Go early in the day dressed as u please and hid a key to a padlock return home and wait til nightfall before returning once there strip naked and place clothes inside a backpack lock the bag using the padlock and go find the key hopefully nobody has taken it once u retrieve the key u may open your bag and redress

Goin give a little bump

You need a an old large t-shirt, key for cuffs, buttplug.

Clothing set: lacy see through thong, garterbelt, matching stockings, lacy see through bra, tiny skirt and crop top, handcuffs.

Find a forest near a town or village. Hide your clothing set along a trail in the wood 1-2 days prior to the dare.
Each piece about 500m away from the previous one in the order they are listed.
If you trust a friend, get them to hide it for you.

On the day of the dare. Take your plug, the keys and wear no more than the t-shirt and pair of shoes(you can do it bare foot or in heels if you need a challenge)
Park your car on the side of the village/town opposite to the forest entrance, leave you cuff keys in the car.
Take your plug and lock the car. Hide the car keys nearby. Now insert your plug.

Make your way through the town to the start of your trail. Once there tear your t-shirt into tiny little pieces.

You are now force to find your clothes along the trail. Edge at each piece before putting it on. Once you reach the cuffs, cuff your hands behind your back and go hump a tree until you cum.

Have a fun way home.

Report in detail would be appreciated.

im going to bump this thread

Go to the woods strip completely climb as far up a tree as you and stroke but don't come down until you cum three times

Find somewhere what's muddy and crawl around on the floor on your hands and knees

I have a dare for you to complete while you are in the forest. For this dare you will need a length of chain and a padlock. Once in the forest take the key for your padlock and bury/hide it,now carry on walking but dont forget where you put it. After you have walked some distance strip naked and thread the chain through your clothes before wrapping it around a tree and closing the padlock. Now test how good your memorie is a go and collect the key to get your clothes back.

an easier one for you, find a tree, or a high point you can climb up on and take a piss. bonus if your nude

Drink a liter of water an hour before leaving. No using the bathroom. Wear humiliating underwear and what ever else you want to wear. When at the trail nice yourself either a shoulder or and atomic wedgie for the whole walk (2 hours)
Finish a second liter in the first hour of the walk. If you can’t wait until your done with your little walk to use the bathroom then you’ll have to wet your pants.

Something with clothes filling (like with mud or other messy stuff), wedgies, pissplay, swirlies etc please :)

Go out in the woods. find a hidden space and strip naked. Stay for at least 30mins and get min. 500m away from where you started. Take a nude selfie

Go out to the woods and strip naked, doesn't matter how far in you are. Walk at least 2 minutes away from you clothes and then get on all 4s, lift one leg, and pee like a dog. Then you may walk back to your clothes, sit on them naked for another 5 minutes and put them back on.

Person above forest
 

Outdoor forest dare. 10 step challenge. First remove jeans , walk 10 steps remove T-shirt , walk 10 steps , remove underwear, 10 steps runners and socks off, 10 more steps . Return , pick up your clothes and only dress when you get back to your jeans . Pic/ video evidence required

Go out into the woods, and find a semi-secluded place. Strip to your underwear and hang yourself by your underwear from a tree branch. Hang for at least two minutes, if your underwear doesn't break, then try another branch. Once you succeed, you are welcome to masturbate to completion, then put on your clothes except for underwear, and go home

Go out into the woods and find a muddy spot, remove your shoes and stand i the thick squishy mud in your socks, flip a coin heads your safe tails you fail. Safe you can continue walking in your socks or fail continue standing but this time you must kneel on all fours as well hehehe.

Next challenge is to flip again to determine if your good or if your naughty, if good your allowed permission to cum in your pants, but if naughgy and fail replace cum with a couple of handful of mud down your underwear/ trousers and continue walking with hand on your backside looking like youve had a bad accident

Finally stop again and flip a coin to give yourself a wedgie, if good give yourself a normal wedgie if fail give yourself a hanging wedgie on a branch.