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My first was with my buddy’s mom. No. Really.
I was 19 (currently 44), a bunch of us would go over to his house after work or on the weekend and drink and hang out. Over time I got close to the family.
Well my buddy’s mom (39) used to do cleaning so I would offer to rub her shoulders, neck and back. She never wore a bra. You could always see how hard her nipples were. I would rub her back, including small of the back, I’d occasionally drift for a bit of side boob while rubbing. Well one night I was rubbing her back and went towards side boob area and she grabbed my hand and brought it forward and rested it on her boob and cupped her hands around my hand. It was dark we were all watching a movie. Later on that night we went to the kitchen and I asked her if she was ok , she pulled me into the garage and showed me her boobs.
As a 19 year old I was in lust! A short blonde with big boobs!
Well we stayed up late and everyone else went to bed, we talked, we decided to text that night and through the course of multiple texts I was heading over the following morning after everyone left for work.
When I showed up she greeted me at the door with a cute purple robe that barely covered her ass. And she was almost spilling out of the top. After locking the door she ushered me upstairs to the bedroom. I got a very good look at her ass as we went up the stairs.
We kissed for a while, before she dropped her robe. I had her sit on the bed while I kneeled on the side. I found out she wasn’t a blonde but a natural red head which drove me nuts cause I was already enamored with red heads. I buried my face in her pussy. I don’t know how long I was down there but she finally stopped me while gasping for air. She asked how many women I’d been with told her she was the first and she blushed and grinned. I didn’t realize you were a virgin! And I would have never guessed after the way you made me orgasm in your mouth! I grinned.
She then took that opportunity to finish undressing me and took me into her mouth. Sucking me hard taking me to the edge then letting me recover. She found out quickly that I have some longevity.
After a few minutes I then got on top of her, then eventually behind her, I can still picture the porcelain skin of her curvy ass as I banged her from behind. Eventually I was getting close, I asked her where she wanted me to cum, she told me inside, she had a hysterectomy and wanted my cum! Being a dumb 19 year old I gladly obliged.
We laid in bed for some time recovering. I know the whole event was a couple hours because I had to get up and go to work soonish.
That began the 3 month escapade I had with my buddy’s mom before we got found out.
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