I had been online "chatting" for several years. Although it was (and still is) rare to find a lady who wanted to chat, had a brain in her head and could express some sexual passion in chat, I had found a few. But these "relationships" would only last for a short while before I or they would grow tired of it and simply disappear. Cybersex was safer than cheating in real life. Besides, I loved my wife. She just didn't care very much about sex. And I needed some satisfaction every day. So, it was porn and chatting.
I worked in an industrial facility with my office in a trailer at the very rear of the place. I had lots of privacy and a good internet connection. Rather than use the company computer for my "unofficial activities", I brought in my laptop and hooked it up to one of the spare phone lines. I remember the day I discovered the "adult friend finder" site. It allowed me to search through the profiles of dozens of ladies who were presumably looking for some fun. I sorted them based on geography and found a handful that were local to me. Since I was a non-paying visitor to the pay site, it allowed me to send a message to only one lady per day.
As I scanned the profiles, a picture caught my eye. It was a view of a lady who appeared to be kneeling. There was the tiniest glimpse of cleavage in the tiny thumbnail view. Her profile quote said simply, "Pinch my nipples and I will follow you anywhere." Well, I was a confirmed tit man and this seemed like an invitation to me. So I crafted a brief introductory message and included my work phone number that was a direct line that rang only on my desk. I figured that the odds were against me and scanned the other profiles trying to determine who I would reach out to the next day.
Little more than an hour passed. I was working on some report for work and the phone rang. There was a sweet-sounding little voice on the line. She asked for me by the screen name I had made up for the adult friend finder site. It took me a moment to realize that this was the lady I had sent my message to earlier that morning.
We both fumbled with embarrassed small talk and I finally asked her, "So you like to have your nipples pinched?" I felt like I was going out on a limb. Maybe I was being too forward and she would just hang up. Instead, I heard a very sexy sound. She drew in a breath between clenched teeth and let out a little moan.
"Yes, I do. I love to have them pinched and played with roughly," she said softly but matter-of-factly.
I could not believe my luck. Things like this don't happen to me. Not this fast. Not this easily. So I decided to take this one step at a time. We quickly arranged to meet that Saturday in a public parking lot and, if we both felt comfortable, we would go get a drink. In the few days we had to wait, we exchanged a few increasingly sexual emails. They were mostly centered on my love of breasts and her love of attention directed toward her breasts. I was still a bit wary.
Finally, Saturday came and I drove my big pickup to the commuter lot. I was early, but she was already there. As I pulled up, she got out of her car and walked over to where I was. As I looked down from my truck, I had a similar view to that thumbnail picture I had been attracted to. She said her name was Jo. She was about 5'5" with a nice figure. Not heavy and not skinny. She wore a green print dress with a modest square-front neckline. I could see she had nice, if not huge, tits. But she wasn't showing any cleavage. She had medium-length curly brown hair. She was really kind of plain. She was the kind of woman you would walk past in the grocery without a second glance. But knowing that she was looking for something and was open to my emails about sex made her much more interesting to me.
We made a little small talk. I guess I was checking to make sure she was for real and she was checking to make sure I wasn't a maniac. She had a sweet, friendly way about her and an easy smile. I was drawn to her. And of course I wasn't exactly sheepish about checking out her figure. It was hard to get a sense of her figure, but I was trying. We got into my truck and drove to a bar she had picked a few towns over from where either of us lived. It was a neighborhood place that was pretty busy. We got a table right in the middle of the place and each ordered a beer. There was music, a TV blasting sports and lots of background conversation, but we were able to talk and nobody seemed to be paying any attention to us.
I told her my story, which was pretty basic. I was married ten years with two kids and a wife. I was horny and wanted something beyond "the usual" before I died. Then she spoke.
"I like to be restrained. I like to feel things that I am not in control of. That means spanking and being used roughly sexually. Things like pinching my nipples drive me crazy. But I like to be tied up so I can't do anything about it. That just builds the pleasure. My husband used to indulge me but he doesn't care for that anymore and he has lost interest. We'll probably divorce, but he doesn't care if I try to find what I need. I will sometimes strip and put on my nipple clamps and then handcuff my hands behind me and just sit on the toilet in the bathroom. I'll tell my husband to come release me after an hour or more. I sometimes come just sitting there from the pain of the clamps on my nipples and having my hands restrained so that I can't do anything about it."
I listened mesmerized. I was getting so turned on as I listened. It had been years since I had been near a woman who expressed any sexual desire and here I was sitting across from a woman who was genuinely into some serious kink. I had only played at such things in pretend cybersex. She was the real deal. She continued.
"I have toys and I masturbate a lot. I'm trying to train myself for anal sex. I practice sucking cock on a rubber dildo. I have two vibrators that I use all the time. But there is only so much pleasure I can give myself. I need someone to do things to me. I need someone to give up control to. I need to be used. I need to feel something."
My heart was pounding. She was all but offering herself to me. Maybe that was exactly what she was doing. I had never had a conversation like this outside of fantasies. I gathered my courage and tried to sound cool.
I said, "So, if we were to meet, you could bring all your toys and I could use them on you."
She nodded and smiled.
I continued, "And you would want me to tie you up and use you. I could make you do whatever I wanted. I could make you perform for me."
She was looking deeply into my eyes. Her head was bowed slightly. She continued to smile and nod slowly. I decided to push my luck.
"And I could fuck your pussy or your mouth, suck and bite your tits."
She shuddered, sucked in a quick breath and let out the smallest of moans, then added quietly, "And you could fuck my ass."
It was my turn to shudder. I was shaking with excitement. I looked around the busy bar. No one was paying any attention to us. And I was about to pass out from the most exciting face-to-face conversation I had ever had. I had been turned on in plenty of strip clubs, but that was a tease. This was a real woman telling me that she wanted me to use her in any way I wanted. My cock was throbbing in my jeans.
We talked about when we might be able to meet again. There was a motel not far from the commuter lot we had met in. I paid for the beers and we walked back to the parking lot behind the place and got into my truck. There was a road that ran beside the bar and parking lot, but there was not much traffic. It was late afternoon. Every so often someone would exit the bar and walk through the lot to get in their car and go. We sat on the truck's bench seat and looked at each other. I told her how excited I was from our conversation. She told me that she thought I was very good-looking. There was a long, awkward pause.
She said, "I have my nipple clamps."
"You have them on?" I asked looking directly at her bustline.
"No. I have them in my purse." She was raising the ante and I was ready to play.