We face many choices in life, different paths to choose from. At nearly every instance I had the willpower, the determination to choose right from wrong. I am not infallible, I have made mistakes but they were small ones. I was able to correct them, apologize, and make amends with the ones I hurt.
However, there was one temptation that I could not turn away from. I was given the opportunity to live out a dream that most people will never obtain. The consequence to living this dream would be the destruction of three very close friendships. Even with knowing this, I still went into this situation acting on my passions and allowing my id to rule. This is my story.
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I started to gain confidence in my early twenties where women were concerned. I was in great shape, outgoing, assertive, and a great storyteller when it came to entertaining. I went on date after date searching for the woman that would make me swoon and cause my heart to race in her presence. All of this searching was in vain, until I finally met Jane.
Jane came to work at the same retail store I did
She was very different from all of the other women I had met in my life. She was fair skinned, wearing just the lightest of cover-up makeup. A small studded piercing was in her left nostril (and this was before it was fashionable). Straight brown hair hung past her shoulders framing her face along with short bangs. Her soft brown eyes hid a hunger deep within. Her breasts were C cupped, round and supple often seeming aroused because the nubs of her nipples were often hard and poking out with excitement. She had the body of a porn star, curved in all the right places.
While working together, we spent a lot of time talking and flirting. It took me a month to finally work up the courage to ask her out. Our date was a lot of fun but I was too enamored with her to risk making a move on her. We ended up becoming very close friends.
Jane's background was a broken and troubled past. She was raped at the age of 17, by someone that was a casual friend. Her father abused her and her entire family throughout their lives. She had no self worth, feeling the only reason a man would be attracted to her was because of her ability to suck cock. If I had made a move on that first date, we would have had a few passionate weeks with a relationship ending because of her own self destruction. Instead, we stayed friends because she did not want to lose me and felt this would happen if we were to be intimate with each other.
Our friendship grew over time and we spent almost every night together. We would both become extremely jealous of one another when we dated other people. It seemed like every time we started a conversation it turned to sex. She asked me all types of explicit questions about the past women I was with, how I masturbated, what was my technique for oral sex etc. I would ask in return questions but she often did not answer them. During these conversations I would get so worked up that I would have to excuse myself, go to the bathroom, and wipe all of the pre-cum off of my cock and out of my boxers.
A little while after Jane started working with me, a new girl started. Her name was Sarah and she was strikingly beautiful. She was a little shorter than Jane and unlike Jane had a very athletic build. Her tits were small and pert. Her stomach was flat and her abs defined. She had tanned skin and her muscles were well defined. Her hair was long, straight, and soft. Her eyes were a cool light blue, like a refreshing breeze on a dry hot summer day. Whenever she would laugh it was like a contagious disease and I could not help but laugh as well.
Sarah was always flirting with me. If we were in the same room she would need to be next to me and touching me in some way. She often had boyfriends and more noticeably she seemed to date virgins. Sarah liked to take their virginity thus ensuring she had complete control over them. Even with these pastimes, she was obsessed with me.
I can remember an incident at one of the numerous parties that our friends threw. I was laying on the couch and was poking fun at Sarah, teasing her over and over. Finally, she had enough and jumped on top of me. Before I could push her off, her finger danced up and down my side tickling me mercilessly. I could not catch my breath nor gather the strength to push her off. She knew my strength and positioned herself so that she could grab my cock without others seeing her.
Her boyfriend stood there watching this entire scene. He would not act because he knew if he did it would anger her. So here was Sarah, basically rubbing me off in front of her boyfriend and the rest of the party. I was laughing uncontrollably which just made my cock more sesitive while Sarah rubbed me off.
I was finally able to yell out for her boyfriend to get her off of me. He was conditioned to follow orders and did so quickly. Once off me she was both embarrassed and furious. She stormed off in a huff. I left the party soon after because she had me so worked up so much that I could not get my cock to soften.
When I arrived home that night I quickly stripped. My cock bounced out of my pants and it wagged up and down like a puppies tail in anticipation of being played with. Red, angry, and slick with pre-cum my cock took over and dominated my thoughts. I started to stroke furiously and with a tight grip, mad at how turned on Sarah had gotten me. My pumping was erratic and varied as I was dwelling on being humiliated and taken advantage of in front of everyone at the party. Soon my thoughts strayed to Jane though and my pace evened out.
Jane had made so many hints, in the past, that she wanted to watch me masturbate but I could never bring myself to actually do the act. I dreamed about just whipping it out and jerking off in front of her.
Now my imagination took over all of my conscious thought and I pictured that she was sitting in the room with me watching intently. I wanted to impress her and last a decent amount of time, so my pace slowed again but I was still quickly building up to an explosive release. Up and down, enjoying each one of my fingers bump over the edge of my cock head. When I reached the top I would circle the head with the middle of my palm and then stroke down again.
With my eyes squeezed shut my fantasy moved forward and my need to cum had built to an uncontrollable level. I pictured Jane sitting right across from me. She sensed that my climax was eminent and leaned forward. This caused the neck line of her shirt to fall and I could see the outline of her fair supple breasts. Those hard pink nipples and the soft outline of tits spurred on my stroking. I was breathing heavy and sweat coated my body. The slurping noise from my stroking was increasing as my pace picked up.
All of the teasing from Sarah was being channeled through my cock as I reached the peak of orgasm. On the up-stroke the first load of my cum sprayed out of my sensitive head. If only my fantasy had been true and Jane was right in front of me, it would have hit her right on her lips. Load after load pumped out of my throbbing and tortured cock. I could feel the frustrations from Sarah's ministrations slipping away.
