Roommates Bet

Ryan and I were college roommates, randomly selected freshman year but got along so well that we ended up getting an apartment together the remainder of our college years. So it was a natural progression that post college we shared an apartment in the city after we both landed jobs. We both liked working out, playing video games and going out to bars on the weekends. But Ryan was more of a player with the ladies than I was. He was more aggressive and assertive and there were plenty of times I would think to myself that he is going too far. I could tell when the girl was getting uncomfortable with his advances and the "don't take no" answer attitude. A couple times I even intervened just so he wouldn't take it too far and get in trouble. You see, Ryan was a big dude, I knew he took steroids when we were in college and that sometimes resulted in a hot temper over the smallest things. As his best friend I took it as my responsibility to keep Ryan from hurting Ryan, and that is when I would step in.

As for me, I was very athletic but more of a swimmers build compared to Ryan's bodybuilder physique. He taught me a lot about building muscle when lifting, proper form, the type of exercises and even the correct order in which to do them. But I did not want to take steroids (he even offered) because I was seeing great results without them, plus, I hated needles. With women we were opposite, I was naturally shy around women, I think it started in high school where I went to a catholic school and the girls were prudes. Or, at least I thought they were despite a few of them giving in to the more aggressive alpha boys the rest were not interested in sex so I would try the nice guy approach to close the deal. Eventually that paid off as I finally lost my virginity my senior year with a cheerleader I was dating at the time.

But in college the nice guy approach seemed to fall flat a lot. Girls would end up friend zoning me and that was a death sentence. Ryan on the other hand would take the more direct and aggressive approach which was successful more times than not. So it was not uncommon after a night at the bars that Ryan would be banging some chick while I sat in my room playing video games and jacking off.

Despite our differences in the women department we were very much alike and enjoyed hanging out whether that meant going to the gym or playing video games. I was raised by a strict father who was a former Marine, he would insist we made our beds on the morning and we all had chores to do around the house. If your chores weren't done when he got home at night he would have no problem waking you up to make you to do them. My brothers and sisters all shared in the chores too, my dad and mom didn't subscribe to "girls" or "boys" chores which meant we all had a "kitchen night' where we had to do the dishes. Even the girls had a garbage night where they were responsible for collecting the trash around the house. Going a step further, since there were 7 of us (Irish Catholic), it meant my mom needed us to step up in doing our own laundry and even taught us how to iron our school clothes.

IN college those habits transferred over and I was always making my bed and keeping my laundry clean and folded. Whereas Ryan had a different upbringing, his dad was a Union foreman and his mom was a stay at home mom. The dad ran the house and when I visited the mom would wait on us like we were kings. His dad wasn't disrespectful to his mom, however, you can tell she knew her role and they both seemed to be happy in their decisions. So it was natural to see Ryan be messy and expect the girl to be the one who cleaned up after him. That was probably the one thing we fought about in college, his mess he would leave.

Fast forward back to Ryan and I living together in an apartment post college. The same behaviors were there but since we each had our own rooms I wouldn't have to see his mess except in the common areas. I tried implementing a "chore list' with Ryan, having him agree that we will take alternate turns being responsible for the kitchen cleanup each week. It started fine but after a while it was evident that Ryan only put in minimal effort to clean while I was very meticulous when it was my week. IT really wasn't worth getting into an argument about it plus as I mentioned, since Ryan took steroids he would easily get angry. Ryan angry was the definition of "roid rages" where he would break things and get out of control. So in order to keep that to a minimum I wouldn't nitpick about how clean the kitchen was when it was his week.

Our first year as adults living in the real world with real jobs was great. It was basically an extension of our college years except we had more money. That all changed because of a video game that we both thought we were better at. The newest Call of Duty had just been released and Ryan and I were binging all weekend. We are both competitive so we would start talking shit when one of us beat the other one. I knew Ryan was making some mistakes and all I had to do was capitalize on them. I learned Ryan's strategy and started to beat him regularly which only made him mad. We were so engrossed in playing that we didn't even go to the gym or to the bars that weekend. We uber eats our breakfast, lunch, and dinner and barely left the couch as we were in a battle of who was the better player. The house looked like a college frat house with food, food containers, and a bunch of empty bottles of beer and energy drinks, basically it was a pigsty.

"Listen, one more game then we need to get our shit together for work tomorrow." I said to Ryan.

"Fuck that, stop being a pussy, you are just afraid I'm going to beat you again."

Ryan had just beat me for the first time in like 6 games so he was on a high. I still knew his strategy and was confident I would bounce back to beat him again.

"How about this, if I win you not only clean up this mess, it's your week for kitchen detail after all but also you take next week kitchen duties as well?" I suggested.

Monday would normally be when the responsibilities would switch so that meant the next day I would be on the hook to clean up. I knew Ryan would do a half ass job cleaning up tonight so it really would mean I would have more to do starting tomorrow. But if I beat him then it was his job to clean for another week.

Ryan continued to talk shit but stopped short of agreeing to the bet. I took that as an opportunity to goat him.

"Are you scared that I'm going to beat you? What happened to "I'm the best there is" talk?"

I can see Ryan getting mad but I continued to egg him on.

"Okay, if you are too much of a wussy to bet then I'll just stop playing now and you can get started on this kitchen and all this other mess."

"Alright dude, you are ON!" Ryan yelled.

"Let's agree on the terms, the winner of the next game is responsible for cleaning up all this shit as well as the rest of the week. One game, that's it." I explained.

Ryan agreed and we jumped into the game. Within a couple minutes I had more kills and was dominating him easily. This will be so easy. Then I came around a corner and spotted Ryan's guy, I raised my weapon to shoot and nothing happened. I feverishly clicked my remote but still nothing. Ryan notices me, turns around and fires off a kill shot. FUCK!

But I was still ahead and my guy spawned and we were at it again. The game got closer now as Ryan was making more kills and the momentum seemed to be swinging in his favor. On top of that my controller was having intermittent problems as the same thing happened again with my guy not being able to get off a round. I asked for a pause in the game but Ryan refused and before I knew it he was on top of me stabbing me giving him the victory.

"FUCK! That shouldn't count. My controller didn't work. Do over!" I demanded.

"Nope, a bet is a bet and now you have some chores to do." He said smugly.

I tried one last time to convince him of a rematch but he wouldn't budge. I shook my head and said fine I'll clean up. The place was very dirty after a weekend binge of gaming so there was a lot to get clean. Plus I had to work in the morning so I hurried to get started. After a couple hours I figured it was good enough and went to go get ready for bed.

While I was in my room Ryan came waltzing in,

"You done?" He asked.

"Yeah, thanks for nothing. You are so fucking messy dude."

"I think I should inspect your work, come with me," he commanded.

I walked behind him chuckling to myself that Ryan, who was the worst cleaner I knew, was going to inspect my work.

"Hmm... there seems to be some dry pizza sauce still on the counter." Ryan pointed out.

He was right, I didn't get it wiped perfectly clean so I grabbed a rag and started cleaning it up.

"Oops, here's something else, the garbage can is full and should have been taken out to the dumpster." Ryan said.

"Sorry, I was going to do that in the morning" I found myself saying.

"And what's this? I see crumbs around the island chairs. Do you see that? Why didn't you clean this up correctly?"

"Sorry sir" I said sarcastically as if recalling my childhood memories with my dad as he would inspect our work too.

"Well, I think this calls for a punishment, don't you?"

"Punishment? What do you mean?"

"I mean, the deal was you were to clean the kitchen but yet you didn't do it. Am I right?"

"Fine, what did you have in mind?" I relentented.

"Good, we agree, so we will add another day to your chores," and walked away.

I shook my head up and down in agreement to adding another day, which seemed only fair since I agreed to clean the kitchen for the week and didn't fulfill my end of the deal.

He barked out, "Now clean that up now before I stop being so nice, hahaha."

"Yes sir." I said, again sarcastically.

When I was finished after an hour scrubbing every inch of the kitchen, better than I had ever before. I was determined not to make a mistake again. I walked over to Ryan and asked him if he wanted to inspect my work again.

Ryan got up, walked around the kitchen running his finger along the countertops like a white glove test. I passively followed behind him waiting for him to acknowledge that the work met his satisfaction.

"Very good, that's all for tonight. Tomorrow I expect the same cleanliness." He said with another laugh. He was enjoying seeing me clean up his mess. I can't wait for this week to be over so I can return the favor when it's his turn to clean the kitchen. I was going to make a point of being messy as a way to get back at him.

The next day after work Ryan was already home by the time I entered the apartment. He had made himself some dinner and left all the pots and pans dirty on the stove. Fuck, I was tired and now I had to clean up after him. He seemed to intentionally make a bigger mess knowing I had to clean it up.

After making something to eat I jumped right into cleaning up the kitchen. Like before, I made sure I did a good job, checking every area to ensure it was perfect. And like the day before I went to Ryan to ask if he wanted to inspect my work. I felt a tingle inside as I asked him. It was an unusual feeling but something inside me felt this excitement when he told me yes. I even blushed when he said I did a good job.

"Thank you Ryan." I said softly.

"But remember what happened yesterday when it wasn't clean?"

"Yes, of course. You added a day to my chores as a punishment." I sheeply responded lIke a child who was being reprimanded.

"Look at the grease that fell between the stove and the countertop." Ryan pointed out.

Damn, he was right, some grease from his cooking did indeed drip between the stove and countertop. I wasn't even looking for that but there was no question that it was there.

"Sorry Ryan, I didn't see that. I will get right on it." I said in a quiet and embarrassed tone.

"Report to me when you are done so we can discuss your punishment." He said as he returned to the couch.

I quickly cleaned up the grease and even pulled out the stove to check the other side to ensure no more mess anywhere. I was determined to do a good job for him. When I was done I went to see Ryan on the couch.

"I'm done Ryan, do you want to inspect my work again?" I said in a more submissive and softer tone.

Ryan held up a finger indicating for me to hold on, he was in the middle of a game so I waited patiently until he was done.

"I don't think an inspection is necessary but we do need to talk about your punishment. You do agree you deserve a punishment, right?"

"Yes sir". I said, sounding very subservient to this man. I wasn't completely sure why I suddenly felt that way. Like he was my boss and I was his worker.

"The rest of the week you will add my bathroom to your chore list."

Fuck, Ryan's bathroom probably hadn't been cleaned in months but without hesitation I agreed to the punishment. Now I had kitchen and bathroom cleaning duties for the week. Ryan must have noticed my reactions based on my expression on my face.

"I was light on the punishment this time, I could have been harder on you." He said.

"Yes sir, thanks." I said quietly but unsure why I was thanking him for giving me a punishment.

"You are dismissed" Ryan says in a very smart-ass way.

As I walked away that tingling feeling went to my groin again. The way he talked to me, "I will report to him", and "You are dismissed" kept playing in my head, and my dick seemed to respond. When I finally lay down in bed I was analyzing what transpired and why I was so willing to accept that additional punishment for grease that could have been there for weeks. But as I processed the situation I started to feel the punishment was deserved. I needed to do a better job for Ryan... what? No... I mean... I need to do a better job cleaning the kitchen that's what I mean.

The next day after work I quickly started working on my chores, the kitchen and Ryan's bathroom. I knew it would take me a couple of hours and I'd rather get it out of the way before I ate so I can relax. As I worked I paid special attention to the details, checking and rechecking all my work. For some reason I think I was looking for Ryan's approval on a job well done. Why did I care what he thought? He was a natural slob and I have always been the cleaner one of us. But yet, here I was scrubbing extra hard and thinking to myself, "Ryan will be impressed, I can't wait to show him."

As I did previously, when I was done with my chores I stood by the couch where Ryan was sitting. This time I waited not to disturb him during his game. Ryan ignored me as if I wasn't even there until the game was finished.

"Sir, would you like to inspect my work?"

I wasn't sure why the word Sir came out of my mouth so freely instead of calling him Ryan. But if felt natural and the boss should be addressed appropriately, right?

Ryan got up to inspect, I was nervous that I didn't do a good enough job as I walked behind him. When he stopped to take a closer look at something I felt myself hold my breath hoping there wasn't anything there to make him dissatisfied. But Ryan didn't find anything wrong with the Kitchen and moved on to the bathroom. I had laid out extra fresh towels for him and made sure I arranged all his personal hygiene products on the sink. He was impressed and I was happy that he acknowledged my work.

"Good job. If you keep this up I might let you do this permanently." He chuckled.

"Thank you, my pleasure."

Was my response really. my pleasure? Did I really get enjoyment out of serving him? Deep down I think I knew the answer, which explained why I felt my groin tingle again from his praise.

As I laid down in bed I thought about how in 24 hours I had become so submissive to Ryan. What was really surprising was that I was secretly enjoying it I think because I had this tingling inside my groin and my heart would even flutter like when a cute girl showed interest in you. I felt my dick get hard and I reached down to start jackign off. At first I was thinking of the girl in my class with the big tits, she was playing with them asking if I wanted to lick them.

"Does Donny want to lick my nipples?" She whispered.

"Yes, definitely."

"What will you do for me just to get 1 lick?" She teased.

"Anything" as I stared at these double D tits barely staying in her low cut shirt. I was so hard that I couldn't wait until she popped out her tit for me to lick.

"Anything? Like, clean my bathroom and do my laundry forever? Be my permanent maid?"

But instead of being Kaylee it was now Ryan looking at me. He was fully naked but I could not see his cock, only his chiseled chest and broad shoulders. Just then I started squirting my cum all over my stomach and hands. It was so intense of an orgasm that even my balls spasmed to a point where they hurt. WOW!

I got up early the next morning, as I was preparing my lunch for work I decided to also make one for Ryan. I've never done that before but it felt like the right thing to do. Ryan was still in the shower when I was done so I wrote him a note to let him know his lunch was in the fridge.

"Ryan, I made you your lunch, it's in the fridge. Have a nice day at work" :)

I even added a smiley face at the end, it was note a wife would write to her husband. Not something a roommate would write to his best friend. But making his lunch felt normal, like it was my responsibility. Just like I felt when I was used to keeping him out of trouble back in college but now it was about making his life easier. I still didn't understand all these feelings going through my head but I felt like it was my job for some reason.

When I got home from work Ryan yelled out to me which brought butterflies to my stomach. Another strange and unique feeling to say the least but I hurried over to him.

"Hey, that was really sweet of you to make me lunch today... tomorrow I want roast beef with cheddar... and cut up some apples for me too." Ryan directed as if I was now his personal chef.

But again, for some reason I can't explain, I replied, "No problem, be glad to do it."

There it was again, the words, "glad to do it" and from earlier, "my pleasure", where are these coming from? The words were flowing spontaneously as if they were buried in my inner subconscious.

I headed back into the kitchen to make myself something to eat before I started my chores. Without thinking twice about it I shouted over my shoulder...

"What do you want me to make you for dinner?"

"Look at you, quite the homemaker. Um... cook up that chicken, some rice, and broccoli... and make sure not to burn it." Ryan said with a hint of an order at the end.

"Okay, no problem. Give me about 20 minutes, okay?"

Here I was offering to cook his dinner, taking requests as to what he wanted and then confirming if it's okay that it takes me 20 minutes to finish. WTF was coming out of my mouth and where was this subservient attitude coming from?

I finished cooking, brought Ryan his plate of food, and asked if he wanted anything to drink. Then I fetched him a beer and asked how everything tasted even though my own food was now on the table getting cold.

"Not bad, but you could have used some more spices on the chicken, kind of blan."

My stomach sank a bit, it hurt to hear that I didn't do a good job. Why should I care? He should be happy that I made him dinner, right? But no, I wanted him to like the food. There was the sick part of me that wanted to make him happy.

I ate alone in the kitchen, constantly lifting my head to check on Ryan. Not sure what I was checking for exactly... did I want to see if he needed anything? Or was I waiting to clear his plate? All just weird things to be thinking but yet here I was doing just that.

I finish eating and put my dishes in the sink, I head over to Ryan to grab his plate as well. It was my job to clean so it felt natural to simply grab his plate from him. I started cleaning the kitchen as it was becoming the norm now, after that I headed to Ryan's bathroom to tidy up a bit and lay out new towels. I noticed some of his dirty clothes on the floor so I picked them up and brought them to his room. When I was finished with my chores I headed back into the TV area where Ryan was sitting playing video games.

I waited again for the game to be paused before I spoke.

"I'm done with everything, would you like to inspect my work?" No sooner than the words left my mouth I felt the tingle in my groin.

"Not tonight, but if I see anything later you can bet I'll yank you out of bed. You are dismissed." Ryan said with a serious plus authoritative tone.

Once again, without any thought as to why I responded, "yes sir."

Another night in bed replaying the events of the past few days. I couldn't believe how quickly I sunk into this role of being his housekeeper. If I'm being honest, it felt good. It felt natural too. For reasons that escaped me I actually liked serving him and making him happy. It brought some level of purpose and something to look forward to each day. These strange but strong feelings were consuming me. I knew that this unlocked something deep inside of me but exactly what I wasn't sure. My whole body tingled from this new experience and even though I couldn't put my finger on as to why I knew I was enjoying it as twisted as that sounds. I couldn't wait for tomorrow and I fell into a deep and peaceful sleep.

-To be continued-