Question: So, let’s say I have a friend, and she is around 17 and is going to be a senior in high school, and there’s this guy, and he just graduated and is going to college out of state. She knows that there is probabaly nothing that’ll come out of it, but she feels inclined to tell him how she feels. Would it be ridiculous if she did? Would it be a good idea, or just weird (because he’s leaving)? suggestions?
Answer:

Dear Anonymous,

First of all, congratulations on making it to your senior year in high school!  This is a HUGE accomplishment and I promise you that your senior year is the most fun!

Now let’s get down to business: I ABSOLUTELY think that your “friend” should tell this college boy how she feels.  If you think about it, she really has nothing at all to lose.  If she tells the guy that she likes him and he confirms that he likes her back, he’ll be the prince and she’ll be the princess.  And it will be a love story if he just says yes.  (How’s that for a little Taylor Swift quote?)

On the flip side, if your “friend” tells the guy that she is interested in him and he confirms that he is not interested in her, he goes off to college (out of state somewhere) and ends up failing some of his freshman year classes.  This is the case because clearly he’s an idiot for not liking your “friend” in the first place.

Your “friend” on the other hand moves on and ends up having the time of her life being that cool senior girl that she is.  She’ll end up being the captain of the varsity cheerleading squad AND get asked to go to prom with the hottest boy in school.  By the time she gets crowned as Prom Queen at the end of next year, she will have completely forgotten about that stupid college boy who showed no interest in her the year before.

In all seriousness, Dean always advises her readers to be honest with their feelings.  If your “friend” doesn’t say something, she’ll never know what could possibly come of it.  Look, there is no guarantee that it will work out between your “friend” and this guy.  None at all.  But this doesn’t mean that she shouldn’t at least try.

I told my best friend that I liked him a few months ago and he stopped talking to me all together.  Am I upset that I told him my feelings?  Not in the slightest.  I know now that it wasn’t meant to be between us.  Since my confession to him, I’ve moved on and I now realize that there are WAY better catches out there for me anyway.  And this is the God honest truth.

So tell your “friend” to talk to this guy.  She has nothing to lose…except maybe her voice.  (This happens sometimes when you are nervous and have a big confession to make.)

Wish your “friend” all the luck in the world for me!  And let me know how it goes.

Lots of love,

Dean

Question: I really hope your EMT story is not serious.
If so, just remember a few things.
1) you are a patient, you are no different than any other no matter how attractive.
2) “but he saved me” its his job.
3) you now look at him like a hero, EMT’s dont want to be looked at as their significant others hero.
4) EMTs dont date patients.
5) if we happen to be at the hospital at another time, we like to check on our patients.

and finally
6. you can seriously hurt someone if you practice CPR on them.
Answer:

Dear Mr. Anonymous EMT,

First, I would like to thank you for teaching me all about EMT’s and their rules of conduct while on the job.  I can see that you have a lot of pride in your profession.  And I truly appreciate you sharing your thoughts with me.

However, I would like to point out to YOU that an EMT is no different from anyone else on the streets.  Just like a baker, a teacher, a barber, or even a bus driver, an EMT is simply another person in the neighborhood.  He’s a person that you meet, when you’re walking down the street.  And in my opinion, he’s fair game for dating just like anyone else.

I have taken the liberty of responding to each of your comments:

1)  I beg to differ.  I like to think that I am way cuter than most people who typically call into 911 with a serious back injury.  I’m even willing to bet that the EMT who saved my life that day enjoyed himself way more with me than he would have with someone who was older….or not as cute.  I’m just saying.

2)  Yes, saving me was his job.  But there’s no doubt that I made his job a lot more enjoyable that morning with my sunny personality and my superb flirting skills.

3)  I disagree.  My EMT LOVED it when I referred to him as a hero.  Kind of like how I liked it when he referred to me as his honey bunny.  I don’t think that your blanket statement applies to all EMT’s.

4)  Saying an EMT doesn’t date patients is like saying that doctors don’t date nurses.  Or that professors don’t date students.  Or that politicians don’t date their housekeepers.  In the real world, dating is fair game for EVERYONE!  We’re so fortunate and lucky to have these rights!

5) I am happy to hear that EMT’s visit their patients while they’re at the hospital.  I am willing to bet you though that my EMT visited me that day because he thought I was cute and he liked me.  What can I say?  Dean is a catch…even when she’s in the hospital!

6)  What if the guy is especially cute?  Can’t we make an exception to the rule with this one?  I like to think that performing CPR on a cute guy is totally acceptable.  And think about how romantic it would be if I actually saved him in the process of giving him CPR?!?!

Thanks again for sharing your thoughts with me.  And, if you happen to have any cute and single EMT friends, send them my way!  I love their big strong arms and I especially love how adorable they look in their sexy little uniforms.

Keep saving lives!

Love,
Dean

P.S. You are totally my new hero.

Question: Hi Dean,

So the guy I have been flirting with over a month I finally made the move and gave him my number and he smiled when I gave it too him, and within 10mins later he text me with (thanks for being sweet) wtf does that mean? we haven’t texted ever since then I really wanna text him but I dont think he has my number saved anymore?? and see what’s up with him, or should I just move on? HELP ME DEAN!!

-confused lonely girl.
Answer:

Dear Confused Lonely Girl,

First of all, I would like to congratulate you on taking the VERY scary step of letting a guy know that you are interested in him.  I know all too well from my own experiences, that it’s never an easy thing to do to let a guy know when you have feelings for him.  You should be very proud of yourself for being so strong and assertive.  Dean is certainly proud of you!

That being said, I only wish that I could give the same type of praise to your guy.  From this point forward, I will be referring to him as DB (short for Douchebag).

Allow me to put it to you simply, Confused Lonely Girl.  Boys like what they can’t have.  When you were flirting with DB for over a month, he was genuinely interested in you because he loved the chase of trying to get you to like him.  As soon as you handed him your number, he lost interest in you.  For him, having your number meant that the fun and the adventure of the chase was over for him.  When he texted you the words, “Thanks for being sweet”, in douchebag language this really means, “Game over.  I’m moving on to someone new now.  Thanks for playing.”

My advice for you, Confused Lonely Girl, is to move on.  I know it’s a difficult thing to do but trust me when I tell you, DB is certainly not worth your time.  If DB were a smart guy (and not such a douchebag), he would have asked you out on a proper date right then and there when you gave him your phone number.  A guy who is worth it would have jumped at the opportunity to be with you.

So my advice to you, is to move on and to find someone new to flirt with.  When you find the right person, I promise you that there won’t be any more confusion or loneliness.  You’ll just be a girl, standing in front of a boy, all happy in love.

So chin up.  And flirt away (with someone new).

Love,

Dean