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Annie's Room

SweetAnnie40 said:
Not sure what I'm doing here but I guess I've always wanted my own thread. Someplace I can post my musings, desires, or the odd picture that I think is just stunning. This won't be high traffic like a picture thread but I'd like to post little bits of sexy stuff now and again. I guess i like the exhibitionist aspect of the process, though I've been very open across multiple threads about what I'm about, what has been going on with my husband for the last year, our sexual explorations, etc.

PART 1

For today, I'm just sort of obsessed with finding a beautiful woman, standing behind her in line, chatting amiably as we complain about how long the line will take. I compliment her on her top and leggings. Her skin is a gorgeous shade of dark mocha, so different from my 'white' Scottish heritage skin. I mention how good the leggings make her bottom look. We look at each other not talking but saying everything.

She takes my hand, out of sight of the others in the line, and directs it to her bottom. Given permission, I gladly caress and squeeze, exploring every bit of her shape, her beautiful curves, the delightful valley. Lifting the hem of her top just a little, I slip my hand inside her leggings. I find she's wearing satin string bikini panties which I caress her through. I recognize that she's getting very excited by the flush on her neck and the way she's getting a little squirmy.

It doesn't take long for me to push her panties down and enjoy her skin underneath my fingers, stroking and pushing. Her bottom arches toward me and I explore further down. Her legs widen and my fingers start touching wetness. I can only get two fingers between her legs but I find her moist lips and begin to stroke, to slip inside her.

She's biting her lips now and trembling at times. Only the narrowness of the check-out aisle with high display racks on either side make this possible. I'm blocking her from the woman behind me. The woman ahead of her is blabbing on her phone though she could turn at any moment and see. I think this is what is making it more exciting for both of us. I feel her stroking her clit through her leggings since I can't reach it.

We're moving toward the checkout at a glacial pace, but we're still moving and don't have the time we want. I touch her every way I wish I was being touched and soon am rewarded but a choked cough and the spasms of her pussy clamping down on my fingers again and again. Her hands are holding the display racks on her right and left for dear life. Her orgasm continues for a while as I don't stop stimulating her until she pushes my hand back.

"Paper and plastic?" asks the young man at the register. I'm still pulling her panties into place and slipping my fingers out as she tries to pull herself together enough to answer.

She has her purchases bagged and pays for them. As my purchases start to move through I see her drop a piece of paper in one of my bags.

As soon as I get away from the check-out line, I hunt for the paper.

"Ladies room, big stall. I just bought a cucumber..."


:) Hope you enjoy.
Click to expand...

Hahahahaha - I fucking LOVED that! Well written and I could feel the sexual heat as I read it!!!
 
 
SweetAnnie40 said:
Kind of a long story but it sounds like Hubby will try dressing fully this evening and being with the family that way. Our son and his girlfriend live with us during the pandemic and they know he is a crossdresser. (They don't know about all the sissy stuff though they might suspect... it just isn't that big a house.) Anyway, he hasn't dressed in front of them since telling them but he wants to tonight. So I'm going to warn the kids about it and then help him get ready once he's done with work for the day. He's had a lot of practice and looks pretty amazing 'en femme' I think our son and the girlfriend are going to be surprised.
Click to expand...

We definitely need an update on how this all went down....
 
Okay, so my sissy Hubby had his 'debut' as his feminized self last night with our adult son and the son's girlfriend. We all live in the same house and have for over a year now (economics, then add in pandemic). Earlier this year, we had a bit of an event where my son walked in on me masturbating with a female lover online and in quite a bit of bondage gear and very little underwear. That opened up quite a lot of emotions, discussions, negotiations, etc. I only bring that up because that also triggered Hubby to let them know that he was a cross-dresser. Since that announcement, they have both told him that they accept him and he should feel okay about it.

Last night, after I gave 'the kids' a heads-up, Hubby debuted his feminized self. Blonde shoulder-length wig that is his regular female hair, well-done makeup (all by himself), a pretty sun dress, high heels, thigh high stockings, breast forms, and satin underwear. His ease at walking in heels and with feminine movements was impressive and 'the kids' were very surprised. I guess they expected him to come down in a dress but otherwise look like himself.

Well, probably not like that. I mean it is a small house and even before Hubby confessed to them, it was obvious that only my son had any normal undies in the wash. I'm going to give them credit that they put 2 and 2 together on that one. And Hubby has already been pursuing feminization for three years including herbal supplements which has softened his figure. And he's been clean shaven "below the eyes" for a long time so I'm guessing they noticed his smooth arms and legs.

Even with those clues and Hubby's confession, it was different for them to see him fully transformed. Son's girlfriend kept commenting on how good his makeup was and how it did a nice job 'womanizing' him (her term, we got a lot of laughs about it and she's happily continued to use it with Hubby). I know Son was surprised that his dad apparently had some pretty beautiful breasts to make the dress fit very nicely. Kept stealing looks at them. (Those breast forms are one of my best purchases... great skin tone match really makes them look real to the casual and half-serious glance).

So after 'checking her out', we settled down to dinner and played some board games together after that. After the excitement and rush of being fully femme with them, Hubby and I retired early and talked for a couple hours. It really was a great experience for my Hubby and all of us.

At some point, I'm going to find a quiet corner with my son and girlfriend and ask their candid reactions.

Hubby gets on video calls for his work so I don't expect he'll be transforming on week days but he wants to keep doing it at some regular pace. We'll have to see. He especially wants to swim in the pool in a bikini with the kids.

Kind of crazy how far we've come in about three years...
 
SweetAnnie40 said:
Okay, so my sissy Hubby had his 'debut' as his feminized self last night with our adult son and the son's girlfriend. We all live in the same house and have for over a year now (economics, then add in pandemic). Earlier this year, we had a bit of an event where my son walked in on me masturbating with a female lover online and in quite a bit of bondage gear and very little underwear. That opened up quite a lot of emotions, discussions, negotiations, etc. I only bring that up because that also triggered Hubby to let them know that he was a cross-dresser. Since that announcement, they have both told him that they accept him and he should feel okay about it.

Last night, after I gave 'the kids' a heads-up, Hubby debuted his feminized self. Blonde shoulder-length wig that is his regular female hair, well-done makeup (all by himself), a pretty sun dress, high heels, thigh high stockings, breast forms, and satin underwear. His ease at walking in heels and with feminine movements was impressive and 'the kids' were very surprised. I guess they expected him to come down in a dress but otherwise look like himself.

Well, probably not like that. I mean it is a small house and even before Hubby confessed to them, it was obvious that only my son had any normal undies in the wash. I'm going to give them credit that they put 2 and 2 together on that one. And Hubby has already been pursuing feminization for three years including herbal supplements which has softened his figure. And he's been clean shaven "below the eyes" for a long time so I'm guessing they noticed his smooth arms and legs.

Even with those clues and Hubby's confession, it was different for them to see him fully transformed. Son's girlfriend kept commenting on how good his makeup was and how it did a nice job 'womanizing' him (her term, we got a lot of laughs about it and she's happily continued to use it with Hubby). I know Son was surprised that his dad apparently had some pretty beautiful breasts to make the dress fit very nicely. Kept stealing looks at them. (Those breast forms are one of my best purchases... great skin tone match really makes them look real to the casual and half-serious glance).

So after 'checking her out', we settled down to dinner and played some board games together after that. After the excitement and rush of being fully femme with them, Hubby and I retired early and talked for a couple hours. It really was a great experience for my Hubby and all of us.

At some point, I'm going to find a quiet corner with my son and girlfriend and ask their candid reactions.

Hubby gets on video calls for his work so I don't expect he'll be transforming on week days but he wants to keep doing it at some regular pace. We'll have to see. He especially wants to swim in the pool in a bikini with the kids.

Kind of crazy how far we've come in about three years...
Click to expand...

Glad the evening went well and that the kids are accepting as they are.

I scrolled back a few pages and didn't see you address it, but did your son's girlfriend ever mention the "present" you left in her panties?
 
SweetAnnie40 said:
Okay, so my sissy Hubby had his 'debut' as his feminized self last night with our adult son and the son's girlfriend. We all live in the same house and have for over a year now (economics, then add in pandemic). Earlier this year, we had a bit of an event where my son walked in on me masturbating with a female lover online and in quite a bit of bondage gear and very little underwear. That opened up quite a lot of emotions, discussions, negotiations, etc. I only bring that up because that also triggered Hubby to let them know that he was a cross-dresser. Since that announcement, they have both told him that they accept him and he should feel okay about it.

Last night, after I gave 'the kids' a heads-up, Hubby debuted his feminized self. Blonde shoulder-length wig that is his regular female hair, well-done makeup (all by himself), a pretty sun dress, high heels, thigh high stockings, breast forms, and satin underwear. His ease at walking in heels and with feminine movements was impressive and 'the kids' were very surprised. I guess they expected him to come down in a dress but otherwise look like himself.

Well, probably not like that. I mean it is a small house and even before Hubby confessed to them, it was obvious that only my son had any normal undies in the wash. I'm going to give them credit that they put 2 and 2 together on that one. And Hubby has already been pursuing feminization for three years including herbal supplements which has softened his figure. And he's been clean shaven "below the eyes" for a long time so I'm guessing they noticed his smooth arms and legs.

Even with those clues and Hubby's confession, it was different for them to see him fully transformed. Son's girlfriend kept commenting on how good his makeup was and how it did a nice job 'womanizing' him (her term, we got a lot of laughs about it and she's happily continued to use it with Hubby). I know Son was surprised that his dad apparently had some pretty beautiful breasts to make the dress fit very nicely. Kept stealing looks at them. (Those breast forms are one of my best purchases... great skin tone match really makes them look real to the casual and half-serious glance).

So after 'checking her out', we settled down to dinner and played some board games together after that. After the excitement and rush of being fully femme with them, Hubby and I retired early and talked for a couple hours. It really was a great experience for my Hubby and all of us.

At some point, I'm going to find a quiet corner with my son and girlfriend and ask their candid reactions.

Hubby gets on video calls for his work so I don't expect he'll be transforming on week days but he wants to keep doing it at some regular pace. We'll have to see. He especially wants to swim in the pool in a bikini with the kids.

Kind of crazy how far we've come in about three years...
Click to expand...

I am happy for the two of you. It must be very difficult hiding all the time. Now he will have a chance to live a more complete life.
 
SweetAnnie40 said:
Okay, so my sissy Hubby had his 'debut' as his feminized self last night with our adult son and the son's girlfriend. We all live in the same house and have for over a year now (economics, then add in pandemic). Earlier this year, we had a bit of an event where my son walked in on me masturbating with a female lover online and in quite a bit of bondage gear and very little underwear. That opened up quite a lot of emotions, discussions, negotiations, etc. I only bring that up because that also triggered Hubby to let them know that he was a cross-dresser. Since that announcement, they have both told him that they accept him and he should feel okay about it.

Last night, after I gave 'the kids' a heads-up, Hubby debuted his feminized self. Blonde shoulder-length wig that is his regular female hair, well-done makeup (all by himself), a pretty sun dress, high heels, thigh high stockings, breast forms, and satin underwear. His ease at walking in heels and with feminine movements was impressive and 'the kids' were very surprised. I guess they expected him to come down in a dress but otherwise look like himself.

Well, probably not like that. I mean it is a small house and even before Hubby confessed to them, it was obvious that only my son had any normal undies in the wash. I'm going to give them credit that they put 2 and 2 together on that one. And Hubby has already been pursuing feminization for three years including herbal supplements which has softened his figure. And he's been clean shaven "below the eyes" for a long time so I'm guessing they noticed his smooth arms and legs.

Even with those clues and Hubby's confession, it was different for them to see him fully transformed. Son's girlfriend kept commenting on how good his makeup was and how it did a nice job 'womanizing' him (her term, we got a lot of laughs about it and she's happily continued to use it with Hubby). I know Son was surprised that his dad apparently had some pretty beautiful breasts to make the dress fit very nicely. Kept stealing looks at them. (Those breast forms are one of my best purchases... great skin tone match really makes them look real to the casual and half-serious glance).

So after 'checking her out', we settled down to dinner and played some board games together after that. After the excitement and rush of being fully femme with them, Hubby and I retired early and talked for a couple hours. It really was a great experience for my Hubby and all of us.

At some point, I'm going to find a quiet corner with my son and girlfriend and ask their candid reactions.

Hubby gets on video calls for his work so I don't expect he'll be transforming on week days but he wants to keep doing it at some regular pace. We'll have to see. He especially wants to swim in the pool in a bikini with the kids.

Kind of crazy how far we've come in about three years...
Click to expand...

Very exciting!!
 
SweetAnnie40 said:
Okay, so my sissy Hubby had his 'debut' as his feminized self last night with our adult son and the son's girlfriend. We all live in the same house and have for over a year now (economics, then add in pandemic). Earlier this year, we had a bit of an event where my son walked in on me masturbating with a female lover online and in quite a bit of bondage gear and very little underwear. That opened up quite a lot of emotions, discussions, negotiations, etc. I only bring that up because that also triggered Hubby to let them know that he was a cross-dresser. Since that announcement, they have both told him that they accept him and he should feel okay about it.

Last night, after I gave 'the kids' a heads-up, Hubby debuted his feminized self. Blonde shoulder-length wig that is his regular female hair, well-done makeup (all by himself), a pretty sun dress, high heels, thigh high stockings, breast forms, and satin underwear. His ease at walking in heels and with feminine movements was impressive and 'the kids' were very surprised. I guess they expected him to come down in a dress but otherwise look like himself.

Well, probably not like that. I mean it is a small house and even before Hubby confessed to them, it was obvious that only my son had any normal undies in the wash. I'm going to give them credit that they put 2 and 2 together on that one. And Hubby has already been pursuing feminization for three years including herbal supplements which has softened his figure. And he's been clean shaven "below the eyes" for a long time so I'm guessing they noticed his smooth arms and legs.

Even with those clues and Hubby's confession, it was different for them to see him fully transformed. Son's girlfriend kept commenting on how good his makeup was and how it did a nice job 'womanizing' him (her term, we got a lot of laughs about it and she's happily continued to use it with Hubby). I know Son was surprised that his dad apparently had some pretty beautiful breasts to make the dress fit very nicely. Kept stealing looks at them. (Those breast forms are one of my best purchases... great skin tone match really makes them look real to the casual and half-serious glance).

So after 'checking her out', we settled down to dinner and played some board games together after that. After the excitement and rush of being fully femme with them, Hubby and I retired early and talked for a couple hours. It really was a great experience for my Hubby and all of us.

At some point, I'm going to find a quiet corner with my son and girlfriend and ask their candid reactions.

Hubby gets on video calls for his work so I don't expect he'll be transforming on week days but he wants to keep doing it at some regular pace. We'll have to see. He especially wants to swim in the pool in a bikini with the kids.

Kind of crazy how far we've come in about three years...
Click to expand...


Oh my Annie, sounds like an interesting and enjoyable evening.
 
SweetAnnie40 said:
Okay, so my sissy Hubby had his 'debut' as his feminized self last night with our adult son and the son's girlfriend. We all live in the same house and have for over a year now (economics, then add in pandemic). Earlier this year, we had a bit of an event where my son walked in on me masturbating with a female lover online and in quite a bit of bondage gear and very little underwear. That opened up quite a lot of emotions, discussions, negotiations, etc. I only bring that up because that also triggered Hubby to let them know that he was a cross-dresser. Since that announcement, they have both told him that they accept him and he should feel okay about it.

Last night, after I gave 'the kids' a heads-up, Hubby debuted his feminized self. Blonde shoulder-length wig that is his regular female hair, well-done makeup (all by himself), a pretty sun dress, high heels, thigh high stockings, breast forms, and satin underwear. His ease at walking in heels and with feminine movements was impressive and 'the kids' were very surprised. I guess they expected him to come down in a dress but otherwise look like himself.

Well, probably not like that. I mean it is a small house and even before Hubby confessed to them, it was obvious that only my son had any normal undies in the wash. I'm going to give them credit that they put 2 and 2 together on that one. And Hubby has already been pursuing feminization for three years including herbal supplements which has softened his figure. And he's been clean shaven "below the eyes" for a long time so I'm guessing they noticed his smooth arms and legs.

Even with those clues and Hubby's confession, it was different for them to see him fully transformed. Son's girlfriend kept commenting on how good his makeup was and how it did a nice job 'womanizing' him (her term, we got a lot of laughs about it and she's happily continued to use it with Hubby). I know Son was surprised that his dad apparently had some pretty beautiful breasts to make the dress fit very nicely. Kept stealing looks at them. (Those breast forms are one of my best purchases... great skin tone match really makes them look real to the casual and half-serious glance).

So after 'checking her out', we settled down to dinner and played some board games together after that. After the excitement and rush of being fully femme with them, Hubby and I retired early and talked for a couple hours. It really was a great experience for my Hubby and all of us.

At some point, I'm going to find a quiet corner with my son and girlfriend and ask their candid reactions.

Hubby gets on video calls for his work so I don't expect he'll be transforming on week days but he wants to keep doing it at some regular pace. We'll have to see. He especially wants to swim in the pool in a bikini with the kids.

Kind of crazy how far we've come in about three years...
Click to expand...

Really pleased things went well and it was a great success,
 
I am so happy things went well. I look forward to hearing the candid reaction from the kids alone, but it all sounds so wonderful and supportive. I hope it can continue to be positive for everyone. Hugs all around.
 
SweetAnnie40 said:
Okay, so my sissy Hubby had his 'debut' as his feminized self last night with our adult son and the son's girlfriend. We all live in the same house and have for over a year now (economics, then add in pandemic). Earlier this year, we had a bit of an event where my son walked in on me masturbating with a female lover online and in quite a bit of bondage gear and very little underwear. That opened up quite a lot of emotions, discussions, negotiations, etc. I only bring that up because that also triggered Hubby to let them know that he was a cross-dresser. Since that announcement, they have both told him that they accept him and he should feel okay about it.

Last night, after I gave 'the kids' a heads-up, Hubby debuted his feminized self. Blonde shoulder-length wig that is his regular female hair, well-done makeup (all by himself), a pretty sun dress, high heels, thigh high stockings, breast forms, and satin underwear. His ease at walking in heels and with feminine movements was impressive and 'the kids' were very surprised. I guess they expected him to come down in a dress but otherwise look like himself.

Well, probably not like that. I mean it is a small house and even before Hubby confessed to them, it was obvious that only my son had any normal undies in the wash. I'm going to give them credit that they put 2 and 2 together on that one. And Hubby has already been pursuing feminization for three years including herbal supplements which has softened his figure. And he's been clean shaven "below the eyes" for a long time so I'm guessing they noticed his smooth arms and legs.

Even with those clues and Hubby's confession, it was different for them to see him fully transformed. Son's girlfriend kept commenting on how good his makeup was and how it did a nice job 'womanizing' him (her term, we got a lot of laughs about it and she's happily continued to use it with Hubby). I know Son was surprised that his dad apparently had some pretty beautiful breasts to make the dress fit very nicely. Kept stealing looks at them. (Those breast forms are one of my best purchases... great skin tone match really makes them look real to the casual and half-serious glance).

So after 'checking her out', we settled down to dinner and played some board games together after that. After the excitement and rush of being fully femme with them, Hubby and I retired early and talked for a couple hours. It really was a great experience for my Hubby and all of us.

At some point, I'm going to find a quiet corner with my son and girlfriend and ask their candid reactions.

Hubby gets on video calls for his work so I don't expect he'll be transforming on week days but he wants to keep doing it at some regular pace. We'll have to see. He especially wants to swim in the pool in a bikini with the kids.

Kind of crazy how far we've come in about three years...
Click to expand...

I absolutely LOVE LOVE LOVE this and wish more people/families could be open to these kinds of exploration and transformations!! The world would be a much more enjoyable and peaceful place! Good for you all!!!!!
 
Hi Annie, how did the chat with the son and girlfriend go about hubby coming out? I hope they were still as accepting in private as they were in front of him.

Still loving your threads and the contribution you make to our lives. Cheers
 
Looks like a busy afternoon is coming as the postman just delivered my new cock cage. It's a pretty pink one so matching bra and panties should be ideal.
 
SweetAnnie40 said:
Kind of a long story but it sounds like Hubby will try dressing fully this evening and being with the family that way. Our son and his girlfriend live with us during the pandemic and they know he is a crossdresser. (They don't know about all the sissy stuff though they might suspect... it just isn't that big a house.) Anyway, he hasn't dressed in front of them since telling them but he wants to tonight. So I'm going to warn the kids about it and then help him get ready once he's done with work for the day. He's had a lot of practice and looks pretty amazing 'en femme' I think our son and the girlfriend are going to be surprised.
Click to expand...

Oh my, and wow... I wish you and he the best, could be transformational for home life for you all, and what I would give for the chance to choose femme wear on a night and be accepted and desired - as we know you desire hubby - in such clothing. :kiss::rose::heart:

"Addition" - I should read all new posts before I respond, sorry Annie, all!

I cannot express how happy I am for you and more so for hubby, the rush must have been amazing and scary at the same time. Having more chance to just dress femme after work and not worry will be so much better for you and him I guess, what an amazing result so far. A bikini sounds fun but it's a little harder to hide the package and swim I suspect... must go practice my tucking!

Seriously, amazed and pleased and, in all honesty, a little envious!! 🤸🏿*♀️😘
 
Last edited:
emmcee_M_Aussie said:
Hi Annie, how did the chat with the son and girlfriend go about hubby coming out? I hope they were still as accepting in private as they were in front of him.

Still loving your threads and the contribution you make to our lives. Cheers
Click to expand...

It went... mixed. My son truly wants to support his father but the transformation was pretty startling and he is struggling with seeing his dad that way. He pledged to not make it an issue but he might get more scarce if his father does that more often.

Son's girlfriend was much more accepting and is trying to help my son get comfortable with it. She even joked that my son could try on her panties but the joke sort of fell flat with my son (unfortunately). The girlfriend has lots of questions and I think she's very curious to see and interact with hubby that way more. She said she could help him with his makeup but it looked like I'd taught him really well already.

So I give my son credit for trying and love the girlfriend even more for how accepting she is being. But not smooth sailing.
 
Straight talk.....

SweetAnnie40 said:
It went... mixed. My son truly wants to support his father but the transformation was pretty startling and he is struggling with seeing his dad that way. He pledged to not make it an issue but he might get more scarce if his father does that more often.

Son's girlfriend was much more accepting and is trying to help my son get comfortable with it. She even joked that my son could try on her panties but the joke sort of fell flat with my son (unfortunately). The girlfriend has lots of questions and I think she's very curious to see and interact with hubby that way more. She said she could help him with his makeup but it looked like I'd taught him really well already.

So I give my son credit for trying and love the girlfriend even more for how accepting she is being. But not smooth sailing.
Click to expand...

Always the best. And once a dad, a dad forever.
 
SweetAnnie40 said:
It went... mixed. My son truly wants to support his father but the transformation was pretty startling and he is struggling with seeing his dad that way. He pledged to not make it an issue but he might get more scarce if his father does that more often.

Son's girlfriend was much more accepting and is trying to help my son get comfortable with it. She even joked that my son could try on her panties but the joke sort of fell flat with my son (unfortunately). The girlfriend has lots of questions and I think she's very curious to see and interact with hubby that way more. She said she could help him with his makeup but it looked like I'd taught him really well already.

So I give my son credit for trying and love the girlfriend even more for how accepting she is being. But not smooth sailing.
Click to expand...

Got to give the son credit. Hope with time he warms up more. Big hugs to the whole family.
 
Such an amazing wife you are, I 💘 all that you do for your hubby and for me, and every one ❤ here.
:kiss::rose:
 
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.
 
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