A little background: I am a bisexual 30 year old man living in NYC. I keep my sexuality to myself so no one in my friends or family knows that I like guys too.
The story starts online…on Facebook. A friend from undergrad reached out to me saying that he had an interview for a job in the city and that he wanted a place to crash. Initially, I really didn’t want to say yes, because I am kind of an introvert and I hadn’t spoken to Sean since college, almost 10 years ago. We had a lot of classes together back then and we often skipped them to get some pizza at a famous joint on campus. He was very muscular back then. I remember how he used to work out constantly. I also remembered the giant tattoo on his right bicep of the initials of his college football team buddies. However, his Facebook pix showed that he had changed. His muscle bulk had turned to fat and being short in stature didn’t him any favors.
I said no, citing the fact that my girlfriend was going to be sleeping over that week and that we only had a one bedroom apt and that there wasn’t enough room. However, almost immediately he started begging. He told me the story of how he lost his job and has been having a very hard time and that his ex wife isn’t going to let him see his kid anymore if he doesn’t keep paying her the child support. It was an annoying sob story but the guy seemed desperate and to shake him off I said, “I will see what I can do”.
Two days later my gf and I broke up because she had met up with her ex (who was a scumbag) and wanted to see if they can work things out again…and good riddance. I saw this as the universe giving me an opportunity to stretch out a helping hand to an old college buddy so I Facebook messaged him and told him to come by.
Two weeks later on a Tuesday, Sean arrived at my apartment with a weekend bag and a cheap Macy’s suit. He looked sad and I had some pity on him so I offered to take him out for dinner. We went to this really good pizza joint down the street to recall the glory days of undergrad. He insisted on paying saying that I saved him a load of money by letting him stay at my apt and that he was super grateful. He was earnest and wasn’t just trying to blow smoke up my ass, I could tell, which made me feel bad about almost saying no and blowing him off.
We talked for hours. We remember things like the 30+ year old lab assistant (we were in out 20’s back then) that was sleeping with the professor and wore really tight shirts to accentuate her perky tits. We also remembered this hot blonde that was in our Macroeconomics class that he slept with without knowing her name because we constantly referred to her as “baby mama” because she had a kid. We remembered many other things.
He then started telling me about how he got married to a whore who cheated on him and then divorced him and now demands money to let him see the kid he had with her. He had a pretty sad life. He was employed as a construction manager but his company went under and he was now out on his ass, no wife, no income, and no house. He was in a really rough patch. He then again voiced his gratitude for me letting him stay and I told him that it was nothing.
I tried to tell him about my life and how I recently broke up with my girlfriend which allowed me to host him. But we were both depressed, him from having to revisit sad memories and I from having to hear them, that I didn’t venture into too much detail.
We headed back to the apartment. I had set up an air mattress in the living room to sleep on. We had a few beers and then decided to go to sleep. In the morning, I woke up and he had already been up and in the shower. I waited for him to finish and he came out in he boxer briefs with no shirt. His gut has grown bigger and bulged outwards but has not quite started hanging out just yet. His arms and legs however had retained their muscularity, although there was some fat overlying them too. He had a “dad bod” and I couldn’t help but find him a little sexy.
He apologized for hogging the bathroom and promised to be out of my hair for good. He said he was heading straight back home after the interview so he packed all his belongs and said good bye and thanks and we parted ways, him to his job interview and I to my work.
It was a long day at work that day and I came home almost at 9:00 pm to find Sean sitting on my apt building door steps in his cheap Macy’s suit and with his weekend bag next to him. They had asked him to come back for a second interview in 2 days and he didn’t know where to turn. He looked pitiable again sitting there on the ground so I was more than happy at that point to let him in.
We went upstairs, had a quick dinner and a few beers and decided to sleep. I was exhausted and I think he was too.
I hadn’t watched porn or masturbated the night before because of my house guest but that night, I figured he would go to bed quickly and I was kind of horny.
On normal night, I have my computer screen hooked up to my giant TV on the wall so I can sit in bed and watch porn. Usually I play it loudly without headphones. My neighbors didn’t hear it well, besides I had heard them do much worse so I didn’t care. That night however, because of Sean being on the other side of my unlockable door, I decided to plug in my headphones.
Initially, I think I started watching some straight porno with a chick with big tits getting ass fucked or something like that. But I then started thinking about Sean’s dad bod and how i could see the silhouette of his cock as he got out of the shower and was whipping his head with the towel. I started watching one of my favorite gay clips with two muscular guys with small flaccid cocks wrestling naked. It wasn’t the most hardcore gay clip in my favs but I liked how their cocks swung in the air as they flung each other over on the mat.
I lay back naked on my bed with my back against the wall with my cordless headphones over my ears. I was rubbing my dick softly at first. That’s how I usually started. No lube, no lotion or oil, just my fingers softly touching the head of my cock. I could hear the two men grunting as they tried to pin each other down. They were muscular. One with red ribbon tied around his bulging bicep and the other with a blue one. They fought hard and kept flipping each other. All while their cocks rubbed against each other. It was very erotic to me to watch two men, try to dominate each other with raw physical power. I imagined myself being in the same situation and being dominated by one of them…
At that moment, the door to my room opened and Sean peaked his head in.
Surprised, I jumped off my bed and tried to find the TV remote to shut it off. I searched for it in the folds of my comforter but it was too late. He had seen the two flaccid cocks and my erect one. I hit the space bar on the key board to pause and flung the headphones off my ears. The frame froze with one guy pinning the other on his stomach from behind and with his cock mashed against the bottom fighters muscular ass.
“Sorry to startle you” he said as he saw me wide eyed and staring back at him. “I kept calling and knocking and you never didn’t hear me so I got worried. I am very sorry.” He glanced now quickly at the screen and then back at me and said, “I am really sorry. I couldn’t find the pump for the air mattress.”
I was frozen. No one from my friends knew that I was attracted to men. The few men I had had sex with were strangers. I saw my whole life flash before me and I saw myself being outed as gay to all my friends and family. I was not prepared for this and I saw my life spiraling.
This was clearly visible on my face and Sean picked up on it, which made him say, “Its OK, man. Don’t worry about.”
When he said this I remembered where I was. I came back from the future and I realized that I was still on my bed, kneeling now over the edge with the remote in my left lubed hand and my right hand on the keyboard and my cock still hard and visible but quickly softening.
“It’s OK. Don’t worry about it. I watch gay porn too. Everyone watches porn. Don’t worry about it. I just need the pump man cuz I am beat” His tone of voice was very calm and he did not seem surprised. This calmed me down somewhat. He was very nonchalant about what he had just seem and my current state that I didn’t know how to perceive his reaction.
“On the top shelf of the hallway closet.” someone said from the back of my throat.
“Alright, thanks bro, carry on. Haha” He smiled and swung the door behind him.
I folded over myself on the bed as I realized he was gone. My cock now fully flaccid. I wondered what is going to happen now? Is he going to tell all of our old college friends? or is he going to keep it a secret? What did he mean when he said “I watch gay porn too”? Is he gay?
So many more questions rushed into my mind. I tossed and turned all night until it was time to go to work the next day. I got up and showered and got dressed as Sean snored loudly on the air mattress in my living room. The slight attraction that I had for him the day before was now replaced with fear and resentment. His huge heavy stocky body turned over on the mattress and bounced as he did so when I walked by.
I arrived at work but I could not focus. All the questions from the night before continued to flood my brain and thy all needed answers. In addition to this, the lack of sleep made it impossible for me to work. At around noon time, I decided to go home and see Sean and talk with him.
I got home. He was sitting on my couch watching a movie on his phone.
“You are home early.” The day before I had been home at 9:00 pm.
“We need to talk” I disregarded his comment.
“About yesterday?”
“Yeah” I paused for a minute. “I am not gay.”
“Neither am I” he said and raised his hand with the palms up to signify his innocence.
“Yeah but…”
“Why are you so worried man?” He interrupted me. “We are in 2017. This is New York and this is your apartment. You can do whatever the fuck you want. I am just glad you let me stay here with you these few days and trust me nothing that I saw or heard will leave this apartment.”
His words somewhat reassured me and I took a deep breath.
“Exactly… breath.”
I smiled. “What did you mean when you said, ‘Everyone watched gay porn’?”
“I meant that sometimes I like to watch dudes fuck other dudes. Haha”
The conversation had eased now and I sat back in my chair. “Are you gay?” I asked.
“Are you gay?” He mirrored the question back at me.
“No. I watch some gay porn every now and then but I wouldn’t call myself gay.” I lied.
“Well I wouldn’t either. Guys are much easier to hook up with than chicks and after my wife left me, I was lonely and horny and fed up with bitches.”
“You had sex with dudes??” I exclaimed.
“No.” he crushed my hope. “But I started with the gay porn then every now and then I would meet a guy here and there and let him suck my dick.”
“Like in gas station bathrooms and truck stops and shit?” I asked trying to not let on that the gas station bathroom is something that I had done myself.
“No. Not gas station bathrooms. I have a friend that comes over. We sometimes watch porn together and beat our meat.” I remembered that that is what he used to call masturbation. ” And sometimes he will let me watch and he will go down on me.”
“Wow. Have you guys ever fucked?”
“No.”
“Would you?” The question came out more hopeful than I wanted it to be.
He paused to think, “I don’t know. A hole is a hole, right?”
“Yeah” I tried to sound as nonchalant as possible.
“So have you ever fucked a guy?” he asked.
“No, just the porn.” I lied.
“Well you have a good set up back there. I now have to watch porn on my small shitty iPhone screen.”
“Yeah. I am living the good life.” We both laughed. “You can use it if you want.”
“Your porn theater?” He said sarcastically.
“Yeah. If you want.”
He got up and went into my room. “Right now?”
“Sure. Why not?”
He sat on the edge of the bed and looked around. “This is a sweet set up. You have a nice room. Nice apartment.”
“Thank you…Its small but this is NYC so you I am happy with it.”
“So how does it work?”
I sat next to him over the edge of the bed, grabbed the wireless keyboard with the built in touch pad, then the remote to turn on the TV. “Just like any other computer.”
“With a giant ass screen.”
“With a giant ass screen.” I repeated in agreement.
I went to my favorites and started playing the same big tits/anal clip that I started with the night before. This time I played it loudly in the room. I looked over at Sean and looked fascinated.
“This is sweet.”
“Yeah, I like it with the lights off too.”
“And you just lay back on the bed and beat you meat, you dog.” He gave me a friendly shove.
“That’s usually how it goes.”
“Look how big her tits are on that screen.” He walked up to the TV and pretended to motor boat the girls tits as she got fucked from behind. “This is awesome.”
“Don’t get too excited now.”
“Why not? Don’t you want to suck my dick?”
I didn’t know exactly what he meant. Was this a serious request? I didn’t respond and kept focusing on the actresses now gaped asshole occupying the center of the screen.
“Why don’t you put on what you were watching yesterday?” Sean asked.
I looked over and he seemed to be asked seriously. “Sure.”
Again I went through my favorites. This time, there was quite a few more gay titles that showed up and even some tranny ones.
“I love her.” He said as a title with Bailey Jay scrolled by.
“Yeah dude. She is fucking hot.”
“I would fuck the shit out of her if I ever met her.”
“Can’t say I would do any differently, my friend.”
“Play it.” He asked.
“Sure.”
Bailey Jay’s sweet innocent face occupied the screen. The clips was a short 6 min advertisement for a longer production that she had put out. The camera panned down to show a very short skirt with her enormous erect cock peaking from underneath.
Sean walked up to the screen again and pretended to motorboat her cock, mocking himself from earlier.
The camera cut now to Bailey on a couch with a plug in her ass and her hand on her cock.
“I would love to plug that ass.” He said enthusiastically then looked over at me. I was fixated on her cock on the screen. “Are you hard?” He exclaimed. “You are hard, aren’t you, you dog?”
That was Sean. He called people “Dog” whenever when he wanted to encourage and applaud them, and called them “Bitch” when he wanted to shame them into doing something.
“Fuck you. I am sure your tiny dick is hard too.” I said with a childish tone that sounded like “I know you are but what am I?”
“Can’t lie, I am. That Bailey Jay is a National Fucking Treasure. I would love to cum all over that face. Have you ever paused and walked up to the TV and came on her face?”
“No I said.” The thought of doing that had actually never occurred to me. “That’s fucking disgusting. That’s a $900 TV. I am not jizzing all over it.”
He got up, walked over to the TV and pretended to grab his cock near the TV and blow his load on it. “You would love to see me do that, wouldn’t you?”
“Sure. Go for it. Apparently you are used to it.” The statement came more judgmental than I wanted it to and I regretted it. A part of me at that moment wished that he would pull out his cock and blow his load on the TV.
“I will if you will.”
“You will what?” I asked.
“Pull out my dick and beat my meat. If you are OK with it.”
“Sure” I said with some hesitation.
“Will you?” He asked.
“Sure.”
He reached down and pulled out his dick through the hole in his PJ pants. It was maybe 7 inches long, already hard, not terribly girthy and with a giant vein at the top and a tuft of blond hair that peaked out with it through the hole in the pants.
“You like?” He said as he noticed that I stopped watching the TV and started watching him,
I was embarrassed that he caught me watching. “I am just surprised it works” I said trying to hide the guilt.
“Oh it can do much more than that.” He said as he grabbed the base and started to slowly stroke it. He stole a glance at the screen that lasted all of 5 seconds then he looked back at me.
“Are you gonna pull your out or not?” At the point, I was sitting at the head of the bed with my back against the wall and he was still sitting on the opposite edge. “I have already seen it. I know mine is bigger, but don’t be embarrassed.”
I was embarrassed.
“Are you gonna pull it out or do you want me to wrestle you and make you pull it out?” He pretended to lunge at me from the opposite corner of the bed. He was clearly referring to the gay wrestling I was watching the night before.
I got up as he pretended to lunge but when he stopped to finish his sentence. I started to undo my belt. “Alright. Calm your tits.”
“I want to calm her tits.” He said as he turned back to the TV.
“Would you suck her dick?” I asked as I slipped my pants off, my erect cock throbbing underneath.
“I think I would.” He said without looking back at me, fixated on her cock. “Look at it. That shit is mesmerizing.”
“Would you ever take it in the ass?”
“Naahh.” He looked back as I pulled my boxers down revealing my cock already hard and throbbing. “I don’t think I would. I tried to slip a few fingers back there and it wasn’t happening.” I was disappointed to hear that. “I think if I was to ever have sex with a dude, I would be a top.” My hope rekindled. “Would you?”
“I don’t know.” I said. “Her cock IS mesmerizing. Want some lube?”
“Sure” He looked back and stuck his hand out. “Are you a lefty?”
“No. I just play with the left and navigate with the right.”
“That’s handy.” He was always terrible at puns.
“So you just do this with guys?”
“Yeah.” He said very casually. “We sometimes suck each others dicks.” He had failed to mention earlier that the sucking was mutual. “Want me to suck yours?” He asked even more casually. I looked at him without knowing what to say. I knew I wanted him to suck my dick but I didn’t want to sound like i had been thinking about it since I saw the silhouette of his cock as he got out of the bathroom yesterday. “I will suck it. If you promise to return the favor.”
“You sound like a sleazy fucking pornstar.”
“Haha. nothing sleazy about it, a hole is a hole. You down?”
“Sure I said.”
He stood up off the edge of the bed and pulled his pants down yanking his erect cock out of the hole through which it was out. He knelled on the bed next to me and grabbed my dick with his right hand. His hand was warm. “You dog. You have a nice cock.” He said as he started to lower his head closer.
“Less talking more sucking, bitch.” I said jokingly, He paused mid way to my cock as he heard this. I was scared that he took offense to that and was no longer going to suck my dick. He cranked his head up and looked me straight in the face. He stared for a split second then a smile crept over his face and he plunged down.
His tongue was warm, mouth moist. At first he took the head while his hand was still on the shaft. He circled the head of my cock with his tongue. He knew what he was doing. He bobbed down once and formed a vacuum with his lips and pulled his head back. He then stopped, sat up and looked me in the face and said. “Guys suck dick better than bitches.”
“Damn straight.” I found myself saying. At this, he plunged his head down and took the entire shaft of my cock down his throat. He gagged on it. Then he started bobbing up and down with his right hand on the base of the shaft and his left hand on my balls. Every few thrusts he would pause with my dick down throat and then pull back dropping more spit on my dick. The Bailey Jay scene had ended some time ago but at that point neither one of us watching. We were both focused on each other.
He continued to bob on my dick with force. This was the difference between men and women. Women were gentle and soft. Sean knew how much he can pull and squeeze my cock and he used his full force to suck it. He wasn’t afraid to tug and pull hard and to take it deep in his throat.
After three or four rounds of gagging on my dick then pulling back and spitting on it, I was ready to blow. “I am about to cum.” A fair warning.
He didn’t stop. He gagged my cock again and pulled back, further this time, with a string of spit trailing from his lips to the head of my cock. “Go for it.” He said.
He smiled and plunged back and gagged once more. Then he pulled back slightly so the head of my cock was at his lips. His hands then started working my shaft quickly and forcefully. I felt the rush in my back moving toward my cock. I knew in seconds I would blow my load inside Sean’s mouth. I let out a sigh and with it a stream of cum down his throat. He did not flinch. He held his lips on my pulsating cock. His cheeks puffed as more and more cum filled his mouth. Eventually I stopped shooting inside him.
He pulled his lips off of my cock and sat back on his knees. His cheeks were still puffed from the giant load that filled his mouth. He looked down at his own hard cock. He pouted his lips then he squeezed a small stream of cum and spit that dribbled down to his cock. The white goo covered his shaft and dribbled down on his balls. My cum was now drenching Sean’s cock. He spat the last of it on the head of his cock then looked at me and said, “Your turn, bitch.”
To be continued.
Source: reddit.com/r/sexystories/comments/aerasw/crash_for_the_night_part_i_mm
Fuck dude that’s hot as hell, can’t wait to read more!