A few years back when I was sixteen, my parents went on a european vacation, so I had to stay with my aunt at her house. My aunt is around 5'3', in her mid forties and a little plump, but she has very large beautiful breasts. She is divorced and has no kids, so it was just me and her in the house. I've always been very close with my aunt, and could tell her anything, she even said if you have any questions about sex or anything you could ask me.
I've been there for around two weeks just hanging out with my aunt, eating, and watching tv, but I had not been able to masturbate, for a sixteen year old it's hard for a kid. One day my aunt tells me she has to go the supermarket to get a few things, and I thought this was my chance to finally masturbate.
I heard her leave, watched T.V for around fifteen minutes and went around from bathroom to bedroom trying to find some lube, but I couldn't find any. Then I checked my aunt's night stand where I found a vibrator of her's, which really turned me on, and some warming liquid. I took some of the lube and put it on my hand and went to the bathroom, and started jerking away. Not realising I left the door half open, I hear my aunt walk upstairs and then she walks into the bathroom to see me with a fully erect penis out, I was so embarrassed.
My face was beat red and my hard-on was going down also, my aunt says 'don't worry about it, it's a very healthy thing to do.' Then she says 'It's been such a long time since I have seen a hard penis.' Then she walks away and says 'I'll be right back.'
I didn't know what that meant, so I just pulled my pants up and started to wash my hands and then my aunt comes in and says 'Don't be bashful you can masturbate now, I brought you some lube.' Then, she says 'You probably lost your hard-on, well I'm sorry about that.' Then she takes her shirt off and her bra for me to see the most beautiful breasts I have ever seen. I instantly got hard and she notices the bulge in my pants.
She says 'Pull your pants down' So I did and sat down on the toilet where she takes the lube and pours it all over my shaft, and starts stroking away, and then she says 'Tell me when you're going to cum.' Then I just explode all over her hand. I probably shot six streams of cum, one even got in her hair. She then says 'Don't you feel better now.' I reply. 'Yes.'
My aunt then tells me not to tell anybody and then says this was a one time only thing, and go to her for any questions at all on sex. After that day that brought us very close and I would ask any question about sex with her and I know she would teach me right.