I had been on the internet for more than three hours, talking to a beautiful woman named Mary. She was hesitant at first, but eventually we shared photos and talked about our fantasies. She loved the name I was given at birth, "Vincent". It reminded her of simple times.
She was very open-minded and had many kinky ideas, most of which made us giggle. I had previously been chatting with her for about two months, on and off. She really enjoyed having me around and after telling her everything I'd do to her through explicit, yet ultimately detailed scene descriptions, she became aroused by my style of writing and choice of words.
"You should write some of those um... sex stories!" She typed. I responded with nothing more than "Sounds good!"
Time passed and she later brought up fantasies again. She asked me, "Have you ever been with a guy before?" Of course, my answer was "NO!" immediately.
I hesitated though, and she noticed it in my words.
"Have you ever been a little curious as to what being with a guy would be like?"
I hesitated once again. "To be honest... yes. I've been with many girls, but never a guy, and I've always wondered what it would be like to be on the receiving end of sex. But this doesn't make me gay!"
She laughed.
"It's not about being gay. It's about having a good time and being dirty! One time, I had five guys cum all over my face, and it was so kinky! Sometimes, the more partners you have, the better it is!" She said.
"I think I'll just stick with one for now," I replied.
After discussing this for a few minutes, I came to the conclusion that I might like the idea of having a guy cum on me, considering I've never had the experience. She told me that she had a friend of hers who is bisexual and likes to fuck men every now and then, just for kicks. He especially liked to fuck men who were straight, and had never had sex with a guy before.
I started responding to this. I had an erection from just thinking about it! Oh, how wrong this was. But, then again, maybe it isn't so bad? I mean, I like my cock, right? What's wrong about liking some other guy's cock? Either way, it's intriguing! I told Mary that I'd love to meet with her. So, we set up a date.
Nearly two weeks passed, and I had no idea how this was going to end up. I told her that if I didn't find it arousing, I would be open-minded about it, and just get it over with. That way, at least I can say I tried it.
I pulled up to the hotel that Mary was staying at. She was across the parking lot, flagging me down. I recognized her beautiful brown hair, flowing in the wind, and her eyes seduced me as I came closer.
I suddenly had a very bad feeling in my stomach.
"Is this going to hurt? Should I do this?" I thought to myself.
Worried, I entered the room to see the bed with the blankets pulled to the floor. At the end of the bed, there was already stains from apparent previous encounters. Lots of stains, everywhere.
"Nice scenery!" I said, laughing to myself.
Beside me stood a man, slightly taller than me, brown hair, green eyes. He stared me down with his alluring pupils. I felt uncomfortable. But, as soon as I thought about how this was going to work out, Mary walked back into the room and started pretending to be a cat, crawling across the bedsheets.
"Meow!" she said. "It's time to get down to business!"
This was it. The moment of truth. I pulled off all of my clothes, and my hands were shaking.
"Don't be shy, boy, it's okay, I won't bite you!" the man behind me said.
"Oh, Vincent, this is Zack. He's the guy I was telling you about." Mary smiled.
"Yeah, I thought so. Hi... Zack." I said, ashamed of what I was about to do.
Lying down on her back, Mary spread her legs wide, revealing her beautiful pussy as if it was a priceless painting worth drooling over. And it was. She started rubbing her clit.
"Well what are you waiting for, Mr. Vincent? Give me your dick!" I leaned forward with excitement and placed the tip of my erect cock on her outer pussy walls, and rubbed it.
"Mmmmm" she moaned.
I was looking over my shoulder, worrying about this guy and what he was capable of doing. He was still getting undressed.
I slid my cock into Mary's pussy, just the tip - just enough to tease her a little. She continued to rub her clit in a circular motion. Her tits were perked up, and I had never seen anything so beautiful in my life.
A priceless painting, she indeed was!
My cock was normally harder than this, and I wasn't sure why it was not being used to its full potential. I almost fell too much into Mary that I nearly forgot about the guy behind me, when suddenly, something poked me in the lower back.
His erection grew as he rubbed the tip of his cock down my back and near my butt. I freaked out a little, but allowed it to happen. He ran it downwards more until he was between my crack.
"Don't I need it lubed up?" I asked. "Oh yeah!" he replied. I felt him shift towards me, but I wasn't sure what he was doing.
"Ooh, that's warm!" I shouted, sticking my dick into Mary a little further. It was his tongue. He was licking my asshole, eating it out.
"Wow!" I said, I actually enjoyed it.
It wasn't long before I heard him spitting, as I felt his warm saliva drip down the crack of my ass. My dick grew just a little bit.
"Mary you were right, this feels good!" I smiled.
Mary was enjoying herself all too much as I was penetrating her pussy. She was rubbing her clit a little too fast.
"You must like that a lot, Mary." I said. She opened her eyes and looked directly at me.
I asked "Why are you so aroused by this?" Her answer was, "Because you've never had ANYTHING like this happen in your life. It's about to get crazy! And it makes me so hot and bothered just thinking about it."
What did I do this for? I might have gotten myself in some serious trouble.
I felt both of my hands being grasped by Zack. "Just take it easy" he said. He tied each of my hands to a bedpost, causing me to be stretched out, hovering above Mary.
He pushed me towards her, as she was still lying down under me, rubbing herself, licking her lips. "Do you still want to try this?" she asked with a smirk.
Who knew this would start out so kinky?
With my hands tied, I couldn't move except thrust forward into Mary, so I did just that. My penis continued stretching the walls of her vagina, and it was turning me on even more. I was still waiting to see what the guy behind me was planning, but nothing ever occured.
I started thinking about it more and more. I wondered how big his dick was. I wondered if this feels pleasing or just painful? Would my ass be able to take it? Before I could think about it anymore, I felt a sudden awkwardness in my butt.
My asshole began opening up, and a warm, fleshy object entered inside of me, carefully. He only pushed about an inch of his cock into me, but I definately felt it, and let out a distinctive moan. It felt raw and not quite lubricated. He must not have had enough spit in my ass to produce the desired effect. Or maybe he just wanted to fuck me raw and dry?
"Oooooh!" It hurt a lot at first, but I didn't care. There's a first time for everything. It stretched my asshole open quite a lot, and I felt the head of his cock throbbing inside me. It almost felt like I had to take a shit, with my tight hole being probed the way it was. It took a minute or two to get used to, but it felt great after that initial phase.
Zack pulled his cock out and let my asshole tighten itself back into a little pink knot, but he instantly pushed it right back in, diving in much deeper this time. It was shear pain for a minute, but it began to become exciting. I started enjoying it - enjoying that a man's dick was deep inside me. I was steadily fucking Mary, who was now playing with her tits. Her right hand was still on her clit, rubbing it anxiously.
Zack didn't really thrust, he just left his penis inside me for a minute, allowing my asshole to acommodate his huge member. He actually had a nice thick dick - I could feel it stretching my tight asshole, as it adjusted to his cock. This felt really good! I was right, it was worth it!
But, I spoke too soon...
He started thrusting really hard into me, in and out. He'd pull his entire dick out and then violently shove it back in. My asshole was making constant fart sounds as the compressed air shot upwards when his dick ran itself into me.
He wasn't even all the way into my asshole, yet. He had only forced it in about four inches, and that was nothing compared to what he was holding back. But, it was enough to make my cock even harder - swollen even!
