-Question submitted by Anonymous

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Dannielle Says:

Well, if this is Demi Lovato, asking if she should date me. Then my opinion is YES DEMI LOVATO YOU SHOULD DATE ME. 

If it is anyone else on earth asking about anyone else on earth… BE CAREFUL. I always hate it so much when someone is like ‘YOU’RE ONLY SIXTEEN YOU DON’T KNOW WHAT YOU’RE FEELING’ because that is not true at all. Of course someone who’s sixteen knows what they’re feeling! The same way someone who’s 40 knows what they’re feeling! 

I think you know what you’re feeling and you know what you wanna do. I also know what it’s like to be in a relationship with someone who is in a totally different place in their life. REGARDLESS OF AGE, we all go through certain stages and sometimes it’s REALLY EFFING HARD to make it work. With any relationship communication is key. Talk to this older woman about what she expects from the relationship and what her feelings are about your age. Chances are she’s swept up in your cuteness and doesn’t care (same goes for you). Ask her about her life, her goals, her future, everything. Don’t avoid the important relationship stuff because you’re afraid you’ll mess it up. It’s important to know. 

If you’re about to graduate high school and experience “freedom” for the first time and you’re dating a woman who is ready to have a second child, THESE ARE THINGS YOU NEED TO KNOW. PLEASE TALK ABOUT THEM. Be safe, check in with yourself, and follow your heart. 

ps: Demi, get at me girl. 

Kristin Says:

First: please don’t say prease.

Second: relationships generally don’t hinge on age as much as they hinge on maturity and expectations. If you are excited to have a ROMP with a lady who is much older, and all you want is a ROMP and all she wants is a ROMP and it’s consensual and fun - have at it! If, however, you both want to fall in love and date - that is when you have to weigh in the maturity and expectation levels.

If GOLDENGIRL (the older lady) is 42 and likes long walks on the beach and watching reruns of The Cosby show, and you are 18 and you like partying with your friends and watching reruns of Hannah Montana… you see where there might be an issue with conflicting interests. 

As with anything else, I echo Dannielle in the “talk about it” advisement. Entering into any sort of relationship should always come with a good dose of communication. What’s more, take things slow and listen to that little voice in the back of your brain-head. Most times when we are falling head over heels for someone, there’s either a little voice that’s like OMG OMG THIS IS SO AWESOME orrrr that’s like HEY HEY WAIT THIS PROBABLY ISN’T RIGHT. We are very talented as a species at ignoring the HEYHEYWAIT voice, so I would urge you to listen in and follow those instincts, even if it means walking out of Cougar Town so that you can be yourself and connect with someone who is more aligned with your interests.

-Question submitted by Anonymous

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Dannielle Says: 

Here is the thing about Demi Lovato… It’s nearly impossible to NOT be in love with her. So, if your issue is with your girlf, she thinks you should settle down… then you need to calmly explain to her that Demi Lovato is perfect and you can’t be held accountable. 

Here is the thing about life… We all get crushes all the time and those crushes are especially awesome when the human you’re crushing on is a celebrity that you’ll prolly never hang out with. Crush are fun, they’re harmless and IN MOST CASES, they have nothing to do with the relationship you’re actually in, you can be totally completely 100% in love with a human and also have a giant crush on Demi Lovato. TRUST ME.

Keep on Crushin’ on®

Kristin Says:

Personally, I think you should start by asking your girlfriend if she is comfortable wearing a Demi Lovato mask next time you make-out.

HERE’S WHY.

You’ll be like, “Listen GIRLFRIEND WHOM I LOVE, I have a total crush on Demi Lovato and I know it’s totally healthy and fine and I love you to bits, but I think I should get to kiss her ONE TIME via you in a mask.” Then your GF will be like, “YOU ARE OUT OF CONTROL, I WILL NOT WEAR A DEMI LOVATO MASK AND THEN KISS YOU.” Then you say, “okay but first read this entry by the very wise Kristin Russo,” and have her read on:

Dearest GF of Anonymous, this part is for you: Please, please, please just trust me and tape a picture of Demi Lovato to your head. PLEASE JUST DO IT FOR ME. Please?

Okay, so now that your GF has obviously been convinced by my charm, she has a picture of Demi Lovato taped to her face with a mouth-hole cut out. NOW KISS HER MOUTH.

…

…

…

If both of you are not HYSTERICALLY LAUGHING then I give up.

If you are both hysterically laughing, then my plan worked and now you can not only have a crush on Demi Lovato, but you can have a healthy laugh about the whole thing with your girlfriend who you love, and always refer back to that hilarious time that Kristin Russo from Everyone Is Gay made you kiss through a piece of Demi-paper.

You. Are. Welcome.