Who's the oldest you've fucked,top/bottom give details

[northernirish]

Good for you!! I'm glad that you've moved on. Like anything else, it's better to be in a long term relationship. And I know that you'll be very cautious in the future. Thanks again for replying,I'm sure that others who've been in that situation will be glad that you told your story. I hope others will learn from it,the ones who don't,well,what can I say.

Well I will also say this, anyone that may questions and stuff more in depth about that particular situation can feel free to message me. It is a touchy subject as technically going by what the law says I was r**ped that night, but I just never delved into anything to do with it. I wasn't embarrassed or disgusted with myself, but I felt those feelings for the guy. The fact he felt the need to deceive me sexually... knowing the already poor stereotypes surrounding the gay community and stuff.... it could just never be me!

 

[deleted784661]

Well I will also say this, anyone that may questions and stuff more in depth about that particular situation can feel free to message me. It is a touchy subject as technically going by what the law says I was r**ped that night, but I just never delved into anything to do with it. I wasn't embarrassed or disgusted with myself, but I felt those feelings for the guy. The fact he felt the need to deceive me sexually... knowing the already poor stereotypes surrounding the gay community and stuff.... it could just never be me!

I admire your honesty,and I didn't expect all that you told me. Thank you for having the courage to tell it. You know that you'll be helping someone else who's been in that position. If I may ask,how old are you now? I was in my twenties when I was exposed to oral in a similar situation. And it wasn't encouraged by me. I was curious about it,but I just couldn't go through with it and asked him to leave my apartment. I felt guilty about it afterwards. Went on to get married and have a child. Now at this stage of life,I'm curious again, maybe I will or not,who knows. I think that the guy who was twice my age was using oral sex to see what else I would do,or what I was willing to try. He left, didn't make me feel bad,and I never saw him again or tried oral or anal. So, you're not alone.

 

[northernirish]

I admire your honesty,and I didn't expect all that you told me. Thank you for having the courage to tell it. You know that you'll be helping someone else who's been in that position. If I may ask,how old are you now? I was in my twenties when I was exposed to oral in a similar situation. And it wasn't encouraged by me. I was curious about it,but I just couldn't go through with it and asked him to leave my apartment. I felt guilty about it afterwards. Went on to get married and have a child. Now at this stage of life,I'm curious again, maybe I will or not,who knows. I think that the guy who was twice my age was using oral sex to see what else I would do,or what I was willing to try. He left, didn't make me feel bad,and I never saw him again or tried oral or anal. So, you're not alone.

I am now 26, so it's been a few years! Although it does feel like it was just last week... in my head I am definitely still only 20 years old . I think it's tough for gays because especially when you are in the closet, you don't really know how to interact with other men sexually so you just kind of go with the flow with a lot of guys that aren't in the closet as you expect them to know better than you etc. It did shape my experience of hookups as a whole because a. I knew I wasn't a good bottom, and b. I made sure when I was hooking up with other guys as a top I assured them I was cool with using protection the entire time. I haven't had bareback sex since then (even though it was out of my choice). I think barebacking, no matter if you are straight or gay, should be reserved for a partner, or a long term FWB that you and them both get tested regularly.

 

[deleted784661]

I am now 26, so it's been a few years! Although it does feel like it was just last week... in my head I am definitely still only 20 years old . I think it's tough for gays because especially when you are in the closet, you don't really know how to interact with other men sexually so you just kind of go with the flow with a lot of guys that aren't in the closet as you expect them to know better than you etc. It did shape my experience of hookups as a whole because a. I knew I wasn't a good bottom, and b. I made sure when I was hooking up with other guys as a top I assured them I was cool with using protection the entire time. I haven't had bareback sex since then (even though it was out of my choice). I think barebacking, no matter if you are straight or gay, should be reserved for a partner, or a long term FWB that you and them both get tested regularly.

I agree wholeheartedly. I'm 72, and I can still remember vividly that older man and my first experience. It really never leaves you. You're young at 26, with your whole life ahead of you. This has been a great conversation and I wish the best for you in the future.

 

[northernirish]

I agree wholeheartedly. I'm 72, and I can still remember vividly that older man and my first experience. It really never leaves you. You're young at 26, with your whole life ahead of you. This has been a great conversation and I wish the best for you in the future.

Thank you man, I do appreciate that! Yea, I know I am still young... but as you said yourself, the first experience really doesn't leave you at all. I do hope for myself though that I find the "one" so that I don't have to sell myself on Grindr and the other apps anymore . I wish you the best too! Honestly, thank you for being a listening ear! I hope someone else is able to read this conversation and take something from it.

 

[deleted784661]

Thank you man, I do appreciate that! Yea, I know I am still young... but as you said yourself, the first experience really doesn't leave you at all. I do hope for myself though that I find the "one" so that I don't have to sell myself on Grindr and the other apps anymore . I wish you the best too! Honestly, thank you for being a listening ear! I hope someone else is able to read this conversation and take something from it.

Okay does anyone else have any experiences with older men that they want to share?

 

[Flowersplease]

I think the oldest guy I’ve hooked up with was in his mid 60s, I don’t recall his exact age so he could’ve been older, and I was 27/8. We started chatting on either grindr or sniffles, and I could host that night as my roommate was out. He was handsome with mostly grayish slicked hair and a solid body and he towered over me. He had a solid, thick dick and he knew how to use it. He fucked me good and when I was close to cumming he pulled out and shot — more like showered — a huge load on me. I recall the thuds of the cum hitting my chest. It was so hot. I came shortly afterwards but certainly not as explosively, lol. He wanted me to become a regular boy for him to visit but with my irregular hosting situation we never met up again sadly. I appreciate the memories though.

 

[deleted784661]

I think the oldest guy I’ve hooked up with was in his mid 60s, I don’t recall his exact age so he could’ve been older, and I was 27/8. We started chatting on either grindr or sniffles, and I could host that night as my roommate was out. He was handsome with mostly grayish slicked hair and a solid body and he towered over me. He had a solid, thick dick and he knew how to use it. He fucked me good and when I was close to cumming he pulled out and shot — more like showered — a huge load on me. I recall the thuds of the cum hitting my chest. It was so hot. I came shortly afterwards but certainly not as explosively, lol. He wanted me to become a regular boy for him to visit but with my irregular hosting situation we never met up again sadly. I appreciate the memories though.

Wow,what an experience!! Good to hear that age doesn't really have to mean the fucking won't be spectacular. I'm glad that you shared this,thank you. Anyone else care to share their experiences? And again thanks for the details too.

 

[dana2]

I'm in my 50s and a couple of years ago hooked up with a gentleman in his 70s. He was very smart and nice. We ended up in bed naked entwined and making out. He asked if I wanted to fuck him and I said "uh yeah!". He went to get lube and slathered it on my cock. I entered him in missionary position and I fucked him while we kissed. It was very sweet and hot.

Also had a FWB type situation with another super sexy 70 year old. We had the wildest sweaty sex! Lots of kissing, sucking rimming rolling around like crazy. We would often end up with him on top straddling my cock with my cock trying to push past his asshole. I begged him to allow me to fuck him but he said i was "too big" (I am maybe slightly above average in size LOL). But my cock would always end up getting about an inch or two inside him. He would JO like this with my cock partially inside. The feeling on my cock was tight but delicious and quickly would make me cum my brains out.

 

[deleted784661]

I'm in my 50s and a couple of years ago hooked up with a gentleman in his 70s. He was very smart and nice. We ended up in bed naked entwined and making out. He asked if I wanted to fuck him and I said "uh yeah!". He went to get lube and slathered it on my cock. I entered him in missionary position and I fucked him while we kissed. It was very sweet and hot.

Also had a FWB type situation with another super sexy 70 year old. We had the wildest sweaty sex! Lots of kissing, sucking rimming rolling around like crazy. We would often end up with him on top straddling my cock with my cock trying to push past his asshole. I begged him to allow me to fuck him but he said i was "too big" (I am maybe slightly above average in size LOL). But my cock would always end up getting about an inch or two inside him. He would JO like this with my cock partially inside. The feeling on my cock was tight but delicious and quickly would make me cum my brains out.

I just looked at your photo in the hot older men thread and your profile,you look like Anthony Hopkins!! I'm not surprised that you get a lot of action!! Really appreciate your reply. You sexy man!!! Thanks again for replying.

 

[dana2]

I just looked at your photo in the hot older men thread and your profile,you look like Anthony Hopkins!! I'm not surprised that you get a lot of action!! Really appreciate your reply. You sexy man!!! Thanks again for replying.

That photo is NOT me! Just one I posted for the hot older men thread. When I discovered this forum I did expect I might post pictures of myself here, but soon discovered there are lots of crazy, judgmental, immature and sometimes toxic people posting here so i haven't and wont. To give a description of myself- I am Mediterranean-ethnic looking with a reasonably fit dad bod.

 

[deleted784661]

That photo is NOT me! Just one I posted for the hot older men thread. When I discovered this forum I did expect I might post pictures of myself here, but soon discovered there are lots of crazy, judgmental, immature and sometimes toxic people posting here so i haven't and wont. To give a description of myself- I am Mediterranean-ethnic looking with a reasonably fit dad bod.

Sorry, I just assumed, it was you. I also agree with you on posting one of your self. I've made the mistake of doing that and have sent mine to a few others privately. I do regret it. I'm a white older male, always have thin for my height,but now at 72, I have gained weight,but still good for my height and age. Thanks for replying,I appreciate it. Also,you never know where your photo will turn up once it's out there!!

 

[HungBtmVegas]

My 74 (at the time) year old landlord and Psych professor in the duplex I lived in in college. He lived in one unit and he rented the other to me (long story, something happened and I had to leave the dorms my junior year and he helped me out bc we were both gay in a pretty non-inclusive school) and the way it's oriented, my unit door and patio faced the street and his door face the street, but his patio was on the backside facing a dirt lot, so he had a semblance of privacy, on top of us living in a large cul-de-sac that only had another duplex across from us and undeveloped lots that were presumably going to be more duplexes.

Not too long into living there I realized he'd take his laptop out there, play porn with no headphones in, and jerk off on his patio almost every evening (if my tv or music wasn't loud, I could hear it). I started peeking at him bc the way his chair and table were set up, you could walk around the building the opposite way and see him without him seeing you unless he turned around. It was hot tbh, he wore this worn out robe with tighty whities and despite being a twig, he had a disproportionately fucking huge cock and he'd make these adorable whimpering sounds as he jerked off.

Anyway, I worked up the nerve one day and finally said I could hear him while he's out there and his immediate two questions were "Are you going to report me?" and "Did you see anything?" and said "No, it's your property" and "Yes, I've looked", which I'm guessing surprised him.

Long story short (too late), we started jerking off together and then it eventually ended up that I'd come over to suck his cock every night and then we kinda, kinda didn't drunkenly have sex once (I could ride it a little bit, but 1) his cock was outrageously girthy and 2) he couldn't stay hard) and that following winter break, he told me he'd let me stay until that spring break rent free if I agreed to move out bc he went his entire teaching career having never hooked up with a student and now he felt bad.

There's NO way he would've ever fit into my ass, but I'd 10/10 suck his cock again. Funny enough, I'm still on his email list over 10 years later and get his Psych Dept announcements from time to time.

 

[deleted784661]

My 74 (at the time) year old landlord and Psych professor in the duplex I lived in in college. He lived in one unit and he rented the other to me (long story, something happened and I had to leave the dorms my junior year and he helped me out bc we were both gay in a pretty non-inclusive school) and the way it's oriented, my unit door and patio faced the street and his door face the street, but his patio was on the backside facing a dirt lot, so he had a semblance of privacy, on top of us living in a large cul-de-sac that only had another duplex across from us and undeveloped lots that were presumably going to be more duplexes.

Not too long into living there I realized he'd take his laptop out there, play porn with no headphones in, and jerk off on his patio almost every evening (if my tv or music wasn't loud, I could hear it). I started peeking at him bc the way his chair and table were set up, you could walk around the building the opposite way and see him without him seeing you unless he turned around. It was hot tbh, he wore this worn out robe with tighty whities and despite being a twig, he had a disproportionately fucking huge cock and he'd make these adorable whimpering sounds as he jerked off.

Anyway, I worked up the nerve one day and finally said I could hear him while he's out there and his immediate two questions were "Are you going to report me?" and "Did you see anything?" and said "No, it's your property" and "Yes, I've looked", which I'm guessing surprised him.

Long story short (too late), we started jerking off together and then it eventually ended up that I'd come over to suck his cock every night and then we kinda, kinda didn't drunkenly have sex once (I could ride it a little bit, but 1) his cock was outrageously girthy and 2) he couldn't stay hard) and that following winter break, he told me he'd let me stay until that spring break rent free if I agreed to move out bc he went his entire teaching career having never hooked up with a student and now he felt bad.

There's NO way he would've ever fit into my ass, but I'd 10/10 suck his cock again. Funny enough, I'm still on his email list over 10 years later and get his Psych Dept announcements from time to time.

Too bad either him or you didn't think about Viagra or something like it. That might've turned out great for you both. You should surprise the old guy ,get in touch with him,you never know...it could be a life changing experience for you both,and give the old guy( senior like me) some good memories. You might be surprised how much you can take!!

 

[chrisrobin]

When I was starting out, let's say at 18 I met lots of older guys who wanted to fuck me, the oldest was almost 80 - rock hard, no mucking, and shot a good load in me. The youngest, some years later, was let's say 18 and while he had a cute tight ass, soft skin and big dick he just didn't last for a decent fuck, just got his cock in my asshole and he dropped his load.
The oldest I fucked was probably 75 and eager to get his hole filled, and wow, what a grip his ass had on my cock!

 

[HungBtmVegas]

Too bad either him or you didn't think about Viagra or something like it. That might've turned out great for you both. You should surprise the old guy ,get in touch with him,you never know...it could be a life changing experience for you both,and give the old guy( senior like me) some good memories. You might be surprised how much you can take!!

It was a spur of the moment, drunk decision and he hadn't been sexually active in a long time, so getting a Viagra script to have sex with just me probably wasn't going to happen. I took it as he crossed a line with a student that he didn't want to cross, so I respect it

 

[deleted784661]

When I was starting out, let's say at 18 I met lots of older guys who wanted to fuck me, the oldest was almost 80 - rock hard, no mucking, and shot a good load in me. The youngest, some years later, was let's say 18 and while he had a cute tight ass, soft skin and big dick he just didn't last for a decent fuck, just got his cock in my asshole and he dropped his load.
The oldest I fucked was probably 75 and eager to get his hole filled, and wow, what a grip his ass had on my cock!

WOW,what an experience you've had in your life. You sound like someone who just goes for the gusto in life. I'm sure that others reading your story might think twice about older ,more " mature" senior guys. Thanks for replying to my thread. I enjoy reading about people's experiences,the little details,just enough to visualize ,and make you recall the experience. BTE, I haven't read your profile,how old are you now,and what's your status in life if you don't mind revealing it. Thanks again for replying.

 

[deleted784661]

It was a spur of the moment, drunk decision and he hadn't been sexually active in a long time, so getting a Viagra script to have sex with just me probably wasn't going to happen. I took it as he crossed a line with a student that he didn't want to cross, so I respect it

Well, I can see and understand your point of view,and assessment of the situation. Kudos to you for explaining and for your honesty! Honestly,the more I read on this post,the more I realize that there's more to life than just a spur of the moment sexual experience. Whatever your sexuality is, your attitude is what determines who you are,and how you live your life. My reply to your message was probably based on a fantasy, and pure lust. There's more to life than that. It's been great to read people's response to my thread,and I hope to read more. I hope others do enjoy this,learn from it, and just feel free to speak about it, Thanks!!

 

[chrisrobin]

WOW,what an experience you've had in your life. You sound like someone who just goes for the gusto in life. I'm sure that others reading your story might think twice about older ,more " mature" senior guys. Thanks for replying to my thread. I enjoy reading about people's experiences,the little details,just enough to visualize ,and make you recall the experience. BTE, I haven't read your profile,how old are you now,and what's your status in life if you don't mind revealing it. Thanks again for replying.

Heading for the hills in years buts still active and passive. I just remembered there used to be a guy on the gay beach near me who would lie naked, legs apart and just get fucked and fucked all afternoon by anyone who wanted to get their rocks off. Quite a few guys used him if they hadn't gotten their rocks off in the dunes and he was a good fuck and knew how to please top, really good anal muscles, and he was well over 80 - it always seemed churlish not to stop and fuck on the way home.

 

[g0yman59]

The oldest I fucked was 68