University Games
by Stripped69

University Games CH. 02

A high stakes game of monopoly leads to sex.

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.

I just shrugged. "Hey, I figured you were up for a bit of bum-fun?"

"Well, yeah I mean, I don't WANT to lose, but I have to admit I am kinda curious. And I can't wait to have my way with you properly, so I needed to tempt you into playing right? But that's proper dirty"

"So...are you vetoing the rimjob?" I asked bluntly, giving it it's proper name as if to emphasise the challenge. I fully expected her to veto it, but she agreed to keep it in. I guess she didn't want to be seen to back down.

"Just get ready to lick my ass when I'm beating you" she said with another competitive wink.

"Lick chocolate sauce off the other player - their choice which part of the body," I continued.

"Oh well, I know where you'll be putting it!"

"Not necessarily! And hey, at least my ass will taste good!"

"That's true," she muttered.

Again, I felt I was a hair's breadth away from a veto, but she let it pass. I'd just doubled my chance of getting a rimjob with that one. Sneaky huh? But also, I'd doubled my chances of having to give her a rimjob. Hmm.

"Got any more?" Emma asked.

"Stand naked in the window for 30 seconds."

"Oh my god. Someone could totally see!"

Emma's flat was on the second floor, but it looked out over a courtyard with buildings around all sides except for a small gap directly opposite which formed the entrance. Anyone who came into the block from the street would only have to look up slightly to see one of us.

"Well yeah, that's kinda the idea."

"But it's not fair: everyone knows me here and noone knows you!"

"Ok, so you can wear a mask or something?"

"Yeah ok. If I get that dare, I'll wear the masquerade ball mask I got."

"Oral sex for 2 mins," I continued.

"Cheeky. You'd better not cum though, it would rather spoil your forfeit if you were already done."

"I think I'll be fine for 2 minutes," I quipped.

"What are you saying about my blowjob skills?" she chuckled, taking mock offence and sticking her tongue out. I had no response really that wouldn't be digging a deeper hole, so I just let it pass.

"Ok that's all I've got."

"Ok here's mine," Emma started, picking up her slips of paper. "Naked waiter - you have to serve a drink completely nude. Ten press ups with your pants down. Shave your pubes"

"Ermm ok. I've never done that."

"I think it'll be cute, you know, totally smooth."

"Ok then." I thought it was a bit weird she wanted me to shave, but I was curious for her to lose her bush as well.

"Wear a blindfold and let the other person touch you for 1 minute. Wear a butt plug for 5 minutes.."

"Take it you have a butt plug then?" I cut in.

"Erm, yeah.." she said nervously. "I got it a few weeks ago."

"How big is it?"

"Oh HUGE," she said, but I could tell she was kidding.

Realizing I wasn't agreeing to it unless I saw how big it was, she went into the bedroom again and came out with another velvet bag. Why is it that they put these things in velvet bags? She tossed it across the table. It was cold, solid metal, about the size of a small plum, with a stem and a flat end to avoid the whole thing disappearing and a very embarrassing trip to A&E. A regular butt plug basically.

"Ok fine, I've never had anything in my butt, but I've no objection," I said. I sincerely hoped to be plugging her butt, to get her ready for my cock to replace it.

"Ok, I've also got 10 spanks, lick the other players nipples for 2 mins, 2 mins of tickling and 2 mins of handjob/fingering."

"Ok that sounds like enough, how many have we got?"

Emma counted them up, we had sixteen dares.

"So let's play."

We set up the board on the kitchen table. It was a kind of open plan kitchen / living room area, with a smallish kitchen, a dining area with a table that seated four and a sitting area with a couple of sofas and a TV. There was a floor to ceiling window in the sitting area which looked out of the courtyard. It was well past midday by now, so we deemed it proper to start on the beers.

I won't give a blow by blow account, but once we had been round a few times, I was feeling pretty good. I had got the yellow set and put up a couple of houses on each, making them dangerous, but not deadly. Emma had the light blue set with hotels on. They weren't devastating cash wise, but doing a double-dare worried me.

The other sets were mostly split between us, except the red and pink sets, where we each had 2 properties and the third was still for sale. If I could just land on Pall Mall I would get the pink set as well. Money wise we had about a grand each.

Eventually, Emma landed on Piccadilly.

"Oh shit," she said. "How much is that?"

"£360 please. And a dare"

She counted out the cash and pushed it across the table. Then she plucked a dare from the bowl.

"Fuck off! No way is that my first dare."

"What is it?"

"The window one."

I couldn't help but laugh. She had nearly vetoed it, and it had come up first. It was still early, maybe 3 in the afternoon and there were people coming and going fairly frequently.

"Haha, well a dare's a dare."

She stood up and went over to the window. "Shit, there's loads of people around. Let me pick another?"

"Na-ah, I don't think you'd be so kind. Come on, get on with it."

"Fuck fuck fuck." She took a big sip of beer then stood up and pulled her hoody over her head. She had a black band T-shirt on, and as far as I could tell, no bra. She stomped off and came back with a little sequinned mask.

"Can I cover?" she asked.

"Well, I guess we didn't say you couldn't. But it's not really in the spirit of the game is it?" I replied truthfully. I wasn't about to push it, given I wanted the game to continue, but I also knew she wouldn't want to feel like I had let her off. Plus there was always a chance I would be doing the dare later on.

"I suppose not," she conceded.

She faced away from the window and pulled her t-shirt over her head. As I'd guessed, she wasn't wearing a bra and her tits sprung free. Her areola are quite dark and her nipples immediately got hard, as did my cock.

She put the mask on, then quickly pushed her joggers and pants down in a single motion to reveal her bush, which was trimmed but still quite thick. She stepped out of her jeans awkwardly and turned to face the window, arms by her sides in a neutral position.

"Ok start counting," she said

"Onne....twoo...." I began, deliberately going slowly.

"Fuck off, seconds not minutes! Three, four five..." she continued at pace. I just let her take over the counting and took in the view. She looked a bit ridiculous with just the mask on and her tits and pussy out, but it was incredibly sexy to see her so exposed. Although she wasn't very tall, she had a cute little butt and nicely toned thighs from playing hockey.

"Thirty" she said, and turned 180 and stepped away from the window. She pulled her thong and joggers back on, took the mask off and put her T-shirt back on, before tentatively going back towards the window to check if anyone had seen.

"Fuck that was terrifying. But I think I got away with it."

"Lucky, lucky," I said, grinning from ear to ear.

My turn. I was on Go and rolled twelve, taking me safely past her hotels and onto electric company which I already owned. I'd just missed pall Mall again though. I threw again and got 6, landing on an orange Emma owned, costing me a handful of small change.

The next few turns were also fairly uneventful. Having safely negotiated her hotels, I risked putting up an extra house on each of my yellows.

The next time round though, I landed on Pentonville Road, which Emma had a hotel on.

"Ooh, that'll be £600 please. And more importantly, two dares."

"Shit," I said, counting out the cash. I picked two slips of paper out of the bowl.

"Shave your pubes and 2 mins fingering," I read aloud.

"Haha brilliant. Pubes first I think. There's a pack of disposal razors in the bathroom cabinet and some foam on the shelf."

"I've never done it before," I admitted.

"Time to learn then...you boys expect us to be tidy, it will be funny to see how you like the razor itch," she said gleefully.

I trotted off to the bathroom and got to work, taking my time to make sure I didn't nick myself in a very delicate area. I wasn't massively hairy, I kept it neatly trimmed so my dick looked bigger, but it still took a while. I hopped in the shower to rinse off, dried myself on her towel, and got dressed again.

"Aw no proof?" She teased. I just got up and dropped my trousers, deadpan.

"Wow. It looks...bigger."

"Yeah I guess," I said. I wasn't sure if that was a compliment or if she thought it was small before.

"So now I get to benefit from your fingers," she said gleefully.

She stood up and lead me over to the sofa, closed the curtain across the window before plopping herself down on the sofa. She pulled me alongside her and kissed me. I kissed back and started exploring with my hands - first fondling her tits through her tshirt, twisting her nipple gently between my fingers, then running my hand slowly down her tummy and into the waistband of her joggers and underneath her thong.

She gasped as I brushed over her clit. I parted her lips with my fingers and found her pussy already soaking wet. I guess the window dare had found found some buttons at least.

"Hmmm" she purred.

I rubbed her own wetness up onto her clit, making small but gentle circles with my first two fingers. I then curled them up and pushed slowly into her, adjusting my angle slightly and then slowly pulling them in and out.

I kissed her neck and she moaned in my ear. "Fuck that is so good."

I kept going, slow and steady, and then brought my thumb to rest on her clit, eliciting another moan, and causing her to bury her head in my neck. I picked up the pace, starting to fuck her with two fingers with my thumb planted firmly on her nub.

"Oh yes, just like that" she whispered. A few strokes later, I started slowing down, and looked at her. She was giving me a confused look, as if to say 'why the fuck are you slowing down.' Then I stopped completely.

"I reckon that's two minutes," I said.

"Fuck you are such a tease," she said, punching me playfully on the arm.

"Hey! Can't have you cumming before we've even finished the game."

"I suppose not. Come on then" she said, praising herself up off the sofa and heading back to the table, her cheeks flushed.

She rolled the dice again and skipped by my yellow properties, much to my disappointment. I landed on Strand, which was the only red she didn't own. I couldn't really afford it but I bought it anyway, just to stop her getting another set. All too quickly, I was back round to Go again, and heading towards her damned hotels. My luck was bad, this time I got Euston road.

"Ohh that'll be 550 please and another 2 dares." She was starting to enjoy this.

"Fuck fuck fuck." I counted out the cash - I had about 100 left before I would have to start selling off houses or mortgaging stuff. Emma was now rolling in cash, with me having paid her over a grand in the last couple of rounds.

I picked two slips of paper out of the bowl.

"Naked burpies. And the chocolate sauce one."

"Oh yes. Good choice." she giggled.

"Probably wouldn't have been my choice, but I guess I did write them, so I only have myself to blame."

"Burpies first?" she suggested.

I pulled my shirt off and dropped my jeans. Then I hesitated a bit before slowly pushing my boxers down. The cool air seemed to whip between my legs with no pubes for insulation. I felt very self conscious. I wasn't hard, but I wasn't entirely soft either - having not long ago been fingering Emma enthusiastically on the sofa.

I decided I'd better get it over with and dropped to the floor to start. For the record, doing burpies indoors is not recommended. It was ridiculously loud, all that scraping and jumping, and my cock kept slapping against my stomach. Emma just giggled at the stupidity of it all.

Finally I was done and I put my boxers and shirt back on. I didn't bother getting fully dressed, it didn't seem worth it given how many of the dares required undressing.

Emma went over to the cupboard and rummaged a bit to find a bottle of chocolate sauce, the sort you get for pancakes. She put it on the table and then lifted her shirt over her head. She squirted a bit of the sauce on her left boob, letting it run down slowly over her nipple, which was already hard. She beckoned me over with her index finger.

I walked across the room and bent awkwardly to lick it off - taking my time to swirl my tongue around her nipple which gained me a approving grunt. She squeezed a bit onto her right nipple, a more generous amount this time and I dutifully licked and sucked at that nipple until it was clean.

Then she took a step back, and pushed her joggers and pants to the floor. She was naked, her tits still a bit dirty with sauce and she looked incredibly sexy.

I was now rock hard, and it showed as my boxers made a decent tent. She got on all fours, arched her back, reached back with one hand, and squeezed a long, continuous line of chocolate sauce from the small of her back, all the way down her ass crack to her anus.

"Mmm, I think you need to clean me up," she purred.

I got on all fours behind her and started nervously lapping at the sauce, starting with her back, but quickly realizing I was really the wrong way round. I would lick forward a bit, and then have to go back, each time getting a little closer to her ass.

After a few tentative licks, I decided I was going to have to just dive right in. I took a breath and went for it - softly at first, and then, realizing it actually tasted not at all bad and mainly of chocolate, more vigorously.

"Oh fuck yes" Emma said, reaching back and pulling my hair, burying my face in her ass. I gasped a bit as my nose got covered in sauce and smushed into her ass.

I licked and probed and lapped at her little butthole for what felt like several minutes, but was probably only a couple. We hadn't put a time limit on the dare, which was a mistake with hindsight, but I only had myself to blame. Eventually she let go of me and I judged the dare to be complete.

"That was so good," she said, looking back at me.

"Glad you approve," I replied - my face liberally covered in sauce. "Can I wash my face now?"

"Haha yeah I think you better had. You seem to have a bit of a brown nose for some reason," she giggled.

We both went to the bathroom - I washed my face in the sink while Emma had a quick rinse off in the shower. She put on a bath robe and we went back to the table.

I was really on my last chance. I needed my luck to change fast, or I was going to lose. Thankfully a couple of turns later Emma landed on Leicester Square.

"Oooh, that'll be £800 please, and a dare."

I was back in business. She handed over the 800 and picked up a slip of paper.

"10 spanks"

"Oh good. I think you deserve that."

"How do you want to do this?"

"Stand up, hands on the table and take the robe off?" I suggested.

I was quite enjoying bossing her around. If only I could win...I could imagine all sorts of depraved stuff I could get her to do.

She dutifully complied, presenting her little white ass to me. I could see she was tense. I stood next to her and raised my hand about 18 inches from her butt, then brought it down with a loud smack.

"Ow fuck!! That was hard!" she squealed.

"Oops. Didn't mean for it to be that hard," I said, honestly feeling a bit bad. My hand was actually stinging and a red print was becoming visible on her right butt cheek. I gave her a more playful snack on the left cheek, eliciting another ow but nowhere near as loud as the first. I then went alternately back and forth, smacking her ass ten times until it was red and warm.

"Fuck that was bad" she said. I thought you'd be gentle!" she moaned.

"Didn't say 10 gentle spanks though did it?"

"No I suppose not. But I'll get you back when I win!"

We kept playing. I dodged her hotels again and went for broke: putting hotels on my yellows and bringing me back down to about 100 cash. She managed to get past my yellows once, but the second time round she got stung.

"Fuck fuck fuck. How much?!"

"1150" I said gleefully.

"Shit. I think I've lost. I've only got 605. I guess so can mortgage these" she said, turning over her two reds, a green and park lane.

"That's...£555," I said, adding them up quickly.

"So I've got 10 quid left?" Fucking great.

"Tell you what, sell me the two reds for 500," I suggested.

"No way, then you'll have the whole street."

"Well yeah, but at least you'll have some cash."

"Nar, I'll keep em."

"Ok, your choice. But you've still got two dares to do," I prompted.

"Damn I'd forgotten about that."

She picked two slips. "Lick nipples....and shave pubes."

"Haha yes! That's karma right there. I guess we'll both be a bit itchy this week."

"Seriously? We've already had that one."

"Yeah but we said we'd put them back in, so..yeah. You'll have to shave too."

"Ugh, ok fine," she grumbled. I got the impression she was perfectly happy not shaving. I was delighted that I'd get a look at her pussy in all its glory.

"Can I watch?" I asked.

"Ermmm, I guess. If you want."

"Hang on, let's have a few more turns each. I reckon you're about to lose anyway and then we can just start your forfeit with the shave. And if by some miracle you do win, then I'll let you off."

She looked at the board. One more hit on my yellows, she was done. "Ok," she said.

We continued. I landed on Euston Road again. "Ooh maybe I've not lost yet."

I handed over the 550 and picked two slips.

"Butt plug. Fuck. And press ups."

"Haha yes!" She did a little fist pump.

"Can I do the press-ups first?" I asked.

"Na..ah, butt plug first," she insisted, sliding the little bag across the table. She also got up and went to the bedroom, coming back with a little bottle of lube.

"I was going to ask...thanks," I said nervously.

I had never had anything in my ass. Not even a finger. Never been curious. As far as I was concerned, my ass was an exit. A one way street. But now, I was kind of curious. I dropped my trousers and got on all fours. I don't really know why, it just felt right.

I put a bit of lube on my fingers and applied it to my asshole. Then I put a generous squirt on the plug itself. I'd watched enough porn to know that I needed to go slowly. I brought the plug against my anus and felt how cold it was. I pushed in with the plug and pushed my ass out. Then I tried to relax my ass. It went in about halfway, almost to the widest part. I pulled back and tried again. This time it went in with an audible sucker noise. It felt weird..like I really needed to go to the bathroom. But also, weirdly arousing.

"Nice," remarked Emma. "How does it feel?"

"Cold....and full", I said.

"Awesome. So, pressups?"

I got into the pressup position. This caused my ass cheeks to squeeze together and tense, making the plug feel even bigger. I pushed out the ten bottomless pressups and got back to all fours.

"Can I take it out?" I asked.

"I guess...but not really in the spirit of the game is it?" She said, quoting me from earlier. The emotional blackmail was perfect. If I took it out, she would be claiming a moral victory. So I kept it in.

"Ok let's finish this". We picked up the pace a bit. I was just waiting for her to hit my hotels and hoping I didn't hit hers again. It felt inevitable that I would win, it was just a matter of time. Eventually she did.

"Fuck, I've lost" she said, pushing the board away.

"Haha, yes!" I celebrated, perhaps a little too enthusiastically. She looked genuinely disappointed, I guess she was really a domme at heart and this was not her plan.

"So I guess you've got, let's see, 7 hours or so." It was 5pm by now after all the faffing about getting shaved and cleaned up, and almost dark outside.

"Ok, well I think your wearing too many clothes for starters. Naked please."

"Ok fine." She stood up and slowly opened and then took off her dressing gown. She looked incredibly hot.

"Maybe you can get us some more drinks?" I suggested.

"Oh naked waitress huh? I see. What do you want?"

"Just beer is fine, thanks."

She went round to the kitchen bit, enabling me to have a good perv at her still red ass. I picked the slips of paper out of the bowl while she made the drinks.

"Ooh this is a good one," I said.

"Naked yoga? Is this your plan - get me to do all the dares we didn't pick?"

"Just for starters. Which reminds me...I think you owe me a shave"

"Fuck I was hoping you'd forget about that. Now?"

"Yes please"

"Fine" she sulked off to the bathroom, and I followed a little bit behind with my beer. She sat in the tub, wet her pussy hair with the shower, and applied a generous amount of foam. She took a little shaving mirror off the sink to aid her.

A few minutes later and she was done - totally smooth, all of her charms fully visible for the first time. I'd never realized before that her vulva were quite prominent. She rinsed off in the shower and dried off on her still damp towel.

"That is so hot"

"Glad you approve, but don't get used to it."

"Oh I do. And so does....he" I said, looking down at the bulge in my pants. "I think it's time you gave him some attention."

I stood up, and she took the hint, dropping to her knees and taking my boxers down. She slowly took my cock into her mouth and starting sucking me - slowly to begin with and then steadily faster. I was rock hard and craving release but I also wanted to make it last.

I put my hand on her head and slowed her down a bit, then held her head still and started to face fuck her. I had never taken control like this before, afraid she wouldn't like it and I wouldn't get any blowjobs in the future, but today I had won and she submitted.

I went slowly at first, feeling my way into it. Slowly pushing my cock into her mouth and drawing it out again. Her saliva coated my shaft, and started running out. I pushed her head down and held it there for a couple of seconds. She gagged on my cock and it slipped in another inch or so. Then she pulled back.

"Fuck, can't breathe" she gasped. A string of saliva ran from her mouth all the way to the base of my cock in a perfect parabola, and her eyes were watering.

"That is so good" I said, guiding her mouth back towards my cock.

She took me again, sucking and bobbing up and down on my cock. I choked her again, enjoying the power and sensation as my cock filled her throat.

When I pulled out again she had saliva running down onto her tits, and tears running down her cheeks. I slapped my stiff cock against her cheek, just to reinforce the domination.

"Ok enough for now. Go to the bedroom I'll be there in a sec."

She looked a bit puzzled, but complied. I closed the door and set to work removing the butt plug. Not because it hurt or anything, but because I had other ideas. I washed it in the sink and dried it off. I went through to the bedroom, and she was sitting on the bed and had dried her eyes with a tissue. I bent down to kiss her.

"Let's see what toys you've got."

"Erm, ok" she said nervously. She opened the bedside drawer and took out a vibrator, a dildo, and a pink egg shaped thing.

"What's that?"

"Lovense lush. It's a remotely controlled vibrator. You control it from your phone."

"Sounds fun."

"Oh it is. I don't use it much though, too loud."

"Wanna show me?"

"Not particularly."

"I thought you said it was good?"

"It is....it's just..."

"What?"

"It gets messy, if you know what I mean."

"Oh ok. Got it. Well messy or not, since you lost, I want you to use it for a bit. Show me."

She switched it on and handed it to me, then flicked open her phone and loaded up the app. It buzzed to life in my hand, surprisingly strongly.

"It's not that loud." I said.

"Not the toy....me, with the toy" she blushed. "Speed is left to right, strength is up and down."

She turned it off. I gave the toy back to her and she slipped it inside her. Then I had another idea. I stood up and took her hand, pulling her to her feet. Then I turned her around and put her hands behind her back. I reached around into the drawer and took out some rope - the same rope she had used on me the first time we ever had sex.

"Oh no" she said. "I don't think I can take being tied up with this thing inside me."

"Sure you can" I said. "Besides, you have no choice...unless you wanna safeword it."

She just glared at me. I tied her hands together behind her back and then pushed her down onto her knees. I knelt behind her and tied her ankles in with her hands, then I moved in front of her. She was helpless - legs slightly apart, shoulders back, her small tits pointing straight out, nipples hard. I sat on the chair.

"Oh I nearly forgot. I was gonna give you this." I picked up the butt plug off the bed and showed it to her.

"Fuck no. The lush is bad enough. You want me to wear that as well?"

"Hmm, ok. I'll let you off for now. Let's see how good this thing really is."

I picked up her phone and moves my finger gently upwards. She jolted upright, as if she'd been given an electric shock.

"Fuuuck" she gasped.

I brought the intensity down again, and then increased it. Slowly finding a rhythm, up, down, up, down. Each time it went up she would close her eyes, hold her breath and tilt her head back, and then I would bring it down again. After a couple of minutes she was starting to get a bit sweaty, and I could tell she was getting close. I started making the lower part longer, with the higher intensity less frequent, and shorter, until it was almost like a heartbeat.

"Please.." she whispered.

"Sorry what?"

"Please....let me cum."

I turned the toy off and she gave me a death stare. She had been on the brink of orgasm for a good few minutes and was craving release. I pulled my boxers down and stood in front of her my cock inches from her face.

"Make me cum first, and then I'll let you come."

"Can you untie me?"

"Na-ah, handsfree."

She glared at me again. Then she knelt up as far as the restraint would allow and took me into her mouth.

Watching her, teasing her, had got me pretty wound up. She bobbed and slurped and sucked and in a couple of minutes I was about ready to pop. I put my hand on her head and forced her down, choking her, then releasing her. Then I pulled out and let rip.

The first rope of cum hit her square in the eye, closely followed by a second which hit her forehead and went into her hair. A third covered her nose and then I put my cock back in her mouth and let it pulse away until I was completely empty.

I couldn't believe the quantity of cum I had unloaded onto her, and seemingly, neither could she. She was covered. One eye glued shut, a little pool on her tongue and great streak cross her forehead and into her hair.

She spat my cum out, or more accurately, let it fall from her mouth onto her chest. She tugged on the rope, as if to say, 'ok, now untie me' but I just picked up her phone and switched the toy on again.

"Fuuuck" she moaned. I sat down and tried to regain my thoughts. I knew the night was still young, so I wanted her to have at least some fun.

I switched it to random pattern and selected level 5 out of a possible 10. I turned the phone to show her and she nodded. I pressed start and sat back to watch the show.

That image is still etched on my mind - her dripping with my jizz, which had started to run down her face, chest and tummy and onto the floor and yet, clearly incredibly turned on by the toy vibrating away inside her.

She started to shake and moan, the orgasm clearly building. Then the pattern changed and she let out a long moan and her legs started pulsing as the orgasm ripped through her. "Fuuuucck me" she squealed, louder than I expected. "Turn it off!". She sounded genuinely about to explode so I quickly hit the stop button. She kept convulsing for another minute or so, and that's when I noticed a wet patch on the floor beneath her.

"Done?" I asked, once she had stopped shaking.

"God yes".

I untied her and she stood up. She had cum in her hair, on her face and all over her chest and stomach. Her legs were still shaking.

"I need a shower," she gasped.

"Let's go together, I'll help."

I followed her down to the bathroom and stood there awkwardly as she got in and got the worst of my cum off her face in the mirror. We took ages, soaping each other up, kissing, and generally just fooling around. Nothing overly sexual as we were both still recovering, but it must have taken a good half an hour and the bathroom was totally full of steam by the time we finished.

Eventually we got out, dried off and I wrapped towel round my waist, and went to get Emma's bath robe from the main room. We went out into the living room and sat on the sofa.

"I'm hungry," I said. "Wanna order pizza?"

"Hell yeah. I'm starving," she replied.

"My treat - pick whatever but make sure it's large." I passed her my phone and a few minutes later she had chosen some stuff - stuffed crust pepperoni and peppers, wedges and cookies. I authorized it and got a prompt to say it would be delivered in 20 minutes.

We just watched a bit of TV for a bit while we waited for pizza, cuddling. It's weird isn't it, you can go from having a dominant choke-me-with-your-cock sloppy blowjob to a kiss and a cuddle in no time.

I got a call from the driver to say he was at the entrance and asked which flat. I told him and then had an idea. Emma knew something was up.

"What?" She asked

"Ever done the pizza dare?" I asked.

"No, no, no. No way"

"Come on, you lost. And it's like a random guy, never gonna see you again"

"No way. It might be someone in my class, or he might tell someone else in the block"

"Chicken. I thought you said you'd do what I wanted, within the confines of the flat".

"Ok fine, I'll do ot. But let me wear the mask"

There was a knock on the door. Fuck he walked fast. I jumped up and grabbed the mask, shouting to the guy to make sure he didn't go away. Emma dropped her robe to the floor and put on the mask.

The way the seats were arranged, I could see the door from the sofa, but the driver wouldn't be able to see me unless he peered right around the door frame. I nodded to Emma and she opened the door.

"Oh, good evening" he said, stuttering. Emma had one hand on the door frame, and one on the door, clearly deciding to own her nudity, as if it was completely normal.

"One large pepperoni, stuffed crust" he said, handing over the pizza box. "One wedges...and some cookies."

"Thanks...have a good night," Emma replied.

"Oh I have already had a very good night thanks" he chuckled, as Emma shut the door.

She turned round and went beet red.

"Fuck me, that was so embarrassing," she giggled. She brought the food over to the small coffee table and then put her robe back on. "Can't believe you made me do that."

"That was brilliant. So hot. Kudos for not covering."

"I guess I was trying to make him think I'm a nudist or something, like totally nonchalant. But inside my heart was pounding."

We demolished the pizza and snuggled on the sofa for a while, watching crap telly and drinking slowly. When we needed a refill I turned the TV off.

"So...next forfeit?" I suggested.

"Oh yeah..thought you would never ask."

"How about you start with this?" I suggested - picking up the butt plug.

"What, here?" Emma asked, indicating that we were still in the communal living room.

"Yeah, why not. They're not coming back right?"

"No, it's a 2 day overnight thing, back tomorrow apparently".

"Well then, here is good. Bend over the table?"

She took off her robe and my cock quivered again. She walked over to the kitchen table and bent over 90 degrees. I went behind her with the butt plug and lube. I lubed up her assshole first with my finger and then spread some around the plug, and pushed it gently.

"Wait, let me do it" she said. She took over, pushing it in fairly easily.

She stood up and turned round. We kissed and my towel fell to the floor. She put her arms around my shoulders and pulled herself close to me, her nipples hard against my chest. I picked her up and plonked her down on the table, pushing her onto her back so she was lying on the table with her on pussy on the end. I lined myself up at her entrance and slid my cock into her.

She was already soaking wet, clearly the pizza dare and the butt plug had worked some magic inside her.

I started fucking her, slowly at first and then gradually picking up the pace. The table was fairly sturdy but still moved a bit under the strain. The angle was slightly awkward, my cock was pushing upwards into the front wall of her pussy, but it seemed to be driving her wild. Or maybe it was the combo of me in the front and the butt plug in her ass.

She started moaning and pulled me close to her.

"I am cumming" she purred and I kept up the same rhythm until I felt her clench my cock with her pussy. It felt like a vice. She pulled herself close to me as her vaginal muscles spasmed. Finally she relaxed a bit and let me pull out.

"Fuck that was good" she panted.

I stood back and looked at her, flushed from the orgasm and the little end of the plug inviting me to claim my proze. I pulled the plug out gently, putting it down on the table and picking up the lube. I put a generous squirt on my cock and a bit more on her ass and tried to line myself up.

She took hold of me by the arms and looked me dead in the eye.

"Go slowly. I've never done this before"

"Of course. Just say, if you wanna stop" I reassured her.

I pushed gently at her back entrance, but it was like pushing my cock against a solid wall. She relaxed a bit and the head of my cock went halfway in.

"Ooh" she gasped. I pulled out and tried again, pushing gently, then more firmly as her ass yielded to my invasion. The head of my cock disappeared.

"Ow. Wait" she winced. I just held myself there. It felt like her as was going to crush my cock it was so tight. After a few seconds she relaxed slightly and exhaled slowly.

"Fuck that is big," she wheezed. In reality, only an inch and a half or so of my cock was in her ass, but it was the widest part.

I started to rock back and forth, not really moving very far, just to see if I could actually move, as it felt like my cock was in a clamp. It did move though and slowly but surely I started fucking her ass. The table was rocking beneath her and her legs were pointing up to the ceiling. If anyone came back now, there would be no hiding. The thought of it was exhilarating as much as it was terrifying.

After a few minutes of slow, sensual sex, Emma's ass had adjusted to my size and I was balls deep, my nut sack slapping against her ass with each thrust.

"Hold on," she said. "I wanna try doggy."

I slowed down and pulled out slowly, expecting to find a streak of shit on my cock, but there wasn't any. Just a whole bunch of lube.

She got down off the table on slightly wobbly legs (hers, not the table) and went towards the bedroom.

"Why not here," I suggested - indicating the rug in the sitting room area.

"Erm ok" she said, kneeling down.

"You might want this" I deadpanned, handing her the mask she had worn.

"Oh no, no way are we having the curtains open" as she read my train of thought.

"You shouldn't have lost then. It's all in the rules. I won, I get to fuck your ass. Anywhere in the flat. Including in front of the window, if I want".

"You are a sly fucker. I'll get you back for this you know."

To be fair to her, she could have refused, but she didn't. After the window dare and the pizza guy, I was fairly sure she got off on the exhibitionism of it all. She put the mask on and got on her knees facing the window. I pulled open the curtain and knelt down behind her.

The second time was much easier. Slick you might say. Her ass gave in to my invasion pretty quickly and the angles were better in doggy. If I leant forwards I could grab her tits with my hands. This drove her crazy, as I tweaked her nipples while I ploughed her ass.

After a minute I noticed someone in the courtyard watching. He looked up to the window, stopped dead and just watched. Then he took out his phone and snapped a picture.

After about a minute or so another person came in. He clearly wondered what the first dude was gawping at, as he also looked up.

Emma had seen as well, but rather than stop it seemed to turn her on even more. I reached round and grabbed her boobs in my hands, squeezing her nipples. I pulled her back, tight against me, which wasn't the best angle and I had to slow down my thrusts until I was barely moving.

I whispered in her ear, "Show these guys your o-face."

I let go so her arms were back on the floor, making the angle better and allowing me to really pump her, holding her hips in my hands. It was the first time I had dared go quicker and it sent her over the edge. She came hard, clenching her sphincter around my cock and moaning loudly. She was so loud I was afraid the neighbours might come and knock on the door. It tipped me over the edge too and I came deep in her ass. Fuck it felt so good.

Once she was done, I had a look out the window. A group of six people, 4 guys and 2 girls, had just watched her first anal orgasm. I pulled the curtain closed and withdrew my cock from her ass slowly.

"Fuck that was soooo good," Emma panted.

"Unbelievable. Your ass is soo tight," I replied.

I helped her up and put the robe around her shoulders. We kissed and we didn't even need to speak. We both knew we were done.

I got us some water and did a quick sweep of the scene of devastation to make sure there was nothing incriminating on show. It would be fairly awkward for Emma to explain to a housemate why there was a butt plug and a bottle of chocolate sauce on the table when they came home.

We collapsed into bed and fell asleep almost immediately. What a day.