Many thanks to Techsan for his editing of this story.
*
I, known as The Jailbird, was a famous man in our small Scandinavian town. I was sure that people envied me because I had dared to do what many of them probably had only dreamed about.
My real name is Wilmer Steen: Wilmer after some distant relative in Minnesota, which wasn't very funny when I was kid because I was the only Wilmer in school and because "Beetle Bailey" was called Wilmer during the first time the cartoon was published in this country, and I was forced to fight about my name now and then. However, today Wilmer is one of most popular boy names here so nobody cares about my name anymore.
Until going to my army service, I was regarded as a good boy living a rather boring life with a handsome but prudish girlfriend by the name of Elise who would never agreed to any sex before the wedding night. Since both her and my parents were teetotallers, even any kind of alcohol was out of the question.
Then everything changed when I came to an infantry regiment where I was trained to be the driver of an armored car. We were a two-man crew on that vehicle, and my co-driver, Billy Storm, was a funny big town guy, just like something between "Killer" and "Rocky" in the Beetle Bailey cartoons. We were two quite opposite characters, indeed, but in a short time we had came to be really good friends.
When Billy heard about my sober life and failed attempts to get in Elise's panties, he shook his head and said, "Poor bastard, you've only got one life. For heaven's sake, don't waste it."
Somehow I must have agreed that he was probably right. As usual he got one of his bright ideas and thereafter it was impossible to stop him from carrying out his intentions.
This time he spent some time secretly making phone calls until he said, "You are not going home this weekend because you are visiting the real world with me."
He ignored my objections about not having any other civilian clothes with me than jeans and a jeans jacket and he said that it would be okay for this trip.
On Friday, we got off duty about four o'clock and began our journey with stealing 50 liters of gasoline in two Jeep cans from a parked army car. Then after a short stop at one of the garrison town's several black market booze dealers where Billy choose three bottles of wine for me and a whisky for himself, we left for Billy's hometown, which happens to be the capital of the country. There he stopped at a back street on the south side of the city, told me to follow him into a building and at the third floor he pushed the button on a doorbell.
A rather nice woman, obviously in her late twenties, opened the door and Billy said, "Hello, Anita. Here is my pal, Wilmer. Take good care of him."
To me he said, "Be a good guy. See you tomorrow evening in town."
Billy disappeared quickly and the pretty woman asked me to come in. Inside the small but clean, nicely furnished three-room apartment, I gave my wine bottles to her and she asked me to sit down on a sofa.
Anita told me she was involved in an ongoing divorce process. Her four-year-old boy spent this weekend end with his father. That first evening she wanted us to stay at home and get some take away from the nearby Chinese restaurant and suggested we go out the next evening.
As I was not used to drinking wine, I was a little tipsy after the romantic meal in candlelight and she had us sit together on a sofa and listen to some soft music. The room was still semi-dark with the candles as the only source of light.
I immediately got a hard on when she kissed me, which she noted and stroked it on the outside of my jeans. The wine had made me brave, so I laid my hand on her knee and began slowly moving it upward. To my surprise she had no objections, not even when my hand reached the outside of her pussy. But then she whispered, "Come," in my ear and led me to her bedroom where she slowly began to undress us.
It was almost dark in the room so I didn't see many details of her now naked body when we lay down on the bed. I kissed her and squeezed her breasts until she began to kiss my body until her lips reached down to my hard cock. It was a new sensation for me when I felt her warm lips around it and she began sucking it up and down.
Of course, I had seen it happen many times in porn videos but getting it in real life was a great experience. Then she spread her legs and whispered, "Come to me." I did and from then on I was a real man. She was wet and my stone hard cock slid into her in one hard thrust. I was so horny that the first fuck in my life didn't last very long.
Anita didn't complain about the quickie and cleaned us with a damp towel and within a few minutes she had sucked me hard again. This time it lasted longer and even she got to moaning and groaning.
It was a memorable evening, which I never will forget. Anita was a good teacher and I really hope that it was a pleasure for her to be the first woman for a virgin young man. We did it two more times during the night and one more time in the morning. The morning fuck was great after I had seen her well shaped naked body in daylight and kissed most parts of it.
After breakfast she put me to work. She had the dirtiest little red VW Polo I'd ever seen and asked me if I could get it clean it. Of course, I couldn't say no to her and it took me five hours of hard work at a gas station to wash it with degreasing agent, fresh up the paint with rubbing and wax so it looked almost like a new car. Anita rewarded me with a late lunch and a great siesta fuck.
That evening Anita and I went to a popular pub where we met Billy together with a twenty-something good-looking girl. We had a good time, at least until two of Elise's classmates with their boyfriends came into the pub and saw me. They had big smiles on their faces when they saw that I was a little tipsy sitting next to a girl and drinking beer. I knew that I would have some serious problems the next time I went home but to be honest, I didn't care a shit for the time being.
But one thing is for sure, if Elise had given me what I got from Anita, I would have never cheated her but now I had no regrets for doing it. The next night we did it only twice when we came back to her apartment, once doggy style and once with Anita riding me. In the morning we slept until almost eleven o'clock and as I was stone hard, we had a long lasting fuck in missionary position, which got Anita so hot after a while that she scratched red stripes on my back with her nails before she had an intensive orgasm. That was my last fuck with Anita.
The rest of our time together we spent out in town. We took a long walk in a park when she told me about herself and her ex. She was twenty-nine and had dumped her ex for cheating. Now when they were four months into their divorce she had begun to regret it. She said if he accepted what she told him about my visit, she intended to forgive him. Good for her but less good for me because I understood that this was my first and last date with that lovely woman.
