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Sex with someone much older

I was 19, doing some handy work for a friends 82 year old grandmother. I was on my back, my head and shoulders were inside the kitchen cabinet replacing a P-trap on her drain. So I was basically stuck because I was jammed in there being a 6'3" linebacker build. I knew grandma was watching me but then I felt my zipper being pulled down and I started to say something and grandma said be quiet......I knew she was reaching into my underwear, pulled out my cock and my cock was getting wet as she started to give me head......I couldn't believe it and I tried to get out from where I was and she said stay! I was hard as a rock and I hear her pulling her panties off......she then straddled me and lowered herself and surprisingly wet and snug pussy was enveloping my cock.....she rode me to a gushing orgasm and I shot my load deep inside of her.....she then kept my cock inside of her as she leaned into the cabinet, smiled and thanked me.........I am getting hard now just thinking of her......I finished working on her drain and she sucked my cock again when I was standing.........Shocked.....yes I was but she invited me back a few more times and I even drilled her ass....Since then, I am over 60 now I have had many older women and younger, grandma was an absolute joy!
 
I used to see escorts which are legal where I am a lot back in the 90's when I was 18-23. You would get a description from the receptionist and choose the woman you wanted. I had a real fascination for older women as most younger guys do. One day I was told there was a woman in her early 60's working and I said "HELL YES!"

She turned up and the sex was great, oral without a condom and it was slow and sensual. That is the biggest age gap I have had.
 
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When I was 22 I met an older woman who was watching her twin grandchildren at a park. I was volunteering and she asked about that program. After ten minutes she asked if I could help with cleanup from a recent storm. I was eager to help. She was a 55 year-old doctor. I thought she was really sexy but wasn't sure what she thought of me. I cleaned up her yard and cut downed branches. When I finished she asked if I wanted to come for dinner the next evening. I was really excited but still wasn't sure of her feelings. I showed up, helped her set the table and we ate. By this time I was just ready to go home and jerk off. I sat by her door and tied my shoes. That's when she sat down across from me and spread her legs slightly. I could see a faint light reflecting off her white panties. I didn't know if it was intentional but I tried not to notice. Now I really wanted to leave. I was so painfully shy. She knew this and just as I was about to leave she stood in my way. I could smell her perfume. The fragrance was...mature and intoxicating. We kissed and things escalated quickly. She led me to a guest bedroom and got on top of me. Her skirt was rolling up her thighs as those white panties were revealed. We fucked and I came quickly. We spent the next three hours in bed talking and fucked again. The next three months were just like that. She was as sexual as this 22 year old and I learned a LOT
 
Ciceri said:
When I was 22 I met an older woman who was watching her twin grandchildren at a park. I was volunteering and she asked about that program. After ten minutes she asked if I could help with cleanup from a recent storm. I was eager to help. She was a 55 year-old doctor. I thought she was really sexy but wasn't sure what she thought of me. I cleaned up her yard and cut downed branches. When I finished she asked if I wanted to come for dinner the next evening. I was really excited but still wasn't sure of her feelings. I showed up, helped her set the table and we ate. By this time I was just ready to go home and jerk off. I sat by her door and tied my shoes. That's when she sat down across from me and spread her legs slightly. I could see a faint light reflecting off her white panties. I didn't know if it was intentional but I tried not to notice. Now I really wanted to leave. I was so painfully shy. She knew this and just as I was about to leave she stood in my way. I could smell her perfume. The fragrance was...mature and intoxicating. We kissed and things escalated quickly. She led me to a guest bedroom and got on top of me. Her skirt was rolling up her thighs as those white panties were revealed. We fucked and I came quickly. We spent the next three hours in bed talking and fucked again. The next three months were just like that. She was as sexual as this 22 year old and I learned a LOT
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omg - your dream cum true - LOVE this story.
 
Paradox said:
Talking about underage experiences will get this thread shut down. Be careful.
Click to expand...
The ONLY acceptable reaction to these is to Report, which only one person did. No other response is acceptable.

Offending posts have been removed and forwarded to Admin who has been known to just delete the entire account(s).
 
dodgeboy2 said:
In my early bi days when I was 19 and in college I went to an adult bookstore to get some gay/bi magazines I met an older man who was mid 50's maybe early 60's and after he took me to an early dinner went back to his place with him, later meeting up with another man who was about the same age. This was my 1st threesome and it was great but wouldn't say it was my best time although I was lucky enough to have them take me to my very 1st gay nightclub which luckily looked quickly at my fake id and let me in.
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My only "huge age gap" story is similar to this one. Its quite soft in fact. I was 19, the other guy was late fifties. We hanged together because we worked together and sometimes headed out for drinks after work.

This one time we got back to his place and had a few more. He headed to the shower and came back butt naked smelling good. I asked to shower also. We were talking so i showered in front of him, both of us naked.

Went to his bed and he asked if i wanted to stoke each other's cocks. I was in the mood and we came. Good looking cock for a 55+ yrs old.
 
Largest age gap I've experienced consensually was between 20-25 years.

My dad is married to a woman who is 5-6 months younger than me - so almost 30 years younger than him. Fortunately, I really like her or it would be too weird...
 
Ciceri said:
The age difference was our undoing. She felt awkward with family and friends. I was younger than her daughter . She called me mijo - which I later learned is son in Spanish
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Hijo.

A great story. Did this happen in Spain?
 
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