Indian Gay sex story — Underwear of my Roommate: Part 3

The third part of this story is told by Deepan.

Underwear of my Roommate: Part 3

Click here for Part 2 posted earlier

In just the last month or so I went from being a guy who occasionally liked to sniff my roommates’ underwear but that had never had any sexual experiences with a guy to a guy that had jerked off one of my roommates,sucked off two of my roommates, gotten jerked off by one of my roommates,kissed one of my roommates, and also fucked one of my roommates in the ass while he was passed out.  This year was definitely not going like I expected it to.

I must admit that I really enjoyed hooking up with Puneet.Although I was really nervous about it, I really wanted to keep hooking up with him.But, the stuff with Jaichand had gone too far for me.  I didn’t particularly like Jaichand all that much.  Since he had started taking steroids to bulk up he had become a real jerk.  But I was still really uncomfortable with what had happened.  I felt really guilty for fucking his ass while he was passed out. Though, it was the tightest hole I had ever fucked.

My guilt about fucking Jaichand made me avoid Puneet at all costs.I missed our friendship and I really wanted to taste his monster cock again, heck,
had even been dreaming about that huge cock fucking my virgin ass, but I
couldn’t get over feeling so guilty about fucking Jaichand.So,I just stayed away from Puneet as much as possible.

It wasn’t that difficult.He was starting to work with the baseball team
to get ready for the upcoming season and he had also just started seeing some slut.  The baseball and his studies seemed to keep him busy during the days and his new girlfriend kept him busy most nights.

One night Chetan and I were downstairs watching TV and she and Puneet were upstairs hooking up.  Suddenly Chetan and I started hearing really loud moaning that went on for several minutes.  We were both cracking up. Chetan said that Puneet must be damn good at giving oral sex.  I just nodded and thought to myself that he was probably sticking that 9.5” thick cock up her pussy, that would make any girl moan like crazy.

For the next several weeks Puneet and I didn’t really see much of each other.  Like I said, I missed him, but it was nice not to be constantly worried about what he might make me do.

One weekend, Puneet had gone off with the baseball team for some sort of footballl camp.  Jaichand and Eknath had also gone out of town to see concert.
That just left Chetan and myself.  Chetan, as usual, had decided to go out on Friday to scope out the chicks.I decided to stay at home and take it easy.  But eventually I got bored.  So, I decided to re-arrange my bedroom.  In the Summer and early Fall I always kept my bed away from the windows because it was so hot.  But it was getting colder, so I decided to move my bed under the windows.

I moved the mattress off my bed first and immediately saw the three pairs of underwear hiding there.  The first pair was Puneet’s black boxer briefs with his own cum stains on them, the second was Chetan’s grey trunks with my cum on them and the third was Jaichand’s white briefs also with my cum on them.  I just laughed and picked up Puneet’s underwear and smelled them.
The smell had faded, but I could still catch the slightest hint of his cum and sweat on them.I thought about jerking off, but I just picked up all of them and put them into my nightstand instead.

I quickly finished re-arranging the room and then went downstairs to watch some TV and drink some beer.  It was still early and I was bored,so I ended up drinking a whole lot of beer.  Finally, at about 1:30am I went up to bed and passed out quickly.

I had passed out pretty good and I never heard Chetan come into my room. He had knocked and then come in and started yelling my name, but I still hadn’t woken up.  Eventually he started shaking me and I came to enough to look up at him.

“What the fuck man?” I asked.

“Dude, I got some fucking whore here but I am out of condoms, do you got any I can borrow?” He asked.

Typical I thought. “In my nightstand.”  I told him and I quickly went back to sleep.

I don’t know how long I slept after that, but eventually I woke up in a cold sweat.  I realized that I had never put the pairs of underwear back under my mattress.  At first I thought it might have all been a dream.
My thoughts were cloudy and I started to calm down.  But then I opened my nightstand drawer and I saw that there were only two pairs of underwear there… Chetan’s underwear were gone.  At this point, I started to completely freak out.

I had no idea what to do.  I was surprised that Chetan had not beat the crap out of me as soon as he found them.  I thought about getting up and leaving, but I didn’t know where I would go.  And I knew I would eventually have to come back and face him.  I thought about various explanations I could offer, but none of them seemed plausible.I thought about telling him the truth, but I quickly realized that he would never believe all the crap Puneet had made me do, and I really didn’t want to get Puneet in trouble with me.

I stayed up worrying the whole night.  The sun came up and I was still worrying but I still had no idea what I was going to do.  I decided that the best thing to do was to avoid Chetan at all costs and hope he didn’t storm into my room and try and kill me.  I was hoping that I could avoid him until Puneet came home on Monday.  Then I could explain to Puneet what happened and hopefully he could help me find a way out of this mess.

I stayed in my room until mid-afternoon when I heard Chetan’s car leave. I then went down and got some food and a lot of beer (I didn’t plan on leaving my room again that night).  I went back upstairs and cursed the
damn house for not having locks on the bedroom doors.  I laid in bed and watched some TV and tried to not thinking about what was going to happen.  Eventually, because I had not slept much the night before, I
fell asleep.  When I woke back up it was dark outside.

I went to the window and saw Chetan’s car in the driveway.I listened to my door, but I couldn’t hear anything.  So I cracked open a beer and started watching TV again, thankful that I was still breathing without a broken nose or any broken ribs.

I watched TV for about an hour when I hear a door slam.  I must have jumped about a foot off my bed.  I then heard Chetan screaming.

“Fuck you bitch!  Get the hell out of here.  You’re way too fucking ugly for me anyway!”I then heard footsteps running down the stairs and then I heard the front door slam.

I got under my covers and turned off the TV.I definitely did not want Chetan to hear any sounds coming from my bedroom if he was still in the house.

I then heard footsteps coming back up the stairs.Then I hear a bedroom door slam.I was relieved and started to relax.  But then I hear a door open and footsteps coming towards my bedroom.  I was so scared that I couldn’t breathe.  I heard Chetan stop right in front of my door.  I was hoping that he was listening to see if I was up and I was hoping that when he didn’t hear anything that he would go away.  But unfortunately, that didn’t happen.

The door flung open and I could see Chetan standing in the doorway.  In his had were a pair of underwear.  My heart sank and all I wanted to do was run as far away as possible, but there was no where for me to go.

“Deepan, you awake?”  Chetan yelled.

I tried to act like I was asleep.  But he walked over to my bed and started shaking me.

“Deepan, wake the fuck up!”

I tried to act like I had just woken up.
“Oh, hey Chetan.”  I said trying to sound groggy.  “What’s up?”

“This is what is up.”  He said and he flung his underwear at my face.

I grabbed the underwear and threw them on the floor.

“What the fuck man?”  I said, trying to sound confused.

“Don’t fuck with me Deepan, I’m not in the mood.  I know you know what I’m talking about.”  He said.  He sounded pissed off.

“Chetan man, I can explain…” but I paused.  I knew I couldn’t, and even if I told him the whole story I knew he wouldn’t believe me.

“Don’t bother Deepan, I don’t need a fucking explanation.  I know what is going on.”  He said and he sat down on the bed next to me.
“You like cock, you are a fucking fag.”  He said and smiled at me,waiting for me to reply.

I couldn’t respond.  I was terrified.
“Chetan, I’m sorry.  Please, I’ll move out, I’ll do whatever, just calm down man.”  I said, sitting up.He started to laugh.

“Fuck Deepan,I don’t want you to move out.Hell, this is the best news I have gotten in a long time!”He said and put his hand on my shoulder.I just looked at him with my eyes wide open.

“You know how horny I am all the time.  Most of the time I get some sluts to get me off.  But every now and then they won’t do the job.  This whore wouldn’t suck my cock and wouldn’t let me fuck her.  She just wanted to make out and cuddle.  Fucking bitches!”
He then started to squeeze my shoulder and smile wide.

“But you, you like cock and I know that fags are always up for getting some action.  So, you are going to help me out when I need it.”He said calmly.

“Dude, it’s not like that.”I said and started to try and explain to him that I wasn’t a fag and I didn’t want his cock.But I stopped and realized it was useless.

“Oh, but it is Deepan.  You had a pair of my underwear in your nightstand.You also had two other pairs, which I’m sure belonged to our other roommates.I’m sure you jerk off smelling them and thinking about our hard cocks.  I know what you want, so this is going to work out great.  I’m going to get what I want, and you are going to get what you want.”

“Chetan, I don’t want anything.This is all just a big misunderstanding.”  I said sheepishly.

“Deepan, it’s alright man.I don’t fucking care if you are a queer.  Your secret is safe with me.  But I am damn sure going to take advantage of it.”  He said.

Again, I thought about trying to explain to him about what had happened with Puneet.  But I didn’t want to get Puneet in trouble and I didn’t want to piss Chetan off.  At the worse, I thought, he was going to make me suck his cock.  And I can’t say I was against that idea.  In fact, my own cock had already started to get hard thinking about it.

“OK Chetan,what do you want?”I said, looking down,I couldn’t look him in the face.

“Ah, good man.I knew I could count on you.”  He said.He then got up and went over to my nightstand and pulled it open.  He got a condom and ripped it open.
“Want me to put it on, or do you want to do it?”He asked, almost laughing.

“Fuck Chetan, I am not doing that.  I’ve never…”  I tried to tell him that I had never gotten fucked, but he sat back down on the bed and grabbed me by the shoulders and shook up.

“I’m not asking Deepan.Don’t lie to me and tell you me have never had a cock up your gay ass.  I know you are a fag and I know you want it.  So shut the fuck up and turn over.”  He said sternly.
I thought about protesting some more.I was scarred.I had never gotten the condom down his shaft.
“Sometime later I’ll let you taste it Deepan, but right now I just want to fuck your tight ass.”  He said.
After I got it on he sat back on the bed and I turned over and laid on my stomach.I felt him maneuver so he was straddling me.  I had no idea what to expect next.
He then took his fingers and put two of them in front of my face.At first I didn’t know what to do,but then I realized what he wanted, so I opened my mouth and sucked on them and tried to get them as wet as I could.
He then pulled them out of my mouth.  He pulled down the covers and then pulled down my pants.He hesitated for a moment and then pressed them against my asshole.At first he just rubbed them around my asshole, but then he started to press them into me.

It was the first time that I had ever had anything put up my asshole.  I had thought about putting a finger up my ass while I was jerking off, but I had never done it.  He got the tip of one finger into my asshole and started moving it around and around.  I felt amazing.  I closed my eyes and let out a soft moan.  Then he shoved his other finger up there and started pushing both fingers down into my asshole.  That began to hurt a little and I tried to push down against the bed to avoid his fingers.At this point he was on top of my and I could feel his warm breath on my back.

“Damn, you are tight.  This is going to be one hell of a fuck.”He said and he thrusted both his fingers down hard inside of me.I gasped and he just laughed He pulled his fingers out of me and then spit on them.I couldn’t see
what he was doing, but I guess he rubbed his spit over his cock He then leaned down and whispered into my ear that I was about to get what I had been wanting.
His left hand was next to my shoulder propping him up on the bed.  I could feel both his feet standing him up and with his other hand he was guiding his cock towards my ass.
Then I could feel the tip of his cock rubbing against my asshole.  He didn’t put it into me yet, he just rubbed it back and forth and up and down against my asshole.  But then he stopped and started to force it into me.

I could feel his arm shaking beside me.He guided his cock head into my hole and then put his right hand onto the bed to prop him up.

Then, slowly he started to thrust down into my ass.I immediately tightened my asshole and his cock head slid out.That was obviously not what he wanted.
“Damn it Deepan, you’ve got to fucking take my cock!”He almost yelled.

He then took his right hand and repositioned his cock into my asshole.This time he didn’t try to go as slowly.  He put his hand back down on the bed and thrust forward so about half of his dick went into me.

I gasped and cried out in pain.I had been wanting Puneet to fuck me,but I had not expected it to hurt this much.

“Chetan, it hurts, it hurts!Take it out, take it out!”I screamed.

“Oh fuck man, you are so tight, you are going to take this big dick like a good little fag. “He said.
He then picked up both his hands and laid the full weight of his chest down on my back.  He was still holding his hips up and still only had about half his cock in my ass.  But I was pushing down into the bed with all my strength trying to get away from his cock.

Then he pushed his hips down and lowered himself down into my ass.  I was gasping and trying to wiggle out from under him, but it was no use.  His entire 8” cock was now all the way up my ass.

He stayed like that for a few seconds.  The entire weight of his body was pressed against my back and his entire cock was up my ass.  Again I felt his hot breath against my neck.
“Oh Deepan, you are so damn tight. Man, this is so much better than any fucking pussy!” He said.

He then started to pull out and all I could think was that I hoped he would pull his cock all the way out of my ass.  It hurt so bad.  I felt like I had to piss and like I had to take a dump.  I had imagined this would feel so much better, but it didn’t.  It hurt like hell.But for just a second, I thought to myself that I was thankful that it was Chetan’s cock up my ass and not Puneet’s huge cock.  I couldn’t imagine how much that would hurt.
Chetan didn’t pull all the way out, he just pulled up about half way and then he plunged back down hard into my ass.  I let out another scream, but he didn’t seem to hear it or care.
He then started to thrust up and down into my ass.  Slowly at first,but then he started to go faster and faster.I had actually read gay porn stories and had read how it always hurt at first but then it started to feel good. I started to bite my pillow and kept waiting for it to start to feel good, but that never happened.

Chetan was now moving up and down fast. He was pounding my ass as hard as he could and he was moaning loudly. I just kept biting my pillow and could feel tears rolling down my checks. I wanted to keep yelling out for him to stop and how much it hurt, but I knew it wouldn’t do any good.
His dick was thrusting down hard into my ass and I could feel the sweat from his hairy, tight chest and abs dripping onto my back.  He kept his head close to my ear and kept whispering to me, between groans, about how good my tight, fag ass felt and how he knew I loved having his big cock up my ass.

After a few minutes,I thought I was going to explode from the pain, but I could tell that he was getting close to cumming. He was grunting and groaning louder and louder.
He then pushed himself up with both his hands and was pulled his cock out of my ass.Him pulling out of my ass, especially so quickly, hurt worse than him going in.He was now on his knees straddling my back.I heard him pull off his condom and heard him starting to jerk off.

I just laid there.  I was thankful that his cock was out of my ass and wasn’t thinking about anything else other than that I wanted this whole ordeal to be other.Then I heard him grunting again and felt his hot cum hitting my back.One shot hit the pillow by my face, but the rest hit my back and my ass.

After he was done cumming, and it felt like an amazing amount had been splattered all over my back, he fell back onto me with his full weight.  It made me lose my breath for a second.He was breathing heavily and his chest and stomach was wet with sweat.That mixed with his cum to make my back and my ass drenched.  He laid on top of me for a few seconds just breathing heavily in and out.
Then he whispered into my ear,”Damn Deepan, that was the best fuck I have ever had.You fags definitely know what you are doing!I can’t wait for round two.”
He then got up, picked up his clothes and left.

I laid there for a few seconds in a massive amount of pain.  I eventually moved to get up because I really wanted to take a shower and clean myself up.To my surprise, my cock was rock hard and dripping pre-cum.  The bed was wet with my pre-cum.I hadn’t realized how hard I was while he was fucking me.

I laid back down on the bed and started to jerk off.  It only took a few seconds before I knew I was about to cum.When I did cum,it shot all the way over my head and hit the wall behind me.Then second spurt hit

my face and I was able to lick up some of the cum from my goatee.

After I finished cumming I laid there for a while.  My ass was on fire and I was totally exhausted, but I was also totally relaxed and my cock felt amazing.I eventually got up, pulled the sheets off my bed and took a shower.  After I dried off I crashed back onto my bed and could barely move.I was so exhausted and surprisingly, pretty damn happy.It only took me a few seconds to fall asleep and start dreaming about having Chetan’s long cock up my ass.