Current Events > What's the oldest person you've slept with?

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Doom_Art
06/09/20 10:39:21 PM
#1:


I'm on a sex topic kick lately, I don't know why.

Anyway

Oldest was a 39 year old divorced mom. I was 21. She was decently attractive and I always had MILF fantasies as a teen so I figured why not.

Experience was alright but it was odd spotting kids toys scattered around the living room when I showed up.

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WaterLink
06/09/20 10:40:05 PM
#2:


7 years older than me. She was 35 and I was 28.
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Chicken
06/09/20 10:40:10 PM
#3:


idk how old is your dad?

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MabusIncarnate
06/09/20 10:41:01 PM
#4:


I was like 22 and she was in her early 40s

I had the chance to check the MILF off of the bucket list and went for it. That woman could likely swallow a Pringles can, holy shit.

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#5
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TreyFlowers
06/09/20 10:42:17 PM
#6:


I was 21 and she was about 28 I think. Nothing too wild.

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BlueAnnihilator
06/09/20 10:45:41 PM
#8:


60's, if I recall correctly.

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Dark_SilverX
06/09/20 10:46:20 PM
#9:




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Doctor_Dementia
06/09/20 10:47:15 PM
#10:


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BuckVanHammer
06/09/20 10:47:54 PM
#11:


40

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#12
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RetsuZaiZen
06/09/20 10:52:08 PM
#13:


37 when I was 22

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SamsungGearS2
06/09/20 10:53:57 PM
#14:


34 when I was 19.

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Arcanine2009
06/09/20 10:55:46 PM
#15:


How did you guys end up with these older peeps?

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averagejoel
06/09/20 10:56:25 PM
#16:


47

I was 24

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TheOnionKnight
06/09/20 10:56:28 PM
#17:


60s when I was like 24 or 25 or something.

I'd probably do it again...
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dj1200
06/09/20 10:56:31 PM
#18:


40s maybe 50s. I was 26 or something

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#19
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DirkDiggles
06/09/20 10:57:27 PM
#20:


67 years old.

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obeseexplosive
06/09/20 10:57:45 PM
#21:


I'll list the age distance of those I slept with 2 years 3 years 4 years 12 years. I'm 36 now my goal is a 60 year old and a 70 year old

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Dark_SilverX
06/09/20 10:58:06 PM
#22:


Older women are the best

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MabusIncarnate
06/09/20 10:58:29 PM
#23:


Arcanine2009 posted...
How did you guys end up with these older peeps?
I worked with her and she was kind of a slut and always made sex jokes. I played dumb after a few months and told her I moved into an apartment and didn't know how to work the dishwasher (I completely knew how to work it) and she volunteered to come and show me how to use it and we were banging within like 20 minutes.

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MedeaLysistrata
06/09/20 10:59:01 PM
#24:


18. . .

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Irony
06/09/20 10:59:06 PM
#25:


19

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Doom_Art
06/09/20 11:00:30 PM
#26:


Arcanine2009 posted...
How did you guys end up with these older peeps?
Through a very popular fetish website.

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Jiek_Fafn
06/09/20 11:02:10 PM
#27:


43
I was 23
We were in the same Everquest guild and she happened to be in town for something work related. It's a nerdy af way to hook up but whatever.

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ExtremeLuchador
06/09/20 11:02:18 PM
#28:


49

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AzNDarkSamurai
06/09/20 11:12:47 PM
#30:


I was 25 at the time. She was 40+.

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obeseexplosive
06/09/20 11:13:25 PM
#31:


Arcanine2009 posted...
How did you guys end up with these older peeps?
I have mommy issues and enjoy the chance to dominate them like she did me.

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BignutzisBack
06/09/20 11:15:48 PM
#32:


50 something when I was 27, it was my at the time friend's mom

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The Wheelman1
06/10/20 12:07:47 AM
#33:


45 year old ex co worker. I was 30. Best sex I ever had.

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RetsuZaiZen
06/10/20 7:12:32 AM
#34:


Arcanine2009 posted...
How did you guys end up with these older peeps?

For me, it was my coworker at the time.

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haloiscoolisbak
06/10/20 7:15:27 AM
#35:


I paid for a 28 year old prostitute when I was 24

outside of that encounter i dont think i've even made out of with someone more than a year older than me

i generally prefer my age for dating or a little younger and with dating apps its easy to make it happen the way i want

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bigtiggie23
06/10/20 7:17:45 AM
#36:


My wife is currently 46 so it would be her. When I was 18 I lost my virginity to a 37 year old.
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