** Author's note: This story came out of a challenge to write a story about a picture. The picture was a drawing that had a Domme sitting in an easy chair, high boots, a collar on a man who was kneeling, gagged, and bound who had turned around to find a butter knife on the floor behind him. This is a story that lead to that scene.**
My name is Tom and how I got into this situation is complicated.
I moved into this building a couple of months ago. I don't really know many people in town as I got this job out of college and had to move. My neighbours all seemed nice, but most were too busy with their lives to socialize. There were a couple of women on the floor who were single, and with whom I flirted a bit in the hallway when we crossed paths. There was Amanda, across the hall from me, and Teresa who lived down the hall with her brother Mike. I ran into Amanda more than Teresa, but I really had the hots for Teresa. Amanda always seemed a bit too unavailable, but she was a lawyer and always had those power suits on, so it was hard to tell.
One day just after I got home from work there was a knock at the door. My eyes lit up when I found Teresa on the other side. She was wondering if I played a card game called Euchre. She and Mike wanted to have a Euchre night-in on Friday and wondered if I was available. I did indeed, and more than that, it was a perpetual lunch time game that I played through high school and college. I was a terror at the Euchre table and always enjoyed a good game.
As we were chatting Amanda was getting home, and Teresa asked her if she would be our fourth. They would have food, if we just wanted to bring our own drinks. An excited Teresa left us, already planning the night in her head. My eyes may have just lingered a bit long on her cute ass bouncing down the hall back to her apartment.
When I turned back Amanda was watching me, amused. I cleared my throat, but before I could say anything she said, "She does have a nice ass. You don't need to be embarrassed."
I coughed and said "So you play Euchre much?", just to change the subject.
Somehow this got us both to bragging about how good we were at the game, and ended up making a bet. She never bet money, so we talked about various other things: Cleaning the winner's apartment, but her place was spotless, cooking a meal for the winner, but I had trouble boiling water. We realized that we had different needs and abilities and somehow landed on the winner gets to choose the reward they want.
That night I fantasized about her cleaning my apartment in a slutty maid outfit. It was a very revealing slutty maid outfit, and I had a lot of fun jerking off to the images wandering through my head. She had a very nice ass too!
Over the next couple of days there were a lot more smiles and flirting with both Amanda and Teresa when we passed in the hallway. I was really looking forward to Friday, and was jerking off a lot.
On game night we told Teresa and Mike that Amanda and I could not be partners because we had a side bet going, so I ended up with Teresa as a partner. Both women had chosen shirts that were a bit low cut, and their cleavage was a constant, arousing distraction for the evening, only interrupted by visions of their asses in tight pants when they got up to get something. Mike seemed to be having a lot of trouble with Amanda's outfit, but I was having trouble with both of them.
I won't relate the game play, since I don't know if you know the game, but at the end of the night we were tied, and playing the rubber match with Teresa and I ahead 9 to 4. I was feeling good about French maid outfits, when in two hands we lost, and now I had Amanda gloating and Teresa disappointed in me.
We wrapped up our night, and as Amanda and I walked back to our apartments, I asked her what she was going to choose. She said she had a couple of ideas, but had not quite made up her mind yet, but would let me know soon. With a last, lustful, lingering look, I turned into my apartment and started getting ready for bed, thinking through all the wonderful things I had seen this evening. Yes, I was going to really enjoy jerking off tonight.
Just as I turned off the light in the bathroom, I heard a knock at the door. I was surprised, and then hopeful. Maybe Teresa or Amanda were coming for a booty call? I checked the peephole, because you do that at 1AM, and Amanda was out there. She had not changed yet and my heart beat a little faster. I opened the door.
"Hi!" I said.
She was blushing a bit, "Hi!", she replied. "I decided what I want as my choice!", and she held out a small box to me. As I took it, she said, "Can I come in?".
"Oh, yes, yes!" and I moved out of the way, she came in and I closed the door behind her.
She said, "I was thinking about this, and realized I really want this, but if I wait until I sober up in the morning I will probably just pick something different. Go ahead and open it up."
I opened the box, and in it was a metal chastity device. I looked at it, then at her, then back to the box. "You can't be serious!" I said.
She was still blushing a bit, but looking me straight in the eyes, "I bought this ages ago when I was in college, and hoped my boyfriend at the time would play with me. He didn't, and we broke up shortly after that. He was the last person I dated, as school and then work have been my priority. I just want to have the experience of having someone locked in chastity. I need to know what it feels like. I don't plan to pull you into a relationship or anything, but I do want this as my choice. Are you going to welch on the bet, or let me have my choice?"
