Ever heard the phrase "it's the quiet one's you have to watch out for."? Well, that's me. By day I am an upstanding citizen, a public figure, and neighborhood leader. Exactly the type you see in old TV shows and movies, well respected and highly admired. But at night I read erotic literature, watch porn and talk to multiple women without any knowing of the other. I play the "goodie-goodie" role so well that women trust me almost instantly. I have realized just what trust can get you, a naked woman. When I say this I am not claiming to smooth talk women, no I am claiming that they try to smooth talk me into sex even after I tell them I am not looking for a relationship. Of course I "reluctantly" engage them.
I have written several of my encounters in my journal, but my reputation won't allow me to tell my exploits to even my closest friends. So here I tell you one of my stories from the anonymity of a computer screen. Other than the names of those involved, I give my word that every other detail is the truth. My first story I have titled "The Longest Day." I hope you enjoy reading it as much as I enjoyed living it. You can call me Jason.
I don't remember the exact date but it was around 2am and my phone rang. It was the weekend and I was up watching TV. As I answered, a loud and obviously drunk female voice on the line asked for Jason. Now this particular conversation isn't that important to the story, but what matters is that the girl had a wrong number, and as luck would have it the person she was calling happened to have my name. The next day she called again and with a more sober tone apologized for her late night calling. Needless to say, she sounded cute so I continued the conversation and a couple hours later she asked if I would mind her calling me again sometime, and that is how my story started.
For about a month, we talked on the phone several times but hadn't decided to meet, until one day we started talking sexual fantasies. My entire life I have been the leader, the one in charge, the one telling everyone else what to do. It would be a dream for once to let my guard down, not be in control, be a submissive. This particular fantasy doesn't involve whips, spikes, or anything being inserted into my ass, it's simply a matter of allowing someone else to have control. This girl, Diana was up for the challenge.
She laid out the rules for our first face to face meet. I was to rent a hotel room for the day and leave a key card with the manager for her. From there I was to go to the room, which had to be ground floor and facing the pool, and prepare for the day. My guidelines were to strip naked, blindfold myself and lay face up in the middle of the bed. For that day I had only three rules, I couldn't talk, move, or cum unless I was told otherwise. I had become her sex doll for the day, and she expected my penis to be ready anytime she wanted it.
The day came and I did as I was instructed. I was laying there completely naked and blind to the world thinking of how I was about to be used as a sex toy by someone I had never met, never even seen. It was at that point I got one of the hardest erections of my life. I heard the door open and someone walk in. Without a sound, the person tied me spread eagle to the bed. A slight fear swept over me as I heard the sound of the curtains being opened to what I remembered being a clear view from the swimming pool. The voice from the phone leaned over to me and whispered, you are exposed so that anybody that happens by can see you. I will be back whenever I am ready, and I expect your dick to be just as hard then as it is now. She walked out the door.
As I lay there part of me started thinking of how anybody could walk by and see me laying there, with that thought in mind, I had no problem keeping the erection. After a brief period she came back in, closed the curtains and locked the door. She came over to the bed and straddled me with only the head of my dick going inside her. She reminded me of the rules making it clear that I was not to move or cum until she told me otherwise. She rocked back and forth keeping the tip of my prick inside of her but nothing more. It took all my will not to become a jackhammer and start pounding upwards further into her pussy.
It was then that she told me her plans for the day. She would go swimming, watch TV, read her book, and satisfy herself using my dick any time she had the urge to sit on something. She could cum, and she would cum, but I would not. She made it clear that at any moment if she wanted sex I had to be erect and ready for her to use my penis as her newest toy. If it softened or if I came I would be punished. So at 9am that morning she started.
If you ever get the chance to be a woman's play thing for the day I highly recommend it. After she had finished telling me the details she began to ride me harder than I had ever been ridden before. I was nothing more than one of her favorite toys at that point; a vibrator that she could ride as hard as she wanted, as long as she wanted, and not worry about the batteries. She was screaming aloud, I was screaming inside. Oh God was I ever screaming. My dick got harder and tighter until I felt like I was nearing the point of no return. I tried to relax breath normally and think about baseball. It was about that time I felt her body go limp briefly before she climbed off. I heard a bag of chips open and the TV come on.
All I could think about was how my nuts felt like exploding and releasing their occupants. I slowly brought myself into a relaxed state while managing to maintain my erection. I knew she was still naked, and that even though the TV was on she was more than likely still looking at my swollen and wet flagpole. 30 minutes might go by fast if your watching a good TV show, but if your laying blindfolded with the knowledge that at any minute your penis could be shoved into a mouth, or a pussy or ass for that matter, time drags on and on. I had no idea the time, but assumed it was around 11. She had rode me for what seemed like around an hour then went to watching some show.
