I recently found a woman at work was an old neighbor. She lived next door was 2 years younger than I, and we went to the same high school. The first few days of her freshman year I took her around, made sure she was alright then she had her own friends etc. I didn't pay much attention to her, and I know she wanted me to ask her out, but at the time I was getting steady pussy from a girlfriend who was older than I and I was never interested in girls younger than me. So upon re-connecting with Jamie, we started going out, she has been divorced for many years, I widowed. She kept her body in decent shape, she is pretty good looking, and is a very good sex partner. I was pretty upfront about my kinks and quirks without trying to be a total asshole. I wanted to get all the disclaimers and boundaries out and upfront. On my end, I must have sex in all three holes, I like to pee on each other in the shower, and like a woman to pose for pictures, and even flash naked in public places when we can. She was really into anal, with which I was onboard, and really gets off being naked in public. She wanted to do some stuff she'd never done before and we have done them, threesomes, lesbianism, femdom etc. We have a very good sex life together and she has brought up moving in together. I'm not sure I want that but we'll see.

The thing that is hanging over me, is comparing her to her mother. I fucked her mother for 4 years growing up next door. Her mother was my first fuck when I was 15. I fucked her for over 4 years until I was 20 and out of college and traveling for business. Her tits and her pussy, even the shape and thickness of her pussy hair is exactly like her mother. She's the same height, looks just like her and honestly, fucks just like her mother. She makes the same noises, the same faces, it's like I'm fucking her mother all over again. Jamie doesn't know that I fucked her mother, and might put an end to our sex if she found out. So I think I won't say anything, her parents have passed away now, so there is no way she can find out. I don't think I will risk losing this good fuck and sex partner by telling her about her mothers infidelities with me for 4 years.