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Annie's Room

Hi Gurls! Hope you're thinking of new and slutty ways to go femme in public this Halloween!

I haven't been around here much. Mom is got some serious medical issues and it is taking a lot of my time to care for her. And energy. Doesn't leave much for here but I'll be around as I can...
 
hi gurls, stopping in to catch up. my mother is ill so not much time to visit here but i find time here and there.

big news: hubby has started talking about a gang bang fantasy, wanting a lot of cocks to suck and fuck his sissy pussy. kind of caught me off guard. i mean i've had that fantasy (especially when i first got sexually active and never wanted my boyfriend to cum and go soft) but it's a little different when your husband, all dressed up in slutty sissywear asks you to help him experience it. kind of a lot of emotions... worried, where is this really going, a little jealous...

how on earth could we make that happen safely?
 
Well Annie...

Yes, safety is the first issue. Is there a classy gay bar around?
 
SweetAnnie40 said:
how on earth could we make that happen safely?
Click to expand...

Hi Annie

I would suggest that a sissy wanting this to happen with her wife present has a much better chance than without. I would love to experience that too and I have had the opportunity for MmM (I was actually getting double ended but we hadn't discussed anal in advance so the rear gunner was getting his enjoyment between my pert buttocks) and there's a possibility of MsM with a couple of my regulars, but 3+ is probably a distant dream for me.

I'm guessing fetlife, alt.com or the like might be a good place to start?

Perty xxx
 
OpenMouth said:
Hi Annie

I would suggest that a sissy wanting this to happen with her wife present has a much better chance than without. I would love to experience that too and I have had the opportunity for MmM (I was actually getting double ended but we hadn't discussed anal in advance so the rear gunner was getting his enjoyment between my pert buttocks) and there's a possibility of MsM with a couple of my regulars, but 3+ is probably a distant dream for me.

I'm guessing fetlife, alt.com or the like might be a good place to start?

Perty xxx
Click to expand...


I was thinking the same thing....that this would be a dual event as seeing Annie getting attention at the same time would be something sissy would enjoy also. I mean sissy would have to be the official fluffer for the gang bang to begin with. And his proper place would be under Annie while she is being attended to.....sounds very doable with excitement for each of them.
 
Sissy_Trish said:
I was thinking the same thing....that this would be a dual event as seeing Annie getting attention at the same time would be something sissy would enjoy also. I mean sissy would have to be the official fluffer for the gang bang to begin with. And his proper place would be under Annie while she is being attended to.....sounds very doable with excitement for each of them.
Click to expand...

Yes, and excitement for us, too. This is one of the threads I read with my little wet girlie cock between my fingertips... 💖
 
SweetAnnie40 said:
hi gurls, stopping in to catch up. my mother is ill so not much time to visit here but i find time here and there.

big news: hubby has started talking about a gang bang fantasy, wanting a lot of cocks to suck and fuck his sissy pussy. kind of caught me off guard. i mean i've had that fantasy (especially when i first got sexually active and never wanted my boyfriend to cum and go soft) but it's a little different when your husband, all dressed up in slutty sissywear asks you to help him experience it. kind of a lot of emotions... worried, where is this really going, a little jealous...

how on earth could we make that happen safely?
Click to expand...

This sounds very hot but... I read a little uncertainty from our thread host and it's not so much about how to physically make it happen safely, but more about how this impacts on the relationship mentally. Being a sissy under the control of Annie has been the development and excitement for both but I can see why this worries.... is this no longer about serving her mistress and whoever she allows in to play with her... this could be about sissy going beyond any link to any hetero part of the relationship and only desiring men and their cocks and cum... and that is a big leap I can sense.

Perhaps the first step is for Annie to have such a gang bang, to have many men have fun and with sissy hubby watching but not allowed to play? Might it even be that Annie has to have two or three first and relate it to sissy, to develop the theme to see if sissy can deal with the impact and indeed if Annie can?

Mmm, an interesting development for you Annie, I hope there is a way through for you

Lxx
 
SweetAnnie40 said:
hi gurls, stopping in to catch up. my mother is ill so not much time to visit here but i find time here and there.

big news: hubby has started talking about a gang bang fantasy, wanting a lot of cocks to suck and fuck his sissy pussy. kind of caught me off guard. i mean i've had that fantasy (especially when i first got sexually active and never wanted my boyfriend to cum and go soft) but it's a little different when your husband, all dressed up in slutty sissywear asks you to help him experience it. kind of a lot of emotions... worried, where is this really going, a little jealous...

how on earth could we make that happen safely?
Click to expand...

Hmm, AltSpin : I'm sorry to hear about your mother. When a parent becomes ill, it puts an awful lot of mental pressure, as well as worry, and time pressure trying to be there for them, run the home, etc etc

Hubby's timing could be a little better ... a step like that is a big jump in his journey, and it needs lots of love and mutual support for you both, if you are going to incorporate it in fantasy play, or take it further. Fear, as you mention, is he beginning to exclude you sexually, how will it affect the rest of your relationship, how does it make you feel - and many more questions all need time, thought and careful conversation, tricky given the above. Not wanting to be negative, it could be great for you, but you both need to be in the same solid place.

Just to say, always here if you want to talk
 
Sissy_Trish said:
I was thinking the same thing....that this would be a dual event as seeing Annie getting attention at the same time would be something sissy would enjoy also. I mean sissy would have to be the official fluffer for the gang bang to begin with. And his proper place would be under Annie while she is being attended to.....sounds very doable with excitement for each of them.
Click to expand...

I'm pretty sure this would be all about hubby. I'm fine being there and keeping things safe but I don't need to be attended to.
 
Iris_66 said:
Hmm, AltSpin : I'm sorry to hear about your mother. When a parent becomes ill, it puts an awful lot of mental pressure, as well as worry, and time pressure trying to be there for them, run the home, etc etc

Hubby's timing could be a little better ... a step like that is a big jump in his journey, and it needs lots of love and mutual support for you both, if you are going to incorporate it in fantasy play, or take it further. Fear, as you mention, is he beginning to exclude you sexually, how will it affect the rest of your relationship, how does it make you feel - and many more questions all need time, thought and careful conversation, tricky given the above. Not wanting to be negative, it could be great for you, but you both need to be in the same solid place.

Just to say, always here if you want to talk
Click to expand...

Thanks, Iris. All true. We're not rushing into anything for many reasons including very little time to invest in sex stuff these days. We're going to tell our counselor about this and get their advise as well.

I'm not ready to start going to gay bars or fetish sites but if we do try to make this happen, it will have to be very privately and carefully arranged. I might try talking to Gary to see if he has friends he would vouch for (plus STD tests of course, etc.)
 
LucyCanyon said:
This sounds very hot but... I read a little uncertainty from our thread host and it's not so much about how to physically make it happen safely, but more about how this impacts on the relationship mentally. Being a sissy under the control of Annie has been the development and excitement for both but I can see why this worries.... is this no longer about serving her mistress and whoever she allows in to play with her... this could be about sissy going beyond any link to any hetero part of the relationship and only desiring men and their cocks and cum... and that is a big leap I can sense.

Perhaps the first step is for Annie to have such a gang bang, to have many men have fun and with sissy hubby watching but not allowed to play? Might it even be that Annie has to have two or three first and relate it to sissy, to develop the theme to see if sissy can deal with the impact and indeed if Annie can?

Mmm, an interesting development for you Annie, I hope there is a way through for you

Lxx
Click to expand...

Yes, this is a big thing and has a lot of parts. He definitely wants me there, telling him to do things, praising him for being a good sissy slut whore, and such - pushing him to make this fantasy happen and making it okay. I'm not looking to be the subject of the gang bang at all but maybe something to make this a mutual experience will be needed.
 
SweetAnnie40 said:
Hi Gurls! Hope you're thinking of new and slutty ways to go femme in public this Halloween!

I haven't been around here much. Mom is got some serious medical issues and it is taking a lot of my time to care for her. And energy. Doesn't leave much for here but I'll be around as I can...
Click to expand...

Come on, gurls! Big or small, daring or secret, what are you planning for Halloween and being sissy?

Hubby is going to wear my Playboy Bunny outfit, high heels, wig, make-up, breast forms. We're going to experiment with a gaff/tucking him I think... or he might go caged and just let people see his clitty lump. This is supposed to be for a costume party some friends have invited us to. I don't know if I'll have the energy to go but hopefully we will.

https://di2ponv0v5otw.cloudfront.net/posts/2019/09/26/5d8d70ccabe1ce2f7222a711/m_5d8d712526219fc7a071e662.jpg
 
Last edited:
Well Annie...

SweetAnnie40 said:
Come on, gurls! Big or small, daring or secret, what are you planning for Halloween and being sissy?

Hubby is going to wear my Playboy Bunny outfit, high heels, wig, make-up, breast forms. We're going to experiment with a gaff/tucking him I think... or he might go caged and just let people see his clitty lump. This is supposed to be for a costume party some friends have invited us to. I don't know if I'll have the energy to go but hopefully we will.

https://di2ponv0v5otw.cloudfront.net/posts/2019/09/26/5d8d70ccabe1ce2f7222a711/m_5d8d712526219fc7a071e662.jpg
Click to expand...

That's fetching for hubs. I would like to be some sort of fairy....


https://i.imgur.com/wlMexq1.jpg
 
SweetAnnie40 said:
Come on, gurls! Big or small, daring or secret, what are you planning for Halloween and being sissy?

Hubby is going to wear my Playboy Bunny outfit, high heels, wig, make-up, breast forms. We're going to experiment with a gaff/tucking him I think... or he might go caged and just let people see his clitty lump. This is supposed to be for a costume party some friends have invited us to. I don't know if I'll have the energy to go but hopefully we will.

https://di2ponv0v5otw.cloudfront.net/posts/2019/09/26/5d8d70ccabe1ce2f7222a711/m_5d8d712526219fc7a071e662.jpg
Click to expand...

That's a step in itself - do the friends know about Sissy Hub?

Sometimes the journey SH seems to be on is about taking a series of steps, steps which can't be untaken, and progressively lead to an endpoint - Telling you (huge first step); dressing for you; dressing femme full time; Sissy sex with you; Sissy sex with a third; going out as Sissy (think you did that at a Con?)

Now in public + friends is a jump on, caged and obvious is also a step ... is he outing himself?

How are you with it?

Does anyone (friends) know about your lesbian lover? Would people knowing be a problem?

FWIW, I think it is a good idea to take it all to your therapist, and that you are doing incredibly well to cope against the backdrop of your mother. Is your GF being understanding about the (presumed) lack of attention, as you are so committed physically and emotionally with your mother?
 
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