Date with a man while dressed as french maid

I will continue to relate some of my experiences dating men, past and recent. Many men I dated did not know that I'm a t-girl and I had to be very careful to tease and please them without them finding out. It was very risky and quite thrilling.

A number of years ago, I dated a straight guy, J, who didn't know I'm a tgirl. I used to meet him at his townhouse and them we would take his car to go out. We went mostly to clubs. One winter evening I came to his back door wearing a white sweater coat which was mid thigh length. J could see me bundled up in my coat and in high heels and black hose. Of course I was all dolled up with wig make-up and nicely polished nails too. I was dressed in the outfit shown.

When he came to the door, I threw my coat open and revealed that I was wearing a very short black and white French maids dress with a cute apron. His expression was priceless and made me thrilled. I gently nudged him backwards and told him that tonight I was his maid and it was my job to serve him. As a maid, it was my job. He should just sit back and relax. Thank goodness he went along. I undressed him and sucked his cock. Afterwards, I changed into another outfit I brought and fixed my make-up. Then we went out to a club. J still wants to take me out but I had to stop because he was getting progressively closer to finding out about me.

On other occasions he had me out of my dress, kissing him in my lingerie, specifically a short black lacy slip. I felt so vulnerable standing there kissing him while wearing only lingerie, but it also thrilled me. I hated to stop dating him but I knew I must. It was getting progressively harder to hold him off and not let him find out about my little secret.

Date with Umbrella Bill

As a sissy I have dated men on occasion. I pass well in public and sometimes I have gone out with men who did not know that I was not a real woman. It makes me feel so feminine and sexy to be desired as a woman by a man. Sometimes I let the situation get carried away because a man sexually desiring me really feeds my feminine ego. Then I have to do some fast talking and fast hand movements to extract myself from the situation before I am found out. It is a situation which is both exciting and scary.

Umbrella Bill
One night at a piano bar, a guy convinced me to follow him home. Stupid me, I must have had too much to drink. What did I think he wanted? I didn't think. We went to his townhouse and he immediately started kissing me and dragging me up the stairs to this bedroom. We kissed and fondled on the way up. I had to be real careful where I let him touch me or he would have probably beaten the crap out of me for not being a real woman like he though I was. I loved feeling his hard cock pressed up against me. It made me feel so femme and submissive. I really caressed his cock with my hands and when he pressed it against me. Finally he started to undress me and I started making excuses that I had to leave. The situation was geting out of my control. His cock was so hard and he said, "You can't leave me like this". Wow, I realized how it is to get a man hot and excited, and how difficult it is to get a man to stop. I relented and grabbed him by the hand and took him to the bedroom and said something about taking care of him. I undid his pants and told him to lie back and preceeded to suck his cock until he came in my mouth. Thank goodnees he was satisfied with a blow job. I have found that most men are. Just as long as they get their rocks off, they are happy. For some reason I can't remember, this guy Bill had a lot of umbrellas. On the way out he offered me one. He said, "I'm not offering you an umbrella for a blow job, I just have so many, I thought you might like one." Now I remember him as umbrealla Bill. I haven't seen him since.

This was a really dangerous situation but I loved satisfying a man without getting any pleasure myself. It was a real thrill.

Encourage sissy tammi's sissification

Goddess Sandra is wife and Mistress to sissy tammi. She has asked me to observe tammi's femininization and sissification, and offer suggestions based on my own experiences as a pantywaist sissy. sissy tammi (not sissy tammy from previous posts) doesn't enjoy wearing women's clothes but follows Goddess Sandra's directives out of devotion.

sissy tammi states, "i really don’t enjoy wearing women’s clothes. i find quite humiliating and embarrassing to dress as woman and unfortunately that is why Goddess Sandra requires it. It pleases Her to see me dressed in such a manner. i do not enjoy dressing as a woman it is very difficult and typically quite uncomfortable".

Please check out sissy tammi's blog (listed on right side of blog) and encourage her to indulge deeply and embrace her femininization. sissy tammi has served at several functions hosted by Dommes and there is so much more we should know about them. Goddess Sandra want us to post comments and suggestions, so please listen to this Esteemed Mistress and add your comments.

Sissy Attire in Public

Previously I posted that I have taken several friends out as sissified males in public. Also I have gone out with a friend where we were both dolled up in sissy outfits. See this photos or my sissy girlfriend, sissy tammy and I in public. This was sissy tammi's first outing in such attire. We bought frilly petticoats at DareWare to go with the outfits we were wearing and it gave them so much more flair, literally. The store photo is from DareWare.

Afterwards, we went to a gay bar and as usual, I always insist my sissy girlfriend tips the stud male dancer well. I certainly do. Now I want to see all you other pantywaist sissies dressed like this shopping at a at a fetish clothing store or at a gay bar. Don't forget to tip the stud dancer well and compliment them. Tell them something like, "I love you body, you make me feel weak and submissive".

Sissy males in public

I love being a pantywaist sissy and it thrills me to see other guys turned into sissy boys or sissy girls like me. I think more boys should be all dolled up as girls and oh so pretty. In the past I have encouraged four different sissies by taking them out as sissified male in public for their first times, while i dressed as a girl. We always went to fetish clothing stores and gay bars. We generally went to a place like Ross Dress for less so that the sissified guy would take skirts to the mens dressing room and try them on, and then come out into the store to model them for me. There is usually a salesgirl watching and I say something like, "Don't mind him, he is just a sissy." Of course i make sure to say this in front of the sissy boy as he is modeling his skirt in the store.

My dress code for these sissy outing is that my sissy boyfriend must wear only women's clothing. Typical items for sissy are panties, unpadded bra, garter belt with stockings, women's slacks and a blouse. Mid to high heels are also required. Sissy may not wear a wig or padded bra so he is recognized as a sissified male.

One time sissy natahsa and I went to Erotic Cabaret clothing store and bought ruffled panties, garter belt with stockings and sissy socks. After ringing up the sale, the salesgirl started to put the purchases in the bag. I said, "That won't be necessary, sissy is going to wear them home." Sissy boy natasha was highly embarrassed but did as instructed.

Going out as girl allows one to hide behind a wig and total femme outfit. These experiences as a sissified male are important because it helps break one's male ego and creates a stark realization that you are an effeminate sissy male. It is also an experience that is scary and humiliating, but is also highly erotic. If you haven't tried this, I highly recommend it. After al, you are a sissy aren't you?

Traveling as a girl

I recently went on vacation as a girl with my wife. I flew en femme in skirt, blouse and high heels, and since I have legal ID with my name and a totally femme picture and had no problem. Flying en femme was a first for me. There was no problem as long as the name on ID and ticket match and picture on ID and how I look match. I could have used my drivers license where I was also dressed en femme, but with an effeminate male look.

Where to go from here

Currently I have no Master or Mistress, but continue to live 2/3 of the time as a woman so I dress nearly all the time. Right now I am in limbo and not following any particular direction. But it is a leisurely pace and not too bad.

Perhaps I should do something different like doing public errands while wearing my maid's outfit with full petticoats. Maybe I need a new corset to constrict my waist to a very ultra feminine form. We'll see. Any ideas?

Being one of Miss D's sissies

This is a link to my profile on Miss D's blog. Click on the title of this paragraph.

She is an insightful Domme and I encourage you to go to he blog (link on right). I want to thank Her for for Her encouragement in helping me become th kind of sissy I am today. Check out my sissy profile and see what confessions Miss D has made me provide. Oh I truly love being such a transvestite fairy and being all dolled up as a pretty girl.

Every sissy needs a French maids dress

Yes, every sissy does need a French maids dress. It is a wonderful symbol of a sissy's submissive and servile position. So if you don't have one, you need to get one. If you have pictures, share them. Tell us where they are so we can ooooh and aaaah over them. Sissies should be put on display in their maids outfits, so here are some of mine.

Girly Hair Style

I have instructed my hair stylist to give me a woman's hair style so that I will look femme when I leave the shop. She does a nice job and I am quite pleased when I leave. I have also been learning to do my own hair in a femme style, which I sometimes do. Now I have to pay twice the price for my hair style (women's vs. men's) but I am glad to do it. I told my stylist I plan to grow my hair longer so it will look more feminine.

For work, which is the only time I wear any male clothes, I comb my femme hair style back. So from now on I will have a women's hair style. I just love it!

Be a better sissy

Sissy challenge - Alright it is time for the rest of you pantywaist sissies to become more sissified than before. I have just committed to living en femme at all times except when at work, and I want the rest of you to step up your efforts as well. You assignment, and you will accept it, is to add one new femme item to your routine. That means you should commit to wearing panties every day, if you are not already doing it, or you should start wearing hose, pantyhose or stockings to work twice a week or more. Everyone is in a different place, but now you must commit to stepping up you femme efforts a notch. Then, you are to leave a comment to tell us all what you did.

I have been asked, what femme items one can wear under male clothes to work without problems. First panties and pantyhose are always a safe bet for all us girly bois, so all you pansies should wear these regularly. A garter belt and stockings are also very nice, and do not show as long as you do not wear very light colored slacks. This is an excellent item for sissies because the tug of the garters on the stockings as you walk is a constant reminder what a pansy you are, and they really do not show. This sissy highly recommends stockings and garters. I do it occasionally at work myself. A camisole is also a good bet under many shirts but works best with a heavier fabric or a shirt with a print or dark color. Do not wear a bra unless you are wearing a heavy sweater. They will show. No one may say anything, but they are noticeable. A lightweight corset or waist cincher is also a safe item with the same kind of shirt you would wear with a camisole. These are items that I wear without any difficulty to work and if the rest of you are not, you need to step up you femme routine a notch by adding one or two items, and add a comment to share your commitment, no matter how small. I’m a pantywaist fairy, now you be one too.

Now for those of you who are big time pantywaist faggots, who are further along, please feel free to find a creative way to show us all how sissified you can be by what you wear, where you go out as a sissy, or something you do to be a better pansy. Do something you have not done before. Then tell us about it.

Do this now my sissy sisters. Let us prance in lingerie and heels and cute little dresses. Let us share our experiences and push our limits.

sissy gina's new direction

Wow, since I started dressing 2/3 of the time as a girl about 2 months ago, my head has been spinning. I have been shopping for casual women's clothing and am growing my own hair into a somewhat feminine style with the help of my hair stylist.

I still can't believe I am doing this, but I now go everywhere as a woman except to work. As a woman I have been to the bank, church, stores, restaurants, etc. As soon as I come home I immediately ditch the male slacks and shirt (still wearing pretty lingerie beneath though), and put on my femme attire and some make-up. But I have not been doing new sissy things with Mistress Stacey or anyone else. I am just trying to assimilate my new lifestyle which is no small task. I have been doing a lot more domestic things around home, much to the pleasure of my wife. She now tells others, it is now like her having a wife. So that is my current role, a wife to my wife, and we will see what comes next.

This is really so great because I just love wearing women's clothing. Several people have been urging me to indulge deeply in a more submissive role with a dominant, but that is on hold for now.

sissies must wear skirts

Yes, sissies must wear skirts. That's what Mistress Stacey told me. She said only men wear pants and I am not a man. I am a sissy so I must wear skirts, all the time. In the past, I only went out once a week dressed as a girl, but that is now going to change. From now on, I will wear skirts every day.

I have taken this seriously and am going to do this. This is going to be a profound change in my life and I cannot fully comprehend the implications although it will be intense and overwhelming. I started this a few days ago. I will still wear mens' shirts and slacks to work along with pretty lingerie, women's shoes and socks. Upon arrival at home, there is to be an immediate change into skirts and full feminine attire.

In the past few days, my wife was surprised to see me in skirts each day when she came home (My wife is not my Mistress). She knew I wanted to dress full time when I retired, but this is a big step forward. I told her I needed the practice and experience to see how far I would go in the future. She said OK. Also she said I am a lot more pleasant and helpful around the house when I am wearing a skirt, so she sees some benefit. Perhaps I should follow-up and buy a super frilly French maids outfits and really offer to serve her. She would probably like me to cook, clean, and give her massages.

Since Thanksgiving is here soon, you should all know that I will be wearing skirts and dressing totally femme for the holiday as we entertain guests. The guests know about me but have not had much interaction with me as a girl. After getting up early and helping to cook in the kitchen, I will get dressed up for the big meal. I can guarantee that I will be the best dressed girl there, in a nice dress make-up and high heels. As least I will be the best dressed sissy.

Dressing in skirts at all times when not at work is really making my head spin. I can't believe that I am doing this, but I am. I will need to go shopping for more casual skirts and outfits since most of my wardrobe is dressier. And of course I will be shopping as a girl. I will be doing everything as a girl, except work.

I know that Mistress Stacey has other things in her plans to feminize and sissify me. Many of them will be humiliating. But his has a profound impact upon my psyche and lifestyle forever. Finally I must confess I am a pantywaist sissy faggot and that I love wearing womens' clothing. I am scared as heck but I am submitting to this feminization. I am a sissy boi and that is what we must do. What will be next?

Dominated by Mistress Stacey

Mistress Stacey, a tg domme, has asserted her authority over me and as a submissive sissy I must comply. I have been ordered to to regularly wear matching panties and nightgowns to bed with a bra, every night. I will start sleeping in baby doll nightgowns and shorty nightgowns with thin straps. I am to look very sissish. I already know I am not a man, but Mistress has told me I am not to be a girl either. Instead I am to be a sissy faggot male. I have also been instructed to obtain many other items to further my sissification.

There are many new items with which I am having to deal, and this is really pushing my limits. I feel weak and submissive. In addition, I find this all a bit scary, although it is also exciting. After all, I AM a pantywaist sissy. Isn't this what it is all about.

Kissy sissies

You can see in the picture here that Mistress Tammy kissed me between my breasts before we went out. It is beautiful to be wearing another girl's lipstick marks.

There is a yahoo group called 'tvskissing'. I love to be photographed kissing with another tgirl. I want to create a really sensuous but elegant series of pictures. Nothing tacky or blatant. Something with the innocence of two school girls kissing but with a touch of intense longing and desire, and everyone would know we are sissy boys in dresses and make-up. Ideally we would both be dressed in little girl dresses or something with ruffles and petticoats. (This would be nice but is not critical.) Of course we would have to post the best pictures on our blogs to show off to the world what kissy sissies we are.

I would also like to have some lingerie photos with another sissy as we kiss and press our lingerie clad bodies together. Of course the photos should be sensous and sexy, but not blatant. I like photos that are subtle and suggestive.

The photographer would have to help pose us to be sure we got good shots. I would love to find some local girls and a photographer to do this. After the photo shoot of the above ideas, I would be open to suggestions of the photographer for additional photos. I also like the idea of someone, like the photographer, watching and helping direct the action.

I want to be seen and photographed kissing with another sissy to create a delightful sissy portfolio. We would show the world what pansies we are. Are there any prissy sissy pansies that want to kiss, caress, and...?

Photo update on girlie attire at the gym

Just an update and a few pictures on my girlie gym attire. Initially I wore a complete set of women's attire that was more unisex.

My second generation of attire was more feminine and everything was a mix of pink, black and white. It also included more femme jewelry. I did get a lot of very obviously strange looks but only a few comments.

Now, my third generation of femme gym attire is nearly all pink. That's right, pink capri's, pink top, pink lipstick, pink socks, pink jewelry, all the way down to matching pink panties. The new pictures show this well. Since the pictures, I have added wide pink shoelaces and will be getting more obviously noticable feminine jewelry.

I do change in the locker room and get some odd looks. How far will I take this? I don't know. I do know that dressing in femme attire helps me keep focused on my goal of looking more feminine by being in good trim shape to fit into the extensive pretty girlie wardrobe I have. I also love looking so prissy and girlie. I continue to be such a pansy and love it so.

Mistress Tammy changes direction

It seems that many of us have more than one aspect to our personalities, and my transvestite Mistress Tammy is one of them. She has recently informed me that she wishes to change her role from Mistress to sissy. Instead of being a woman in public, she wants to dress as a little girl in a cute sissy dress like me. She has even expressed a desire to be on her knees sucking cock like a true pansy. So it seems that we will now be sissy girlfriends, although I will still be required to please her when she is in town. I will now have to consider whether or not I should seek a new Mistress.

Mistress Tammy has been a great inspiration and started me on my way to being the pansy that I am. It won't be the same with tammy in her new role, but I do like seeing boys dressed as sissy girls like me, and we will adapt and have a great time together when she is in town. Sissy tammy is now on her way to becoming an absolute fairy. How cute is that?

Update: tammy is being a real sissy male, going out in capri pants and high heels as a guy. That is so cute. What is even better, is that tammy will still be Mistress Tammy to me. I was told not to get a replacement and would still belong to her. I can handle Mistress Tammy being both sissy and Dominant, but my role will remain as only a submissive sissy.

Total pansy, taking the feminine role, a possible new direction

I will never be with a woman as a man, ever again. I am committed to a role as a total pansy, always having sex dressed up as a girl and always taking the submissive role. I never expect to receive pleasure and always know that it is my role to be sure to provide it. I will be like this forever, no longer being a man, and no longer even having the desire to be a man. I have given up any hope that I will be anything other than the prissy fairy that I am. That is what I now want to be.

Since I am an effeminate sissy and that I like to dress like a pretty girl, Perhaps I should be dating men. As a sissy, I have become a quivering pansy. I cannot please women, so perhaps it is men that I should please. After all, it's that what girls do? And I certainly want to look and act like one.

I was recently asked about my ultimate goals. As to my goals, I am somewhat split. I know that I
want to totally rid myself of male attire and only dress femininely. That is for certain. Most of the time I go out dressed as a slightly upscale normal woman and pass well in public. I do enjoy this very much and go to straight piano bars as a woman and am known and accepted as one.

But then there is my sissy side that wants to express itself as well. It drives me to be exaggeratedly ultra feminine as a girl and to also appear as a sissified male. I have had many thoughts and fantasies about being dominated by either a Master or a Mistress. I think being dominated by a Master might make me feel more feminine and more submissive. If I were to take this path, I think I would do it on an occassional basis rather than permanently. Of course, I can only imagine where that might lead me.

I suspect that a Master would force me to dress publicly as an overly effeminate sissified male at times and in sissy style little girl dresses at other times. He would humiliate me and put me in uncomfortable situations to break my remaining male ego. After all, a guy in femme clothes doesn't get much acknowledgement as a man in public. This would also reinforce my sissy nature.

Privately in his presence, I would prance around in high heels and lingerie, or in a frilly maid's outfit. I would cook and clean for him and he would use me when he pleased. It is likely I would be subjected to some bondage when he used me for his pleasure. I would be all dolled up in lingerie and he might put me in an armbinder. I would be there teetering on 5" heels and slowly bend over so he could have his way with me. He would do this in front of a mirror so I could see myself, see what I had become, see what he had turned me into, an effeminate submissive pantywaist sissy male. I would suffer his verbal commentary about my nature and situation and be forced to beg to please him, something which I would soon learn to crave.

So I don't know what I really want but certainly think about the different directions. But no matter what, I want to be femmed to the hilt.

Lolita Fashion - Cute femme look

There is a recent Japanese fashion statement being made by teenage girls, particularly Japanese girls. It is considered a subculture of gothic but it focuses upon dressing in Victorian style or as a little girl, hence the “Lolita” name. I think this style is so cute and one can buy these darling sissy style outfits. Be careful, many of these outfits are only sized for teen girls and are either petite or junior in size. There are some sellers on ebay that will make similar outfits in any size.

Lolita Fashion is the term used for a young lady or man that dresses in clothes reminiscent of Victorian dolls. Frills, lace, dresses, skirts, petticoats, and head-dresses are all very common with Lolita fashion. Accessories most Lolitas carry around are teddy bears and parasols. Make-up is used sparingly, save for some cases in the Gothic Lolita look, and the idea is to look innocent and cute -- so skin isn't flaunted or shown unless it has to be. Lolitas aim to look like Victorian dolls, NOT French maids, so there's no need to flash a lot of skin.

If you do internet searches, look for “Sweet Lolita” or “Gothic Lolita”. I attach a few key sites I have found. The pictures here are from the cosmates.com and club-lolita.deviantart.com sites.

The Gothic & Lolita Bible (for definitions, no pix)
http://www.everything2.com/index.pl?node_id=1527408

Gothic Lolita Art and Pictures
http://club-lolita.deviantart.com/

Some nice Lolita fashion and cosplay shops
http://www.cosmates.jp/ Lolita outfits from Japan.
http://www.fanplusfriend.com/servlet/StoreFront

You tube, some of my faves, but there are others too
http://www.youtube.com/watch?v=EvNgXqbRLLE
http://www.youtube.com/watch?v=HSYR34g9yGM


Normally I like to put my own sissy pictures on my blog exclusively but these Lolita pictures are so cute. I think I may have to include them here. They are such an inspiration.

sissy gina's sissy stories and fantasy blog

Well here I am again, sissy gina, an ultra femme transvestite sissy. To further show what a pantywaist I am, I have started a sissy story and fantasy blog. Some of the stories I wrote in the past for other venues. The stories are written in parts so I can add more to them later if I wish.

If you like them, I hope you will leave your comments or email me directly. In addition I always need inspiration and new ideas for stories. I hope to add more in the future, especially if I had additional inspiration from others. Please go to the link on the right called "sissy gina's stories".