Annie's Sissy Help Line

[SweetAnnie40]

We don't just need this thread to be helped, knowing you support and live everything about what we are and do ... comes over in so many ways, thank you xx

But, now you come to mention it, I really could do with some help attaching these stockings and adjusting my panties

Here, stand straight and tall. Good posture is always sexy. That's it. See how that tugs on the garters in a delightful way? Exactly. Let me check your seams. Pretty good... a tug here and there... perfect. Now those panties. let me shift them around a little bit, see how they fit on you best... god what a cute ass! Good choice having that in a full cut satin panty. Really shows it off. There, smoothing it all over... hmm, your clitty is pretty excited, you might want to do something about that but your panties look totally girly on you now.

You're welcome.

 

[LucyCanyon]

Here, stand straight and tall. Good posture is always sexy. That's it. See how that tugs on the garters in a delightful way? Exactly. Let me check your seams. Pretty good... a tug here and there... perfect. Now those panties. let me shift them around a little bit, see how they fit on you best... god what a cute ass! Good choice having that in a full cut satin panty. Really shows it off. There, smoothing it all over... hmm, your clitty is pretty excited, you might want to do something about that but your panties look totally girly on you now.

You're welcome.

Mmm, thank you so much... I feel soooo much sexier now but I can't get my tight skirt on over my clitty without it showing... can you help me??

 

[SweetAnnie40]

Submitted a sissy story I wrote a couple years ago but finally polished up and submitted to Literotica. If you can't wait for their approval process, you can read it now here: http://forum.literotica.com/showpost.php?p=93828556&postcount=1775

 

[ChasBozwell30]

think i would enjoy dressing up, probably more fun with someone else though. it's a fantasy, a need, that only gets more compelling with time...

 

[SweetAnnie40]

think i would enjoy dressing up, probably more fun with someone else though. it's a fantasy, a need, that only gets more compelling with time...

That seems to be a consistent story. From what I've been told and demonstrated by my husband, it is a deep, powerful part of your identity and sexuality. Refusing it, denying it, hiding it, etc. will not make it go away. For your own well-being I would really suggest you embrace it as much as your home situation will allow. You know you have allies and playmates here. Not quite like being in person but we take what we can get.

 

[iwpsp]

That seems to be a consistent story. From what I've been told and demonstrated by my husband, it is a deep, powerful part of your identity and sexuality. Refusing it, denying it, hiding it, etc. will not make it go away. For your own well-being I would really suggest you embrace it as much as your home situation will allow. You know you have allies and playmates here. Not quite like being in person but we take what we can get.

Great advice!

I started wearing panties about a month ago after a 10 year break.

The past year has been tough on me as I'm sure it has been for everyone. I'm single so being stuck in the house almost 24/7 since March of 2020 really had an impact on my mental and physical health. I would leave the house twice a week to do grocery shopping, picking up things for around the house or picking up prescriptions and that's it. I tried to visit my parents at least twice a month and would pick up anything they needed and drop it off. I miss my coworkers and friends. I am fortunate to work from home so I get to talk to a lot of them on the phone but not the same as actually seeing them in person.

Over the past year I have been sad, felt very lonely, and felt very nostalgic, longing for simpler times. A female friend from work noticed that I didn't seem to be myself so we started chatting and I eventually told her about my love for wearing panties, that I hadn't done it in a very long time but that I had very strong need to want to wear them again.

She was super supportive and basically reminded me that we only live once so be happy. And that if wearing panties made me happy then I should do it. If only she weren't married...

So I've been wearing them again for about a month now. I started off buying some from a shop on Etsy that makes panties that fit men. Same materials, styles, prints/colors as women's panties. While they looked and felt similar to panties, they weren't panties. My friend had suggested trying hipsters since I don't like bikini or thongs. And I love wearing hipsters. They seem to fit me the best right now due to my weight. Can't explain the difference wearing panties has on my mood. They are actually comforting.

 

[SweetAnnie40]

Great advice!

I started wearing panties about a month ago after a 10 year break.

The past year has been tough on me as I'm sure it has been for everyone. I'm single so being stuck in the house almost 24/7 since March of 2020 really had an impact on my mental and physical health. I would leave the house twice a week to do grocery shopping, picking up things for around the house or picking up prescriptions and that's it. I tried to visit my parents at least twice a month and would pick up anything they needed and drop it off. I miss my coworkers and friends. I am fortunate to work from home so I get to talk to a lot of them on the phone but not the same as actually seeing them in person.

Over the past year I have been sad, felt very lonely, and felt very nostalgic, longing for simpler times. A female friend from work noticed that I didn't seem to be myself so we started chatting and I eventually told her about my love for wearing panties, that I hadn't done it in a very long time but that I had very strong need to want to wear them again.

She was super supportive and basically reminded me that we only live once so be happy. And that if wearing panties made me happy then I should do it. If only she weren't married...

So I've been wearing them again for about a month now. I started off buying some from a shop on Etsy that makes panties that fit men. Same materials, styles, prints/colors as women's panties. While they looked and felt similar to panties, they weren't panties. My friend had suggested trying hipsters since I don't like bikini or thongs. And I love wearing hipsters. They seem to fit me the best right now due to my weight. Can't explain the difference wearing panties has on my mood. They are actually comforting.

Thanks for sharing, honey. (Go Bucks!)

My husband tried those "made for men" ones but realized that if they weren't actually women's panties, it just didn't have the same impact to him. So he only wears lingerie, shoes, and clothes made for women.

Glad you have a 'supportive sister' like that. I know you said she's married but have you thought about other ways to enjoy your love of feminine things with her? Go shopping together (platonically)?

 

[ChasBozwell30]

That seems to be a consistent story. From what I've been told and demonstrated by my husband, it is a deep, powerful part of your identity and sexuality. Refusing it, denying it, hiding it, etc. will not make it go away. For your own well-being I would really suggest you embrace it as much as your home situation will allow. You know you have allies and playmates here. Not quite like being in person but we take what we can get.

Thank you, it's great to have a place to talk about these things. I havent met anyone irl to play with, so it's a bit overwhelming. What i've done so far has awoken things, certainly...

 

[SweetAnnie40]

Hello, Annie! Can you please give me some advice on what options are available when it comes to giving myself some kind of breasts? Sorry if it has already been asked, but I at least looked at the FAQ and didn't see the question there. I don't want any permanent breasts, I want to be able to put them on and off again. I would probably be fine with having them on for a few days before being able to take them off again if that's necessary.

I can't wait for the day I can walk outdoor and have everyone see me as a woman. I am hoping it will be enough with fake tits, make up, long women styled hair, women cloth and all body and face hair removed with IPL. I will be so nervous and trying to look for tells if someone sees through it all.

One site should give you all the knowledge you want and get you set up with a great pair of breasts. https://www.thebreastformstore.com/

 

[ShariSheer]

Nice, thanks for that link. I love wearing bras and have been curious about breast forms

 

[AlexBailey]

What kind of shoes would go best with this?




https://forum.literotica.com/attachment.php?attachmentid=2119963&stc=1&d=1623778862

 

[SweetAnnie40]

Thank you, that's a great site! Will have to do some thinking about if I want attachable or breast plate. I'm worried about the skin color, because I imagine it will be difficult to find out that matches my skin color, so people should be able to tell there's something strange going on.

I guess it depends on what kind of cloth you are going to wear. I would like to have some cleavage with such nice breasts, but I would need to think about how the breast color blends with my skin color. Actually with such nice breasts I would be tempted to go braless and let those tits bounce and sway and have those nipples poke out obsecenly. I would like to wear as little cloth as possible some time if I dare and if body looks naturally female.

They write that the breastplates are better if you want to show cleavage, but it's pretty easy to see the breastplate color blend into your normal skin color. Even the models are easy to see that transition on, so I imagine it would be even easier to see that transition in real life where I haven't had the luxury of putting on the color which is most matching to my own skin color. They might even have looked for models who have as close as possible skin color as the breast plates... and like I said, despite that I can still easily see the transition and it doesn't look normal.

What do you think about that issue about the color? Any advice on that?

Also wonder a bit how warm it would be to wear a breast plate.

Maybe I just have to accept that I would have to keep those breasts covered up to avoid them seeing the color transition. That thought makes me feel rather sad though. Not sure what to do with my cock and balls neither. They cause quite a big bulge, so I can't really wear any tight clothing.

Can you please help me out a bit more with my concerns?

Hmm, I haven't explored the skin color issue. Hubby took care of his ordering and is very pleased with the match. Check out some drag queens. I think they obscure the transitions with a scarf or a bit of clothing while showing off all the cleavage for *fun*.

 

[dawndavis66]

What kind of shoes would go best with this?




https://forum.literotica.com/attachment.php?attachmentid=2119963&stc=1&d=1623778862

I think you should try multiple options and share each look. I can see black heels and black knee-high heel boots. But, a red heel might be fun too.

 

[stargame]

What kind of shoes would go best with this?




https://forum.literotica.com/attachment.php?attachmentid=2119963&stc=1&d=1623778862

You are so elegant, and so fashionable.
I think black boots would look great, high heeled leather.

 

[LucyCanyon]

I think you should try multiple options and share each look. I can see black heels and black knee-high heel boots. But, a red heel might be fun too.

I have a red heel

 

[SweetAnnie40]

I found a good guide for giving yourself fake breasts very cheap, but downside is that you can't show skin then, but it's a good start for someone beginning their sissy career
https://www.wikihow.com/Stuff-Your-Bra

Love it. Fun read.

 

[sgwatts3]

hello sweetannie, do you help your husband be a sissy and do you help him seduce guys or just watch, either on is hot

 

[SweetAnnie40]

hello sweetannie, do you help your husband be a sissy and do you help him seduce guys or just watch, either on is hot

Hi honey, and welcome!

My hubby has been a sissy since puberty really. I actively support his sissy play and dressing/appearing feminine a lot of the time (in public as well).

I did help arrange a man to come to our house regularly (Gary for anyone who has read my thread on these forums) so Hubby could suck his first cock and feel a real man fuck him. I watched them together and had fun with Gary while Hubby watched.

The pandemic sort of stalled our experimentation so we haven't done any more than that.

 

[sgwatts3]

thats hot my wife and use to swing but she has back problems she watched me do several guys anal and oral loads of fun enjoy your man live the good life

 

[cuckoldbill]

Signing up for this wonderful forum

 

[irishblade]

One for my sissies... enjoy... get ready to perform

Thank you, Annie

 

[irishblade]

Dear Annie,

How would a guy measure for a bra? I’d like to order one secretly online but don’t know my size. I’m about 6’4” and 230 lbs. The techniques online say I’m 52 or something like that but I’m not sure it’s right. Cup is probably only B or C though.

 

[SweetAnnie40]

Dear Annie,

How would a guy measure for a bra? I’d like to order one secretly online but don’t know my size. I’m about 6’4” and 230 lbs. The techniques online say I’m 52 or something like that but I’m not sure it’s right. Cup is probably only B or C though.

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

 

[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

Thanks. I have a natural estrogen imbalance so I already have breasts. Probably a larger B or smaller C

 

[dawndavis66]

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

Thanks for posting the link to fancysatinpanty. Useful