SUCCESS
The attorney emptied the duffle bag. There was a lot of stuff and Eli recognized none of it. The man talked while he sorted the equipment. "The fact that this task is so early one will make to following one's more difficult but it has to be done. I'll try to choose gear that limits your movement as little as possible."
"Limits my move- What?"
"This is bondage gear. You'll have to wear a lot of it."
"Shit. Wait, no. Putting that on? Fuck. Are you serious?"
"You will fail the next task if you don't hurry up. Be glad I'm here. Van didn't even have me to help."
Right, Van had worn a lot of gear in that video. Eli certainly didn't want to fuck himself on a pole in front of an audience so he had to get leeway. And for that he had to catch up quickly.
"Fine, what do I put on first?"
"Pants."
Eli was handed the flimsiest piece of underwear he had ever seen. It was a thin, elastic string with a pouch that covered about three inches of his dick. The boy slipped into it and tried to stuff his penis into the pouch as much as possible.
"And now?"
"Just hold still for a moment."
What followed was more terrifying than any nightmare Eli had ever dreamt up. He was scared for his life. In the sense that he was aware he might die today and in the way his heart was racing in that moment.
First he got a ring gag that kept his mouth wide open. It wasn't comfortable by any means but not the worst thing. He just couldn't talk anymore.
Next came metal rings around all his wrists and his ankles. A thin collar that fit his neck tightly enough to almost choke him came next. It had dull spikes on the sides that kept him from turning his head left and right. So far, things were okay.
Then came the nipple clamps. Those hurt a lot but the pain increased slowly so he didn't scream. When the man added weights on little chains it got even worse.
His eyes almost popped out of his head in fear at the blinders. They limited his vision to a tiny field of view, through small holes in them. The attorney fixed them to his head mercilessly.
Then came a lot of rope. "As I said, I'll try to keep you as mobile as possible. I won't cuff your hands behind your back but I have to constrict them in some way."
The rope work was elaborate. His collar was tied to his nipples, leaving him to bend his head down a little. His nipples were tied to his cock ring, making him bend even further. His ankles were tied together, about a shoulder width apart. Finally, his wrists were tied together behind his back but with about an arm's length of freedom.
In balance to the relative mobility of his hands the man tied his elbows closely together. With his hands by his side but his elbows tied behind his back, Eli was in an incredibly awkward position. His chest was pushed out and his back arched, making his ass stand out.
Eli thought that was all possible gear, but the man grabbed his balls. They were pulled through a ring that was way too small to let them pass, giving the muscle teen pain and nausea. Once the ball were hanging through the ring, the attorney added weight to the ring that swung between Eli's knees.
And if that wasn't already terrible enough, the man tied his ball ring to his ankles, forcing him to bend his knees at all times.
Eli did his best to protest but the gag made any word unintelligible.
"We finally caught up, boy. Drop to your knees so you won't have to keep them bent all the time."
As soon as Eli was on his knees the man opened his fly. The boy shrieked and hobbled backwards.
"That's the next task. You have to bring a stranger to orgasm with oral stimulation. Luckily for you I still count as a stranger. Don't worry, you can't possible fail this one. I'll get as close as possible."
Through the tiny slit in his blinders Eli watched in horror as the man jerked himself hard and kept masturbating, without ever taking his eyes off the teen.
The boy received no further warning when the man stepped forward and grabbed his head by the hair. It was impossible to turn his head away or close his mouth. Eli had never been so disgusted. The dick slammed all the way in, making him retch and gag, pubes tickling his nose. It only took a second for the man to cum and he pulled most of the way out, planting his jizz right on Eli's tongue.
He couldn't imagine a more vile taste than cum. The hot, slimy, glibbery mass in his mouth made him retch anew. But he wanted to be done with the tasks and knew he needed the successes. He did his best to swallow. With wide open mouth this was extra hard.
Eli let the cum run into his throat and gagged it down. But it didn't work, he kept coughing the sprayed the load out of his mouth where it dripped down from his lip onto his rippling abs.
"Oh you didn't have to swallow. It's just about the orgasm."
The boy felt a sensation that was the exact opposite of the tingling from earlier. He grunted in excitement. He had a success. Two more to go. Maybe he would be done in a few minutes.
Then the tickling came back.
Too bad for Eli. But fun for us. What do you think?