Tag Archives: love help

Dear Wendy: “Should I Dump My Boyfriend Before I Start College?”

I’m an eighteen year old girl about to start college. I’ve had a boyfriend for a year and I’ve really enjoyed our time together. He was my first boyfriend, therefore he is very special to me and basically all I have ever known. Very soon, we will be about two hours apart during college. This is hard for me to even fathom because we see each other almost every day. He has become a best friend to me, and I just don’t know what to do without him. On the other hand, I am interested in dating other people. A part of me wants to see what is out there and have new experiences, but I am so afraid I will make the wrong choice and be unhappy without him. I can’t even picture him with another girl — the feeling makes me a jealous monster. I honestly feel stuck. What should I do? — College Conundrum

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A Few Reasons Why He Won’t Call You Back

It’s happened to the best of us. We go on two or three seemingly perfect dates with the guy we’ve been obsessing over for the longest time, and then…nothing. No phone call, no texts, no anything! All communication ceases, and we’re left wondering what the hell happened? Automatically we switch into it-must-be-my-fault mode. “Was there something in my teeth?” “Maybe he didn’t like what I was wearing?” “Is it because I ate like a slob at dinner?” “Am I a bad kisser?”

Then we turn to our best friend for advice, and of course she proceeds to ask you the very same questions you asked yourself. As the cycle of self-incrimination continues, we realize we’ve taken the guessing game way too far, far to a point where we almost don’t even remember what the guy in question even looks like anymore.

Then one day, I got sick and tired of the blame game and decided to come up with my own reasons for why guys don’t call us back. Read more… Keep reading »

The Love Guru: And Then It Happened

The best laid plans of mice and men often go awry. I am the mouse in this metaphor, Spontaneous Guy is the man, and the plan is to have “The Talk.”

Per Dr. Diana’s instructions, I carefully crafted a strategy to initiate the exclusivity talk with Spontaneous Guy. We had plans on Friday night to go to a friend’s rooftop party together, spend the night at my place, and take a long walk along the Brooklyn Waterfront on Saturday. Keep reading »

Dear Wendy: “Should I Leave My Boyfriend Behind?”

Dump My BF Before College?
Dear Wendy helps a reader who is on the fence. Read More »

I am a 21-year-old college student, graduating this spring. I was recently accepted to an Ivy League institution to pursue my graduate degree, and I have never been more excited! However, I have a boyfriend of over six years, who really wants to follow me to graduate school. At first, this seemed like a great idea. I am very happy that he supports me and we have a very strong relationship. However, he does not have a lot of ambition. While I will be going for a graduate degree, he failed out of college and has not really shown any interest in going back. He is currently a cook, and would be able to get a job pretty easily if we move. He has also talked about other labor jobs or bartending. Another concern is that he has never lived anywhere but with his parents. I have been on my own for four years. I am worried that he’ll find it difficult to live away from home. On the other hand, I think it would be a great opportunity for him to move to a city where there are many more opportunities for him. Considering all of this, I am also concerned about myself. I want to be able to take advantage of this opportunity to attend an Ivy League institution to the fullest. I do love him, and I don’t want to lose him, but I am really unsure if he should come along with me, or if I should essentially leave him behind. I don’t want to have any regrets. What do you think I should do? — Off to an Ivy

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Dear Wendy Updates: “Doesn’t Use Pot Holders” Responds

Dating Good Guys
boyfriend photo
Not every woman wants to date an a-hole. Read More »
How To Be Romantic...
...without being creepy! Read More »
Dater X
dating photo
Ten things Dater X did right as a single girl. Read More »

It’s time again for “Dear Wendy Updates,” a feature where people I’ve given advice to in the past let us know whether they followed the advice and how they’re doing today. After the jump, we hear from “Doesn’t Use Pot Holders,” who wrote in because her boyfriend’s sister, whom he shared an apartment with, hated her. After the jump, find out if the sister managed to wreck the relationship and how everyone is doing today. Keep reading »

Dear Wendy Updates: “Excited But Lost” Responds (Again)

It’s time again for “Dear Wendy Updates,” a feature where people I’ve given advice to in the past let us know whether they followed the advice and how they’re doing today. After the jump, we hear from “Excited But Lost,” who we first heard from last August when she was eager to start dating after being diagnosed bipolar a year and a half earlier and working on managing her disorder and getting her life on track. She updated us with some not-so-good news in November, but has a new update for us now with much better news, after the jump. Keep reading »

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