Annie's Room

You already did get lucky... but you are going to get luckier!! Wear her satin panties to the date!!

Didn't think of that, but that didn't stop us. Ended up back at her apartment, made love a lot, slept together, and fooled around again this morning before I made my way back home. I need to go to bed and get some more sleep (and dream of how she felt, tasted, smelled, moved, came...)
 
Didn't think of that, but that didn't stop us. Ended up back at her apartment, made love a lot, slept together, and fooled around again this morning before I made my way back home. I need to go to bed and get some more sleep (and dream of how she felt, tasted, smelled, moved, came...)

Fantastic, it sounds like it was all you have waited so long for

Bet you can't wait for next time, and will have some imagery of your own for sessions with SissyHub
 
Didn't think of that, but that didn't stop us. Ended up back at her apartment, made love a lot, slept together, and fooled around again this morning before I made my way back home. I need to go to bed and get some more sleep (and dream of how she felt, tasted, smelled, moved, came...)

Oh Annie that's is so delicious. I am so thrilled for you and your new relationship.
 
Didn't think of that, but that didn't stop us. Ended up back at her apartment, made love a lot, slept together, and fooled around again this morning before I made my way back home. I need to go to bed and get some more sleep (and dream of how she felt, tasted, smelled, moved, came...)

I'm happy you finally had some quality time with another female, and from your description of what happened you had a great time. I have to ask what was your sissy up to when this was all taking place? Did he happen to have a date also....that would have been kick ass...the meeting back together would have been just as fun as you told one another what you did....got to run something popped up....
 
Fantastic, it sounds like it was all you have waited so long for

Bet you can't wait for next time, and will have some imagery of your own for sessions with SissyHub

Thanks. She's definitely taken over my fantasies and I think next time Gary visits, I'll let them go to it and just masturbate with thoughts of her... and her panties. ;)
 
Thanks. She's definitely taken over my fantasies and I think next time Gary visits, I'll let them go to it and just masturbate with thoughts of her... and her panties. ;)

Living the dream?? Loving how you share but most of all how you are finding what you want... only a tad envious, honest!! X
 
Living the dream?? Loving how you share but most of all how you are finding what you want... only a tad envious, honest!! X

There is plenty of real world crap I deal with, real world highs and lows, so much non-sexy time but that isn't that fun to talk about. I'm still married, my hubby and I are still playing sex games and in counseling (those are a little at odds but we're working on it), I'm 'harboring' my son and his girlfriend in my house for an extended time it appears (no sign of them moving out in the fall) but I also have a raging lust for his girlfriend which may only be fueled more by the risk it would pose if we were discovered or if I made a move with her and she refused. Now that I found a woman who I'm very attracted to, I can turn away from his girlfriend but she'd always around so that's a door that never quite closes. I've also been practicing a lot of 'body casual' around her so she's seen me in my lingerie quite a bit or in a robe clearly naked underneath and a couple times glimpses of me naked as I change. I've seen a little of her too, just enough to make me suspect that I'm not the only one with curiosity here but again, I have plenty on my plate to create a problem there.

So I have a LOT to be thankful for and I love to share my fun and wins here. It's just a bit of my life so just assume the rest of "real life" is also happening. :)
 
There is plenty of real world crap I deal with, real world highs and lows, so much non-sexy time but that isn't that fun to talk about. I'm still married, my hubby and I are still playing sex games and in counseling (those are a little at odds but we're working on it), I'm 'harboring' my son and his girlfriend in my house for an extended time it appears (no sign of them moving out in the fall) but I also have a raging lust for his girlfriend which may only be fueled more by the risk it would pose if we were discovered or if I made a move with her and she refused. Now that I found a woman who I'm very attracted to, I can turn away from his girlfriend but she'd always around so that's a door that never quite closes. I've also been practicing a lot of 'body casual' around her so she's seen me in my lingerie quite a bit or in a robe clearly naked underneath and a couple times glimpses of me naked as I change. I've seen a little of her too, just enough to make me suspect that I'm not the only one with curiosity here but again, I have plenty on my plate to create a problem there.

So I have a LOT to be thankful for and I love to share my fun and wins here. It's just a bit of my life so just assume the rest of "real life" is also happening. :)

I think women are often comfortable being lightly dressed around one another, might not mean anything... tread lightly! (Although you would be getting a great deal if anything happened)
 
I think women are often comfortable being lightly dressed around one another, might not mean anything... tread lightly! (Although you would be getting a great deal if anything happened)

I think I AM getting some signals but maybe she is like where I was, curious but not willing to explore.
 
Any other women in your life opento exploring?

At this point, I'm just thankful and grateful to be seeing this woman and have a cute girl in the house. I'm not really looking for more. When would I have the time? ;)
 
At this point, I'm just thankful and grateful to be seeing this woman and have a cute girl in the house. I'm not really looking for more. When would I have the time? ;)

Let me know if you ever have five free minutes. :D

Seriously, though, congrats on having it all. You are to be envied. :rose:
 
There is plenty of real world crap I deal with, real world highs and lows, so much non-sexy time but that isn't that fun to talk about. I'm still married, my hubby and I are still playing sex games and in counseling (those are a little at odds but we're working on it), I'm 'harboring' my son and his girlfriend in my house for an extended time it appears (no sign of them moving out in the fall) but I also have a raging lust for his girlfriend which may only be fueled more by the risk it would pose if we were discovered or if I made a move with her and she refused. Now that I found a woman who I'm very attracted to, I can turn away from his girlfriend but she'd always around so that's a door that never quite closes. I've also been practicing a lot of 'body casual' around her so she's seen me in my lingerie quite a bit or in a robe clearly naked underneath and a couple times glimpses of me naked as I change. I've seen a little of her too, just enough to make me suspect that I'm not the only one with curiosity here but again, I have plenty on my plate to create a problem there.

So I have a LOT to be thankful for and I love to share my fun and wins here. It's just a bit of my life so just assume the rest of "real life" is also happening. :)

Thanks Annie, I didn't mean to play down or dismiss the real world crap, there's a lot of it about I know, and you are amazing at sharing some of that too. I think what you are working on better than many is dealing with this and exploring the desires you both have in such a shared open way. I can see it's not always easy but the rewards when they cum, so to speak, are amazing and varied and deserves.

If only my cd self were nearer I would offer to add to your experiences, not that this would be welcomed or even good... but that is my fantasy, and I am sticking with it!! X
 
Thanks Annie, I didn't mean to play down or dismiss the real world crap, there's a lot of it about I know, and you are amazing at sharing some of that too. I think what you are working on better than many is dealing with this and exploring the desires you both have in such a shared open way. I can see it's not always easy but the rewards when they cum, so to speak, are amazing and varied and deserves.

If only my cd self were nearer I would offer to add to your experiences, not that this would be welcomed or even good... but that is my fantasy, and I am sticking with it!! X

I think we would have quite a bit of fun... you and me or with sissy hubby too... I like the thought of playing dress up with you both and then "making" you suck each others cocks...
 
I think we would have quite a bit of fun... you and me or with sissy hubby too... I like the thought of playing dress up with you both and then "making" you suck each others cocks...

Dress up would be fun and erotic with you, i don't think of myself as sissy, more that when dressed and in femme mode I am a woman with a real cock hidden under her skirt... playing with you whilst sissy hubby is dressed to watch and then be pleased by us ... I wonder if he could suck whilst you could use a strap on?? Hitch up my skirt xxx
 
Dress up would be fun and erotic with you, i don't think of myself as sissy, more that when dressed and in femme mode I am a woman with a real cock hidden under her skirt... playing with you whilst sissy hubby is dressed to watch and then be pleased by us ... I wonder if he could suck whilst you could use a strap on?? Hitch up my skirt xxx

I'm sure that could be arranged. ;)
 
For you sissies who want to try to be as feminine as you can and maybe even pass, Hubby found this recently and thinks it is a great resource. He had me watch the free video and I'll admit that she thought of more than I did when I was first advising hubby on how to be more like a woman. Thought I'd share it for all my "gurls" here.

https://steppingoutsecrets.com/mtftips/
 
For you sissies who want to try to be as feminine as you can and maybe even pass, Hubby found this recently and thinks it is a great resource. He had me watch the free video and I'll admit that she thought of more than I did when I was first advising hubby on how to be more like a woman. Thought I'd share it for all my "gurls" here.

https://steppingoutsecrets.com/mtftips/

I love this, thanks.
I need to go out and practice :cattail:
 
Well Annie...

For you sissies who want to try to be as feminine as you can and maybe even pass, Hubby found this recently and thinks it is a great resource. He had me watch the free video and I'll admit that she thought of more than I did when I was first advising hubby on how to be more like a woman. Thought I'd share it for all my "gurls" here.

https://steppingoutsecrets.com/mtftips/

It's delightful and sexy. But for this moustache, and now a beard, I might try to be passable for cock.
 
There are times my mind gets pretty raunchy...

I wonder what is the record number of sissies gathered, all dolled up, and participating in a continuous suck-chain? :devil:

(Had a date and slept over with my new girlfriend last night and feeling fiiine. :heart:)
 
There are times my mind gets pretty raunchy...

I wonder what is the record number of sissies gathered, all dolled up, and participating in a continuous suck-chain? :devil:

(Had a date and slept over with my new girlfriend last night and feeling fiiine. :heart:)

To answer your question. I hope many, and I would be happy to be right in the middle of it all.
I am sure your new girlfriend is very thrilling and very beautiful. Did you make her cum in her panties for you?
 
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