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I'm [29] now, but back when I was [25] I lost my anal virginity. Here is my story:
I'm a straight guy as far as anyone knows. Alpha, dominant, masculine. But back when I was [21] I sucked my first cock and I haven't been totally straight since. By the time I received anal at [25] I had sucked dozens of dicks and had fucked one man. It was clear to me that I was ready--it was time to go all the way.
As nervous as I was the first time I sucked a dick I was even more nervous about taking it up the ass. I had used a dildo on myself before, in secret when my girlfriend wasn't around, but never had a real man penetrate me. Getting your face fucked is one thing, but to have a cock in your ass and be totally at the mercy of a man is another.
So I logged onto Craigslist and searched the Men for Men personals. There was no shortage of men wanting to fuck. I just had to choose. I like older masculine men. Men who were dominant, hairy, big bellied, strong. A daddy. So I reached out to a few older men who wanted anal and explained I was a first timer and was ready to submit. He emailed me back quickly.
He was about [55]. Italian, tan, hairy, big but tight belly, with an uncut cock like a hammer. I told him I wanted to submit to him completely, to be told what to do, to be completely taken. He said to come over around 9pm. I said I'd be there.
Whenever I met with a stranger at their house I always parked a few houses down. I got out of my car, it was dark, my heart was racing. I had had a few shots of whiskey in my car to loosen up, it was helping some. I went around back like he instructed in the email and knocked on the screen door. Footsteps. The door opened. "Cmon in", he said. I opened the door and he shut the main door behind us. "Follow me". So I followed.
Up the stairs I followed this man into his bedroom. The bed was neatly made, the room was rather spotless and dimly lit in yellow incandescent light. He began to immediately undress himself. I began to do the same.
I had done this before; met with a stranger for sexual encounters. Some men took it slow, some got right to it. This man got right to it. Then we stood before each other completely naked.
He grabbed my cock and I grabbed his. We were both instantly erect. His cock was thick like a soda can in my hand. My cock, not small by any means, was engulfed in his thick manly hands.
"You wanted to submit completely you said?" He asked.
"Yes Sir," I replied.
"Then down on your knees". I dropped to my knees and looked up at this man. This stranger. He picked up him heavy meat and flopped it on my face. His huge balls banged against my chin. His cock was bigger than my face and his precum was dripping on my forehead.
Without being instructed I opened my mouth and stuck out my tongue and he slapped the tip of his cock on my tongue. His precum was salty and plentiful. I liked it. I was stroking myself.
Now, let me remind you, I am pretty straight. I act straight. I date straight. I don't find men necessarily attractive. But I love cock. I love submitting to a man. My submission was about to begin.
He put his cock in my mouth and completely filled it. He grabbed the back of my head and didn't push me down, but started to thrust. He was fucking my face like a pussy.
My saliva was beginning to drip out of my mouth and down my chin onto the floor and my own cock. I was having trouble breathing from how thick and deep he was going so I started gagging...and thats when he forced my head down completely.
Throat spit exploded all over his balls as I coughed and gagged and gasped for breath as this man held my nose to his pelvis--my tongue flapping frantically massaging his hairy balls.
Then he let me breathe.
I gasped and breathed hard. I looked up at him, I didn't know what was coming next.
"Now thank Daddy," he said looking down at me, stroking his thick meat.
"Thank you Daddy".
"Do you want some more?"
"Yes Daddy."
I had expected him to just put his cock back in my mouth but he bent down, grabbed me around the waist and picked me up. He completely manhandled me and threw me on the bed on my back. He grabbed under my arm pits and dragged me to the edge of the bed so just my head was hanging off.A And then he pinned my wrists to the bed with his hands and his body weight.
"Open for me baby, Daddy wants your throat." So I opened.
It was at this moment I really, truly, for the first time, never felt in control. I couldn't move. I was completely at his mercy and he was showing very little.
He began to oil drill my throat like it was a bottomless pit. I was gagging and spitting all over my face. I was completely wrecked by his cock. I loved it. I was a bitch. I was such a slut. A fuckin whore of a cock hole.
He moaned and groaned and grunted as he pounded my throat. Then he stopped. He backed away. He was stroking himself as he admired his work. My face completely unrecognizable with my own spit and his precum. My cock as hard as it had ever been leaking precum like a bitch all over myself.
"Are you ready?"
"Yes Sir," I said with my face obliterated, looking up at him upside down.
He walked over to the other side of the bed, grabbed my ankles and pulled me toward him. Then he flipped me and positioned my ass in the air with my face into the bed, downward dog style.
Then he got on his knees and buried his wet tongue deep in my asshole. He was tongue fucking me and stroking my cock. It felt incredible. My heart was beating out of my chest. I told him to slow down because I was going to cum. He stopped stroking me. Gave me a final lick and then spanked me hard.
He opened the side table drawer and pulled out lube. I already was gripping the bed sheets hard in anticipation. He lubed up his fingers and put two into my tight pink hairy asshole. It felt amazing. And then I felt something different.
It was a tapping on my asshole, different. Heavy. Thick. It was his cock. He was slapping my asshole with his cock getting me ready. Just barely putting pressure.
At this point I was thinking of asking if he had a condom. I had never been fucked before and I was nervous about it. But then it was too late. He had lubed up his huge cock and was already beginning to penetrate me. My brains went to mush. I couldn't think. I wanted to submit. So I did.
He pushed hard and I recoiled. It hurt so much. He tried again and he leaned over and kissed my neck, "shh shh, its ok".
He went back to the side table. Pulled out a little bottle and held it to my nose. Poppers.
I could feel the euphoria wave over me. I relaxed and loosened. He squirted more lube onto himself and my ass. And then it happened.
His cock passed the entire threshold of my asshole and he was full inside me, every moment pulling out and then going a little deeper. I could feel him hitting my prostate and I didn't know if I would cum or what--there were so many feelings going on inside me.
Then he began to speed up. I was moaning and groaning.
"Fuck, fuck, fuck. Daddy. Please, uh." I couldn't formulate sentences and he didn't answer; I was a warm wet hole and I was wide open for him.
He pulled his cock out and spread my ass cheeks and stuck his tongue inside my gaping wound of an ass. I could feel my hole opening and closing wide. Gaping.
He flipped me onto my back and pinned my legs back. He stuck it in again. He put his hand around my throat now and began pounding me, staring into my eyes.
"You like that?"
"Yes daddy," I moaned like a bitch.
"Tell Daddy how much you like it. Are you Daddy's little slut now?"
"I..I..yes.. Daddy I love it. Keep fucking me Daddy."
Then I started to feel it swell within me. Him choking the life out of me, his cock balls deep in my pink virgin hole hole, I couldn't take it any more and I began to cum.
"fuuuucccckkkkkkkk Dadddddyyyyyyyy, I'm cumming." I was cumming from being fucked in the ass. A sissygasm. His raw cock now using my own cum to fuck my hole.
He kept fucking for some time and then stopped and lay down on the bed. I knew what Daddy wanted. I rolled over and began sucking. I sucked my own ass juice and cum from this mans dick like my life depended on it. I impaled my throat and sucked the tip and stroked his shaft and gagged and spit all over him.
"Bend over again for me boy". I did.
He spit in his hand and lubed his cock and inserted it into my loose used hole.
I figured he wanted to just fuck more. He was an animal. But he didn't want to fuck more....he wanted to cum.
He started going faster and faster and I could feel his body and cock swelling and tensing. And then...
"Fuck. Fuck. Yes. I'm..I'm cumming. I'm fucking cumming!". He roared as he came inside me. He thrusts becoming staccato and punctuated as he unloaded inside my asshole. He was death gripping my ass cheeks and hips. Then he held still. His cock still buried deep in my asshole. His hands relaxed and he slowly pulled his cock out.
I knelt there, in downward doggy, not moving. My asshole was gaping open and shut. I began to feel his huge load dripping out of my hole onto my balls and onto the bed.
He went to the bathroom and left me there. After some time I rolled over and sat up.
I was sweaty and my heart was pounding. I was soaked with cum and spit and sweat. Both of ours.
Eventually I went and cleaned myself off and he lead me back to the door. It was about 10:30pm. We had been fucking and sucking for an hour and half practically.
"Let me know when you're ready for more. I'll be waiting," he said as he kissed my forehead.
He opened the door and I left.
That is how a straight boy lost his anal virginity.
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