Showing posts with label Wager. Show all posts
Showing posts with label Wager. Show all posts

Wednesday, November 8, 2017

Strategy

So you took my masculinity when you won the first game. You turned my clothes into lingerie with the second. When you won the third game, you made my boobs grow. Has it dawned on you yet that I'm playing to lose?

Saturday, May 27, 2017

Hungry Games

"He's in a strange body on a strange world and fighting for his life.  I'm surprised he's lasted this long."

"Indeed, our subject has done well. I believe that our chosen one has earned a reward before we reveal the quest to him."

"You're not going to give him his old body back?"

"Far from it. I'm going to grant him the sexual release that his new body so clearly craves."

Monday, April 24, 2017

Request: Eric loses a bet

I had been on such a hot streak at the blackjack table that I was convinced I couldn't lose. Every win doubled my stake, but I got greedy. I began making side bets, watching my pot grow even faster.  Finally some guy offered me a night with one of his hookers. That caught my interest, and I agreed without a second thought. Well, I should have paid more attention, because I'm stuck like this for a year.

Tuesday, March 28, 2017

Losers gotta lose

Don't look so sad, Alan. You had a 50-50 shot of turning me into the bikini babe.  And, if the tables were turned, you know you would take advantage of the situation, just like I'm about to. Because, if you'll recall, the second part of our wager was that the loser had to do whatever the winner said.

Saturday, March 18, 2017

Losing season

Year after year, Nick was confident that his beloved Phillies would make it to the World Series again.  Despite a string of terrible seasons, he still felt confident enough to wager his masculinity on the team winning the pennant.

Finally, Nick reached the inevitable conclusion reached by so many baseball fans: "The Phils suck."

Sunday, November 13, 2016

Transformation Island, part 3

This is Manny, the fifth contestant. She goes by Mandy, now. After Tonya, she was the toughest competitor. She was the only one who was able to get Derek into the sack. While she was pissed at losing the contest, she discovered that she really, really liked having sex as a woman. She wound up getting a job with a high end international escort agency. Now she gets to travel the world, live the good life, and fuck her brains out every evening. Not a bad life, I guess.
















And, yep, that's me. I call myself Emma these days. That's the name my mother picked out for me if I were born a girl. I was pretty bummed at losing the competition. I just wanted to go back to my old male body. Given that Tonya didn't take advantage of the change back, I tried to pressure the producers into letting me have it. They told me that the magic on me was permanent, but they offered me a role on season two, a lesbian version of the first show. I'd be the one picking among six hot babes, all competing for my attention. Sounds tempting...

Saturday, November 12, 2016

Transformation Island, Part 2

This is Bruce and Ken, or Bonnie and Kendall, as they call themselves. These poor schmucks never stood a chance. Unable to control their raging hormones, they began playing with each other right in front of the camera. Derek was intrigued for a while, but as soon as he figured out that the girls were more into each other than they were into him, it was all over for the girls. The last I heard, Bonnie and Kendall moved in together. They're making lesbian porn out in Santa Monica. From what I hear, they were pretty happy with their new lives.







Then there's Donnie, who kept her name. The producers were pretty pissed when they found that someone had leaked the premise of the show to Donnie. Donnie was a transsexual who was looking for a cheap alternative to gender reassignment surgery. Given her situation, she had no interest in seducing Derek. The producers threw her off the show, but she laughed all the way back to New York.

Friday, November 11, 2016

Transformation Island, Part 1

This is Derek. He won the role of a lifetime on a new reality TV show called "Transformation Island". You've seen the premise before. A sticky guy has to choose between six hot babes. In the final episode, he proposes to one and the win fantastic prizes. The other girls lose their self esteem. This show had a twist, however. Each of the hot girls were once men. They had also applied to be the lucky bachelor. Instead, they wound up being transformed by the producer's magic wand. Only the one that Derek proposes to will win back his manhood. Everyone else? They get ten thousand dollars and a gift certificate at Victoria's Secret. I was one of those six guys. None of us were particularly keen to seduce Derek, but we all knew what we had to do to win our manhood back. I suppose I could keep you in suspense about who won, but you could just Google it anyway.

So meet Tonya. Her name used to be Tom, and Tom used to be a major player. The rest of us were rookies next to her. She had our hooks into Derek before we could even say hello. The weeklong competition was painful to watch as we repeatedly humiliated ourselves competing unsuccessfully for Derek's attention. Then, wouldn't you know it, right after Tonya wins the big prize, she decides to remain a girl forever and marry Derek for real. I hear they're living happily in Miami Beach these days. I hope she gets Zika. Next time, I'll introduce you to more of the contestants.

Tuesday, November 24, 2015

Game, set, match

OK, I know I agreed to wager my masculinity on the outcome of our match. And it was nice of you to offer me a chance to win it back. But do you really think it's fair for me to play in the outfit you conjured for me. I can't run in these heels!

Friday, November 6, 2015

Winners!

"I can't believe how lucky we got tonight!" Paul told his friend Ernie. "We won every carnival game they had, from Whack-a-mole to Ring Toss. We even won at the Wheel of Gender. Nobody ever wins that."

"Yeah," Ernie said. "I love how these fuzzy stuffed animals feel against my soft girly skin. Take my unicorn: HE'S SO FLUFFY!"

Wednesday, September 2, 2015

Fair's fair

Henry felt a little sorry for his friends, but a bet was a bet. They had drawn the low cards, and they would both have to drink the potion that would turn them into nymphomaniac girls for the rest of the summer. Sucks to be them, Henry thought, but at least I get two hot girlfriends out of this.

Monday, June 8, 2015

Race of babes

So what do you say? A swimming race out to the buoy and back, with the loser paying to upgrade the winner's pass from monthly to lifetime. Are you chicken? You shouldn't be. Your flotation devices are way bigger than mine.

Monday, June 1, 2015

Lost again

Shit! I lost another game. This time I had to give up my manhood.  I must look completely female to people now. Damn. If I don't win this last match, my tits are going to grow larger than this volleyball I'm holding.

Wednesday, May 27, 2015

Losers

Don't look at me like that, guys. A bet is a bet. You guys lost, so you have to soak in the tub until you're changed to my specifications. One month in those bodies: that was the deal. But I'll make another wager for you. Whichever one of you makes me the happiest gets to change back after one week. The other has to stay in that body for a whole year...

Saturday, April 25, 2015

Ice cream wager

Hey, Tom? Remember when you bet me fifty bucks that I would not be able to make the Bimbo Potion in anything other than liquid form? Well, that ice cream you're eating proves that you owe me fifty bucks. If you're still smart enough to count to fifty, that is...

Thursday, March 19, 2015

Request: Leonardo to Lina

Leonardo threw back his fifth martini and threw the dice. He was deep in the hole, but he knew hat his luck was due to change. Another seven came up, and the croupier gathered the chips.

"Just one more throw," Leonardo pleaded.

"I'm sorry, sir," the croupier said. "Your account seems to be empty. I'm afraid you're done for the evening, unless you have additional assets."

Leonardo's bank account was empty, and he was deeply in debt. "Please," he begged. "One more throw. If I win, we call it even. If I lose, you take anything you like."

"Anything?" An eyebrow raised. "Even your masculinity?"

---------------

Leonardo's luck didn't change. He crapped out again. He goes by Lina now. Lina lives at the hotel, working off her debt as a cocktail waitress. She finds the work fun and the tips are fantastic. She no longer feels quite so unlucky.


Tuesday, March 10, 2015

Request: Felix loses one

"Best two out of three?" Felix protested. He had always been lucky at cards, but tonight his luck was against him. Bill, Boris, and Tony all watched in anticipation as he raised the vial to his lips.

The potion tasted sweet, and the changes were less painful than Felix had feared. His insides reshaped while his waist pulled in and his hips flared out. Shapely breasts pushed his shirt out while honey-blonde hair cascaded over his shoulders.

"How do you feel, Felix?" Tony asked.

"Call me Sarah," Felix replied. "And I feel like I could take on all three of you at once."

Bill laughed. "You'll get your chance. But you'll have to be patient. We have two more rounds of cards to play, and two more potions to sink. One of us guys is going to get very, very lucky tonight."

Thursday, January 1, 2015

Winning

We did it! When that bartender said he would lift the curse only if we each earned a thousand dollars in a single weekend, I bet he thought he was getting two slutty waitresses for good. But we pulled it off and now we can go back...hmmm, you taste good. And we never earned this much money at the office. Maybe winning the bet means losing the prize...

Monday, December 1, 2014

A bad bet

So, when you suggested that we wager on our next game of Mario Cart, I'm going to go out on a limb and say that you didn't have a cash bet in mind. I'll agree to one more game. If I win, you change me back into a dude. If you win...ugh, I can't believe I'm saying this...I'll be your girlfriend for a week.