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My High School Girlfriend

Posted by: Age: then 17 Posted on: 4 comments
11 likes 23 views Category: Masturbation Male-Female Tags: High School Girlfriend, High School Mom Naked, First Hand-Job

In high school, I saw my girlfriend’s mother naked.  I still masturbate thinking of her naked mother.


Going through High School, I had only a few dates and girlfriends.  Two let me reach into their bras to feel their nipples.  Two others allowed me to feel their tits through their clothes.

My Senior Year, I started dating Carol.  We started out slowly, making out in the car.  At first, I felt her breasts through her clothes.  When I reached into her bra to feel her nipples, Carol pulled up her shirt and bra exposing her naked breasts for me to feel.

During a heavy “make out” session I tried putting my hand down the front of her pants.  She stopped me.  Carol told me she wanted to remain a virgin and she was afraid we might go too far.

Carol told me her mother said, “Never get a boy too excited because he will need relief.”  Then she asked me if I needed a “hand-job.”  I took out my cock and started playing with her naked breasts.  I had masturbated countless times and earlier an older female cousin practiced giving a blow-job on me, but this was my first hand-job.

We had numerous make-out sessions in the car with me getting hand-jobs.  Carol would not let me put my hand down her pants, but she would let me rub her crotch through her pants.

Carol was an only child.  Once we snuck into her house at night and began “making-out” on the back porch that had been converted into a family room.  We assumed her parents were asleep upstairs.

We heard someone coming downstairs and hid behind a couch.  It was Carol’s mom carrying a laundry basket into the basement.  Carol’s mom was wearing a bathrobe.  When Carol’s mom came upstairs from the basement, she was totally naked.  I was hiding behind the couch watching her mom walk through the room naked.  I poked my head up and watched her mom’s naked ass go up the stairs. 

Even today when I masturbate, I picture Carol’s mom naked and her bare ass going up the stairs.

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