After that first week, Emma became my Wednesday fuck. That might sound a bit harsh, but we settled into a kind of routine - play hockey, go drinking, and then go back to Emma's room. I would stay over, shower at hers and then dash back to mine to change before heading to my lectures.
Neither of us were looking for a serious relationship and we didn't really meet up at any other point. I was trying, generally unsuccessfully, to pull other girls when I went out, so it was kind of a release to have a regular once a week fuck.
Later on towards the end of our first term, maybe early December, I woke up on Wednesday morning and looked out of my window. My room looked out over a courtyard with a square lawn. It was frosty white with that kind of hard frost that you know is going to be there all day.
I got a text from Emma.
"Seen the weather? I bet all the games will be cancelled this afternoon. Want to come over?"
"Sure, you need me to bring anything?" I replied.
"Some beers and snacks would be good. I have a game for us to play."
"Sure, see you in a bit x."
A few minutes later I got another text confirming all hockey matches were off because the pitches were frozen. I took my time showering, shaving and getting dressed, decently but casual - jeans, polo shirt, jumper. When I got there, she came down to let me in. She had a mischievous glint in her eye.
"Whats up?" I asked.
"Nothing," she said. "Just got an idea. Tell you upstairs."
She was wearing joggers, trainers and a big hoody - clearly not planning on going out. I felt a bit overdressed, but whatever. I was intrigued. When we got inside, she made us some coffee and we sat at the kitchen table. I put the beers in the fridge for later.
"My flatmates are out for the day - some kind of geography field trip. So we have the place to ourselves," Emma explained. Normally Wednesday afternoons were for sport, so anyone who didn't play sport had the afternoon off to catch up on coursework, go to the cinema or whatever other hobbies they did. The flats in Emma's block were shared between 4, with a communal kitchen/living area and a bathroom. It was unusual for it to be empty on a Wednesday afternoon.
"So I thought we could play a game, seeing as we have all afternoon."
"Sure" I agreed.
"And if you win, I'll let you fuck my ass."
My cock immediately quivered. I was totally inexperienced in that department, as an 18 year old my cock had been inside a grand total of three women and only ever mouth and vagina. I'd never even summoned the confidence to ask a girl to do anal. But if what I'd heard was true, it was supposed to be next-level amazing.
"Wow ok. I'm in," I replied, possibly a bit too quickly.
"Don't you want to know what happens if you lose first?" Emma asked.
"Erm yeah I suppose. I'm guessing I'm not going to like it?"
"2 secs." She went out of the kitchen area to her room and came back with a small velvet bag, tossing it across the table. I opened it and took out the contents. Inside was a fairly small metal contraption: it looked like a sort of coiled spring, but it had a small clasp and padlock on one end. It was distinctly phallic.
"What the hell is this?" I asked.
"It's called a chastity device. It's designed to prevent you getting hard. If you can't control yourself, it will hurt. I thought if you lose, you could wear it, until midnight. And I might do some stuff to, erm, arouse you."
"Wow, seems like high stakes." I was genuinely scared. It was pretty small, so even with a semi it was going to feel tight. If I got anywhere near full-mast...ouchie.
"True. But if you win, you can do whatever you like to me until midnight. Including my ass."
My mind was racing. We had all afternoon and evenin and here was a pretty hot chick offering me the chance at a no-holes-barred, do what you want to me, anal sex-fest. On the other hand, if I lost, I would be her pathetic little sex slave who wasn't even allowed to get hard.
"Ok let me get this straight. If I win, I'm the boss. You'll do whatever I want, including letting me fuck your ass."
"Yeah, you could put it like that."
"Just in your room. Or elsewhere in the flat?"
"Ooh I hadn't thought of that. Ok, common areas are fair game too. Why do you want to fuck me on the kitchen counter or something?" she said with a wink.
"Maybe," was all I could muster. I did want to fuck her on the kitchen counter, but I also had other ideas of how to maximise her humiliation.
"So what's the game?" I asked.
"I was thinking we need something long. We can't play rock paper scissors for this. How about monopoly? I'm pretty sure Dave has a set."
"Ok fine," I said. I'd played monopoly plenty so I rated my chances. Sure there was a healthy amount of luck involved, but some tactics as well. "But monopoly can be pretty dull. How about if you land on a house, you not only have to pay the rent, but also do a dare. Hotels could be 2 dares," I suggested.
"How will we decide the dares?" Emma asked.
"How about we write them out beforehand and shuffle them. If you land on a house, you pick a dare at random."
"So the loser is going to do a bunch of dares on their way down?" Emma confirmed.
"Yeah I guess so, but the winner might have to do some dares too. It would be a bit of a consolation prize."
"Ok then. I guess we need a fair few dares."
"Yeah, or we can just keep the completed ones in the game?"
"So let's write a few each and then compare. If the other person says no, then we won't use it."
"Fine," I agreed. Somehow we had got into discussing the finer details and my consent to the ultimate forfeit was agreed almost by default. This was happening. Shit. I was equal amount excited and terrified.
Emma got some paper and tore it into strips. We sat in silence and wrote for a couple of minutes.
"Ok you first - let's see what you got," Emma said.
I started tame. "Get naked until you next pass go."
"Ooh nice."
"Naked yoga poses - I was thinking downward dog, bridge pose and the warrior one. 10 naked burpies."
"I'm seeing a fairly strong naked theme," Emma quipped.
"What can I say, naked dares are the best dares. They're not all naked and it's not like I haven't seen you naked already."
"True I guess."
Then I stepped it up. "Lick the other players ass."
"Woah, that's a bit much," Emma frowned.
