My first time

by DRoss

12 May 2022 4205 readers Score 8.1 (35 votes) PDF Mobi ePub Txt


Bruce, Charlie and Daniel two brothers and a cousin just a year apart in age and three of the most vile teenagers to ever exist.

Charlie and Daniel are brothers a year apart in age, Bruce, their cousin, and Charlie born in the same year only months apart.

Daniel the eldest was rumored to be the ring leader and that Bruce and Charlie did what ever Daniel said. There were rumors, that the three of them had been sent to Juvenal Detention a number of times, that they had horned their trade there.

In my first year of high school I witnessed a fight between the three of them and two other boys. Daniel had managed to get hold of one of the boys and Charlie and Bruce beat the other till he was unconscious. Then held the other boy while Bruce and Charlie beat him. They ran off when a teacher approached the battle.

There were other rumors that they had sexually molested a few female students over the months. These were only rumors I have no actual proof that the assaults happened. I do know that some of the female students later transferred to other schools and those that remain, well their attitude changed.

Where they were astute students and well dressed they now wore shabby clothes and often let their hair go uncombed. They did not even associate with the same students they did before the rumors were circulated.

A couple of times medical emergency units were dispatched to our school and took away male students that were so ashamed they hid there faces and some did not return to school.

Two of the boys that did had various medical and mental issues after the rumor spread. The rumor was that Bruce, Charlie and Daniel had sexually assaulted them as well. The two boys were withdrawn and did not speak unless a teacher spoke to them.

My eight grade year was spent avoiding them all together and I was well pleased with that. It was my second year, I was in the ninth grade, that I encounter the three of them.

Bruce and I was about the same height and weight, Bruce was more aggressive then I am. After all he had his two cousins and I was all alone save for friends that avoided them as much as I did.

Charlie was more brawnier then I and had a nastier attitude, he was much stronger then I also. Daniel the eldest was built like a football linebacker. Broad shoulders small waist arms that looked as if he lifted weights for a living and an attitude that caused others to just avoid him at any cost.

It happened because of my own stupidity that I was trapped, by them, in the home of Charlie and Daniel. That Thursday morning all I was going to do was skip my second period class. I found myself in their basement rooms fighting desperately for my life.

The three of them had horned their skills very well. The fight was very brief and I was not injured enough to be noticed. Most of the blows were open hand slaps and close fist punches to my mid section and sides.

My arms were restrained in what I would describe as a double wrist lock. My hands were seized and pulled up my back between my shoulder blades. The angle was excruciating, I thought my arms would break.

I was instructed to ' ... stop struggling and be still. It'll be over soon! ... ' I had no ideal what was about to happen, my pants and jockeys had been stripped from one leg, my tennis shoes were off my feet. I feared that I was about be be whipped with my own belt.

I had been pulled over an ottoman and Charlie had squatted down on my shoulders holding me very securely. Bruce was at my feet when I felt hands covered in some slick substance rubbing my buttocks. I thought ' why is he putting Vaseline on my butt! '

I was so ignorant about sex that I did not even understand how the sex act was consummated. I had just started to masturbate in the eight grade and knew nothing about having sex. My Pops had not had the talk with me and I had no brothers. My sister who was years older then I was away in college by the time I entered high school.

I had seen Playboy pictures of naked women but not a good picture of their vagina. So as Bruce rubbed his hands over my buttocks I had no ideal what was about to happen. My mind raced as I tried to figure out why he was smearing the Vaseline over my buttock until his fingers started to slide between them.

I tried to struggle only to have Charlie tighten his grip and enforced his earlier instructions. I stopped struggling as Bruce pressed one then two fingers into my anus. The pain was harrowing as Bruce twisted and spread his fingers. Bruce did not stop there after a few seconds Bruce forced two more of his fingers into my anus.

Now there were four fingers sliding back and forth and twisting around in my anus. I cried out as I endued the tortuous treatment. Bruce was commenting as how ' ... tight this Bitch is! ... ' I had heard guys calling girls Bitches but could not understand why Bruce referred to my butt a Bitches Butt!

Charlie did not say anything, I understood just that Bruce pulled his fingers from my anus and spread my buttocks with both his hands. Then I heard Bruce clear his throat (hawked) and spit right onto my anus. I still had no ideal why or what he was preparing me for.

Bruce told me in no uncertain words ' ... it's gonna hurt twice as much if you try and fight. So it would be better for you to just go along and let us have our fun! You understand what I am saying Bitch? ... ' I was humiliated so much I did not even attempt to answer. Tears of shame, hurt and embarrassment stream from my eyes as Charlie answered for me ' ... yeah, the Bitch said he understands. If he don't he will soon find out! ... ' They both chuckled as I felt Bruce push his feet between my ankles.

I tried to resist only to be reminded by Charlie as he pulled my wrist up farther. I stopped and Bruce kicked my feet apart and I could feel him as he started to kneel down between my legs. Bruce took one of his hands and spread my buttocks apart and then I felt the cool warmth of a rubbery hard ball being pressed between my buttocks.

I could not understand what was happening, was Bruce trying to push a ball into my anus. As the egg-shaped object pressed against my resisting anal sphincter it became apparent that what ever it was, was entering my anal sphincter tube.

I strained and tried to struggle, Charlie held tight and Bruce pressed on till I felt my anal flower spread and the spherical object slid into my rectum. I screamed in terror as my anal sphincter opened and snapped tight around the penile shaft as the penile ridge passed.

Bruce held still as my body tremble viciously and I cried in horror at the thought that Bruce was pushing a broom handle into my anus. Bruce pulled back and then pressed forward and it became obvious to me what was happening. I felt Bruce penis slid deeper and his thighs press against the back of my thighs.

Bruce then gripped my hips and started to undulate his midsection grinding against my buttocks as his penis slipped deeper. I had no ideal that a male and female could copulate nor that two guys could do the same thing!

Bruce sighed and continued to grind and hunch as I endued the most harrowing experience I ever had been thru. Bruce was not so brutal save for the fact that I had never been entered before. Bruce took time and worked his penis slowly till he was all the ay in and Charlie chided him saying ' ... you all ways fall in love with our Bitches! Hurry the fuck up and finish! ... '

In my mind I thought it would soon be over and I would be able to leave. I was thinking of the harrow of my friends finding out what had happened to me as Bruce hunched steadily into me and Charlie kept chiding him to hurry up!

Finally Bruce slowed and started to withdraw, the pain was just as intense as Bruce slowly pulled his penis from my anus. As his penis exited there was an obscene sound of moist air escaping from my stretched anus. Thinking it was over and they would release me I relaxed. Charlie raised up and stepped to my left side still holding my wrist.

To my horror Bruce then stepped over my head and sat his naked butt down on my neck and shoulders. I tried to struggle as Charlie and Bruce exchanged the grip on my wrist. I was able to see Charlie's feet as he kicked off his tennis and his pants dropped to the floor. I screamed in terror as I thought of what Charlie was going to do.

I was able to get a quick glance of Charlie as he took off his underwear and saw the length and girth of his man hood, I had no ideal how well endowed Bruce was at this point. Just that it hurt like hell, there was no way I was going to let Charlie enter my little bung hole.

Bruce was trying to hold me still as Charlie got ready but was having such a rough time that Charlie came and knelt down and whispered to me. ' ... You need to shut the fuck up and let us fuck your sissy ass! We gonna fuck you and you gonna get fucked. Fight us and you'll be like Jerry in detention. He tried to fight us and we tore his ass hole apart. Now that Bitch can only suck dick and shyt in a bag! You want the same thing to happen. How you gonna tell you folks you got fucked so hard in the ass that your ass hole got torn apart! ... '

I tried to plead and beg only to hear Daniel say ' ... just shut up and take the dick. Let us and we want hurt you fight us and you not only want walk right you want have to worry about shytting again! ... ' Bruce even chided in saying ' ... we don't want to hurt you. The hardest part is over, I done open your ass hole now just take the fucking! ... '

Charlie pushed my feet a part and slid his enormous penile glans up my buttcrack. As he crossed my anus I cringed in fear. Once, twice or more Charlie did this until he poised his enormous bulbous penile glans against my very tender anal opening.

I trembled in fearful anticipation as Charlie pressed forward. My small anal opening strained at first then suddenly it popped open and Charlie's enormous penile glans was in my rectum. My mind was going crazy in pain and fear as Charlie started to work his enormously huge penis around my anus.

Trapped as I was, I could do little more then scream and beg. Charlie was in me far longer then Bruce when Charlie started to pound at my butt harded and harder until he slammed deep and I felt the shaft of his penis start to swell and throb. It seemed as if I could feel Charlie's substance travel up his urethra and explode in my rectum.

Charlie grunted and growled, fear gripped me as I had no ideal what was happening. Slowly Charlie grind his hips against mine until his penis stopped twitching and throbbing so much. Charlie slowly pulled from my anus and I felt a stream of fluid flow from my anus. Terrified that I was ruptured and was bleeding I started to weep.

Charlie and Bruce changed places and I tried to plead with them again to release me. Bruce then told me ' ... you ain't going no where, till we all done cum in this pussy! ... ' Again I pleaded ' ... nooo, I'm no girl ... ' Charlie said ' ... you right, but you gonna be our Bitch if you act right! ... ' laughter filled the room as Bruce positioned his self and pressed effortlessly into my now opened anal opening!

Bruce worked his penis into my anus and continued until he too emptied his testicle into my opened rectum. But my torment was not over, Bruce and Charlie changed places again and again until they could not cum again or to spent.

Daniel was now standing nearby naked stroking his enormously huge penis. Daniel was so huge that I thought there was no way his penis could be real. I tried to break away as Bruce and Charlie moved me to another location. The two of them struck me viciously in the stomach and side till I dropped to the floor.

Bruce and Charlie each took hold of one of my wrist and ankles and Daniel just laid down on top of me and agonizingly slowly entered my well lubed anus.

Daniel's penile glans were so huge that he had to pull back a couple of times and the pressed determinedly until my anus parted and accepted his bulbous penile glans. My body trembled and quivered uncontrollably as Daniel entered my anal sphincter tube. Once his enormous head was in my sphincter closed tightly around the neck of his penile shaft.

I was now to weak to struggle and Daniel recognized that, he ordered Bruce and Charlie to help him turn ' ... our Bitch to his back. I think he's ready to be fucked like a real Bitch! ... ' Bruce, Charlie and Daniel managed to get me on my back without Daniel's penis leaving my anus.

Bruce and Charlie adjusted my legs till they were around Daniel's waist, my arms were draped over Daniel's shoulders. Daniel looked down at me and said ' ... now this is how we gonna fuck and you better not fight or else! ... '

Daniel raise his upper body up slightly and started to hunch into me. Each hunch was so unbearable that all I could do was to squeeze Daniel with my legs and grip him with my arms. Bruce and Charlie quipped ' ... damn. Think we found our Bitch now! ... look how he's taking that dick! ...' Daniel told them ' ... OK, now get the cameras! ... '

It did not register what Daniel had said until the flash bulbs started to go off and I heard the whining of the Polaroid cameras. ( this was before cell phone. Polaroid cameras were the edge of technology. Took and develop pictures instantly) More and likely the three of them had stolen the cameras form some where.

They took pictures from all angle as Daniel slide his monstrous tool in and out my gripping anal tube. When Daniel did cum in me, I was shocked by the way his penis expanded and squirted it's seed. With each spurt of his seed Daniel's penis enlarged and caused such sensation in my anal tube that I could not help but moan. Bruce and Charlie took turns with me again until Daniel was ready.

By the time Daniel was ready to take me again I was broken and beaten and just submitted to their desires. For over seven hours the three of them used me for their sexual satisfaction.

I had to suck their musty penis and take them anally till they were satisfied. Their seed was all over my body and down my throat.

The three of them wanted to find some one they could break and use and I was the unlucky one. I found out years later that they wanted to find a female but decided to take me since I was in a secluded area and was easily trapped into their web!

For the next three years of high school, even doing the summer months and what other days out of school. I was their Bitch. They used me and passed me around to their male friends, family and any one else that wanted to have sex with a teenage boy.

I never considered myself gay just that I developed a desire to be used by other guys for their sexual gratitude

by DRoss

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