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11-30-2012, 03:01 PM
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#51
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Literotica Guru
darrad143 is offline
Join Date: Mar 2006
Location: mn
Posts: 652
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I am 44 she is 23 I sometimes feel like a cliche. I love her though so that's all it matters
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11-30-2012, 03:03 PM
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#52
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Experienced
Vermontguy is offline
Join Date: Dec 2011
Location: Vermont
Posts: 64
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im 40 and she is 56
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11-30-2012, 06:05 PM
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#53
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Really Experienced
highheelfetish is offline
Join Date: Mar 2010
Posts: 137
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I was 39, she was 19
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Add me on yahoo: highheelfetish1
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11-30-2012, 06:20 PM
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#54
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Really Really Experienced
StaciRay79 is offline
Join Date: Dec 2011
Location: Florida
Posts: 407
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I was 31 and he was 20, so 11 years
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11-30-2012, 07:29 PM
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#55
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Experienced
jayruth is offline
Join Date: Oct 2011
Location: London
Posts: 64
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I was 18 and fresh out of IVth form on my first boys holiday to Europe (Greece).
One night we met a group of women on a hen party. The boy/girl ratio was about right but all the women were older (the bride to be was in her mid 20s) and I flirted like hell with her. I bought her drinks all night and tried to convince her to run away with me(!).
The night progressed and we trod a fine line between disrupting their night out and genuinely adding some fun to it.
Towards the end of the night I made a pass at the bride to be again which was gracefully (and expectedly rebuffed). However, before the groups broke up we walked down the road towards the hotels and I found my hand being held by one of the older women in the party. Not the girl's Mum, but her auntie.
She told me that she had seen me flirting with her niece and that she knew what boys my age wanted. Cocky as hell I said I knew what women her age wanted. The pause between that and her looking around, slowing us down so others could pass as pulling me into a side street took about a minute, but it felt like seconds.
We were kissing and she kept on telling me how cocky I was and how it wouldn't work on her. She kept on telling me a kiss goodnight was all I'd get. But when I kissed her neck and cupped her full tits, she got quiet, put her hands in my trousers and started slowly (and skilfully) jerking me off. She raised one leg and told me to be quick, I put on a condom and slid into her as she pulled me tight. I remember her feeling warm and the taste of sweet alcohol and cigarettes. Proper grown up tastes and not unpleasant.
I remember gripping her ass and scratching my knuckles on the wall as I came. And I remember kissing her softly and feeling insanely, inappropriately comforted by her.
She told me she was married and to never talk to her again. She also told me she was 42 but I thought she was older.
I wonder if she thinks of me (she'd be nearly 60 now I guess) as fondly as I think of her.
Exciting times.
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11-30-2012, 08:50 PM
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#56
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Literotica Guru
Scotsman69 is offline
Join Date: Mar 2008
Location: Scotland
Posts: 1,409
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January this year. I was 64. She was 24. I've written a story about it.
We'll fuck again. We both need it.
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12-11-2012, 06:50 AM
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#57
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Virgin
slacker55 is offline
Join Date: Jul 2005
Location: Rhode Island
Posts: 20
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I was 23 she was 42 and some of the best sex I had ever had.
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12-11-2012, 08:18 AM
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#58
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Pleasant Provocateur
klippert is offline
Join Date: Sep 2008
Location: Mich - Go Blue
Posts: 5,348
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largest gap 21yrs... I was 18, she was 39.... today...MrsK is 7.5 yrs older.... have I ever mentioned....I luv older woman
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12-11-2012, 08:23 AM
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#59
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Really Experienced
tina12345 is offline
Join Date: Oct 2011
Posts: 183
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I was 20 and he was 42
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12-11-2012, 10:40 AM
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#60
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Experienced
barebearthere is offline
Join Date: Feb 2012
Posts: 49
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.....
Last edited by chargergirl : 12-18-2012 at 05:10 PM.
Reason: under age reference
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12-11-2012, 10:42 AM
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#61
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Really Experienced
axilyae is offline
Join Date: Dec 2012
Location: UK
Posts: 187
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I've had relationships with men up to ten years older than myself, but I've never had sex with someone more than five years older. Nothing about the age, the relationships just didn't work out and never progressed to that point. 
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12-11-2012, 11:17 AM
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#62
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Really Experienced
ginantonic is offline
Join Date: Dec 2012
Location: At home
Posts: 180
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My husband and I swapped with an older couple. We were just a year out of college, 23. They had kids in college and were late 40's. I guess that was about a 25 year difference. The funny part was their kids went to the same school we just graduated from.
__________________
- Is there anything more sensual than the feeling of a man’s strong hands rubbing your stocking legs?
- I love getting PMs, but please, if you want a response make it more interesting than a single line.
- No cams, no voice, no meetings
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12-11-2012, 11:24 AM
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#63
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Literotica Guru
inwinetheres is offline
Join Date: Aug 2009
Location: East Coast
Posts: 3,958
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Quote:
Originally Posted by ginantonic
My husband and I swapped with an older couple. We were just a year out of college, 23. They had kids in college and were late 40's. I guess that was about a 25 year difference. The funny part was their kids went to the same school we just graduated from.
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that is pretty amazing. Every run into their kids at school?? haha
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12-11-2012, 11:36 AM
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#64
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Really Experienced
ginantonic is offline
Join Date: Dec 2012
Location: At home
Posts: 180
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Quote:
Originally Posted by inwinetheres
that is pretty amazing. Every run into their kids at school?? haha
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Nope it was a big school.
__________________
- Is there anything more sensual than the feeling of a man’s strong hands rubbing your stocking legs?
- I love getting PMs, but please, if you want a response make it more interesting than a single line.
- No cams, no voice, no meetings
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12-11-2012, 11:39 AM
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#65
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Literotica Guru
inwinetheres is offline
Join Date: Aug 2009
Location: East Coast
Posts: 3,958
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Quote:
Originally Posted by ginantonic
Nope it was a big school.
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makes sense, would have added a whole new twist to the story though, hehe
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12-11-2012, 11:51 AM
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#66
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Literotica Guru
okatty35 is offline
Join Date: Aug 2009
Location: A Fly-over state
Posts: 914
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.....
Last edited by chargergirl : 12-18-2012 at 05:10 PM.
Reason: under age reference
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12-11-2012, 11:57 AM
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#67
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Literotica Guru
LynetteLovett is offline
Join Date: Nov 2012
Location: Between her thighs
Posts: 606
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Now I'm 19 and she is 26. In the past I was a fresh 18 years old and she was a veteran = and was 41.
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(P)
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12-11-2012, 12:47 PM
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#68
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And nothing else matters
Steve5511 is offline
Join Date: Dec 2007
Location: New York
Posts: 1,573
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I've been with 2 women, not at the same time, who were each 12 years older than I was. Both were amazing!
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12-11-2012, 01:54 PM
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#69
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Experienced
litlover2012 is offline
Join Date: Dec 2012
Location: USA
Posts: 45
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I was 22, she was 47! Wonderful!!!!!
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12-11-2012, 05:55 PM
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#70
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Really Experienced
wantedwanted is offline
Join Date: Feb 2007
Location: Ireland
Posts: 184
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I was 19, he was 30. Now I'm 23 I'd like to try 43+ 
__________________
"Kiss me and you’ll know how important I am."
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12-11-2012, 06:56 PM
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#71
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Experienced
kellyann1972 is offline
Join Date: Nov 2012
Posts: 59
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i was 38 he was 62
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12-11-2012, 09:02 PM
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#72
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Experienced
anidiotabroad is offline
Join Date: Dec 2012
Posts: 50
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The oldest guy I've had sex with was 17 years older than me , so..not thaaat big of an age gap.
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12-11-2012, 10:10 PM
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#73
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Loves Spam
Cenzo_Cava is offline
Join Date: Sep 2012
Location: USA
Posts: 174
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Well my mom is 19 years older than me
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12-11-2012, 10:28 PM
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#74
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Naughty Marine
Rich4goodgirl is offline
Join Date: Mar 2009
Location: Milwaukee, WI.
Posts: 2,902
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I was 46 she was 26 and for 3 yrs it was spectacular! 
__________________
"Thou art to me a delicious torment."
~ Ralph Waldo Emerson
Both sides of my pillow are cool
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12-15-2012, 01:58 AM
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#75
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Literotica Guru
kelli_qcd is offline
Join Date: Dec 1969
Posts: 962
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a little over 18 years difference i am lucky enough to have a younger wife.. 
before that had two women that were 9 and 12 years older then me...
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