Largest age difference?

[karlhein]

I related part of this story earlier. I was mid 50's, dating a hot little 40 year old milf. One day I walked into her 20 year old daughter coming out of the shower, nice view, same body type. That night, heard her daughter fucking her then boyfriend in the next bedroom, quite the turn on. That happened frequently over then next year, both getting to see daughter naked and hearing her fuck. She and her mom were both very noisy, sometimes it because a bit of a contest.
Anyway, mom was out of town, I went by the house to feed the cat. Daughter came home from an overnight at her boyfriends. We got to talking, chemistry was in the air, she mentioned that her mom said I was a good fuck. She said, if you don't tell mom, I think you are sort of hot, I've never done an older guy, would you like to fuck me.....very direct. With that, she took her t shirt off, saying I need a bath, and to wash my bf's cum out of my pussy.
I thought for all of about 5 seconds, and dropped my shorts and took my t shirt off. We spent a lot of time in the shower, soaping each other up. She acted impressed with my tool, it stood up well for her. Wound up fucking her from behind in the shower. She wasn't used to how long an old guy can last, came a couple of times, then I filled her up. This called for more showering, than we would up with my dining on her freshly cleeaned pussy. I must have been better at that than her bf, more very vocal orgasms, just like mom who could cum multiple times too. By then, I was hard again, so she went for a ride on me. I didn't leave until the next morning, by which she was sore, but I think very satisfied. So, 55 to 20. I think I acquited my age group well.

[~*ghetto_star*~]

Originally Posted by ~*ghetto_star*~

I'm going to assume it was around 40-plus years.

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.

[kacshadow]

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.

So happy KaCee can generate fond memories of your youth, Ghetto.

[~*ghetto_star*~]

Originally Posted by kacshadow

So happy KaCee can generate fond memories of your youth, Ghetto.

So gorgeous, big smile, bigger boobs and being bold in a hallway!

[Trapper98]

Originally Posted by junification

My wife is 58 and had sex with a 23-year-old that we met online. This happened at a hotel while I watched and sipped on scotch. There's not really anything more thrilling than watching some skinny, awkward-looking, college-aged guy who barely knows what he's doing get behind your wife and slide his dick in her.

I convinced my wife to do this because I've always had an "older woman" fantasy when I was younger. I never got to experience that fantasy. So I convinced her to try it so I could experience it vicariously through this younger guy and my wife.

Sounds like us. My wife was 48 when I found her a 23 yo on Craigslist. Amazing to watch. I did have experiences with mature women when I was 18-19, now that I am older, I wanted my wife to be the mature woman.

[indym]

I have a 20-year age difference with my wife. I had known her for a while but never thought about anything sexual or romantic happening. Our stars aligned during the early part of covid, and she made her move on me, more or less, haha.

I was very aware of our age difference early on, but I rarely think about it anymore. We get the occasional "your dad" or "your daughter" comment, as well as some looks, but I guess I'm desensitized to it now.

[ac1601]

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.

It's wonderful to hear that Pink and the other beautiful ladies mentioned can all take you back to a time and place in your younger days that I'm sure we would all like to visit if we could. Memories and the minds eye are truly a wonderful thing...... especially as we age.

[Voyeurlust]

I’m 61 my wife 38 same age as my daughter. She is beautiful body of a twenty year old. Every time she undresses I can’t believe she’s my wife also a sweet girl

[snuckalook]

I am 67 and she is 36. Very shy and led a sheltered life. I took her virginity 4 years ago. She now enjoys watching porn, she is fascinated and very turned on by FF and MFM scenes. She just started to let me play with a camera. My goal is to eventually be able to watch her with another woman and fuck another guy. Who is in? 😁