Thursday 28th October 2021,
Jack Gary

Jack Gary FAQ

How did this site start?

I started the site because I realized I have too many stories to tell to keep in my phone notepad and on the endless napkins at the bottom of my jacket pockets (you can read a lot of those observances on Twitter and Facebook) and also in my brain. I am also always giving advice out to my friends – lady friends and male friends. These include people who are married, single, swingers and more. They always say to me “You are such an expert about these things” or “Damn, you have a lot of game” and then they say “You should start a website and tell your ridiculous stories.” So I did and here it is.

What is a regular day like for you?

A typical day for me is not a typical day for you. I wake up in a lot of hotels in a lot of different countries, states, provinces, etc. If I’m home I’ll wake up early, because there is a lot to do. For as long as I can remember I have woken up next to a beautiful girl. I like to spoon a lot – a lot of women say I’m a great spooner – so I’ll usually wake up straddling a beautiful waist, butt, body, etc. My day always starts with some lovemaking, because how can I resist. I have a big window that shines down some really pretty morning light that is very romantic. Then I eat a big delicious breakfast – I like eating breakfast in bed and serving my ladies fresh fruit and pancakes of course. Then the rest is usually one big adventure, plane flight, car ride, or walk somewhere. I need a lot of time to write, so being on a plane or stopping off at a café to catch my breath and focus on my thoughts is important. And the night is usually reserved for one thing – you can probably guess what that is.

How many women have you slept with?

A lot. I hate this question, because it always seems like I’m bragging. So I’ll leave this one up to your imagination.

What can a woman do to turn you on?

If she is herself. If she acts like she is hiding something or putting up a front, I’ll know right away. Women need to be themselves. If you are crazy, why not let it show right away. Women, always show your cards on the table right away. Guys don’t want to know 8 months later that they’ve got a bad hand or a hand with a baggage.

Why would a woman ever read your writing – BTW I’m a woman?

I hope that your boyfriend, lover, partner will read some of my writing and get inspired to be better in bed. I also have a lot of advice for you too. Even though I’m a guy I know the female anatomy very, very well. I’ve had a lot of experience and a lot of post coital testimonials. If you were in my bed I would show you and do things to you that you didn’t even know were possible. Trust me I’ve done it. Also, I hope you’ll get a kick out of my stories and not see me as too much of a misogynist. 

Don’t you think its weird to write about women the way you do?

No I don’t thing it’s weird. I think it’s necessary. I think women like to keep their mouths shut when it comes to sexuality, because the guys are all too scared of their manhood being criticized. Hopefully I can wake women up from that fear, and men too. And I don’t think I write about women in any particular way that is negative or offensive. If you take offense write me a message on Facebook and I will respond.

What about monogamy?

Monogamy sounds great, but there are always problems. We are naturally polyamorous creatures. Why do you think there are 8 and half billion of us? Sooner or later your relationship will start to unravel, because you don’t know the secret of keeping it together. I’ll tell you what that secret is later.

How long do you plan on doing this blog?

I feel a little bit like one of those magicians on those TV shows with the mask giving away all the secrets. The answer to your question is: until the Alliance of Magicians tells me to stop giving away all their secrets. No, the real answer is: until my fingers cease to work – which could be a while so hang on.

What is your day job – do you even have one?

I can’t discuss my regular job. I lot of people ask me this. I can’t discuss it for a number of reasons. One is that I don’t want confusion or conflict; that is also the reason why I don’t want to show my face. I work with a lot of companies and do a lot of planning and consulting. I get paid well and it gives me the time to do this.

Where are you from?

I was raised in a small town and a big city. Best of two worlds. I experienced a lot and I traveled a lot even when I was little. 

Where in the world does Jack Gary live?

I live in a big city. More inspiration.

Are you on Facebook, Twitter, etc?

Yes, all of those. Visit them!

How do you get so many women – can you teach me?

You’ll find out soon enough.

Do you write all this stuff down after it happens or take notes?

I have a photographic memory and I also write a lot of things down. Lot’s of notes. It’s only good to take notes if your memory is terrible or if you want to remember exactly how you wanted to say something.

What are your thoughts on safe sex?

Always have safe, protected sex. Get tested regularly. That goes for people who are sexually active and aren’t sexually active, because you never know. Wear a rubber! 

What should I wear on a first date?

Don’t wear uggs, crocs or anything too unflattering, but be yourself and never listen to your friends – only if you have supernatural trust in him/her. I hate this question, but I get it a lot.  Be you.

Can you come lecture at my college, work, etc.?

You can’t afford it.

I’m a woman and I would like to have sex with you – how do we arrange this?

Well if you find out who I am or you see me somewhere – somehow – come and start a conversation and we’ll see where things go. I might be an asshole, but that’s just because I respect my privacy and I think other people should too. Or leave me a message on Facebook.

I want to ask you a personal question, but how do I go about doing that?

Send me a message on Facebook and I will respond. Or you can leave a comment on my page. I will respond to ALL inquiries. Lucky you.