived out the fantasy, did it live up to expectations?

I would say my hubby has done a pretty good job living out the fantasy. I mean we have people living in the house with us so he dresses like a man every day but only wears lingerie underneath (owns no male underwear). He dresses sissy for our sex times and wears only lingerie to bed to sleep. We've explored a lot of things and his excitement for it all seems to only grow so I expect he'd say it lived up to his expectations.

Now I think you'll always try things until you reach something that doesn't turn you on or the real doesn't match your fantasy and that's your limit. But just stick to the things that do feel as good or better than fantasy. Plenty of things fall under that list to hubby but there have been some things we've tried with him that we never repeated.

 

[OpenMouth]

The topic of which apparel has what appeal - borrowed, gifted or forced - omitted purchased in store. I buy my bras and get matching panties in lingerie stores where I get the assistant to help with fitting. It is affirming to hear from a lady that my lingerie fits well and get her suggestions on what to try.

How I would love to experience that but I do relish the anticipation and act of buying lingerie. I fantasise about it for days before and it probably constitutes the majority of my CDing excitement.