I had some Gay friends, and they hooked my up with their 'Fag-Hags" One of these was Liz. She owned a Travel Agency in town. We met at a dinner party at Ralph's place and then went to her home and fucked. She was a big woman, not fat, but big. I stayed the rest of the weekend. We had a shower together and she put my hand on my dick and asked me to stroke it for her as it turned her on. So of course, I did, and she was turned on big time. We Got out of the shower and dried off and went to the bedroom, she got me to stand at the foot of the bed and masturbate while she lay on the bed, legs spread using a vibrating dildo on herself until she came. Then told me to come and fuck her. So, I willingly complied.
By this stage she knew how my body worked, meaning that she knew I wouldn't cum until my nipples were played with. So, I rode her for quite a while, and she came a few more times. But this stage we were very hot and sweaty (living in the Tropics), and she played with my nipples, and I put another load into her.
That was how I met Liz, who it turned out, would be my first Mistress. She was in her 40's and I was in my 20's.
We would quickly fall into the Dominant Mistress and male sex-sub relationship.