Beauty and The Beast: Relationship Advice Column with Kendra

Beauty: Kendra Cunningham

Question of The Week: How long should you wait before going on vacation with someone?

Vacationing together? If you cannot afford to get home on a whim, don’t go. I went on vacation in March 2009 with someone I only knew for three months. He paid for me to go to a beautiful all inclusive resort in an underdeveloped area of Mexico so it cost me nothing monetarily, but the psychological damage set me back a few hundred bucks in alcohol and marijuana consumption when I got home. A few hundred bucks to me is a lot. It basically covers my whole beauty regime for the month- (hair, waxing, toiletries, yoga ), a cheapo outfit at Forever 21, and a new self help book. April 2009, I was wandering around directionless with unkempt eyebrows, roots, wearing oversized sweatshirts battling low self esteem all because I was seduced into a free trip to Mexico.

Start with sleep overs, take a weekend trip to a destination within hours of your home. Do not go anywhere if you are broke. Don’t do it. I understand when your broke you really want to get away. A new atmosphere is mouthwatering. Do not do it. Not only will you feel like you don’t deserve to be there, you’ll also feel indebted to whomever bankrolled the trip and the potential to participate in lewd acts of affection is dramatically increased.

If you have money and he has money and you both want to go somewhere together, go ! Why wait. One of the biggest reasons I ever want a boyfriend is to travel together. Check out your traveling compatibility right away. Go away on your first date if you can. Lets face it, people are gonna hate you as a couple if you stay together anyway, your rich and happy? Why not throw a “ we hopped on a plane and went to ……….” First date story into the mix?

Thanks for listening!

Kisses-

Kendra

Kendra is a stand up comic living in Brooklyn where she owns a super comfortable bed. She spends most of her time wondering where the hell her sugar daddy is and hoping he didn’t settle.

www.kendracunningham.com

The Beast: Larry Loveless

The Beast: Larry Loveless

The old, “Let’s go on vacation and end the relationship move.”  Always good for ruining a perfectly healthy relationship.  Look, there are male friends of mine that I’ve gone away and it ended our friendship.   Let alone realizing why they are both single.  Wait, so am I.  Nevermind.  The issue is not the going away part the vacation, it’s the one on one extended period of time.  Anyone can put on an act over the course of an evening to remain civil and charming.  But going away allows each other to drop their guard down and be themselves.  This in turn, could be really good or really bad.

Much like my counterpart Kendra, I’m all for people going away, but make sure you have a back up plan.  My own male friend almost left a vacation premature, why wouldn’t a female?  In addition, I believe going away on vacation is necessary to test the strength of the relationship.  This holds true especially for new couples or couples that do not live together.  Put your relationship to the test, go away.  You’ll either thank me or hate me after.

Again, even sleepovers are simple tests a small baby step in comparison to an extended vacation.  Going away is inevitable if the relationship is going to last for any length of time.  Thus, why wait? Jump right into it and get the question marks out of the way.  But make sure it’s an all inclusive, because it’s always better when everyone’s enjoyed an adult beverage or two!

Want your relationship question answered? Email Kendra at kendra@kendracunningham.com or the show at thecomedypoint@gmail.com

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