MelindaMerm – My 1st Big Cock

This story is about my first big cock. I am on the shy side and generally conservative. I guess I can be described as a professional woman. I have been with my fair share of guys but I have never been with a guy who was hung. I have a twin sister (we are not identical) and she was bragging about a guy she was seeing and how great the sex was because he was hung. My sister is the wild one and has been since we were teenagers. I have been seeing the same guy for over a year now and he could be the one I end up marrying. I have been thinking a lot about marriage and I felt like I should at least have a similar experience as my sister before I settle down. I guess my sister’s comments really got to me. Having been with a dozen or so men you would think I would have gotten lucky that way. After my conversation with my sister, I started watching a lot of porno videos of hung guys and it really was turning me on. Over the course of the next few weeks it had become an obsession. I knew I had to satisfy my curiosity. I did have an upcoming work trip to Boston. I figured that may be a good time because I would be away from home. I could have a one- time fling in the privacy of my hotel room with a guy I would never have to see again. That part of the plan seemed perfect. Hmmmm, but how do I find a guy to meet my “qualifications”? I didn’t want to leave it to chance.
So I decide to write an ad on Craig’s List. The ad went something like this:
First off, I am new to this. About me: I am a 30 year old female. I am 5’ 3” 120 lbs brown hair and blue eyes. Guys hit on me a lot so I guess fairly attractive,lol. So why am I posting here? I have been having a fantasy that I want to act on. I have never been with a well endowed man. I have a steady boyfriend so I am only looking for some no strings attached fun. This would be a “one- time only” fling for me as I am on an upcoming business trip the second week of November. My ideal man would be between 35-40, white and married. NO PLAYERS!!!. Your face picture gets mine in return.
As you can imagine, I got a bunch of responses. I didn’t realize how many horny guys there are out there…lol, although most of them didn’t even fit my request for a white guy between the ages of 35 – 40. After a couple days, I finally got one that interested me. His name was Steve and his written response was polite plus his face picture was attractive. He was good looking with blondish hair and looked to be the rugged type. He said he was 37, 5’ 10” and 195lbs. He was married and that this would be his first attempt at an affair. He had been married for 10 years and just recently decided that he would look to have some fun. I liked this since it seemed he wasn’t a “player”.
I responded back to him saying I liked his email and picture. I let him know I was interested and sent him my face picture. I wrote that if he thought I was attractive to let me know. It didn’t take him long to respond back. He thought I was a real “hottie” (his words not mine) and that he was flattered that I found him attractive.

I guess I should describe myself a little better. (I know when I read these stories I like the descriptions). I do work out so I am in decent shape. I am toned, my butt is a little on the big side (at least I think it is) but is also very solid. I do have freckles on my face and body. My hair is thick, brown and shoulder length. I have a nice complexion and tan easily. I have average sized boobs, 32C.

He wrote, “What is the next step?” I responded by asking him if I could see a picture as proof that he was indeed well endowed. I have to admit that it was very exciting waiting for his return response. It didn’t take too long. When I saw that there was an attachment my heart started to race just a little. He sent me 4 pictures. He had a good solid build. In the pictures, I could see that he had a really nice butt and that he indeed did have a pretty big dick that looked to be fairly thick as well.

I responded back by saying he definitely meets all my requirements . I told him that I wanted to exchange emails and get to know him first. It was important to me that he knows that I was not some slut and that this was really just me experimenting. I also wanted to be careful. Besides the physical attraction, I wanted to make sure we were both on the same page. We ended up exchanging emails for about two weeks. We would ask each other various questions. That in itself was a real turn on. I couldn’t wait to get the next email. I was happy to find out that he had been faithful to his wife and that I would be his first. I didn’t want a player and I certainly didn’t want to pick up any diseases. I let him know that if we do hook up that we will need to practice safe sex.

During those email exchanges, I found out that he can last long and can go a few rounds, as he put it. My current boyfriend lacks in both those skills so as you can imagine that was another big plus. It was interesting to hear the questions he had for me as well. He asked me about my” grooming habits”. I told him I was completely shaven. He said that he was hoping I would be. He asked about my orgasms. I told him that it takes me a while and that I only orgasm when I guy goes down on me for a while. I also told him I never had multiple orgasms during a love making session. He said he’ll take it as a personal challenge to change that. I did end up sending him more photos of me. I had a few sexy ones that were taken of me in a club. He wanted nude pictures but I told him sorry but I wasn’t going to do that. He said it was a turn on for him that he would be my first big one. He said that when he was single he use to love that first time a girl would see it just to see her reaction. He asked me if I had any questions for him. I said not really (I did but I felt funny asking him).

After a couple more email exchange, I finally got the nerve up to ask him. Does it always fit? I told him that guys have told me I am very… tight…. and that…well…they weren’t as… gifted as him. Again, I couldn’t wait until I got his email response back.

He said that he had never been with a virgin but that depending on the girl it could take a little getting used to. He went on to say that before he was married, he did have sex with a girl he meet on a cruise ship when he was on vacation. She was also very tight and that they started and stopped a few times. Although at first she was a little “uncomfortable” after a while she loved it. He said not to worry that he would be gentle and go slow until I was comfortable with it. His explanation made me feel more reassured that this guy would be perfect for me. We agreed to meet at the hotel bar on the 2nd day of my trip.

The time couldn’t go by quick enough. I had fantasies every day. I would look at the pictures he sent me and watch porno every evening. I would always look for the big cock ones and always imagine myself in the girl’s place.