Roommate Needed

by djfmonkey

17 Feb 2023 6659 readers Score 9.3 (145 votes) PDF Mobi ePub Txt


New York City, 2 bedroom apartment, more expensive than a one bedroom, but cheaper if rent is able to be split. I’ve lived here 4 years, I can’t afford to pay the rent on my own, but as long as I get a roommate it’s fine. Betsy, my former roommate, transferred out last month, she was a grad student at NYU, and she was cool about it, as she fronted me an extra months rent knowing I’d lose the place if I didn’t find someone quickly. I didn’t care who my new roommate was as long as we could get along. We each had our own private bedrooms on opposite sides of the place with a shared kitchen /living room “open concept”.

 Betsy was always kind and courteous and our paths rarely crossed. We did however develop what was known as Sunday movie night. Sunday was a night we always spent together in the common living area, I had to work early Monday mornings and she had college classes, and Sunday was the only day we ever had together with each other. Every other day in addition to her classes, she had a part time job, as well as a boyfriend so her time at the place was limited. It just naturally evolved and became a long standing tradition that Sunday nights were shared by only us, we’d cuddle up together on my couch with some popcorn, candy, snacks and drinks and watch whatever movies we could find.

 Me a gay boy, she a straight girl, we both loved our Sunday gatherings. Sure at first we tried different things, dates and studying, or giving each other space but within months we just enjoyed our Sundays as best friends. At first her boyfriends were jealous but within a few months they just gave up on our Sundays, because they soon learned Sundays were our time. I’m going to miss her and we had a tearful goodbye, she swears we’ll always be best friends.

Another aspect of our Sundays was we always gossiped about my dates as well as hers, heck I even dated one of her ex boyfriends, that one was a laugh in a half, especially when we talked sex with each other, hell if only our boyfriends ever knew what we talked about, they’d kill us, heck I knew more about her boyfriends than they did about themselves, I’d chuckle inside, whenever they showed up at the door remembering something she told me about them. Shit I’m going to miss that.

 After almost a month, and my funds were running low, I was getting desperate to find someone, I was even making cutbacks in spending, I could delay maybe another month or so, maybe, being optimistic. I begged my boss for extra hours, and was close to canceling cable and my phone plan from unlimited to pay per data plan. Sadly I was getting depressed and began searching other options, I advertised at the college, online, even went as far to make old fashioned tear offs, anyone half interested was a looser and I couldn’t afford to bring them in. One day I got a prospect, Pete, he was out of state coming in to check out the college and would be in town in two weeks to check out the school and wanted me to hold the room till then. I told him I couldn’t promise as I needed to get it rented ASAP and if someone came along it would be gone, so sight unseen he panicked and Venmo’ed me the first month, just to hold it, ok that took some pressure off, it bought me another month. 

 I later found out through texts, Pete was a transfer to the college so he was a junior which was a bit of a relief, since I didn’t need a “wet behind the ears freshman kid” new to NYC and sharing my place. At least he would be a bit older. Betsy was a graduate student and much closer to my age.  Still I was anxious about him as I hadn’t met him in person. I searched social media to try to figure this guy out long before he arrived, I mean I was a downright stalker.

 The day finally came and he showed up at my door. We had our awkward introductions as were scoping each other out, and I showed him around and began lightly discussing my boundaries and private space being our own rooms, but kitchen and living room were common, the most sensitive and touchy space was the single shared bathroom. I didn’t yet get around to revealing the fact that I was gay, and we didn’t discuss him, I think we were afraid it might be a deal breaker and to be honest I was relying on this rental at this point. 

 At the end of our grand 25 step tour, Pete tried to negotiate a better price, but with little resistance, finally accepted my original offer and wrote me a check for the next month. Wow I thought it’s been years since I’ve seen a personal check, but I was desperate too, and heck he was going to be living here so he wasn’t going to disappear if it bounced, regardless I took it to the bank right away. He said he’d pay each month prior, which I would use his first month as a security (something I’m sure his parents told him to do I’m sure). He said he would need to get some quick furniture and a mattress, I offered my couch till he got some sort of make shift bed or mattress. I told him he might need to add some pots and dishes to my rather sparse collection, and perhaps a small chair and end table for the living room since Betsy only left me with my couch, throw rug and my TV. He said sure he could easily come up with those things on his own, along with towels and cleaning supplies.

 He moved in about a week later, with more stuff than he thought he could come up with, he had two classmates, his first friends from school give him a hand, of course I helped, and one of the guys, Mitch, was definitely gay and a good looking guy, I tried to subtly hit on him, but was cautious, he didn’t take the bait, and I wasn’t sure about Pete and if they possibly had something going. I wasn’t ready to upset the apple cart yet. Pete’s mom sent all kinds of pots and pans and utensils as well as boxes and cans of startup food and sundries. Mitch began dispersing them all throughout the kitchen, everything was neatly labeled with Pete’s name on it, something I’d need to get used to, or get changed real fast. Betsy and I used to split all the bills 50/50.

 By the second night, It happened to be a Sunday, I came home and Pete and his friends were sprawled out on my couch, playing video games on his Playstation, on my TV in the living room. He got up and apologized saying his 25 inch TV in the bedroom was too small and he didn’t get a mattress yet, and his room was still just boxes of clothes and junk. I said it wasn’t a problem as I sat at the Kitchen Island, (well it was a shelf on a half wall anyway), and pretended to open up my laptop and search for a “Betsy movie”. I admittedly spent more time observing him and his friend’s interaction and their conversations. I learned a lot about the guy just listening to him and his friends. I finally went to my bedroom about 10PM and shut the door.

 I awoke Monday morning, and scurried through the living room to hit the head before getting ready to head out to work, it didn’t dawn on me that the couch still had a blanket in a heap although I’m a neat freak, and I totally forgot Pete was sleeping there, but didn't even realize he wasn’t there. I walked right into the bathroom on him, taking a dump, as I quick spun around and ran out. Shit how embarrassing, what the hell does he think now? He came out and apologized, but I apologized right back saying it was my fault, I should have realized. He just said no problems, we’ll just need to get used to our schedules, I admittedly said yeas and offered him some coffee that I brewed up while waiting for him to finish. He seemed surprised and thought it was a nice gesture. Pete must have left while I was in the shower and I finished cleaning up and headed off to work.

 When I got home Pete’s friends were scurrying around getting ready to head to Pete’s room, so I had some privacy, I thought that was nice. One by one they left, leaving only Mitch (the suspected gay guy) still in Pete’s room with him. Well my curiosity got the better of me as I creped down the small hallway, past the bathroom and tried to listen in on what was going on behind that door. Damn I was becoming a voyeuristic spy. My breathing got heavier and I had butterflies in my stomach and a growing tightness in my groin that I gently massaged very quietly. What did I hear, well it wasn’t much, in fact it was often very quiet almost a whispering and then long pauses. Oh my god, my mind was racing like a teenager, I thought they may be kissing or better yet blowing each other that could account for the silent pauses. I didn’t think they were doing it because damn they’d be making more noises and groaning than that. Damn I was getting hot and bothered. I mean Mitch was a good looking guy, heck I tried to flirt with him on move in day, and Pete wasn’t bad, but Pete I just couldn’t seem to put my finger on. (Although I would have liked to). Suddenly I was half way between the bathroom and Pete’s door when Pete’s door knob began to turn and I quick flipped around and ducked into the bathroom crashing into the door, as Mitch came out, and I was closing the door behind me. I ran the water, flushed the toilet and proceeded out to the living room where Pete was now sitting on the couch with one leg raised up and in a skimpy pair of thin shorts that he wasn’t wearing when he went into his room with his friends. He had some fine furry thighs cascading into those slightly baggy cupped open legs. I had to get closer to check him out, so I sat on the couch (a cushion away) and opened my laptop and began scrolling something not even knowing what it was. He picked up the remote after asking permission, and began channel surfing. Although I couldn’t really see anything I did detect he was free balling in the shorts and I could see flesh tones through that thin white material and as he bent for the remote on the coffee table his fine ass was evident, damn I was lusting for this guy now, I had excuse myself, to leave and go to my room to relieve myself. Wow what a cumshot, it didn’t take long, but I re adjusted myself and went back out to sit behind the kitchen island and observe.

 Finally we began talking and I dropped every hint I could about my being gay and he just came out and said he knew, Mitch and he had a bet from day one. He said he wasn’t sure by then said Mitch was also gay and claimed his gaydar is never wrong, then Pete said he guess he owes Mitch $5, and laughed. So every indication was that Pete was straight at this point, well there go all my fantasies of the two of them, Damn, I thought the real thing isn’t always as great as my imagination was. Anyway Pete had no problem with me, and we had a great night just talking. I learned a lot about him and he about me. I mostly talked about Betsy and what and how we used to do things and I told him about our Sunday movies night. He didn’t rule it out but it was the first real connection we had. He also said he would be getting a small KD bed instead of just a mattress, and I offered to help put the 100 part puzzle together.

 About a week later it was a Sunday night again and it was stormy outside, Pete was in those white shorts I now call his house or sleep shorts. It was the worst storm in a long time, when the power suddenly went out, it was darker than shit as we used our phone flashlights and realized we needed to make a list of emergency supplies, of course there was no heat either so as the apartment began to cool off, at first we curled up on each end of the couch under our blankets. I tried to pair my phones hot spot Wi-Fi with my laptop first to find out what was going on, of course I was unsuccessful but Pete figured out how to do it, as we scrolled to find a movie or something. I found something that neither of us had seen and we had to scootch over closer to each other in order to see the 10.5 inch screen. Before we knew it we were under the same blankets doubled up.

 About a quarter of the way through the move we both repositioned for better comfort, and somehow Pete wound up laying between my legs his back on my stomach, head on my shoulder as I balanced the laptop on his raised knee with my right hand, where we both were able to see, hear and be comfortable. I found my left hand alongside of his T-shirt covered chest as I felt it raise and lower with each breath. Occasionally I would move my arm and reposition it and my thoughts went to his upper body under that blanket, my arm and hand separated by only that thin shirt material, and I would pretend to scratch my slightly raised knee then reposition my hand in another place on his body. We’d laugh at something and I would tap on his chest or side, I was getting off on his warmth, his back on my stomach, y dick being pressed into his lower back just above his ass. Damn my dick was hard, I wonder if he feels it, he must, that only made me clench down my abdominal muscles which only made it worse as I know he had to feel it moving and trying to get free from his slight weight pressure. Then I took a chance I moved my arm and placed t back strategically where my hand rested on the top of his thigh, now I feel his hip and thigh through the material, the elastic waistband is under my wrist. I don’t know what the hell this movie was all about at this point and I think my right hand was shaking with nervousness a bit, but is he detecting any of this, he seems to be engulfed in this movie. He laughed at something and I lightly smacked his hip and laughed back as if I knew what he was giggling about and I placed my hand more to the center. Then I felt it, I’m sure I just dropped my hand right alongside his dick, it was nestled in between his thigh and abdomen and I think I just kind of pushed it aside, I felt him flinch just a tiny bit but he was continuing to watch that dumb screen, as I really wanted to put that damn laptop down and free my right hand.

 Then Pete shifted left squashing my dick further into his back as he shifted slightly to his left, which moved his dick back into contact with my hand, I raised my hand slightly , which only made it worse as his dick slid under my hand. Ah shit, I went for it, I put my hand down right smack on top of it. It was hard or else almost there, it was thick and bigger than I imagined but my hand was right smack on top of it with just those thin shorts separating us. I stayed still for what seemed an eternity, I figured he would scoot me away but he didn’t. I took the next step and gave it a loving squeeze, and he moaned as his head slightly rolled on my shoulder. I took that as a signal to try to go further and I reached down and fumbled with his balls through the shorts, they seemed very loose and quite large I imagined a low hanging sack, and they were warm I fact both of our bodies were radiating heat under those blankets, except my face and right hand on the laptop was chilled, as I lowered my head placing my nose into his freshly shampooed hair, I sucked in his scent as I felt my own warm breath radiating back up my nose.

 Here I am massaging his privates with my left hand and his left hand then spread open his shorts leg and his right hand grabbed my wrist as he placed it into the opening. I wasted no time and slid my fingers inside that leg making first skin to skin contact with his nut sack and I went to work as he released his right hand and began sliding it up and down my right leg, now mind you I was wearing sweats, I gently let the laptop go and it slid down his raised right leg to the couch then onto the floor. He began grinding on my dick with his back. I took my now freed right hand and went under the warmth of the blanket and squeezed it between his back and my dick and pulled my waistband down over my dick allowing it free to touch his shirt and shorts, but I didn’t stop there I fingered my way into the back of his shorts and pulled them down just enough to let my dick skin touch his back and maybe even the top of his ass, I removed my hand as he went back to grinding his naked back skin against my naked exposed dick and I was loving it, every fucking minute of it.

 I lost all concept of time and where or who we were and I kissed his head as my right hand began sliding into his waistband and working his hardened meat I slid up and down that shaft with my right hand while my left was giggling those bangers like a kid in a toy store. Then he pressed back hard against me as he raised his ass off the couch and his fingers into his waistband and he slid those shorts off before reaching back and inserting then in my sweats at the waist sides and he worked his fingers back grabbing my ass cheeks.

 Fuck it, I finally said and threw the covers off and yanked my sweats and T-shirt off and lifted the bottom of his shirt off placing it behind his neck exposing his beautiful tight smooth abs and chest and my hands went around his sides as I pulled his naked body into mine and he grinded his dick into mine as we kissed our first kiss. I got to tell you I almost came multiple times during this foreplay session, when he slid me down and knelt between my legs and began to lift them, when I grabbed them away from him and instinctively pulled them up over my head, he wouldn’t lick my ass although I was in perfect position for that, but what he did next sure surprised me, he approached my waiting ass as he knelt behind it and slowly spread my cheeks and began sliding his dick in my crack, almost as if waiting for permission.

I stared at that strong naked body propped up behind me my dick and balls exposed to the ceiling. I said yes please fuck my ass and that’s all he needed. He began by pressing in one long slow insertion without pause, he was inside me, my eyes were shut tight, and when I finally opened them he was just sitting inside me resting. He repositioned his hands to just under my back and began pumping in and out. Long hard strokes, culminating in a ball to ass slap and a slight abdominal to my ball squish, as we bounced around for several strokes in unified glory.

Then it happened I began spurting cum hands free all over my chest and chin and he in his sweat and breathlessness suddenly stopped. But he didn’t cum yet, at least I didn’t think so, but he was collapsing on top of me like he did, completely motionless. Then it happened after a few seconds I felt that dick head and shaft grow in size inside me and then it fluctuated in and out. He was now dumping load after load inside of me, and yet he was perfectly motionless and relaxed in my arms that have now let my legs go, and are wrapped around him.

We lay there for  a long time, when he pulled out and gave me a kiss saying he’s not gay, but we could spend our Sunday nights this way. Then he said he didn’t want to hear anymore about my Betsy nights anymore. I replied “trust me my Betsy Sundays are forever NOW Pete Sundays”. Then he went to the shower, which was a cold one cause the power was still off and the hot water was now gone. Sometime in the early morning the power came back on, lights, heat, TV as I ran around shutting everything off, I reached into Pete’s room and shut off his light switch, but I noticed him sleeping there all naked on that bed, I couldn’t resist and climbed in next to him also still naked and he grunted, but still moved over, as I told him Sunday night isn’t over yet. He smiled and we spent the rest of the night together.

by djfmonkey

Email: [email protected]

Copyright 2024