Straight Male / 31
I used to fuck my grandmother a ton for close to 6 years. It started when I was 16, and I was pretty much a whiny, annoying virgin. There's not much to it, really. I had been going over to her house for years already after school until my parents got done with work. We talked a lot, and we were pretty close. Well, at that age, sex was definitely in the front of my mind often. I'd complain and she'd sigh and say something to comfort me and hug me and all that. Well finally one day out of the blue she tells me something like "you know what? I've had about enough of your complaining. We're just going to start doing it. You can take your problem out on me." I remember her specifically saying that we were going to "start doing it", and I asked her "doing it?" And she took off her blouse and bra, and told me something along the lines of "I know I'm not one of those pretty young girls you're always talking about, but yes, we can do whatever you want." At that time, she was 56. She's never been a bad looking woman. She's actually pretty attractive. Her large tits sagged pretty low. Not exactly what I had been picturing when I had been jerking off those days, lol, but as she finished getting her clothes off, I was very attracted to her.
Anyway, we'd fuck a lot, or she'd give blowjobs, or sometimes I'd go down on her. She'd tell me she was there for anything I wanted to practice. We did it for 6 years, until I wound up with the serious girlfriend who ended up being my wife. We did it several times after I got married, but stopped for good when we had to move pretty far away for work. Looking back, besides it being a ton of fun, it also did wonders for my confidence and helped me get pretty good at sex.


