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Started By
Message
re: The First time you made love to an older woman
Posted on 2/3/24 at 6:24 pm to OWLFAN86
Posted on 2/3/24 at 6:24 pm to OWLFAN86
There was nothing special about the first time I made love to an older woman. The 4th time though was special. I was living in Miami and Hurricane Irma was threatening. I was at the hospital doing my OB/GYN rotation in medical school and could not book tickets for evacuation. The girl who I had been on a few dates with was 10 months older than me. She was able to get us a flight out that night. When I got to the airport I found out that her dad was a billionaire and we were evacuating on his private plane. I joined the mile high club about 90 minutes into the flight.
ETA: Unfortunately she turned out to have borderline personality disorder. The old saying is true that money can't buy happiness and eventually pussy stops offsetting crazy.
ETA: Unfortunately she turned out to have borderline personality disorder. The old saying is true that money can't buy happiness and eventually pussy stops offsetting crazy.
This post was edited on 2/3/24 at 6:32 pm
1
Posted on 2/3/24 at 6:26 pm to OWLFAN86
Was 19, fricked 3 of my mom’s friends. 45,46 and 51. All of them knew what they were doing by far, one tried the whole neglige thing when I came get a “snake” from inside her closet. The other himmed me up against the front of somebodies jeep in front a bar room. But the 46 year old kept me around for quite some time. Once we called it off, we would hook back up if we were free. It was pretty cool.
Posted on 2/3/24 at 6:28 pm to WeeWee
quote:
mile high club
Plan on joining that club soon...
Monte Carlo, F-250, X5, Corvette, 911, Sundancer 280, but never in the air.
Yet.
Posted on 2/3/24 at 6:29 pm to Big_country346
quote:
Was 19, fricked 3 of my mom’s friends. 45,46 and 51.
Same trailerpark?
Posted on 2/3/24 at 6:32 pm to Big_country346
quote:
whole neglige thing when I came get a “snake” from inside her closet.
but instead you put a snake in her closet?
Posted on 2/3/24 at 6:36 pm to This GUN for HIRE
quote:
Never have. Always went for the younger ones. Mine is 13 years younger & that's borderline too old.
Posted on 2/3/24 at 6:39 pm to OWLFAN86
Knocked the dust off several back in the day. Made 2 of them cry when they experienced their first orgasm. Couple of others lost control of their bladder from violent orgasms. After sex, one of them got up crying and ran to the bathroom to throw up. Discovered dirty talk really gets them hot. That’s about all I got.
Posted on 2/3/24 at 6:46 pm to OWLFAN86
...I caressed her dentures lovingly.
Posted on 2/3/24 at 6:50 pm to OWLFAN86
Keep your dirty hands off of my grandma!
Posted on 2/3/24 at 6:53 pm to OWLFAN86
I honestly have not made love to an older woman at any stage of my life
Posted on 2/3/24 at 6:53 pm to OWLFAN86
I was 12. She was double my age and married. Back then that sort of thing wasn’t discussed though.
Posted on 2/3/24 at 6:54 pm to LongRangeCreedmoor
OT Board porn star, 2 elder ladies having their first orgasms at 40-50 years old, lol yeah, that really happened.
Posted on 2/3/24 at 6:56 pm to OWLFAN86
Y’all know my story….
Posted on 2/3/24 at 7:07 pm to OWLFAN86
When I was 18-22 it was a rite of passage to go to Johnny’s Hideaway in Atlanta and feed the cougars. Those Buckhead housewife’s flat out LOVED fricking younger men. All they wanted was sex…very little conversation, a little dancing and dirty flirting and straight to the main event. It was fantastic.
Posted on 2/3/24 at 8:38 pm to OWLFAN86
I was 9, we had a 16 yr old in the neighborhood that used to teach the younger kids what to do (she didn't touch,just told us what to do).my persistence or charm won her over one day and she gave in.
Posted on 2/4/24 at 8:55 am to lsubuddy
The frick?
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