On the website, I automatically got paired with a guy. He was sitting on a chair, completely naked, his cock was semi-hard. The rules of the website were that only the man was allowed to give out instruction and I simply had to follow them. How bad could it be, if everything was through the screen right? I didn't know if this would be considered cheating or not, I mean its not like I was gonna have sex with the dude. Plus my boyfriend was the one who decided to leave me for the entire weekend, so this was my only choice. What he doesn't know won't hurt him right?
I had to click on a button once I was ready for my camera to turn on, and for the instruction to start. I sat cross-legged on the bed, in my underwear. My put my laptop on the dresser in front of my bed and pressed start. The man on the screen just stared at me for a couple seconds and then he said: "I'm gonna make you cum so many times, you'll be begging me to let you stop." That made me so wet, I was so ready for this. "You'll call me sir, and you'll only speak to me if I ask you a question, is that clear?"
"Yes, sir" I don't even know what was happening, but I was liking it. And then came the first instruction.
"Alright baby take your bra off for me". And so I did, "Start rubbing does nipples."
My nipples were hard, and rubbing them was making me so wet. I couldn't help but let out small moans of pleasure. I could see through the screen that his cock was really hard now and he was slowly stroking it.
"You're gonna slide your hand down your body and put one finger in your pussy, so you can feel how wet I'm making you." He was right my pussy was dripping wet. I don't think I had ever been this horny before. He instructed me to take my panties off and lay down on the bed with my legs spread apart. My pussy was wet and throbbing, I so desperately needed to cum. "Start rubbing your clit slowly."
"Mhmmm" I knew I was gonna cum quick I could already feel it coming.
I was close to cumming already.
"I want you to rub your clit as fast as you can, and don't you dare cum without my permission."
I was rubbing my clit so fast, and I so close to cumming. "Mhhmmmm."
"Are you close baby?"
"Do you want to cum?"
"Beg for it."
"Ohhh please sir, can I cum, please sir."
"Ok, cum for me in 5, 4..."
I didn't know if I was gonna be able to hold it in for even 5 seconds, I was so close.
"Cum for me baby."
"mmhmm, mmhmm, ahhh, I'm cumming, ahhh"
That felt so good, but the night was far from over.
"From now on you can cum whenever and as much as you want baby."
I had never cum more than three times in one night before, I wondered how many times he would be able to make me cum.
He was still stroking his cock, but he wasn't anywhere close to cumming.
"Alright baby, do you have any toys with you."
I had a dildo and a vibrator.
"Show them to me."
I put the toys in front of the camera.
"Ok baby I want you to go get a hairbrush."
I didn't know why he wanted me to go get that, I already had a dildo, but I did as he said anyway. When I got back with the hairbrush, he instructed me to lay down on the bed again and bring the dildo and the hairbrush with me.
"Ok baby, have you ever done anal stuff before?"
"Well you're about to."
I have to admit I was a little scared, but its not like he was really here, if I didn't like it I could just shutoff the website.
"I want you to shove the end of that hairbrush up your ass, I don't care if it hurts."
I did as he asked, my ass was really tight and putting it in hurt so bad I screamed. "Ahhh"
But I could handle it.
"Alright baby, now put that dildo in your pussy."
That part was easy.
"I want you to use both of your hands to fuck that hairbrush in your ass and that dildo in your pussy at the same time."
My ass hurt really bad, but I was getting so much pleasure from both of my holes being fucked at the same time.
I so full.
"I want you to tell me when you're cumming,"
"Ohhh, mmmmhm, my ass is gonna cum. Ohhh, I'm so close, Yes, Yes, ahhh, I'M CUMMING. Mhmmm, Ahhhh"
My pussy was dripping, my sheets were soaked. I couldn't believe that just happened, but there was no time to think, because he instructed me to go get the vibrator.
"Put it down on your pillow, put it on the highest setting and start riding it on your clit."
As soon as that vibrator touched my clit, I was feeling ready to cum already. I was riding that pillow so fast and hard.
I did as he asked. I took a look at him for a sec and he was stroking is cock pretty fast, I could hear him moan a little,
That vibrator was gonna make me cum any second.
Ahhh, I needed more, but I didn't dare disobey him.
"mhmmm, yes, yes , I'm gonna cum."
"Stop, I want you to beg for it."
"Please sir, I need more, please sir."
"Ahhh, please don't stop sir, I'm so close, please don't stop, ohhhh I'M CUMMING, yes I'm cumming, ahhh, mmmhm"
My pussy had never felt this way before, my clit was so swollen and sensitive.
"Ok baby, you're gonna cum one last time for me, you're gonna cum with me."
I didn't know if I was gonna be able to cum again.
"I want you to put the hairbrush in your ass, the dildo in your pussy, and the vibrator on your clit."
The hairbrush hurt going in again "ahhh"
I was so full and the vibrator was making my whole body quiver.
He was stroking his cock really fast and moaning.
We were both about to cum.
"Ok baby, cum with me."
Tears were coming out of my eyes. My body was feeling so many sensations at the same time.
"Are your ready, baby?"
"Ahhhh" we both screamed together.
I came so hard.
He was shooting is cum all over himself. And everything of mine was soaked.