Monday, June 29, 2020

Gifts That Keep On Giving (Round 2 Realizations)


One way to deal with a breakup is to write several thousand words to process the experience. According to the wisdom of my dating coach friend, that way is perhaps rare; most people take a different approach and immediately jump back on the apps. Ugh. I hate this so much, does nothing mean anything anymore? Still, Coach had good advice for round 1 so I decided to listen.

Coach lovingly reminded me that I was on a dating app for about two minutes before connecting with GUY, so for Round 2, I needed to really give it the old college try to understand how this works. Let’s recall that I had an impressive GPA so that means giving it a lot of time and effort…

Now, I’m resurfacing to process everything again! Here’s the dump of knowledge gleaned from Round 2 of online dating, perhaps appropriately referred to as the good-bad-and-ugly highlights.

(If you read this and are happily paired up, well, just be infinitely glad you aren’t me and go hug your partner a good long while.)

1. If anyone can contact someone without first matching, you will receive a bunch of messages from people who are decidedly not your type. (Bad/ugly)

I was not eager to see my old messages on the app I used before. So, with great trepidation, I tried a different one that allowed people to contact one another without necessarily “matching” first. I won’t say that I had a horrific experience on it, but I had to leave it within 72 hours after receiving multiple introductory messages of the sorts:

U R 2 beautiful 2 B single!

Why U singel?

Sup, you working?

No. Just, no.

2. I am not going to be highly sought after in the pool of single men in the age range of 40-50. (Good, I think, after interacting with this general dating population more broadly.)

It’s fine, I know myself well and I figured that this would be the case. This is true before dropping the widowed only-parent bomb on potential suitors!

Look, I don’t want and simply cannot have a glamorous hairstyle that needs cut-and-color every four weeks; I don’t have that kind of time or inclination. It’s fine for other women, just not this woman. Similarly, I do not dress stylishly nor provocatively, and I don’t post witty banter in my profile. I am me, and I like me. Personal authenticity is something I absolutely will not compromise, so my genuine dating profile is not particularly eye-catching in the disposable culture we live in.

This was all confirmed on the new app with more freedom to contact people; not one man who could be my type contacted me first. This was really depressing. I did go for it and message several men who seemed remotely like my type. A few wrote me back and I ended up exchanging messages with a couple of nice guys, one was even a minor league baseball player! Everything petered out quickly, though, and then I deleted the app. Back to the first app I tried in which both people have to select the other as a potential suitor, there the woman writes messages to guys that are matches (for hetero-seeking situations).

3. I have a weakness for the intellectual/professorial never-been-married, no-kids type, but it doesn’t work well. (Bad/disappointing, because I seem to be a good personal fit but the fact that I have two kids is like an ear-splitting alarm to these guys. Good, because I should know what I’m contending with. Not ugly, just a bit sad.)

In round 2, I messaged with a handful of seemingly intelligent, notoriously single, non-parent men. Each of these were delightful to engage with at the start! Nobody commented on my looks and more than one asked what I was currently reading. They openly found me articulate and smart, one even said outright that I was not like most other women on the app! Uniformly, things went south once we began discussing hobbies, free time, and the dead husband thing. Oops, I have two kids not close to graduation…

I am a bit sad because I found these lifelong bachelors to be enjoyable to talk to, but I don’t see how anything could possibly work out with one of them in this time of my life. I don’t blame these guys; I understand that I have a metric ton of responsibility that they can’t relate to, don’t have interest in, aren’t up for, etc. I won’t absolutely rule anything out for future rounds, but I had enough of the same kind of experience to turn my focus.   

4. Talking and video chatting help this process a lot. (Good for a widowed parent with little free time, and good in the age of covid19!)

To be fair, one of the older, lifelong bachelors (let’s call him M) messaged to ask if I’d like to talk using the app phone function instead of endlessly text. I read his message, closed my eyes for a minute, then surprised myself by agreeing. At the appointed time, my stomach was full of butterflies. I wasn’t particularly nervous about talking with M, I was mainly concerned about finding privacy away from my children within range of wifi. I accomplished this by lurking outside in the shade at the weedy, chimney side of my house (it is so fun to be me...).

I ended up chatting with M for nearly an hour. He was kind and intelligent. He shared his thoughts about the moms he had connected with – he largely finds that they are selfless and focused, as he said I seemed. It was a good conversation, I just did not get the idea that we would be a good fit for each other. Later, we messaged a bit more, and then I thanked M for a wonderful dialogue and we parted ways.

The interaction with M taught me a couple of things. First, similarly to what Coach suggested in Round 1, quickly pivoting from messaging to a more personal form of interaction can really help you understand if the person is promising. Particularly in the age of covid19, why not talk relatively soon? I actually channeled M after this experience and proactively invited two different men to video chat!

(Seriously, who is this virtual socialite I’ve become???)  

5. A divorced dad’s situation is not the same as the widowed parent scene. (Good? Bad? Ugly? Let’s say it is just going to be a challenge. Where are the widowed dads in their 40’s? Oh. Right…)

I am going to toot my own horn - at first, I was a reasonably hot ticket in the divorced dad scene! When I started swiping right with focus on the men who indicated they had children, I matched with many of them. I pulled out all the stops and messaged most of them, and many of these divorced dads wrote me back almost immediately. More than one even told me in a nice, appropriate way that I had a pretty smile! I was grinning a lot as the message notification popped up frequently in the app.

Still… The conversation almost always turns to the circumstances of singledom, it is part of the due diligence phase. Once you drop the widowed only-parent bomb, a lot of these guys disappear. I was immediately ghosted by a couple, but more common was a nice reply but then no further messages.

Here is my interpretation of my experiences. Many divorced parents have shared custody which lands them with more free time than they used to have. So, the divorced dads are looking to have some fun in their time off. The widowed mom experience is opposite because there is now way more on her plate with no significant, routine kids-free time. It can be a non-starter to the divorced dads. Since there is always a deep dating population to swipe through, why would these guys waste time on someone who would be hard to date? Turns out, most wouldn’t.

6. I’m a one-at-a-time person. (Good, it suits me.)

The game is one of numbers. In Round 1, I definitely didn’t understand how it worked… Now, I do.

First, you winnow it down by swiping and matching. Next, you further narrow the field by sending out a bunch of messages that are frequently ignored. Nothing personal, maybe you weren’t brassy enough, or maybe they were busy with work and couldn’t reply in time. Then, you carry out some surface chit-chat with several people and see where it goes. Finally, you try to talk (and in pre-covid19 days, meet) with a few.

I don’t like getting to the point where I’m talking/video chatting for a second time with more than one person. It feels like a reality TV show where I’m deciding who is worthy of my FaceTime allowance. Here, you get the rose, let’s talk again at 9:45pm tomorrow!

I may not be like other people. Or, maybe I am. I don’t care either way. It just feels dishonest to get more involved than a first meet (talk or video appearance) with multiple men. So, I’ll do it my way because at this age with my lived experience, it is the only way to go.

7. I am going to be disappointed. Frequently. (Bad/ugly. I know what I want, where is it???)

Round 2 neared completion with a finalist identified, a divorced dad (let’s call him D). We FaceTimed for hours over a couple of nights. I think we were both surprised that we felt as much in common as we did since not many of our personal facts are particularly similar. Gasp, he’s not a scientist…

D is really sweet – he followed up after a video chat with a classy text thanking me for a great connection. On another occasion, he told me that I am cute and fun, without any kind of weirdness. He also gave me his real name so I could look into him. Who could resist, right??? We decided that with a stretch of nice weather ahead, we would meet in person for takeout and have it in a public park to be socially distanced.

The day came and… he had to cancel. Not for anything to do with me; I do not feel rejected. I was just disappointed. He apologized profusely and we agreed to reschedule, but that hasn’t happened yet. The magic seems diminished in our subsequent communications.

Maybe D and I will continue to be in touch and actually meet, but it feels like I can already hear the bell ringing on Round 2.

8. I learn something about myself, my life, dating, and other people from nearly every interaction of substance! (Good, sometimes bad/ugly)

Happily, I’m a much more mature person than the last time I dated in my twenties! The ups/downs are not so awful as I remember. I'm a catch, darn it! If these guys don't think so, their loss.

I crave social interactions now that I’m single. My friends are amazing and I’m incredibly grateful to them, but even the best friend is not the same as having “a person.” I’d like to find my new person, and I’m doing what I can! Who would ever guess that I would invite strangers to video chat??? Mid-life growth is good.

Unfortunately, this quest is complicated – on my end of course, but also the other. People want different things, don’t know what they want, have their own baggage to manage, etc. Timing is everything and that’s out of my control. Like bachelor M said, either something will happen organically or it just won’t; you can’t force it.

9. Being a widowed parent is the “gift” that keeps on “giving.” (Crazy hard.)

Yeah, so it’s ridiculously sad to lose your partner and co-parent. You see that the loss is multi-faceted and nuanced while you attempt to parent the grieving children you have with him and learn to live a totally new, difficult life. As you make strides in dealing with the fallout, you realize that the world isn’t too easy on single parents let alone only parents. When you try to find a partner, being immediately eliminated from consideration due to widowed parenthood is just another punch in the gut.

It’s the gift that keeps on giving!

10. My marriage continues to bestow real gifts on me, they are just not tangible. (Amazing.)

Why do I want the dating thing to eventually produce a new "person," a true partner? Because I know just how wonderful it is to love a great person and be treasured in return. Chris showed me how to be part of a team. He showed me that real love doesn’t end. I don’t get any kind of physical sign of it these days, but our love is there underneath everything. It won’t go away, either, should I find another partner. Finding that kind of love to enjoy with a living person will not be easy, but worth it.


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