Originally Posted by ~*ghetto_star*~
I don't generally ask older women their age when meeting or engaging them because, unlike younger women, there is no need to, these women are obviously of legal age, so I can't pin down an exact gap. So, the largest age difference I can confirm, after thinking about it, is 44 years. I was 28 at the time and the woman in question was 72.
Her name was Gloria, and she was married to a guy named Bill, Bill was terminally ill and Bill very quietly permitted Gloria to start a relationship with his friend Hank after his death, Bill did this because he knew his time was short, and he saw Gloria growing closer to Hank and he wanted Gloria to be able to move on without any guilt. Whether or not Hank and Gloria hooked up before Bill gave permission or before Bill's death is unknown as all three are now deceased.
Eventually, Hank passed and Gloria and I grew closer, at 28 (at the time) I was younger than her daughter, which added to the taboo of the relationship but I was also old enough to understand why discretion was necessary, which is why I had no issue coming and going at night or keeping things quiet.
While Gloria was one of my first older woman experiences she was not my very first.
Sexually, Gloria loved getting her pussy eaten, which was surprising as many of the older women I have encountered were not used to having it done or having it done regularly, according to Gloria, Bill and Hank gave her oral sex with no argument. Anal sex was off-limits but her blowjob skills were amazing, she could easily put these young sl*ts to shame. She was rather deliberate in her style, she loved to use her tongue to tease you and was amazing at locking her lips around the head, it felt like she was french kissing your penis, also for an older woman she had gorgeous hands and always had a well-done and very sex manicure, either the classic red or french tips and knew how to use the tips of her nails to edge you close to exploding then bringing you back down. Sexually she was rather vanilla, doggy and missionary were most comfortable for her but don't take vanilla for boring, the sex was always pleasurable and her vagina felt great and we never used condoms.
Eventually, her health began to take a downturn and she was frequently in the hospital and which effectively ended our sexual relationship, our last sexual experience was me gently sucking her nipples and gently fingering her in the hospital room, which I was trying to do very carefully because she had a catheter in. I did manage to make her giggle by pulling out my penis and wagging it back and forth. I gave her soft kiss and left and that was one of the last times I saw her.
Her friend, who probably knew about us but never confirmed either way, gave me updates on her until she was gone.
So Gloria is the largest age difference that I can confirm, although I suspect there might be a larger gap but maybe not, I have had sex with a few women who were over 70, but I was in my mid-30s at the time and the age difference may have been around 35 to 40 years in those cases.
Physically. Pink (ac1601's wife) Jeanne (dirtyharry11's wife) KaCee (kacshadow's wife) and Reba (RebaandMac's wife) remind me of her and she kept her strawberry hair even into her older age. KaCee's breasts and Gloria's breasts are nearly identical.
Mrs. Itionthat's blowjob style is also quite similar.
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