I have been chatting online for some time. I used to consider myself straight but after this day I think I am more like bi. I usually get into phonesex and a receive a rare blowjob on occassion. I was at work, the office was pretty dead and I decided to go online and chat. I was in several chatrooms with not much happening when one conversation in the mfm channel started to get a little interesting. We began with small talk and what we were into. I thought we would never meet so I would mess with him a little. I told him I wanted to try anal and would not mind getting fucked in an office. I was just joking around but he surprised me when he suggested that I could come by for a quickie at his office. To my surprise, he said he was all alone, the office was closed for the holiday. I joked with him and teased him as I toyed with the idea. Finally I thought I would put out some ground rules and see how it goes: I use a condom for oral and anal if i do it. No kissing. No rough stuff, my ass is 100% extra virgin stuff for that. Amazingly he no objections. Hmm should I or shouldn't I? Obviously I did, since I am writing this. Anyway, I got the address and headed over. I called when I got there and he came down. He was huge, at least 6'2 and about 330. I was getting a little nervous as we got to the office and went through a maze of offices. He closed the door and dropped his pants. That was fast... I pulled out a condom and went to put it on and thank goodness it was about 4-5"long. He was uncut and hairy but hard and dripping cum. How could I say not to that horny lil cock. I was relieved though as I thought since this was going to be my first shot at anal I figured this will be a walk in the park. I slipped on the condom and dropped to my knees. I took his head in my mouth and began to suck.
He pulled my head closed and I felt his cock drive in deeper. He pulled my head deeper until it was hitting his belly. One hand was caressing his balls while the other guided his cock in and out of my mouth. The harder he got, the harder he slid his cock in and out of my mouth. I could hear the noises of me sucking and my spit all over his cock and balls. I wonderd what would happen if a coworker walked in? After a few minutes, he told me to stand up and bend over the desk. I was excited, this is it... The excitement wore off as I soon found out that this was going to be more dfficult that imagined, he was having a hard time getting it in. Maybe because he was too small, I was too inexperienced who knows but he started to go soft. I turned around and sucked him back to rock hardness again. He laid down on the floor, stroking his cock and he told me to get on top. Hmm I thought just like a woman would. I could do that...bouncing up and down on his cock. I straddled him and lowered my ass onto his cock. I soon found out that it was a little thicker than I thought as I felt it sliding in and stretching my ass open...popping this cherry ass. As the pain got worse, I thought that I did promise I would do this so I had to go through with it. As I was rationalizing, I slid all the way down until I felt his hairy balls on my ass. My ass was on fire but I started bouncing on his cock and he began thrusting with it. My poor ass was throbbing and I realized that I didnt use lube but it was too late, he was already inside me and my traiter ass was milking that cock for all it was worth. My legs were getting tired, I was sweating like I had ran a mile. My heart was racing. I was pounding my cock with one had and the other kept my balance. Suddnly he exploded and I felt him twitching in me. I stopped and lifted up, the condom staying in me as I got up and his cum went everywhere. I reached down and started stroking it some more, rubbing his cum all over his cock and balls. I smiled and left.