Gay Erotic Stories

I don’t know how he could do it. When Jim opened the door to Jeff’s room, we found Jim’s brother sound asleep, dressed only in an expensive set of boxer underwear.

“Well, I think I told you how my brother controls his mind.” Jim remarked. “He can sleep like this knowing that he has a rough hour or so to go through with some big cocked guy and then a worst time tonight at the hotel with the sheik and his ten inch cock. And he is not the least part of gay.”

Before we awaken Jeff, I looked him over well. I saw a remarkably virile, masculine man for one whose large income was based on being gay for cash. There is no need to go too deep into Jeff’s description but, even at twenty five years old, he looked like a top jock college quarterback football player in the freshman class. His extreme good looks probably came from spending money at salons and health clubs but he was of a movie star quality.

I got a yen that this stud would be giving me a taste of rough trade man to man sex rather that me doing it to him. On occasions I do enjoy a real he man pounding my tonsils and fuck hole. Because I am sometimes careless or on occasion desiring something different I have, in the past and probably in the future also, have made bad choices of the young straight men I have selected to be my sex act partners so I do know what is expected in rough trade sex.

Jim gently shook his brother who woke up with a smile. When he saw me with Jim, Jeff said, “Hey, Jim. Looks like you picked me a real winner. I like this guy’s looks. Can I see his cock now?”

“It is nearly as big as the sheik’s, Jeff,” Jim told his brother who had by then stood up. “This is Bob and he knows what is necessary to do. I will lube you up now and we will get his started as soon as we can. You only have five hours before you meet with the sheik and Fazil and Saied.” Jim slipped Jeff’s shorts down to the floor and revealed in the process that Jeff was swinging a eight or an eight and a half inch semi-thick cut cock with a rosy red knob.

It took my full self control not to kneel and began to give that prize one of my best acts of fellatio. I do remember that my mouth was watering at how close I was to a cocksucker’s dream. I had to develop my “top” nature which I only used when I was to partner with a very submissive “bottom” boy.

Rough trade I would be until I had conditioned Jeff for his adventure that night but then I would take that boy off in my mouth like he had never been sucked off before. That thought made me strong and ready to “master” the guy I would much rather be a submissive bottom for.

When I tossed my towel on the bed, Jeff grinned like a kid that had been handed a sack of gum drops. “Hey, Jim. That is almost as big as the sheik’s monster cock that I have learned to hate with a passion. Bob will be able to get me up and ready to be the star attraction in a rough porno act with that old man. You know it is the sheik’s birthday and he will want to prove to me and to himself that he is as good as he was fifty years ago.”

Jeff looked a little grim but then he smiled at me. “Don’t worry, Bob, I won’t hate you for what you do to me this hour.”

“Yeah, Jeff,” Jim reminded his brother, “It is also Dad’s birthday and that small stroke was a warning that he had to have special care and medicines to prevent a major stroke that would kill him. You have the income to keep Dad in good hands but I am really sorry that you have to do these disgusting things to keep your high paying job. You sure do a good job at top management that should be the reason you get all that cash and perks without sucking and being fucked by the company‘s owners Arabian cocks..”

“It is OK, Jim.” Jeff replied to his brother, “It is no problem for me to do it and then forget it without scars. Remember, the prince made it plain to me what I would have to do and I agreed to his terms. Being a whore for those three black cocks, has not harmed me that I can see or feel. I hate to do it but it only lasts for a couple days at the most and they go home, sated by my efforts.” The handsome man smiled at me and his perfect teeth made me envious of that smile.

I wanted to tell this hot young stud that I had a plan to suck him dry at the end of that hour but I thought better of it and only smiled back at him.

While Jeff and I had been having our tete a tete, Jim had been using his index finger to lube Jeff’s fuck hole and canal with some sex lube that is sold by the ounce for what I pay for ten tubes of the ordinary stuff. Jim handed me an extra large condom which I put on while both Jim and Jeff watched the process very closely. My cock began to swell up more as that condom seemed to restrict the blood from leaving it as more forced it’s way in.

“Hey, Bob, it wouldn’t bother me if you shot cum up my ass in your high passion, but I couldn’t let the Arabs know I had been practicing for the big show. I have a strong feeling you are clean and would enjoy some sex that was unprotected but safe.” Jeff was grinning at me with that grin that melted my heart like a blow torch melts a lump of ice. “If it would make you feel more like a man, you can drop a big load of your cock cream down my throat while we are practicing deep throating. It would not be the first nor the last cum I have had to swallow since I got talked into this big money job with a low moral base to it. Those Arabs can cum two times easy and often three times. They make their time with me worth the trouble the take to use me.”

I told Jeff that I might not be able to keep from cumming during our session of his cocksucking me but if he did not mind I would love to end the hour by gifting him with a few ounces of cock soup. I suggested that when I said I was about to ejaculate, he should squeeze my nut sack if I could dump my cum in his gullet. Jeff said he would let me know. After all, the sheik and his two sons would not hesitate to climax their sex acts with their jizz loads going where they wanted them to go without concern for Jeff’s desires.

Jeff got on the bed in the dog fashion position and I got behind his hot ass. How I wished that this could be just another regular man to man mutual sex game. “Are you ready, Jeff?” I asked.

“Yeah, Bob. Don’t worry. I can take it. Just give it to me rough for my own good. That damn sheik will fuck me like I think he fucks his camels out on the desert.” Jeff replied as he tried to stop me from feeling sorry for what I had to do to a great guy.

I could not help myself. I was falling in love with a basically straight man and a married father of two kid to boot.

“OK, Bob. Better get it on,” Jim remarked. Jim had pulled a chair up to where he could observe his brother submitting to me and I thought that was a good brother thing to do. Jim’s cock was now as hard as mine as he gently massaged it while taking in the whole strange picture in front of him.

I then saw something that gave me a mental start. Jim had quite a bit of that expensive sex lube on his fingers. Instead of a towel, the brother chose to wipe the excess off on the knob and shaft of his rigid cock like he really wanted to use it.

I have never raped a guy in all the time I have been fucking guys who want and need that attention. Of course I have been macho or rough by agreement but I like anal intercourse to be, while intense, performed gently and with love for the moment. I knew that rape had to be the thought in my mind as I fucked Jeff to condition him for that night’s orgy.

My hands grasped Jeff’s outer thighs with my hard monster cock pointing at the pink pucker of Jeff’s anal opening My cock was well lubed with that imported sex lube. My cock knob was more willing to jam fuck Jeff than I was and very often the head of my cock got it’s way against my better judgment.

Very suddenly, maybe because I had been thinking of rape fucking Jeff, I had a vision in time that was three years ago. It was the night of the senior class prom. I had taken Anna Hussein, a girl from a local Jordanian family.

I did not know that my affluence in pocket money made Anna choose me over Osama Huneker, a transfer student from Iraq. I had no thought of sex with Anna and I think she was well aware of that fact. Osama, however, had a crush on his fellow Middle Easterner and wanted revenge. I was unaware of this problem.

The night of the prom, I had danced a few dances with Anna and a few with other girls when Osama came to me and told me he had a bottle of fine wine from Iraq in the unused shower room of the school gym. The dance was taking place on the basketball courts of the school and the shower room was supposedly locked up. Osama had got into the soccer coach’s office and stolen a key.

We got into the shower room and the door was relocked. Then I found myself surrounded by Osama and four other male students that I had refused in the past to have sex with even though they knew I was gay. Osama and Oliver W. were both seniors like me and the others were kids who had been held back for causing trouble in the school. All except Johnny C. were 18 and Johnny was 19.

“Now we are getting the sex out of you that you refused us in the past,” Johnny growled at me. At that time I was grabbed and my pants and shorts were pulled off and I was put on an exercise horse and fastened to it by my belt and a couple other belts. Remember, these were guys I had refused as they were not guys I wanted to know or have anything to do with them and trouble makers also.

I knew better than to put up a fight as these, except for Osama, were tough guys and could easily cause me hurt and mayhem. I knew Osama was the instigator when he said, “This will teach you to take my girl to a dance, you queer fag boy.”

All of my tormentors removed their pants and shorts and Osama lead the line that wanted me to cocksuck them and then I heard the guys agree that Oliver should be the first in my ass as his dick was like five inches and would not stretch my hole like Johnny C.’s seven inches would. Osama, laughed and said that my mouth could easily take any one of the hard pricks present so there was no problem at his end of the fuck and suck boy they all would have the time to enjoy.

Osama’s six inch black cock forced it’s way between my pursed lips and he began to keep time with Oliver’s cock thrusts in my fuck hole. I felt dirty and violated but there was nothing I could do to stop the rape.

I want to admit here that I had sucked or been fucked by a lot of the boy students in my class and high school that last year and had been used at both ends by many of them. That was done with my consent and for mutual pleasure. I had been surprised by how many fellow students would suck my cock as I sucked theirs. What was beginning to happen to me that prom evening was mass rape since I wanted none of the guys surrounding me. The most vicious rapist was Johnny C. who also urinated in my guts after fucking me without any protection.

Finally, I had been butt raped by all five guys, mouth raped by the same and left to free myself when they left me and went back to the dance. I took a cold shower, found some towels and made myself presentable. How I got my revenge will be revealed some day in one of these stories.

That flash back took only a minute and I realized that while I had a job to do on Jeff, I had to set my mind that it was Johnny C. presenting his ass to me for my rough revengeful carnal use. I let my cock knob lead my shaft into the anal opening in front of me and all the way in in one terrible jab. Jeff raised up in shock at my very rude penetration and I heard Jim making sounds of disapproval.

I started making thrusts and withdrawals of my revenging cock/sword in that fuck tunnel of Jeff/Johnny without consideration of Jeff/Johnny’s pain. A good fuck can be a pleasure never to be found elsewhere. A bad fuck is a terrible thing to do to a guy hurting for anal satisfaction. A fuck given that lacked mutual consideration is usually a fuck worst than the most terrible torture methods. Jeff took it like the real man he is but it hurt badly.

Then, when I had set the stage for this odd anal stretching, I regained control of my sex monster and gave Jeff/Johnny several long and effective strokes that was more like the kind I like to receive from a guy I like.

For some reason that baffled me, while I gave Jeff nice strokes of my dick in his non-gay fuck hole, my mind went back to that very morning when my Uncle Clarence had got into bed with me and asked if I was in the mood for some butt fucking. We both enjoyed the next ten or fifteen minutes, uncle on top and nephew on the bottom, until my uncle’s obvious ejaculation into his condom made me squirt a good load of my cum into the towel I used for that purpose. We then ordered breakfast from room service feeling good about each other. Why I had that thought I have no idea.

Well, Jeff’s being fucked went on for another ten or twelve minutes after we changed positions to the missionary where I was face to face with my sex partner. We both, I think, enjoyed the change in style as that time was just being used to stretch the walls of Jeff’s anal cavity for the onslaught that he was to suffer later.

“We can change to deep throat practice now, Bob, if you are ready,” Jeff told me and I was amazed that he still could give me that awesome smile.

I withdrew and pulled off my condom which had a small amount of precum in it. I looked Jeff in his bright hazel eyes and I boldly told him what I wanted to do. Jeff was giving me his full attention as I laid out my plan and his only comment was, “That sounds good, Bobby, but you do not have to be so good to me. I would like what you have planed out. What you want to do will certainly not happen tonight with those big dicked nasty Arabs.”

Jim, who had very manly resisted masturbating to a climax while watching the fuck act agreed that my plan had merit.

For the first time, Jeff poured for the three of us a glass of red wine with such flavor and body I was not used to. I was used to cheap wines while having sex with other kids and random men. How much that bottle cost I could only guess but it had to be in the high two digits and maybe three. We finished the bottle.

As the substitute for the sheik, I took charge again after that brief rest period.

“Get on your knees in front of me,” I ordered Jeff who complied as he would if I had been the sheik. My cock, full of cum that I had worked up in the fuck training, was up, hard, and looking proud as I pushed it against Jeff’s lips. “You should probably kiss it, Jeff “ I suggested. “Does the sheik act like he wants his monster kissed?”

“The sheik and his sons like everything kissed by me. I can show you now how I have to kiss the pucker of their anal openings if you want, Bob. I have to kiss and lick and pretend I love doing it. The price of being well off.”

“Only if you want to, Jeff, and I bet you don’t want to,” I laughed. “Well, come in on my dick and get used to cock in your mouth again. I guess two years without it would make it feel strange like the first time.”

“It will make it strange to feel some guy’s prick up to my throat after two years because I have erased all the bad memories of that feeling,” Jeff answered my thought as he took my cock in his right hand and moved his mouth towards it. His tongue and lips kissed and caressed my knob and then his lips opened and took me in his oral cavity. Almost at once, Jeff took my prick out of his mouth. “I don’t know why. Maybe because this cock of yours was my master just a few minutes ago, but I kind of like your hard fat cock and that has never happened before.” Jeff said, looking up at me with those bright twinkling eyes and sexy smile.

“Jeff, I sure hope you still like it fifteen minutes from now after I deep throat you and pound your tonsils and dump my big cum load into your stomach,” I said and I was without a smile and very serious.

“Oh, I don’t think I am turning queer for you, Bob, but your cock is just the lesser of two evils, I think” Jeff reasoned and he once more engulfed the first half of my ten inch (at least) cock. A few minutes were spent in Jeff sucking my stiff dick like it was a lollipop and then like it was a popsicle’

With my left hand I grasp a handful of Jeff’s hair and with my right hand I grabbed on to his left ear. I was once again the sheik and Jeff was my submissive non-gay cocksucker. While Jeff was doing good at avoiding his teeth on my hard peter shaft, he was not doing too good at his breathing and he gagged a few times as any cocksucking novice will do. Some of my readers might remember their own gagging experiences.

As much as I loved Jeff, I began a face fucking session that equaled some I had forced on me. I remembered two sailors I picked up one time who make it a point to make me gag and the one causing the most eye tearing gags was the champion at getting a good cocksucking or at least they thought as they bragged to each other.

I knew that it was only necessary to get Jeff once more used to sucking cock and breathing while the sheik had his monster deep in Jeff’s throat, but I am only human and I was enjoying my work.

There is that trite saying that all good things come to an end and Jim, who had been silent during the rest of training session spoke up. “Maybe you better go ahead and cum now. Jeff needs a break.” Jim was concerned about his macho brother kneeling there in front of me with my cock being used as a piston up and down and in and out of his mouth. Jim was really a good brother.

I told Jim and Jeff that I was ready to ejaculate and Jeff squeezed my nuts which made me really happy as he was signaling I should cum in his mouth. A few final strokes and my own monster cock was well seated in Jeff’s throat ring. I grasped Jeff head tight and relaxed my gonads and felt a rush of cum start in my balls. The feeling was maybe the most intense jizz blowing feeling I think I have ever felt and Jeff was feeling shotgun like blasts to his gullet. I pulled out two inches and the last few ounces of cock chowder filled Jeff’s mouth pretty much so he could get the semen taste. I hoped that later he would think my cock juice was better than the Arabs.

.

Suddenly, Jim made a dive onto the carpet where Jeff was kneeling. A sixth sense told him that Jeff was about to climax and spill his seed on the carpet. Jim would, of course not allow such a waste and he took his brother into his mouth. Jeff was pouring so much cum into Jim’s mouth that cum was coming out of the sides and running down Jim’s chin. Damn, I thought, that juicy cum load should have by rights been mine. To have caught that jizz juice from Jeff had been my plan and Jim knew it but he could not resist the urge to finish my job with his brother.

Jim and I got on the bed with Jeff. Jeff suggested that I suck his brother’s cock awhile. I could suck Jim’s cock off as he was the only non cummer in the group. After I would suck Jim, Jeff said he wanted to see if I could make his cock alive again. So for fifteen minutes, I was back on familiar grounds with two cocks to suck on.

Fate was good to me and I got two cum loads that not only tasted wealthy but like they had been concocted in the panty of some 5 star restaurant.

It was then six o’clock and had to be at the hotel at eight o’clock sharp. I was to get ten thousand dollars just to go to the hotel and help Jeff take care of the sons while he suffered with the father, Jeff stopped in a nearby fast food place for soft drinks and burgers.

As we ate our snacks, Jim confessed he made himself available to Jeff anytime he needed sexual relief he could not get from his wife. I told Jim I wished I had such a good brother and we all smiled but did not laugh.

We got to the hotel where we were to meet with the sheik and his two sons and we were ushered up to the pent house suite. It was empty. Room service had sent up a fairly large table loaded with all kinds of good eats and many bottles of alcohol drinks. We did not complain about the absence of the three Arabs and their carnal desires.

We waited for two hours without hearing from the Arabs we were to give our servicing to. Finally, Prince Fazil showed up looking drawn and haggard.

“Sorry for the ignoring you, Jeff,” the prince said. “Father had what we thought was a touch of indigestion. We took him to, and he named a top hospital in New York City, and while the doctor was examining him, Father had a minor stroke. We are flying him home to his regular doctors, with two doctors and two nurses in attendance in an ambulance plane.”

“We are sorry to hear that, Your Highness,” Jeff stated for the three of us. “Is there anything we can do to help?”

“Well, I was hoping for one of your excellent blow jobs, but I just got a call on my cell phone that they are holding the plane for me so it will have to wait until next time we meet.” the prince said as he picked up a few pieces of luggage he had stored in that room earlier.

“Of course, Your Highness,” Jeff replied.

“Oh, Jeff.” The prince added at the door. “My father told me this afternoon to give you a hundred thousand dollar a year pay raise as he likes almost all of the changes you have made in your district. I think there was more. Oh, yes you are to have a personal airplane to cover your district and no need to get one from the plane pool. Well, Goodbye.” The prince was gone.

We looked at each other and had a good laugh.

“Naturally, Bob, you still get the fifteen thousand and a tip of five thousand more for your good work.” Jeff said and he told Jim to make out a check for me.

“Wait a minute guys,” I said. “There is this orphanage in Baja California I send fifty or sixty dollars a month. Make the check out to, and I named the orphanage’s director, Father Mahoney. That way you can take this sex session off of your income tax and we will all have had a great time.”

“That orphanage will be on the top of my company’s list for charity donations. Ten thousand a year at least,” Jeff stated.

“I don’t know how to thank you, Jeff,” I said and then added, “After all we are all drained dry already.”

“Hey. Bob. We have some free time now and no nasty pricks to suck on so call your uncle and I will have the limo pick him up as we go to La Guardia to get one of the planes. How does it sound to go to Baltimore for crab cakes?? I love good crab cakes.” Jeff said as happy as a kid with the promise of ice cream.

That is how we finished that remarkable day. Uncle Clarence and Jeff got on like high school buddys and Jim and I played with each other’s dicks both before the crab cakes and after. My uncle and Jeff enjoyed watching Jim and me do a 69 in the plane’s cabin on the way back to the city so everyone was satisfied.

After exchanging phone numbers, e-mail addys and home addresses, Jim and Jeff left in a taxi to catch an earlier flight home to their families. We remain good corresponding friends.

When Father Mahoney told me how desperate they had been for cash when that check was delivered by messenger, I actually cried.