Hello Mrs Loving,
 
I am a shy 37 year old part time crossdresser, who has always hid his sissy crossdressing side from others.  I have been dressing since I was 12 (in my moms panties).  When I walk through the mall, just walking by Victoria Secret gets me sexually excited, but I am way too shy to go in and buy my things in person.  It also the same when I pass those beautiful clothing stores, which look much prettier than the drab male clothes I have to wear.
 
I have always wanted a woman older than myself to make me dress-up in the most frilly sissy clothes in front of her and make me act girly and do naughty things while I am dressed, (I had been a member of your site, and love the idea of serving a mommy figure).  I would do anything that you wish to make me feel the sissy girl that I am on the inside.  My ideal outfit would especially be a frilly sissy party dress, or the look of a sissy prostitute.
 
I would be honored to be considered for making a movie for posting on your site, I had secretly always wanted to make an adult movie. I live in the bay area, and have anytime available.   
Tiffany

Hello Mrs Loving,

I love your site and all the very sexy movies.  It makes me feel better about myself and gives me courage.  I have never visited a professional Mistress or told anyone about my fantasy or secret.  Not even my wife.
I love to dress as a sissy but not so much in silk or frillies but as a smart office lady wearing proper foundation wear and other lingerie.  I often dress up in an attractive business suit with an all in one body shaper, knickers, stockings, bra and slip.  When I see my self I get so very excited and begin to enjoy the feeling of the silk of my slip swirling around my stockinged legs.  I always get aroused and end my sessions sitting in front of the mirror with my skirt and slip pulled up so that I have a perfect upskirt view of the bulge in my full back nylon knickers.  When it's time to come I sniff the crotch of my wife's soiled knickers and then squirt my come into them.

Do you cater for this kind of sissy?  My wife has no idea what I do whilst she is at work!!

Where are you based? I live in the North West.

Best regards
Sissy Betty

Dear Mrs. Loving,

I have been obsessed about panties, lingerie, women's clothing and shoes since I can remember. It started when I was 10 and tried on my sister's panties for the first time, and continues to this day when I steal my ex-wife's panties and lingerie and wear them while I masturbate. While we were married, I wore my wife's, her 3 sisters, her friends, cousins, aunts, and nieces panties and lingerie every chance I got.

Nothing turns me on more than slipping into sexy, matching bra and panties, stockings, garters, high heels, and sniffing a pair of soiled panties while I masturbate.

I love your site! I get so incredibly turned on at the thought of a goddess like yourself dressing me up and turning me into a little sissy whore. I want to crawl to you on my hands and knees, kissing and licking your beautiful feet and obeying every instruction you give me. I realize that being a sissy slave is what I truly need to be, and the irony in how truly liberating that is for me.

More than anything I desire to be in one of your movies. To be taught and nurtured by you, yet at the same time expose by deepest desires.

I am on the West Coast, so San Fran is very accessible for me. I also realize you are very busy, so please let me know firstly if you would consider me, and secondly, when you may have some time to get together.

Many thanks for everything that you do!
Here's some pictures of me.

Karen.

 

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Dear Mrs. Loving.

I've been browsing through your websites finding them very exciting and educational.
It's so wonderful to watch and read about a mature Lady being interested in sissies
and Panties!
I wear girly Panties every day, however I do not keep my little sissy pee-pee in an
upright position or let it out of the leg hole - my shaved little girly pee-pee is
always nestled inside the gusset of my Panties - full cut silky nylon briefs - size 5.
That way the soft and caring gusset can absorb my excitement as it does for a real
Lady.
I do also love to wear my wife's Panties after she has worn them a whole day. We
take the same size in Panties, however since I am a sissy I am not allowed to wear
all her Panties - the black Panties are for her only and for me to sniff and kiss.
Most nights I sleep weating my nightie and silky sissy Panties with her worn Panties over my head with the aromatic gusset covering my nose, enabling me to inhale heavenly female scents in my sleep.  Most mornings I wake up with the Panty gusset still covering my nose.  I then kiss and lick the gusset, planting gentle kisses on the spot that has been absorbing her excitement and other female nectars the day before.
Then I shower and shave my sissy bits, in fact I keep my entire body hair free as a girly sissy should.
After spraying my sissy bits with girly perfume I genly slide her worn Panties up my stocking clad legs while I tuck my girly pee-pee into the feminine gusset, letting the head rest on the traces of her excitement, leaking girly frustration and making the Panty gusset wet all day.
My wife likes to keep me excited at all times without allowing me squirties - yes, I am
a sissy, Mrs. Loving.
(I apologize for any spelling or grammar errors - English is not my native language - I live
far away from the U.S.)

Thank you, in white, soft girly Vanity Fair Lace Nouveau Panties.
sissy annabella

Dearest Mrs. Loving,

I get very hard and excited in my sissies panties every time I login to your site.  How would I go about becoming one of your subjects?  I have been dressing up in my ex-wife's and her 3 sister's lingerie for years and have an insatiable desire to be a sissy.

You're so loving with your sissies it makes me want to there in your arms. I would like to be feminized and milked by you.

 Sincerely,

Brad.

Dear Mrs Loving,
Where have you been all my life?  I've been a cross dressing sissy for as long as I can remember and have searched everywhere to find somebody like you. You seem to know how to bring out the sissy in any man and then enjoy the humiliation that follows. To have a woman like you to be able to serve would be both a fantasy of mine and a privilege. I can only wonder at how you would transform me into your sissy, panty loving boy (girl) and then show me off to your friends. With only just having found your site,  I'm now going to spend some time enjoying it and look forward to hopefully 1 day being able to act things out for real.
 
Sissy Jen

Dear Mrs Loving,
 
After finding your site all I can say is WOW!!! Loved it and couldn’t stop imagining myself there with you. I would go on and on telling you how excited it made me, but I have no doubt you know exactly. To spend time with a woman such as yourself how knows exactly how to treat a man, well, it’s a dream!
 
My best to you,
 
M

Hello Mrs. Loving,

I think your site is fantastic.  I love the way you help and encourage us sissies to embrace who we are and encourage us to realize what we desire.  Over the past few years, I have had an incredible opportunity to explore my sissy persona with “Mistress X” in SF. It has been an amazing exploration.
 
I started wearing panties regularly as a sophomore undergrad. At the time, my desire was mostly to be dressed in women’s lingerie – I thought they were sexy - and wear make-up (why should only women wear it?) and only had the occasional thought of what it would feel like to be fucked. But, I always imagined that the person fucking me was a woman wearing a strap-on.  Yet the more I started to dress, the more I became excited by the idea of being a female and turning him on – feeling his cock and making him cum.
 
It was only after moving to the bay area, I really began to explore my female identity, i.e. buying clothes, not just panties, getting makeovers, and going out en femme.  Still it was almost 5 years later when I started training with “Mistress X” that I began to entertain the thought of pleasing a real man. My past play with Mistesses had involved strap-on play but it was more about me acting out a role, but I never saw it is a prelude to me wanting a real cock. In the 5 years, since I first met Mistress X, I have gone from a boy who fantasized about gender play to a sissy slut who craves cock. By the time Mistress X had asked her sissies if instead of a strap-on, did we desire a real, hot, throbbing cock, she had gotten in my psyche so much that I had become sissy cock craving whore who only wanted to please her.  I needed cock in my mouth. I wanted to take a man’s cum down my throat. I desired to feel his cock as  it penetrates and plumbs the depths of my virgin sissy pussy.
 
Ultimately, I would love to find someone like you who understands how I feel as a sissy.  I become tremendously excited about the idea of being forced feminized.  As I live in the east bay, I hope to one day to have you help me bring out my true inner sissy.

When did you first feel like a sissy?  How old were you?
I was young when I first felt a desire to dress as a girl. When I was young, my parents often made me stay with my grandparents. My cousin lived there with my aunt. Instead of sleeping in my pajamas, I liked to sleep in her nightgown.  

What were the first sissy clothes you wore?
While I guess there was only one first time, there were many first that standout in my mind. The first clothes I wore were my cousin’s nightgown and panties.  When I was in upper school, I stayed home one day just so I could wear my mother’s clothes and make-up. My senior year, some guys on the cross country team opted to dress as cheerleaders for spirit day. It was mostly for fun, but I was secretly excited about dressing in female cheerleader attire. I was immensely excited to have a reason to wear panties in public. It wasn’t until I was at university that I bought my own panties – a 3 pack of Jockey for Her. I know one pair was red and the other 2 were striped.  I remember the first thing I did was shave my little clitty; when I put those panties on, I felt like a porn star.
 
What does it feel like to know you're a sissy?
It is liberating but it wasn’t always like this. As a university student, nothing could have prepared me for what happened the first time I wore a bra in addition to my panties.  It was early spring but because I was wearing a bra, I opted to wear a sweater. I was a little warm but tremendously thankful I was wearing the sweater when the younger sister of a friend of mine from high school stopped to hug me. To this day, I am not sure if she felt the bra beneath my sweater.  Except for work, I regularly wear women’s clothes and even then I at least wear panties.  I love expressing my femininity in dress and deeds and love it when people appreciate me in my femme persona.

 What are your deepest sissy desires and needs?
I would love to meet and be with a woman who wants to take me on a ride of forced feminization. I would love to meet a woman who can embrace both the male and sissy in me.  On some level, I desire to be taken out and forced to demonstrate what a good cocksucking cumslut I have become. More than anything I wish I had breasts.

What are your sissy sexual fantasies and dreams?
I have many fantasies. I crave to be penetrated like a real woman. I desire to meet a woman who embraces the sissy in me. To meet a woman who continues to prepare me to be penetrated like a woman. She will teach me to relax and to enjoy being fucked for the first time by a real man. I imagine she will enjoy introducing me to a man. I imagine he will kiss and caress me, nibble on my ears, and lift my nightgown to expose my breasts for his mouth.  All along, I can feel his cock growing in my hands. In my ears, I hear her repeating, “you want his throbbing cock, deep inside of you, you want to feel him as he penetrates and fucks you.”  As I lay on my back, he spreads my legs, raises them up on his shoulders before penetrating my hole. His strokes are long and deep. Together, they will teach me that this will be the only way I am allowed to cum.
 
I also have thoughts of cuckoldry chastity. When I am in chastity, I feel most emasculated as if there were just a hole waiting and wanting to be fucked.  These thoughts grow  stronger as I get in touch with my inner sissy. My mouth will be available for his pleasure, to get him hard before they screw each other. When they finish, I imagine that he fucks my mouth as they both tell me, “taste that you little sissy, that is the closest you will ever get to pussy. I bet you wish you had a pussy like that. Taste that pussy. Suck my cock, you little sissy.”  Or maybe he penetrates me with his pussy soaked cock.   
 
I also like the idea of being fucked in both holes. On my back, with one leg and my other being held up by a guy as he fucks my sissy hole while another has his cock in my mouth.


Sissy,
Morgan

Dear Mrs Loving,

I recently joined you site and after watching many of the your movies I can see that you are exactly the kind of woman I would like to meet.  I have recently come to terms with enjoying wearing panties and am now aware that the concept of being a sissyboy is increasingly crossing my thoughts.
 
A little history; I guess in college, when I first started sniffing my girlfriends panties...and then her mothers, is when I first realized that I was drawn to them.  I loved what they smelled like, the texture, their visual appeal....I was intrigued by them.  Women looked so sexy in them.  Men don't seem to command that same reaction in their boxers.  I wanted to be sexy too.  I eventually started sneaking on my girlfriends panties for a few seconds when the opportunity presented itself, checking myself out in the mirror, freaking out and putting them away.
 
When I was dating my wife, I would always try to get a sniff of her sisters panties.  As we went on in life I began wearing her panties when she was away.  I  loved to try out all the different styles, modeling for myself in the mirror.  Then eventually I would wear them to work when she was out of town.  I came to realize that I loved the look of the slutty ones but the comfort of more practical ones.
 
Recently, my wife discovered that I had been looking at transvestite sites and confronted me about it.  It eventually came out that I enjoyed the the look and feel of womans panties.  My wife, (who had also become aware in a similar fashion, that I had gone on the internet and arranged to give a man a blowjob, and accepted, and was supportive of that),was interested and supportive of this too.  I now have my own set of panties, some stockings and nylons and other things.  She is also up for fucking me with a strap on.  She was been wonderful through this whole transition.
 
However, one of my deeper fantasies is to have a woman dominate me.  Not in a pain or humiliation way, but like how I see in you sissy trainings.  My wife is not quite up for it.  It's not that she's against it,  it's that she can't quite figure out how to quite be able to pull it off.  How to wrap her head around the whole idea,
 
This leads to the point of my message.  I see that you will do feminization sessions and I am in the area.  Would you possibly be available on the 21st or 22nd of December?  I would like to feel and see the next level with someone who seems caring and safe.
 
I look forward to hearing back from you and hope I can serve you soon.  You do amazing work.
 
Sally Susan

Mrs. Loving:

What a great surprise.  I was surfing the net and found your website.  I think it is great.  Mrs. Loving, you are beautiful and indeed a mature, older lady that really enjoys feminizing sissies!

I'm 56 and have been searching for an older,  mature lady who would feminize and keep me.

I got my start at being a sissy when my folks gave me enemas when I was a youth.  I've also always enjoyed being around older woman and wanting to serve and please them.  I had an elementary school crush on my music teacher.  I would sneak back into her classroom after school.  She would allow me to put my arm around her shoulder and I would watch her fold and prepare to put on her silk scarf before she left.  She was well over 50 and had beautiful, big breasts.

I have bought and obtained women's panties over the years.  I also have some other ladies items (bra, dress, watch, stockings) too.  I occasionally like to dress up and give myself an enema.  It would be much better if a lady was present to do it, however.

Mrs. Loving,  I doubt if I get to San Francisco but I was wondering if you did phone sessions.  I would really like to talk to an experienced lady about this topic, which I love and yearn for.


Thank you for your time and information Mrs. Loving.  I really hope that I can become more involved with you and to maybe talk to you about being trained and kept through the phone.

Sissy Marcella

Dear Mrs loving

I found your excellent site and was so envious of your sissies.  I looked at all the clips of their feminisation and sissy training and it made me spurt my sissy cream many times.

I imagine what it would be like being feminized by a woman like you.  I can almost feel your hands on my clitty.

Love,

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Heya Mrs Loving,

How have you been?  I thought I'd send you an email because I've been feeling very fem recently. The last few nights I've been wearing tights/pantyhose to bed hehe so comfy and girly.  I wish I could wear a pretty nighty with them and sleep in a pink girly room and bed too.  Maybe one day. It would be nice if you helped me with it.  Pick out my bed clothes and tie me to a girly bed.  My sissy clit would become so hard, Mrs Loving. 

I've included some pictures of stuff I like and hope to own one day. Please let me know your opinion of them.

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Hi Mrs Loving,

I`m a happy and very satisfied web member and would love to have the opportunity to talk to you by phone some time. Would that be possible?

Laura_NYC

Mrs. Loving:
I just viewed, more then once, the paddles 1 and 2 with Ms. Simone.  It was excellent.

Mrs Loving and Ms. Simone team up for beautiful, sexual, sensual videos that make a sissy feel like she is right there.  You both seem to be very interested in taking care of a sissy, dominating her in a very sincere and loving way and feminizing her in a very thoughtful manner.

I was wondering, but could Mrs Loving and Ms. Simone team up on a 'sissy phone call?'  I would pay nicely and I would love to sissy talk with two mature women about the subject.

Thank you for your time and keep up the great work with the videos.  I wish I were there to be in the videos :)

Sissy Marcella

Dear Mrs. Loving,

I discovered your site and just had to write to yo.  Your videos are extremely exciting and the way you train your sissies makes me wish I was there. I am sure I am writing you things you have heard many times. I find the videos and your personality to be very enticing.

You are very open , kind , understanding and sensual. Also I think you are absolutely gorgeous. I've read all of your posts, information, advice and directions.

I would like to know if you are taking on any new clients and would like to  very much have some of those nice sessions that you show in your videos. I am 6 '190lbs some muscle, dark hair, no facial hair and am 51. I will never be passable and that's cool. I have been a cross dresser since I was  pretty young.

Finding an understanding woman is hard. I have gone to a few strap-on mistresses I found online and most of those were nice times, but you see Mrs. Loving I am not turned on in the least by any humiliation or embarrassment, degradation or being dominated.  The sensual letting go or sharing equally. The erotic aspect to just feel and dress sexy and let that out completely with an understanding woman. That is the true erotic and enticing desire for me. No forced or shaming at all.  That's why I love your site so much.

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I want to write and tell you how much I adore your site. It's makes me feel so good when I put on a cute little dress and my ruffled panties and watch your videos. I wish I was the little sissy that you are feminizing and enjoying. I love seeing the smile on your face as your giving your sissy a good milking.

I've attached pictures of what I look like when I see your movies.

Sissy Baby Sussie

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I've just finished filming the first sissy feminization training with a man and his wife.  She had called me asking my advice about her husband.  She had found a large box of very frill women's clothing in the back of a closet and she didn't know what to do or think.  The first thing she did was check his pc and found that he has had visited my site.  It was at that point she realized that these frilly clothes were his.  She know her husband was shy and had many feminine characteristic but this was a big surprise.
He was very lucky.  She loved him dearly and want him to be happy and satisfies but she didn't know what to do and that's why she called me.
We chatted in the telephone and I told her what I did and how I could be of help to her and her husband.  She scheduled their first session shortly thereafter.
I've done many trainings with couples and this was one of the most interesting.  They were both so excited and eager to learn.
I'll write more about it soon.

Mrs. Loving,
 
I stumbled upon your beautiful website, and watching your videos, it is clear you are special. Your understanding, empathy and expertise guiding sissies like myself into fulfillment is rare, and applauded.
 
My first experience was at age 12 sliding on my mother's discarded nylon stockings.  This progressed into having my very first orgasm while wearing stockings, and having one tied around my cock.  To this day, this remains a favorite way to cum.
 
This progressed into years of secret dressing and purging.  Years later I was married, and kept my secret.  After the dawning of the internet age, and information on crossdressing, and a key full transformation experience, I shared myself with my wife.
 
Unfortunately, she barely acknowledges my feminine side, and is not supportive.  One of my dreams is to eventually find a woman that both understands and supports my sissyness, and who would enjoy, and yes play with Gina, my alter ego. For years, I have also considered full time expression of femininity.
 
To me, the ideal life would be as a sissy maid, in service to a loving wife.  And, I would be in chastity, except for her pleasures.  The relationship would be public, and mutual devotion total.  I would be relieved of financial worries, and focused on her pleasure, care and needs.
 
So, thank you so much for your approach, and sharing.  Perhaps someday I can visit you in San Francisco, that would be simply divine.
 
Please keep up your valuable work!
 
blessings,
 
gina

Dear Gina,
Thank you so much for your kind words about my site.  It's lovely for me to know that you understand why I do feminization trainings. I wish things could be better with your wife but sadly she like many women have their heart set on a certain kind of life and a crossdressing husband wasn't part of the dream.  Other women, embrace their sissy husband with love, support and help with make up.  They are very rare.  
It seems to me that if you desire to transition and live as a woman then you'll need to be in a relationship that will encourage and support you.  Transition can be a glorious experience but it does have it's difficult and tearful moments. As to finding someone that will support you financially while you live full time in the sexual ecstasy of being a french maid I think that might be asking for a tiny bit to much.

Wishing you a peaceful relaxed transition,

Mrs Loving

Hello Mrs. Loving,

I had great week as I found you website.  I don't believe I have ever been to a site that come's across as such an expert.  Many sites are filled with Dom's and force, which is great if that is your thing, but let's face it, the sissies I have known or corresponded with do not need a whip or chain to wear panties or dress up completely. They need understanding and compassion and then the sissy will develop.  Anyway that's what I see with you and I want to thank you for it.

My sissy name is Diane. I live in Los Angeles and rarely make it to San Francisco, but maybe some day I can be trained by you.  A little about my self based on the questions from your site

When did you first feel like a sissy?  

This happened at around 7 or 8 years old.  My father, who I was very close to (Daddy's girl :) Was a very macho man.  I on the other hand was skinny, a bit emotional and at about this age, I lost my first fight with the neighbor kid.  My Dad was  disappointed and said that I was a sissy.  At 10 years old, I tried out for a little league baseball team.  The couch eventually cut me from the team, along with three others.  He said that I threw a baseball like a girl. After that I began to think I might be a sissy.


What were the first sissy clothes you wore? Well that would be Mom's panties at first, then I got more brave and when left alone for a good period of time, I put on her bra, pantyhose, and girdle.  I will never forget the feeling, walking around the house swishing my hips and looking in the mirror and being introduced to my "Girl Self".  I was hooked.

What does it feel like to know you're a sissy?

I have had some guilt with that, but as I get older and with the benefit of the internet and how it has opened up so much information on crossdressers/sissies, I now feel very comfortable with it. I now feel forturnate to be able to feel my feminine side.

 What are your deepest sissy desires and needs?

Being excepted and treated like a girl. To have someone understand and help me nourish my inner sissy.


What are your sissy sexual fantasies and dreams.

My greatest sissy sexual fantasy is to be dressed in beautiful lingerie and be taken by an understanding man.  A man who is gentle but in control. I have dreams of being trained to suck his cock just as he likes and also being fucked.  

Thanks for your site and hope to hear from you

Love,

__________________________________________________________

Dearest Sissy,
I'm so grateful for your email.  You understand so clearly me and my mission.  I seek to not only feminize but to increase self esteem and good feelings about being a sissy.  Compassion, understanding and encouragement of sissyhood is my greatest joy.
May your sissy self expand your own heart and increase your compassion and caring of others.
Thank you so much for answering my questions.  I'll put them on my blog for others to see and learn from.
Please write every once in awhile and let me know more of your sissy thoughts and dreams.

May all your sissy dreams come true,

Mrs Loving

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Dear Mrs Loving,

HI my name is Candy and I have been wearing panties since I was about 12 yrs old. It all started with my step mother's nice and silky and very sexy lacy ones. When she found some of her panties in my laundry basket she said it was ok for me to wear them. We had a live in nanny who did our laundry and she would wash them for me.

I soon began to take girls panties from there homes when I went to vist family and friends. I used to wrap them round my cock and masturbate into them it felt so good when I came in them. I just feel so good and sexy and even a bit perverted in panties but I love them.

I think the first time that I sniffed the crotch and licked a soiled pair was when I was about 16 or 17 they belonged to one of the maids and did i get turned on. So now every chance I get to steal a dirty pair of panties I do.

The person whose panties I love to put over my face while I masturbate belong to my sister in law i just can not get enough of her taste or smell. My wife found out about my use of her sisters panties and of course was not happy. I so want to ask my sister in law to give me her dirty panties but my wife says No. I'm getting wet just writing this. Where are you located? I would love to be trained by you.

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