A Cross dresser finds himself

I love diversity and have always believed in inclusiveness and want to please all my friends and followers, but obviously I cannot do it all at once. This story I relate now happened two years ago, and is mainly for my cross dresser friends. Although I hope you all enjoy it as a story. I know many of you are lucky enough to have a partner that you are able to share your passion with, and others of you have a friend who is into dressing in pantyhose with you.

However there is a group that would love to be able to dress and talk occasionally, but have wives and family that would be horrified. I do sympathise as to have such a yearning and not be able to indulge cannot be good for the psyche! Personally I have never understood wives like that, I mean for example let’s imagine I am married, (heaven forbid) and one day my husband told me he had a burning desire to fuck me whilst wearing a Santa costume.. I’d be a bit surprised.

Question I’d have – is it going to turn you on, will you be able to fuck me all night? Then of course I’d give it a go. Why the fuck not?

OK I know I am being a bit flippant, but I have got the point across, this partnership is a two way street, what could be in it for me, apart from the best fuck I’ve had in years!!

So to recount my story.

About 2 years ago I worked in a call centre, just after I got chucked out of Uni. The hours were crap, but the group I worked with were fun. I was no different then, always short skirts with pantyhose, or sometimes hold ups, and mostly high heels. A lovely guy called Derek started to take quite an interest in my hosiery, asking makes, colours and I started to suspect he wasn’t just in love with my legs in them, it was more a case of wanting to wear them.

One lunch break I challenged him gently, but he denied it strenuously, too much actually. I knew then, but as he denied it, it went nowhere. Finally a few weeks later we went as a group to the pub, it had been a long week and we were celebrating a bonus. Some bonus –  one round of drinks used it up, but any excuse for a piss up. (piss –up English slang for getting drunk)

After a few pints Derek was becoming far more talkative and finally he told me he wore pantyhose under his trousers at work. We talked about it and he admitted he would really like to experience wearing them properly with high heels and skirt. I told him he could, but he said all he had read about it and looking at escorts sites they wanted to sissify the client. That wasn’t what he was looking for. He explained he was a hetro man through and through and had no interest in sex with men dressed as a woman, or being sissified.

I did my best to explain to him what being a CD could mean and even in that one corner of fetishem there are many different flavours. So I suggested he come over to my place one evening and I’d get a couple of girlfriends over and we would just have a girly night. He could dress as a woman and we would do his make up if he wanted, but it was up to him.

He couldn’t agree quickly enough and a date was set. Well it’s all well for him, but I had to find a pretty dress size 14, high heels size 9 and all on a budget. He had said the lingerie was not something he wanted to try, thank goodness.

The night arrived, Carla and Susan joined me and we prepared the flat for a girlie night in. 2 bottles of white wine, as Carla calls it “Slag Fuel” a few biccies and dips,  and a chick flick on dvd. The doorbell went and Carla went to let him in. Carla is blonde and very sexy, she too has long legs and wears skirts even shorter than me. She led Derek into the room and we could all see the poor guy was shaking with nerves. He tried to smile as I introduced to Sue, but I could see his top lip was doing that thing that it sticks to your teeth. Come on we’ve all been there!

Sue got up, now Sue is different she likes to wear very tight leggings with stupidly high heels and of course looks amazing. She is quite busty and wears low cut lose tops and actually gets upset if guys don’t look down it as she leans forward. She leans forward a lot.

We all had a glass of vino and finally he started to relax. It was about an hour later when he was ready to get dressed in what we had prepared for him. He went off to the bathroom to dress and came out a few minutes later, stood in the doorway and looked bloody awful. “Really?” we all called. He looked devastated poor guy. Carla jumped up and took his arm and led him into the room fully.

You look like a sack of rubbish she told him as she started straightening the shoulders of the dress. Well that was the start of the fun, the wine flowed, the biccies were dipped and eaten, the wine flowed more and finally Derek was ready. We told him to stand and we admired our work. He was wearing the dress which I had found in a charity shop, it looked fantastic, if a little lacking in the chest department. He had opted not to wear makeup.

He wore shiny pantyhose which we pulled and pushed to ensure the seams were all as they should be and I had managed to find a pair of size 9 pink suede 4” heel court shoe. I think you Americans call them pumps.  We took him through to the bedroom so he could see himself in the full length mirror. Carla turned the light on with a “Tadaaaa” and he gasped at his reflection. We all laughed as we saw the front of the skirt lift, “so that’s why men don’t wear skirts,” Sue commented with a huge grin. Derek was embarrassed but he didn’t need to be not with Sue around.

She lifted the skirt to have a good look and was impressed with what she saw. Carla and I knew that was our signal to leave as we knew Sue was going to take care of the tent in the front of the hose.  Finally Derek came out now dressed in his man attire put his arms around me and started to cry. He kept thanking me and then Carla, he was seriously happy and perhaps contented.

I know Sue carried on seeing him for a bit and helped him adjust to his lifestyle, secret, but at least he could indulge as she showed him how to join forums and talk with others like him.  God what must it have been like for people before the internet? Rhetorical question people:)

Every word is true, I hope you enjoyed, please comment if you have any input.

Gail xx

Author: Gail's Pantyhose and stocking fun

I’m 24 years old and live in the United Kingdom near a large city, I’m well spoken and love to receive admiring glances particularly for my legs. I’ve done a bit of modelling like most girls these days and enjoyed it too. Went to Uni and got a bit out of my head and didn’t do all the things I should have done! Did all the things I wanted to do, but that didn’t help me with what was really important in life. So I’ve started again and I’m back at uni and this time studying and learning and determined to get through it this time. I used to have a blog and post sexy pics of myself and loved to flirt and have fun and had a great time. Trouble was someone kept reporting me and I lost my blog and I lost FB and tumblr and flicker – well I lost it all. I also lost my place at University! A friend suggested that I should start again with wordpress and it would be an ideal place for a flirty girl to share her experiences and pictures. So here I am going to do it again but this time do it properly and I’m going to watch who my friends are and yes I’m going to make a little money from this to help me through Uni! No ripping anyone off, but if I’m happy to post blogs and pics of myself and keep you all informed about what I am up to with sexy blogs then I hope you think I am worth supporting. Everything I do, write and share is free, it is your choice if you want to purchase something I have worn, and earn me a few pennies I am always grateful.

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