My fist time with a man

by Disbtm

1 Feb 2022 8255 readers Score 8.9 (87 votes) PDF Mobi ePub Txt


This is my first story I have ever written.

Below is the true accounts of my first full penetration of my virgin ass, and the way it really all began. 

I think I was truly Bi from an early age.

I had a fascination with my penis early on in life. It was also around that time I saw my first porn at a friend's. A crazy 7 millimeter film his dad had. Hairy men and women fucking, and sucking everywhere and everyone. No sound...

At a young age I was a slut...yep.

I saw porn and new I needed to find out more.

Of course it started with fingering a girl, then going down on a girl, then in 8th grade, Valentines day, penetration. I got to fuck my first female. Well, she helped get my cock in her and I came instantly. But I wasn't a virgin anymore!

Then every kinky thing I could do that I saw

in porn, I tried.

...I could not get off enough.

Now, granted I was a two pump chump in those days, but I didn't care about the woman's need, I just wanted to cum.

I didn't know yet, but I had kinda a small dick, but I didn't care.

It was around 16 when I met my first Gay man. All my friends made fun of him, but it was interesting to me. Guy's with Guy's?

How's that work?

I hadn't delved in to the world of anal yet.

That would be soon.

Once again I turned to porn.

And I will say in the mid 80s, it was tough to get porn. But, I had found a perfect fix.

We had a magazine back in the day

The LA Xpress...it was a newspaper of porn.

Where to find it, where to watch it, where to buy it...hookers, and where to meet others who want sex. It was before Craigslist, grindr or anything you imagine.

I was looking at all the adds, all the personals and anything that had man on man.

There was a lot! Enough from just reading and looking I got off, many times.

As I turned 16, I started to look older, I was already about 6' 2", skinny but realized I could pass for 18.

One day I worked up enough courage ro hit an adult book store I had passed many times

while out screwing around.

I thought hell, the worse they can do is throw me out. So I went one Saturday evening.

It was dark, I figured I could park in back and slide in. 16, full of cum and super dumb...

As I entered I got nervous, but figured I had to see. There were plenty of men in there, all looking at porn! No one really looked up from the videos, or magazines.

I was home. I started looking at all the boxes, men and women, women on women, hermaphrodites, crossdressers and men on men, bingo.

Then I saw the hallway, bright red sign above a curtain...watch before you buy!!!

What? I can watch porn here.

I took the 2 or 3 videos I had and started my way to the back...and that's when the guy at the counter yelled "hey, you gonna buy those, or just spank your crank, and leave?"

I said, "uuuuu....Buy them"...he answered back, "just don't get cum on the covers, and take some paper towels"...I heard snickering from a couple of the other guys.

I went in back and there was about 10 rooms, like changing room size maybe a little bigger with curtains only...You could hear all kinds of sounds...I could only imagine. My heart was racing, what was I thinking, 16 and in a porn shop...

In the booth was a small TV VCR combo mounted to the wall...it smelled in the room...

Cum and shit I thought...

I popped in the first tape, hit play and was amazed! Big hairy men, HUGE cocks, I had never seen anything like it.

I fast-forwarded the video and there, just as I imagined they were fucking, just like men and women, but he was in his ass...and they both were loving it. The pitcher (as we called it back then) had his cock buried in the "catchers" ass. I got so hard, like never before. I had to cum, I took out my cock, spit on my hand and started pumping, it only took a minute and I came all over. SOLD. I needed these.

I went out, went to the counter where the guy made a comment about how fast that was...I laughed, paid and got home as fast as I could, I mean, I had a lot of porn to watch.

And boy did I...

As I said I was 16 now, fucking any girl I could convince to give it up...and thinking about men half of the time.

This went on for almost two years...

In that time I had become a complete pervert.

I was at the porn video store weekly.

I found out they had video booths.

Pay like $5.00 and watch all the porn you could handle. I think one night I was there for a couple hours and maturbated till I couldn't anymore....LOL

I was going to be 18 in a month or so and

I knew what I wanted...I wanted to be taken like the guys in the movies. I knew what fucking as a top was like, I had even fucked a girl in the ass by now, and it was better than any pussy. Super tight, and no fear of getter her pregnant.

Back in the LA Xpress magazine I had been keeping my eyes on some of the adds...

One especially, "We need guys for Porn, Gay & Straight "...I thought this might be my best chance. Have a pro fuck me for the first time and maybe get paid.

I called the number and an older gentleman answered...

"How can I help you?" He asked...

"I saw your add about adult movies..." I said.

He ask "gay or straight... "Gay I guess' as soon as I said it I regretted it..."You guess, what the fuck, are you 18?" He asked.

"I will be in a couple weeks"...I said.

"Call me then", and he hung up.

I was bummed. But, I put on a porn and felt fine after I came again.

Over the next few weeks I was watching nothing but gay porn and trying to figure it out.

I started really playing with my ass by this time. Sticking my fingers in, shoving all kinds of dick shaped items in there...a brush handle, a screw driver that had a wonderful rounded handle...I even tried a cucumber but it was WAY too big for me as of yet.

By the time my 18th birthday came around,

I was ready. I wanted to feel it. So I thought.

I called the number again, this time we talked for a bit. I told him I was a virgin to real cock and that made him very happy.

He gave me his address and we set a time. He had told me to have a light lunch, and nothing else before coming over tonight.

He also said to try and shit as much as I could...that was strange, but he was the boss.

The time was here. I was so scared.

As I arrived at his place we sat and talked some more and he laid out what was going

to happen today. How he was going to give

me what he called a test drive, kick the wheels.

He explained I was to call him Sir.

Nothing else or we were done.

He said, "first, did you clean out?.."

"clean out what" I asked..

"your asshole" he said...

"Well I showered"...

"No", he said, "did you flush your asshole clean?"

I explained I didn't understand and reminded him I was a Virgin, and had never been with a man.

"Let's go upstairs and get started" he said

Leading me up stairs to a large bathroom.

The entire bathroom was like a gym bathroom, tile everywhere, shower open, metal sinks.

He started warming up the water and told me to strip. I was so nervous.

I did as he asked and he told me to face the wall, and trust him.

"Yes sir", I replied.

"This might be a little uncomfortable, but we have to make sure there is no shit left in there, I don't want any mud on the plug"

He laughed...then felt my ass cheeks being opened, and something being rubbed on my asshole...WOW, I thought as he massaged my hole, then a shock as his finger was buried in me...I let out a moan..."you ok" he asked?

"Yes sir", I replied.

And he kept working my ass...then he said "breath" and I felt something sliding in me and something filling me...kinda uncomfortably...then he said "push like you are taking a shit".

I felt a rush of fluid leaving my ass, he said "one more time should do it" and inserted the tube again...and "push" he said again...

"OK, you are clean" he said.

That was interesting I thought to myself.

He explained that anytime I was to have sex

I should do that, and to this day, I do.

Anyway, it was at this time he led me to his bedroom...well a large room with just a king size mattress on the floor, and a couple big chairs in each corner.

He told me to stand against the wall, and he wanted a couple pictures for future reference.

Front, side, back, bent over holding my ass cheeks apart...he then said to sit on the mattress.

He stood in front of me and said "remove my pants"...I took a deep breath and unzipped the first pair of pants of a man.

To my surprise he had no underwear on.

His cock was so big. I had never been so close to a cock before.

In all my playing, I hadn't been with a man as of yet. I saw some cocks in the steam room at the old gym I went to. Those were old out of shape men with old wrinkled cocks.

This was inches from my face.

He commanded me to touch it.

"Just like I would if it was your own little cock" he said.

I took the fleshy monster in my hand and just looked at it...beautiful I thought.

He made me look up at his face and said in a deep voice "your lesson begins now".

My heart was pounding, I was so scared I thought maybe I should leave...it was at that time he said "have you had your little cock sucked?" and compared to him, I had a baby cock. "Yes, plenty Sir" I replied,

"good, suck my cock just like all those little whores did to you" he said...

I grabbed his even bigger shaft now with one hand, and his balls that were like tennis balls with the other and opened my mouth...

I couldn't believe it, I was sucking cock, and from the sounds he was making, doing ok...he asked, "are you sure you have never sucked cock boy?, You are a cock slut if I have ever had one..."

I kept sucking and doing everything I knew I liked...his cock was growing so hard, and so big. It had to be 7 or 8 inches...so big and thick. I couldn't take it all...I started to gag and he laughed.

He said "take as much cock as you can slut" and he grabbed my head with both hands and was fucking my mouth.

I was being skull fucked like in the movies and loving it.

After he was super hard he pulled me away and complimented my skills.

"Thank you Sir" I replied.

He looked me in the eyes and asked very clearly, "you said you are a virgin, are you sure you want me to fuck you?"

With out hesitation I replied "yes sir, please."

He reached down and grabbed my now hard cock and said "I am going to own you after this" I smiled and said "yes sir".

He told me to go bend over the chair arm so he can get a good look at my tight pink hole.

I felt his big hands on my ass cheek and then a sting as he slapped my ass. I had never been spanked before and boy did I like it.

He kept squeezing my ass cheeks, and then smack!

I was in heaven.

I felt him rubbing at my hole again, like he did earlier and I never wanted it to stop.

Never have I felt such pleasure, I was going to cum without touching myself. I told him and he stopped, said "easy boy, not yet" then I felt my ass cheeks being opened and something I had never felt, I turned and he had his face buried in my ass, it was his tongue I felt...

"OMG! THIS IS AMAZING" I screamed.

I could feel his tongue darting in and out of me, then his finger slide in to my moans of extasy...then another finger and it was tender...I was getting pretty loud as his fingers were removed and I felt his body weight on my back, he whispered in my ear,

"Your virgin hole is mine now, take a deep breath" as he said these words I could feel what I imagined was that huge tool of his getting ready to impale me...

I could feel lube being rubbed on my hole, and I could feel the head of his cock rubbing the entrance...he was sliding up and down my crack...

I caught my breath and asked about him wearing a condom and he just laughed.

"You worried I'm going to get you pregnant?"

He laughed as he was still slipping his cock around my ass...

"Disease Sir" I exclaimed...

"You ever see condoms in the videos you beat off too, I didn't think so" he said firmly...

And then what I can explain only as a hot poker popped in my asshole, I gave out a scream and begged him to stop as my body lept forward.

He put his mouth to my ear again and whispered "that's only the tip" and with that placed his hands on my shoulders and pulled me back more..."STOP" I screamed, and all I heard was a chuckle and felt more cock entering me. "That's only half" he said...

"do you really want me to stop"

Completely out of breath..."No sir" I replied, "please"...

"Please what slut" he asked...

"Please fuck me Sir, please fuck me"

I said through the gasping for air, and the sobs of tears that started running down my face.

"Good boy" he said, and at that moment he slammed his cock balls deep and held me there as I screamed and the tears now were real tears of pain.

He held there for what seemed to be hours, but I know it was only moments as my virgin ass got used to having his cock in me.

Yes, there is a huge cock in my ass,

and I love it.

After a bit he started sliding in and out of me, pain was now being replaced by pleasure,

total pleasure, that was till he went deep, then it hurt again.

I was being fucked and loving it!

He was work a good rhythm up and I felt him pull out..."oh, I'm not going to cum just yet" he said...

"lay on the bed on your back, I want to look in your eyes when I'm breeding you. You're mine now. I am in love with your tight pink hole"

I went to the bed, and laid on my back.

He grabbed both of my legs and lifted them to his shoulders, I could feel his cock pressing at my ever wanting hole...

and with one motion went all the way in,

balls deep. I could feel his pubic hair in my hole, tears ran down my cheeks, as

I screamed again...and I say scream, not moan, because it hurt.

He leaned in and licked the tears off my cheek and whispered,

"I'm going to fuck you everyday. You are my slut, and I am going to impregnate you just like the little sluts you use to fuck"

his rhythm had picked up and he was really fucking me good. It was better than I could ever have dreamed. I was getting really into it, thrusting on is cock as he plowed into me.

He slowed up a bit, almost pulling all the way out and slamming back into me...my moans were just like the girls I had fucked in the ass, and better, just like the little sluts in the gay movies I had been watching. Sir had me begging for his cock on day one!

I was in some form of daze, but I could feel his cock going in and out, I could feel it growing even bigger in me, his cock pounding me, he thrusted deep and hard and I felt him cumming in me, warm hot cum deep in me.

3, 4, 5 steams unloading in my ass...he let go of my legs and collapsed on me. His cock still deep in me. He felt amazing lying on top of me. He rolled off, his cock slid out with a pop, and what I could only imagine was his cum running out of me, he rolled me on my side to spoon like I have done to 100s of girls after I cum...this time though, it was different, I was the girl being held, and I could feel his cock on my ass...then out of nowhere,

He was in my ass again.

Sir was still hard, and my ass was still dripping his cum so it slide right in.

I was in heaven. He picked up his pace and really was slamming my hole again, and as before I felt his cock grow inside me as he deposited another load deep in me.

He held me tight whispering in my ear once again, "I am his slut now, and this will be my place until he is tired of fucking me."

We laid there for a while as his cock softened and poped out of my cum battered hole...

He then took my face, made me look in his eyes and said "get down there and clean daddy's cock, clean it good or those little smacks on you ass earlier will be 10x harder"

And he started pushing my head down towards his cum, ass juice covered cock.

I took it happily in my mouth licking up and down, under his balls, swallowing has much as I could. His cock was getting hard again and his breathing got deeper. He grabbed my head again and pushed down till I was gagging and gasping for air, he would let up a little, then back down. I could feel his cock getting harder and harder again, I felt the veins swelling and then loads of hot salty cum sprayed the back of my throat, I was gagging on it, his cum was spilling out the sides of my mouth....I sucked it all down, continued to clean up the rest of his cum.

I looked up at him, he had a smile on his face, and I said the only thing I could think of "thank you sir".

With that he got up, threw my clothes at me and said go get cleaned up and I better be back tomorrow at the same time or he would show up at the address on my driver's license he made a copy of and fuck me right there in front of whoever was there.

Well, I hoped you liked the story of my first time. And yes, this was how it all took place.

Yes, looking back it would probably be looked at as rape, but I didn't resist, I didn't stop him and I wanted it.

And for the next few months, I continued to visit him, serve him, and at time play whore to his friends and coworkers. I will share those stories later.

And yes, I went back the next day and got fucked for hours, and learned all kinds of new tricks to please Sir.

by Disbtm

Email: [email protected]

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