I love older sexy good looking women. Old doesn't have to mean fat and ugly. Thanks for the replys. Any more?
And the pics!!!! I never asked for that, but thanks. Lets see YOURS

The great thing about hot looking 20 somethings is... they will always be hot looking 20 somethings!

The oldest for me, I'd say mid-50s. One was a woman I was dating when I was around 47/48. The other was someone I met at a bar while on vacation in Ft Myers beach when I was 38. She asked if I wanted to go back to the condo with her and her two female friends. I hoped it would be the four of us having a good time. Ended up being the four of us drinking then hear and I hooking up on the pull out bed in the living room. Her friends later stood in the kitchen and watched us when they came out to get more drinks. It was still a good night.

I fucked a friend's mother a few times, she was 65 and was the oldest one I've ever been with. I was 39 at the time.

My friend never knew that me and her had fucked. She was a medium built big tited dishwater blonde that had a very hairy pussy.

I'm thinking mid to late 70s.

I've had plenty of fun with older women. Freakier than you think and even had some enjoyable dates with them also. You boomers are lucky bastards.

Oh wait! I forgot. The oldest ever fucked was a friend. This was prolly 20 years ago. She is over 80 now and I am 73. She prolly knew I fooled around and SHE made a pass at me. Ended up we fucked and sucked for a lot of years when ever we got a chance. Loved to eat her pussy. (her hubby, a friend of mine, often complained that she never sucked him. I wanted to tell him that she loved to suck ME!!)

My mother-in-law would Never say her AGE!
 

I would have to say it would be my mother-in-law and about a year after her hubby passed away!
It was my wife that always tried getting her out of the house and enjoying life, after her hubby past cause he would have wanted it too!
I never asked my wife her mothers age, nor was I that interested in knowing what it was but I still found her to a be SEXY looking Busty Beauty! lol
I believe it was on the 3rd trip at our house and having the MIL making use of our Hot tub that she finally did agree to having sex with me!
The 1st time my MIL sent my wife out shopping for a few hours and that surprised my wife & me, but I was home with her while she used the Hot tub. She later called me for a water jet problem and No Bubbles, that's when I first got to see her all NUDE in the still water! She asked me to join her as long as I would be nude too!
She got me in a full erection with her hand and mouth work on my cock, but she told me not yet when I asked to have sex with her! She did swallow my cum just like my wife does, cause she though that to my wife for her sexual training! The 2nd time went about the same, but my wife was home and didn't want to watch! lol
For the 3rd we started out in the Hot tub, but ended up in the bed for some exciting sex I can say for having it with a sexy mature women too!
Now my MIL is never home and taking care of plenty of senior guys that enjoy her company too!
;)

This is sort of a relative question. If you are 75 and you fucked your wife who is 75 is no big deal. If you are 30 years old and fuck a 75 year old that is a big deal.
I just got through writing and posting on this. Here is the link.
https://forum.oneclickchicks.com/sho...70&postcount=1

Early 70s, I'm guessing. I was in my late 30s at the time. She was really great, pretty much as good a fuck as I've ever had.

72 gf who is my age
Biggest difference was 35 to my 25

72.

I was in my 50s at the time, a 'holiday romance' is Spain. Despite her age I was, and have no reason to disbelieve her, only her second partner, her having been married from teenage to being widowed about 3-4 years prior to meeting her.

Despite the lack of partners in her life, she appears to have been pretty open-minded to anything her husband had suggested, so we went through the whole cycle of missionary, to doggy, to oral, to anal.

The one thing she wouldn't do was take my cock all the way into her mouth due to her gag reflex :) but the blow-jobs were fine, and she did swallow.