First Time Out En Fem.

I t all started this morning when the wife went to work. I had planned this trip for a couple of months. Previously I had gone out dressed as a man and bought my first pair of heels. That story is already on my page. The sales lady was so nice and not judgmental. We talked a bit and she seemed to like the fact that I was a cross dresser. We basically made friends. She asked why I liked to cross dress and I lied and said something neutral and left it go at that. In my heart I knew I wanted to talk to her more and try to explain really why I cross dress. I knew I would go back and maybe have the chance to come clean. As the days, then moths went by I formulated a plan to go back but this time en fem. I wondered how she would take that.
Well today I finally got the chance to put my plan into action. The first thing I did was get my high waisted black girdle and put it on knowing I would have to do something about my belly. I got all my package tucked inside me to make a nice flat surface to slip the girdle over. It went on rather difficultly but I finally got it on. Waist taken care of ! Next I put a pair of black shiny tights on to cover the imperfections on my legs. They did this very well. I looked in the mirror and from the waist down I looked pretty darn feminine. Well that started to turn me on and I could feel things inside that should be on the outside start to react. The feeling was bliss. It almost felt as though there was someones **** stuck inside me. It was mine but who's counting. lol  Next I put on my pair of white full brief nylon Bali panties. They slipped on so easily, and the 1 1/2 inch band of lace at the top showed off quite prettily. Next I went to my place I keep my dress and got it out and the little jacket that went with it. The dress is plumb colored with ivory horizontal stripes across the breast. It's length is rather long. It goes to just above my ankles, but beggars can't be choosers. I deliberately did not wear a bra or slip for I wanted the little nipples I have to be seen through the dress fabric. It worked and you could see those two little nubbins just visible enough to acknowledge they were there. I looked in the mirror again and someone even more feminine was looking back at me, but this person looked fem from the neck down and male from there up. My next thing was to get my face to look feminine. A big undertaking. Make up is a mystery to me. So, using some advice I had received from my EP friends especially Roxie Fox, I started. Foundation first they said. So I found it and started applying it. It sure softened the look of my face and I could see some fem coming out. Next a little blush on each cheek. I was told to go light with it so I did. Man did that work out good, jut a hint of reddish pink on my cheeks made quite a change. Next the lipstick. I chose my favorite shade Avon Cherry Jubilee. It looks very red indoors and a darker red with blue in it outdoors. I love the way it changes like that. I got that on no trouble and it didn't smudge and I got it on perfect. Something still didn't look right. Ah! The eye shadow. I chose a smokey gray on the lid and a slightly lighter bluish gray above. That gave me the look wanted. Not to gaudy but enough to know it was there. It made my eyes look sexy I thought. Next the stiff unruly gray/white hair. Well wonder of wonders it decided to co-operate today and fell right in place. Parted in the middle and sweeping in a gentle curve from my forehead to my chin on both sides. Sprayed it with hair spray and looked in the mirror again, and looking back at me was a very pretty 66 year old lady. Quite respectable looking. Not plain Jane and not ****. Just a rather good looking ( my opinion only at this time ) elderly lady. I slipped on my jacket and my beige heels and was ready to go. NO! One more thing I for got. Where am I going to carry my wallet. Ah! I need a purse. Found one of my wife's. A burnished bronze small one with small strap. One to be carried on the arm.
I called the shoe store and the same lady was working there. I asked her if she remembered me and she hesitated. I shared my experience with her from the last time and then she remembered. I asked her how did she want me to come down. She said which ever way you feel comfortable. Well I knew I couldn't do that and stay dressed because the most comfortable way for me would to be dressed as a man, this being it was going to be my first time out dressed. I put my glasses on and jumped in the truck and was off to the store.
It took me about 20 min to get there. I parked and looked in the mirror and made what ever adjustments I needed to make to look my best. I took a deep breath and exited the vehicle and walked to the entrance. I looked in and there were some customers there and one in particular right at the entrance. I sucked it up and opened the door and walked in and walked right by that customer. I didn't give her a chance to look real good or make a comment. It worked. I got by her. I walked back into the store in an empty aisle and at the end I encountered Liz the sales person. She looked at me and all of a sudden recognition came to her. She said I know you. I said yes and proceeded to tell her what kind of shoes I wanted this time.
Well she got a pair of white open toed pumps with 4 - 5 " heels and a strap across the ankle. She said they would look good on me so I tried them on. Beautiful they looked but so unstable. I had to pass on them. She reminded me as a woman I must keep my legs to together when dressed. Instantly my legs came back to where they should be and I concentrated on keeping them there. She showed me some black wedge heels. I liked them, tried them on and loved the fit not the color. She showed me some more wedges that had exposed cork heels. Not them thanks I said. Next was a pair of Dexter Bone colored wedges. I tried them on and they fit great and I liked the color.
During this time there were other customers in the store shopping and a delivery guy there to, all who at one time or another saw or passed me by. No one said a thing either way. I took my wedges to the register and as I was paying for them asked Liz to give it to me straight. Could I have passed as a woman? She replied " When I came in the store she thought I was just another woman looking for shoes and didn't know I wasn't till I got very close to her. She made me feel real good about my feminine self. I wish there weren't so many people in the store. I would have liked to talk to her more. I did come clean with her at the register when I told her really why I cross dress. Because women's clothes are much more comfortable and there is much more variety. She agreed and gave me a cheery good bye using my fem name ( Laura ).
I had a wonderful time out as Laura today and will be looking for more opportunities to do that now that I know I can look relatively fem.
bahli bahli
66-70, M
7 Responses May 19, 2012

good for you i'm glad you had a great time as yourself.

In eather case I am myself, but feel much more at ease when en fem. I don't have to putn that macho persona. I can just be who I am.

I love this story, I am glad for you and yes every time it gets easier and easier. My whole entire week last week was spent dressed as Ali, today while getting ready for work I was so tempted to just go ahead and do it today but fell back at the last moment. I am held back my my name change, the papers are filled out I see my endro Dr on the 24th when he will give me a support letter for the courts and sign my CON (Change of name) forms for the local court. <br />
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I went out to a Target and an Old Navy stores this past week with a girl friend, had some comments and was pleased that they were positive rather then negative. One woman called me very brave for doing what I needed to, another father exclaimed "Did you see that" as we walked by him and his family, my girlfriend turned right around and said very loudly "Teach your children to be open minded" the wife meanwhile was hammering on his arm for being a knucklehead and the kids were laughing at him in the whole process. We continued into mall #2 and had a great time.

So you discovered how easy and fun it can be. I am not very fem looking and deffinately don't have the curves in the right places, And with a bass voice, and tenor at best if I strain, I don't pass very well. But that is not going to stop me from being what I think I am on the inside and showing it on the outside!!!!!!!!!!!!!!

A true feeling experience this I would have though took a lot of courage and belief to do this. Yu must be very proud.

It did take some courage. I had to go from my front door to the truck with the possibility of being seen by one of my neighbors. Secretly I wanted to be caught but apparently didn't. I had to get past that first lady at the entrance. She was a problm becase of the distace between us. She was rather close. The second thing is my voice. I'm a bass and talking is a problem. Seems noone noticed. Y was extatic that I pulled it off with no hitches. I am looking forward to doing it again. In fact I have made one more tme out, but a dresed as a man to buy and get sized for a bra. Didn't find one that fit, but ended up with three more pair of tights.

Congratulations----& such a detailed story!<br />
It's so nice to find understanding people out in the world........they really do exist!

Glad you liked the details and yes it is very nice to find them. It sure made my day that day. Confidence is so up now. I've been out one more time in men stuff and shopping for fem things. What a great experience that was. The women I dealt with knew, because I told them, that I was shopping for myself. I even had a girl measure me for a bra. 38B

Great story and experience - I enjoyed hearing how satisfying and inspiring your visit was out there. Thanks for sharing!

You are very welcome and it was inspiring and satisfying. I am now looking forward to more time out. I don't mean time out! I mean time out, if you know what I mean. Just punning around.

Well Laura, it sounds like you had a very nice time at the shoe store. As long as there was nothing about your appearance that that seemed out of place, everyone else just saw another woman out shopping. It's not about 'passing', but just fitting and blending in. That is what will allow you to enjoy many more wonderful times out and about.

Thanks for the tip. I'm really new at this going out en fem. But I love it so far.

I agree with Sandy.The more you go out as Laura the more you will become Laura.Just be you,enjoy yourself!

I completely believe what you are saying. I find myself thinking more and more of myself as Laura every day. I can't wait till I am 100% comfortable living as Laura. My dream would come true.

It's a good story. No sex and nothing sensual but a lot of excitement going on inside me.