I was working as a software technician and was often making service calls around the state to different offices. There was a customer that I usually serviced in Princeton, about an hour south of where I lived. The company did medical billing; there were eight employees, all women. Sheila, the woman who owned the company, was in her mid to late fifties, and she always wore loose clothing, as she was a bigger woman. She definitely had a BBW type of body and it was obvious that she had big tits. She was probably pretty when she was younger. I assumed she was married and she had pictures of her kids and grandkids in her office. I was in my late twenties at the time and I didn't really pay much attention to any of the women there, other than to speak to them about their software. Most of the women there were kind of frumpy and no-one gave off any kind of sexual vibe, which was fine with me. I could do my work and go.
All this changed one Friday in February, when I had to go there to do an upgrade to all the computers in the office. My dispatcher had me making two calls near our office and my last call of the day was to the office in Princeton. I was a little concerned because snow was predicted for that afternoon and with Friday traffic and snow, I was concerned about being able to get home safely. Fortunately, I always kept a bag with a change of clothes and some toiletries in my truck. I figured if worse came to worse, I'd find a cheap hotel and wait out the storm.
I got to my Princeton customer around two that afternoon, just as the snow started to fall. The predictions were eight to ten inches of snow and I wanted to get in and out of there as quickly as possible.
Since I needed to restart the server and all the computers, Sheila told her staff to go home early before the snow got bad. As everyone started to leave, Sheila went to her office and I went to work. I started on the server, which took a bit of time. By three pm I started on the office machines and about an hour later, I went into Sheila's office to perform the upgrade on her computer. She moved to a chair opposite her desk as I sat in her lush chair. I noticed the heat from her ass on the chair as I sat and it felt really nice. Sheila wasn't paying attention to me as she was reading a magazine while I worked.
After I installed the new software on her computer I had to reboot it. I asked her for her login password and she said, "I'll enter it."
As she leaned over me, I felt the warmth of her breasts as she pressed up against me and she smelled really nice. I watched as she typed and I could see her password was "Luvtolick". I smiled to myself as she went back to her magazine. As her computer came back up, Yahoo messenger popped up (this was years ago!) and I noticed her username was something along the lines of "OralQueenForOralKing". I didn't say anything and closed the messenger window. About ten minutes later, I told her I was finished and she asked me to turn off the computer as she wanted to get home.
When we went to the door the snow was coming down really hard. I asked if she knew a hotel nearby as I knew the roads would be terrible. She paused for a few seconds and said that if I wanted to, I could sleep at her house. Her kids were grown and out and she had guest rooms and it would be nice to have some company for a change.
I told her that I didn't want to be a burden and she said, "It's not a problem. You're always so helpful here, it's the least I can do."
She got in her Cadillac, and I followed her on the short drive to her house. She lived in a nice house, not huge, but it looked nice. I grabbed my bag and followed her inside the house. She showed me one of the guest rooms and told me to put my stuff away. She asked me if I liked wine, which I let her know I did, and then she asked me to open a bottle and if I wanted I could put on the TV in the living room. She wanted to change out of her work clothes and then she would make something for dinner for us.
As I went to the living room, I heard a shower running and I went downstairs. I opened a bottle of Malbec and poured two glasses and put on the weather channel. The predictions for the snow were getting worse, with more than a foot now predicted to fall. The local news proved my decision to be right as there was major traffic all over the state, especially in the area where I live.
A short while later, Sheila came downstairs, took the glass of wine and thanked me for taking her up on her offer. She said that since her divorce eleven years earlier she hated being alone during storms. For the first time, Sheila had a warmth about her that I never noticed before. Her face looked softer and she seemed relaxed. She had changed into what looked like silk pajamas, not lingerie, but silk pants and a silk blouse. The black fabric contrasted with her pale skin and blond hair. After another sip of wine, she went into the kitchen to make us some dinner.
Sheila was a great cook and whipped up a nice salad and chicken dinner for us. We talked a bit over dinner and finished off the bottle of Malbec. It turns out that since her divorce she'd devoted most of her time to her company and while she had dated a bit, she was just not looking for a relationship at this time in her life. She opened a second bottle of wine as I cleared the table and helped her with the dishes.
It might have been the wine talking, but I said to her I noticed a kind of suggestive username on her Yahoo Messenger. She quickly retorted, "I like to talk, and would enjoy finding a guy who does too." Trying to change the subject, she suggested we relax with a movie. I didn't want to push her, so I let it drop.
She asked if I had seen "The Secretary", which I hadn't. She let me know that it was one of her favorite movies and she popped the DVD into the player. I settled onto the couch and Sheila set next to me. I was a little buzzed from the wine as the movie came on. If you've never seen the movie, you should watch it; it's a very hot story about a woman falling into a BDSM relationship. I hadn't seen the movie and was surprised at the content. Every now and then I would glance over at Sheila and would notice her crossing or uncrossing her legs. Once I saw her rubbing her nipple over her silky blouse.
I was a bit turned on by the movie and we were both pretty tipsy from the wine. Near the end of the movie there's a scene where Maggie Gyllenhaal has her arms bound on a pole; it's really hot. Sheila had her hand in her lap and I could see her rubbing along the inside of her thigh.
As the movie ended, she asked what I thought. I said it was really good. She then looked me in the eyes and asked, "Did it turn you on?"
I swallowed hard and said, "Yes, it did! I think that it turned you on as well."
She blushed a bit as I leaned into her and her lips met mine. We kissed, very gently at first, then I felt her tongue enter my mouth. Soon our tongues were dancing together as we leaned into each other. Her tits were pressing against my chest and my cock was getting very hard! I kissed her neck and earlobes and whispered to her, asking if she liked being used like the woman in the movie.
She moaned, "Yesss, I do."
As I kissed and nibbled on her neck, she leaned over more so that her ass was off of the couch. I gave her ass a spank, which elicited another moan from her lips. I smacked her ass several more times, and each time she moaned with pleasure.
I suggested that we should go upstairs to her bedroom and she looked into my eyes and said, "Yes, Sir!"
I followed her up the stairs, admiring her shapely ass in her silk pajama bottoms. It was exciting that we had quickly settled into our roles as Dom and sub. When we approached her bedroom she gestured for me to go in first. "After you, Sir," she said as she looked at the ground.
I entered her bedroom and pointed to the king-size bed, telling her, "You're a bad girl and you need to be punished! Get on all fours so I can give you a proper spanking!"
Sheila slowly walked to the bed, got up on all fours and said, "Please punish me, Sir."
I moved next to her and gave her ass a hard smack.
"Thank you, Sir!" she moaned.
"Tell me about your Yahoo username! Is it really about talking?" Smack!
"No, Sir," she said. "I love oral sex, Sir. Sucking cock is my one true love!" Smack! "And having my pussy eaten, is my favorite way for me to cum." Smack, smack!
"So you lied! You're going to make up for it!" I said as I yanked her silky bottoms down, exposing her pale, fat ass. Slap! Slap! It was such a turn on seeing my hand slapping her ass and watching her fat jiggle with each spank.
"I'm so sorry I lied to you, Sir." She was panting, practically crying, but I could see she was also really turned on.