Tag Archives: Dating Advice

“Jaw With John” – You Need A Potential Breakup Song

I am a high school sophomore. My boyfriend and I have been going out for about two months now. Lately I’ve been feeling that he and I just aren’t working out as a couple, but I can’t bring myself to break up with him, though I do want to tell him how I feel.

I don’t feel comfortable saying anything to him in person (it doesn’t help that we don’t have much time to talk between classes), and though I’d prefer it, I don’t feel that over e-mail or instant messaging is a good way to break up. I would still like to stay friends but am unsure of what to do to end our relationship. — Confused

Dear Confused:

Lemme tell you something Confused: Tell him how you feel! As a guy-who-eventually-found-out-that-the-girl-he-had-been-dating-didn’t-really-feel-the-same-way-about-him I can tell you that it’s the worst! You can’t keep stringing him along. Right now you’re giving him false hope and that’s the worst thing for a High School guy. And, wait…what about after school? You don’t have time to do it between classes, and frankly you shouldn’t do it at school at all, that will be embarrassing for him, but what about after school? That seems like the best option.

After school, give him the old “We need to talk” and let him down easy. He’ll probably be pissed but what can you do? I know, find a new guy! Or listen to some music, you can’t go wrong. Just don’t e-mail him or IM him, you’re on point about avoiding those.

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“Jaw With John” – How Could You Be So Heartless!?

I am 29 years old and have been dating a man in his early 30s for more than six months. We met, felt an instant connection and began dating fairly seriously shortly afterward.

He is wonderful, kind, loving and giving. We have a lot in common and we rarely disagree or fight. I enjoy being with him a lot but I am beginning to feel we would be better off as friends, although I am sure he would want to stay together.

The issue is in the bedroom. We’ve stopped having sex. He seems to brush it off as something that just happens to people. We have had sex only a few times since we started dating. Though he speaks of it like it was amazing, I feel differently. I have asked him to see a doctor, but at this point the relationship is so new that I am not even sure if I want to continue.

I feel like there is no passion and we’re just friends. I wonder at what point am I allowed to throw in the towel without seeming heartless. — Heartless

Dear Heartless:

“How could you be so heartless?”

Girl I’m feelin’ what you feelin’
No more hopin’ and wishin’
I’m bout to stick my key in
Stick it in the ignition

So gimme that toot toot
Lemme give you that beep beep
Runnin’ her hands through my ‘fro
Bouncin’ on 24’s
While they sayin’ on the radio

Ok, enough R. Kelly and Kanye. But if you’re not feelin’ what he feelin’, then you shouldn’t take your key and stick it in his ignition. ‘Nuff said.

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“Jaw With John” – Doting Mother Dotes All Day And Night

My significant other was talked into getting a cellphone by her adult children. We do not live together, but I do spend most evenings with her and I spend the night on the weekends.

Every evening between 6 and 7 a particular daughter feels the need to call, and I end up sitting at the kitchen table eating supper by myself. I can expect calls on the weekend at around 2 in the morning from one of her intoxicated kids requesting a ride.

I told her these calls were disrespectful to me and unless they were of an emergency nature they could be taken after I left. She initially agreed but now she’s back to taking the calls. Should I not have more value than a cellphone? — Miffed

Dear Miffed:

It’s called dinner, not supper. C’mon man.

Have you ever tried not eating between 6 and 7 to avoid this daughter calling during dinner? That would LITERALLY get rid of this problem entirely.

Has this drunk child not heard of Lyft, Uber or a regular old taxi? Would you rather that child drive home drunk? I’m sure you’d rather him or her drink in moderation but that clearly isn’t their endgame.

Her kids, obviously, come before you and this won’t change. She is being nice and giving them a ride when they need one and listening to them when they call. It’s called being a Mom. This is something that you will either accept or it will be a deal-breaker. Just don’t call and tell her. That’s reserved for her kids.

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“Jaw With John” – V-Day Sheds Light On Girlfriend

I took my girlfriend of two months out for Valentine’s Day. I picked her up, meeting her with chocolates in hand, and we went out. We had a good time and naturally I paid for the event, food and drinks. OK. I’m fine with that.

We returned to her place and chatted as we held each other, and I managed slip into the conversation that I didn’t receive a Valentine’s gift from her. She brushed it off with some words and a smile. I drove home with pursed lips.

Isn’t Valentine’s Day supposed to be a two-way street? How should I handle this? — Jilted

Dear Jilted:

I once “dated” a girl for a month (about a date per week, with texting/messaging throughout the week) only to be told on the 4th, and final, date that she didn’t like me “that way.” She was happy to go out with me, have me buy food, movie tickets, go mini golfing etc. but didn’t want anything more. Needless to say it was a long train ride back home when she told me that.

It was also on that train that I decided to end things with her.

This is your train ride.

You need to think back over the last two months and wonder if she’s really meant for you. You know what? I’ll stop you right there. She’s not for you. It’s time to move on. Her not reciprocating Valentine’s Day, not even a card, draws a red flag. Her trying to talk her way out of it sends out flares. Bye Felicia.

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“Jaw With John” – Fiancee Needs To Know About Husband-To-Be

I was dating someone on and off for five years. He broke up with me suddenly last summer but we have hooked up (sexually) since then.

I found out three weeks ago that he had been seeing someone else that entire time and that they became engaged just after he broke it off with me, which makes me a wholly blindsided “other woman.”

So he cheated on his girlfriend with me almost the entire time they were together and continued to cheat on her after they became engaged. He always maintained that he was single and that she was “just a friend.”

Needless to say, I am devastated. It has come to my attention that even though his parents know the truth, he has not told his fiancee about me.

I feel sick over the whole thing and I think it’s very important that she know the truth about whom she is marrying, as the wedding is fast approaching.

Is there some way for me to let her know what’s going on without looking like I’m some vindictive, crazy ex-girlfriend just looking for revenge?

If I were in her position I would want to know. I don’t know what to do. I bet I feel guiltier about it than he does!

Also, how do I get past this? I still can’t believe it has happened, and I can’t believe someone I cared about so much and trusted completely could have acted this way and kept it up for so long. — Bewildered in Baltimore

Dear Bewildered:

There is no way to come out of this looking good. You can’t force other people to feel a certain way about you. It’s just not possible.

You definitely need to tell the fiancee who she is about to marry. You can’t text, email, or call her. You need to tell her face-to-face something like this: “I had been with your fiance off and on for the last few years. All the while he maintained that you were ‘just a friend’ and he led me to believe that he was still single.” How she reacts from there is beyond you. You would’ve let her know and what follows will be her responsibility.

As for yourself, take some “Me time” and cut him out of your life completely. Go to a spa or do whatever you need to make yourself feel good to move on from this guy.

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