Going From First Phone Call To First Date Every Time

Going from your first phone call with a woman to your first date is a big step. The first phone call with someone you met dating online is your first "real" interaction with them. You have officially gone beyond cyber space and have exchanged private contact information. That's great! It is MUCH harder to go from messaging to talking on the phone than from talking on the phone to a real meeting in person. If you are having difficulties getting numbers take a look at our guide to online messaging.

Fortunately the process of going from the phone to an in-person meeting is easier and faster than messaging back and forth. You should be using this initial phone call to get to know the woman you are talking to and make sure they are worth the time and effort to meet in person. You are a busy person and don't have time to waste on incompatible people or flakes. If you approach this call with the mindset that you are screening them to make sure they are worth the effort you will be confident, relaxed, and most able to be your true self on the phone.

Follow these steps below to have the best shot at landing a first date, assuming that is what you are after.

Going From First Phone Call To First Date

Setting Up The First Phone Call

Proceeding on from our guide to online messaging you want to setup the date and time for your call. Once she sends you her number via email send her a quick message back that is simply:

"Great. My number is xxx-xxx, I'll text you and we can setup a time to get to know each other a little better."

Wait a day. Then send her a quick text like:

"Hey Jenny, it's Kevin from Cougar Life! When is the best time for you next week to get to know each other a little bit on the phone? I'm free Tuesday or Thursday 7-9 PM."

You want to keep conversation to a minimum via text before the call and lock down a date and time right away. Older women especially are going to be busy so you want to schedule ahead of time. Trying to randomly call a woman during the week is a great way to talk to a lot of answering machines. Take the lead and offer a couple of times in the early evening to have a quick call. If she can't make those you can always be flexible but you want to take the lead from the start.

First Phone Call Preparation

Even in dating, the most prepared guy is usually going to come out on top. Especially once you get the hang of messaging and are talking to several women at once preparation is key.

Time to go back to your school days and start taking some notes. Read through her profile again and list out a few things including:

What To Write Down

  • Common interests
  • Questions about interesting things in her profile
  • Any recent travel she has had
  • Favorite foods or restaurants

This is going to be your backup list in-case the conversation stalls. If you reach a point in the conversation where you both go quiet you can pull one of the topics of conversation from your list. This will also ensure that you don't mix her up with a different woman on the call!

While you are at it, write her name at the top of the list. That should prevent you from repeating a less than ideal blunder that I once made...

You should also list out a few interesting or funny stories about yourself to weave into the conversation. Like we cover in our profile setup guides, you want to try to weave in a few of your best stories here. One or two is great to keep her interested and laughing. If the conversation is going great without them feel free to save them for the first date.

Call A Couple Of Minutes Late

You don't want to call exactly at the time of your scheduled call. It might sound like a small thing but you don't want to come off as too eager at this point. Plus, there is a very real possibility that she isn't just waiting by the phone for your call or is running later. Either way, you are guaranteeing that you maximize your time and don't get her voicemail.

A couple of minutes is two or three, not fifteen.

First Phone Call Greeting and Tone

You want to have a friendly and engaging tone for the entirety of the call. Without any body language to read, all of your communication has to be verbal. You want to project energy and confidence into your voice and break her out of whatever mood she is currently in.

Don't assume that whoever answers the phone is her. Start of with:

"Hey is this Jenny? *She says yes* Hey Jenny it's Kevin." 

If you get her voicemail -  Leave a message if she doesn't answer. You don't know why she missed your call so don't assume anything. A simple message like this is ideal:

"Hey Jenny it's Kevin! Give me a call when you get this. My number is xxx-xxx."

She will probably call you back shortly but if she doesn't DO NOT CALL HER AGAIN. If you don't hear back from her that day then she is probably a flake, but you can text her a few days later to try and setup another call.

The Conversation

The actual conversation itself should be fun and playful. You want to keep it fairly light, tease her a bit, and get know each other. Try not to get into any controversial topics or anything too deep if you can help it. The whole goal of this conversation is to make sure she is worth meeting in person and setting up the date.

The entire call should be 15-20 minutes tops. Once you reach that threshold you need to decide if you want to meet her in person or not.

What to do if you don't want to meet her in person - If you decide that there isn't any chemistry on your part that is completely normal. Not every call is going to work out. You should give the woman the benefit of the doubt though. Not everyone can be as prepared and confident as you on the phone and some people are much better in person. If you still decide to call it off simply end the call gently like this:

"Well Jenny, it has been a pleasure getting to know you a bit more but I have to be going."

Simple and to the point. Say your good bye's and get off the phone. At this point, you know you don't want to see her again so there is no point drawing out the process and getting her hopes up. Send her a quick text and let her down easy with an honest response:

"Hey Jenny, it was nice meeting you today. You seem like a great woman but I don't think there was a connection. Best of luck to you!"

Short, sweet, and honest.

What to do if you want to setup a date - If you decide you want to move forward to a first date you want to wrap up the call and setup that date immediately. A good transition to use is:

"Hey Jenny, it has been a pleasure getting to know you a bit more but I have to be going. You have convinced me that you are not a scary person and I think we should meet in person like normal people. Let's meet for drinks and stimulating conversation next week.  I'm free Tuesday and Thursday next week around 7 PM. What works best for you?"

The phrasing is important here. You want to let her know that she has passed the first test and make it very easy for her to say "yes" to the first date. With this phrasing all that she has to do is pick a date. Easy. Assuming your conversation went well this will be a very natural transition. Once she tells you what day works best you want to wrap up the call ASAP. Say this and get off the phone:

"Great. I'll text you later on in the week with the details. Talk to you later Jenny."

That's it. Get off the phone!

A quick note about the first date - Drinks or coffee is the perfect first in-person date for a number of reasons:

Why do drinks or coffee on the first date

  • It's simple
  • It's hard to say "no" to
  • It's cheap
  • If things are going well you can move to another spot easily
  • If things are going poorly you can end it and move on easily

Basically, drinks or coffee dates offer a lot of flexibility without much commitment on your part. You are not committing to spending several hours with someone you barely know, but are still getting to know them more.

That's it!

If you are still at the point where you are looking to find more older women to date check out our Best Online Cougar Dating Sites Review to find the best places to do so. There are a lot of scam sites out there to avoid that can be hard to spot. You will also find Cougar Life reviews, Match.com reviews, and eHarmony reviews for those most interested in dating older women.

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One Comment

  • dh1030

    So I had my first “phone call” and he said he wants to go out. During the conversation we talked about a hiking spot we both know and we suggested we go.
    Due to his birthday next week and family visiting he wasn’t sure of his schedule so he said he will let me know so we could meet in person.
    That was last night, I haven’t heard at all from him today. He seems like a very busy guy with work and doesn’t text much. Should I reach out? I never know what to do

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