I'm starting to like him...but am I crazy?

misskris816

Well-Known Member
I'm starting to casually "date" a man who has had his share of the ladies and I'm wondering if I'm getting in over my head. Please let me know what your opinions are.

This man is very active in my community and the redevelopment of our downtown area. He seems to know just about everybody. He's also a successful investment banker. We met through a philanthropic organization where he is the President. Not only am I attracted to him, but I also like the fact that he's successful.

Ok, when I first met him I could tell that there was an initial attraction between us. We ended up sharing a kiss one night after a volunteer meeting when he walked me to my car (it was good, too). I asked a mutual acquaintance about him and she basically let me know that he has no intentions of settling down and is a ladies man. When she told me that, I decided to not even bother.

Of course that was short lived.

A few weeks later, we saw each other at a lounge near his house. I had 2 martinis and was gone with the wind (can we say lightweight?). We ended up hooking up at his house afterwards , and then i spent the night. The next morning I left for work and was pretty much kicking my ownself in the ass for what happened. I thought, "Great, now I'm just another notch on the belt." I fully expected to never talk to him after that, thinking that he got what he wanted, so why bother?

He ended up sending me an e-mail and following up with a phone call just 3 hours later. I felt a little better.

To make a long story short, we've continued hooking up a few additional times. Coming from a stale sex life, he makes me feel wild and adventurous....and I like that. I wanted it to be more than sex though, I wanted him to actually take me out somewhere.

He went to Las Vegas on a business trip and we spent the night together the evening before he left. I live close to the airport, and when he flew back in, he called me several times to see if he could come over to see me. I had my phone on silent and missed his calls, but then i came over to his house afterwards.

(This would be a good time to add that we don't have sex everytime we see each other. I switch it up so that he never knows what to expect).

Then, I started feeling like I wanted more than just the sex component. I'm not trying to marry the man, but dang, can you at least take me out to dinner and the art gallery, maybe? So then, he began taking me out. We had dinner together a few days ago, and he called me up yesterday morning and wanted to meet for brunch in an upscale part of town. We ended up eating outside on the patio enjoying the beautiful mild weather for the day. Yesterday he also gave me a cute pair of boy shorts that he bought from me in Las Vegas that says 'Sin City' on it.

I've made a few observations that leave me confused: we don't hold hands, the hugs aren't that tight or long, and when we go out to eat, it doesn't always seem like a date...but we have fun and laugh. (He'll pay for me, order for me, and keeps his arm across the back of my chair.)

So my question is: Are his actions typical of a ladies man? Do you think he's just trying to lure me in? I'm starting to like him, and I think he likes me, but I probably have some blinders on. Any outside thoughts/opinions would be great. My friends tell me just to have fun with it and quit with the expectations.
 
Last edited:
Its time to ask what his intentions are. He sounds like a ladies man however (as are most guys) but if he's feeling you, he may slow down and smell the roses with you.

In this case since you're feeling him, you need to know where he is too, so ask. Its just that easy and that hard because 50/50 you may get the answer you want.

You've already doing the do, so you'll have to decide how far you're willing to go should his answer to you not be favorable.

My experience has been that if a man is really feeling you, he lets you know it one way or another.:yep:

-A
 
You've already doing the do, so you'll have to decide how far you're willing to go should his answer to you not be favorable.

My experience has been that if a man is really feeling you, he lets you know it one way or another
.:yep:

-A

I agree with Arcadian, EXCEPT I DON'T think you should ask him his "intentions."

My humble opinion (and it's very humble:lol:) is that once you do that, HE has the "upper hand," because now he operates from the "I've got her and I know she wants me" mode.

Girlfriend, IMO, it's time to "flip the script" at least a little. Clearly, this man is a "playa, playa":lol:, so IMO, he's seen it all from women. I bet most women ask him where they stand with him.

The best way to "stand out" from other women is to be DIFFERENT. Since you've already had sex with him, he may believe he's "conquered" you, so now you have to show him in subtle ways that he hasn't. I suggest reading two books:

Why Men Love *****es by Sherry Argov (trust, there are 50-11 threads about this in relationship forum) AND

How to Marry the Man of your Choice by Margaret Kent (I know you said you don't want marriage, but TRUST ME, this is literally the greatest relationship book I've ever read. She has one chapter called praising and criticizing the man you love....it's a keeper:yep:)
 
Last edited:
Its time to ask what his intentions are. He sounds like a ladies man however (as are most guys) but if he's feeling you, he may slow down and smell the roses with you.

In this case since you're feeling him, you need to know where he is too, so ask. Its just that easy and that hard because 50/50 you may get the answer you want.

You've already doing the do, so you'll have to decide how far you're willing to go should his answer to you not be favorable.

My experience has been that if a man is really feeling you, he lets you know it one way or another.:yep:

-A

When he wanted to come see me last time, I said, "I haven't been representing myself very well and I'm not going to be your on-call booty call." His reply was, "You know that I respect you and am very impressed by you. I've told you this several times. Please don't try to put us into a box right now."

My sister agreed with him, however I COULD take that as him trying to keep things as they are. She says I'm over analyzing though.
 
I agree with Arcadian, EXCEPT I DON'T think you should ask him his "intentions."

My humble opinion (and it's very humble:lol:) is that once you do that, HE has the "upper hand," because now he operates from the "I've got her and I know she wants me" mode.

Girlfriend, IMO, it's time to "flip the script" at least a little. Clearly, this man is a "playa, playa":lol:, so IMO, he's seen it all from women. I bet most women ask him where they stand with him.

The best way to "stand out" from other women is to be DIFFERENT. Since you've already had sex with him, he may believe he's "conquered" you, so now you have to show him in subtle ways that he hasn't. I suggest reading two books:

Why Men Love *****es by Sherry Argov (trust, there are 50-11 threads about this in relationship forum) AND

How to Marry the Man of your Choice by Margaret Kent (I know you said you don't want marriage, but TRUST ME, this is literally the greatest relationship book I've ever read. She has one chapter called praising and criticizing the man you love....it's a keeper:yep:)

Yeah, you're so right about the bolded. I do find myself rejecting him quite frequently (even though I don't want to), just to keep him on his toes a little bit. I'm leaving next week to go to Italy for 10 days, and I think my absence will either make the heart go fonder, the d*ck get harder, or he might just move on altogether. We'll see.

Thanks for the book recommendations, I'll look them up next time I head to Barnes & Noble.
 
Yeah, you're so right about the bolded. I do find myself rejecting him quite frequently (even though I don't want to), just to keep him on his toes a little bit. I'm leaving next week to go to Italy for 10 days, and I think my absence will either make the heart go fonder, the d*ck get harder, or he might just move on altogether. We'll see.

Thanks for the book recommendations, I'll look them up next time I head to Barnes & Noble.


hehe I loved that!
 
imho you started off wrong...

deep down inside your gut tells you he isnt serious....you already know his rep....

i say...stop sleeping with him and let him pursue you if he is really serious....let him earn it!
 
imho you started off wrong...

deep down inside your gut tells you he isnt serious....you already know his rep....

i say...stop sleeping with him and let him pursue you if he is really serious....let him earn it!


You've got that right, I'll be the first to admit it. When you start off that way it's hard to take steps back. My only choice is to stop sleeping with him at this point.
 
I have seen a playa settle down (with one of my good friends) and the one thing I noticed about my girl, other than her beauty (she is really, really beautiful) is that she was very guarded with him. She really made him earn her respect and trust. This boy had girls throwing themselves at him and my friend was different from that. I think that really helped her win him over. Most importantly, he had to win her over, and she made that very clear!

You already acknowledge that you may have made a mistake by sleeping with him and that you intend to put it to a halt. Your next steps are good ones. The only thing I want to add is that if something is for you, it's for you regardless of what anyone says or does. This means that whether you violate or strictly adhere to the plans you have made, you may still end up with him. But if you start a relationship with a cat who's not chasing you and pursuing you, making you feel desired and wanted, then the quality of your relationship will be poor. I see these steps as setting the foundation of how things will be between you. That's the only thing that I can think of that might help. Good luck and keep up with your plan!!!
 
I have seen a playa settle down (with one of my good friends) and the one thing I noticed about my girl, other than her beauty (she is really, really beautiful) is that she was very guarded with him. She really made him earn her respect and trust. This boy had girls throwing themselves at him and my friend was different from that. I think that really helped her win him over. Most importantly, he had to win her over, and she made that very clear!

You already acknowledge that you may have made a mistake by sleeping with him and that you intend to put it to a halt. Your next steps are good ones. The only thing I want to add is that if something is for you, it's for you regardless of what anyone says or does. This means that whether you violate or strictly adhere to the plans you have made, you may still end up with him. But if you start a relationship with a cat who's not chasing you and pursuing you, making you feel desired and wanted, then the quality of your relationship will be poor. I see these steps as setting the foundation of how things will be between you. That's the only thing that I can think of that might help. Good luck and keep up with your plan!!!

Thank you very much for your insight, naijamerican. I especially agree with the bolded, although I'm going to follow my plan... I owe it to myself to follow the plan. If I slip up, I'll be running back to this post hoping for a couple of virtual slaps on the wrists.

For some reason, regardless of how much I like a man, I won't call them. Same thing goes with this guy (or Mandingo, as I like to call him). I hardly ever call him even when I want to, unless it has to do with our volunteer events. He actually called me this evening as he was picking up some Chinese food and asked if I wanted to come over for dinner. I politely declined, partly because I already ate dinner and also because I just saw him yesterday. He also asked to go out to dinner on Wednesday night since my flight leaves Thursday morning. It seems like he's now making more of an effort to take me out more than he was before, so that's a start.
 
When he wanted to come see me last time, I said, "I haven't been representing myself very well and I'm not going to be your on-call booty call." His reply was, "You know that I respect you and am very impressed by you. I've told you this several times. Please don't try to put us into a box right now."

My sister agreed with him, however I COULD take that as him trying to keep things as they are. She says I'm over analyzing though.

The bolded says it all. He's fine with the way things are and doesn't want it to be more. That's just what I get from that statement.
 
Original poster, trust your own gut.
YOU are the one interacting with him.
YOU are in the best position to judge.
YOU are reading his verbal and nonverbal cues.

If you suspect that it's just a sex thing, then it probably is.
Why don't we ever believe ourselves?

While you are in Italy, ibanker is sitting at home patiently waiting for your return?
Not likely. "Please don't try to put us into a box right now." = "We are not exclusive."

If you want to be taken seriously (AND YOU DO), then date someone else instead of or in addition to ibanker cad.
Don't waste your young & pretty years on someone who will just string you along.
Play for keeps instead.

TIP: What's the most expensive thing he's bought you? Disregard meals and boyshorts. Tell me about jewelry.
 
Last edited:
In my experience........

Men like to feel they have worked hard for a woman.....men like bit*ches. I personally have no problem in telling a guy he has to work very hard to get my attention, he is not the only man that is attracted to me so he has to show me what is so special about him. (opps the ***** in me is coming out)

When a man meets a woman they usually already have an 'intention' in mind. They will be at a certain stage in their life where they ready to settle down or not. If you meet a man when he just wants to date/s*x then you will not change his mind.

Men will let you know very early on how they feel.

Sleeping with a guy early on will let him presume you do this whenever you meet a guy. This is not always the case but they think, well, if you slept with me on the 2nd date why would i be so different from any other guy?

You basically got to act like wifey material from the get-go.

In your situation i would back off all together and let him make all the moves. In your own mind start from fresh, play hard to get, don't be so available, no more s*x - this will let you know if he likes you for you or he just wants to get his leg over.
 
Back
Top