Tips: Things NOT to Discuss (or Do) on a First Date

In response to a request that we recently received, we 're starting an occasional feature, offering our tips and relationship advice, out of the context of answering questions.

For our first feature, we're going to try to perhaps lessen those uncomfortable looks and awkward silences that can make some first dates unbearable.

So here we offer a number of topics that perhaps should not be discussed on THE FIRST DATE, if ever.

GARLAND: Hmmm, this is an interesting one.

I've been on my fair share of first dates. And for some [lucky] reason I was usually able to tell which ones were going to be first and only dates and which ones where going to be the first of many. Before I say anything else, I want to make it crystal clear that some of the women I went out with were undoubtedly sizing me up too, and I probably did or said a few things that might have made them decide that they didn't want to get to know me either! So, I don't want to sound like I think I'm the perfect date!

Two things come to mind right off the bat - Marriage and Players.

I never think that talking about marriage, in depth, is a good first date topic. I think 80% of guys when they go on a first date, they are a little worried that the woman they are with are trolling for a husband. No, I don't believe that the majority of women are just dying to get married, and to those that like the idea, they don't just want it with just any old guy, but I know some personally that may talk the topic up so much that most guys duck and run for cover. If it comes up, touch on the subject and then move beyond it - there are so many other things to chat about.

And then, make sure you don't talk about the Players and Bums that have been in and out of your life [and/or bed]. You might think that it shows a guy that you've been hurt before and you might think that an honorable guy wouldn't want to do that to you twice, but more than likely, it MIGHT make you look like someone with poor judgement. To the wrong guy, that is like blood in the water for a shark, he may decide to see how much he can dog you too. Always act like you are on top of your game.

I'm going to add a few more very personal notes to this:

1. Don't lie to a guy on a first date and THEN don't turn around and tell him you lied! I once met this young lady on the subway, she was pretty and very interesting. A few days after we met she asked me to go out with her and help her pick out a suit for her younger brother who had his first job interview. When we met up that evening, she said that there was a big accident on the topside of the beltway and traffic was horrible and she suggested we go to dinner instead. I was all for it. Halfway through our meal she confessed that she had lied to me about the traffic and admitted that she just wanted to have dinner instead. I think she thought it was flattering to me, but I kinda' thought it was weird. It wasn't a terrible or particularly big thing, but it bothered me that she would just drop a lie on me for no good reason. Things eventually went no where between the two of us. Nice Sister - but not for me.

2. Don't be too candid! I went out a few times with this one woman, so this wasn't a first date thing per se, but we were having a really good conversation, and she said, "I'll be honest, I'm a much better friend than I am a girlfriend. I tell guys all the time, 'you're better off being my friend than my boyfriend.' " It was said in the middle of a bigger thought, but she said it and I would come to find out that she meant it. I should have turned and run away when she said that, but I was really feelin' her and hoped that maybe something special would develop. It didn't and when all was said and done, I blamed myself because she told me what she was about, but I didn't listen. So only say what you want heard!!! Nothing more nothing less.

3. Don't try to seem vulnerable. Okay, as corny as that sounds - it will usually work against you. Some ladies may feel that playing a little too heavy to the damsel-in-distress role, might make a man puff up his chest and become Ultra-Man. This might work sometimes because SOME guys feel they have to be the White Knight to the helpless lass, but for the most part I think it might turn off a lot of guys and I'd hate to see someone chase away Mr. Right by pretending to what they think HE wants them to be.

Happy Dating-

CHUCK: Someone stated in the comments to a previous post that I must have gone out with a lot of hoodrats when I was dating. I don't think so. But I definitely went out with my share. So here's a few don'ts for first dates. And no, all of these don't apply to me, personally.

-Don't try to outdrink your date. There's a scene in Raiders of the Lost Ark. where Karen Allen, playing Indiana Jones' girlfriend, drinks a bunch of shady characters in a dive bar under the table. That's about the only time that behavior like that is considered cute or funny. Drinking too much on a first date is a no anyway. Drinking that much more than your date is a BIG no.

-Keep things light, unless given signals to do otherwise. If you lost your job, your transmission went up, your brother-in-law came out of the closet, and your cat got worms, talk about it if you must, but don't wallow in your misery. Most people like people who are upbeat, especially when they're getting to know each other. However, if the guy wants to list his complaints, too, you two go for it. We all need a pity party sometimes.

-True story: I once went out with this girl that I got fixed up with by a friend. She was fairly attractive, had a kind of earthy personality, if you know what I mean. We went out to a club, had a few drinks, and, before I took her home, she wanted to stop at a 7-Eleven in her neighborhood. As we come out of the store, she stops at this Mustang that's parked in front, and starts talking to the guy who's driving it. She seems to know the guy. I find it a little weird, but I don't stress it. Until she comes over to me and asks me if I'll buy her some cocaine. Yeah, that's right. The evening ended pretty quickly after that. And the thing is, I knew that going on this date was a mistake before that. I just didn't know what a big mistake it was. The advice here? JUST SAY NO TO DRUGS.

-Don't talk too much about bad exes. For some of the reasons Garland states: you don't want to call your judgment into question, etc. Plus, if you talk too much about that guy you used to date, who's upstate in prison, who "acted like he owned you" and is getting out soon, well, you may end up scaring some guys away.

-Don't talk too much about good exes. First of all, you may make this new guy you're dating start to feel inadequate. Second, it may lead him to think that you're not over the ex, and you're just dating him on the rebound. Even if it's true, you don't want anyone to think that.

Of course, all of these tips can apply to men, as well as women. Some people are hard on the first date experience. They think that people act dishonestly early on, staying on their best behavior until they feel it's safe to show what big a-holes they can be. But I feel that the initial thrill of that getting-to-know-you experience can be really exciting. Anyway, I hope that someone out there can find Garland's and my advice helpful. Happy dating, indeed.

Culture Clash

First I wanted to say that I LOVE your blog....

So now I have a question...

I went on a first date with a guy...very nice, respectful, gainfully employed, intelligent, attentive but there is an issue. Ok I am lying...a few. Now normally I would just walk aware of relegate him to the friend file but I don't know if I am being too picky.

1. I am a Black American and he is African...and I KNOW people may think all black people are the same but they are not. I have had to correct him a few times on assumptions he has on black Americans...and he has always listened to me and most times he actually saw my point...but I don't know if I can always control my temper if this "thing" continues. Like he had an ignorant take on locks (which I have) that I have NEVER heard anyone of any ethnicity say...but most of his views are based on what he has seen on TV (dang BET) or just because he never knew but I mean dang...do I have the time for this?

2. Well...his shoes...the way he...musical tastes...nevermind...all of that is shallow...what's really important is

3. I laughed while we were out but it was usually because of something I said. He didn't make me laugh the entire 5 hours (ill...long date) and that is so NOT in line with my personality. I am a sarcastic New Yorker...and I work hard from 9-5...so I don't want to have someone that I can't laugh and relax with. I knew something wasn't right because when he called the next day I hesitated about whether I should pick up the phone or not...when normally I would be ecstatic that I got a phone call the day after.

So with that being said...is this something I should give a second chance because I am being too critical/picky? Or...is it good to take inventory, see something isn't what you need and just cut your losses? Because to be quite honest I could care less about a free meal...boring dates are draining. lol.

Sarcastic in Harlem

GARLAND: Hey 'Sarcastic' - thanks for your complement and please accept my apology for the delay in getting this reply posted.

Do I think you're being too picky? Hell no!

I applaud you for actually stopping to ask yourself, "Am I feelin' this guy?" or "Am I having a good time with him?" So many women, in my opinion, of all races and ages, don't dwell on this long enough. I'm glad to see you taking the time to evaluate YOUR needs when it comes to dating and a relationship.

I've encountered Sisters before that have had problems clicking with African guys. I'm not saying that anything is wrong with African men per se, but I have seen an oddly high number of women that have just ended up unhappy dating some of these guys. So maybe the chemistry really isn't there. Then again, his nationality might not have played any role in the big picture.

Either way you slice it, you are putting your well being and your feelings first, and that's NEVER EVER a bad thing. You keep your magnifying glass out!

CHUCK: Sarcastic in Harlem, speaking as Really Sarcastic in DC, I know where you're coming from. Do I think you're being too picky? I don't think so. You didn't really provide as many details as I would have liked (What was his presumably insulting comment on your locks? Did he at least smile while you were joking? Was he wearing sandals with no lotion on his ashy feet?), I gather you didn't feel very compatible with him. And if that's the case, no harm, no foul.

I tease African men sometimes, but I think it's kind of bad that there seems to be this gulf of misunderstanding between American Blacks and Africans. They have their misconceptions about us, we have ours about them. Some of the differences you bring up with your friend seem to be cultural, like musical tastes and opinions about women's hairstyles. But fundamentally, it doesn't seem as though you enjoyed this guy's company all that much.

Respectful, intelligent, attentive, all good things. But it sounds as though this guy isn't giving you a spark. I don't think it's asking too much to want a spark. It's always good to take stock of someone you're seeing and decide if they've got what you're looking for. What else is dating, after all? Otherwise, you find yourself married to and pregnant by someone who was boring way back at date #3. Put this guy in the friend bin and keep on movin'.

Call it "the Group-date"

QUESTION: Hi! I'm sure you get hundreds of emails every day, so I'll be brief.

There's a man I go to church with who I think likes me. He writes me emails asking questions he knows the answer to, he got me a card for my b-day and wanted me to open it in front of him, stuff like that to get my attention.

He finally got the guts to ask me out, or so I think, and this is where I need help. We were sitting with a group of people and just talking about movies we'd like to see. About 15 minutes later, he blurts out, "We should go see such and such." I said, sure, sounds like fun! He asked me, he didn't ask his friend or the whole table if they wanted to go.

Anyway, later in the week, he says, "I'm still up for that movie, MaleFriend #1 is meeting us for the movie, and Friends 2&3 are meeting up for dinner." I was furious, thinking it was me and him seeing a movie and then it turns into a group event. Did I misinterpret what he said? Why would he change his mind, when I said yes?

Chuck: Thank you for the question.

You may not have misinterpreted this gentleman's request. He just may have extended himself and lost his nerve. In this day and time, in the dating arena, sometimes it's possible not to take yes for an answer. This guy may have blurted out that you should see a movie together, and later thought, "maybe I was too forward." And he thought that the best way to take some of the pressure off of himself, or to make you feel more comfortable, would be to invite some wing-men and women along, too. It's possible.

The other option is that, although he's attracted to you, he may be seeing someone else. And to avoid looking like a cad, especially in a church-folk setting, he is trying his best to erase any implication of a date from this date that you've made.

Either way, I hope that you didn't over-react to what could be a very benign situation. I understand that you feel that you were misled, but I don't know that you really needed to be "furious." Maybe these clumsy, tentative steps are how this guy goes about wooing a woman (and I can't believe I just used the word "woo"). Every guy out there ain't smooth.

Keep an open mind, try to confirm his relationship status, and, if you like, go out with him if he asks you again. Just find out first if there are any others on the guest list. Don't let some initial clumsiness ruin what could be a good thing.

GARLAND: Usually, Chuck and I don't talk about the questions we get until after we've answered them. We like to keep our thoughts uneffected by one another. However, we found ourselves on the highway this weekend riding together on our way to poker at a buddies house and we were loosely discussing the number of questions we had for this week. And I broke tradition and specifically mentioned this question. Why I just shared that - I don't know.

But uh, I think the guy got in a little over his head with the movie thing. Either he WANTED to go with just you, or after you all parted company the other folks kinda' took for granted that he made a group invite. If the latter is the case, he may not have been smooth or confident enough to say, "Oh, no. I wasn't inviting YOU guys! I was just talking to ------." This would take a pretty confident guy. And, maybe he's just not there yet.

The whole "asking you questions that he knows the answers to," and wanting you to "open your card in front of him," it sounds very cute and very unpolished. Let me guess - this guy is between 19 and 22? He sounds young and he sounds coached.

But this isn't a bad thing. I'm willing to bet that we likes you and wants to go out with you - just you. He's just rough around the edges. I'm willing to bet that you are between 20 and 23? Am I right. If that is the case then you are like... what... 10 YEARS MORE MATURE THAN HIM!

I say, he's okay. Be a little patient with him and let him know that it's cool to go out alone sometimes. It sounds like your a lot more comfortable with the whole dating thing than he is. Good luck and slip us an E-Mail or a comment letting us know how things are going!

What's on the Menu?

QUESTION: Hi, guys, I just started waiting tables about a month ago and already two men have left their phone numbers for me.

One guy was nice looking but not really my type. The other was great looking and friendly. But I can't help but wonder is it worth is to call him?

Should I suspect that he does this frequently? Do men do this often?

Signed, Waiting to Call-

CHUCK: You, my dear, whether you were aware of it or not, have entered into a profession that is in the Top Ten of Most Macked-On. Others include Retail Clerk, Receptionist, and, um, Stripper?

Anyway, when a guy goes out to eat, whether he's with his boys or not, and he's confronted with an attractive young lady showing him attention, he may decide to take his game out for a walk and hit on his server. This may be done out of sincere attraction, or boredom, or to play the percentages. Either way, if you're going to be waiting tables for a while, you should get used to being hit on. It should all be harmless.

As to whether you should call either of these guys, it depends on what you're looking for. If you're looking for a companion for the short-term, someone to go to movies and have a few laughs with, you'll probably be lucky. If you're looking for the father of your future children, you're less likely to be successful.

I don't want to generalize too much, but either one or both of these gentlemen may be looking for nothing more than a booty call. So I would exercise caution if you choose to entertain these potential suitors. Because if you should encounter some nut, you might not know where to find him, but he'll know where to find you.

So, relax, have fun, and be careful. And if Garland and I ever swing by, maybe you could hook us up with a meal. Whaddaya think?

GARLAND: Hello, and thanks for the question! Let's see - NO, all guys don't do the number drop off. But a lot do.

Assuming that you are an attractive and friendly woman, it's safe to say that you might as well get a glass jar to keep the phone numbers of many of your male customers. Waitresses are unique people - if a guy likes to go to the same spot over and over for dinner or lunch, it might not hurt to get friendly with your server. So, there might be a tiny bit of alterior motive there - so approach this situation carefully.

Personally, I think the phone number drop off is a soft and safe approach. Chances are, the guys didn't have to say too much to you, beyond a "Holler at me sometime..." or a "Gimme' a shout this weekend..." Nine times out of ten, the best you can probably expect with this approach is a few trips to the movies, a few trips to the club, maybe a dinner or two and probably some 'lights out' action if you are down for it. I think Chuck called it playing the percentages, that's a safe bet - a guy gives his number to 8 or 10 women a week, it stands to reason that at least 1 or 2 will call him back.

So, if you are cool with a few dates and a little hanging out, I say call him [or them] back and see what's what. Now, if you're looking for a REAL relationship, something long term and loving, I think you may want to hold off on calling these guys back. If they're really feeling you and wanting to set a good example, they'll be back at your job. They'll give you a better presentation of who they are, and you'll know what's what.

By the way, I recommend you use *(star) 67 when you call them. Just incase they're nuts, they won't have YOUR NUMBER. Be safe and maybe drop us a line and let us know what you decide.