Woodlandwalk 

Most of this story is true, some of it isn’t. I’ll let you imagine which is which. 
I don’t often get to spend a day on my own, my other half is a teacher so is always off, or so it seems. It means a day off for me to spend by myself is a rarity.

The last bank holiday before Christmas was fast approaching and it was one of those rare events when I would have the day to myself. The schools were back and most places would be quite quiet. I decided to plan a few activities while at dressed up. I wanted to head to the woods nearby wearing a dress and lingerie under my male clothes, strip down to my dress and put on my heels. I would wonder about a bit then pleasure myself before heading home. 

Things didn’t quite work that way.

I was freshly waxed and excited for my adventure. Monday morning came and I was up early, a good scrub in the shower and a very close shave, then time to get dressed. I carefully slipped into my nude hold ups, making sure that the lace tops were even and in place. Next was a black silk thong, a very short black satin half slip and my green satin dress. I figured that wearing green would help hide me in the forest. I applied as much makeup as I could get away with in public, hoping to add more when I got to the woods. I packed my wig in my rucksack and slipped my heels in there too. I carefully put my male clothes on over my dress and headed out. It was still before 9am but I didn’t see anyone during the short walk to my destination. I spotted 1 dog walker in the woods but he wouldn’t be anywhere near the secluded area I was going to. I stumbled through the overgrown woods following an unused path until I got to the place I wanted. It was secluded and protected by trees on all sides with a solid grounding. I slowly checked out the whole area as best as I could before undressing out of my male clothes and putting on my heels. I put on my lipgloss and fitted my wig. I was so hard by now that I had to touch my cock through the thin satin of my dress. My hands wandered all over my body and under my dress. I was soon masturbating myself, my dress around my waist, my knickers round my knees and my slip pulled up. I was so engrossed in my pleasure that the noise I was making no longer bothered me. I didn’t care who saw, but knowing full well nobody was anywhere near. 

That was until I heard “hello there!” behind me. 

I spun round, pulling my dress down and trying to pull my thong up. It was the dog walker. ” no need to do that honey” he said. I sorted myself quickly and looked for an escape route. “Can I help you?” he said, slowly unzipping his jeans. The look of confusion on my face must have been clear for him to see. “Maybe we can have some fun?” He said. 

Curiosity had gotten the better of me and I let him approach. ” you are so sexy” he said touching the front of my dress. “Thank you” I replied. “I’m Becky”. 

“Ricky”

I helped him pull his jeans down a bit and he eased his cock out of his underwear. He was wearing a par of black lace knickers and a big grin on his face. I smiled and he guided my hand to it. He hardened quickly and I slowly masturbated him. I could tell he wanted to kiss me but I wasn’t sure so I avoided that and instead concentrated on his cock. It was much bigger than mine. “I want you to suck me” he said and I willingly crouched down in front of him. I took as much of his hot meat in my mouth as I could. Sucking on him and licking him. He he groaned in pleasure and I felt his cock pulse in my mouth. I made a lot of noise, moaning as he fucked my mouth. His salty pre-cum leaking from the tip of his huge manhood. “I want you” he murmured pulling his very wet cock from my mouth. My pink lipgloss down his shaft. He lifted my dress and pulled my thong down. He moved my slip up and turned me around. I could feel him proding my entrance, I was willing him inside me. “I need lube”. He seemed well prepared as he covered his penis and my virgin opening in lots of lube and started to push inside me. It was sore at first but I wanted him inside me. I pushed back “good girl” he said as his full length forced its way into me.

He fucked me gently. Sliding in and out of me as I held on to a tree for support but his enthusiasm soon built. He was speeding up and I loved it. My own cock was rock hard as I masturbated. The feeling of my prostate being massaged from within by a monster cock was bliss. He was holding my hips now as I bucked against him. “Oh god” he kept repeating as he fucked me harder and harder. “I’m going to cum” he grunted as he pulled his cock out of me and finished himself off. He came. Hard. So much cum. It shot up the back of my dress, covering me. I heard it’s splatter as it hit my bum and felt the hot cream hit the tops of my legs. It was dripping off me in to my holdups. Spots were dropping onto my knickers now round my ankles. I was still masturbating and turned to face him. He dropped to his knees and licked my hair free balls. My cock erupted in orgasm. More hot creamy man cum jetted from my own cock onto the front of my dress. My mouth instinctively opened as some spunk hit my lips and chin. The rest spreading over my dress in thin arcs. My dress dropped over my cock as I stood up, a fresh stain of cum spreading on the inside of the hem of my dress.

I was soaked in cum, front and back. I loved it. He smiled and gently kissed me. It was lovely. I parted my lips as our tongues gently met. As we parted  he smiled again and pulled up his knickers and jeans before turning on his heels and making a quick exit.

There was too much cum on me to dress over my female clothes so I had to strip off. I carefully put away my heels and wig and got redressed before balling up my cum soaked dress, holdups and knickers. 

Everything washed up well. I’m tempted to take another days leave to see what happens next time. 

DTG xxx

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Erotica

I’ve been reading a lot of trans erotica recently, and I’ve noticed that it is the same story repeated every time. Basically the man meets the trans person, doesn’t know, finds out but is very tuned on, suddenly becomes bi-sexual to suck off the trans person then they have sex. The only things that seems to change is the location and what they are wearing.

It got me thinking about my own stories though and my own life seems to mirror this. The only things changing are the clothes and the location. I go through the same routines, the same sexual urges and the same eventual conclusion.

Is life that predictable for us?

What I really want to do is go out more to trans friendly places but I still feel I am not passable enough. I still feel I’d be laughed at in the situation and that ultimately I’d be rejected. An outcast from “normal” life and shunned by other trans people.

I think that may because I find dressing has once more become a sexual thing rather than something I enjoy or feel normal doing. But is that something that I can control and change or is it a cyclical thing in life just like the stories that cycle through new locations.

I find myself entering a phase in life wher I’m questioning my own very existence, but more specifically my trans side. Do we ever satisfy our self doubt?

DTG xxx

Quiet time

It’s been a quiet time for me these past few weeks. I’ve not had the inclination to dress as much as normal and even underestimate at work has not been very appealing. I know this slump is nothing to worry about, I know I’m not out growing cross dressing, I’ve just had other things on my mind.

I’ve been very tired recently too. I think something has been working on me, I’m not my usual grumpy self. I did end up having surgery recent too, just day surgery but still, never pleasant. Perhaps that coupled with some money worries and the need for a clear out have gotten me down a bit. Money worries are a constant thing for most I’m sure, I’m trying to find ways to cut back and save a bob or two. I noticed my spending was getting out of control. I spent £40 on coffees this past month alone. Insane for a hot drink so at work I’m on a jar of instant and a 40p bottle of milk. Car insurance is due soon, house insurance is due, ex wife champing at the bit for child maintenance, at least there is no council text for 2 months until it goes up for next year. I live in Scotland and our government has decided not to pass on increased tax allowances that the rest of the UK will get in order to have more money to spend on public services. It annoys me that I will pay £400 a year more than somebody doing the same job in England and as a result some big fat lazy turd gets to upgrade their sky to to the full package, or some lazy single mother can get rid of their child into child care for longer so she can watch more Jeremy Kyle. Sickening. 

I best sign off before I go on a rant.

Yours in silk, DTG xxx

A better solution

Today I’m underdressed at work in a camisole and knickers set in ivory silk. A much better choice than a teddy with no poppers.

A recent body wax means shear hold ups too in black.

Tomorrow I’ll wear much the same but then tomorrow, I’m on holiday. So over my silk lingerie will go a silk dress and I’ll also wear some high heels. I’ll spend some time practicing my makeup before getting my wife to re do it for me.

Then, its Christmas party time… yay! I’ll be wearing this;


DTG xxx

Teddy cuddles

I’m underdressed today again. This time a white silk teddy with ribbon straps which don’t show through my hoodie.


Except there are no poppers. Every woman will know this pain. Now I too sympathise. No poppers means a trip to the loo involved striping down to your birthday suit to take the teddy off. 

Camisole and knickers tomorrow. 

DTG xxx

Down

I’ve been feeling pretty down recently, my wife is having a rough time at work, I’ve changed jobs and there have been a few screw ups with my new salary meaning I’ve been paid too little and the tax man has been paid too much. Time seem to be flying by as well and I never seem to have time to myself now. When I worked from home I seemed to have loads of time and I’m starting to have pangs of regret leaving my old job. Perhaps once my pay has been sorted out and the money starts rolling in as it should be, I’ll feel better, but currently, I feel down.
I sometimes turn to dressing as a means of escaping real life. Slip on a dress and heels and suddenly I’m not me anymore, I’m somebody else. Soon however, the realisation that my problems are not left at the wardrobe door catches up with me and I feel silly and angry. I usually end up pulling the dress off and chucking the high heels to the back of the cupboard. Angry at myself for either letting my problems get the better of me or angry that I thought putting a dress on will solve them.

On a positive note, my weight loss is going well. Nearly 20lbs dropped, the weight of a car tyre apparently. This has allowed me to fit back into a lot of clothes, not only in my male wardrobe, but my femme wardrobe as well. I had been thinking of selling a few things on eBay that I’ll never be able to wear again because they are too small (read, I’m too big), however wearing them again feels like it could be a possibility soon. I might end up having to sell the clothes that are too big instead.

I’ve now also booked my waxing appointments for the Christmas and new year fortnight. I’m not getting a whole body wax this time, just everything from the waist down, back and eye brows. The rest will be trimmed right back. This is mainly due to financial constraints but also the pain of a chest wax when your hair is as dark and thick as mine can be unbearable. I fully intend to dress at new year, wig, makeup, dress, lingerie and heels. Mind you I had that intention last year too and my wife and I ended up wearing our silk nightdresses and cuddling up on the sofa watching rubbish tv before retiring up the stairs. We watched some fireworks from the back window and hugged for a while, with the gorgeous silk nightwear we had on, we got quite horny and we ended up making love at the window, our nightdresses pulled up out the way. Even though I want to dress this NYE, I know something will either get in the way or I’ll end up not being bothered. At least I have a fall back in wearing a gorgeous full length silk nightdress again.

I’m in between waxing just now, the hair is growing again slightly but not enough to warrant another wax soon. I do hope it has grown enough in 4 weeks to make it worth spending the money I don’t really have on something that is to make me feel more femme at a time that I might not have the conviction to dress. I did notice at my last couple of waxes that the girl I go to has been using girly talk to get my skin taught. Regulars will know that I get all hair, and I do mean all hair, removed from the waist down. Waxing a flaccid penis is apparently not easy so something you will never ever be told, is that your waxer will have an easier time waxing you if your penis is erect, because the skin becomes taught. Regular readers will know that the girl at the salon I use knows about my dressing but I’ve noticed that when it comes to waxing that area she starts talking about dresses, high heels, makeup, lingerie etc. Of course the the subject gets me aroused as she asks about the lingerie I like to wear, do I prefer hold ups or stockings. How she wears hold ups sometimes under a dress to make herself feel really feminine and sexy. Even now I feel aroused thinking about it. It works for her, I become erect, she gets a easier life waxing me and I get a smoother finish so to speak. A win win all round. I just hope I don’t get too aroused. I once was so aroused that a bead of cum leaked out and rolled down my penis over a girls (gloved) hand once. That was a bit embarrassing.

Hopefully I’ll feel more of myself again soon. Christmas decorations will be up, although sometimes that just masks the sadness some are feeling underneath. I know I’m not depressed or anything, just sad and down in the dumps. I hope it lifts soon.

In the mean time, I may try out a new thing I’ve read about recently over on The Recovering Crossdressers blog. Underdressing at work. Basically it involves wearing your lingerie under your work clothes and hopefully not being caught. Feeling sexy and femme all day. At the most, I only ever wear knickers under my male clothes to work. In a job years ago, I used to wear knickers and hold ups. At my new job I don’t have to wear a shirt and trousers. Jeans and t-shirts are ok so I can fully under dress in hold ups, French knickers and a camisole, or a teddy and cover the strap lines easily with a striped jumper. Easier to do now we are into winter here in the U.K.

Dirty tranny girl xxx

Caught again…

The weather has taken a turn in recent days, the frosts have arrived and my home town is very cold. The big coats are out of the wardrobe and scarves and gloves are out in force.
One thing in the arsenal of a cross dresser that I love to wear in the winter months is a camisole or indeed a teddy. Especially silk ones, so sensual to wear and also very comfortable and warm! This weekend was the first time this season the camisoles were out. On Sunday I wore an ivory silk set from M&S, a swing camisole and matching French knickers. The swing part refers to the straps of the camisole which come together at the back, through a small clasp and back over the shoulders, giving a cross over effect without the straps actually crossing over.

So wondering around town I was nice and cosy, enjoying the feeling of the silk against my skin, knowing that the lingerie I was wearing was probably sexier than most of the women walking past me. I was warm and felt really sexy.

We decided to go for dinner in a shopping mall which was on the way home and ended up in Nando’s. It was round about now that it hit me that i was wearing just a t shirt over my camisole and the straps and adjustment clasps would be quite visible when my coat came off. I made sure to be sitting in a booth with a high back so nobody would see the straps through my t shirt and it seemed to work ok. We enjoyed a lovely dinner and we’re about half way through when I noticed one of the girls in the booth next to us looking quizzically at what I thought was my crotch area. Confused, I looked down to see the ivory silk of my camisole was hanging lower that my t shirt and she was close enough to see it was silk and close enough no doubt to see the metal “label” sewn onto the hem of the camisole. I was rumbled, it seemed to dawn on her what I was wearing under my t shirt.

I was slightly surprised then that given her age, she simply smiled at me and got on with her chat with her pal. I was expecting giggles and hushed talk. I was expecting her friend to be turning to look at the cross dresser next to them. I was expecting a scene. But no. Nothing happened. She looked over occasionally and I must admit it was a thrill to have her see the bottom of the camisole peeking out. Eventually they got up to leave and she smiled again as I pulled my t shirt down to cover my cami.

We left and headed home. I slept well that night, keeping my knickers and camisole on, for warmth. Honest 😉

Dirty Tranny Girl xxx

Wax on, Wax off

So I went to a new wax salon this week and got everything from the waist down removed. Hair wise, of course.

The salon is a year old so still quite new and as I was a new client there was still that awkward relationship where a complete stranger asks you to remove your underwear and let her spread hot wax on your penis and rip it off again.

Legs were done first which were quick and easy. Next was my bum which again was quick and easy.

For guys who have never had a wax done, down there, you usually have to go on all fours with your elbows down and your bum up. Quite uncomfortable, so remember that the next time you ask your girlfriend to go doggy with you. You then get your scrotum and surounding area cleaned, dried and waxed. It it painful, there is no getting away from that. I tend to “spot” as well which is a very slight bleed on my scrotum in small spots. If this happens to you, make sure you either put some paper towls over yourself to protect against the blood drying on your underwear or removal of underwear later when you are home can be sore.

So we were chatting quite the thing and I was asked to turn over onto my back. They usually put a hand towel over you to pretend there is some modesty, before whipping it off to get a good look, clean and start waxing again.

Being a new girl, I was not used to her touch and quite instantly became erect. I know this can make it easier for a wax as the skin becomes taught. But i just seemed to get harder and harder. To the point soon where it was difficult for her to move it around. She carried on around it but got to the point where she needed to move it down and when she did so she managed to pull my foreskin back, all the way back! She apologied and tried to fix it and in effect sarted to pull at my foreskin back and forth. It was both heavenly and horrifying all at once and I had to stop her, telling he I would fix it. She apologied and giggled saying she just realised what she was doing. I fixed myself and she carried on, saying, “..well at least you didn’t cum on me.”

Should I have said something back? I was in too much shock. Perhpas she was nervous and blurted out what she shouldn’t have, and perhaps it was a saving grace that I didn’t respond. Maybe it was just the ice breaker that was needed to build a trust and ensure I go back.

We chatted some more and she asked why I get waxed. She said she has one other male client who is trans and gets waxed for that reason. She just asked outright if I was trans too? Again I was in shock at the question and sheepishly said yes. “Wonderful.” She said. “What sort of clothes do you like to wear?” The conversation went from nail polish, to heels, to makeup to dresses.

I think I’ll go back.

Dirty Tranny Girl

Under the weather

I’ve been feeling pretty “meh” for the past few weeks to be honest and havn’t had the inclination to do anything other than curl up on the sofa in my jammies, watch TV and sleep.

I must be coming out of it though. My mind is turning towards my next waxing session, to rid myself of this horrid hair and to slip back into lingerie, heels and a dress.

Dirty Tranny Girl xxx