This happened a few months ago in the winter but I have just got around to writing it down. Last summer I started a new job, a one year fixed contract, working to set up a new website for a branch office of a company. When I got there I was introduced to the office manager Judy. Judy is big, very big. She is about six foot tall and weighs in excess of 400lbs. Basically she is what you would call a Super sized BBW.
Now I'm not normally turned on by large woman. I do like large breasts but not normally large women. Still there was something about Judy that seemed to get me going. She does have a very pretty face and she knows how to dress and wear make up. She has the most enormous breasts and knows how to show them off to their best. But it was her hands that really took my attention. They are large and soft with perfectly manicured nails. I found that I started to fantasize about Judy's hands gently caressing my cock and slowly stroking me. More than once I thought of this while I masturbated.
In the new year it was really cold in the office due to the heating not working too well. Judy is actually very good at her job and very good at people management. So a couple of times she moved meetings to the end of the day and booked a table at a local restaurant. As long as we ordered some food to share and some hot drinks they didn't mind us using laptops and i-pads to hold meetings. After the work was done it would cross over into a social thing and I'm sure the restaurant made a profit on us. It was after one of these meetings that I was talking to Judy. Nothing more than the normal passing the time of day stuff but I did as always take a look at her hands and her chest. Hoping she wouldn't notice. Anyway all the others drifted off and it was just me and Judy left and that is when she said it. "You're interested in me aren't you?"
I was a bit surprised and didn't know what to say I sort of babbled something about hoping I hadn't upset her. But she was okay. She explained that lots of men find her sexually exotic but she likes to make sure that it will be fun. Put bluntly within half an hour of her first comment I was driving in her car to her apartment and my fantasy would become reality.
When we got to the apartment Judy made us both a drink and we chatted a bit. I told her how I fantasized about her stroking me and said she would love to try it. Then she excused herself and went to the bedroom to change. I sat on the couch feeling almost as nervous as when I had lost my virginity.
When Judy came back she was wearing a large tee shirt. It looked incredibly sexy and I could see a lot of cleavage. Plus her huge hard nipples straining to get out. She undid my shirt and then helped me out of my trousers and underwear. My cock was rock hard and Judy gently ran her fingers up it. I almost shot my load as she wrapped her large soft hand around my shaft. It felt so good like nothing else. Gently Judy started to stroke me. It didn't take long before I was ready pop I told Judy I was about to cum as I didn't want to ruin the couch. She told me to stand up and knelt in front of me and exposed her huge tits. That was more than I could take and I shot my load all over them. After I had recovered a bit Judy took me into the bedroom…