It started out innocently enough. We were paired up during first aid training and I wanted to see how far I could take my little test. I should back up here and set up this little scenario. Pat and I work together. She is a very good looking 50 year old woman. When you first meet her there is no doubt what stands out, her tits. Big, full and oh so nice to look at, I dreamed about those tits. Her ass was nice too, she had a nice wiggle when she walked. No kids, she was married to the same guy she met in high school. My guess was she had never been with another guy.
We had CPR and First Aid training at work. Pat and I were standing next to each other when the instructor asked everyone to pair off.
I glanced over and tapped her shoulder, "Your mine." She sneered as she gave me a quick punch. I volunteered to be the victim. Pat played my rescuer.
"Are you alright, can you breath." She grabbed me by the shoulder and asked those first important questions. I made the sign I was choking by grabbing at my throat. Pat maneuvered herself behind me. Her leg was between my two legs as she wrapped her arms around my chest. I made her work a little by not giving her easy access. When her hands clasped in front of me I felt her big tits squeeze up against my shoulder and back. I could feel her nipples, even through our clothes! They were poking through, I had noticed that when we first sat down in the chilly room. The air conditioning does that and I couldn't take my eyes off those wonderful tits. Pat is 5'5", I am 6'. She had to reach around me and really try to get her hands to meet. I squirmed my shoulder into her tits as she clasped her hands.
"Wise guy," she whispered as she gave me a nice jolt to my gut. But the entire time she never moved. I noticed she had her arms around me for quite some time. Pat knew what I was doing but she loved it. I wanted to have her hands go lower and grab my semi-hard dick growing in my pants. Then we switched places.
"Are you alright, can you breath." I was behind her and I took advantage of it. My leg went between hers and I eased that sweet ass onto my thigh. I gently brushed her thigh as I tried to clasp my hands, carefully, under those titties. But I wanted to see if she would object to my hand accidentally rubbing them. So I went high, I couldn't see my hands anyway and I said something to her.
"I can't see my hands so you better help me out." She laughed but before she moved my hands I had brushed against her nipples and glided the tops of my hands under her tits. She didn't squirm or move away. How about that. I didn't linger because I wanted it to seem like a mistake.
"Oh, I'm sorry about that." I whispered into her ear and she just whispered back,
"Don't be." I laid my flat palm across her belly and gave her a tickle instead of making a fist. She squirmed then and moved from my grasped. I thought I was going to get a stern warning at this point. She had all the cards against me, there were other people in the room and she could have really made a scene.
But she didn't. And as quickly as it happened it was over. But as I think about this, it was just beginning. Pat and I sat back down on the floor. I had a slight issue, my pants were a bit tight and there was no hiding the lump growing in them. She made herself comfortable on the floor directly in front of me. Her eyes were looking straight at my bulge and I caught her. I wanted to run my hands through her hair and unzip my pants right then and there. And the view of her tits was great, a little cleavage helped too. I moved my hips towards her face and took a seat.
"You are a naughty boy Michael." She gave me quick smack on the face. I had to make my comment quick and easy, take advantage but not so she gets mad at me. And I had to make sure no one else would even know what was happening.
"And I deserve a spanking." I whispered it lightly in her direction. Pat just smiled and didn't say anything at this point. The class continued for 10 more minutes and we both stood up and left with the rest of our fellow coworkers. But I made sure to walk with her, to walk and talk to her. And I knew things had changed.
I started making small talk every time I saw her. And she would do the same. A few months went by with us being a bit friendlier to each other. I would tell her if she ever needed something on the side to just say the word. She would give me the look; the half I would do you and the half in your dreams look. Then during the Christmas holiday, I got to give her a kiss. She hugged me and pulled me in close, making sure I felt those tits against my chest. It was late and I wanted to make sure I got to see her. The kiss was full mouth, no open mouth but a kiss that I didn't expect.
"So what are you doing this weekend." Pat was married, I just wanted to flirt with her. Was she happily married, that was the question? Some of my fellow coworkers also wondered what her deal was. She answered me by asking the same question.
"What are you doing?" so I went with it.
"I am going to be a naughty boy and I'll need a spanking." I said this as I playfully bent over. Pat took it further by spanking my ass. A nice hard smack. I was getting turned on and she knew it. We were the only two people left in the upstairs office. The door was closed, I didn't stand up straight, I wanted her to spank me again.
"Spank me harder Patty." she had a big grin on her face as she smacked me again. Her hand grabbed my ass. I kind of turned my head and looked into her eyes. We didn't say anything, I just took it another step by teasing her, kind of pretending to unbuckle my belt.
"You would love it wouldn't you." She was looking directly at me. Now what do I do. My head was racing with ideas. I wanted to feel her up, it was the last day before the holiday and no one was around.
"And you wouldn't love to spank me more." I had unbuckled my pants and the only thing left to do was pull them down. I wanted to just go for it and see what she had on her mind. I let go of my pants and the front opened up revealing my tight boxer briefs. I was hard. But I wanted to see her titties. Do I keep going, or do I stop. This was the furthest I had ever taken my flirting with her. I was standing in front of her and my pants were unbuckled. Pat was thinking too, I could tell. If something was going to happen it was going to be spontaneous. So I took my hands and ran them under her shirt. She had a lacy bra on and her nipples were hard. I stroked them lightly and she let out a slight moan. I had my chance and I was going to take advantage. I reached around to find the snap. My pants had completely opened up and fallen to my knees. Pat kept looking down at my hard on as I unsnapped her bra. Then I kissed her.