The "Professional Dater" Knight

Prelude: At this point of the blog: my family thinks I need psychiatric help and my friends regard this as better than TMZ. 

I am thinking that re-devoting myself to my career and publishing this as my first book because I am nearly convinced I am NEVER going to meet anyone like this. Story time. . .

While doing my weekly check-in on my inbox on the dating site, I came across an email from a guy that had a GREAT smile.  I am talking, I think that guys teeth twinkled at me through the picture. Game show host quality smiling. I read his intro email and it showed he had actually read my profile. He talked about being a fellow entrepreneur and traveler, and he encouraged me to look at his profile. Very LinkedIn of him.

Good smile, but totally not someone I would date.

Of course I then went and stalked his page. (Is it stalking if the assumption is that you will take up the invite to stalk?)

He had standard issue stats:  5'10, career in marketing, looking for a relationship, father, entrepreneur, nearby resident, into health and fitness, divorced. OK. Requirements of not living at home, has job, not married and dating, writes in full sentences, seems interested in me and didn't write a form letter as an intro, check. He makes the cut.

I sent him a message back talking about traveling and asking about his companies. He then writes back and asks if I wanted to have dinner with him to discuss any of these questions further.

I have now gotten much more expeditious with this dating thing. I started this blog MONTHS ago with the hopes of banging this out in a month. I am now nearly 8 MONTHS in. Nearly another full year of my life!!! You know that I am saying yes.

He sends me his number, and tells me to text him to confirm the day before a date we loosely agreed on. I get totally harried with my week, and forget to text him the day before, because I am hair brained like that. Since we have not confirmed, I assume that we are not meeting and I text him the day we had  originally specced to meet when I realize that I have missed the prior day's deadline.

He sends back this text saying that he's at the restaurant by himself. He texts he's never been stood up before.

Wait, what the hell? I scroll back through the texts. I didn't agree to a place or a time. . .What the hell is this man talking about?

I send back: "Being stood up would imply that we had landed on a place and a time. I don't see that. Did I miss something?"

He sends back that he is just joking, but I can buy the first round of drinks because I moved the date. I don't agree, but tell him I am willing to reschedule. He asks if we can reschedule for the weekend. I agree, put it on my calendar and am still baffled by the previous texts. Whatever.

He tells me he will text me later with options on where to go.  I feel that even if we don't have chemistry to date, he seems like a pretty interesting business person, and if all else fails, we have our work to talk about.

He offers Roots, or Urban Table. I choose Roots because I haven't been there in AGES. Keep in mind, Roots is a steak house. I ask what time, and he tells me our reservation is at 8.30pm.

This is the first man who has made a reservation for dinner and only the third man I am having dinner with.  Yes folks, this is what the fish bowl is like these days. . .

He suggests that we meet at the bar at 8pm for a drink, and then head to our table. I agree. I see what he is doing though. . .If it sucks having drinks, or he wants an out, he can bail before dinner. I would do the same. Touche.

He then sends me this odd text:  "And I don't  eat red meat."

Strange. Why would one pick a steak house then. My dreams of a lovely Porterhouse, great wine and great conversation have been squashed. I wonder what he's going to eat? Why do I care? Whatever, not my problem.

The day of our date I arrive just before 8pm.  The bar keep clears a place for me at the bar amongst the throngs of patrons. I thank him and order myself a Stoli, dirty martini. Two can play the half hour game.

I text him that I am sitting at the bar wearing jeans and a black shirt.

All of a sudden my Knight is standing next to me and immediately slinks into the seat that is available to my left. He is as attractive in person as he was in his pictures. You can tell he works out and he is dressed well in his pressed, black button down shirt and jeans.

He orders a Tito's and club soda and gets settled in. He sort of busts my chops about moving the dates, but I brush it off and tell him how "happy I am to be here today."

He begins by talking about his work in the health services industry and how he got his start building his empire. He is quite accomplished and he is very eloquent. He is exceptionally engaging and probably kills it at business development. He's a great conversationalist.  He asks me about my work in marketing and for the first time on pretty much any of these dates, the man totally and fully understands what I do for a living. I am impressed.

The maître d' stops by us at the bar to tell us that our table is ready. The bartender asks if we are going to transfer our tab to the table. I tell them that is is fine and leave a cash tip.  My Knight then tells them that he doesn't want to transfer it to the table. I say OK and reach into my wallet to get out my money to pay for my drink. My Knight then looks over at me, says "thanks," and walks off towards the table.

I guess he did get his free drink on me after all.

When I arrive at the table he is standing there waiting for me talking to the waiter. Seems he is a regular. I am a bit ticked that I just plunked down nearly $30 for the drinks. This was going to severely cut into my personal steak budget.  Dang.  Now I am at a steakhouse and I'M not eating steak. WTF?

As I turn to sit down I notice that I TOWER over this man. He is not only shorter than me, but think middle school dance girl boy height ratio difference.  Awesome.  5'10 my ass.

I re-compose myself, and for whatever reason decide I am going to stay for dinner.  Probably because I am starving and well, I am one of these people that always hope for good to come out of situations even if it looks bleak.

He orders a Caesar salad and a mac and cheese side and a glass of wine. My budget has me now down to a tomato salad. I am assuming I am paying for at least my dinner and have embraced this.  However, I now have no budget picking up his dinner as well as mine. Not happening.

We chat through dinner about his work, my work and then we begin to discuss the topic of dating. He tells me of the many, many dates he has been on. How he can tell if someone is into him or not, how he usually dates early 20somethings, how some of the dates have been complete disasters. I agree that dating is a real challenge and ask him about his worst date. The conversation continues like this, and I realize that this man may actually have been on, as many, if not more dates than me! I am fascinated by the stories and we carry on like this for a while. We wrap up dinner and decide against dessert. He is a charming man, but seems to be happy dating and lying about his height. No worries, just not for me.

He offers to pick up dinner and I thank him. This was a lovely gesture.

He walks me to the door and I tell him that I will find my way to my car. We sort of nod to each other good night in a very business-like fashion and head our separate ways. As "professional daters" we both know that this is the end of the line.

As I arrive back my car, I realize that, after quite a bit of digging,  I don't have Svetlana's key. Usually it is buried in some nook in my bag, but tonight the car key is gone. Legit.

I am in monstrous heals and am dreading the three block walk from my parking space BACK to the restaurant.  As I get a few steps into the restaurant I walk right smack into my Knight. We look at each other quizzically.

"I think my key fell out of my coat pocket during dinner," I stammer.

"I had to go to the bathroom," he replies.

Neither of us have unscrewed the shock on our faces at this point though.

I begin to head towards the booth we were sitting in hoping I won't have to ask some poor person if I can crawl under their table. Thankfully there is no one there. I crawl all over the floor while the staff shines phones and my Knight jockeys chairs. No success.

The search party now carries over to the bar, which has significantly cleared out. Thank God. This is just awkward enough without digging under more chairs.

As I walk over the bar keep smiles at me. He asks me if I am looking for "this," as he holds up my car key. Turns out the sucker escaped into the crevasse in the chair I was sitting in, and the guy sitting next to me found it in my chair when I stood up.  I thank him and the Knight and I begin heading for the door for the second time tonight.

Again, he offers to walk me to my car, I politely decline. It's like Groundhog Day with my date. I say goodnight and wave as I wander off.  I meander back to my car, feet aching. As I stare up at the moon, just to check if it's full or not,  I again question why it is I am doing this.

If everyone says that you meet someone when you are not looking, maybe I should really stop looking. Or do I believe that everything does, in fact, happen for a reason. Hence the reason I am trying to stick out this thirty date endeavor is because this is what needs to happen. I don't know. Each day I seem to feel differently. The dating has been 80% terrible with the two exceptions: it has given me a lot of perspective and this has provided me the ability to learn that, perhaps, I can write.

I hop in my car, throw on my flip flops and drive home to my sanctuary on the hill.  I try to author my text message farewell to this evening's Knight, but I end up falling asleep watching Real Housewives of Atlanta.

I awake the next morning and see no signs of him having text. Well, I feel I am absolved from messaging. Super!

At lunchtime the text comes in. He had a great time, and maybe we could do it again, but not at a steak place. I send back that I had a great time and hope he has a great week. Nebulous and polite. I believe that the professional dater will be able to take the hint.

The Pisan Knight

pisan: (as listed on the Urban Dictionary website) An Italian, esp. an Italian Male 

This date was initially going to be called the Persistent Knight, but I think he is being de-throned as I write.

As soon as I got the on-line dating page resurrected this gentleman started emailing. He was pleasant in his email but the messages seemed a bit canned. If you have never done the online dating thing, here's a little secret. . .Some dudes treat their dating profile introduction like the introduction to their insurance agency. You get a form letter. What I find to be hysterical is when I get the same form letter twice. The kick in the ass is that you can see what you have written in all your message chains back and forth. Stunning.

I am fairly certain I got at least one and half canned letters from this gentleman, so I wasn't really keen on meeting him.  Also, something about his profile made me ignore the initial requests. I can't recall at the time but I just was not totally into meeting this guy. Apparently though, he was totally into meeting me.  He continued to email me asking me if I had any time to get together, how my work was going and would kind of check in and say hi periodically.  I liked his persistence. It wasn't creepy, it was determination to get me to say OK, so I did. I like persistence.

We had agreed to meet the first time I think the night that Hurricane Sandy hit. I had cancelled in anticipation of the storm and he was already asking for the rain date.

Donate to Sandy

I think we then agreed to meeting if power was back for both of us (as it turned out) the night that we had a Noreaster.  I was assuming the universe was telling me three strikes and you are out. . .Maybe I should have listened.

From the get go he had wanted to meet at Bensi.  I agreed, having been there once. He had sent on the address for the initial meeting, which was now some time ago and buried in my text messages and that's where things started to go wrong. Now anyone who knows me, knows I was destined to be a CEO.  "Just give me the 30 thousand foot view." I like the big picture and glaze over details like a doughnut. He had sent the address ages ago, I had glanced at it, saw the highway it was on and though "Oh, I know where that is", and then never looked at it again.

I set out the evening of our date due to be at Bensi at 8.  It wasn't Blue Ribbon, but I was amped to go none the less. It's like when you are standing on the side of the boat getting ready to go diving. You know it's gonna be an adventure you just aren't sure if you are going to get out of the water relaxed and at peace or screaming and terrified.

I pulled into the parking lot at roughly 7:58pm and there were just a few cars. Something just felt off. "Was this the right place?"I thought to myself.  For whatever reason, NOW, I decide to jog back through the text messages to see what the address was. Yep, as I had suspected he was headed about 5 minutes down the road to the OTHER Bensi. Awesome.

I called him and sheepishly confessed that I hadn't checked the address and I was at the wrong place. He was flabbergasted.  He kept asking "Didn't I send you the address?" I kept repeating that I had received it but had gotten my wires crossed and he was beyond vexed as to how this could have happened.  I offered to come to where he was if he was willing to wait just a few minutes more. He kept asking if I had put it in my GPS.  I kept explaining I didn't have a GPS. (Generally I like to drive with the Force. No GPS crap. I just FEEL like we should go the way we are going.)

Good enough for Obi-Wan Yoda and Gary Coleman is good enough for me

Kindly, he offered to come to where I was and to look for him in a few minutes. I sat down at the bar, ordered myself a drink and commenced with waiting. I am not usually a fruity drink girl, but seeing as I didn't think that this date was going to last long from the jump, I figured again, what the hell, I might as well have a buzz on while I wait.  I ordered a clementine flavored cosmo and truth be told, it was quite tasty. Shortly there after in walks our Knight.

To give you some background on my hesitation with my Pisan Knight -  I am Italian.  I can hide it about as much as I can hide my love of the daily Ross and Simons emails I get.  I knew at some point during this dating adventure I was going to run into a fellow full blooded Italian man. Being from the Northern New Jersey area not running into an Italian guy in a pool of 30 was pretty much like like going surfing and not getting wet. I don't have anything against Italian men. Don't get me wrong. I just find that the ones in their 40s who have never been married and still live with their mothers are well, not my ideal candidates. In my experience, I have found that this group are fastidious, regimented and kind of old world in their thinking. They believe women still belong in the kitchen barefoot and pregnant, men need to do men things and flex their machismo, among other depressing dogmas that cause a staunch feminist like me to feel a bit itchy every time I have to keep their company. I thought perhaps maybe by the good grace of the universe, I would dodge the Pisan bullet and get a "modern" Italian man.

He was about 5’8, full head of dark hair and very Italian looking.  His profile said 42 and looked like he was into working out and skin care products.  He was clean shaven and dressed in a purple button down shirt and jeans.  Upon realizing who I was he immediately started in with “I had a number of jokes  I was going to use with you about not being able to get to the right place,” and I wanted to bolt out the door speaking in tongues assuring he would never call again. It’s like bartending and getting the guy who thinks he’s hysterical and you are his private audience. Unless you’re Eddie Murphy it’s pretty fucking painful. I felt badly about the mistake and his idea of humor was being lost on me.

I suppressed the urge to run and told myself I have a blog to write and I really need to commit to make this work. I am close to having my first sit down dinner since this whole dating blog started and it’s 8pm and I am starving. We agree to move from the bar to the restaurant so I close out my tab and grab my martini. We sit down and immediately he brings the conversation back to the fact that I was at the wrong place. I now try a different tactic.  I tell him how grateful I am that he was the one who fixed the problem. I hope that this will get us past this or I am ordering the check. This seems to work, he backs off and  he and I look at the menus to figure out what we are going to eat. He tells me that he is very health conscious and will be getting his usual grilled chicken and salad.  Shit. I can’t be a total heathen and order a full entree with this guy. I think I said “Oh cool,” and starting perusing the appetizers. The waiter comes over and asks if we need anything to drink. I tell him I am just looking for a water back for my martini and my date orders a Appletini.  Now maybe I am strange but I don’t usually see guys ordering Appletinis.  Discuss.

He starts the conversation with “So how’s the dating website working out for you?” I look at him and respond dryly, “If it was going so well would I be here?” I figure he’s either going to be offended or laugh this comment off. If he’s offended, game over, I am out of here. If he laughs it off, I’ll stay.  He ends up laughing it off and I figure we are going to continue the conversation. Now begins the interrogation. Am I originally from New Jersey? Where are my parents from in Italy? What do I think of online dating? Is my hair naturally blond?  What sort of business am I involved in?  Do I work out? And a laundry list of about three dozen other questions rained down on me for the next 15 minutes that made me feel like all was missing was spotlight and someone asking me where I was on the night in question. He at one point  HE even said, “I am asking a lot of questions. This is turning into an interview,” and again more serious than joking responded, “yep, sort of.”

I try to dodge the battery of questions by asking him what his hobbies are and what he is passionate about. He tells me he is into trading stocks, options specifically. I begin to ask him about this topic because I know as much about stocks as I do the square root of phi.  At first this seems like it is resuscitating the conversation. He becomes animated and starts telling me about naked buys and sells and despite the fact that I have only had 2 sips of my martini, my head is swimming trying to keep up with all the phrases and terms that he is using.  When dinner arrives, my fried calamari and his clams, (last minute decision to grow a pair I guess and not get a salad?) I am relieved. Perhaps now this will change the course of the conversation again. Wishful thinking. He now takes this opportunity to start in with “OK, here are some Series 7 questions" . . .  and begins quizzing me on the material he has just covered.  Fortunately for me,  I am getting the questions right but have no idea why or how. . . but this is getting seriously old. I feel like I am on a date with my college professor trying to get extra credit points. I try to shift the conversation yet again. . .

He mentioned he liked music so I begin to ask him about what type of music he plays/likes.  We have what turns out to be a decent conversation about music, that then segues a conversation about cars. He explains to me that there are girl and boy cars and of course I have a Jetta because it is a girl car. This is all very interesting coming from a man drinking an Appletini. Periodically he stops his diatribe about who-knows-what to attempt to force feed me calamari and clams. I had never been browbeaten into eating appetizers, but tonight seems to be a night of firsts, why not.

I need to get off this crazy train I am calling a date and get on with my getting home. I’m stuffed to the gills, my head is still swimming and now my date who has had ¼ of his drink is telling me he feels “tipsy”.  I have never been more happy to see waiters breaking down a restaurant in my whole entire life. I see our waiter come over and I immediately start with “I don’t want to keep you here any later than you need to be here. I’m in the biz and I feel terrible we are the last table holding you up. Please bring us a check whenever you are ready” I find that this approach, in its altruism, masks the disdain I have for sitting one more minute with this man. He agrees it is getting late (It’s 10pm) and he should probably be getting home too.  He walks me out to my car. I thank him for a lovely evening and he asks if we can go out again another time. I tell him that the rest of the month with the holidays and what not are going to be a challenge for me but I will do the best I can to get back to him in a timely manner. I get in my car and drive away giggling. Well at least I know I might be able to pass the Series 7 Exam now!