My best guy friend of a bout 6 years and I kissed for the first time last week. Now we are talking about dating. What do you think? – Skyler Read Answer Hi Skyler, Thanks for writing. I think you are soooo smart to think about this choice before you make it, one way or…Read More
Relationship Q&A
People all over the world email me smart questions daily. Here I post my favorites along with my actual responses (sometimes modified for space sake) – those that I think will be useful to everyone. If you too have a question, please email it to me at curious@tristancoopersmith.com.
My new boyfriend insists on staying friends with his ex-GF. They were together along time and her family is like family to him. It is driving me crazy. Am I being unreasonable? – – Cheyenna Read Answer Hi Cheyenna, You are in a very common situation and it happens with girls and their exes too……Read More
My boyfriend of 5 months has been making snide remarks lately that I have gained weight since we met. I won’t lie and say he isn’t right. I’ve probably gained about ten pounds. My question though is he an insensitive jerk who should love me whether I am skinny or fat, or does he have…Read More
I am meeting my boyfriend’s parents on Thanksgiving Day. I am so nervous! Any tips? – Cherish Read Answer Hi Cherish, First things first – stop worrying! Meeting the parents is not a death sentence. After all, he WANTS you to meet them which likely means he is crazy about you and cannot wait to…Read More
I’m really interested in a guy I work with and I’m pretty sure he feels the same way. How taboo is it to date a co-worker? – Farrah Read Answer Hi Farrah, An age old question indeed! Let’s start with the facts: 4 out of 10 dating coworkers marry. Pretty good odds, don’t you think?…Read More
I’m recently single (and totally bummed about it) and really anxious about attending holiday events without a date. Do you think I should just invite someone for the sake of inviting someone, or should I grin and bear it, or just not go at all? – Betsy Read Answer Hi Betsy, Fabulous question… and I…Read More
I live in St. Louis but can’t seem to meet a good guy. I’ve tried everything – online dating, meetups, blind dates and even speed dating! Do you think I should try expanding my online search to other cities… maybe New York? I’ve also thought it would be fun to live there anyway. – Pia…Read More
My boyfriend and I have been together for over a year but we fight A LOT. We always make up though and haven’t had any breakups. We just fight, take a breather over night and then it is all love again. Is this ok? – Shells Read Answer Hi Shells, You and your boyfriend have…Read More
I want to break up with a guy I’ve been dating for 3 months. Although it hasn’t been that long, we are exclusive and I feel like he is going to be really heartbroken. Do I have to do it in person or can I do it over the phone? – Mila Read Answer Hi…Read More
I really like this new guy I am dating. The only real problem is that he is broke. He has been unemployed for about a year and lives on his brother’s couch. He is looking for work but hasn’t found anything yet. Whenever we go out, I have to pay. Is that ok? – Gwennie…Read More
My mom hates my new boyfriend. She says that he isn’t ambitious enough for me. Should I break up with him? – Emme Read Answer Hi Emme, Let me first tell you that you are not alone having a disapproving mother. Lots of dating daughters (and sons for that matter) have that cross to bear!…Read More
Does age matter when you are dating? I’m interested in a younger guy. – Lisbeth Read Answer Hi Lisbeth, This is an age old question that won’t die and even one of my favorite R&B artists of all time, Aaliyah wrote a song about it. So the question is, “is age just a number or…Read More
What is your take on “playing hard to get?” Does it work or is it just a waste of time? – Darienne Read Answer Hi Darienne, Playing hard to get has its advantages when done right. It can be relationship ruining when it isn’t. They key with game playing is to keep your agenda in…Read More
My therapist told me to go on a dating fast. She told me not to date ANYONE for at least a year. She says it is because I need to properly get over my ex and can’t do that if I’m dating someone new. Do you agree with her? – Chelsea Read Answer Hi Chelsea,…Read More
I’m dating a guy that I really like. We’ve been seeing each other for about 2 months now. The only problem is that I feel like I can’t get to know him. I ask him questions about himself and how he feels about things, but I just can’t get him to open up. Do you…Read More
I’ve been dating this guy online for 6 weeks. We spend many nights talking all night and during the day we text constantly. We are really falling for each other. Now he wants to come visit. YAY! Should I let him stay with me or have him get a hotel. He has friends in the…Read More
How long should I wait for a guy that wants to take it slow? I know labels don’t matter but I’m ready after many months. I want to say, “grow up, be a man and just face the fact that a woman cares about you and go with it… if you can’t handle it, then…Read More
If I know a first date isn’t going to turn into anything more, how early can I end it? – Sirus Read Answer… I’m so glad you asked this question, Sirus. I am a big fan of the first date/last date theory… meaning that there is no reason a first date also can’t be a…Read More
I dated my now ex for 2 years. We broke up because he said he needed to handle some personal things, like family issues. I resisted the breakup but there was nothing I could do. I was completely devastated. Now, three months later he wants to get back together claiming that he misses me. Should…Read More
I’ve been dating my boyfriend for six months and we are thinking about moving in together. Do you think this is too soon? – Elena Read Answer Dear Elena, This is a great question and one that gets asked a lot! If you are familiar with my theory on timing, you know that I don’t…Read More



