This is a long story, it will take awhile to read. It is also very much a work of fiction, and a fantasy and as such it is NOT a reality based story in many of its details. It takes place in a world where there is no concern about STDs or nosy neighbours. It takes place in a country that recognizes gay marriage. However some of the details in the story are loosely based on actual experience.
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Hank felt his heart beating and he concentrated on breathing. He heard the velcro closing on the leather hood that had been placed on his head. He breathed in, testing the holes in the hood for his nose and mouth. He glanced around the room, his eyes peering out through the smallish eye holes in the hood. Then the blindfold was placed over his eyes and taped in place. Hank then opened his mouth and a rubber ball gag, with a strap going around the back of his head was placed in it and tightened. Hank could still breath around it and through his nose.
A hand took his wrist and he was lead out of the room and taken down some stairs into Roy's den. In his quick tour, 10 minutes earlier, he had seen the ropes with loops dangling from the ceiling and a metal pipe about 2 feet long with metal rings at each end and now he knew he was being led there. His arms were raised and he heard the clicks as the clasps on the frame were attached to the hooks on the bands attached to his wrists. Then he spread his feet apart as Jack told him and the bands on his ankles were clipped to the each end of the pipe. He was only slightly stretched, but he was fully exposed and could feel the air currents of his newly shaved skin. Hank took a deep breath as he imagined what he looked like, naked, standing in the center of the room..
Hank heard Roy and Jack leave the den and had time to think.
It had started 6 days before. He had been working in his front yard when Roy, whom he had known for from work for years and had worked with occasionally on joint projects, and Roy's partner Jack walked by. They lived 5 blocks away and would stop by and chat during the summer once or twice a month. They asked how his wife Donna was, and he told them she was away, visiting her aging mother on the other side of the country. Several minutes later Roy and Jack started to leave, then Roy said they had some steaks at home and were going to barbeque them that evening and asked if Hank would like to join them. Hank agreed and an hour later, after a shower and change of clothes Hank walked over bringing a nice bottle of French red wine.
The three men got along well. Hank had known Roy's wife before she divorced him after Roy came out. A couple of years later, Hank was working on a project with Roy when Roy broke up with his first male partner. As there was only a partition between their cubicles in the temporary office the team was working in, Hank heard many of the gory details of the breakup and supported Roy through it. Then Roy had met Jack and the two hit it off extremely well, and soon married.
That had been 2 years before.
The 3 men had chatted, drinking beer, while the steaks cooked. A storm brewed up in the sky so the men moved into the dining room to eat and sipped on red wine. Then Roy's cell phone rang. Usually Roy ignored it when he had company, but this time he answered, standing up and moving out to the kitchen. It was a short call, with Roy saying they hadn't found the main act yet.
Roy came back to the table looking a bit worried. Jack looked at him and asked. "So was that Duane?"
"Yeah," Roy replied "he really wants us to get something good for Don's fundraiser. Guys are interested in coming but want to know what the excitement is going to be. Damn I wish Sam hadn't backed out."
Hank looked quizzically at Roy "A fundraiser for Don, not Don Scott."
"Yeah, its for him" Roy said "He had a second stroke 6 months ago and needs some extra funds to help renovate his house so he can stay there. His health insurance is picking up lots of costs, but making the house wheelchair accessible and changing the bathroom and the kitchen is expensive. And his ex-partner Jerry, divorced him after his first stroke and took all his savings. Don kept the house and part of his pension, but that's it."
"Damn" Hank said, "I worked with Don while he was hooking up with Jerry. He retired a couple of years ago and I lost track of him. I didn't think Jerry would do a runner when Don needed help. Guess you can never tell."
They chatted awhile about Don's condition and his difficulties. Then Roy explained that he, Jack and Duane had decided to throw a fundraiser to help Don do the needed renovations. He and Jack were hosting it at their house, and Duane was the ticket seller. The idea was to have about 10 to 15 guys with decent incomes over and raise some money through the ticket sales, raffles, silent auctions, that type of thing. Roy was cooking up a fabulous meal, as he was known for his great food skills. They had found two musicians who would play a wide variety of music, so there would be dancing. They had asked a very flexible younger friend who had agreed to do an erotic strip tease, and end his show by sucking himself off. Jack had persuaded a buddy with an electronics store to donate some electronics for the auction.
But the problem was, that another friend's travel agency was hitting a bad streak so the grand prize, a winter vacation package to the Bahamas, had been cancelled two days before. Roy looked frustrated and said "And Sam, he said he might run a 'kissing and more' booth. That would have raised lots of money as Sam said he'd even sell off blow jobs, and as a grand prize for the raffle, go home with the winner. But he backed out and isn't even going to come. Every time we come up with a great idea, it fizzles after a day or two. We need to come up with a great idea that we can spin into money."
Ideas were kicked around, with Hank giving one or two suggestions, but nothing seemed to be working. Roy brought out a big piece of homemade chocolate cake and handed it to Hank. Hank sipped his wine then dug into the cake, thinking about Don.
Suddenly, impulsively he spluttered out "Well, would raffling off a virgin, straight ass draw much attention."
Roy and Jack both looked at Hank, surprise spread over their faces.
"Uh," Hank continued "I haven't thought this through, but, well, could you raise much money auctioning off my ass. I've occasionally had a fantasy of getting my ass fucked, and if people would spend money to buy tickets to do it, well that would be a great fringe benefit."
Roy and Jack looked at each other, then Hank.
Roy asked "Are you putting us on Hank, 'cause, yeah, I could see us raising a bunch of money auctioning off that straight virgin ass of your. Plus it would likely mean we'd get 12 guys buying tickets to come. Now we only have 6 and even one of them is saying he might back out."
"Well," Hank replied slowly, "I haven't fully thought it all out. I know I'm interested in trying anal sex. Donna isn't interested in using a strap-on with me, though. I've tried using a couple of different shaped dildos and butt plugs on myself, and it really connects somehow. But it's so hard using those toys on myself. I've often wondered what it would be like to get my ass fucked by a real cock. So, I'm interested, but I need convincing and I need to convince myself."
That had started the conversation rolling. It went late into the night, exploring different possibilities of how such a raffle could be handled. Jack asked Hank if he'd be interested in other fund raising activities, such as sucking on cocks, giving hand jobs and Hank took a deep breath said it was quite possible.
As Hank was about to leave a couple of hours later, he started to give a positive answer but Roy stopped him "Hank, I want you to think about this, long and hard. Think about it over night. Once we get the word out a virgin straight ass is up for grabs, we can't back out. You've got to think about it hard and imagine what it would feel like to have another guy shove his cock deep into your ass. And if you could open your mouth and take a cock into it and suck on it until he cums. We've told you how we could handle the logistics and given you lots of ideas of ways we could, uh, raise funds using your willingness to be used by a bunch of horny gay guys, quite frankly. So think about it, also think about anything you wouldn't want to do."
As Hank left, Roy shut the door, turned to Jack and smiled "I told you I always suspected he had a bit of a bi streak, most guys do. And now we've got a chance to raise lots of money for Don and Hank could get that itch scratched!"
The next evening, over another steak, Hank had said "Yes, I'll do it, a couple of conditions. No real pain, I suspect it will hurt a bit, but no sadistic stuff. And I have to remain anonymous."
"Have you thought about sucking cock?" Roy asked.