People in their 20's/30's, what is the oldest person you would sleep with? [Archive] - MensTennisForums.com

People in their 20's/30's, what is the oldest person you would sleep with?

2003
02-17-2012, 10:59 AM
Older are free to contribute, I just guessed age gap narrows to the point its not "shocking" anymore.

For me I guess it it would be tough to say.

Definately anything 30-40 is a given.

The 40's is where it starts to get hazy.

Cant see going much beyond 50.

These are very upper limits.

Id feel uncomfortable with anyone over 35.

We dont judge in this thread, give us honest answers, or better yet, stories :worship:

I know Bolar Bolabi has more than a few hed like to share.

If not sleep with, maybe "do shit" with.

Id imagine guys limit would be a lot higher than most girls. Its weird how girls tend to "date" older guys, but guys would rather have sex with older girls, to a point.

Also worth considering is possible children. I mean, if your a guy having sex with a woman who has a son older than you, thats mega awkward. What if he walked in :help:

tripwires
02-17-2012, 11:04 AM
Older are free to contribute, I just guessed age gap narrows to the point its not "shocking" anymore.

For me I guess it it would be tough to say.

Definately anything 30-40 is a given.

The 40's is where it starts to get hazy.

Cant see going much beyond 50.

These are very upper limits.

Id feel uncomfortable with anyone over 35.

We dont judge in this thread, give us honest answers, or better yet, stories :worship:

I know Bolar Bolabi has more than a few hed like to share.

If not sleep with, maybe "do shit" with.

Id imagine guys limit would be a lot higher than most girls. Its weird how girls tend to "date" older guys, but guys would rather have sex with older girls, to a point.

Also worth considering is possible children. I mean, if your a guy having sex with a woman who has a son older than you, thats mega awkward. What if he walked in :help:

:haha: :facepalm:

Maybe 40. I don't like younger guys so youngest maybe 23 or something. Even then the thought is a bit squicky.

ballbasher101
02-17-2012, 12:38 PM
2003 you are the King of weird threads. They just kill me :lol:. I actually like and prefer older women. I'm slightly embarrassed about that :o. My limit would be 45, anything above that things start to get a little sketchy.

leng jai
02-17-2012, 12:42 PM
I don't have the luxury of choosing...

Ajde.

Harmless
02-17-2012, 01:12 PM
Why is there no poll here? I feel lost in all this deep psychological introspection when there's nothing to click on.

Hewitt =Legend
02-17-2012, 01:27 PM
I would sleep with Nole until he was at least 115. Anything after that would be kinda weird.

Ajde.

tripwires
02-17-2012, 01:40 PM
2003 you are the King of weird threads. They just kill me :lol:. I actually like and prefer older women. I'm slightly embarrassed about that :o. My limit would be 45, anything above that things start to get a little sketchy.

45?! :eek:

I don't have the luxury of choosing...

Ajde.

:hug:

Why is there no poll here? I feel lost in all this deep psychological introspection when there's nothing to click on.

2003 forgot a poll. :eek:

I would sleep with Nole until he was at least 115. Anything after that would be kinda weird.

Ajde.

:facepalm:

Because one isn't enough...

:facepalm::facepalm::facepalm::facepalm::facepalm: :facepalm:

Harmless
02-17-2012, 02:06 PM
I would sleep with Nole until he was at least 115. Anything after that would be kinda weird.

Ajde.
You'd be the same age anyway, why not? :shrug:

Hewitt =Legend
02-17-2012, 02:13 PM
I'd be 112. Hmmm, that's the age of his younger brother no..?

Ajde.

tripwires
02-17-2012, 02:16 PM
:facepalm: :facepalm: :facepalm:

Sham Kay
02-17-2012, 02:43 PM
19. Possibly 20 but that's pushing it a little.

Har-Tru
02-17-2012, 03:44 PM
12. I initially wrote 13 but you see, I'm a bit superstitious.

_maxi
02-17-2012, 04:52 PM
I would do it with a 60 years old grandma if she is hot. That's my extreme. I'm 23.

Johnny Groove
02-17-2012, 04:58 PM
No younger than 18, and only if she is very mature for 18. Up to 40's, age isn't really an issue so much as maturity. I've met a 38 year old MILF who was less mature than a 19 year old college girl.

Goldenoldie
02-17-2012, 05:06 PM
I wouldn't sleep

Kat_YYZ
02-17-2012, 05:49 PM
I wouldn't sleep

GOAT response from Goldenoldie, as usual. :worship:

Pierce Brosnan is 58, so... I can handle that.;)

Bilbo
02-17-2012, 07:24 PM
No younger than 18, and only if she is very mature for 18. Up to 40's, age isn't really an issue so much as maturity. I've met a 38 year old MILF who was less mature than a 19 year old college girl.

You probably need to get away from the plastic dolls like those in your avatar :shrug:

Johnny Groove
02-17-2012, 09:01 PM
You probably need to get away from the plastic dolls like those in your avatar :shrug:

Don't judge a woman by how beautiful she is.

2003
02-18-2012, 12:34 PM
I have been drinking so you have me in a moment of candor..

Bascially, There is a girl in the states who is about 48 who is offering to fly me over to the states, to have sex and other things. She will pay for everything.

Were pretty close, but she has a son whos 28..im 22..

Should I do it?

Naudio Spanlatine
02-18-2012, 12:43 PM
I dont care how old, as long as he good in bed and that is sexy as hell:shrug:



Jim great response:worship: :kiss:

tripwires
02-18-2012, 12:54 PM
I have been drinking so you have me in a moment of candor..

Bascially, There is a girl in the states who is about 48 who is offering to fly me over to the states, to have sex and other things. She will pay for everything.

Were pretty close, but she has a son whos 28..im 22..

Should I do it?

Pretty close meaning what?

Harmless
02-18-2012, 06:45 PM
I have been drinking so you have me in a moment of candor..

Bascially, There is a girl in the states who is about 48 who is offering to fly me over to the states, to have sex and other things. She will pay for everything.

Were pretty close, but she has a son whos 28..im 22..

Should I do it?
What is other things? Cleaning the pool, impersonating her dead husband for the insurance company or, say, robbing a bank? All different levels of commitment, so you should decide accordingly. One and two - I'd give it a go if I were you, at least you get to regrow your mustache, three... Sorta depends, you know?

Bilbo
02-18-2012, 07:04 PM
Don't judge a woman by how beautiful she is.

Men rate looks first and I am not into unnatural women. Does not matter how good her personality is.

Johnny Groove
02-18-2012, 07:29 PM
I have been drinking so you have me in a moment of candor..

Bascially, There is a girl in the states who is about 48 who is offering to fly me over to the states, to have sex and other things. She will pay for everything.

Were pretty close, but she has a son whos 28..im 22..

Should I do it?

Do it. Experience life, man.

Just make sure she pays for the return flight as well.

Men rate looks first and I am not into unnatural women. Does not matter how good her personality is.

Not all men rate looks first. Do you know how sexy personality can be?

Nathaliia
02-19-2012, 03:29 PM
i think the oldest i slept with was 30 years older (55 or so) and it wasn't bad at all

i used to date men 15-25 years older than me since i turned 20. and it was always very good.

basing on vast self experiences i noticed men ditch their immature attitude after they turn 36. maybe at 35 they still feel like 30, and at 36 they see the 40 coming haha i don't know

if you're honest with them, they will be 100% honest with you, no pathetic bullshit stories, still very handsome, already with an estabilished position and with lots of money and experience in life and in bed :yeah: it's a big pleasure and comfort to be a lover of someone like that

though, for a serious relationship i only want someone -3/+3, even if it means going through a lot of emotional and employment problems young people always bump at

Sham Kay
02-19-2012, 03:39 PM
Not all men rate looks first. Do you know how sexy personality can be?

True this. Forget hot blondes, I'd happily sleep with a granny if she is able to recite the top 100 Tennis players from memory.

Otherwise 23 max. I won't lie, I'm too Asian to go for older women.

Certinfy
02-19-2012, 04:08 PM
True this. Forget hot blondes, I'd happily sleep with a granny if she is able to recite the top 100 Tennis players from memory.
I nearly died reading this. :haha: :worship:

samanosuke
02-19-2012, 04:20 PM
don't see why age would be a problem if woman is hot to you . at the end it isn't polite to ask woman about the age

Sham Kay
02-19-2012, 04:29 PM
don't see why age would be a problem if woman is hot to you . at the end it isn't polite to ask woman about the age

After the deed is done and possibly 2 years of dating and possibly a further 50 years of marriage her age is bound to come up at some point.

I'd ask her age in my death bed.. she'll probably finish me off.

Johnny Groove
02-19-2012, 04:50 PM
True this. Forget hot blondes, I'd happily sleep with a granny if she is able to recite the top 100 Tennis players from memory.

:spit:

I know what you said was in jest, but a reasonably attractive woman that can recite the Top 100 from memory to me becomes a top babe. :yeah:

sexybeast
02-19-2012, 09:14 PM
I dont know, I never have been with a girl even my age and I am only 25. The oldest girl I had is the one I am with and she is 21, I am too boyish to attract older women.

Certinfy
02-19-2012, 11:06 PM
Well I'm 20 now and recently have kind of changed myself into the mindset of only sleeping with women I actually love and want to be with. So saying that the oldest person I would sleep with is 25, of course if I do happen to fall in love with some a little older I would reconsider, but at the moment I would prefer to meet someone in the 18-25 range for sure, the nearer to my age the better.

betowiec
02-20-2012, 01:01 AM
well early 50s, 51 is the record for now :)

arm
02-20-2012, 08:48 AM
I would sleep with Nole until he was at least 115. Anything after that would be kinda weird.

Ajde.

Not weirder than this post :lol:

Chris Kuerten
02-20-2012, 03:23 PM
Who cares how old a woman is? If she's hot, she's hot.

http://joukeus.com/uploads/thumbs/oq63s48zb0nntavn.jpg

She's almost 63, who would reject her?

Waterfox
02-23-2012, 07:52 AM
Depends how fit the guy is.
Usually 30 years old.

Shinoj
02-26-2012, 04:27 AM
I am alright with anybody till menopause hits them.

Seth82
03-03-2012, 04:25 AM
I'm 29 now so the oldest would probably be 40

Filo V.
03-03-2012, 04:46 AM
Hot is hot, regardless of age. So, within reason and sanity, I would sleep with anyone. I don't have a particular set number. I was with guys in their 40s when I was 18. I like older men because they have experience and they've been around the block and know how who, and what, they are, and generally are secure in that. There are fewer pretenses, and they know how to fuck.

sammy01
03-03-2012, 12:03 PM
i had sex with a guy who said he was 43 (though looked amazing for 43) then after told me he was actually 51! if he had told me he was 39 i would have believed him, he looked amazing for his age.

still that is the expection, the rule is never over 45 and 40-45 they have to be hot and well looked after.

edit oh i'm 23

Dmitry Verdasco
03-04-2012, 05:53 AM
I'm really self conscious about myself and I'm not out, so I find myself chasing 40+ year old men on the internet pretty often as I think they're probably as desperate as I am :sobbing: The oldest is 53, but they've all been over 35. I'm 21. I hate myself afterwards :sobbing:

Though, their aren't very many cute gay guys my age in my area anyway so I'm not really missing out on hot sex where we can BOTH get it up or anything like that....



...


:tears:

Pirata.
03-04-2012, 05:57 AM
Probably mid-40s.

Filo V.
03-04-2012, 05:03 PM
I'm really self conscious about myself and I'm not out, so I find myself chasing 40+ year old men on the internet pretty often as I think they're probably as desperate as I am :sobbing: The oldest is 53, but they've all been over 35. I'm 21. I hate myself afterwards :sobbing:

Though, their aren't very many cute gay guys my age in my area anyway so I'm not really missing out on hot sex where we can BOTH get it up or anything like that....



...


:tears:You gotta break the cycle, hun :hug:

Dmitry Verdasco
03-05-2012, 05:43 AM
I fall in love with straight guys all the time :sobbing:

Filo V.
03-05-2012, 02:59 PM
I fall in love with straight guys all the time :sobbing:Knowing they are straight? :scratch:

I like fucking straight guys................they're easy and it's fun to break through their inhibitions and basically leave them desperate for more and up to do anything after you blow their mind in helping them realize exactly what they've been missing their entire lives. But you have to know to not involve yourself with them beyond sex and at most a casual friendly relationship, because once strings get attached things can derail extremely quickly.

Start loving yourself young man, there is absolutely no reason for you to treat yourself the way you are doing so; you seem like a very nice, sensitive individual and you deserve to be treated as such, you deserve to be loved for your own skin and you deserve to love yourself, because you are not a bad person. Stop feeling sorry for yourself and start standing up for your dignity and self-respect. You're a human being and deserve the right to be recognized as such, rather than a piece of meat, rather than lying to yourself and others about who you truly are. Start having pride in who you are. You only have one life to live, so live that life the way you see fit, to it's fullest.

Topspindoctor
03-06-2012, 02:43 AM
Depends on how she looks, I've had sex with a woman who was 40, but had body and face of 25 year old.

Start da Game
03-06-2012, 06:41 AM
any woman from 16 to 38 if they are arousing.....

Dmitry Verdasco
03-06-2012, 08:04 AM
Knowing they are straight? :scratch:

I like fucking straight guys................they're easy and it's fun to break through their inhibitions and basically leave them desperate for more and up to do anything after you blow their mind in helping them realize exactly what they've been missing their entire lives. But you have to know to not involve yourself with them beyond sex and at most a casual friendly relationship, because once strings get attached things can derail extremely quickly.

Start loving yourself young man, there is absolutely no reason for you to treat yourself the way you are doing so; you seem like a very nice, sensitive individual and you deserve to be treated as such, you deserve to be loved for your own skin and you deserve to love yourself, because you are not a bad person. Stop feeling sorry for yourself and start standing up for your dignity and self-respect. You're a human being and deserve the right to be recognized as such, rather than a piece of meat, rather than lying to yourself and others about who you truly are. Start having pride in who you are. You only have one life to live, so live that life the way you see fit, to it's fullest.

Thanks gurl, easier said than done though :hug: I'm trying.

2003
03-06-2012, 10:54 AM
Knowing they are straight? :scratch:

I like fucking straight guys................they're easy and it's fun to break through their inhibitions and basically leave them desperate for more and up to do anything after you blow their mind in helping them realize exactly what they've been missing their entire lives. But you have to know to not involve yourself with them beyond sex and at most a casual friendly relationship, because once strings get attached things can derail extremely quickly.

Start loving yourself young man, there is absolutely no reason for you to treat yourself the way you are doing so; you seem like a very nice, sensitive individual and you deserve to be treated as such, you deserve to be loved for your own skin and you deserve to love yourself, because you are not a bad person. Stop feeling sorry for yourself and start standing up for your dignity and self-respect. You're a human being and deserve the right to be recognized as such, rather than a piece of meat, rather than lying to yourself and others about who you truly are. Start having pride in who you are. You only have one life to live, so live that life the way you see fit, to it's fullest.

Is it true the orgasm you have from anal sex (no manual stimulation of the penis) is 10x better than anything else? Kind of like a wet dream?

abraxas21
03-06-2012, 12:59 PM
lots of internet gigolos on this thread

Filo V.
03-06-2012, 01:31 PM
Is it true the orgasm you have from anal sex (no manual stimulation of the penis) is 10x better than anything else? Kind of like a wet dream?Yes, but cumming just from anal stimulation is actually pretty rare, sort of like a woman squirting, not everybody can do it or has done it. But an orgasm in general from anal sex for a guy IS the best orgasm a guy can experience because of the fact the A-spot (aka male g-spot) is in a guys' ass. Your cock feels extremely sensitive and you feel like cumming the entire time. It's really not comparable with anything else............and it's something you have to experience to really be able to understand how overwhelming the sensations are.

Filo V.
03-06-2012, 01:33 PM
Thanks gurl, easier said than done though :hug: I'm trying.

:hug: Just know you have family all over the globe, you're ain't alone honey. Don't forget that. There are and will always be people out here who love and support you for you.