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First Date Tips: Conversation Starters

by Tamar Caspi under Date Night,Online Dating,Single Life

After playing the 100hookup game (viewing, favorite-ing, messaging, etc), exchanging a few emails and a couple quick phone calls (to make and confirm plans), you will no doubt find yourself battling nerves before a first date no matter how confident of a person you are. Once you’ve greeted each other, sat down at the bar or table, ordered drinks and discussed the menu, there is a time when the conversation may lull — and it’s nerve-wracking!

Don’t let that moment set the tone for the date. Be prepared with topics to bring up that will be a catalyst for ongoing conversation. Of course there will be the typical biographical questions (what you do for a living, your hobbies, where you grew up, your family, etc.) but most of that was likely covered in your initial emails and phone calls, and now you need to see if you can actually carry a conversation and jive with the other person.

Think of some thought-provoking questions like:

  • What do you hope your life looks like in 5/10/20 years?
  • Are you where you wanted to be in life 5/10/20 years ago?
  • If you could have a superpower what would it be and why?
  • What is your best memory from your childhood?
  • Who are 5 people, alive or dead, that you would love to talk to?

The key is to not make it sound like a rehearsed question or an interview, but rather work it in somehow… “Hey that Caitlyn Jenner interview has really made me think…” or “My 96-year-old Great Uncle just passed away and I’ve been doing some soul searching…” and so on. Current events are a great tool: “Remember that Malaysia Air plane that disappeared in the ocean? It really got me wondering about the supernatural. Do you believe in…?”

Finally, listen to your date’s answer rather than being ready to pounce with your answer or another question. A lot of conversation will likely naturally occur, but if you are mentally preparing for what you’re going to say next then you will miss out. If you are a shy person then ask a friend or relative to practice with you.

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First Date Tips: Ease On In

by Tamar Caspi under Date Night,Online Dating,Single Life

When you’re planning a first date the biggest question is whether or not to commit to a meal versus just meeting for drinks. Well, I have the perfect solution! Make plans to meet at a restaurant that has a bar… and make reservations for dinner at that restaurant about an hour after you are to meet. If there is chemistry and conversation during the drink portion and you’re interested in getting to know your date more, then go ahead and follow the hostess to your table. If you don’t want to continue the date, then thank your date for his or her time and leave.

That said: you must check-in with the hostess ahead of time and let the restaurant know that the reservation is contingent upon the date going well and that you may end up canceling. Arrange a gesture or look that you will give the hostess if you want them to come and get you when it’s time, or not. (Or you can also walk-in without a reservation and if you are enjoying your time at the bar then go over to the hostess stand to ask for a table. If the wait is too long and you still want to stay, then order food to the bar.)

It may sound like a big hassle, but it solves a lot of issues about how to plan a date when you aren’t sure if you’re going to like the other person. You want options and you want to eliminate awkwardness. If you’re unsure when the time comes to go to your table, then take the plunge and sit down for dinner — sometimes people have nerves and the transition to the next stage of the date should help.

 

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First Date Tips: Don’t Talk About That!

by Tamar Caspi under Date Night,100hookup,Single Life

Seriously, sometimes you need to just stop talking. It’s easy to get on to topics that are not really first date material — you’re vibe-ing and finding commonalities and having nice rapport, and it’s awkward to stop a conversation that’s flowing even when you know it’s not appropriate. So try and avoid the following topics and prevent the conversation from going there, before it gets to that point. This is a brief list:

  • Exes: husbands, wives, fiances, boyfriends, girlfriends (stating when your last relationship ended/how long it lasted, how long you were married/when you got divorced is fine, just no details as to why it ended)
  • Death: you just lost your grandmother, and that is awful, but it makes you sad… so perhaps don’t mention it. If you must, just don’t expand upon it
  • Drama: with your job, family, friends — Do. Not. Go. There.
  • Talking sh*t: whether your date knows who you’re talking about or not
  • Finances: ’nuff said

Of course there are other topics that are personal to you and your story that you may not want to share. Joke about topics that are off-limits and say that you’d love to talk more about a topic if and when you’re on a future date. There are so many more positive and engaging topics you can talk about without bringing up too much about your past, or bringing in too much negativity.

It’s perfectly acceptable to briefly mention when your last break-up occurred, or what your political affiliation is, or to play hookup Geography for a minute, even if you find you have people in common you don’t like (see “talking shit” above). Make sure you are listening to the answers after you ask a question because that should organically keep the conversation going and not turn it into a job interview.

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What’s Your Conversation Style?

by Caryn Alper under Date Night,100hookup,Online Dating,Single Life

Are you a good conversationalist? Are you sure?  A simple conversation can reveal how you communicate with another person — and communication is such an important part of dating that it warrants a two-part series! When you talk to someone on a date, are you open? Passive? Direct? Brief? Today we’re starting with a pop quiz to identify your conversational type, since conversations can really make or break a first date. And, in next week’s second installment, we will score the quiz and learn what your conversation style says about you.

Disclaimer for the legal types out there:  This has no valid psychological basis – it’s intended for entertainment purposes only! So without further ado, grab your pencils and keep your eyes on your own paper (screen?).

 

What’s Your Conversation Style?

Choose the response that most closely matches your likely response in each of the following scenarios:

1.  You have just met someone in person for the first time, and after saying hello, you:

  • A)  Ask where she works, where she lives, and where she went to school, all in a row
  • B)  Wait for your date to say something
  • C)  Tell him all about your work drama that just happened that day
  • D)  Ask if he/she had any trouble finding your meeting spot and then add you like his/her shirt

2.  You’re on a first date and there is a lull in conversation. You:

  • A)  Ask where your date sees him/herself in 5 years
  • B)  Do nothing and look down
  • C)  Fill the silence by talking about what you had for lunch, including condiments and drink
  • D)  Make some comment on the décor of wherever you are

3.  It’s the end of a second date, and you wonder if you will have a third, but you’re nervous to bring it up. You:

  • A)  Ask your date if he or she sees a future with you
  • B)  Say goodnight
  • C)  Retell the story of something funny that happened on the date
  • D)  Say you had a good time

4.  You’ve had several pretty good dates with someone, but you can see that he/she has been regularly logging in to 100hookup.  You:

  • A)  Confront your date and ask where the relationship is going
  • B)  Do nothing
  • C)  Say your friend saw someone she was dating on another dating site… and then proceed to tell about what happened to your “friend”
  • D)  Instant Message your date when he/she goes on 100hookup

5.  You’re talking with your date and discover that he/she strongly favors a rival sports team. You:

  • A)  Demand to know why he likes that team
  • B)  Nod and don’t mention your team
  • C)  Tell him or her the details of the first game you ever attended
  • D)  Poke fun at the rivalry whenever there’s a future lull in conversation

Ok, time’s up, pencils down.  You can grade your quiz here!


First Date Tips: Confirming Plans

by Tamar Caspi under Date Night,100hookup,Single Life

Before a first date you should call to confirm plans. Why? Well, it’s good practice to make sure you are both on the same page regarding when and where… and it also makes a good impression and shows your date that you’re thoughtful. But, it’s not the time to begin chatting and getting to know each other! Save that for the date itself.

Call your date, let them know where you made reservations or where you’re going, agree on a time to pick them up or meet, and end by saying you hope they’re having a good day. Oh — and don’t forget to say you’re looking forward to seeing them! Make this call either the night before or the day of, about 8 hours prior to the date.

If your date has an issue with the place or time, play it cool and be flexible — you never know what someone’s day has been like (hopefully you had the discussions about food aversions/allergies/preferences and what time was best for you both when you made plans originally, but things can change). If anything, your phone call will help turn their day around as they start thinking about your date!

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First Date Tips: Patterns

by Tamar Caspi under Date Night,100hookup,Online Dating,Single Life

We all have dating patterns — some good and some bad. Identifying which is which is difficult. Take a look at your last bunch of first dates, and at your last few relationships. What was similar? What was different? Not just their looks, or education level, or religious level, or jobs, or even their personality… but how you felt.

For instance, when you got those butterflies in your stomach on certain dates, did those translate into serious relationships or did the excitement crash and burn after a few weeks? Many people are searching for a “feeling” on a first date, and when they don’t get that feeling they write off the person before giving them a chance. If that is your pattern, then I suggest giving some of the dates more time: if the first date was pretty good and all you’re really missing is that “feeling” then go on a second date and see if the comfort level of another meeting will help the connection.

This is an intangible feeling, but we tend to put a strong weight behind having it or not. Remember though — more couples tend to be successful when their relationship is built on commonalities rather than lust; and butterflies tend to be an indication of lust.

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First Date Tips: Go Together or Meet There?

by Tamar Caspi under Date Night,100hookup,Online Dating,Single Life

Dear Tamar,

I have a first date coming up with a 100hookupr I really like. Should I offer to pick her up to show her how much effort I’m putting into this, and how chivalrous I am? Or will she be put off by the idea because we haven’t met before?

-First Date Driver

_________________________________________________________________________________________

Dear First Date Driver,

I think you answered your own question! Do both! Tell your date you would like to pick her up if she is comfortable with that idea, but that you understand if she would rather meet at the venue. Then just make sure to tell her that you look forward to meeting her at the restaurant.

If she accepts your offer, do not call or text from outside, but rather get out of the car and ring her doorbell and escort her to your car where you will both open and close her door (if you live in a city where taking public transportation is the norm then do not meet her at the nearest subway stop… but go to her home and then escort her to the subway where you can swipe your card for the both of you).

If she rejects the offer, don’t take it personally. Get to the restaurant five minutes early, check in with the hostess, and then wait for your date outside. That way you can alleviate the initial nervousness of not knowing where your date will be waiting and if you’re going to recognize her from her photos!

Good luck!

 

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Setting a Standard

by Tamar Caspi under Date Night,100hookup,Single Life

When you go on a first date with a 100hookupr that you are super-excited about (as in, more than normal), it’s typical to pull out all the stops and do things a little more special than other first dates. Men could have flowers delivered to your date’s house earlier in the day, you could pick your date up in a chauffeured car when you normally would’ve met your date at the venue, you could make reservations at a highly sought-after restaurant rather than just grabbing drinks somewhere convenient, you could slip the waitress your credit card while on a trip to the bathroom, you could arrange for champagne to be waiting for you at the private booth in the back with rose petals strewn about, and you could leave your phone on silent and not check it all night. Women could arrange to get their hair done, have a facial, get waxed, nails manicured and pedicured, makeup professionally applied, wearing a new dress with height-appropriate heels, and act as though they are as easy-going and flexible as possible even though they are jumping out of their skin with excitement and anxiety.

Any or all of these things are bound to impress your date and leave them feeling incredibly special. Granted, you still need to fill the date with chemistry and conversation, but the wooing is well on its way. The problem? Unless you plan on repeating, matching, and upping your romantic gestures on every date, then you’ve set a precedent that will be difficult to match. And even if you do continue to roll out the red carpet then eventually real-life sets in and you will see each other without the shiny bells and whistles.

So here’s the conundrum: do you or do you not make that extra effort because you won’t be able to keep it going (no one can!)? You should make that effort, let the person know you think they are worth it! And once you’re sitting down and having flirty conversation you should simply come clean — “I was really excited about tonight so I took the time to primp/plan/etc., and I’m so happy it’s going well… just don’t expect me to look like I have it all together all the time!” Of course, that doesn’t mean you should show up to a date in your sweats after being snobby about the location.

If you like someone you should make some effort every time to show them that they are worth the effort. It takes five minutes to make a reservation so you don’t have to pick up your date and ask “So where should we go?” And it takes five minutes to apply a fresh face of makeup. These small acts let your date know they are special.

 

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You Can Be Right, Or You Can Be Happy

by Tamar Caspi under Relationships,Single Life

“You can be right, or you can be happy.”

A wise friend told me this phrase recently and it resonated deeply. So many of us are taught to be headstrong, stubborn, with a need so deep to win an argument that we would ruin a relationship in order to be proven right.

It’s not worth it.

It never is. If you know you’re right, just drop it and move on. Apologize and move on. Let go and move on. Who is benefitting from you being right? Only your ego. But everything and everyone else will suffer. Is that worth feeling superior or validated?

This is a lesson I’ve learned much later in life than I would have liked, and I have learned it the hard way… I’m gifting it to you now with the hopes that it will change your relationships — romantic or otherwise — for the better.

 

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Extreme Profile Makeover — “Karen”

by Tamar Caspi under 100hookup,Monday Makeover,Online Dating,Single Life

Dear Tamar,

Could you kindly eyeball my profile? I’ve gotten plenty of emails and very few are viable. I’ve tried to convey that there’s a certain lifestyle that I’m accustomed to, don’t want to give up, (and am capable of giving myself), yet I don’t want anyone to assume I’ll take care of them too. I know, can’t have it both ways, huh? Perhaps you could tweak that part? I’d be very grateful if you could give it a quick once-over.

-“Karen”

____________________________________________________________________________________

Dear “Karen,”

I’ll get to the wording of what you want to convey about your lifestyle in just a bit, but let’s start at the beginning of your Extreme Profile Makeover.

I like you how you combined your name with a description — although I initially thought it was your first and last name combined (MAJOR no-no for security sake). In order to show that you’ve combined a few words without confusing prospects, try capitalizing the first letter in each word (i.e. instead of tamarluvsya it would be TamarLuvsYa, see the difference?).

You have some great photos to work with! Switch 1 and 2 and delete number 4 and then you will be good to go! Photo 2 shows you in a bright pop of color with approachable body language. Photo 1 is nice and shows your full body but it’s taken from further away. Photo 4 may be realistic, but it’s not appropriate for your 100hookup profile — you said it yourself by labeling it as a shot of you “tired.” Lastly, photo 5 is great, but don’t be surprised to get emails from men asking about your daughter!

In your biographical responses I don’t really see where you think it conveys that you live an indulged lifestyle and that men may think you’re a sugarmama (for lack of a better term). What I would suggest is maybe eliminating some Q&As. You don’t need to answer all of them because some of them are a bit repetitive and it comes across as overkill. Delete “My Past Relationships” since you mention your ex-husband in “About Me” and then combine and eliminate either “I’m Looking For” or “My Ideal Relationship.” And finally, eliminate “On Friday and Saturday Nights I Typically” and combine that answer with “For Fun, I Like To.”

Lastly, under Ideal Match I would consider narrowing your age range. A man in his late-40’s is a bit young for a woman in her late-50’s. Perhaps that’s why you’re getting men that you don’t consider viable. A man in his mid-60’s is a good maximum though. I would consider a 10-12 year age range, for a woman who is 58 that means around 54-66.

Good luck!

____________________________________________________________________________________

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