It never ceased to amaze him how easily he could lure the guys into his trap. He’d start by praising their skills to get them playing, then exploit their fear of losing face once the game got tough. By the end of the night, they had lost far more than just face — they had also lost their clothes.

On the positive side, he’d found where his “friends” had hidden his clothes. But after several failed attempts, he realized he wouldn’t be able to climb the tree to retrieve them — meaning yet another long, humiliating naked walk home.

The opportunity was too good to let go for their comrades, so when the alarm sounded a bit later, it was three soldiers in highly irregular uniforms who reported for duty. Their punishment, as always, was an evening of disciplinary drills wearing nothing but their skimpy and irregular uniforms.

If you finish your naked walk and find someone has set up camp exactly where you hid your clothes, what do you do? Casually walk up and ask if they’ve seen them? Hide until dark and sneak in? Or make a naked sprint for home?

Of course he knew it was a trap. The robbers were never going to leave him anything to wear if he ran naked down the stairs and back up again. Still, it was a shock when he heard them shout “Fool!” behind him as they ran off, leaving him naked, without phone, money, or keys, and a long way from home

“Stop touching yourself. It’s gross. And stop being so obsessed with your clothes. It’s a nice day and we’re heading to the beach soon, so it’s not like you need them anyway. Just try to relax and enjoy the freedom. Now come have some breakfast before we head off.”

"Alright, ready to go? This full round should take about two hours. Remember — no hiding or covering up. I want a huge smile and a cheerful 'hello' for everyone we meet. Cheat even once, and you're walking home naked."

He just had to accept it, his clothes were gone. He’d been searching for an hour and they were nowhere to be found. Someone must have taken them. That meant one thing — his short, thrilling morning walk in the buff would now turn into a long naked walk of shame back home.

“Is this you?” His heart sank. He’d completely forgotten about the nudes he’d been dared to post back in college. Now they had resurfaced, one week into his new job.

“No, no,” he stammered.

“It looks like you.” His boss looked at him with a devious smile. “Strip. I need to be sure.”

The dare was ridiculously easy. He knew the area like the back of his hand and was sure he could finish the naked hike in well under an hour.

That day’s big news story was about a naked hiker who had wandered into a military exercise and been mistaken for a terrorist taking part in the drill.

The car was still there. He’d made it.

But then the window rolled down, and the team captain called out, “Sorry bro, you’re two seconds late. You’re running home naked.”

They sped off, leaving him standing there—naked and humiliated.

He didn’t know what was worse — the embarrassment of having his swim trunks stolen by the local boys, the humiliating naked walk back to the hotel, or the betrayal by his friends who had just run off to save themselves.

“You don’t seem too bothered by this, so let’s raise the stakes a bit. If you win the next round, you get your clothes back. If not, well, then this two-week holiday won’t generate much laundry for you.”

Once again he’d fallen for their prank — “Come on, let’s skinny dip. It’ll be fun.” Once again they’d stolen his clothes and left him naked and alone far from home. And once again it made him rock hard.

The strip gang

Part 1:
www.reddit.com/r/ENM_embarr...

Part 2:
www.reddit.com/r/ENM_embarr...

It was like one of those nightmares where you’re naked in public — except this time it was all too real. He had fallen asleep while drying off in the sun and woke to the cheering of his friends, back from their hike, holding his clothes and pointing at his boner. This was going to be a very long day

“It doesn’t matter that you don’t like it. You signed the contract when you moved in, and it says that late payment of rent will be punished as I see fit. This is your punishment. You have a long list of outdoor chores. The sooner you get them done, the sooner you get your clothes back.”

“The system says you didn’t lock your locker. Since there hasn’t been a break-in, I can’t help you. Sorry. We’re closing now, so I have to ask you to leave. It’s not my problem that you’re naked. You can come back tomorrow and file a complaint if you want, but get out of here – now!”

It was a day off with his parents away on holiday — the perfect day for naked sunbathing. Unfortunately, it was also the day his aunt decided to pay a surprise visit.
“No need to get dressed,” she said. “I remember how much you liked running around naked when you were a kid. I’ve seen it all before”

The IOC is working to broaden the appeal of the Games and is constantly looking for new sports to include in the program. I have one suggestion for a sport that will most definitely draw attention and increase interest.

He tried to protest, insisting that at 19 he was too old for naked punishment. His father laughed him off sarcastically, saying he acted and looked like an immature boy, so the punishment fit perfectly. Resigned, he watched the first dinner guest arrive.

After a troublesome start to the season, the coach took the team to a weekend get-together at his cabin to boost morale. They had a great time, even if none of them had suspected that he meant the “get to know the person under the team uniform and the fancy designer clothes” as literally as he did.

Sooner or later every hitchhiker learns that there’s no such thing as a free ride.

He’d convinced himself that giving up his clothes and living as a full-time nudist for three weeks was a small price to pay for a free holiday at his best friend’s summer house in Spain.
That is, until his friend said, “By the way, I’m flying your parents in for your birthday party this weekend.”

The rooftop had been his private naked sunbathing spot ever since he moved in. But apparently it wasn’t so secret anymore. He woke up on the roof to find his clothes gone and the access window locked. And he had a pretty good idea who was responsible – his douchebag roommate.

“Ha, ha. Very funny. You’ve had your fun, now let me go. It was just a joke.”

“No, not going to happen. You said that if we won, you were going to run home stark naked. We did our part. Now it’s your turn. Get those shorts off him. It’s time he starts moving.”

“Why! Why am I always letting you talk me into these things? Never again, I swear.”

“Oh, shut up. You were as eager as I was to make the bet—as long as we were winning. We’ll be out of the forest soon and out in the open. Stop complaining and help me figure out what we’re going to do then.”

This was the great benefit of being a ballet master and gatekeeper in a career with the world-famous ensembles—no one dared to question your methods.

"The loan terms clearly state that upon the third late payment, we will seize your assets to cover the loss. That means all your assets—down to your dirty jockstrap. Get your naked ass out of here right now—this is not your apartment anymore."

“Sorry, those are my clothes you got there. I’d just put them there while I was, eh…, cooling off. Can I have them back, please?”

“Nah, don’t think so, buddy. Finders keepers, you know. Looks like you just have to stay cool. Ha ha.”