Warning signs – 15 bad boys that you should never date

by Mike Masters on September 22, 2010


The bad boy

This is part of the rough draft from a book I am working on with Kim Hess, Divorce Guru

The book is “Getting back on the horse after a break up or divorce, a woman’s guide to getting back in the game” I am very excited to be working on a project with Kim and I can’t wait to see the book released! Our goal for the book is to help people get back into the dating scene, to know what to look for, what to stay away from, and how meet someone fantastic.

Danger signs: Avoiding the bad boys!

1. Never been married and considers a long relationship 1 year
Well this discredits me immediately! This reminds me of what my friend Jack from F*cking in Brooklyn said, “Him being married before means that he has a stamp on his commitment card.” Excellent point, and one that really matters.

2. Highly sexual right away

Is he hinting at you riding the baloney pony your first meeting? Crap… not a good sign, most likely he is there for sex, not relationship. Unless he has some sort of sexual tourettes I would move on right away, OR do what my friend Dating Diva does and sleep with him anyway! (Sorry DD!)

3. Drinks/smokes/smokes pot a little too often
Hey, who doesn’t smoke a little pot these days (except me, cant stand the stuff), or have a cocktail periodically. If that is the case then go for it but if he offers you “some of the good stuff” on the first date he might have a problem. People with addictive personalities don’t make very good partners, unless of course you need someone to bring your own addictions to new hieghts!

4. He is kind of a jerk but I find him so attractive!
Ahh… the sexy asshole that you keep justifying to friends and family that, “You just don’t know what he is like when we are alone.” Sigh… I thought you might be grown up by now? Are you still suceptable to the guy that feeds your insecurities?? Come on girl! Join a support group and get the fuck over it!

5. Is extremely busy with his job
The workaholic! This guy seems really attractive initially because he is so industrious. How can someone not respect a guy that puts in 16 hour days 6 days a week? First, people don’t change, you know that. Now… ask yourself, where do I fit into that kind of work week? Do I do him during his coffee breaks? Or while he is sleeping?

6. Makes significantly less/more $ than you
This kind of imbalance will only lead to insecurities on one side or the other. But he is mega rich!? Unless he is willing to split his income with you 50/50 you will become his property, no exceptions. He is ultra poor? Do you really want to carry his loser ass for the next five years while he drinks beer and complains about the economy?

7. Kisses your ass too much (the nice guy)
The nice guy is surprisingly just as bad as the asshole with a couple of major differences. You respect the asshole and/or might actually be able to have an orgasm with him. The nice guy? Probably neither, sure the lack of tension feels nice but without that tension where is the attraction? To really be happy you need to have that tension, minus the asshole part. A lot of people don’t realize that positive tension is a wondrous attribute in a relationship. Negative tension or no tension is the doom of any relationship.

8. Is way sexier than you are
If you have even an inkling of feeling like this the relationship might be doomed. It isn’t because he is so sexy that he is going to leave you, it is because you feel insecure enough to sabotage the relationship! So just assume that he is gay and move on to someone you feel more comfortable with. Does this mean you date someone you don’t find so attractive?? NO!!! just as dangerous, never settle, ever… I can’t stress enough how dangerous “good” is, it is the number one thing that is blocking you from finding “GREAT!”

9. Crappy/selfish in bed
A friend of mine is married to a really really good looking guy. Once when talking to her it came out, “Bob is so handsome but is so bad in bed I want to cry. He apologizes for only being able to stay erect for 2 minutes but it is so frustrating!” Any guy that doesn’t do his DAMNEDST to fix this, for the woman he loves, isn’t worth staying with. This is a selfish move and it pains me deeply that this part of her relationship is seriously lacking. Slap some fucking Viagra in his hand, or point him to the door.

10. The big talker!
I used to be the big talker until I realized I really didn’t have to be. It took a long time to be proud of who and what I am. Now I realize that reality is far better than fiction. A guy like this is pretty insecure and usually a mild liar to boot. I would suggest backing out of that relationship cautiously, since he will be more than happy to build a fantastic story about how your destroyed everything.

11. The Military, control freak
This obviously doesn’t have to be a military guy, but we often see it from this type of career. This guy found that he was the greatest, healthiest and happiest when someone was pulling his strings and now thinks that everyone, including his kids needs to be micromanaged into misery. There is really no changing this kind of guy, until he gets cancer and on his death bed finally apologizes.

12. Guy with too many friends (bromance)
The dude with too many buddies is very similar to the workaholic. His life revolves around his friends not around you. He could be and probably is, the coolest guy ever but if asked: buddies or relationship? Will always choose buddies. This type of guy is in eternal bromances and probably will never be able to give you the time you need.

13. The religious zealot
Was it the Kool-aid? Strangly enough this guy will put up with your aithiest ass in order to get a little ass, but as soon as things get a little serious the pressure is on! If you don’t instantly stop drinking coffee and start wearing the correct underwear you will be 86-ed like I was, at 3 in the morning, at Dennys last Saturday.

14. He could be your twin
This is a sneaky one that you may not expect, he seems cool, you have a lot in common and initially a lot to talk about. Why is this a problem? Well because the second you stop having things in common to talk about is the second you will be bored out of your mind. People that are interstesting are the ones that create excitement in our lives, and inevitiably those people are the ones that are very very different than we are. The kind of guy you are looking for is someone that can positively expand who you are as a person. How in the world could someone with all the same beliefs and views make you a more rounded person?

15. Doesn’t like change
Mr. Comfortability, this is the guy that was really upset when the A-team finally got canceled. He hates anything new and as a result will be very hard to grow with, only choose this kind of guy if you are reckless and need someone to reign you in, but I imagine you would want to kill him after a week. Just make sure you hide the body well.

Continue on to Good Signs – 15 great guys you should be dating

Want to really figure out why he won’t commit?? Why he isn’t getting serious and what to do about it? Check out my best selling book on Amazon for only 2.99! Click here for 75 Secrets Why He Won’t Commit And What To Do About It

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A Guide to Bad Girls | Ask Miss Alpha
April 30, 2010 at 4:32 pm

{ 27 comments… read them below or add one }

1 Elissa February 22, 2010 at 9:53 am

I am so guilty of dating 1, 2, 3 and 9. Heck sometimes 1,2&3 are all the same person. Recently a guy that i am interested in (but going through an awful break-up, so nothings going to happen there) told me i have to stop letting guys use me. I find that is easier said than done.
.-= Elissa´s last blog ..A Thank You and a Paying it Forward =-.

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2 Mike Masters February 22, 2010 at 10:01 am

9 really blows my mind. I first realized this existed when in high school someone told the joke, “How do you make a woman cum? WHO CARES!”
I honestly didn’t get it.

Stopping men (or anyone) from using you, starts internally. It is about you recognizing indicators of poor behavior and setting boundaries immediately. Not in an aggressive angry way but in a way that shows how much respect you demand for yourself.

See the post on “he doesn’t put up with my bullshit”


3 Jersey Brett February 22, 2010 at 9:53 am

Where does “positive” tension come from?

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4 Mike Masters February 22, 2010 at 10:09 am

That is an awesome question and one I really should blog about. Positive tension is something that you can most easily identify in close friends.

For example, one of my friends in So Cal looks like a Harley Dude, complete with shaved head and goatee. Why are we good friends? because we have radically different world views but can share them without issue. I like a lot of his beliefs and I feel i grow as a person by knowing him. This works the opposite direction too and he has become a healthy person by knowing me.

The best most wonderful relationships I have experienced have been with women that had something to teach, something to aspire to or look up to. They provided something that I didn’t have. This is a type of tension and it is a very positive one.
Make sense?


5 Miss Alpha February 22, 2010 at 9:55 am

This is a great list… but who is there left to date? ;)
.-= Miss Alpha´s last blog ..The Psychologist meets The Green Eyed Engineer =-.

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6 Mike Masters February 22, 2010 at 10:14 am

I will get to that tomorrow. =)


7 Zoe February 22, 2010 at 10:32 am

I love this list, Mike! GREAT job! I agree wholeheartedly with all of them and am fortunate to have dated some awesome men who wouldn’t even dream of doing anything on this list. The addictive personality thing is difficult, though, and I have dated a couple of these, mostly because they’re usually (no joke) the sweetest, most affectionate men out there. At least, until they’ve “got” you. But that’s another story altogether. ;)

So, in answer to Miss Alpha, there are plenty of men left to date! And I’ve dated several of them – believe me, not all the good ones are taken. ;)
.-= Zoe´s last blog ..An ode: Men of color =-.

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8 Mike Masters February 22, 2010 at 10:48 am

I love the observation that you made, “At least, until they’ve “got” you”
Isn’t it super sucky that someone is able to keep their addictions, bad habits and personality flaws under wraps until you are invested. Then suddenly, “Oh by the way… I am an alcoholic sex offender that just stole your bottle of Vicodin”


9 Fishy February 22, 2010 at 1:55 pm

Look MasterDater will you be quiet please – you are ruining my chances here.
.-= Fishy´s last blog ..Mannequin and Me =-.

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10 Mike Masters February 22, 2010 at 2:01 pm

Hey I am on that list too, and in more places than one!


11 Dating Diva February 22, 2010 at 2:11 pm

How did I know that as soon as you mention sex too soon, my name would be attached? :/

Shoot, I already encountered the whole off-balanceness of too little money this weekend. I paid for dinner and that was upsetting to him because he didn’t have enough $ for dinner and a movie. I really wanted to go out to eat, though. Needless to say, I think it was a bruise to his ego. And now I wonder if this will even work because I don’t want to sit home all of the time because he doesn’t have the cash to date me.

Guess it looks like I’ll be having sex all of the time for entertainment! Geez! (*sarcasm*)
.-= Dating Diva´s last blog ..You Know When You Know =-.

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12 Mike Masters February 22, 2010 at 2:47 pm

Uh oh…

That is a bad sign. Although I knew your extreme pickiness would find a flaw in your love cocoon. ;)

Well at least he is good in bed.


13 Dating Diva February 23, 2010 at 5:49 am

Ha! Love cocoon!

And I am trying really hard to not be so picky this time. Remember? Lowering my standards?

Besides, I have charmed the pants off of this one. Pun completely intended.
.-= Dating Diva´s last blog ..You Know When You Know =-.

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14 Mike Masters February 23, 2010 at 5:59 am

You can’t try to be less picky! that is like me working hard at being black, isn’t going to happen.

and what man actually needs charm to get his pants removed? =)


15 Kelly Seal February 23, 2010 at 8:05 am

Thanks for pointing out how dangerous “good” is. A friend is good—a relationship should be great. Anyway, yeah—there is basically nobody left to date after checking off this list. Sigh. I’ve been out with most of these too—how can we avoid it? Also, the money thing is interesting. But I think it’s a sore point in every relationship, even if you do make the same amount. People spend differently. I would say spending habits need to be similar, unless both people buy a bunch of stuff they can’t afford.
.-= Kelly Seal´s last blog ..Dating Detox? =-.

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16 Jonah February 23, 2010 at 11:54 am

Don’t date him if he is sexier than you? Don’t date someone with financial differences? Don’t date a guy with too many friends?

You’ve got some good tips here, but they’re in among the superficial and offensive.

No relationship is going to be easy, and writing someone off because of one small thing or the other does nothing but condition yourself to ruin any relationship you eventually find yourself in.
.-= Jonah´s last blog ..Grooveshark: Most Exciting Music Web-App =-.

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17 date hater February 23, 2010 at 5:01 pm

I’m pretty sure I’ve dated most of those guys. Currently I’m specializing in #5, good times!

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18 Mike Masters February 23, 2010 at 5:10 pm

Currently I am number 5! wanna go out?


19 PrincessT February 23, 2010 at 5:37 pm

Haha, great list!

I could probably think of a few more to add, like has mother issues… but let’s not go there.

The only one I would date is the guy with significantly more money than me. Sorry, why is that a problem? I’ve never found it made me uncomfortable at all. In fact, it’s perfectly normal in my world.*

*my world is sometimes a strange and scare place…
.-= PrincessT´s last blog ..A Retrospective: Mr Commitment Issues =-.

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20 Mike Masters February 23, 2010 at 5:46 pm

If it is perfectly normal than there is no problem. Funny how problems usually originate from perception.

The mother one, I avoided in both this post and the next, probably because I have three moms and two I don’t speak to very often.


21 Loverville February 23, 2010 at 9:18 pm

Add to this, the opposite of #12 (too many friends) — you should also be wary of a guy with NO (or very few) friends, and looks to you as his sole social outlet. Too much pressure! (and yes, it speaks volumes if a guy doesn’t really have friends.
.-= Loverville´s last blog ..Feeling like Switzerland. =-.

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22 Mike Masters February 23, 2010 at 9:24 pm

good point!


23 Meredith April 21, 2011 at 6:43 pm

What if the girl has no friends? Is that a bad sign, too?

(I have no friends. >_>)

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24 Mike Masters April 27, 2011 at 12:54 am

Everyone can make friends, all you have to do is get involved.


25 Natasha March 16, 2010 at 9:44 pm

Thanks for this list. I’ve referred to it more than a couple of times since you posted it. Whenever I find myself upset about a recent dating experience I find that more often than not I’m dating someone that is bad for me; someone that falls into one (if not all) of the categories listed above. This list reminds me of the things that I should be looking for – those things that I often overlook because of the excitement of being with a “bad boy”. An excitement that is often replaced with despair and insecurity.

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26 Meesh September 11, 2011 at 7:20 am

Omg Great article! Thank you so much for posting! Got my feelers up higher this time! ;)

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27 aniMei November 28, 2011 at 3:44 pm

I bought and read your TextAppeal for girls book last night and couldn’t put it down. I wish I knew about your work a couple of years ago when I started dating.
Anyway, just wanted to give you kudos and say thanks :)

ps, atheist* :P

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