relationships

Braelyn in Saratoga writes: My boyfriend and I have been together for 2.5 years and while he claims to be deeply in love with, he also says he still has feelings for his "first love". They have never really stopped talking w each other for the 12+ years since they broke up.  He admitted to me last year that he "just doesn't think he can ever stop having feelings for her" despit

Robin in Latham writes: My boyfriend and I have been dating for about 4 months and I think he's hysterical but sometimes the way he jokes with people rubs them the wrong way.  He doesn't do it on purpose, but his sarcastic nature makes some people feel uncomfortable.  He upset my sister and her husband recently by cracking a joke about their dog- a rescue. This was the first time they met him and

Vanessa in West Sand Lake writes: About a year ago, I asked one of my very dear friends to be a bridesmaid in my wedding.  My fiancé and I were supposed to be married this past September, but because of COVID, we pushed it off which has been a blessing for many reasons. None greater than me finding out that my "friend" made a really inappropriate comment to my fiancé over the Summer.  On

Megan in Rotterdam writes: I may have slightly flirted with a colleague of mine after I had a few drinks recently.  A group of us went out after work and he and I started talking, joking and things got a little touchy-feely. At the end of the night I gave him a little peck on the cheek.  No big deal at the time- but now things are super awkward because I do have a crush on him and it's been silent

Zach in West Sand Lake wrote: I've been married to my wife for 19 years and I just don't find her attractive anymore.  She's beautiful on the inside but I'd be lying to ya if I told you that my mind doesn't stray from time to time.  I would never act on it, because I'm a faithful man but  after 2 kids and a lifestyle that has never included the gym, she's really let herself go.  I'm past the point

Terrance in Troy writes: I'm sure you hear this type of thing all the time, but there is a major divide in my household over next months election. My wife and I are both in our early 30's and while we seem to agree on most things - and surprisingly get along very well - we're split on the election.  I'm trying to get her to vote for my candidate, otherwise our votes will just cancel each others ou

Dave in Chatham writes: Hey guys- love the show.  Hoping Mr. LC can give me a little insight as to why I haven't had a date in years.  You see, recently I asked a friend the same question, and I wanted her to answer honestly. She said it’s probably because I’m bald...

Daryll in West Sand Lake writes: My GF and I have been dating for about 2.5 months.  We both agreed that we're going to take things slow as we're both less than two years removed from divorce.  The other day she told me that '"her parents are excited to meet me" and that they invited us over next weekend for dinner. I was obviously uncomfortable and told her that I wasn't ready to meet t

Amy in Wynantskill writes: My boyfriend is so bad with money and it drives me crazy.  He always has money to hang with the fellas and go drinking, or bet on football games.  But he never has money to take me out, or plan a nice trip or something.  Sometimes I wonder if he actually has the money, but just doesn't want to spend any of it on us.  What are your thoughts Love Cowboy. Could Amy's boyfri

Gwenyth in Averil Park writes: I'm 37 years old, been divorced for about 8 years and dating a guy that I really like.  We started seeing each other right be COVID hit and what I like about him is that he's a very simple man.  He's not into anything fancy, he's not high maintenance, he's just neat, clean orderly and trustworthy...

Erica in Fonda writes: About 2 years ago I got out of a pretty bad marriage and have been single ever since but have done zero dating.  I'm only 25 years old and I met my ex-husband when I was in high school so as far as experience with men, my ex has been it.  Next weekend I'm going out on pretty much my first date ever with a guy I met online and was wondering if you had some tips for me.  Where

Riley in Colonie writes I really don't know any other way to say it- the guy my friends are trying to set me up with has really bad teeth.  It's not like I'm some model or anything, and I'm far from picky, but it's a little too much to overcome. I don't know how to tell them- especially because it's the cousin of one the friends trying to set me up.  This is tricky and I wanted ask the Love Cowboy