It was a beautiful fall morning in San Antonio. I was taking advantage of the wonderful weather and had sat down at an outside table while I waited. I looked at my computer again, I had put it off too long. It'd already been a year and It was time to tell my story. I reached to the keyboard and began typing.
I finished typing my password and hit login. It was 11:50pm, and everyone in the house was asleep. I took a sip of water while waiting for the screen to refresh. The website popped up and it showed I had received an email.
I chuckled to myself. They were always trying to scam someone. I went to the mailbox to delete the new message, but paused. The profile didn't have a picture. That seemed funny as every other scam email that had come in always had one. Usually the pictures were of bare breast, a pussy, or more. This was different.
After clicking the email, the text popped up on the screen
Mike,
I saw your short stories today and wanted to let you know that I enjoyed them and they got me really wet. Not sure if you'd like to talk, but if you would, I'll be on around midnight.
Tess
looking at the clock on the screen I realized It was already 11:55. She hadn't mentioned how she'd want to talk. I started the website's IM hoping to catch her there. And then I composed a response.
Tess,
Thank you for taking the time to read my stories! I am glad you enjoyed them! It always makes me hard thinking that a story I wrote makes a woman wet. I would like to chat, are you going to be on IM?
Mike
I pressed send and waited. Quickly checking I saw she was logged in, but not on IM. I went over to my stories to check the current comments. I glanced through the stories and there were no new comments. I looked back over at the IM window and it was telling me that a new message had arrived.
The message from Tess simply said, "Hello."
I typed back, "Good evening! Thank you again for your feedback on my stories!"
It was always agonizing waiting for a response to come in. Finally her response showed on the screen. "You're welcome! I really like how relatable your stories are. They feel like something I could actually see myself doing."
"Thank you again! I really appreciate that!"
"What's behind your stories? Are these experiences you've had or would like to have?"
"They are frequently not based on things I've done. Actually I don't have as much experience as I'd like due to issues at home." After so many years of being married to a woman with a disability, I really needed to try new things. Writing these stories had helped to provide an outlet for my pent up feelings, desires and fantasies. But they were merely substitutes for the real thing.
"Really? I see you're married. Is your wife some sort of prude? You don't seem to write about anything too crazy."
"My wife has a disability and she can't do certain things."
"That has to suck. So you're here to try things your wife can't do?"
"Yeah... I need to find out what I am missing out on."
"Hmm. So, what do you look like? I am 37, 5'7", light brown hair, blue eyes." Tess sent him.
"38, 6'4", very short brown hair, blue eyes. Are you married?"
Tess typed back, "I'm divorced."
I typed back "Do you have any issues with the fact that I am married?"
"Not as long as you're comfortable with it."
We continued to talk for the next few hours. She told me more about her, her life and her interest. Likewise I told her more about myself as well. She was very curious about my wife and what I was looking for on this site. I told her about my wife's disability and how she hardly leaves the house and doesn't help with chores. I also described my wife's temper issues and how all of these issues impact me.
The next night we continued to talk and we discovered that we lived only a mile or so apart. Within walking distance in fact. We didn't exchange photos still for many days, but as we kept talking and getting more comfortable with each other we finally did. She was beautiful, and I couldn't help but want to meet her. But the time wasn't right yet.
One day while chatting, Tess changed the direction of our relationship.
"So, which of your stories are you most curious about trying?" She asked me.
"I'd have to say 'Trip to Orlando'," I replied.
"Mmm... That is a good one. I like how he works to bring her to multiple orgasm while they are doing doggy style."
"Thank you! Doggy style is one position I really want to try." There was a pause of a few minutes before she responded.
"When do you think you are going to go for your walk tomorrow?" I had told her earlier that I walk every day in the evenings.
"I normally walk around 6:30. What do you have in mind?"
"I'd like to meet you. How about we rendezvous and we can walk together for a few and talk."
That sounded good to me, so we agreed on where to meet and when. I made sure the next day that I left at 6:30 for my walk and I made it to our rendezvous point in 10 minutes. She was already there. We hugged and started a slow walk.
"I wanted to make sure I got here early, I knew you would have a limited amount of time we could walk together," Tess said.
"Thanks, I probably have about 30 minutes still before I have to turn around."
"Really? Hmmm... We might be able to make use of that in the future. If I came and picked you up we'd have quite a bit of time. But we'll need more for our first time."
I reached over and took her hand. She looked at me and smiled as we walked. I had realized many months ago when I met my best friend and she had told me doing this was playing a dangerous game, that she was right. But I had to learn and see what I'd been missing. And damn, this felt good.
We walked holding hands and talking. We talked about how our days had been and we planned when we would get together for the first time. She wanted to go with the sex scene from 'Trip to Orlando'. I told her we might be better off starting simple. I was fairly inexperienced after all. She would be the only woman I'd ever been with other than my wife. I couldn't tell for sure, but I think that excited her. Hopefully I wouldn't disappoint her.
I finally needed to head back home. We didn't know when we would meet yet, but we knew we would talk about it over the next few days. I was going to say there was an issue with our car and tell my wife that I would have to take it to the shop. Hopefully it wouldn't take more than an hour or 2. Perhaps I should have felt bad for deceiving her like this, but I didn't.
Each day on my walks now, we would meet up and spend some time together. We'd usually stand and watch the sunset together. We'd either hold hands, or I'd stand behind her as we watched.
She finally found a day where she could leave work a little earlier and be home at a good time to meet. Since she was single, we were going to go to her house. We were both pretty nervous as the day approached. Neither of us had done this before. That whole day it was pretty tough to eat. I was beginning to get worried that I would be too anxious when I got there.
My rouse did work as expected. And about 10 minutes before we were to meet, I was ready to depart. I was so nervous the whole drive over, up until the time I arrived at her house and we were together again. At that point I began to feel more comfortable
I walked into her home and she began to show me around. I think she might have been pretty nervous too. We finally arrived at her bedroom. She had a nice queen sized bed, it was no longer made, and the sheets were pulled back. We walked in and she took my hand and pulled me close. I leaned in and our lips touched. Even with all the walks we had done this was still our first kiss.
Her kiss was a very hungry kiss. I knew this was going to be a night of first for me. I felt her tongue gently touch my lips and I let my lips open. Thoughts of my wife had left my mind by this point, and I was only thinking about Tess. Our tongues met and I put my arms around her as we kissed. My hands began to explore her body through her clothing. I ran my hand over her breast, felt how hard her nipples were. My hand began to explore down her stomach and I felt where her shirt ended. I needed to touch her and my hand found it's way under her shirt. She could only kind of moan due to our kissing as my fingers found her stomach, but it had a very desirable effect on me. I was so hard and wanting this sexy woman in front of me.
I continued moving my hand up her stomach until I got to her bra. I stopped kissing her and said, "I think we've got way too much clothing on now."
She obviously agreed as she took her shirt off very quickly. She was standing there in just her bra and I couldn't help but lean in and kiss her chest. While I was leaned over, she grabbed at my shirt and worked it off of me.
"Well, we are wearing less clothing now," I laughed, "but I think we have a little more to go."
"Yeah, but the question is, can you get it off of me?"
I reached for her and she jumped out of my reach. We laughed. I leaned in to kiss her again, and she returned my kiss. While we were kissing, I reached behind her and unhooked her bra straps. Then I took the bra completely off of her. I got down on my knees and took a nipple in my mouth. She moaned and I began to slip her pants off of her. She lifted each leg so that I could take the pants completely off and then I focused on removing her panties. I slid them down and I could smell how wet she was.
I placed numerous kisses across her chest until I had reached her other nipple. I then began lightly kissing all around her breast, but purposely missing her nipple. While I was kissing around her nipple, I finished removing her panties. Once they were off of her legs, I took her nipple into my mouth and began using my tongue to tease it.
She leaned back against the bed. "Mmm.. This is so much better, but you have barely taken anything off." She said
I looked up at her and she was looking expectantly at me, so I stood up and loosened my belt. She was just smiling at me, watching. As I got closer to removing my shorts, her smile widened. I pulled the shorts and briefs down together. She whistled and I laughed.
She stopped leaning against the bed and we came together. Our lips touched again, but this time it was more than a hunger, it was a need. I reached back and grabbed her ass as we kissed and I pressed myself into her. I felt the need to be as close to her as possible. After a few moments, she broke off our kiss and looked down.
"Mmm... I've been waiting to suck your cock for days."
I moaned in anticipation. She kneeled down and took a tentative lick of my cock. She slowly circled the head with her tongue, looking up at me as she did. I licked a finger on each of my hands and then used those fingers to play with her nipples while she licked my cock. I finally felt her mouth surround me. Her tongue was playing with the bottom of my cock while her lips provided the most amazing sensations as I slid in and out of her mouth.
"Mmm..." I moaned. "Better be careful, it's not going to take much and I have yet to taste your pussy."
I slid out of her mouth. Her mouth pouted, but eyes smiled as she stood up and looked me in the eyes.
I took her hand and guided her to the bed, she laid down and looked up at me expectantly. I looked at her naked, sexy body waiting there for me. I kneeled down on the bed next to her and took a nipple in my mouth. I let my fingers glide down her stomach and between her legs. Her pussy was so hot and so wet. I ran my finger up and down her pussy, listening to her catch her breath as I continued to touch her. Her clit was so slippery and my finger kept rubbing over the top as I explored.
"I need your mouth on my clit, show me how good you are with that tongue!"
"Mmm.. I am looking forward to tasting you." I said as I shifted my face inches from her pussy. I could feel her heat on my cheeks. My tongue reached out and gave her pussy a quick lick. I made sure to hit the clit on my lick and she moaned.
I dove in at that point and begin licking up and down, tasting her sweet pussy, feeling her clit under my tongue on each stroke up. Her body shuddered and she moaned each time as my tongue reached her clit.
I moved my hands so that I could play with her nipples while I licked. She was obviously getting very close and she said, "This feels so good, but I want my first orgasm with you to be while you are inside me. It's time for you to fuck me!"
I had been waiting for this moment. I got up and she got up too. She kneeled on the bed and rested her head on the bed. She leaned up to tell me, "I don't want to live out the one story yet. Just come inside and fuck me."
The sight in front of me was amazing and I was overcome with desire for this woman. "You are so sexy!" I told her. I got behind her ass, reached out and grabbed her hip with one hand to help steady myself.
"Are you sure you want to do this?" She asked. Giving me one last out. But I didn't want it.
I answered by sliding my cock into her pussy. She moaned her pleasure. I felt her pussy's heat and her muscles contract around me. I slowly slid all the way in her. As I was pulling back out, I reached down and began to finger her clit.
I felt a ripple in her pussy as I touched her clit, "Damn you feel so good."
"Mmm... Oh, yes. Keep that up and I'll be coming on your hard cock in no time," She replied
"Mmm, yes. I want to hear you come with my cock inside you. Feel your body as you find your release."
I kept thrusting in and out of her. Sometimes I'd go deep, sometimes not so deep. But I kept my finger working her clit.
She felt so good, and watching my cock sliding in and out of her pussy was pushing me so close to the edge. I felt her ass pressed against me each time I thrust deep inside of her.
"Ohh..." She said. "I'm coming..."
Hearing that she was coming and feeling her body tighten around my cock, I felt my body starting it's release and I watched my cock slide in and out of her pussy one more time before I thrust deep and felt my orgasm hit me. She cried out as my cock filled her pussy with my cum.
"Oh, god, that was amazing," I told her.
She sighed and moved forward. She said "Mmm. Yes it was." She laid down, "Come here for a few minutes."
I laid down and she cuddled with me. It'd been an hour and a half. I'd need to get a quick shower and go in a minute, but I wanted to feel her with me for a few minutes.
We didn't talk. We just enjoyed being with each other. Finally we got up and she took me to the shower. We climbed in and she watched me shower, even helping to lather me up.
We gave each other one last kiss before I had to go, but we knew this wasn't going to be the last time. As I got in my car to leave Tess' house, I knew I was different. And I knew I'd never be the same again. I thought once again about this dangerous game I was playing.
I finally looked up from my computer. That dangerous game can leave destruction in it's wake. But like a forest fire, destruction does not always foretell the end. It is an ending, yes. But it is also the beginning of something new
I saw her car pull up, smiled, saved my story and closed my computer. Tess walked up and said, "Have you been waiting long?"
"Nah, it was too beautiful of a day to stay inside so I got here early for breakfast."
"Eaten anything yet?"
"No, I was waiting for you."
She smiled at me and sat down.
"Happy one year anniversary!" I told her.
