Party favor, part 1

 This story is also by request. What you see here is part one. Part two is likely forthcoming, depending on whether or not the first part was enjoyed.

There's no title yet, but I'm tentatively calling it "The Party Favor":



Seventeen days. It had been seventeen days since Scott locked Henry into chastity. The original plan was for two weeks, but that was before Henry had broken the cardinal rule: he had said no. When Scott, dressed as Mistress Shirley, had first ordered him to suck her cock while Jeff, her friend, fucked Henry in the ass, he'd said no. He didn't want to get fucked. Sucking off Shirley was nothing new, but Henry had never even met Jeff before that day.

Jeff went away that day disappointed, and Shirley made sure Henry knew her displeasure. When she first unlocked him, Henry was afraid he was about to get dumped. Indeed, she gave him the chance to leave, since he had disobeyed. But he decided to stay, and so she punished him. She tied weights to his testicles, wrote out how disappointed in him she was with a ball point pen, pressing right into the scrotum. She scraped her nail over the head of his penis. Then she tied him to the bed. Over the next hour, she put a clothespin on the tip of his cock, two down the length of it, and then thirty more around the scrotum and the skin around his crotch. Henry whimpered in pain, especially when she flicked at them. He sobbed when she used the belt to whip off as many of them as she could. But even still, as she pulled the last few off and the blood rushed painfully back to the skin, he couldn't help but be turned on. So turned on that he wouldn't fit in the cage anymore. At least, not without help.

That was when Shirley untied him and told him to stand up. When she knelt in front of him and inspected the area, gently rubbing and teasing. And when Henry thought he knew what was going to happen, when he closed his eyes in anticipation of feeling Shirley's tongue, she stood up and slammed her knee into his balls as hard as she could. And pretty though Shirley may be, she was not frail. Her legs had their shape from a lot of exercise. Henry passed out from the pain.

Now, the bruises mostly faded, he was just a few hours away from finishing the agreed upon chastity. He had been careful never to displease Shirley again, not after that punishment.

Even still, kneeling by the makeup table with a cramping stomach and the pressure of a butt plug making it very clear where he stood in the world, Henry was worried about what was to come.

“Tonight's the night,” Scott said, smoothing out his foundation and applying the blush that would make his cheek bones stand out. “You make it through tonight's party, and I'll let you out of that cage.”

“Will I be allowed to cum?” Henry was disgusted by the desperation in his voice, but he just couldn't help himself.

“If you're really good, I'll let you cum before you go home,” Scott said. “Otherwise, you have to wait until you get there, and do it yourself.”

Even doing it himself would be amazing. Henry had never realized how important cumming was until the last seventeen days. As the time had passed, he had found it harder and harder (no pun intended) to pay attention to anything, even work. It was only when Scott walked by his cube that Henry was ever able to concentrate on anything. And even then, it was only Scott.

Usually, Scott walked by with a smirk and a wink. But some days he'd stop by and chat. He'd never say anything about their relationship, never mention the tight cage he knew Henry was wearing. But he would watch Henry squirm.

Scott turned back to the mirror and puckered his lips, first tracing them then filling them in with lip liner before using the lipstick.

“What will I be doing tonight?” Henry asked.

Scott checked his lipstick and turned to Henry with a smirk. “What else?” he asked. “You're going to be the party favor.”

Henry was almost afraid to ask. “What does that mean?”

“It means that you're going to get passed around the party,” Scott said. “That's why you're getting all cleaned out.”

Henry had already brushed and flossed his teeth, and was currently holding in his second enema of the day. There was little doubt what was going to happen. But Henry knew that not all the guests coming were men. “So among the boys, then?”

Scott laughed at selected the severe bob cut red wig. “No,” she said, her voice already taking on the throaty quality of Mistress Shirley. “You're going to serve everyone, however they ask. So be a good boy and go get dressed.”

“How should I dress Mistress?”

Shirley gave a wicked smile, knowing exactly how he would react. “The collar, the shackles, and the strap on.” Henry's face paled, and horror showed in his eyes. Exactly what Shirley wanted.

“Yes Mistress.” His voice was full of defeat.

“Wait,” she said, standing up. “It won't do to put on my dress with this in the way.” She pointed down at her massive erection. “Take care of this first. Then finish cleaning yourself and get dressed.”

Henry knelt at the door as the guests arrived. He was naked, the cage pushed back between his legs to make room for the strap on. It made him flush red every time he caught sight of it. A strap on, worn by a man. It meant he could fuck anyone however they wanted, for as long as they wanted, and he wouldn't get the slightest sexual satisfaction from it. Each thrust would push his own cock and balls back painfully. So not only would he not enjoy fucking others, it would actively hurt. And nothing hurt quite like knowing that he had just fucked a beautiful woman, given her the best sex she'd had in years, by essentially just being the motor in a dildo. He was a sex toy, an object, not a partner.

His hands weren't bound yet, but he kept them behind his back anyway, leaving himself as exposed as possible. There was a sign around his neck that said “party favor,” and he knew he wasn't supposed to speak unless specifically ordered to.

The guests all but ignored him as they came in. Some of them Henry recognized from the last party Shirley had presented him for, when he had been a boot licker and a public urinal. Jeff was there, as were Allen and Donald. So were Theresa, Ashley, and Carol. But there were also two people Henry recognized who made his blood run cold. Jeff and Susan, from the office. Henry had dated Susan years ago, so he knew she was kinky. Simon, though, was a surprise. And an embarrassment. Henry knew he'd see them both in a few days, and knew they'd never look at him the same way again. And he was pretty sure he'd never be able to look them in the eyes again.

Once everyone was there, Shirley came over and hooked a leash to Henry's collar. He crawled with her over to the main room, where people were socializing, getting to know one another, and sneaking glances at the poor man who would be their entertainment. None of them seemed embarrassed.

“Okay, everyone,” Shirley demanded attention, standing in high heeled boots that came up over her knees, with long leather fingerless gloves up to her elbows, a tight leather corset and a shirt skirt. “So glad you could all make it.”

“Wouldn't miss this,” Simon said. Henry flushed, which made Jeff chuckle.

“You all know the rules tonight,” Shirley said. “First, we take our time fucking little Henry here. Then we have dinner. During the meal, each of you will get thirty minutes in the back room with Henry.”

“What can we do in the back room?” Jeff asked.

Shirley shrugged. “Anything goes,” she said. “Just so long as you don't do any permanent damage.”

“No tattoos then?” Susan wasn't serious, but Shirley shook her head anyway.

“Let's start him on the table, shall we?” Shirley turned to Henry. “You know the drill, boy.”

Henry laid down on the table, resting his stomach on a pillow, and attached his wrists to the shackle points on the legs. He waited there while the guests commented about how eager of a slut he was, and how badly he wanted it. They argued about who would go first, and where each would go.

Carol ended up insisting that she get to go first, since she and Susan were the only natural-born woman in the room and couldn't used Henry's ass the way the others could. She walked around the table, lifted her skirt, and dropped it over Henry's head, so he couldn't see what was going on. All he could do was follow the order she gave him. “Lick.”

He was licking, enjoying the sound of her moan, when he felt the first thrust in his ass. He didn't know who it was, other than being sure it wasn't Shirley. Whoever it was, they weren't being gentle, and it was all Henry could do to focus on the pussy in front of him, curling his tongue and exploring Carol until he found the spots that made her make the right noises. She grabbed his head and ground herself into his face around the same time Henry felt the cock in his ass pulse and shoot cum deep inside him. Carol started cumming as the second cock slammed into Henry, but made him keep going, not letting him stop until the second load was deposited into his ass.

Carol was gone for maybe half a second before Susan took her place. Henry could hear her muttering as he licked her. She was talking about how talented he was, and how sad that he had never been so good when they dated. She told him that Simon had a much bigger cock than he did, then giggled when Henry grunted at the first thrust of a new cock. “See what I mean?” she asked, patting him on the head as Simon pounded into him so hard Henry started to worry he'd split in half.

Once Susan had cum and wiped her juices all over his face, Henry was reminded why it was so important to have cleaned himself out. Jeff's cock tasted saltier than normal, and with a definite scent of roses. The same scent Shirley had used with that last enema. Henry's eyes went wide as he realized what it meant.

“That's right, slut,” Jeff said. “You're going to lick your own filth off my cock. Get me nice and clean. Bet you wish you'd just let me fuck you last week, huh?”

Time lost meaning for Henry. One cock after another emptied first into his ass and then into his throat. Shirley went last, fucking him hard in the ass while pulling his head back by the leash, choking him a little bit while she went. They both knew choking him was the only way she could ensure he wouldn't just cum anyway. When she finally finished, she let him go and Henry dropped his head, panting, to hang off the table.

“Let's get ready for dinner,” Shirley said. “Give the slut a bit of a rest before we go to the next step.”

Henry was so exhausted. Laying there, feeling cum drip down his thigh, the cum from at least six cocks. His mouth was sore, he could barely breathe, and his shoulders ached so much he was practically shaking.

And yet, he still passed out at some point. Because when the leash pulled tight to lead him off the table, he wasn't shackled to it anymore. And the noise from the other room made it pretty clear that he the others were all having a great time with dinner.

“Bet that makes you hungry.” It was Simon's voice. Henry couldn't look up at him, just crawl along towards the bedroom. “Don't worry about it. I'm going to give you plenty to swallow. Fill that tummy up nice. We've got thirty minutes. Maybe in between, I'll even help you scoop up the meal you left in your ass.”

Henry sighed, determined to make it through the night. How much worse could it possibly get?

The sequel is in Book One.