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Win or Lose?
My fiance, Steph and I have always been competitive with each other, but it is the punishments that make our bets or challenges the most fun. I don't even remember what the challenge was, but I lost it, and Steph was quick to rub my face in it. She informed me that Friday night she was collecting on my loss. I would get instructions on what I had to do for her later on in the week.
The closer it came to Friday, the more I looked forward, with anxiety of course, to paying for my defeat. Thursday night rolled around and I tried unsuccessfully to get some kind of clue as what I would need to do. She did not give up anything….instead saying, 'you will find out tomorrow after work."
Friday afternoon came around and I received a text, "you are to prepare dinner and serve it tonight." I thought, well that's not too bad, kind of mild for us in fact.
Just before I was ready to go home, I received another text with a grocery list and a recipe. "Go to the store and pick up all ingredients, then go home and start preparing." Dinner will need to be prepared by 7pm and your outfit is on the bed. You must wear only the outfit provided and serve dinner precisely at 7."
I thought okay, this seems more on the lines of our punishments now. But still, not horrible, so I have to cook and serve dinner. Come on, give me a challenge. I left the store after getting all of the necessary ingredients and I picked up a cheesecake for dessert. Steph loves cheesecake, so I wanted to surprise her.
I drove home and went to the kitchen to unload the groceries, I have some time before I need to serve dinner, so I took my time preparing our meal. I was mostly done with the preparation when I looked at the clock, 6:35pm. I need to do the final touches and prepare the table. I setup a place setting for her and one for me, lit the candles and went to retrieve my outfit for the evening.
I walked in and notice a small bag on the bed, with a note, "only the items in this bag are you allowed to wear." When I opened the bag, it was nothing but a pair of underwear. Silky, tight, and wait a minute, there were elephant ears and my tool would fill out the elephant's trunk. Inside the bag, there was also a bow tie with elephants on it. At the bottom of the bag there was another note. "Only the items in this bag!"
I hesitated but I knew that if I didn't complete my punishment it would be even worse the next time, so I slid the skimpy, ridiculous outfit on and went to finish the rest of dinner. Everything was prepared at 6:58pm and I waited another minute before I made my way, carrying our plates to the table.
I walked into the dinning room and there was Steph sitting there, in a beautiful black dress, and right across from her was Jen, her best friend, who was also dressed up in a pink dress that hugged her body perfectly.
They looked at the elephant and chuckled to each other. Steph asked me to get them some wine, which of course I did and poured each of them a glass. When I went over to Jen, Steph told her to check out how soft the elephant was.
When I started to walk away, Steph spoke up…"no sir, remember, you lost!"
I had to stand there as Jen touched me, "nice," she said, "really soft, but that's not always a good thing." They both laughed for a moment.
Steph looked at me and gave me more instructions, "okay, here are the rules, you cannot touch either of us, and you cannot get hard, if you do, the punishment will get a lot worse, do you understand?' I shook my head yes and went to grab another plate to eat with them. "Nope, you are to serve us only."
Steph reached into a small bag next to her chair and retrieved a small dinner bell, "when you hear this, you may enter the room and do whatever we ask of you."
I nodded my compliance and went back into the kitchen. I nibbled on the left overs in the pan for a few seconds then the bell went off, so I went back into the dinning room. "Yes, what can I get for you?" Steph smiled at me, "seems that Jen has dropped her fork, be a sweetie and retrieve it for her."
I bent down and went to pick up the fork when I saw Jen's legs open to allow me a view of the fact that she was not wearing any panties. She was fully shaved and her lips glistened as if she was already wet with excitement. I felt her hand rest on the back of my neck as she spread her legs farther, you know, to allow me to get her fork off the floor.
I picked up the fork and before I was allowed to come out from underneath the table, Jen guided my head to look across the table,...