My Freshman Year

by djfmonkey

23 Feb 2022 2840 readers Score 9.6 (156 votes) PDF Mobi ePub Txt


Monday morning we cleaned up, Josh started the sheets in the wash, his mom, side eye, looked at him saying a sarcastic “Thank you Dear”, then we headed to school, and went to class, where I realized I was still wearing Josh’s clothes, I promised to clean them before I returned them and he laughed. Got back to my dorm room and my roommate Jim around 3 and he asked if I got lucky like him this weekend, and ignored him secretly despised him, and his mess.

Thursday after class, Josh asked if he could see my dorm room, and I shuttered at the thought, but I agreed to meet him there at 3, provided I give him the out and out dish on my roommate Jim. He decided it would be a treat to meet him, all in all, I texted Jim to let him know I was planning on a guest visit to our room, if he could manage to stay away. I got to the room about 2:30 which gave me some time to clean, surprisingly it was decent enough, don’t know what got into Jim, now if he’d only just stay way.

Josh showed by 3:15 and he jokingly covered his eyes as he stepped inside the 10 x 10 room with 2 desks, 2 dressers, 2 very small closets, and 2 twin beds. He sat on the bed, thankfully mine, as we talked more about Jim and his escapades and gang of thugs that always hung around him, and I expressed my discouragement of his antics. Josh got up to check out the other rooms in the suite, the shower and bathroom, and couldn’t believe I had to share it with 5 other guys, then he wondered about the other 5 suite mates and asked if any were hot guys. I began to act annoyed as he pushed me toward the bed plopping me down, with him on top of me saying just kidding before planting a deep kiss.

Just then, to my dismay Jim stepped through the door saying for god sake use the fucking sock on the door, I don’t need to see that gay shit. Josh jumped up faced Jim and said “What did you say”? Jim replied “You heard me”. Then Jim looked to me and said “You are a fag, we just assumed it, but you just proved it”. Jim turned to him grabbed Jim by the balls and planted a kiss on his lips, saying “Come on now Davey boy we must be headed out to the flower shop” as he grabbed my hand in a very effeminate manner scootched me on the ass with a big old hand slap as I passed. We left hand in hand laughing our asses off. I said great, you’re going to leave now and I’ll have to go back to face him. I walked Josh to the parking lot behind the building, and we parted, I reluctantly went back to the room, Jim was gone already, so I quick put a sock on the door and locked myself inside, not wanting to have to face him. I can’t imagine what Jim thought. A few moments later, when Jim knocked and I replied “fuck off”, just as he did to me last Friday, payback is a bitch Mr. Karma.

I texted Josh and filled him in on what I was doing, and surprisingly he came back to campus knocked on my dorm room door, I said “Fuck Off” assuming it was Jim again, and then he said let me in, realizing it was Josh, I did, and he told me we couldn’t lie to the guy, now could we? So he stripped down, instructed me to do so as well and we both laid naked in my small twin bed that suddenly was very comforting, I spent hours just letting my hands roam around his body and kissing my man from head to toe. I was having my way with my man on a Thursday night in my own dorm room, yet another first.

Around midnight Jim probably pretty upset by now, unlocked the door after making enough noise to make sure we heard him coming in, he wandered past our naked entwinement as he made a eeeewwww noise and plopped onto his bed and covered his head with his pillow.

When morning came Josh got up and did a morning stretching routine, morning wood and all right into Jim’s face, I had to turn away in giggling laughter into my pillow, which obviously exposed my butt that Josh slapped as he moved to the bathroom and actually showered, as a parade of suite mates seemingly checked him out, and vice versa I’m sure. I cleaned up and we exited to class, I’m sure leaving a lot of gossip behind in the suite. 

After class Josh said this weekend at his house again his parents would be gone again the whole weekend, his dad has a conference in Virginia and mom decided to go too. So I was welcome to spend another great weekend with my guy. I replied “only if we try something new”, and he replied, “something new it is, are you sure you’re ready for that”? And I said “we’ll soon see”. He said “Friday then 3 o’clock, my car parking lot 6”, I asked “what I should bring” he said “just yourself you won’t be needing very much more”, Ha ha laughing.

Friday afternoon came and I brought a backpack with some clothes and wash up sundries as well as Josh’s clothes that I neglected to wash yet. He laughed at me, we stopped and picked up a Bucket of Chicken and some junk food, he said first rule, “we strip at the front door and the first one to dress all weekend loses”. Second rule “We must reciprocate everything, if I blow you, you blow me, if I swallow, you swallow, that’s it, 2 rules, think you can do that for the next 55 hours”? Shit, 55 hours I thought, that’s only till midnight Sunday, I then replied “I’m going till 6am Monday that’s 61 plus or minus. And he smiled.

We got inside the front door and Josh said “first one naked gets blown first by the other”, saying GO and he put the bag of food down and had his clothes off faster than me, of course he had no underwear or socks on today so he had an advantage which I complained about. Anyway we headed out to the pool deck and sat on the cabana lounges as we ate our dinner. The whole time staring at that naked body with his oversized chicken leg nesting between his legs, I was ready to munch down on that as soon as I was done with the one in my hand. On the other hand I was already hard as a steel pipe with anticipation of the weekend ahead of us. How did I ever get so blessed with this situation and why did he choose me, I often wondered of all the guys Josh could get why me? Maybe I’ll get up the nerve to ask that question sometime in the next 60 or so hours. He treated me like a king, and he took things slow, sometimes too slow, but he always was polite about it too, he asked and keep me in constant communication, he wanted to make sure I was ok with things and he was never overbearing nor did he ever make me feel inadequate at what I did in return, although that was my own opinion of myself. Hell this guy fell for me as much as I fell for him. I’m pretty sure now I’m his first real relationship even though it’s only been a few weeks.

After dinner we hit the pool swimming with Josh naked was a treat I’ll never tire of his body, cause its perfect in every way, the heated water beading up on our skin made me want to lick the droplets and several times I consumed the chlorine flavored drippings. We moved to the hot tub where he went down on my unit. My head was lying back on the deck and he pushed my legs up over so my knees almost touched the deck, the rest of my body was covered with the hot bubbling waters except my ass and dick, it was poking straight up toward the sky. Josh began an all out assault on my dick and balls, I felt so hot within the water, yet my ass and balls exposed to the cool night air with his warm tongue and mouth consuming my bone and sack, and I could feel his warm breath from his nose slowly leading his moist wet tongue as it followed. The several sensations put Goosebumps on my exposed ass that occasionally got stroked with his wet hot hand as he kept dipping it back into the water and out, his left hand continued to hold my legs and knees in toward my face, eventually the deck was paining my neck and I asked to change positions. He sat up on the deck and spread his legs inviting me to try my skills on him, I have to admit I’ve gotten pretty good at sucking his cock, as anxious as I am, I’m learning to take my time which I can tell by his motions, is doing the job. I think I know all his right spots, and I’m beginning to read him like a book, my god how have I missed this all my life, I love every minute of it and the next 60 hours may not be enough. We both exited the pool area about 9 it was getting quite cold, neither of us has cum yet, the first 3 or 4 hours has just been pleasurable foreplay, yet it seemed like it was only a few minutes.

We moved to the couch in the family room, Josh covered in just a towel wrapped around his waist, when I accused him of not being naked and he lost the rule number 1, as he pulled it off and gave me a towel snap that hit right in my balls that doubled me over onto the floor. I started twirling my towel and said remember rule 2 what you do to me I do to you and snapped it at him but after 3 tries I could only hit him in the stomach or legs, as he laughed taking the towels and tossing them to the side as he sat and pulled my ass into his open legged lap with his hard dick pressed against my backbone as he leaned in and kissed my neck and wrapping his left arm around my chest. As his right channel surfed to a streaming gay porn site, as we watched and pointed out things we would like to do to and with each other. I never really saw porn except internet porn and usually it was just to jerk off to, but we were watching real porn movies with themes and plots (however shallow) but like a real movie we were rooting for some characters and hated others and there were even emotional scenes that made us tear up. Feeling his warm naked body pressed up against mine, feeling his heartbeat, feeling my own heartbeat, I was relaxed and content, well except for my dick that was straining straight out at full mast edging and stretching for more. I’ve never had a hard on for so long before without trying to take care of it, but Josh hasn’t cum so I’m determined to obey his rules, and I will hold off no matter how hard it becomes.

After feeling each other up, us changing positions several times, and gently massaging each other’s nakedness, we decided about 1am to head up to bed. We did some 69’ing for a while as Josh began to finger my ass crack with both hands, suddenly I began to tense up, not really with fright but anticipation, could he be going there? Was I ready, if he did? Slowly his tongue slid down under my balls, by this point I swear my cum was millimeters away from flying across the room. He spent what seemed like hours on tonguing the area between my legs under my balls and over my ass crack, I attempted to do the same to him, as we were still in 69 but I just couldn’t reach, so I used my moistened fingers to replicate his tongue motions. He grunted in approval as my tongue swept either side of his balls between his legs. My fingers were wandering up and down his ass crack, thank goodness he wasn’t touching my cock at this time or I would have lost it.

By now my cock was actually in pain, I think needing to cum, Josh was careful to avoid any sort of touch that would do so, as he made us lay back and take a break. He eventually approached me between my legs and lifted me back into that awkward position and had me holding my ankles leaving my ass pointed towards the ceiling, my knees were almost next to my head and my own cock was merely inches from my face. Josh began licking from my balls to my crack again, only this time he ran his dripping saliva with his tongue up and down each side while holding my cheeks apart with his hands, occasionally he would stop and press on what was obviously my tightly closed bud hole, slowly rotating and pressing, while he spoke softly as if to a sleeping baby, “it’s OK, now, just relax, it’s ok, how’s that feel”? Shit Josh is going to violate my virgin hole with his fingers I thought. But he’s waiting for my approval? Shit do I want this to happen, what if it hurts too bad? After a few more minutes of him playing, and maybe getting in up to the first knuckle of one finger he let me drop my legs down

Eventually he rolled over on his stomach and got on crouched knees and He reached over to his night stand and took a small pump bottle out of the drawer, he had me get on my knees behind him and he pumped several squirts onto his palm and massaged it into his crack as he pumped the cool liquid out in several globs onto my hard dick and I instinctively swished it around so it didn’t drip off, he had one maybe two fingers into his own hole by this point and grabbed my lube covered hand and guided it toward his hole and instructed me to push ever so slowly one finger in as he pulled out, holy shit I had a finger half way inside Josh’s ass hole, he grabbed my wrist and pushed it in harder and then back out, as he told me to add a second finger, I had 2 inside as I slowly by his grip pulled me in and out gently twisting my wrist from side to side asking me to bend at the first knuckle, where I could feel the inside of his ring, as he asked me to spread my fingers to open him up. We did this for a good long time and I got to 3 fingers as he moaned with some pain but he wanted more,

Then he instructed me to begin sliding my dick, and take more lube if I needed to and slide it up and down his crack, but cautioned me on Cumming yet, but by now my cum seemed to back back down into my balls if you will, and my dick was ready for action again. He asked that I find the hole with my tip and slowly push in and try to not pull out just yet, just to keep a steady pressure on the hole and it will allow me in, my dick began to fold, he just said to stop and wait then apply more pressure again, and slip it went in further, not all the way yet, but it slid further than I thought it would, he jumped with surprise but grabbed me by the back of my legs holding me from moving either way asking me to wait patiently, let him and me get used to it.

It was then I realized my dick was more than ½ way into Josh’s ass and his passage was constricted tightly around my throbbing shaft, he began to pull me in and out by the backs of my thighs and the feeling was purely the most enjoyable feeling I’ve ever felt, I began to press in and out eventually going deeper and deeper, but still ever so slow, we were both enjoying it and having fun, he had me speed up, but I felt my cum wanting to ooze out when he stopped me again and I felt his warmth surrounding my shaft as the lube slowly dripped out onto my balls when I realized he had his fingers somewhat in my hole and he was replicating my dick in his ass with his fingers in mine. I suddenly told him I needed to cum, as he held me tightly deep inside him keeping me from moving, the two of us just breathing, my breaths replicating his, our warm naked bodies pressed up against each other, holding me steady in his ass tunnel, forcing me to relax, but my mind was just racing and I tried unsuccessfully to begin pumping, his arm strength was amazing as he forced me to hold still.

After a few moments he returned his fingers into my ass gently massaging in and around my hole, I was in ecstasy. He began to push me out and back in ever so slowly as he pushed back and forth on me I was fucking Josh but his ass was fucking my dick, I stopped as he took over. I screamed so loud I’m sure the neighbors could hear, “I’m Cumming, I’m Cumming” as he pulled me deep inside of him, letting me release my load inside him, I felt the multiple splashes actually splashing back onto my dick head inside of him as the sperm pooled up inside of him suddenly making it much easier to pump away with such an adrenaline rush I seemed like I would never stop Cumming. I slowly pulled out my dick still thrashing up, down, back and forth as I watched the cum begin to flow out of Josh’s ass in gooey globs of hanging jism flowing down to the sheets, I collapsed in exhaustion, realizing I have just fucked my first ass to completion, and it felt so good,  I wanted to do it over and over again and never wanted to do anything else, but continue this addictive feeling of being high. I just Fucked Josh’s ass and I came inside of him. Suddenly reality returned as I thought we were not yet done, what comes next?

by djfmonkey

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