Biggest Age Difference You've Had With Sexual Partner

[fuckee]

52 years. I was 70, and the lad I fucked was 18.

I just checked your photos. You are a sexy guy with a great dick. I can imagine that boy enjoyed it!

 

[EnioStuffsHard]

over 4 decades lol

 

[fuckee]

Hi guys

I am curious how many have made the transition from a daddy's boy to a daddy and how you feel about it. When I was younger I think I was the classical example of a daddy's boy. I felt most attractive to older men - the classic dad types. Men in the forties with a bit of grey in the hair, but still an athletic body, who took care of my body but then fucked my boy pussy with their daddy dicks. I loved it when they treated me as a boy: made me sit on their lap, bathed me or gave me a good spanking. The last thing didn't happen that often, but boy, it turned me on! A positive thing was that I still look very boyish, when I was already a bit older. This is me at age 38.

However in the meantime nearly all of my sex partners are younger than. Sometimes the age gap is over 20 years. And a lot of boys want to get fucked, so I am topping more often than in the past. It is still a bit unusual for me to play the daddy role, but it is nice to fuck a boy pussy.

Any of you have made similar experiences?

 

[TrynBi]

I’ve had many experiences where the age gap is 30 years or more. I broke my cherry on older men and that seemed to be my training ground for many years.

 

[Fatih79]

68 here and recently came out of a relationship with someone 36 years younger. We had the best fun together and honestly the sex was amazing.

 

[ctommy]

37 years. I was 24, he was 61.

 

[Nonamerh]

+45 years. Didn't ask exact age cause I was shy, lol

 

[permit1971]

My current Fiance is 22 years younger than me.

 

[fuckee]

As I've aged, I've found that I enjoy pleasing young men (over 18). So I've had a number of hookups with late teens and twenties wanting a "daddy". One 18yo virgin boy wanted me to "train him" to be a great bottom before we went off to his college for his fun, so I happily obliged. Every man needs a hobby. I suspect it was a 40yr difference at that time.

You are right! Especially when you are getting older it is important to have a hobby. Some start collecting stamps, others join a gym and some introduce (over 18) to hot man to man sex! I think a combination of the last two is best to keep you young!

Btw: when I look at your pic I can understand that younger guys like you!

 

[Very kinkey]

What is the biggest age difference you've had with a sexual partner?

I'm friends with this woman who is old enough to be my mom and she's been kind of relentless trying to get me to have sex with her, which I've been kind of hesitant to go through with. I've let her give me a bj a couple of times but I really wasn't interested in more than that but I'm kind of considering it.

Had to be fun having her suck you off!

 

[carguy777]

my first time the guy was 25 years older than me. And for many years that was the common age gap.

 

[louparis10]

I'm now 65 and not too bad as daddy.
I still have young guys as sex partners. We meet in a gay sex bar I use to go here in Paris. Especially in the naked night every Thursday. Some of those guys are around 25

 

[TrynBi]

I recently remembered meeting up with a much older chap I met online who would have me over to his home a few times. I was easily in my mid 30s while he was every bit into his 70s.

He enjoyed a warm mouth to suck his cock and had quite the garden in his back yard that he tended to to keep busy. We’d sometimes play inside but often we’d enjoy the privacy of his back yard botanical as the back drop to our naked sexual pollinations!

 

[likitisplit]

met a guy one night at the lake as i sat in my truck. he pulled up and parked and got out. i acted like i was reading, as now i only had on pantyhose and a half tee. he began walking my way, i thought he'd go on but he asked did i have a light. i handed him a lighter before he got closer. he handed it back a step closer and asked did i mind letting him see my pantyhose. i asked how the hell did he know that. he said he could see the reflection in the other window. i had him get in so it didn't draw a crowd. i told him let's ride down the highway a ways, he said ok. i told him if he was ok with it i'd like to feel him a bit. he had asked first and so it was my turn. i couldn't believe what i felt and asked how big was he. he laughed kinda and said well it's odd i'm 3 inches hard, then said and around my head i'm 9 inches. i told him i believed him after feeling him and before i knew it i was asking if he'd let me and he said yeah. he said when you use thie turn around ahead you'll have to wait on traffic. i said ok, when i turned in i put in park, leaned over and he already had a rubber on. his head was all i could get in and in about 1 minute he was moaning and cumming. i sucked til stopped. i pulled in where we started and told him thanks. he said no thank you damn that was good. i left with a hard on in wet pantyhose and never saw him again. he was 75 i was 54.

 

[Robert Dole]

The guy who got me started with men was 32 years older than me, I was "18" at the time

 

[ILoveGames48]

over 4 decades lol

Yes it happens I was with a guy .. 61 when I was 19 .. took on a job mowing his yard and maintaining it .. then wanted the lower part of his house painted— because the upper part was siding ..
That’s all I’ll say about that .. if want to know complete story just let me know

 

[illusionguy]

Yes it happens I was with a guy .. 61 when I was 19 .. took on a job mowing his yard and maintaining it .. then wanted the lower part of his house painted— because the upper part was siding ..
That’s all I’ll say about that .. if want to know complete story just let me know

Love to know the complete story!

 

[illusionguy]

I was 62, he was 18 and a hot little bottom. He loved my cock fucking him.

 

[Barryfff]

I’m 74. He was 19. Online pickup. He was an incredible kisser and his six inch cock was incredibly hard and dripping sticky tasty precum like crazy. He gave me a blow job I’ll never forget. We were in my small sports car so it was not comfortable to bend over to suck him until he came. He jacked off and shot a huge load. So hot. I’d love to meet him again and invite him to lube my ass with his precum and then fuck me. Hairy guy - chest and hot hairy legs. This was last week. Mmmm

 

[Robert Dole]

I was 62, he was 18 and a hot little bottom. He loved my cock fucking him.

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