Crossdressing Wigs

Women have known for a long time just how effective a wig can be at changing not only your appearance but also your mood. And the same may be said for crossdressing wigs. So here I am on the receiving end of JJ’s incredible skills as she applies the final touches to my make-up. First time for false eyelashes today: my natural lashes are tinted blue-black and a little mascara usually does the trick. I am looking to create something dramatic, bringing a focus to my eyes and framing my face. I need one of those real hair crossdressing wigs with lace front.

JJ and I have been discussing how to decide on the best of her own crossdressing wigs to complement my face. The first two crossdressing wigs that I had nervously bought myself had received a decided thumbs down. First: “Is that a bird’s nest on your head?” And for the second: “Have you been fighting with your cat?” Next time, she told me, take me with you and you won’t make such a terrible hash of it. And waste your money on unsuitable crossdressing wigs. Never one to listen, I bought a third from from Selfridges on Oxford Street in London which stocks crossdressing wigs.

Crossdressing Wigs

Crossdressing Wigs

As usual I arrived dressed at JJ’s door, in prim and proper PA secretarial mode. JJ spotted right away that my pencil skirt from Long Tall Sally did not quite match the jacket, though it had been sold as a suit. More fool me. She took a long look at the new wig, a greyish blond which I had thought a beautiful choice from the store’s selection of crossdressing wigs. “No.” Emphatic. “You have just added a quadrillion years to your age. With crossdressing wigs like that, it will make you look like something being carried out of a residential care home.” Too much grey in the blond, I wanted JJ to be truly honest with me.

What I love about JJ is her inability to mince words, at least with me. Other girls may get the full TLC bit. However, in my case, I have asked her to be honest and pull no punches and not just with my choice of crossdressing wigs. But, hold on a second. She’s having another look. Critically close up now and very serious giving my personal decision on a crossdresser wig the twice over. Is she changing her mind? Not entirely, but we have a definitely maybe. Hopefully not a mirage, but an oasis is in sight. Those of you who know Miss Kitty are aware that I just cannot resist these allusions to pop songs, hoping to sneak them by JJ’s fierce quality control.

JJ tells me that we are to have a wig parade: first mine then three other crossdressing wigs from her fabulous collection. One after the other, she places each of the crossdressing wigs on my head and brushes and combs and backcombs them to perfection. Then came a crossdressing wigs photography session. I am dog-tired after a ten-day stint working over a lukewarm computer trying to make it write exciting things. Before the make-up went on, the bags under my eyes looked like something out of a Hammer horror movie. So smiling did not come easy. I tried to flash my Bette Davis eyes, and a little bit of my cleavage too.

JJ was not impressed. “Come on, girl. Let’s at least pretend that we are gloriously happy. Let’s show off those crossdressing wigs to perfection. And cover up those boobs. We are not playing the tart today.”

The truth is that, as I try on crossdressing wigs with JJ, I am actually feeling like heaven, as I always do in her boudoir. This succession of crossdressing wigs is so exciting. My spirit is high and very willing, but today the flesh is weak. JJ’s camera battery is working overtime with the quad-zillion number of flash photographs taken of me in her crossdressing wigs, but we do get some decent ones. I tried to blame the camera. JJ was even more unimpressed with my pathetic attempt to question her skills with the lens. I had to agree with her that today I was being a touch unphotogenic. And it needed all of JJ’s artistry to coax a few decent shots out of me.

So here are the four photographs. Four different crossdressing wigs. Same girl but four quite distinct looks.

Crossdressing Wigs number 1

Kitty trying crossdressing wigs

Kitty trying crossdressing wigs

I still like my wig, but I agreed with JJ that it is a little thin and if you look carefully you can see my own hair (which I am growing in the probably vainglorious hope that someday I won’t have to wear a wig) peeping out and saying hello here and there. The fringe is pushed to one side, with (I feel) a natural Sassoon ‘shake your head and go’ look. A lot of backcombing on JJ’s part added some essential volume. Otherwise we would have had to force-feed it with steak and chips to bulk it up.

Crossdressing Wigs number 2

Blond crossdressing wigs

Blond crossdressing wigs

The contrast between my wig and this with blond wig is remarkable. Here the more definite fringe actually adds a little softness to my face. And hides those ‘Audrey Hepburn’ (I wish!) eyebrows. The wig itself is very straight, giving a decided air of a very prim and proper Miss Kitty. And my eyes are much more noticeable with those eyebrows obscured. I love impact of the false eyelashes in this photo. The pearls are real by the way. Well, cultured.

Crossdressing Wigs number 3

Kitty in a Mikado Crossdressing Wig

Kitty in a Mikado Crossdressing Wig

Now come the brunettes. There is a little bit of the Mikado in this, I fear. As well as a flash of my boobs. Covering up those eyebrows definitely gives emphasis to my beautiful eyes: oh, vanity, I know. And the wig does add a certain softness to my features. Pushing attention away from my alpha male chin: at least some very painful (and expensive) laser treatment has diminished the underlying five o’clock shadow. I am unsure about this length though as a brunette: works better as a worldly-wise blond. I feel like a character in a Miss Marple mystery. Probably the girl who is foolishly idiotic and gets herself murdered. Serves her right.

Crossdressing Wigs number 4

Real hair wig

Real hair wig

Well, I have certainly cheered up for this last wig. I love the length and the feeling of hair on the lower part of my neck, just touching the shoulders. I love the way the longer hair frames my face pulls attention towards my best features (those high cheek bones and my lovely eyes). Even with a touch of my eyebrows visible. But I would love to see myself in a blond version of this wig.

Trying on crossdressing wigs is so much fun!! I love it. And the great thing is that with JJ any cross dresser can have the time of their life. So my verdict: Crossdressing Wigs Number one and number four tied for first place. Then number two, with number three. But I suspect that a blond version of number four would be the outright winner for a perfect day trying on crossdressing wigs with JJ.