I signed up for a service that lets you put your name to a list of classmates, a few years ago. Filling out all the tedious information that is required. Finding my school, and adding my name to the long list of names. I looked through the endless list of names that once were my friends and peers. That was pretty much it for a few years.
Then about a month ago I got an e-mail that notified me that someone wanted to contact me, I logged in and retrieved my message it was from Jill a girl I dated in High School, she went to another school and we met through a mutual friend. We dated a few times, but it just wasn't meant to be at that time. She had a beautiful smile and a body I wanted to explore, but the chance to make a connection with her never made its mark.
I wrote her back, and we exchanged e-mail catching up on the last 10 years. She told me she got married and has some darling children. I find e-mail to be a slow way of communication, so I talked her into installing a messenger program so we can really chat. Of course, I'm a guy so you have to flirt a bit, I know it's taboo when you are married, but she's a couple thousand miles away no harm right, right? She sent me a picture of her and her husband celebrating their wedding anniversary, which also happens to be my birthday April 20th, I jokingly teased her about getting married on "Pot Smokers day", but she simply replied I'm not as naive as I was in H.S.
I must admit she looks very hot in the pictures she sent me, doesn't even look like she has aged a day, her hair is much longer, and she is so sexy. I also sent her a few pictures of me and my wife. She made a comment about my hair being short, ten years ago it was very long, and she said she liked it short too. Come to find out she likes to flirt a bit too, so I teased her about showing her my web cam, she wanted to take a peek. So after a few days of joking around and flirting I decided to let her take a peek. I told her I had to put some clothes on first, so I ran up and put on a tight shirt so she could get a better view. I turn on the cam and the flirting began. I had told her about a tattoo I got a few years back. She remembered that little fact about me and she knew it was on my back. So she asked to see my tattoo, as a ploy to get me to take off my shirt. Of course I'm a willing subject, hell I'll do anything on a web cam. Off my shirt went, I turned around and showed her my tattoo. In an earlier conversation I told her that I wear boxer-briefs, she definitely took this into consideration.
"So you have your boxer-briefs on?"
"Yes, you want to see them?"
"Yeah"
So off my shorts go, I have to play along, I'm a social butterfly. Or am I directing the play?
"So what do you think?"
"Nice package"
Well if she could have seen my face, she would have seen me blush. Her husband was waking up so we cut it short. I would chat with her the next day, and I had some good news for her. I work at a software company as the system consultant. I travel around and install and make customizations to integrate software together. Earlier that day my boss told me I would be making an immediate trip, it just so happens to be the same city that she lives in. So I let her know that I would be in town for two nights, and if she got a little time away from the hubby maybe we could go to dinner. I couldn't wait to see her I was hoping she was wearing one of her skirts; she doesn't like to wear any panties. If anything I might get to sneak a quick glance at dinner.
I get into town, and immediately head to my hotel to setup my computer so I can let her know I had arrived safely and I'm in town. I wanted to know if she could get away for dinner. She had already had it all setup; she was having girls night out with one of her friends. They were planning on going to go clubbing together so she told her husband. So I had her pick a nice place to go eat, and she gave me the directions. I went and took a shower to get ready; I couldn't help fantasize about her while I took a nice hot shower. I finished up in the shower and started to get ready for my date, I was pacing it was like in H.S. I got all flustered like a school boy.
I'm pulling up to the restaurant, I go in and I immediately see her I can't believe how beautiful she is, she doesn't have that same teenage body, she has filled out in all the right places. She was wearing a skirt to my approval. I'm sure she could tell I was about to drool. Lucky for me she got there a little early to order us some drinks she knew she would have to help us break the ice a bit. I sat down and we start talking, the drinks really did help. We started talking about old times past and we both agree, we wonder what it would have been like if we would of got together in the past.
A table had come available, so our waitress seated us in a nice little cozy spot she sat directly across from me. The thought in my mind was did she really not wear any panties? I defiantly had to find out. Now I had to find a way to take a look that wouldn't look so obvious. Whoops, I knock my fork to the ground.
"I better get that"
I bend down to get the fork that would enable me to find out if she had been teasing me or if she had told me the truth. I look up, and I can't quit make out if she is wearing anything it's just too dark, so I pick up my fork and put it back on the table. She giggled, I wasn't sure what she was giggling about, but I thought for sure I was busted. Of course I was, but she wasn't mad, she just simply knocked her fork to the ground.