The First Date
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(go back to Chapter IV)
Chapter V
There wasn’t much settling back at home before I dropped a hint to Jim that I wanted to meet up. I was tired of keeping the distance. No more covert operations or digging through the trash… time to dive in headfirst and see just how serious this guy can be. I made a comment that I loved the food at Geoffrey’s. He bit. Fast forward – day of the date. We set a time but since I’m always running around like a nut, I was running behind. He texted me when he was heading over. After getting out of the shower and seeing that he was en route, I texted back, “Running late, ah!” Luckily he’s a great guy and took the hint. He responded, “Don’t panic, just text me when you’re ready.” Definitely took the pressure off!
He took me to dinner and to a movie. He was quite the gentleman and honestly, I’ve never been treated so well. He told me I looked beautiful. He held doors for me. He opened the car door when I got in and when I got out. He paid for both the dinner and the movie in such a flash that I didn’t even have a chance to pull out a card. I considered it a date, and I was pretty sure he did, too, but it was never discussed so there is always that doubt in the back of your mind. I was so thrilled and at that point extremely excited since all those signs pointed to it being a date.
When it was obvious to me that it was a date, I yearned for more. A handhold, touch on the arm, hug, kiss… Halfway through the movie I started getting fidgety. Multiple times I told myself, just reach for his hand, dumb ass! But something inside told me to wait. I wanted him to make that move. I wanted him to tell me how he was feeling.
On the way back to the car he says casually, So there’s something I realized I’ve never brought up in all our conversations…” Freeze. “I’ve told you about my most recent break up…” Oh no, what could he possibly tell me? “…but I was actually married right out of high school. We were together for 8 years and then she cheated on me. We were divorced and that’s it.” Swallow. Okay, so it’s not too big of a deal really. Just would have liked to be told this earlier. I told him, “Okay, thanks for telling me. No biggie.” I shrugged it off as a good piece of old news. Mental, phew!
On the way back to my house he asked, “Do you want to stop for a cup of coffee? I don’t want our conversation to end.” Melt! Good, I wouldn’t have to give up on some physical connection just yet. I told him, “Yes, I’d love to have a cup of coffee.” Finally when we sit down and order our coffee, he spills. Not the coffee, his feelings. Halleluiah! He tells me, “I don’t know how you feel about me or if you even considered this a date but I’m really into you and I have been since the first time I met you. If you aren’t into me, then I’ll let it go and we can remain friends but I need to throw it out there or I’ll never forgive myself.” Yes, a man actually said this to me. Jackpot! I told him I felt the same way. That mutual understanding and a kiss at the end of the night sealed the deal. I was dating Jim and I was happy.
to be continued…
Give In to It
Filed under: Advice, Dating, Stories, Tips, Top Lists, Uncategorized
(go back to Chapter III)
Chapter IV
I left for business with only an iPhone in hand. Jim and I stayed in touch over email and through other online mediums thanks to my international data plan. I wished I had an international dating plan but I’d have to just wait it out. It figures that right when he gets the guts to ask me out I am whisked away on some crazy jet setting experience. I wasn’t even sure where anything with Jim would lead but I was sure I was being lead somewhere interesting and I wanted to partake. The emails and correspondence between Jim and I became more flirty and telling. He told me over and over how he missed my presence and how he couldn’t wait for me to return. He made more plans for my return and I told him I looked forward to it. I swear the anticipation that built was unbelievable but fun. I couldn’t wait to spend some time with him. A co-worker even noticed my attitude was different. I denied anything was up but she insisted, “Oh no, you are definitely taken by someone.”
Now, up until this point I had never even physically touched Jim. Although we had a friendship and we had spent time together, I had never even attempted to hug him or touch him in any way and he in turn kept his distance. As I said earlier, I was afraid to go there too early. The next thought that occurred to me was about physical attraction. There was such an emotional and intellectual attraction between Jim and I that I began to doubt there could be anything more. I did doubt my attraction to him. It wasn’t a do you think he’s good looking issue – it was a physical spark I was looking for – fireworks, butterflies, explosions. Is that asking too much? When all these thoughts entered my mind I was suddenly nervous to return. I thought – well maybe if I remain far away forever we can continue this affair of the mind and I’d remain happy. Of course I was delusional and that would never be satisfying. I’d have to face my fear. If you don’t allow yourself to be somewhat vulnerable you’ll never know what you could have. Living in fear means living alone and that is not what we yearn for. So, I jumped on a plane and made my way back home; I was ready to ignite the spark.
to be continued…
The Distance Dance
(go back to Chapter II)
Chapter III
As I realized what was forming between Jim and I we began to do what I call, the distance dance. I wanted to remain further than an arm’s reach away yet I didn’t want him to think I wasn’t interested. This turned into many flirty conversations but nothing overly obvious. There were a few times when he’d compliment me in a way that would both flatter me and make me tilt an eyebrow. He would say I was pretty. He would say I inspired him to work harder. He would say I was one of the most motivated and intelligent woman he’d ever met.
Who wouldn’t be flattered? I didn’t return these compliments for two reasons. I’m not usually the type of person who verbally compliments someone (yes I need to work on that) and I was also unsure of how it would be taken. I had been keeping my physical distance and now I was also keeping my vocal distance. What was I afraid of? Looking back, I was afraid he wasn’t feeling the same way I was feeling. Silly, I know. I was also afraid to get involved with someone who was coming out of a long term relationship. All I knew was that I was intrigued; I wanted to see where things would go. I began to wonder how long this dance would last.
During this time I was also questioning my own feelings. What did I want? Was I really interested in Jim as more than a friend? Where did I see this going? The answers were obvious to me but I wasn’t ready to admit them yet. I have had so many relationships in the past start because I initiated them. I wanted this to be different. I wanted him to approach me. I want to know someone wanted me. I wanted someone to man up and admit it. Okay, flashing neon lights now: Ask me out!
Then Jim asked me to join him at an event (finally!), however, I was simultaneously hit with a business opportunity that meant traveling for some time. I would be gone for a while so any dating plans would have to wait – but was Jim asking me out on a date? I wasn’t so sure. My intuition told me yes but another part of me warned that it might not be a date and not to get my hopes up. I do put my career ahead of anything else, and Jim knows this, so I bought my tickets to head out of town that weekend. The realization that I would be out of contact for a while struck a nerve in me. In the last conversation with Jim before I left town, he told me he would really miss me. I finally gave in and told him I’d miss him as well, because I would. The distance dance would continue a bit longer.
to be continued…
The Friendly Meeting that turns Personal
(go back to Chapter I)
Chapter II
Now there wasn’t one instance where the friendship Jim and I began turned more personal. Over the next few months our lives became more entwined online, in social circles and in personal matters. We were talking and interacting on a daily basis. I learned that Jim had recently been through a break up. That relationship had been a long one – over 5 years. There were similarities between his just-ended relationship and a past long term relationship that I was a part of once upon a time. My thoughts about my experiences helped Jim understand the female perspective a bit more in his current situation.
He told me that he and his ex had lived together for most of their relationship. He also told me he thought they would eventually get married and have kids. In the end she fell out of love and decided to leave. Jim had no idea this was coming. It shocked and stunned him. It took about four weeks of transition (as she moved out) and trips to a therapist to get him to realize that the relationship had been ending for a while. His girlfriend had fallen into that very common comfort zone where she existed only as a half of the equation. She felt that she had lost herself and that the relationship was the cause of her not pursuing her dreams. Jim felt he was always supportive of her. Regardless of Jim’s support, his girlfriend’s thoughts and state of mind were her own worst enemy. Her unhappiness about her life turned into resentment and it ate a hole through the center of their relationship. She also never voiced her fears to Jim – the first rule in a relationship – open and honest communication.
Needless to say the break up was very hard on him and I talked to him about it for many days and nights. I learned more about him through these talks and although he and I became very close, I was careful to remain a supportive friend and not become too involved or invested in what was going on. He needed this time to reflect and heal.
I learned that his past girlfriend was younger than him by quite a few years which I found interesting because it seemed that I was about her same age. I didn’t really know how old Jim was. I thought about asking but didn’t. From other stories about his family I figured he was probably in his mid-thirties. More on that later.
Since he was offering up information about himself, I did so in return. Over these few months we developed a friendship. It was easy to talk to him and easy to ask for advice. I cared about how he was doing, how his career was progressing and invited him a few times to join my friends and I out and about.
Soon our conversations turned into more detailed conversations about relationships, sex, and what it is that we were looking for in a relationship. It was always hypothetical – well verbally hypothetical but I won’t deny the subtext. Although I felt a hint of something else there lurking between the lines, I tried to remain just a friend. If I were being honest with myself, and with you all, I’d have to say I remained on that friend level only because I was weary of his newly ended relationship. But there was something there and I was pretty certain it was mutual.
to be continued…
The Professional Meeting that turns Friendly
An introduction to this story is contained in the previous post.
Chapter I
I’m big into meeting new people, talking shop and helping those people who impress me connect with others. One of those people, Jim, met me for coffee one morning and after sharing business related information we found ourselves talking about our interests, our experiences and our lives. Jolted back to reality by the calendar notification on my phone, I realized our talk lasted two and a half hours. We both ran off to our respective meetings and engagements but we would keep in touch. I left there thinking, wow, I just met someone extremely intelligent, funny, hard working and with similar likes and dislikes to my own – need to keep this one close.
The Good Breakup
Ethan and I broke up.
Bet you didn’t see that one coming. I know, I’m a bucket o surprises.
There isn’t much to say about it other than things didn’t work out. Oh well, at least I tried. Not really too many hard feelings on either side. We agreed to give each other some space for a while, but we’re back on speaking terms. Regardless of how things ended, we still would have to talk, since he cosigned on a rather large loan for me, which will have to be refinanced in 6 months to get him off the title.
Leave it to me to get legally entrenched with guys that I’m casually dating.
I’m pretty happy with the way that things turned out. He didn’t feel the need to completely cut me out of his life, steal my friends, mail be back gifts I gave him or sell any of my stuff on facebook.
That would be a more typical breakup for me.
PDA and Gossip: Old rules, New application
We have to accept that our dating lives are very different today than they were in the 90s or the 80s. Our status is out in the open even if your settings aren’t set to public; you’re still virtually standing on your front lawn with a sign, “I’m in a relationship with Tom Delaney.” With this comes a set of rules that aren’t so different than the rules of dating in the past but we just have to work a bit harder to apply those rules to the new world.
The first rule is about PDA. Public Display of Affection is something most people agree is rude and just plain gross when pushed to the limit. Just as you wouldn’t suck face with someone while sitting in church or dry hump your significant other standing in the grocery line at the store, you shouldn’t be talking dirty or mushy online for all your friends, followers or stalkers to witness. What am I talking about? Those Facebook wall posts from boyfriend to girlfriend: “I miss seeing your face, I love you, I love you, come home soon.” Then the reply, “I can’t wait to see what you have in store for me…” Barf! Really, come on. We don’t need to witness your love and desire for each other. Put yourself in the position of the friends that have recently ended a relationship or who are bitter that they are alone. Or how about those of us who would rather NOT imagine you two doing the deed? Ever think of that? Rules on PDA are still in effect – this is the memo if you missed the last one.
The second rule is about business. No, not your job, your business. Even though we all have these outlets to spout our business, it is for us to create and control; we give what info we want and that’s it. Even though you are friends with me or follow me doesn’t mean you have the right to every bit of information about me. This is not middle school so keep your nose to yourself. And you know who you are! There is a difference between honestly caring about someone and just wanting to know the next piece of gossip. For instance, my friend is in a new relationship and they do have their status out in the open on Facebook like many of us do. Last week her boyfriend’s account was hacked and his status was deleted. This sent a shuddering ripple effect through the waves of Facebook and on her end, she is suddenly broadcasting to her 200 friends that she is no longer in a relationship. Not only do her real friends become worried but her Facebook friends get all nosy… and THEN her male Facebook friends, as if the full moon just popped up over the horizon, turned into meat hungry wolves and pounced. Seriously! She was mistakenly single for all of about 20 minutes on Facebook and she had 15 messages from the concerned, the nosy and the horny. Back off people! Even if it was a real breakup do you really think any woman is going to turn around, see all these concerned friends and take the bait? “Hey, sorry you’re going through a rough patch… come on over, I have a bottle of wine we can enjoy.” Right. Sure. Keep dreaming dirt ball! You are so transparent you now don’t even exist. Delete!
20 Questions: When a Date Feels Like an Interrogation
Ah! That’s about all I can say at the moment about my date tonight…. Just give me a moment to gather my thoughts and I will unload! Actually, it wasn’t a date. You could call it an interrogation before you could call it a date!
I had never met this guy before – set up through a friend of a friend. First bad move. We decided to meet at Starbucks since I like to make blind dates a short affair in case the date is going horribly wrong (good dating rule). When we met he seemed very nice and we sat and talked for about 15 minutes. He asked me questions about myself and so I talked a bit to give him an idea of who I am and where I came from. I asked him a lot of questions as well but he kept asking about me. When my stories came to an end I asked him again about himself. He told me, “Well I was born in Mumbai, raised in London and I have been here for 10 years working as an IT consultant.” Then he abruptly stopped and said, “I’m really sorry but I’m extremely hungry, can I take you to get some food?” At first I tried to get around it but he was really nice and it was dinnertime so I gave in (broke my dating rule).
We went down the street and he ushered me into Chipotle. Yeah, Chipotle. First of all, I don’t even like Chipotle and secondly, he didn’t even ask me if I was okay with getting food there. We went in and he got us food even though I told him I didn’t really want anything. We sat down and he said, “So what questions do you have for me?” I said, “Well do you have family here? What do you do for fun?” He smiled and said, “No, ask me questions about me and what I’m looking for.” I thought to myself, well if you want to tell me certain things go ahead – who needs a prompt? I said, “I don’t know what you want me to say.” So he turned it around and said, “Well, there are certain things I want to know about you and you should know certain things about me. What are you like as a girlfriend?” What!? I replied,
“As a girlfriend? I’m not sure I understand.” He tried to explain, “Are you passionate? Do you hold hands in public? Will you show affection in public?” I was really taken aback over these questions. I was in shock and he just sat there, all business, waiting. I slowly replied, “No, I’m not overly affectionate in public.” He got annoyed, “Why not? If I reached to hold your hand you would take it away? Wouldn’t you care?” I sat back and secretly pinched my arm under the table – was I having a nightmare? I tried to end the conversation, “Well I don’t know how to answer a question like that. When you are in a relationship and in the moment, you find these things out. You don’t just ask me if I’m the type of girl who will hold your hand and ask how I show affection. Those are things you spontaneously find out about a person if things feel right.” He responds, “Well, I think things feel right and so I just want to make sure you are okay with me touching you.” Okay, the end. I stand up and say, “I think I’m going to head out.” He gets really frustrated and asks, “What do you mean you’re leaving? Ask me questions, ask me.” I told him as calmly as I could without blowing a gasket, “I don’t have any questions for you, I don’t want to know any more. I want to leave.” He asks in an angry tone, “Would you go out with me again?” I really felt like I had stepped into the Twilight Zone. I laughed sarcastically and made a beeline for the door. He’s probably still sitting there wondering what went wrong.
Can I buy you a drink?
Thursday night I was out and about and a guy asked to buy me a drink. I figure this is probably the most common pick up situation out there so I will give you the play-by-play. Maybe you guys out there will gain insight or maybe you’ll be completely turned off by what goes through my mind in situations like this one – but I will be honest nonetheless. 
When I decided to close out my tab I left my group of friends and went up to the bar to do so. I squeezed in between two guys because if given the option when presented with a packed bar, I will find two guys and squeeze between them. This gives them the opportunity to strike up a conversation. Viola! The guy next to me says hi and asks me my name – works like a charm. We introduced ourselves and he asked me what I do. We had a simple exchange and then he asked to buy me a drink. Since I was planning on leaving (it’s was late on a week night) I turned him down and said no thank you but I’m heading out. He asked me who I was there with and also if I come there often (of course). I didn’t think it was a cliché thing to ask though as he said it pretty casually. I could tell he was interested in me and was going to try to keep me at the bar as long as he could with simple conversation. He was extremely pleasant and laid back, not aggressive or creepy so I was happy to chitchat. He asked me again if I was sure I didn’t want him to buy me a drink. At this point I asked myself, why wouldn’t I let him buy me a drink? I looked at him – really looked at him. He’s probably about 10 years older than me – not a problem. He’s a bit scruffy and extremely casual in his dress – not all too impressive but not a big deal. He has dark hair that’s kind of long and he’s slightly overweight – overall not my type. I declined the second offer. At this point I had learned that he was a paramedic so I reinforced my not having another drink with the fact that I was leaving and had to drive – this was true and I really had hit my drink limit. He said he hoped that he would see me back there in the near future. I said I’m sure I’ll run into him again as I liked the bar. I said goodbye and walked away with his gaze still on me. I liked that he stared after me. I also liked that I was the object of his affection for even just those few minutes it took to pay my tab. Mr. Paramedic will have to find someone else to play doctor with. Or, if I do return to that bar and he’s there, maybe persistence will win me over. I do like a fighter!
When Technology Gets the Best of You… Bluetooth Blues
I was at the car wash this morning and this guy was sitting on a bench waiting for his car. He’s obviously having an argument with his significant other but tried to keep it down since there were a few of us sitting there waiting for our cars. I tried imagining what the issue could be… Suddenly he grabbed for his bluetooth headset at his ear and said, “Hello? Hello?” A car washer had just pulled a car around in front of us. The car washer got out, opened the doors and glanced frantically at the group of us waiting. With the doors open, we can hear over the speakers in the car, the other side of the conversation that guy was having until a moment ago! The woman on the other end was yelling (and broadcasting to the entire car wash audience), “You say you’re not attracted to Beth but you stare at her and sneak off with her at Mike’s and you were obviously flirting with her over dinner… what do you think that tells me? Do you think I’m stupid? Craig? Craig? DON’T IGNORE ME!” Headset guy (now known as Craig) rushes to the car, jumps in, closes the driver side door (the other doors are still open). He yells, “Lisa, the bluetooth just picked up in the car and everyone at the car wash can hear you – I need to call you back!” We all waited until he pulled away to chuckle at that poor schmuck’s predicament.
We’ll always have moments like this when our gadgets are just too smart for us. My advice? If you are interested in Beth then dump Lisa first… OR write-off dating forever and know that you can always rely on your bluetooth!

