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.
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: