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tactical anal insertion
I am thirty-three years old and currently single. I broke up mutually with my last guy about three months ago. I work in the office of a medium-size corporation doing marketing projects. We are all in a "cube-farm" layout which is not as nice as private offices, but we must accept it. One of the side-effects of this kind of arrangement is everyone in this department knows everyone else, and we sometimes know things that should be private. You can't help overhearing conversations or phone calls. Some of the staff socialize, usually with cocktails at our favorite bar down the street. Not every evening, but almost every Friday. Last Friday was one of those days, and a group of us agreed to meet for a drink. The bar is close enough to walk to, so everyone left their car in the company lot. A young guy named Ron walked alongside me on the way. He is about ten years younger than me and very cute. He walked on the street side which in the good old days meant he was protecting me. I am so glad it's over. Since we came in together we sat together and ordered a drink. I had my lady-like Chardonnay and he had a draft beer. Our table was a little distance from the two big tables with our raucous crowd. I was glad because I don't need that noise. I wanted to get to know Ron better too. I asked the usual questions; where are you from; how do you like working for the company, etc. He asked me the same. Then he leaned in close and said, "Watch. Lisa and Jim will leave together. They have been hooking up for quite a while. It doesn't sound very romantic. They just want to fuck. I am not a prude but still. All you need to do is ask someone to hook-up and you are good for a one-night stand? My thoughts were about young stud Ron. I am at the supposedly sexiest age for a woman, and he is at the age where a man has the strongest sex drive of his life. I sure wanted to test those theories out with him. Or change the subject. I don't usually talk that way. Don't beat around the bush, just say it. It saves a lot of time and effort. Maybe the wine, or the fact that I am desperately horny, but I asked, "How come you have never asked me to hook up? Then he said, "I thought you would never have anything to do with me. I thought you were out of my league. You are so educated, such a classy vocabulary, so stylish. For a few moments I imagined what it would be like to suck his cock and swallow his cum. God, I really needed sex. It has been too long. It was my turn to break the silence, so I softly said, "That's not true, Ron. I would love to spend some intimate time with you. Then he said, "Alright, then. What have I been waiting for? He said, "Let's leave separately. The crowd has enough to gossip about. I waited outside for him. In a few moments he appeared. I said, "Follow me to my place. We each got into our cars, started the engines, and pulled out, him right behind me. It's not a long drive, and soon we were parking side-by-side in the lot for my condo. He followed me to my door, and I opened it and ushered him in. I entered and closed and locked the door behind me and melted into his arms. We kissed like long-time lovers, which we weren't. He said, "I didn't know we were going to make out. We are going to fuck. I led him to my bedroom and started to strip down. He got it and did the same. In a flash we were both naked, facing each other. As I expected, he is a fine specimen of twenty-something man. What I hadn't expected was his very large penis. It hung down limp over his hairy balls, and even flaccid it was huge. I should explain that I was hoping for anal intercourse. The guy I broke up with a few months ago taught me to like it that way. However, he just had the average six-incher. I wasn't sure if this monster would fit in my ass. We moved closer together, and he fondled my left breast. I reached down and grasped his cock, which was starting to grow. I began to stroke it the way men do when they jack-off and it continued to stiffen and grow. I dropped to my knees and took it in my mouth. I began to slide it in and out, but I could only get about half of it in my mouth. By the time it was rock-hard I could only get the head in my mouth. I took that in and out with my lips running over the smooth head. I spit on it and slid my hand up and down to spread it around. Not much lubrication but better than nothing. I don't think he believed his ears. I was afraid he might cum, so I jumped up and motioned to the bed. I climbed on and he followed. We held each other while I continued to stroke his big cock. He played with my pussy and rubbed my clit. I reached down and took his hand and moved it closer to my asshole. I put his middle finger against my anus and pushed the tip in a little. He looked in my eyes and said, "That way? He pushed his finger in all the way to the last knuckle. It clearly aroused him. Having his big middle finger up my ass reminded me of what it feels like to take a cock up your ass. In this case it would be like his finger multiplied by ten. I turned over and spread my butt for him. He hovered over me lining it up. I was suddenly apprehensive about the size of his tool. I wanted to know what it would be like, but I don't like pain. He lumbered around a little trying to get in position. I looked back over my shoulder and saw his erect member swinging and swaying as he moved. God, is that thing really going to be shoved up my ass? I whispered, "Slowly, please. I wanted it, and if it hurt then too bad. The pressure on my tight butt-hole built as he pushed harder and harder, and then suddenly the head went into me, stretching my anus to the limit.
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