One Ris Too Many

Everything crazy that Everett did for the majority of his twenty-two years of his life always seemed to be on a dare.

There was nothing that he wouldn't shy away from doing. Partly out of his personal love to shock and awe people. Another part was out of the sheer thrill of trying insane, and dangerous stunts.

But this time the dare was a whole different kind of insane, and dangerous.

Everett had lost a bet, a big one, too.

His old friend Tommy bet that him that wouldn't have what it takes to get into Tommy's fraternity; and after weeks of hazing, and all of the incredibly stupid things the fraternity had Everett do over the course a month, it turned out that was true.

He lost and had to pay the price. If he had won, he'd be cruising around right now in Tommy's 67' Sting Ray, but no.

The fraternity denied him. Deep down Everett thought Tommy had set him up. That possibly, this dressing up and going to the party, and not breaking character, was actually a final test.

Tommy was betting big on this, and was hoping that Everett wouldn't call his bluff.

It was a big "if", thought Everett, but if he won the bet - he'd get the 67' Sting Ray convertible, and be in the fraternity.

Just think of all the girls and all the parties he would go to; and all the cruising around town in the Sting Ray with the top down.

Easy pickings, he thought; even if the bet was to get all dolled up like a woman, and go to a frat party without breaking character.

Everett never shirked from a dare, let alone a bet.

The night of the frat party was different story, though.

Everett was sweating like crazy as he stood in front of the mirror beside Tommy, spinning and looking at himself in concern.

"Are you sure I can't take a mulligan on this one, Tommy?" Everett asked, starting to feel the anxiety rattling in his freshly shaven legs.

Everett was head to toe an unmistakable woman, and he really did look incredibly cute. He wore a loose cream-colored blouse belted into an army green pencil skirt. The skirt fitted his form perfectly, accentuating the natural curves of his petite little figure. The blouse's sleeves were puffy, tucked in high at the waist, with a braided belt cinching it in place. His small feet were shod in a pair of soft black pumps, with a thin ankle strap, and four-inch heels.

Everett's ponytail had been untied, and his hair coiffed in in tight curls that now rested his soft shoulders.

"You look amazing, Everett, are you kidding me? Look at all the hard work these ladies put into you, and you want to back out now?" Tommy smiled. "Come on."

He spanked Everett hard on his ass. Everett felt the slap through the thin skirt and sting his unguarded cheeks in the white thong.

"Hey," Everett groaned. "Back the hell up."

The girls lounging in the dressing room giggled.

"What?" Tommy grinned.

"Don't be spanking me like I'm some piece of meat, Tommy. Alright?"

"Have you seen yourself, bro?" Tommy pointed at the mirror. "You look hot as hell. These ladies did a hell of a job. You're going to be the hit of the party."

"Look. I get it. Just. Please. Don't remind me," Everett groaned, trying to pull the skirt down as much as he could, but it was short, real short, the kind of short that was made to show off a lot of leg, and fortunately, or unfortunately, Everett had a wonderful set of gams for a man. Long athletic legs, too, with thick thighs, and calves that just begged to be in heels.

"I'm already stressing out," Everett said. "This fucking skirt won't stay down."

"That's the point. Listen, you're going to be fine," said Tommy, massaging Everett's shoulders, pumping him up. "No one is going to even know that it's you."

"You think so?"

"I know so."

Tommy glanced over his shoulder. "Ladies?"

Ariel and Grace lounged on the bed in the room, wearing hardly anything as usual. They undoubtedly ogled Everett up and down with lascivious delight, giggling to each other, passing a bottle of schnapps.

"Would you tell him how great he looks? I mean. Shit. If I didn't know you were a -"

"Don't even think that, Tommy. Jesus."

"I'm just saying, man. You look fucking good. That's all. Am I right?"

"Fucking "A", Everett," cheered Ariel, the cute blonde in pink panties and bra. "Trust me. You have such a sexy little figure. It's insane."

"And so natural, too" added Grace, the brown-haired beauty in a black leggings and bra. "You got the hips, the sexy long spidery legs, and that plump little behind of yours. I wish I had that ass. For real."

Grace wasn't that drunk, yet, and her ass could use some attention, thought Everett. So, he took her words as a compliment.

"Thank you," he said, smiling for once that night.

"There it is," Tommy said. "Finally. A smile."

"Don't you worry," Ariel said, rising from the bed, and swaying to Everett. "You'll be wonderful tonight. We were just talking about how many girls you're going to make jealous at the party."

"Jealous? I don't want to make anyone jealous," said Everett. "I just want to get through the night, and get out of these clothes."

"You're making me a little jealous right now," she whispered, and gave Everett's right butt cheek a quick pinch.

"Hey! Relax," Everett said. Ariel giggled back over to Grace, and handed her the bottle.

"How long do I have to be at the party?" Everett asked Tommy, who joined the girls on the bed.

"Until it's over, Everett. You lost the bet, remember. I want you to be tempted into leaving, and blow it for yourself. Remember the sting ray."

"So, there is still a chance of me getting into the fraternity?"

"I can neither confirm, nor deny," Tommy grinned. The girls giggled.

"Fuck. Alright." Everett stared hard at himself in the mirror, exhaling sharply.

Everett had to agree with Tommy, though; he looked pretty damn good dressed up like this. He could easily pass. Hell, he thought, if I didn't know I was guy, I'd be into this chick in the mirror, he thought. She had curly auburn hair, sexy red lips, dark eyes, a tight little body, with hips, and legs, and the short skirt with the tall heels looked so freaking cute.

I can do this, he thought. I hardly recognized myself. And that's a good thing. That means no one else can either. I hope, he thought.

"You ready go?" Tommy asked, rising from the bed.

"I'm ready," Everett said. "Let's go."

"Wait a minute," Ariel said. "You can't go by Everett tonight, though. When everyone asks what your name is tell them it's Evy, like a nickname for Evelyn"

"Ooo, yeah," Grace chimed in. "Evy is so adorable. You'll have all of the men melting in the palm of your hand."

"Wait...

All the men

?"

"Oops. No. I said

all of them

," Grace corrected.

Everett could have sworn he hear "men". He shrugged. "Oh... okay," he said, still feeling a little disconcerted by the comment.

"Evy? Yeah? You cool with Evy, Everette?" Tommy asked.

Everett cocked a hip, and gave a cute little smile at his reflection in the mirror.

"

Evy

, it is," said Everett. "Let's go."

When Tommy parked the sting ray at the curb outside of the frat house, it appeared for a moment to Evy (Everett) that he may have gotten off the hook.

It was awfully quiet outside.

"Are you sure there's a party tonight?" Evy asked.

"Oh yeah. There's definitely a party tonight," Tommy said. "We must be a little early, but that's alright. You know how these things are... Evy." Tommy chuckled, looking over at Everett.

Evy scowled. "Hey, this is your stupid bet. And it's only Evy for tonight, alright? I don't want to hear about this shit for the next three months."

"I know. I know. I'm sorry. I'm just messing around," Tommy admitted. "I have to admit. I didn't expect you to follow through on this one."

"I didn't either. But what the hell, we're here. Let's do this."

Tommy nodded, making Evy feel somewhat at ease.

Tommy climbed out the sting ray, and started up the path toward the front door when he stopped, and looked back.

Evy still sat in the front passenger's seat, a scowl scrunching her pretty little face.

"What?" he said.

"Aren't you going to open my door for me?" Everett asked, at that moment adopting a new rather dainty feminine tone.

Tommy cocked an eye. Evy's voice didn't feel fake at all. Everett had tweaked his inflection completely, summoning a feminine impression that was unnervingly realistic.

Tommy blinked. "You for real?"

"Hell yeah, I'm for real. Come on, Tommy, I'm in character. Now... be a gentleman, and open my door." A wry grin spread across Evy's playful face.

Tommy laughed, moving back around the sting ray.

"Wow," he said. "You are something else,

Evy

." He punched the

Evy

in that sentence as he pulled the door open. He held out an arm, bowing. "After you, my lady."

"Thank you," Evy cooed, batting her lashes. "Such a gentleman..."

Tommy stepped back, and watched as Evy swung out one long leg after the other, and touched her heels together down on the pavement. She rose, tall and lithe, up out of the sting ray like a Beverly Hills concubine, arching her back, and jutting out her chest...

Tommy gazed in awe as Evy took long even strides in the heels passed him; her own sexy curves challenging the curves of the Sting Ray.

Many, many naughty things he probably shouldn't even think about doing to his best friend flashed through Tommy's mind, but he couldn't help it. Everett, or Evy, was devastatingly sexy. Partly the girls handy work, but mostly Evy's acceptance, and playing her role to perfection.

"Whoa," Tommy muttered, rubbing the back of his head. "That was, um..."

Evy turned back, smiling. "I look good, don't I?" she said. She looked down at her feet.

"And these heels feel great, too. They're actually really comfortable to walk in."

"Hey, that's good," Tommy said. "And yes, you look fantastic."

"Stop looking at me like that, Tommy. It's still me, remember?"

"Yes, I know. I know. It's just... crazy, you know? You just look so..."

"Come on," Evy said. "Let's get in there."

"Yeah, you're right. Come on."

They walked side by side, the big frat house looming just ahead.

"Great job changing your voice by the way," mentioned Tommy. "Reminds me of that one actress..."

"From Liar-Liar?"

"Yes! Exactly. Very impressive."

"Thank you. That's what I'm going for. Let's hope it holds up for tonight."

"Let's hope."

As they moved along the pathway towards the door, Tommy instinctively put his arm around Evy's waist, and guided her along as if she were his date he brought to the party.

The gesture made the Evy-mindset proud, and safe, like she belonged to Tommy, like she was his and no one else's, but that instantly felt psychologically unsound to the Everett-mindset.

He was Everett, this was Tommy, and they're best friends.

Evy paused, and glanced sideways at Tommy who at once noticed the look in Evy's eyes.

"I'm sorry." Tommy said, realizing the oddity of what he unconsciously just did.

"Felt a little strange," Evy said, then added a quick smile, and admitted, "But it makes sense, though, I guess. Right?"

"A little," Tommy said. "I'll probably never get used this... but anyways."

"Here," Evy held Tommy's hand. But had to laugh though, because it was a little odd.

The two of them carried on to the front door, and Tommy gave the metal knocker a few swift taps. They waited a moment. Evy tugged at the skirt, but the tight fabric just snapped it right back into place over her mid-thigh.

The heavy wooden door swung open on its own it seemed.

"Hello?" Tommy said, as he peered his head in through the small opening. "It' dark," Tommy said. He pushed the door all the way open. The inside of the house was gloomy, lit by candles in the foyer, and more candles along the main hallway.

Tommy and Evy entered, but cautiously so.

They heard guffawing, rabble-rousing, to use funny words, and raucous laughter coming from the dining room.

"Hello?" Tommy called out.

"We're all in the dining room!" A voice replied.

Tommy shrugged his shoulders, and escorted Evy down the candle-lit hallway. To his left he saw the main den was shrouded in darkness, and the stairs to his right that lead to the top floor were dark as well.

They entered the dining room where the gloom increased, and suddenly glowed with soft warm yellow light form the candles spread around the walls.

Tommy and Evy startled to see the frat boys, seven total, were all gathered around a long wooden table. Candles burned on top in pewter candle holders, and they were all dressed in medieval garb, tunics, and robes, leggings, and leather slippers, some wore beards, natural mustaches, with broad leather belts, gauntlets and swords, and roguish caps with feathers quills jutting out the sides of their heads.

"Tommy-boy!" the frat boys bellowed in a chorus of unison.

"Hey everyone!" Tommy waved to all. "Hey, this is Evy," he said, presenting Evy with his hand around her hips.

"Evy!" They shouted.

They must be drunk, she thought. She noticed before each man at the wooden table stood stacks of gold and silver chips beside their playing cards and flagons of ale and wood pipes and tin plates of roasted meat and roasted root vegetables.

Like a knightly feast, she thought.

"Look at this place," Tommy laughed. "This is crazy. You guys set all this up?"

Carmine, who was dealing cards, stood up, wielding his flagon of ale, grinning wide. "Hell yeah, we did. Pretty dope huh?"

"Yeah, it looks amazing," Evy said, admiring around the room the detail of the faux-stonework and drapery festooning the walls and windows.

"Glad you like it," said Carmine. "Here say hi to the boys. Have a beer. We were just in the middle of a poker game." Carmine sat back down. "Who's big blind?"

Tommy moved around the table, shaking hands with everyone. "What's happening you guys?" he said. A flagon of ale was thrust into his hands. "Hell yeah," he said, and took a long gulp.

Evy stood alone for a moment, watching Tommy, and smiling, when she suddenly noticed that all of the motley clad frat boys were staring at her. At once, she felt like she was being eaten alive by their hungry gaze. Their eyes, dark and brooding in the gloom of the light, roved from her long legs to the hem of her short skirt, tracing the outlines of her hips and chest until finally resting on her bright face.

This repeated several times, while the boys whispered to each other back and forth.

"Have a beer, Evy," Carmine said, waving her over.

Evy smiled, and moved toward Tommy, never feeling so on display as she passed by the men, but that was the point, she thought. Then it flashed through her mind what the young men may have been thinking, and shuddered to think of such urging desires they may have felt.

One frat boy in particular, she noticed, a young thick-headed blonde in a tight tunic, was obviously rubbing himself beneath the table.

Evy forced smile to match the men's pirate grins as he found her way to Tommy, who handed her a flagon. She drank, happily, and hoped the brew would calm her nerves, and quick.

The men obviously couldn't tell she wasn't a girl, which was a good sign, she thought.

The vibe in the air was fun and folly for sure, she thought, and felt somewhat like being at the renaissance festival, the motif of the room giving her the feeling of having just walked into the dingy gloom of a sixteenth century tavern.

And the men, too, looking like degenerate rogue with unspoken interests was a prevalent feeling as well.

Evy felt Tommy by her side, and relaxed a little, enjoying the taste of ale as they stood and watched the poker game proceed.

Ten minutes went by when Tommy whispered to Evy. "Okay, I'm leaving now."

Evy's face tightened. "Whatta you mean you're leaving? We just got here."

"I gotta go back, and pick up the girls."

"Why didn't they come with us when we left?"

"They still needed to get ready."

"What the hell, Tommy? You can't just leave me here like this."

"Like what,

Evy

? You'll be fine. These guys are cool."

"What if they get drunk, and get a little... handsy?"

Tommy looked around at the guys. They were all a little drunk already, yes, he had to admit. And it was all men in the house.

"I'm not going to lie, Evy, but that is a possibility."

"And what am I supposed to do when that happens?"

"Play your part. Don't break character. It'll be fine."

"That isn't part of the deal, dammit."

"Or is it?" Tommy grinned, staring Evy hard in the eyes. Tommy always had one hell of a poker face himself. She couldn't tell if he was bluffing, or not.

Evy decided it was bluff.

"Fine. I'll see you later then," she said.

"Okay, bye," Tommy said, giving Evy a peck on the cheek.

Evy scowled at him, wiping her cheek.

Tommy grinned mischievously as he moved away toward the front door.

She eyed Tommy as he signaled Carmine, and the two women disappeared down the hallway. She peeked down the hallway, and saw that they were speaking in hushed tones for a minute before shaking hands, and Tommy left.

Carmine ran up the stairs.

Evy sipped her beer, and stewed for a moment. She turned back to face the poker game, and eyed the men who paid zero attention to her.

Fuck me, she cursed. This wasn't part of the fucking plan; bringing me here all dressed up like this, and then just leaving me here with all of these fucking frat boys...

Every twist and turn of this was Tommy's handy work, she thought, surveying around the room at the frat boys who really didn't seem to care anymore that she was here. They were more focused on their poker game, and their flagons of ale.

This was just another attempt to break my will, Evy thought, sipping the beer. These men had no clue what was going on; no idea that Tommy and her had a bet. Therefore, she would just have to say no when appropriate, if need be, and stand her ground - as a woman!

Evy was in the middle of her third flagon of ale, and honestly started to feel a little buzzed. The ale was dark, and much stronger than the High Life she was used to drinking, but it was damn good.

Carmine came up to Evy's side. She glanced up at the tall, handsome frat boy with the chiseled jaw, and big green eyes. He smiled, holding something secretive behind his back.

"What's up, Carmine?"

"You ready?" he said, without any explanation.

"Ready for what?" Evy asked.

Carmine revealed to her a black and white maid's uniform, but it wasn't the frilly French type that she had seen so many times at the costume shop. This was more like a little black sheath dress that a woman would wear to a dinner party. It was chic, and sexy looking, she thought.

"What's that for?"

"For you," Carmine said. "Stand up. Come on. I'll show you where to change."

Evy stood up, confused. "I don't understand," Evy said. "Why is this for me?"

"Because that's what we paid for. It's poker night, and we paid for your services tonight."

"Services?"

"Yes. Your services. You're going to be our little serving wench for the evening."

"I think you have the wrong idea, Carmine. I came with Tommy to enjoy the party."

The guys all laughed at this.

"No," Carmine corrected. "We paid Tommy to bring you here so that you can serve us beer all night long. We wanted to have some sort of entertainment tonight, and Tommy said that you would be perfect for the job."

"He did?" Evy said, realizing that Tommy set her up. That fucker!

"Yes. So, we would like you to start making the rounds, and see if the fellas need anything from you. But first, you gotta get changed."

"Do I really have to wear that?"

"Yes, you do. It's part of what we paid for, and you're going to have to wear these, too." Carmine held up a second hanger holding a collar, a pair of ankles cuffs, and wrists cuffs.