Annie's Room

[BlackSatinKnight]

So we've had two more "evenings with Jenna" (hubby's femme name). Son was going to be absent for most of the time already one night.

The night with everyone was... okay. Hubby slips into his feminine voice easily and I think that keeps throwing our son a bit.

The night with just son's girlfriend was very nice actually. As I've said, she was much more supportive and comfortable with the idea. With Son not around, she had a lot more questions about how hubby shops for "her" clothes, if Jenna has ever gone out in public, etc. It almost seemed like she wanted to ask if "Jenna" is part of our sex life but I was afraid I was reading into her what I wanted to hear so I didn't push it as a topic. The mood was just so light, warm, and even funny. Girlfriend joked about a girls night out for the three of us, which thrilled Hubby. Jenna said she'd really like that. The topic switches so I think it is in Girlfriend's court to bring it up again for real.

Hubby really enjoyed being Jenna around the girlfriend and while he feels so freed to be Jenna openly with the family he doesn't want to hurt his son when the son doesn't have an option but to live with us right now. So Jenna may 'visit' mostly when Son is away.

You are so supportive and I’m glad that he feels comfortable enough to share himself like this. It sounds like your son is still coming to terms with this, but give him time to process this and make his mind up on how to proceed.

Good luck

 

[SweetAnnie40]

This is one of the most sensual erotic videos I've seen and it is not very explicit at all. It probably helps that I still have some of those old style teddies in my drawers and enjoy wearing them very much.

https://xhamster.com/videos/blue-satin-body-4452054

 

[SweetAnnie40]

So an interesting development in our crazy little family. The Girlfriend took Jenna (hubby when cross-dressed) out to play tennis. They both are good tennis players and when it came up, Girlfriend suggested she and Jenna go play. Hubby was nervous but sooo excited. I had to make him cum twice before they left to try to keep his cock in check in his panties and cute pink tennis skirt. Apparently they found a pair of courts not too far away that weren't being used and the people in the park walking by weren't close enough to pay any attention. Hubby wore a pair of my tennis shoes, a racerback bra we'd bought him and a sleeveless pink top of mine.

Hubby LOVED it. He loved being out in public but safe with Girlfriend. He loves how she treats him when he's Jenna. If our son was acting the same way, hubby might consider being Jenna full-time.

Hubby didn't share everything he talked about with the Girlfriend but he said it was a wonderful time with her.

I'm very pleased for him, for both of them, though if I were honest, a little jealous that I wasn't included. Hubby's "Jenna" experiences have been almost exclusively oriented to me, especially in the last 6 months while Gary can't visit us, but it is good for him/her to have another woman who accepts and appears to enthusiastically support him.

 

[stargame]

So an interesting development in our crazy little family. The Girlfriend took Jenna (hubby when cross-dressed) out to play tennis. They both are good tennis players and when it came up, Girlfriend suggested she and Jenna go play. Hubby was nervous but sooo excited. I had to make him cum twice before they left to try to keep his cock in check in his panties and cute pink tennis skirt. Apparently they found a pair of courts not too far away that weren't being used and the people in the park walking by weren't close enough to pay any attention. Hubby wore a pair of my tennis shoes, a racerback bra we'd bought him and a sleeveless pink top of mine.

Hubby LOVED it. He loved being out in public but safe with Girlfriend. He loves how she treats him when he's Jenna. If our son was acting the same way, hubby might consider being Jenna full-time.

Hubby didn't share everything he talked about with the Girlfriend but he said it was a wonderful time with her.

I'm very pleased for him, for both of them, though if I were honest, a little jealous that I wasn't included. Hubby's "Jenna" experiences have been almost exclusively oriented to me, especially in the last 6 months while Gary can't visit us, but it is good for him/her to have another woman who accepts and appears to enthusiastically support him.

So fun.
Did I tell you I went to the beach a week ago and wore a black bikini. I eventually took my top off to feel the warm sun on my breast. Several times people would walk by a b d I know they were looking at my breasts.
I admit that was so thrilling.

 

[SweetAnnie40]

This is one of the most sensual erotic videos I've seen and it is not very explicit at all. It probably helps that I still have some of those old style teddies in my drawers and enjoy wearing them very much.

https://xhamster.com/videos/blue-satin-body-4452054

Looks like this user puts out all sorts of sensual satin videos...

https://xhamster.com/videos/pink-sa...stockings-preview-xhMvOlA&from=player_related

https://xhamster.com/users/satin_and_glamour

 

[SweetAnnie40]

So fun.
Did I tell you I went to the beach a week ago and wore a black bikini. I eventually took my top off to feel the warm sun on my breast. Several times people would walk by a b d I know they were looking at my breasts.
I admit that was so thrilling.

Good for you!

 

[stargame]

Good for you!

Thank you for helping me become aware of my femininity....and satin fabric

 

[LucyCanyon]

So an interesting development in our crazy little family. The Girlfriend took Jenna (hubby when cross-dressed) out to play tennis. They both are good tennis players and when it came up, Girlfriend suggested she and Jenna go play. Hubby was nervous but sooo excited. I had to make him cum twice before they left to try to keep his cock in check in his panties and cute pink tennis skirt. Apparently they found a pair of courts not too far away that weren't being used and the people in the park walking by weren't close enough to pay any attention. Hubby wore a pair of my tennis shoes, a racerback bra we'd bought him and a sleeveless pink top of mine.

Hubby LOVED it. He loved being out in public but safe with Girlfriend. He loves how she treats him when he's Jenna. If our son was acting the same way, hubby might consider being Jenna full-time.

Hubby didn't share everything he talked about with the Girlfriend but he said it was a wonderful time with her.

I'm very pleased for him, for both of them, though if I were honest, a little jealous that I wasn't included. Hubby's "Jenna" experiences have been almost exclusively oriented to me, especially in the last 6 months while Gary can't visit us, but it is good for him/her to have another woman who accepts and appears to enthusiastically support him.

Beautiful, very happy for Jenna, and girlfriend, and if truth be told just a teeny bit jealous too... being out there and convincing and accepted by not one but two sensitive caring women must be amazing, no wonder he needed to cum a couple of times!!

I understand your sons challenge though, his male role model - as fathers are set up to be in our society - has just been blown away and that is hard to take in a short space of time. He may even be worried that he will discover his sissy side and that might not sit well with his own sense of maleness right now. Difficult times but so much progress and thank you for sharing,
Lxxx

 

[dacoach44]

Thats so great!!

Beautiful, very happy for Jenna, and girlfriend, and if truth be told just a teeny bit jealous too... being out there and convincing and accepted by not one but two sensitive caring women must be amazing, no wonder he needed to cum a couple of times!!

I understand your sons challenge though, his male role model - as fathers are set up to be in our society - has just been blown away and that is hard to take in a short space of time. He may even be worried that he will discover his sissy side and that might not sit well with his own sense of maleness right now. Difficult times but so much progress and thank you for sharing,
Lxxx

Love it, makes sense. Pink dress! I would LOVE to be Jenna at that situation, with a dame in public. I can see why you made her cum, but doubt if I could get hard in public in my sissy frilly, size 7 women's panties!

 

[dacoach44]

Love it!

This is one of the most sensual erotic videos I've seen and it is not very explicit at all. It probably helps that I still have some of those old style teddies in my drawers and enjoy wearing them very much.

https://xhamster.com/videos/blue-satin-body-4452054

I have a pink one, but wifey wont let me wear it........yet.At least she had a dream that I was getting fucked by a gay guy. That's progress..

 

[LucyCanyon]

Looks like this user puts out all sorts of sensual satin videos...

https://xhamster.com/videos/pink-sa...stockings-preview-xhMvOlA&from=player_related

https://xhamster.com/users/satin_and_glamour

Excellent, remarkably arousing and I am sooo jealous of her outfits!!
Lx

 

[SweetAnnie40]

Annie's Hubby's Sissy Thought of the Day...

"Wearing panties is like having a beautiful woman caress your bottom and pussy all day while whispering in your ear what a beautiful and sexy girl you are..."

 

[dacoach44]

Awwwwww...

Annie's Hubby's Sissy Thought of the Day...

"Wearing panties is like having a beautiful woman caress your bottom and pussy all day while whispering in your ear what a beautiful and sexy girl you are..."

So sweet! Wifey pointed out to me that my new flowery panties were on backward! Now she will suck my gay sissycock while fucking me with a pink rubber cock! She just wants me to cum, and dont mind me eating it!

 

[SweetAnnie40]

I'm getting tired of saying "Son's Girlfriend" so I'll give her a pseudonym: Lisa. And for that matter, let's call my son, Paul. These are not their names.

Anyway, Lisa has continued to be interested and encouraging to Hubby. She even convinced him to jog with her, dressed as Jenna: breast forms, jog bra, t-shirt top, nylon running shorts, women's running shoes. They stay away from other people but are getting good workouts.

I'm a little jealous I guess. Lisa and Hubby talk about stuff which I should be glad he has an ear besides me but still... wish I was included. I won't push into their dynamic though. He's enjoying having a platonic girlfriend too much.

Paul is ignoring it all, staying busy with his work. Tolerant is probably the best he can do.

 

[stargame]

Annie's Hubby's Sissy Thought of the Day...

"Wearing panties is like having a beautiful woman caress your bottom and pussy all day while whispering in your ear what a beautiful and sexy girl you are..."

I can identify with this.
Wearing cute clothes and pretty panties everyday is a wonderful reminder of my femininity.

 

[stargame]

Wedding dress

https://xhamster.com/videos/white-wedding-satindress-2014-03-2869794

You know I want to wear this

 

[sweettalk4u]

You would look like a princess

 

[stargame]

You would look like a princess

....swoon....

 

[dacoach44]

Well Annie........

I'm getting tired of saying "Son's Girlfriend" so I'll give her a pseudonym: Lisa. And for that matter, let's call my son, Paul. These are not their names.

Anyway, Lisa has continued to be interested and encouraging to Hubby. She even convinced him to jog with her, dressed as Jenna: breast forms, jog bra, t-shirt top, nylon running shorts, women's running shoes. They stay away from other people but are getting good workouts.

I'm a little jealous I guess. Lisa and Hubby talk about stuff which I should be glad he has an ear besides me but still... wish I was included. I won't push into their dynamic though. He's enjoying having a platonic girlfriend too much.

Paul is ignoring it all, staying busy with his work. Tolerant is probably the best he can do.

Lisa may help to femme him up in other ways........

 

[SweetAnnie40]

https://xhamster.com/videos/white-wedding-satindress-2014-03-2869794

You know I want to wear this

Nothing more sensual than satin fabrics... beautiful...

 

[Lucia_slt]

I hope experience of communicating with Jenny will help Lisa discover new interests in herself too.

p.s. you do seem to particularly like the name Lisa =)

 

[SweetAnnie40]

Okay, two things.

1. Granny Panties. Is that a thing with sissies? Hubby has had a few in his panty drawer and he wore a pair today. I asked him about it and he said it felt different on his body (accentuating his feeling of sissy-ness) but also there was so much silky panty that he felt kind of 'swaddled' in panties? Something like that... anyway, I was curious if that was a thing.

2. Taylor Swift. The whole house is on a Taylor Swift kick and hubby loves her song themes. He's always been focused on sexy female singers in his listening habits. Beyonce and Megan Thee Stallion have had recent appearances in his playlist along with Megan Trainor and the Chicks. So here's the question: Do sissies get attracted to women singers/performers, female empowerment/respect/hero songs?

 

[LucyCanyon]

Okay, two things.

1. Granny Panties. Is that a thing with sissies? Hubby has had a few in his panty drawer and he wore a pair today. I asked him about it and he said it felt different on his body (accentuating his feeling of sissy-ness) but also there was so much silky panty that he felt kind of 'swaddled' in panties? Something like that... anyway, I was curious if that was a thing.

2. Taylor Swift. The whole house is on a Taylor Swift kick and hubby loves her song themes. He's always been focused on sexy female singers in his listening habits. Beyonce and Megan Thee Stallion have had recent appearances in his playlist along with Megan Trainor and the Chicks. So here's the question: Do sissies get attracted to women singers/performers, female empowerment/respect/hero songs?

Morning sexy lady, an interesting pair of questions!

1 if it's a sissy thing then I am not a proper sissy! I think it's different for each of us who wear female clothing and I understand the sentiment hubby expresses about the silky feelings but it's also countered by the look which I don't think flatters me ... or attracts me to the opposite sex if they were so swaddled!

2 Taylor ... again not an artist I am overly familiar with or specific to sissies! Am enjoying my 8-strap garter belt and my Pink Floyd all at the same time! Perhaps I am an unusual cross dresser??
Lx

 

[SweetAnnie40]

Thanks, Lucy. Let me broaden the question for all you girls... do you listen to a particular kind of music while enjoying sissy play or is it the same music you listen to when not sissy playing?

 

[irishblade]

Thanks, Lucy. Let me broaden the question for all you girls... do you listen to a particular kind of music while enjoying sissy play or is it the same music you listen to when not sissy playing?

I find music too distracting.