A Curious Game of Reveals and Surprises

I'm straight. Years ago I read a post from a guy that was "curious" and wanted a chance to see someone's cock up close. Not sneak a peek at the gym and not a pic or porn. I reached out to this guy, positive there would be dozens of guys happy to show him their cock, and I shared a picture of mine - curious how it stacked up.

This guy loved my cock and wanted to see it in person. I told him I'm str8 and just got kicks sharing dick pics and getting compliments; but we wound up negotiating the circumstances where he could see my cock in person. We came up with a very complicated game. One of the rules was I was obligated to play it. However, he had to "buy into" the game with cold hard cash, so I figured he wouldn't. In the game he could buy dice rolls, and any time he rolled a 7 I had to do the next 'action card' in a pile. The action cards started out tame. Lose left shoe, then right shoe, left sock, right sock, drop pants, lose pants, flash cock, pull cock out through hole in boxers, lose boxers, lose shirt, make cock hard, etc.. After that, there were some poses, some pic taking, and eventually he was allowed to touch my cock for 1 minute, and things escalated from there.
He was very clear he wasn't interested in touching my cock, he only wanted to see it. We made about 70+ "action cards" slowly escalating and100x past both of our comfort zones for the sake of completeness. After all, what would happen if he rolled 7s every single time (as if, and we'd be rolling MY dice).

Once we had all the rules squared away, task cards, and how much it'd cost to buy more rolls the game was complete. By then we'd been emailing for about 2 weeks.

All of this was to give this poor guy a chance to see a cock in person. Just SEE it. I wasn't going to just wave my cock around in front of another guy, hence the game. But I'd chance a gamble. We decided the 1st game only, he does not need to buy rolls. Odds being rolling 7 once every 6 rolls, I gave him exactly enough rolls almost have me stripped naked. If he was a little unlucky, he'd still probably get to see my cock but maybe not hard. And if he was lucky, I had buffer. I was confident worst case I'd be doing some naked poses with a hard-on and him snapping a pic.

He started off unlucky and it was slow going losing clothing. I was feeling devious thinking this poor guy's going home still not getting to see a cock in person up close. But then things balanced out and I was losing clothing, flashing him, and then standing there with only my shirt remaining. I was a little hard, but then the task card made me stroke until I was fully erect. In that moment he changed. He wasn't shy anymore and got very close to stare at my cock. He was talking like he'd just conquested me. Now he's in the short list of people who've seen my hard-on up close and personal. It was awkward, but I was prepared it could happen.

He did manage to get me completely naked, but that was when his rolls ran out. Overall the game was a HUGE rush. Every time he rolled the dice, we were both very anxious to see the outcome.

I was shocked when he contacted me within the week requesting to play again. I was obligated to agree, but reminded him there were no free rolls. He's be paying money just for a chance to maybe see my dick. Srsly, why? He'd already seen it.

We met again. He bought a lot of rolls and managed to make me do some humiliating poses. A week later, he wants to play again. I was angry. Reminded him he only wanted to "see" a cock, which he did. Still, we met. This time, my 1st "bi" experience, he got to jerk and play with it for like 2 minutes. The 4th game, I got jerked off. The 5th and final game, he dropped major cash and had waaay to many rolls. I wound up restrained naked with him sucking my cock and swallowing. After, he said "sorry, I only wanted play with it. Something came over me." He untied 1 hand so I could get free and left. We never spoke again.