leopold322's Blog

I like dares including crossdressing, and I got one from a distant friend: Take a walk in only female clothes, including a niqab.

I am too tall to pass as a woman, so this had to be done on deserted roads. I don't want to spoil 'our' reputation by acting like a freak in the street in broad daylight. It does only enforce prejustices.

I chose my favourite spot - a parking lot near a forest. There is 2 houses nearby and not very much traffic in the late evening, but I'll have to walk 100 meters along the road near a sharp bend to get to the forest road. And a few hundred meters in the forest, the road goes via a narrow bridge over the highway.

I dressed up home with white nylon leggings, a black thong and a white skirt. i wouldn't cheat by dressing all in black. I donned a bra with waterfilled balloons (a D-cup) and a pink spandex blouse. The niqab (the scarf on the middle east women, tied so only the eyes are visible) was a thing I had practiced for some time to get right. I had a piece of the cheap, but lovely shiny fabric you gan get anywhere, in a shocking pink colour. It measures 1,5 by 1,5 meters and it is too big for a real niqab, but I found out how to tie it in a way I like. However, I didn't tie it from home, but brought the scarf and pins enough to make it sit properly.

After I left my car that evening, I put the key away in a pocket I had sewn on the inside of the skirt. I walked to the forest road with no cars in sight and a few meters down the road, I folded the scarf and wrapped my head. I used more pins than nessecary so it was tight and couldn't shift. One of the points is that you cannot see to the sides and the fabric makes some noise so you don't hear very well.

I walked over the bridge, aware that the people driving on the highway could see a tall woman from the middle east walk over the bridge. I had my hands in the skirt pockets, and had made them into fists. The skirt was so tight that I couldn't pull my hands up in a hurry, I had to work them out. I walked a kilometer into the forest (it is less than 2 kilometers across at that place, so I was more than halfway to the train station on the other side. Quite a few people drive through that forest on bicycle during the day, so I could risk to meet somebody, but didn't.

I returned and walked over the bridge. I had decided that I would wear everything untill I got into the car, so I went out on the deserted road. There had been cars passing just before I reached the road, but now it was empty. I started to walk across the road (quite wide), and suddenly a car came very fast around the bend. I ran the last distance to get safe, but was caught in the headlights 5-10 seconds. As the car passed, I saw the brake lights, and when I reached my car, the other car had stopped and was about to turn. I had worked my hands from my pockets and got the key out from under my skirt, got into the car and started the engine. I removed the pins and the scarf while I drove out in the road, and the other car slowed down and turned again. I saw it was a cab, and half of our cab drivers are from the middle east! I wonder what he was thinking that night.

And me? I got home, undressed and put the stuff away untill I will do it again. Maybe next week!

I've gotten a new challenge from a sweet and demanding Mistress. I'll do it next week and this blog entry will describe my selfbondagesession last week.

I am into xxxxxx feminization, and I chose a scenario that left no possibility to chicken out. I parked my car under a street light near a small forest near a rather big city. It was almost midnight so the street was near empty - only a few passing cars with minutes in between. I was dressed in advance and had everything needed in my pockets, except from a 3-meter chain. I crossed the road and followed a gravel road into the forest a few hundred meters and passed over a pedestrian bridge over the highway. I could easily be seen by the people in the cars as the headlights hit the bridge, but at this point I just looked like a ordinary guy in a sweater and jeans.

Reaching the other side of the bridge, I left the road and went down the slope under the bridge. It it supported by two round concrete columns 20 meters from the highway. In between is a fence (to prevent deer and people from running out on the road) and a few bushes. I have been driving on the highway by night and it is not possible to see the columns except if you are stopping.

I ran the chain up my sleeve and down one leg of my jeans and managed to get the end around the column before I padlocked it to the other end of the chain. Now I was stuck! The only way to escape was to undress and leave my sweater and jeans behind. I did so and stood in my chosen clothes: A pair of pantyhoses with the crotch cut away, a very short skirt (I had cut it so it just covered my penis and sewn it very narrow when I fixed the seam), and a shiny blouse, all in shocking pink! Under the blouse I had a D-cup black bra, with waterfilled balloons. I had put at least 2 liter in each. I took my handcuffs from my jeanspocket and a little metalbox with a padlock. I put the key to my clothes and my carkey in the small box and closed the lock.

Now my only way to get free was to get to the key, and it was almost 2 kilometers away, strapped to a fence with a metal band. I went up the slope to the gravel road. It was more difficult to get up than down, due to my tight skirt. The trip through the forest went uneventful. The road I followed was the shortest route through the forest and there is a lot of bikes during the daytime, but tonight it was peaceful. Last time I walked here I had to duck behind some trees, and it was difficult with my hobble chain, so tonight I was without, but with handcuffs behind me instead.

I reached the place with the key and had to kneel down and feel behind me. I hadn't been here for some weeks and I found the spot after I walked through some stinging nettles. Nylons doesn't protect against them!

I unlocked the lock in third attempt and headed for my clothes. Back under the bridge I opened the small box and took the key out for the chain. My keys to the handcuffs was in the car. If I was in problems, I could get rid of the balloons and put my jeans on and look almost innocent. I had a spare key to my handcuffs taped to a roadsing down the road and I could always wait untill I was alone.

When I first planned to do my adventures at this place, I was a little nervous, because there was a little house near my parking spot, but it was early spring then and noone out late. I returned over the bridge with my clothes in my hand on my back, clearly visible from the highway: A tall girl with big boobies and bright, tight clothing. I came over safely and went to my car, but a few guys was standing in front of the house, smoking and talking. I found out it was guests leaving and I waited in the dark untill the were away and the owner inside. then I went to my car, unlocked it and got in. I had promised myself that I wouldn't cover my clothes untill I was at home, but there was a lot of cars on the highway and some road repair made us drive slow and close, so I removed the water balloons and puled my sweater on. But as I had chickened out, I took my evil nipple clamps on and it was a long drive home.

I enjoyed the trip and will enjoy comments as well. And a challenge or two would be fine.

The last challenge was to put needles through my foreskin and - if possible - dickhead, but I wouldn't hurt Her toys and did it safely.

This time I was challenged again, and of course I obeyed. Mistress wanted me to put needles into my balls, and I havent tried it befor and didn't know how painful it would be. But I didn't want to disappoint her and it would be a kick to endure something unknown to me.

I got everything ready and tied my balls to a flat stick with two long pieces of thin string. I added my most severe nippleclamps without the limiting screw, and I promised myself that if I chickened out, I would jerk the clamps off by pulling the connecting chain hard. The clamps has got some evil teeth and a good spring, so it would be painful and probably cause small wounds.

I didn't chicken out. After the first needle I took some pics and again after the second ball was pierced. I took some too when the needles were taken out, but they are only meant for Her. It wasn't as painful as expected, but don't play with this if you don't know what you are doing.

The next challenge has already arrived and I'm looking forward to fulfill Her wishes in a few weeks. Challenges from other Dommes are welcome too

I've got some wonderful and inspiring PMs from a couple much into CBT. Compared to them I'm a beginner I think, but when I'm asked favours, I'll try to fulfill their wishes. It'll be painful, but in the right mood it will be very erotic for me too. I'll post some pics taken and some I've planned to take.

I love to be challenged and to make pics by request, and I've only gotten a few too far out and one I think is a little dangerous, but this dangerous one I'll change a little and satisfy her - she seems to be a really nice girl.

I have PM'de and blogged with a few about dares. Seems that it is a missing thing in here. I'll try to respond and obey dares and return some when they are appreciated.

And those of you that have sent me PM's and commented my blog: Thank you - I love you all, and a few of you I love very much!

We've bought a cupping set. It's some plastic cups you can pump vacuum to and they should give extra pleasure. I tried them on my nipples and found out that the skin shall be moist or oiled. It felt good, and I pumped all I could. Now I have a red and blue spot around my nipples. But it feels good and gives me more sensitive nipples. Has anybody tried similar things??

I dressed happily in the morning - a pair of panties (the control ones - I like the way they hug my asscheeks) and a long dress. If I dont pull it up, I can take steps no longer than a foot or so. I then donned a corset and pulled it as tight as I expectd to be able to stand untill evening. I had hidden the keys to a padlock in our mailbox and I can't go out to fetch them untill it's dark. Well . I could, but I guess the neighbours and the passers-by will see something I won't let them see

Before I tightened the corset the last inch or so, I tied my balls in a way that I couldnt remove the panties. I couldn't anyway because I have pulled them up so far that the corset keeps them in place - no way to remove them. If I have to go to the toilet I can hold them to the side, but it is awkward and I really feel like a slut when I do it.

I locked the padlock. I like the 'click'-sound meaning no way back. But my balls were sore from the tie-up the other day and I had to remove the string before noon. A good thing that I hadn't pulled the ends up under the corset so I couldn't untie my balls. I guess I've learned from earlier days' mistakes.

Now I wonder what punishment I will have to endure because I chickened out from the tied-up balls. I think I will consider it in the morning and if you don't dare me, I have to find out something myself. It is funnier and more committing to be dared from others. Then you can't decide yourself and have to obey if possible.

Today's challenge is to wear a corset and a dress. I have chosen a long dress, almost a hobbleskirt, and put the corset over it. When laced up, the loops can meet in the back and be locke with a padlock. The keys are in the mailbox - no access until dark. Please tell me girls - are you turned on by men crossdressing or are we just pathetic?? At least I enjoy it myself - a lot! Please comment.

I have tied my balls up and now I am leaving for a meeting. I guess my balls are sore when I return in 2-3 hours. PM me (or leave comments here) if you have dares for me

I have been bored the last few days, so today I spiced the day with quite a challenge. I found my wife's favourite tights and installed a steelwire in it with loops in the back. Now I could lock them on. I took a pair of her bodies too, and here I was, at work with no possibility to go to the toilet. I found out two important things today.

First: A steel wire can trig the alarm in the shops. Luckily it did it on my way in, and I wasn't searched.

Second: When you think that it is going quite good, I can have a cup of coffee before I leave my workplace - don't! I had to get off the bus 3 stops early and walk home with pee in my pants. I didn't pee in the bus but almost. My trousers had a very loose fit and they were black, so the small wet spots couldn't be seen. But I just had to wash the tights. I feared that I had to ruin them to go the john at work, but I almost passed today's challenge.