[quote name='Collectordragon']LOL. There have been older women who were interested in me but they were scary as hell. I remember one was 34 when I was like 20 and she had a 15 year old son and told me that she wasn't looking for a father for her son just an older brother.[/QUOTE]
Dude, thats mad hot.....
The first time I've ever had sex with an older women is a great story:
I was dating this one flute player girl in high school and her family is pretty freaking wierd....but I dated her for a while.
I used to come over all the time, and we'd watch her little sisters and when her mom got home we would "Talk" in my GF's room.
Well, we had sex a few times and my GF told me once that her mom said she knew...and that one day she was just gonna jump in on us.
So I was a little freaked about that, but I was a stoner, football player and I just didnt give a real

so we kept doing it.
Well, this one time during sex I feel something rubbing my left shin/calf area....Now she's on top (GF) riding me and I just figured it was one of her dogs (She had two big dogs) rubbing up against me so I keep chugging along.
Then the rubbing moves up my thigh, and I'm like "Hold up, whats going on?" and I look up and its her mother.
Well, my GF at the time says "Hi Mommy!" and I'm like "Whats going on?" -
My GF says "I told you she was gonna jump in on us one day..."
Well, I freaked out....got up and was like "This is

ing wierd..."
And her mom said "Were all adults here, calm down"
So I grabbed my clothes and left the room, but left my shoes in the room by accident...
So I went back in, and said...."are you two serious?"
And my GF just looked at her mom and her mom said "No need to be afraid" and smiled...
So I sat in the chair, took my clothes off again and said "

it" and I had my first older woman and my first threesome.