We've all encountered a MILF at least once in our lifetime. For some, it's a magical experience; for others, a tragic, awkward train wreck of sweaty palms and unwanted erections. For Mother's Day this year (which is THIS SUNDAY for those of you without a clue), Asylum's contributors have put together some of our favorite MILF stories, spanning the innocent, early-childhood days to the hormone-raging teenage years.
Sam: For all the years that I had spent time around my friend Andy, it was his mom I constantly coveted. Glances down her shirt when she'd bend over, outright stares at her ass when she was bending the other way and those moments when she'd brush against me were enough to spring my wildest teenage fantasies ablaze.
I saw a lot of Linda throughout high school, fantasized a lot about Linda and even slipped up and called my first girlfriend Linda during a particularly heated session in the back of my pickup truck one night. But what can I say? Linda got me where I was going a lot during those years.
Michael: Back in high school, some of my buddies and I used to play this game called "Poker for Mom" -- basically poker, but instead of money, we'd wager our own and each other's moms, with the hottest moms of course being worth the most. Tom's mom was worth at least five of any other moms.
John: Back in the fifth-sixth grade there was a girl -- we'll call her Cassie -- whom all the boys liked. She was the hot and popular one. As boys, we also took notice of her mom, who was about 30 years old and a total MILF.William: I only remember one MILF growing up, and she was my friend Michael's mother. All through the ninth grade, he was the most popular of all our friends, not only because his mother was the protagonist of our every masturbatory fantasy, but also because she would smoke out all her son's friends when they stayed the night. So naturally we all tried to spend as much time as we could at Mike's house -- sleepovers, parties, whatever we could get. In hindsight, Mike wasn't really even that cool.
One Friday, it was my turn to stay over at his house.
We went into their living room and smoked from a stubby little bong, and after that I'm still not really sure what happened. In my mind and to my best recollection, I was sitting on the couch next to his mom and she put her hand on my thigh and was totally flirting with me, you know, staring into my eyes and all.
The next day Mike told me his version of what happened, which is more likely. It included me spilling bong water on myself (I confirmed this) and close-talking while mumbling incoherently to his mom.
I was pretty embarrassed and didn't stay over at his house for a while after that. But the bright side was at least she thought I was funny, even if they were laughing because I wasn't a functional stoner.
Fill us in on your MILF-y memories in the comments section.
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Friday 07 May
By Steve
I used to babysit a few kids before I turned old enough to work. This mother of some of the kids I used to take care of was gorgeous. I remember her asking me to help her unzip her dress for her one day, and she accidentally bumped into my saluting friend as she turned around. She just smiled and walked away. I never babysat for the family again, but whenever she saw me passing by she would give me a smile and a little wink.
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Friday 07 May
By Drew
Back in my junior year of college, I hooked up with this absolutely smoking hot MILF. She was 5'3 had natural red hair(the carpet matched the drapes) and had one of the most banging bodies of anyone I ever hooked up with. It was a truly mind blowing experience. She taught me things about life and love that I may not have otherwise experienced. Like all good things it came to an end after a few months. I will always have fond memories. I suggest that every guy should at least spend several months with a woman(other than your mother or relative, because that is just ick)10 or 15 years older than you are.
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