Friday Nights Are For Crossdressing

Friday Nights are for Crossdressing, V1.0

Another Fiction by John G. Edwards All Rights Reserved Copyright 2017 JO/EL Engineering Technical Publications

I had been blessed with the face of an angel, but you couldn't tell when I was wearing my normal clothes. You see, I'm a guy who likes to wear a dress once in a while. I guess I could try and bull shit you with some sort of corny answer, like my sister dressed me up one time and I really liked it. Or, my mother was really pissed off that she had a son and raised me as a girl. But that is not the case, here. I don't know why, nor can I explain why or where the need to wear a dress came from, but I am terribly attracted to it, all the same.

One weekend when my parents were away trying to pull their marriage back together, and I was left all by myself. I slipped into mothers walk-in closet and started looking thru her drawers. There, I saw her most intimate things neatly folded and arranged by color and by type resting and waiting for her to choose from. The first drawer held all sorts of panties, from full coverage to string bikinis. There was this one kind that I had never seen before. It had an egg-shaped patch of material and a long curved fabric covered wire attached to it. I later found out it was something called a C-String bikini. The majority of her panties were colored, not while like my boys underwear.

In the next drawer I found her bra collection. Like the panties, they too were neatly laid out by type and color and it looked like she had doubles of everything. This one row contained bras with soft cups, some were plain fabric and others were very fancy lace. In back of them, there were several padded/push-up bras. Some had pockets for slip-in pads, but most had graduated padding built in to them. I didn't realize that women had so many different bras to choose from. There were full-coverage, demi, and strapless for her to choose from. Unlike her panties, there wasn't a single white bra in the bunch, just a couple that were nude color. The majority were black. There was this one black push-up bra that there was a red stitching of red roses that was quite fetching. I held one of the bras between my fingers to feel the sheerness of the fabric and to feel how the built-in padding was different than the ones with inserts. Wow.

Tucked way back in the drawer was a small box, so I pulled it out to take a look at what was inside. The box contained a pair of breast forms that could be worn instead of the push-up pads and they would increase your bust size several cup sizes. They wear made of soft flesh-like silicone and when I held them they just jiggled in my hands. So, that was how she was able to create that really big bustline!

In the third drawer she had all of her nylons and tights. Once again, every pair was neatly folded or rolled and there was a rainbow of colors. Mother did like colored pantyhose and preferred them to sheers and nude colors. I learned that there was a difference between pantyhose and tights. Towards the back of the drawer were several pairs of stockings, mostly in different shades of black, but there were a couple of pairs that were nude. Mother's legs would look especially good looking when she wore her fishnets, and there were several pairs of them in different colors in the drawer too.

Down in the fourth drawer was her shape wear. They included several girdles, both long-leg and open bottom. There was also a red and a black garter belt with lace-like straps and a lacy bodice that she could use when wearing her stockings. Neatly folded were a couple of over-bust corsets, one cobalt blue and one black brocade, and leather a under-bust. The brocade corsets were heavenly to touch and feel. There was a full body shaper that actually looked out of place with the others.

In the fifth, and bottom drawer, I found hodgepodge of intimate things in the front. Each piece was neatly folded and arranged in the front half. The back half contained several small boxes and each one had, what can be best described as, a sensual sex toy. There were several vibrators, a couple of flesh-like dildos, a harness for the dildos, a leather arm binder, several sets of hand-cuffs with a variety of chin lengths, a leather hood with lot of buckles and steel rings, a set of fur-lined hand and foot binders, and a few things that I'm still not really all that familiar with. Oh, mother!

I was sitting on a foot stool just looking at mothers collection of lingerie and intimate things when I got a text from her. I looked at the clock sitting on one of her shelves to see what time it was, it was just about 5:00pm.

"hi how are you sweetheart? just checking in, don't forget to eat something. love mom..."

I immediately texted her back. "will eat later on love u 2! how's it going???" She texted back a smiley face. Maybe dad would be moving back in, but that would be a faulty assumption on my part. For some reason I started undressing and putting my clothes in a pile near the closet room door. Within a minute I was naked as a jay bird. I got a pair of her panties and put them on. My god, I couldn't believe how they felt as compared to my tighty whities! The somewhat thick black lycra stretch fabric felt amazing! My hands slid effortlessly over the material. It wasn't a minute that I had a pre-cum spot on the front of them. Oh shit! But oh, did they feel good. I stood in front of the mirror and turned from side to side to see how I looked.

After several minutes of steady self observation, I felt that I had to move on. I looked thru the second drawer and pulled out a black soft-cup brassier and held it up to my chest and then looked in the mirror. I liked the combination. I had seen mother put on her bra any number of times in my life, but until I tried to put this one on, I never knew that you had to be a contortionist to get the clasp to actually fasten correctly. Needless to say it took me several minutes to get the coordination of moves to slip the hooks and eyes together. Mother was a natural 34A+, slightly more than an A cup, but less than a full B cup. Once I had the bra securely fastened around my chest, I had to pull the cups into place buy making an adjustment to the straps.

I slid my hands and fingers across the fabric and it was the most exciting experience of my life. There is almost an electric feeling when my fingers and palms slide across my bra covered chest. I couldn't believe that my nipples got firm and stood proud. Now I know why mothers nipples were so prominent at times when she wore a bra. Of course, you wouldn't be able to see them if she wore one of her padded push-up bras. Even though this was an A-cup bra, I didn't have much to fill it out, but wait... there were a set of breast forms in the back of the drawer. I pulled the box out an reopened it and took each form and slid it into the bra. I didn't really expect the forms to have much weight they did. I read on the slip of paper that was in the box that the forms were of similar weight to a natural breast. Once they were in, I immediately had pair of very nice looking hooters!

Now, when I touched myself, I was terribly excited. Cupping each breast in my hands was another experience that I will never forget. Oh, did they ever feel so damn good to the touch! My knees started to shake and my pre-cup stain got even larger! Double shit! The more I rubbed my faux breasts, the more excited I became, in fact, so much that I climaxed and I now had a stream of jizzem running down the front of my panties, but I didn't care, one bit! This was my first ejaculation without any manual or mechanical stimulus from me. Oh god, I was truly in a state of bliss!!! But then the realization of having to clean the panties and myself up, reared its ugly head like a serpents head rising to the sound of a flute.

I had to, at least, sit down to enjoy this moment. I actually felt like curling up into a fetal position, but I didn't want to take the chance of getting my spunk on mothers carpet. The shock way of sensory sensations coursing thru my body were indescribable and they filled my every thought for the rest of the evening. Here I was in mothers closet, wearing her panties and bra and experiencing the most pleasurable and memorable experience of my life. And, oh what a feeling it was!!! I just sat on the foot stool kind of wobbling around in my own self induced pleasure and couldn't believe how outrageously and tremendously good it felt. There were chills that went thru my body, wave after wave, in their insanity of intensity.

After what seemed like an eternity I finally came back to my senses and I blinked my eyes as if I had just awakened from a most pleasant dream. I looked down to find that my cum had nearly reached the bottom of my panties. I lifted my head high and took a deep breath and then stood up and removed the soiled garment. Luckily, mother had a box of tissues and I grabbed one to clean myself up a bit. Oh what a mess I was! The cum had rained down the sides of my penis all the way down to my pubic hairs. All I could do was smile before I cleaned my additional mess. I was careful to fold the panties so that they would not drip or leak onto anything else. I stood in front of the mirror for several minutes feeling my breasts and just reveled in the sumptuous feelings I was experiencing.

It has been said that there is no experience like your first sexual encounter, but I have to say that, that experience could never hold candle to this, not ever! Maybe it would be the girl that I coupled with, but there's no comparison, this will forever stand as my best sexual experience, ever! Anyway, back to the cum soaked panties, to took them to the bathroom and washed them by hand in warm water and then hung them to dry overnight. Yes, I was still wearing the bra and breast forms. I also took a warm wash cloth to clean myself and found that there's nothing better than washing yourself with a wet warm wash rag after getting off.

I went immediately back to mothers closet and put on another pair of her panties. And, once again they felt so incredible wearing them. I decided to put on pair of black tights this time. As I put on the tights and rubbed my hands over my nylon covered legs, it was another incredible feeling that I will never, ever, forget! Once again I stood in front of the mirror and struck several poses. Indeed, I liked what I saw! Ooo, high heels, I had to get a pair and put them put them on. Mothers taste in shoes was insatiable because she must have had, some 50-60, pairs of shoes in her collection. I found a pair of yellow high heels with narrow heels that were at least 4" tall and slipped them onto my feel. I guess I'm lucky that mother and I are the same size and build. My feet are about a half size larger than hers, but in shoes, a half-size is not all that much. I slipped into the them with no effort at all. Funny how nylons are good for that!

Since I hadn't been in a pair of high heels since I was a wee lad, I found navigating in them a bit awkward at first. After a few steps though, I was on terra firma and walked to the mirror and had another look. I was stunned to see how shapely my calves were as I stood there. I reached down and felt my legs and nearly fell, only you catch myself before I took a tumble, but oh did my legs feel quite sexy.

As I looked in the mirror I wondered what my waist would look like if I was slightly smaller??? I looked thru the drawer with the girdles and picked out a black long-leg number that I thought would fit the bill. Because my legs were covered in tights, the girdle went on lickety split. I can say in all honest that my waist lost at least two, or so, inches and I looked very shapely, indeed! Once again, my hands and fingers went exploring and the feeling was delicious! The girdle was an Extra-Firm model and was pretty constricting, but as I walked around the house a little, I decided that it wasn't that horrible, like a lot of women do. Maybe it was my male hormones feeling like they were on estrogen, or something, I don't know, or care for that matter. I felt wonderful!

It had been about an hour since I opened my first drawer and it seemed like it was just a few minutes. The obvious because crystal clear to me, I had to put a dress on. The search thru my mothers' dress collection just seemed to take forever, but I finally found a sleeveless cobalt-blue pencil skirt dress that sort of struck my fancy. As I slipped it from its hanger and held it next to my body, there was a switch inside my head that switched ON, and something inside of me that said, A OK! I pulled the dress over my head and it just seemed to jump into place. I hugged my every curve exactly! Once again, I was looking at myself in the mirror and was profoundly shocked to see the person staring back at me. The only thing missing was some long hair and a little makeup, but besides that, I looked just like a girl!

It was getting late and I had to go somewhere with one of my friend in the morning, enough of playing dress up tonight. As I stared at myself one last time and ran my hands all over my body, I had the biggest shit eating grin on my face that you have ever seen in your life! This would all have to continue tomorrow. Hopefully the black panties would be dry and not show any signs of my having had them on.

It was 9:00 when Ralph showed up. We were going out for breakfast as we normally did every other Saturday. We went to our favorite greasy spoon down on the boulevard, Frank's Place and Eatery. We got seated pretty fast and we ordered our usual. We got quickly caught up on what we had been doing the last two weeks. I wanted to tell him about last night, but thought that he would think I was strange or weird. So, I decided to skirt the issue and say that I knew someone who did crossdress, or something.

"Hey Ralph, I met some guy who told me he wears a dress once in a while. Is that weird, or what?"

"Well Paul, it's not that uncommon. I know a couple of guys who crossdress all the time. They even invited me to join them."

"Really, did you?"

"No, I haven't been able to scrape up enough courage, yet," said Ralph with a hearty laugh. "Have you ever thought about wearing a dress?" Ralph laughed again.

"I've given it some thought," I said with a laugh and a big smile.

"Well Paul, you might actually look pretty good in a dress and all made up." Ralph laughed, "You know, with a wig and some make up, most guys might look pretty damn good, ya know?" He laughed once more. We finished our breakfast and went our separate ways.

On my way home, mother texted me once again, "how was breakfast with Ralph? Miss you, see you tomorrow around 5:30 or 6:00pm, hope you are having fun, love mom" I returned her text, "hope you are having fun 2 c u L8r"

When I got home I checked mothers panties to see that they had come clean, luckily they had so I put them away. I had some homework to finish and I spent the next six hours getting it finished. I just hate the math I'm taking, there is always too much homework.

Around 6:00, I decided it was time to eat something and was ready to make myself something. I was still thinking about last night. I couldn't forget about how good it made me feel. I would have to do it again tonight.

It was a little after 7:00, and I had my dinner dishes all cleaned and put away, I went to mothers walk-in closet and looked around once more. I opened her drawers and looked to see what I wanted to wear. The choices were more than I could think about. So, I went to the bathroom to relieve myself. As I sat on the commode, I pulled open the drawer containing mothers makeup. There, again, were so many things to look at. My mother, unlike most other women, wore makeup every day of her life. She was the epitome of women who liked to wear makeup, there was no look or style that was too outrageous. She was something to look at when she got dressed up to go out with her friends, or on a date.

I pulled out a couple of tubes of lipstick and opened them to see what color they were. The Passionate Pink was too pink, for my tastes, and the Brilliant Red was just that, brilliant red. I pulled out one that was called Mulled Wine, it was a dark red and I liked it. Next, I looked at her eye shadows. I thought that the cobalt blue was pretty so I sat it out. There were a couple of types of eye liner, a liquid and a pencil. I decided that the Raven Black pencil would work for a first attempt. As I picked up the lot and went to the bathroom mirror, I suddenly remembered that I had no clue of how to put on makeup and a sudden chill filled my body.

Standing there, I took a small applicator and scrubbed it across the eye shadow to load it up and then put it onto my eye lids. The rich velvety power transferred itself as if by magic. At first the coating was fairly light, but after a couple more applications the true color came to light. I always loved it when my mother would wear this color of blue. It was a visually striking color that said, 'hey, look at me.' When both eye lids were done I took the eyeliner and ringed both eyes, not a very neat job for my first time. I decided to do some looking around on the internet to see how you wore makeup, but not right now.

As I inspected my first makeup job I suddenly realized that my eye lashes needed something, mascara - that's it! I dug around until I found a tube and pulled it out. I unscrewed the wand and pulled out the applicator, much to my surprise there was this navy blue color, on it. I looked at the tiny label on the tube and had indeed grabbed the Navy Blue mascara, I was expecting it to be black. Ha... I put the wand back into the tube and put it away and looked for some black. With the black mascara in hand I loaded up the applicator and began stroking the color onto my lashes. The result was a bunch of fine black lines across my eyelids. Of course, I suddenly realized that you had to use a light hand when applying mascara. Well, with my eyes pitifully done, it was time for my lips.

I had watched mother many time put on her makeup and she had mastered the art many years ago. She would occasionally outline her lips with a lip pencil and then put on her lipstick, but I wasn't going there because it seemed like an awful lot of extra work. With the Mulled Wine lipstick in hand, I applied a coat to my upper lip and then the lower. I looked to see that I had kept it within the lines of my lips and I pretty much had. I took a tissue and wiped away overage and then my lips were stained with the very pleasing color. And, stained was right, because when I would try and wipe it off later, my lips did in fact have this dark red color to them. God, I hoped it didn't last all that long!

Now that my face was on, I returned to the walk in closet and started to put on the silky feeling undergarments. I started with a red underwire pushup tee-shirt bra. This bra gave me a slight bit of definition, but not much. As I cupped my breasts, the outer fabric allowed my hands to slip and slide with ease. I grabbed each cup and gave them a good squeeze and then closed my eyes and exhaled deeply. The feeling was stupendous. Next, I found a pair or red hip-hugger panties that matched the color of the bra and put them on. My penis was starting to get aroused and it would spoil my feminine look. I thought that maybe a pair of pantyhose might solve the problem and I got a pair of opaque red ones, and put them on. Of course as I felt my legs, my little man became more aroused. Maybe a girdle would do the trick.

I pulled out a black long-leg girdle and effortlessly put it on. The firmness of the garment did exactly what I wanted it to do, keep my penis in a state of arrest. My hands and fingers slid over my body and I was in heaven. But now, I had to find a dress, and of course a pair of shoes. Now, what color would go with the red pantyhose??? Red might be the obvious choice, but so would white and black. Hmm... There was a black sequined mini dress that was hanging there with spaghetti straps that might look cute. I carefully removed the dress from the hanger and held it to my body and had a look to see what it would look like. I liked what I saw and I put the dress on. I had to be careful because the sequins might come off easily. The hardest part of wearing this particular dress was the zipper in the back, and how to get it pulled up all the way. Luckily, being so young I was pretty limber and was able to reach the zipper and pull it all the way into place.

I stepped back in front of the mirror and turned from side to side to see what I looked like. The red opaque pantyhose looked out of sight, but I did need to find some shoes. Mom had a pair of black patent leather Mary-Jane high heeled shoes with blocky heels and I took them and put them on. I really like the straps and dainty buckles, they just seemed to make the shoes work, in my mind. As I returned to the mirror, I was 5" taller and my legs took on a whole new dimension as to shapeliness. My god, I looked so much like a girl. The black sequined dress was a bit loose on top, and I decided to put the breast forms in, of course that meant that I had to take the dress back off. Once I got the zipper undone, the dress slid to the floor around my high heel shoes. I stepped out of it to get the forms and put them in.

Now that my boobs were now huge, the dress looked even more spectacular. All I could do was smile at my self creation. There was only one thing that would make my transformation complete, a wig to cover my short boys haircut. Mother had a couple of wigs that she would pull out every once in a while when she was in a hurry and didn't want to do her hair. One was a red hair number that hung about 3"-4" below her shoulders and the other was black with an A-line bob, with blunt cut bangs. I tried on the red wig, but it seemed a bit much with my red hose. The black wig was just the ticket! Now when I looked at myself, there was a girl that I never knew existed before. She was quite lovely to look at with her not so expertly made up face, but fantastic black dress and red pantyhose, and of course the Mary-Jane shoes. I think I could get used to doing this crossdressing thing. Like, right now!

Well, here I was, all dressed up and no place to go. I decided to strut my stuff around the house; but I had to mindful that the shades were pulled so that nobody saw me. I found that there was a difference in walking on hardwood floors and the carpet. If anything, tonight would be good practice waking in high heels. I also tried one several other shoes to get a better understanding of how to walk. High heels make a particularly sound cadence, kind of a clippety-clop with each step. Flats, on the other hand, are pretty forgiving when you were them. I actually found them more comfortable then my sneakers.

It was getting onto 11:00 when mother sent me another text, 'I think that you are having way too much fun while I'm way - goodnight sweetheart'. I wonder what she meant by that? I texted her back, 'good night'. I didn't want to open a can of worms. I did decide to go thru the drive-thru and get a soda and some French fries. I just had to do something rather than just strut my stuff around the house. The hamburger stand is only a mile, or so from home, so that meant that I can do this pretty quickly. I put some flats on so I wouldn't have any problem driving the car. I checked my lipstick and was on my way.

It was late enough that I didn't have to worry about the neighbors, but I did walk very quickly to my car. Once I go tin I felt a little safer. It didn't take all that long to get there and the line at the drive-up went pretty quickly. What I wasn't expecting was a couple of guys whistling at me, that's for damn sure. I guess I should have been flattered, but I was scared that they might try something else and I just ignored them. They probably thought I was stuck up, or something.

At the order-window I had to kind of fake a girly voice. I kind of forgot that I would have to talk. When I go to the pick-up window I suddenly realized that I hadn't brought my wallet! Oh shit was all could think! Fortunately, I always kept some change in the cigarette tray so I had to scramble did dig out enough change to pay for my order. I would have to remember to bring a wallet should I ever do this again, not my billfold. Lesson learned.

I zoomed home and just about ran back to the house from the driveway. The best part of this experience was that the wait staff didn't make a fuss or say anything about some guy out and about wearing a dress. As I undressed, all I could feel was a wave of exhilaration washing over me from going out dressed as a young woman. Going out could be easier than I thought.

Most of my makeup came off pretty easily, but the mascara was a little tough, I thought. My lips were stained with the Mulled Wine and I was hoping that it would disappear during the night so mother couldn't see it when she got home. The last thing I had to do before I went to bed was to put all of her things neatly back in place. Luckily, I had taken pictures of where I got things and how they were arranged so that I could put them back exactly where they were.

In the morning when I awoke and looked at myself in the mirror, the Mulled Wine was a passing memory because it was gone from my lips. I spent the rest of the day doing some last minute cleaning around the house and watched some TV in the afternoon. Mother got back around 4:00, a little early. I heard the door open and mom's voice, "Honey, I'm home..." I got up and went to see if there was anything that she needed help with. Of course I got a big kiss on the cheek when she saw me.

"How was your weekend, honey?"

"Fine, how did it go with dad?"

"I'll tell in a minute after I go tinkle," mom rushed to the bathroom. When she came out she started telling about her weekend, "It was pretty much as I had suspected, your father was quite charming in the beginning, but that changed earlier today. I don't think I'm ready to take him back. He's just an ass once in a while and it makes getting along with him impossible. Sorry honey."

"What's to be sorry about, if you can't get along, then it's a problem. I love dad, but he can, like you said, be a real ass once in a while. Did you want me to fix dinner for you, or something?"

"Thank you sweetheart, but I think I would rather go out, you okay with that?"

"Anything that you want, mom."

"Anything, sweetheart?"

"Yes, anything."

"Hmm, would you get dressed up for me?"

This was a strange request, "Sure, what did you have in mind for me to wear?

"How about the black dress you wore last night?" she said with a twinkle in her eye.

I was gob smacked, how the hell did she know I wore her black dress last night??? "Uh, what do you mean?"

"Well, you did look awfully cute in it last night."

I stood there not knowing what to say or do, "Umm, how..."

"The clock I have in the walk-in and the bathroom? They have nanny cams in it and I can access them from my phone. Is there something that you want to talk about here sweetheart? You did look as though you were having a good time. Don't you just love the way your breasts feel when you wear a bra? My breast forms really did look splendid on you. Hmm?"

Well, there it was, caught red handed and I didn't even know it at the time. I kind of hung my head, "Ahh, I don't know where the desire came from, but I just had this compulsion to put some of your things on. Are you mad at me?"

"Not mad, but maybe just a little bit confused. Maybe we should talk about this some more at some point, but right now I would like to offer you some assistance in putting on your makeup, would you like that?"

A slight smile came to my ashen face because I'm sure that I went white as a sheet when she said that she had seem me dressed up. "Would you?"

"Only if you want me to. I have to admit, you did make for a very convincing girl last night. But first, let me get unpacked and take a shower, I would suggest that you take one too." That said, we both went our separate ways to go shower. "By the way, I have a couple of things for you to attend to when you bathe, I'll get you the stuff and show you want I want."

I didn't quite understand what she had in mind, but I would find out soon enough. I was about to shut the door to my bathroom when mother handed me a pink disposable woman's razor and told me to shave under my arms, and not to forget to shave my legs too. Now this was NOT what I was expecting. I just stood there and looked at her, again not knowing what to say.

"Do you want me to show you how?"

"Uhh, I think I can figure it out."

She had that Cheshire cat smile on her face, "You just let me know if you need me to help." She turned and walked away.

As I ran the hot water I just stood there for a couple of minutes with the pink razor in my hand. I sat it down so I could take my shower and then start the denuding process of my legs and underarms. Once I was all cleaned, I lathered underneath each arm and started watching the hair slighter dome my down and into the drain. I had to attack the hair from several directions to get it all, but once it was gone, my underarms were as smooth as a baby's butt! When I put my arms down, it was a strange sensation when moved my arms and there was no hair buffer. My god, they slid like they were on ice. That was pretty cool. Now, for my legs...

Shaving your legs is certainly not like shaving your face, which I also did. I sat on the edge of the tub and lathered up my legs and started the shaving process. I guess I'm lucky that my leg hair is not only light in color, but fairly sparse. Once I had my first leg cleaned, I took my hand and rubbed my leg. Oh shit, I was getting a hard on! I turned the shower back on and jumped back under the shower head until my little man went away. I then finished with my other leg. I didn't quite know where to stop so I shaved all the up to my pubes. When I was thru, my legs felt very sexy and very clean. Mom stuck her arm in thru the door and tossed a pair of pink panties on my lavatory sink, "Here, put these on and come to my closet."

Pink??? Why pink, I wondered. Oh well, I put the pink panties on and had to smile. Me, wearing pink panties! Ha... I headed to mothers walk-in closet. There she had several things laid out for me to wear, a pink tee shirt bra, the breast forms, jet black opaque pantyhose, and a black long-leg girdle, to start.

"Let me show you a short cut for putting a bra on sweetheart, you seemed to be having trouble last night. Pull the cups around to your back and then connect the ends, then pull it back around and then pull it into place and then put your arms thru the straps."

I did as I was told and pulled the bra into place , "Wow, that's much easier, huh?"

"It certainly is, here, let me adjust the straps for you. Turn around." A minute later the bra fit as it should, mother turned me around and put the breast form in and adjusted them so that they looked like I had natural breasts. She took her time and explained how they should be positioned and held in place. I sat down and put on the pantyhose and then the girdle. Once the girdle was just about on, mother instructed me to pull my penis back and place it between my legs and then pull the girdle into place and make adjustments to keep my manhood out of sight. This girdle was not as firm at the one I had chosen, but it did feel good once it was on and it was not as restrictive.

"Do you see how girdle keeps your pantyhose in place? Most women wear their pantyhose over their girdle, but I find that wearing them under the girdle keeps them in place and they done ride down during the day."

"That makes sense, I guess." I do know this, my pantyhose sure did feel really smooth to the touch on my clean shaven legs.

"How about my Kelly green short dress, instead of the black one, tonight?"

"Uh, ok."

"You can wear my red wig, it really goes nice with the green." Mother pulled out the green dress and held it up to me, "Yeah, that's the ticket!" The dress had cap sleeves and a fitted bodice and a slightly flared skirt. The neck line was scooped pretty far down and if I had real breasts, I would have had some nice cleavage.

I held my arms up as mother slipped the dress over my head and let it slip into place. I had to sort of wiggle a bit to get it to go over my enhanced chest, but once it was on, it looked terrific!

"Let's have a look at you," said mother as she spun me around to take a look at me. "Yes, very nice indeed young lady!"

I just stood there and blushed.

"Ok, let's get your makeup done before we put your wig on." I followed mother to the bathroom and sat on the commode.

Mother started with some blue and mauve eye shadows and blended then together. I was amazed at how the colors she chose complimented the dress. Next, she lined my eyes with the liquid eyeliner. She drew a slightly thicker line on my eye lid and pulled it out past the edge about half an inch to accentuate my eyes. Then, she colored my water line with a black eye pencil. This was a cool look, I thought. Next came a bit of rouge to brighten up my cheeks and then some black eye pencil to sort of define my eye brows. Finally there was the obligatory Ultra Black mascara, and lots of it.

"You know, we could do something with your eye brows one of these day if you want, so that they don't look quite so masculine?"

What was I to say, but, "Of course!"

"Did you like the shade of lipstick you wore last night?"

"Yes, but is it too dark?"

"A tiny bit, what say we do something with a little more red in it for tonight?"

"I'd like that, I think." What was there to think about, mother knew more about cosmetics then I ever would.

"Ok then, let's try some Red Champagne, that should be about right."

After several coats of the red lipstick, I was looking pretty, to say the least. Then it was time for the long red wig. Mother spent several minutes get the hair piece just right on my head, but when she was done, it looked fabulous. I looked at myself in the mirror and was stunned at the person I was looking at, it wasn't Paul anymore - not by a long shot.

"Do you prefer flats or heels?" asked mother with broad smile on her face.

"I think heels would go well with this outfit, don't you think?"

"Yes, the Mary-Jane's you wore last night would be terrific! I'll get them."

A few minutes later I had the 4" high heels on and I looked terrific, and I felt terrific too. I thought I was finished, but mother placed a gold chain with a cameo around my neck and a pair of clip-on hoop earrings on my ears.

"I always wanted a daughter, and now that I see her, I don't know if I want Paul back! Is that selfish of me?" mother winked at me and smiled.

"Probably," we both laughed and hugged each other.

Mom made sure I took a purse to carry my ID card, my lipstick, my keys, and a couple it tissues before we left. The purse was black leather and had a fairly long strap and it rested on my hip as I put the strap on my shoulder. I looked at myself in the mirror as I held my purse and I was pretty pleased with myself.

Mother took us to one of her favorite sushi restaurants for dinner. On the ride there, mother kept looking at me and just smiled. "So, how does it make you feel, dressed like this, Paul... or should I call you Pauline?"

So far I hadn't thought about a female name, "Uh... it's quite different than wearing boys clothes, but the makeup... that's a whole different arena than I'm used to. Mom, I now have a lot more respect for women who wear makeup, it's definitely an art, of sorts, to put on a great looking face. You just make it look so easy. When I put on mascara for the first time I pulled the applicator too hard and had a bunch of fine black lines on my eyelids. But you asked how I feel? Wearing everything is very exciting and almost intoxicating. But, going out into the publics' eye, that will take a bit of getting used to I think. I'm not accustomed to girly things and customs. That to me, will be the hardest part to try and learn. My voice it pretty high pitched for a guy, but I don't know if I sound like a girl or not. And, Pauline is a nice name, but I think that I would like to be called, Amber."

"Ohh, I like Amber, I think that will suit you very well. Yes, putting on makeup can be very trying when you first start, almost daunting in some cases. As you know I wear makeup ever day, and have ever since I was about 14 or 15. Makeup to me, is something that is playful and it should be fun to wear. I don't follow all the trends because I have developed my own style and I like it that way. Every woman has to find her own style. Hair is another thing that most women find pretty difficult to find a style that they like. Most get a cut that they can live with and stick with it, pretty much, their whole adult life. As for me, you know I change styles every few years. For me, it depends upon my mood or what's happening in my life at that point. One of the perks of being a woman is that you can change things, sometimes drastically, and no one really cares for the most part. I have to kind of moderate that statement a little bit because when you have a husband, or significant other, you need to consider their needs and desires. Of course for those who are more daring and like to change things up more often. For that, there are wigs. By the way, do you like long hair or short hair?"

"I really like your black wig because I think that the style is a classic. But, having long hair you could wear it up, I do like up-do's. There's something about a woman who wears her hair up that just says - elegance and sophistication. Have you ever worn your hair up, mom?"

"Not really, I did on my wedding day because it was a traditional thing to do. Would you like for me to wear my hair up sometime, for you?"

"Would you? Please!"

Mother gave me several tips to become more feminine, mostly about movement and deportment. As we drove, she cautioned me about sitting with my legs spread apart, women didn't do that. Also of importance was folding your skirt under you when you sat down, especially with a short dress like I was wearing so that your under things did not show. And, if I had to go use the restroom to be sure and use the female one. Don't stand to go pee, always sit down, but pull your pantyhose down before you sit. Gee's, so many things to think about!!!

As we entered the parking lot at the restaurant, mom found a parking spot that was about as far away from the front door as she could find. I gave her a questioning look. "Are you sure that you want to walk all that way, wouldn't it be better if we parked closer?"

"No, I want to see you walk in my high heels. You need practice to navigate around, over, and thru parking lots. This one has plenty of potholes in it. And why did you choose these high heels instead of some with spiked heels?"

"Uhh, for their stability."

"Precisely! You need to point your foot downward somewhat when you wear heels because your toes are closer to the ground than your heels. That way you will make less noise when you walk, understand sweetheart?"

"Yea, I'll give it a try." As we walked to the front door I did point my toes downward and found that I had much more control over my feet. Maybe flats or something with a shorter heel would have been a better choice for this outing. As we entered, I was beginning to become a nervous wreck. It's one thing to drive thru to get food, but something else to have to walk thru the dining room for all to see and then sit down. Of course after you sit, everyone will be eyeing you and your every move. Someone might even say, 'Hey, it's some dude wearing a dress and makeup and then start laughing, or something. Most of the people in the restaurant were young, mostly in their 20's and 30's.

Mother requested a table in the middle of the restaurant so she could show me off, so to speak. I had to remember to sit down like a lady and not just plop down like some guy. A few of the patrons looked our way, but most paid us little or no attention at all. Wow, I'm blending in pretty well, huh? Mother had to remind me to sit up because I would usually slouch when I set down.

"Sweetheart, sit up straight. You are presenting as a young lady here."

I did as I was asked. I found sitting down to be a different experience because as I gathered my skirt together and sat, there was this interplay between my dress and my pantyhose that I wasn't expecting. It was as though I just floated across the chair. Mother was keeping an eye out to gage the young men's reactions to me.

"Honey, you are getting a lot of looks here tonight from the young single men. Did you know that?"

"No, not really." I began to look around and as I did, I got several smiles and head nods. All I could do was just smile back, but not too much. I didn't want any more attention than I was already getting. We ordered our food and the waitress walked away, only to return a couple of minutes later with a small flask of warm sake and two classes. Mother looked up at the waitress with a questioning look.

The waitress looked at me and said that one of the young men are the sushi bar had sent it over with his compliments. She nodded in his direction and I turned to look. The handsome young man lifted his sake glass and cocked his head and then winked at me. If there wasn't blush already on my cheeks, they would have been cherry red from my blushing. I just gave him a smile and turned back to look at mother.

"Oh Amber, this is a good sign, don't you think?"

I whispered, "I'm not old enough to be served!"

She just smiled and said, "Enjoy your first drink, then." After pouring the flask in the two cups, mother held up her cup, looked me straight in the eye, and said, "Cheers!"

I put the small glass to my lips, the smell was horrible, but I took a small sip. The taste was also horrible to me. Mother was watching me and had to laugh, "Too strong for my little princess?"

I whispered, "This tastes and smells like shit!"

"Sake is an acquired taste, try it again, it will get better the more you drink it."

I put the glass to my lips and took an even bigger swallow. As I sat my glass down, I saw that my lipstick had stuck to it. I was kind of panicked. Mom watched my eye movement and just smiled, "Time to refresh your lips, dear? Wait until you have a few more sips before you do. This is one of the reasons that all my lipsticks are a stain, you don't lose all your color when you take a drink or eat. But, you will need to refresh them once dinner is completed. Understand?"

I shook my head, 'yes.' We had some really good sushi that evening and before we left, the young man came over and introduced himself and gave me his card and told me to call him if I wasn't already involved. Wow, I just got asked for a date! Wait just a hot damn minute... I'm a guy! Mother just seemed to be very pleased with her creation and the response I got at the restaurant.

One the way home, she asked, "Well princess, do you think that you will want to do this again, sometime soon?"

I just sat in the car looking straight ahead and just smiled and then said, "Indeed I would!"