Annie's Room

[bimori]

Okay ladies, sissies, friends. New wrinkle I did not expect. My son came home for a few days for Christmas and brought his serious girlfriend. From the moment I met her, I've been floored. She's gorgeous with a warm wit, a sharp mind, and strong self-confidence. She and my son seem very close (well, I'm sure they are being intimate since they both are sleeping in our guest room bed together) and he is very happy. For Christmas Eve last night, she wore a low cut 'holiday' top that made it quite clear that she has large, lovely breasts of which she is very proud.

My problem? Well, first of all, it is Christmas morning and I'm here at Literotica where I'm not sure anyone else is. (Good for all of you with your normal lives!) And I'm confessing that this girl makes me wet. I'm fantasizing about her coming downstairs right now before my hubby or son are up and seducing me. I imagine she's very take-charge and "makes" me eat her savory pussy and then she fingers me.

Dear God I'm such a slut. Dreaming of ways we could be alone. Going 'shopping' to get to know each other better. Doing post-Christmas bargain hunting with her making me whimper and cum anywhere she liked. I'm wet now and losing the will to keep from masturbating over her. My son doesn't know anything about hubby and I's "sexual renaissance" over the last year and a half so I don't think I want to be fingering myself in the home office as he comes down for Christmas morning... oh god then why is my hand in my panties... okay, I'm going to do this fast and get it behind me.

Now Anne that something we would all love to see. Or at least hear about. I think you could turn any guy into a sissy for you.

 

[Contrary_Mary]

Okay ladies, sissies, friends. New wrinkle I did not expect. My son came home for a few days for Christmas and brought his serious girlfriend. From the moment I met her, I've been floored. She's gorgeous with a warm wit, a sharp mind, and strong self-confidence. She and my son seem very close (well, I'm sure they are being intimate since they both are sleeping in our guest room bed together) and he is very happy. For Christmas Eve last night, she wore a low cut 'holiday' top that made it quite clear that she has large, lovely breasts of which she is very proud.

My problem? Well, first of all, it is Christmas morning and I'm here at Literotica where I'm not sure anyone else is. (Good for all of you with your normal lives!) And I'm confessing that this girl makes me wet. I'm fantasizing about her coming downstairs right now before my hubby or son are up and seducing me. I imagine she's very take-charge and "makes" me eat her savory pussy and then she fingers me.

Dear God I'm such a slut. Dreaming of ways we could be alone. Going 'shopping' to get to know each other better. Doing post-Christmas bargain hunting with her making me whimper and cum anywhere she liked. I'm wet now and losing the will to keep from masturbating over her. My son doesn't know anything about hubby and I's "sexual renaissance" over the last year and a half so I don't think I want to be fingering myself in the home office as he comes down for Christmas morning... oh god then why is my hand in my panties... okay, I'm going to do this fast and get it behind me.

I hope your pleasures though having to be quick, were able to get you through.

 

[UCanBLeafinMe]

Okay ladies, sissies, friends. New wrinkle I did not expect. My son came home for a few days for Christmas and brought his serious girlfriend. From the moment I met her, I've been floored. She's gorgeous with a warm wit, a sharp mind, and strong self-confidence. She and my son seem very close (well, I'm sure they are being intimate since they both are sleeping in our guest room bed together) and he is very happy. For Christmas Eve last night, she wore a low cut 'holiday' top that made it quite clear that she has large, lovely breasts of which she is very proud.

My problem? Well, first of all, it is Christmas morning and I'm here at Literotica where I'm not sure anyone else is. (Good for all of you with your normal lives!) And I'm confessing that this girl makes me wet. I'm fantasizing about her coming downstairs right now before my hubby or son are up and seducing me. I imagine she's very take-charge and "makes" me eat her savory pussy and then she fingers me.

Dear God I'm such a slut. Dreaming of ways we could be alone. Going 'shopping' to get to know each other better. Doing post-Christmas bargain hunting with her making me whimper and cum anywhere she liked. I'm wet now and losing the will to keep from masturbating over her. My son doesn't know anything about hubby and I's "sexual renaissance" over the last year and a half so I don't think I want to be fingering myself in the home office as he comes down for Christmas morning... oh god then why is my hand in my panties... okay, I'm going to do this fast and get it behind me.

I do hope you and her do some shopping, take her into the dressing room as you try on some clothing.

And I wonder how many men who read this will be thinking of you as their moms, catching them with their hands down their panties

 

[dacoach44]

o hell yes

I do hope you and her do some shopping, take her into the dressing room as you try on some clothing.

And I wonder how many men who read this will be thinking of you as their moms, catching them with their hands down their panties

So fun, Annie comes into BR and finds sissy hubs rubbing his faggot clit to gay and sissy porn. As she bawls his faggot ass out, he spurts cream into his cute sissy panties! Time for Annie to blackmail his ass.

https://imgur.com/a/I91Qh

Time for hubs to be your lezzie friend, Annie!

 

[roc23]

Damn

Now I wonder if the gf has a thing for her bfs mom?

 

[amysboytoy]

Thanks for the revelation about the "evolution" you and your husband have gone through. It gives this sissy hope that I can find a woman similar to you.

 

[stargame]

I love how sexual you are and how your mind works.

 

[dacoach44]

Its the best....

I love how sexual you are and how your mind works.

Annie and her hubs and pals; so interesting!



https://i.imgur.com/pSH27c4.jpg

 

[SweetAnnie40]

I do hope you and her do some shopping, take her into the dressing room as you try on some clothing.

And I wonder how many men who read this will be thinking of you as their moms, catching them with their hands down their panties

I think we will go shopping together and if she asks me to come into the dressing room while she changes... I might lose my *composure*.

 

[northantsfella]

. I imagine she's very take-charge and "makes" me eat her savory pussy and then she fingers me.
.

Savoury with the taste of your son?

 

[dacoach44]

Well Annie...

Savoury with the taste of your son?

Go for it! I think anyone would be so happy to play with you! Just drop a hint: " I love to eat pussy."

 

[irishblade]

We're coming up on my Hubby's "Sissy-versary". If I think back to everything that's happened since that day he sat me down to have a talk. Let's see, how has my life changed.

1. My husband asked to borrow one of my bras this morning as he was getting dressed in satin lingerie for work.
2. Within the last 7 days I've had a heavy rubber phallus strapped to my body and plunged it in and out of my husband's bottom.
3. I lost my lesbian cherry with a beautiful woman of color, Carol W.
4. I've taught my husband how to put on his makeup.
5. I joined Literotica and met many wonderful people and had many erotic encounters.
6. I've had sex with a man who was not my husband, sucking his cock and being fucked many times.
7. I've cuckolded my sissy hubby, caging his cock, restraining him to watch #6 and then restraining him over night while I slept with the man who is not my husband.
8. I've casually "made out" with another woman on a business trip.
9. I've gone shopping with my husband so he can openly buy lingerie, high heels, and dresses.
10. I no longer have hetero sex with my husband though I feel we are more intimate than we were before.

Never expected any of it a year ago. Not everything has gone perfectly smoothly but with only a few regrets, I wouldn't change it.

This is the most loving post I’ve ever read. To have a partner to bring something out like this must be absolute exquisite.

 

[dacoach44]

So brave, Annie

This is the most loving post I’ve ever read. To have a partner to bring something out like this must be absolute exquisite.

He wants to be femme. Its only sex, and it doesnt have to ruin things. You love each other.. If you wanna send him over the moon, take him out on a girl's nite and find him some cock. He will love swallowing cock and you will have free rein. I do hope that young girl will play with you. Its exciting to watch this, of course. Many facets to sex.

I, for example, date the sissies and women, but dont consider myself gay, LMAO

 

[irishblade]

He wants to be femme. Its only sex, and it doesnt have to ruin things. You love each other.. If you wanna send him over the moon, take him out on a girl's nite and find him some cock. He will love swallowing cock and you will have free rein. I do hope that young girl will play with you. Its exciting to watch this, of course. Many facets to sex.

I, for example, date the sissies and women, but dont consider myself gay, LMAO

And I, wanna be the woman. ;-)

 

[SweetAnnie40]

Got some questions in a PM that I thought I might as well answer here:

1. If hubby was transforming, and dressing at home, if your son knew about it, or how did you hide his clothing, so your son wouldn't find out his dad was becoming a woman?

Our son had moved to college before hubby's new sissy life began. He comes home for visits but doesn't stay more than a night or two. Hubby wears male outer clothes for the visits and we explain that the clothes in the guest room closet and chests of drawers is my overflow and joke about my addiction to pretty clothes. We hold off on our playtimes until our son heads back to school or to travel and visit friends during his breaks.

At least so far, to our son, his Dad just seems to be getting in shape. Hubby hasn't made any decision to go more permanent or more thoroughly with becoming feminine beyond the hormones he's taking.


2. Have you any prospects for another female lover?

I am in an intense online relationship with a much younger woman but she supports me finding a new lover in the real world so I'm making more of an effort to look, listen, flirt, and generally put myself more 'out there'. I'm pretty inept at it but it worked once for me so maybe I'll get lucky again.

 

[Jenna0132]

2. Have you any prospects for another female lover?

I am in an intense online relationship with a much younger woman but she supports me finding a new lover in the real world so I'm making more of an effort to look, listen, flirt, and generally put myself more 'out there'. I'm pretty inept at it but it worked once for me so maybe I'll get lucky again.

This is so beautiful. Such sweet young mistress I can't deny I envy you a lot! If you call yourself inept, then what would you call me? Go girl. you have the support of all of us here

 

[SweetAnnie40]

This is so beautiful. Such sweet young mistress I can't deny I envy you a lot! If you call yourself inept, then what would you call me? Go girl. you have the support of all of us here

Hugs and thank you!

 

[SweetAnnie40]

More questions...

1. Is Gary still in the mix?

Gary took a trip over the holidays and scheduled to be back in town tomorrow. We have a 'date night' scheduled this week for which hubby is very excited. I'm trying to think of a surprise or two for them to enjoy. Maybe I'll let hubby feel what bondage feels like as Gary uses him...

2. And are you, or have you checked out with your hubby?

Hubby and I are still in love, married, committed, and spend a lot of time together. The holidays brought a lot of family activity, son visited home, etc. that really ramped down our 'sexy times' but we're getting back in the groove this week.

I am pursuing my own needs. On Monday I will be performing an intense and potentially humiliating set of tasks for my online Mistress for which I am very nervous and excited. She is wonderful and our minds are in tune like I've never experienced online before.

 

[dacoach44]

Yes, Annie...

Hugs and thank you!

Jenna has it right. Its only sex, and you love hubs for the right reasons. My main squeeze fucks a gay dude; and I dont care a bit. I love her for many reasons. She is pretty, smart, sexy, and has a huge heart.


https://imgur.com/Blawq8H

 

[SweetAnnie40]

I have a cousin, let's call her Kim (not her real name). We are less than a year apart and while we grew up in different parts of our home state, we saw each other over holidays and usually for a few weeks in the summer. We're still friends and text or email from time to time.

A picture here on Lit got me thinking about her because the model in the image was surprisingly close to Kim in look and body. Kim's hair is much longer and blonde but otherwise, that's her.

https://i.imgur.com/IShZ2l0.jpg

 

[EmpressJosephine]

I have a cousin, let's call her Kim (not her real name). We are less than a year apart and while we grew up in different parts of our home state, we saw each other over holidays and usually for a few weeks in the summer. We're still friends and text or email from time to time.

A picture here on Lit got me thinking about her because the model in the image was surprisingly close to Kim in look and body. Kim's hair is much longer and blonde but otherwise, that's her.

https://i.imgur.com/IShZ2l0.jpg

I'd think of her, too!

What kind of thoughts are you having?

 

[UCanBLeafinMe]

I have a cousin, let's call her Kim (not her real name). We are less than a year apart and while we grew up in different parts of our home state, we saw each other over holidays and usually for a few weeks in the summer. We're still friends and text or email from time to time.

A picture here on Lit got me thinking about her because the model in the image was surprisingly close to Kim in look and body. Kim's hair is much longer and blonde but otherwise, that's her.

https://i.imgur.com/IShZ2l0.jpg

Cousins can be fun

 

[dacoach44]

o hell yes

Cousins can be fun

What a beauty! I had a lovely cousin Margie, down in Hollywood, whom I took out in 72. She had been divorced a year, not going out, so horny! Took her all over L.A., dancing our butts off. Got back to her bungalow, o my, soooooo good.


https://imgur.com/a/zrwAA2Q

 

[SweetAnnie40]

I'd think of her, too!

What kind of thoughts are you having?

I would by lying if I didn't admit that I have fantasies about her (and regrets I didn't explore with her when we were teens... perhaps I'm looking through optimistic glasses but I suspect we might have fooled around if I'd embraced my sexuality.) I tease myself imagining that I call her and ask her what she would have done if I'd kissed her back then, or touched her when we were changing clothes together...

 

[UCanBLeafinMe]

I would by lying if I didn't admit that I have fantasies about her (and regrets I didn't explore with her when we were teens... perhaps I'm looking through optimistic glasses but I suspect we might have fooled around if I'd embraced my sexuality.) I tease myself imagining that I call her and ask her what she would have done if I'd kissed her back then, or touched her when we were changing clothes together...

Imagination is a wonderful thing. We all have regrets, the woulda-coulda-shoulda moments.

It is fun to imagine what you would have done with a cousin.
I know I have a couple I wish I played with.