Your friend’s pool is the best bet, but it’s hardly the most exciting. If you are planning on doing it somewhere public, make sure you have a plan to avoid getting caught, too. Skinny-dipping is not as much fun when there are fines involved. [3] X Research source

Let’s say there’s a party or a get-together some night. After a meaningful head nod or brief text conversation, you can broach the topic and get everyone jazzed. When you two are super excited, people will feel compelled to be excited, too, and not feel like boring dissenters.

It’s best to do it as part of a vacation or an after-party. This way everyone is bustling and ready to go and feeding off the energy of the occasion. If a party isn’t coming up, schedule one! Night-time skinny dipping adds a sense of adventure and can help the more self-conscious come out of their shells. But daytime skinny dipping is an option, too, especially if you’re somewhere private. And hello to no tan lines.

Why is this so beneficial? Most people are self-conscious and worried about what they’ll look like. Giving them some notice gives them time to shave or, to be frank, wear a tampon. Let them primp beforehand to up your chances of making it a group endeavor.

You’ll probably also want to wait for the sun, too. Sunrise, sunset, and when the moon is high in the sky are all great times to skinny dip. If you’re doing it illegally, the timing is right when the authorities are gone. You’ll need to familiarize yourself with their check-up schedule and act accordingly.

If you’re feeling particularly bold, pull an attention-grabbing stunt. If everybody’s practicing their cannonballs and you’re up on the diving board, take your suit off at that moment. You’ll make a bigger “skinny-dipping entrance. "

Encourage the people around you to be confident, as well. If any friends are hesitant about joining you, try to help them see that flaws are no big deal and that they look fine. Self-consciousness is one of the biggest mental barriers to skinny dipping.

Sometimes there’s that person in the group who thinks it’d be funny to steal everyone’s clothes. This is the person you’re accounting for. However, there’s also strength in numbers and visibility: you could also leave everyone’s clothes in a big pile right in front of everyone. That way they’re right there and no one will be tempted to try to be sneaky.

It’s likely others will find this comforting, since plenty of people are nervous about being naked (and jumping around) in front of their peers. If you do it this way, you might find that your friends are less hesitant to join in your fun.

While you’re playing, keep an eye out on your surroundings, especially if you’re somewhere you shouldn’t be. If someone else is uncomfortable skinny dipping, tell them you need a lookout anyway – this way they can feel less embarrassed about being embarrassed.

If any of your friends is drunk, consider all bets as off. Make sure the party beforehand is relatively tame or that people get some time to come down from their buzz before you all dip into the water.

Again, be courteous of your friends. Most people do not want pictures of themselves to be public domain. The night will just turn into something you regret.

This goes double if someone is making you feel uncomfortable. Let’s say you were at this party ready to go, and there’s been a creeper on the prowl all night long that’s been hitting on you and getting all lusty. Do not swim around naked in front of the person – that’s practically inviting trouble to your door. You need to trust the people you’re around.

If you’re in a public area, do not go skinny dipping alone. You could be found, your clothes and valuables could be stolen, and a number of ensuing unfortunate instances could arise. It’s safer to do in numbers. If your friends aren’t up for it, don’t go by yourself. All of a sudden you’ll become the naked person that makes others feel slightly uncomfortable. That’s a title that’ll be hard to get rid of. Save it for when other people are feeling it, too.