Ask The Cougar
What’s on your mind hun?
Have a question to pose to this Cougar? So many have said they do…
You are in the right place! Lay it down for me. Tell me what the problem is or maybe you are just curious about the inner workings of an older woman’s mind.
I’ll do my best to answer it here.

nev said,
May 20, 2009 at 5:15 pm
i have had my share of older women…and i love it !!!!!
how can i approach a good size more Cougars, Milfs….and succeed?
all of my experiences and how it happened…worked itself out but there are a few i have seen that i would of loved to approach….i know sexually i can satisfy…..i have a nice size and i am not selfish????
thecougar said,
May 20, 2009 at 5:27 pm
Well I am curious as to how you ‘worked out’ the experiences you did have.
I think the first thing guys need to get over is the fear of approaching us. We love the attention, even if we may not be particularly interested in a specific guy we will almost always entertain the conversation. Who doesn’t like to flirt??
Just like any scenario it is going to be a numbers game but so many guys are afraid to approach an older woman because they think we wouldn’t give you the time of day. I know I find confidence very sexy. When a young guy approaches me and starts up a conversation I am flattered and impressed by his approach. As far as the size thing..idk…it was never a real issue for me and at the point when your first meeting it usually won’t come up anyway. Stick to normal conversation, ASK HER QUESTIONS ABOUT HERSELF…what does she like…just keep it real. A woman usually decides instantly if she likes a guy or not so you are either in or out right out the box. The only way you will know for sure is if she entertains another meeting. So ask for the number or a date.
Ghostrider said,
May 20, 2009 at 7:03 pm
When am I past the point of being considered cougar “bait”? I’m 38 and I always had something for the older ladies. Don’t get me wrong…I love ALL women, but I love pleasing those sexy, more mature ladies from time to time.
thecougar said,
May 20, 2009 at 7:07 pm
I think each Cougar is different. For me, anything over 30 is off the list but then again if they look 25 then who cares. I’m not checking IDs! =)
Gianni said,
May 20, 2009 at 7:18 pm
I am a 54 yold Italian, that always and will always love womens.
Expecially if they have nice legs, doesn’t matter how old are they.
I live in New York City.
Gianni
Anonclguy said,
May 20, 2009 at 7:38 pm
I love most everything about cougars, but my favorite aspect is that they tend to hunt their prey down. It’s a nice reversal from the usual standard where the guy is supposed to approach the girl. You even mentioned that in your post about the term cougar.
Yet sometimes I will see alleged “cougars” complain like young girls about men not approaching them, not courting them as they see fit, things like that. My question for you is how much of a huntress are you, going after the young men you want aggressively or setting traps waiting for them to come to you?
thecougar said,
May 20, 2009 at 7:47 pm
I actually like a little of both and it depends on my mood really. If I’m out and feeling it I will definitely walk up to a guy and start chatting. I try not to have to many preconceptions about how the convo will go…I just hang in there and see what progresses, however, I have been know to HUNT a toy or two as well. This method is much better suited for discreet situations though.. like the workplace and your hairdresser’s son.
As far as complaining goes I will leave that to the little girls. Any Cougar worth her weight knows there is always another sexy young admirer waiting in the winds. No use crying about the ones that don’t approach you.
justin said,
May 20, 2009 at 7:45 pm
i was really wondering if anybody knows where the cougars hang out in north jersey?
luv2behunted said,
May 20, 2009 at 9:15 pm
i’ve had many wonderful exps with older women throughout my entire life, and i look forward to having more. Im a young black brother who’s just getting himself together, and everyonce in a while i get lonely. i dont know if this is really a place to seek advice. but im really looking to get “found” again.(or hunted if you wish). I was in a park in moorehead minnesota once and was practicing martial arts one morning. I felt the stare on my back but decided to continue the routine. She approached me and said that she liked what she saw, we spoke and then went to breakfast a couple of days later. One thing led to another ,and we both had a really good time. My question: I would like to have more of these exps and havent had one in a long time. just how do i go about putting myself in the right place at the right time?
Black said,
May 21, 2009 at 12:30 am
In my late teens, I had a wonderful 3 year on and off relationship with wonderful woman in her late 30′s. She was BI, lived with a woman but liked to play with me on the side. Learned a bit being her boy toy…. Had another one in my late 20′s. Just as much fun but she moved away. Now that I am older I still have an eye for the older ladies. They know what they want and how they want it. And when open minded can be a lot of fun.
My only problem is, I’m not on the average cougars radar. Which is a shame cause I can hang with most men half my age in the bedroom. Now I am not male eye candy but I don’t look my age. Most think I am 10 yrs younger. I prefer maturity versus chasing 20 something and 19 year olds. Any thoughts on how to catch a cougars eye and get at least a look my way?
thecougar said,
May 21, 2009 at 4:25 pm
You didn’t mention your age. I’m curious.
First off I would say you probably are male eye candy to some women so spruce up that confidence. As far as catching the eye of a cougar if you are older…well sorry to say that most Cougars are Cougars because they like the younger guys. At this point the only things I tend to like about guys my age is their maturity level. Sexually, its not about how young you ‘look’ or ‘feel’ its about the fact that they are young…eager to please OH SO EAGER….and available ALOT! Older guys, no matter how young at heart, just don’t have that hunger. But, that’s just my opinion…I welcome other Cougars to please comment.
Black said,
May 21, 2009 at 7:41 pm
I am 52, but not an old grandpa 52.
As far as eager to please… ALWAYS!!! My problem is too much hunger at my age. And the stamina to back it up. I love to please and be pleased. For me its always a two way street.
The thing I like about Cougars is you care about your bodies and your health. You don’t let yourselves get fat and sloppy out of shape. I am not hating on BBW, but I have seen and had the pleasure of some really fabulous looking lady’s in late 30′s, 40′s & 50′s who put some younger women to shame. Then of course there is the hot, passionate, sex. OOOHHH JOY!!!
therotor said,
May 22, 2009 at 6:38 pm
i have to agree with the cougar here. there’s always that older woman that might be watching you, even if you don’t even realize it, but she’s probably eyeing you. why? stamina! males tend to be at peak performance shape in the 20s…of course there are exceptions, but the majority. Not only that, but sexual crave is at its peak at that age in most guys. Now if you say you have those qualities, plus young-looking features, then i’m sure someone will be watching.
Black, i’ve never been with an older woman, but i know people that have, and i’m commenting based on their experiences….perhaps i’ll be able to say more once i meet my match. the main reason i haven’t was because, like you, i didn’t think i was being picked up by cougar-radar, but i think i have been lately. who knows…hopefully i get my wish
best of luck!
Boy Toy – Part I « The Cougar Lair said,
May 21, 2009 at 6:54 pm
[...] YOU SEE THE ASK THE COUGAR SECTION OF THE BLOG? Possibly related posts: (automatically generated)Writing and Riding [...]
LUVS2BHUNTED said,
May 21, 2009 at 8:00 pm
i received an email from the lair asking my age. My age is 38. And the lady i had the experience with was 57 yrs old and very good looking. I guess what i originally wanted to ask, was how do i make myslef available and more approachable. I absolutely love older women and want more and want to be sought after. Ive only ever been happy with someone older than me and i understand why that is, unfortunately i cant go into detail for fear of being judged and told thaat “i have an issue” this is not true. i am way past my issue and this is the way its alwalys been. when i was 15 , i slept with women that were already in there 30s and it always felt good. but lately there hasnt been any incidents and im beginning to worry. there are alot of good looking older women here in harlem and i would definitely like some.
CougarBait25 said,
June 8, 2009 at 9:41 pm
I’ve been dating older women since I was 17. My first experience was with a woman who was 34–and a month later, I met a woman of 42. Needless to say, after these experiences, I’ve never looked back! I’m now 25, and adore older women as much as ever. I’ve long felt that a woman gets sexier when she hits 35, again at 40, and have met many women over 45 who are incredible–sensual, passionate, intelligent, and wonderful company in and out of the bedroom. Of course, I’m not content to be seen as a boy toy–I’m kinda pretty, sure, but I also have a brain! So, where are the ‘cougars’ who enjoy younger men of substance?
thecougar said,
June 8, 2009 at 9:45 pm
I think most of us would say… “Where are you all hiding?” I have to be honest…most younger guys will admit they are intimidated to approach me and the ones that do are hit and miss. I have been lucky enough to find an amazing friend and lover but most of the younger guys I have met in the past are lacking many of the qualities you say you possess.
I would love to hear from some of the other Cougars on this one.
luvs2bhunted said,
June 8, 2009 at 10:54 pm
I didnt get a response to my earlier posting and i have been waiting quite some time to hear one. Even though im 38 im still looking at women who are in there mid 50s to early 60s. Like the previous gentleman before me, just how do i catch a cougars eye? the last woman i was with was 57 and she really did enjoy me a lot. but im no longer in minnesota. I now reside here back home in NY. Economically im not well off right now as of yet, but im working towards enhancing the quality of my life. I was kind of in the same situation in MIN. But the woman that i mentioned didnt seem to mind. She just wanted to “live in the Moment” i guess. Now that im back in NY and starting my life over, i could use the company of an older woman to help keep me on my toes from time to time. I really do love older women but i dont seem able to attract any. Could there be something wrong with me? Is it because im poor? I have a sincere desire to be devoured right now and nothing seems to work. Please Help!
thecougar said,
June 8, 2009 at 10:59 pm
I will put this out there for the older Cougars. To me, you are too old to be my type of Cougar bait. I prefer men in their early to mid Twenties. Money is not the issue with me…its simply the age.
mayimbe said,
June 8, 2009 at 10:59 pm
Im a 23 y/o college grad who just recently got out of a long term relationship.. ive been with someone 8 years older than myself in the past. There is something about older women that just takes the stress and the bullshit out of the relationship. I really value personal honesty and can appreciate a person that just truly knows what they want and aggressively go after it… I’m latino and looking so anyone interested should let me know….
thecougar said,
June 8, 2009 at 11:01 pm
I would love to hear why it is you feel older women take the stress and BS out of the relationship. Could you elaborate? 23 Sounds absolutely YUMMY!!! Why is it you are not with a Cougar now?
Anonclguy said,
June 8, 2009 at 11:25 pm
Hey I’m 24 and I didn’t get a YUMMY!
thecougar said,
June 8, 2009 at 11:31 pm
You are ALL yummy! ROWR!!!!
mayimbe said,
June 15, 2009 at 9:04 pm
Well ive come to the realization that relationships are treated too many times likes games that have to be played in ort=der to win. WIth a mature women, i don’t have to worry about power balance and insecurities, mature women seem to be more aggressive and sure of what they want and i have plenty to give…. btw as for why im not with a cougar now, i really dont have an answer, the opportunity has not come my way and i am looking so dont forget to have desert ladies…