soliloquy22
Active member
- Joined
- Mar 30, 2026
With the closure of GetDare there were a variety of fun challenge ideas that were lost to time. I wanted to start reposting some challenges from there from memory, starting with one of my own. Some details may be different since this is all from memory, but, feel free to add your own ideas in the comments.
Disclaimer: This dare involves swimming, so ensure you are being safe while swimming, consider water temperature and don't try this in unknown waters. Also, don't try this somewhere where you don't have permission to be or where you could get in legal trouble if you get caught.
The Challenge:
For this you will need a body of water where you are able to skinny dip, and where it would be at least a challenge to return from naked. You are going to be skinny dipping in search of the key to your bag, or returning naked if you can't find it. This was originally written with a body of water with low visibility in mind, such as a pond or lake, but, I thought I should include an alternate version with a similar risk for anyone who has access to a clear body of water like a pool.
Prep:
You will need at least a bag that can be locked in some way as well as a lock with a set of matching keys. The bag should be able to fit anything you plan to bring with you that would could cover yourself with, so at least all of your clothing as well as a towel if you are bringing one.
You will need to prepare several resealable bags or containers by placing something inside each that could weigh them down in water, such as small rocks. You can determine the quantity you are comfortable with after reading the rest of the dare, but, I would recommend leaving it up to chance by rolling two dice and adding them up to determine the quantity. Now, before leaving, place one padlock key into one of the bags and leave the other at home.
Murky Water Version:
When you arrive at your location, grab all of your prepared containers, close your eyes, and throw them randomly into the body of water. Strip down and put all of your clothes and your towel into your bag, and lock it shut. Now you are naked and your only way to get your clothes back is to find the bag with your key in it. Of course, you wouldn't want to pollute, so be sure to bring every container all the way back to your bag before opening it to see what is inside
.
Of course, you run the risk of not being able to find your key. In water with low visibility like a lake, it is always possible that one of the bags could end up lost forever and you will end up leaving naked and wet.
Clear Water Version:
Follow the same steps as the murky water version, but with a few modifications. First, you are going to need to use opaque bags or containers so that you cannot see which one holds the key. One relatively cheap option would be to use those plastic eggs that are sold around Easter, but, you may want to add additional holes so they do not float. Second, you are not going to throw them all in, set one aside (or more if you are feeling risky), then close your eyes and throw the rest into the water. Then strip, put your clothes, towel, and the container(s) you set aside into the bag, and lock it shut. Even though you probably don't need to be as worried about polluting a pool, you wouldn't want to leave a mess, so you should also go all the way back to your bag before opening each container.
Since the risk of not being able to find a container is much lower here, it instead comes from not knowing if you just locked away your key until after you have either retrieved it in the water, or found every container and confirmed that you will be returning naked.
Modifications and Additional Challenges:
Disclaimer: This dare involves swimming, so ensure you are being safe while swimming, consider water temperature and don't try this in unknown waters. Also, don't try this somewhere where you don't have permission to be or where you could get in legal trouble if you get caught.
The Challenge:
For this you will need a body of water where you are able to skinny dip, and where it would be at least a challenge to return from naked. You are going to be skinny dipping in search of the key to your bag, or returning naked if you can't find it. This was originally written with a body of water with low visibility in mind, such as a pond or lake, but, I thought I should include an alternate version with a similar risk for anyone who has access to a clear body of water like a pool.
Prep:
You will need at least a bag that can be locked in some way as well as a lock with a set of matching keys. The bag should be able to fit anything you plan to bring with you that would could cover yourself with, so at least all of your clothing as well as a towel if you are bringing one.
You will need to prepare several resealable bags or containers by placing something inside each that could weigh them down in water, such as small rocks. You can determine the quantity you are comfortable with after reading the rest of the dare, but, I would recommend leaving it up to chance by rolling two dice and adding them up to determine the quantity. Now, before leaving, place one padlock key into one of the bags and leave the other at home.
Murky Water Version:
When you arrive at your location, grab all of your prepared containers, close your eyes, and throw them randomly into the body of water. Strip down and put all of your clothes and your towel into your bag, and lock it shut. Now you are naked and your only way to get your clothes back is to find the bag with your key in it. Of course, you wouldn't want to pollute, so be sure to bring every container all the way back to your bag before opening it to see what is inside
Of course, you run the risk of not being able to find your key. In water with low visibility like a lake, it is always possible that one of the bags could end up lost forever and you will end up leaving naked and wet.
Clear Water Version:
Follow the same steps as the murky water version, but with a few modifications. First, you are going to need to use opaque bags or containers so that you cannot see which one holds the key. One relatively cheap option would be to use those plastic eggs that are sold around Easter, but, you may want to add additional holes so they do not float. Second, you are not going to throw them all in, set one aside (or more if you are feeling risky), then close your eyes and throw the rest into the water. Then strip, put your clothes, towel, and the container(s) you set aside into the bag, and lock it shut. Even though you probably don't need to be as worried about polluting a pool, you wouldn't want to leave a mess, so you should also go all the way back to your bag before opening each container.
Since the risk of not being able to find a container is much lower here, it instead comes from not knowing if you just locked away your key until after you have either retrieved it in the water, or found every container and confirmed that you will be returning naked.
Modifications and Additional Challenges:
- Make it Easier with Embarrassing Swimwear Instead of Nudity: If this sounds too challenging as is, consider performing it in a skimpy swimsuit instead, or leaving your towel outside of the bag so that you can return with at least some cover.
- Add a Time Limit: There are a few ways you can add a hard or soft time limit to this dare. If you have someone willing to help, you could ask them to 'steal' your bag after a certain time limit. Otherwise, you can simply play at a time of day where the longer you take, the riskier it is to return naked, such as early in the morning where you might have to cut your losses at some point and return naked before the sun is fully up.
- Add Bodywriting, Body Paint, or Toys: There are a lot of toys that would make this more interesting as long as they are waterproof. I would just advise against any bondage, especially if it could restrict movement in water or gets tighter when wet. Body writing is obviously a simple way to add humiliation without any additional equipment, and body paint could be fun since you could start with some body paint cover, but, it will degrade the more you move around in the water.
- Try with a Partner: Same dare, but two people stash their clothes in two bags which can be locked next to each other with the same lock. Whoever find the key first can try to quickly unlock the lock, retrieve their bag of clothes, and toss the key into the other person's bag with their clothes before relocking it, so the loser has no choice to return naked.
- Put Clothing Items Directly in Containers: Either fill the bags with clothes as you strip and use those in place of a key, or, prepare some bags with clothes and some without ahead of time, jumble them up and randomly select half of them to bring along so once you strip and lock your normal clothes up your only chance at modesty is hoping the bags you grabbed actually have clothes in them and offer some actual coverage. Just keep in mind that the bags or containers will need to be larger and that there is a chance of their contents getting wet.