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I remember dating a girl in 2003-4. It was just over a year together. I was 25 and she was 21 when we met. I loved her very much. But she was heartbroken by her first bf who left her for her friend. I could tell the entire relationship. She never got over him. We were happy together otherwise, but I never addressed this with her. She graduated from college and was looking for a job over the summer. I remember we were housesitting for her sister one day and she got a response to a job application she put in several states away (in the United States). On the call, she said "Yeah I'd be OK with relocating. I have nothing keeping me here." I got a pit in my stomach. I kept my mouth shut. I didn't want to show her my true feelings. She ended up taking a job an hour away from me and broke up with me a few months later. I should have said something about both of these two issues.
I dated this one girl for a few months about a year later. I had reconnected with my brother after a few years of tension between us. He started dating her friend at the same time. When my gf would do things which threw me off, like talking to other guys right in front of me, he told me to just brush it off and not say anything. I let her do whatever she wanted with no boundaries. We disintegrated pretty fast. I should have drawn and enforced boundaries. I regret not doing that.
A few months after that, I met two separate girls at the same time. One we were talking over the phone after I got her number at a bar and the other I was at her place about to have hook up with her after my friend's wedding. The vibe was good with both of them. Both of them brought up some other guy they had been talking to. I didn't respond and just shrugged it off. The one who I was at her house shortly afterward sent me on my way never to hear from her again and the one on the phone immediately told me she sees me as a friend. I should have responded in some way when they both talked about these other guys. If you're interested in me, why would I want to hear about some other guy?
Then I met my ex wife. I had noticed this trend of me keeping my mouth shut and decided to change it. I remember we were talking for a couple of weeks and went out one night. She was with her friend and I was with my brother. I was standing by the bar with my brother and my ex-wife went up on the dance floor with her gf. Some guy went up behind her and started dancing with her. I raced up on stage and said "We're leaving right now!" and walked away. She chased after me and said "But I want you." We got together shortly afterward and were together for 10 years. I always spoke my mind with her.
Then I got divorced. I spent several months healing. Only went on a couple of dates. I wasn't ready. But then I got better and went on a dating rampage. This was in the second half of 2017. I must have gone on 50-75 first dates in 6 months. Fun times, but it eventually got old and I was ready for something more. I met a girl who had great qualities that I look for. Things went fast. But her ex husband left her for her best friend a few years prior. I could tell by the way she talked about it that she was still affected by it. In a different conversation with her, I told her that the only way we were going to be able to give this a real shot with each other is if we let go of the baggage we carry. She said she couldn't do that. I dropped the issue. I can't explain why I didn't keep the conversation going or end it right there. I buried the red flag. Things ended shortly afterward. We tried again a few months later, but it didn't even make it a month. She had abandonment issues and was too damaged.
I dated a girl in 2021. She had been dating an acquaintance of mine, who I didn't like at all. I didn't know they had been together for a few years until the middle of our first date. Things went fast. After a week, she said she's still in love with her ex. I told her it hurts me to hear her say that, and I still want to see her, but we could never be exclusive as long as she still has feelings for him. I should have told her something like "If you're still in love with your ex, why are you on a dating website wasting my time?" and hung up the phone on her. My response was too soft. She went back to him a week later.
Then I dated a girl in late October/November of 2022. She seemed to be pretty into me. We went on a trip to Miami and on the way back, she was texting these two guys. I held it together until we got back to my car. Then I went off on her. She said she didn't want them and she wanted to be with me. But I had made up my mind that I didn't want her anymore. I could have gotten into a relationship with her then and there, if I wanted to. Asserting boundaries and sticking up for myself was the right thing to do and had a positive effect. I have to do more of this, especially when it comes to girls and other guys in the picture.
Then I dated this girl last month. Great chemistry. A few days in, she told me about how her ex from six years ago was abusive. I could tell by her description that she was not over it. I even called my friend to talk to him about it. Things started disintegrating. She would talk about this one ex of hers who she was still friends with. She said she wanted to get him to buy her something expensive. I kept my mouth shut. It made me upset. How would she like it if I got some girl to buy me something, let alone an ex? I should have said something to point out her hypocrisy. She ended it with me shortly afterward.
Thank you for getting through my marathon dating history. It seems like a lesson I learned so long ago was unlearned and I have to learn it all over again. I have to freely express myself with the women I date. I also have to stick up for myself and not accept it when a girl crosses my boundaries. It's my right to do this. I feel like I'm ruining my chances with these women by keeping my mouth shut. After all, if I'm not willing to get jealous over a girl, how much can I really care about her? Speak up. Keep it real with them. Don't be this fake passive guy who always keeps things on the positive. That's not the real me.
I dated this one girl for a few months about a year later. I had reconnected with my brother after a few years of tension between us. He started dating her friend at the same time. When my gf would do things which threw me off, like talking to other guys right in front of me, he told me to just brush it off and not say anything. I let her do whatever she wanted with no boundaries. We disintegrated pretty fast. I should have drawn and enforced boundaries. I regret not doing that.
A few months after that, I met two separate girls at the same time. One we were talking over the phone after I got her number at a bar and the other I was at her place about to have hook up with her after my friend's wedding. The vibe was good with both of them. Both of them brought up some other guy they had been talking to. I didn't respond and just shrugged it off. The one who I was at her house shortly afterward sent me on my way never to hear from her again and the one on the phone immediately told me she sees me as a friend. I should have responded in some way when they both talked about these other guys. If you're interested in me, why would I want to hear about some other guy?
Then I met my ex wife. I had noticed this trend of me keeping my mouth shut and decided to change it. I remember we were talking for a couple of weeks and went out one night. She was with her friend and I was with my brother. I was standing by the bar with my brother and my ex-wife went up on the dance floor with her gf. Some guy went up behind her and started dancing with her. I raced up on stage and said "We're leaving right now!" and walked away. She chased after me and said "But I want you." We got together shortly afterward and were together for 10 years. I always spoke my mind with her.
Then I got divorced. I spent several months healing. Only went on a couple of dates. I wasn't ready. But then I got better and went on a dating rampage. This was in the second half of 2017. I must have gone on 50-75 first dates in 6 months. Fun times, but it eventually got old and I was ready for something more. I met a girl who had great qualities that I look for. Things went fast. But her ex husband left her for her best friend a few years prior. I could tell by the way she talked about it that she was still affected by it. In a different conversation with her, I told her that the only way we were going to be able to give this a real shot with each other is if we let go of the baggage we carry. She said she couldn't do that. I dropped the issue. I can't explain why I didn't keep the conversation going or end it right there. I buried the red flag. Things ended shortly afterward. We tried again a few months later, but it didn't even make it a month. She had abandonment issues and was too damaged.
I dated a girl in 2021. She had been dating an acquaintance of mine, who I didn't like at all. I didn't know they had been together for a few years until the middle of our first date. Things went fast. After a week, she said she's still in love with her ex. I told her it hurts me to hear her say that, and I still want to see her, but we could never be exclusive as long as she still has feelings for him. I should have told her something like "If you're still in love with your ex, why are you on a dating website wasting my time?" and hung up the phone on her. My response was too soft. She went back to him a week later.
Then I dated a girl in late October/November of 2022. She seemed to be pretty into me. We went on a trip to Miami and on the way back, she was texting these two guys. I held it together until we got back to my car. Then I went off on her. She said she didn't want them and she wanted to be with me. But I had made up my mind that I didn't want her anymore. I could have gotten into a relationship with her then and there, if I wanted to. Asserting boundaries and sticking up for myself was the right thing to do and had a positive effect. I have to do more of this, especially when it comes to girls and other guys in the picture.
Then I dated this girl last month. Great chemistry. A few days in, she told me about how her ex from six years ago was abusive. I could tell by her description that she was not over it. I even called my friend to talk to him about it. Things started disintegrating. She would talk about this one ex of hers who she was still friends with. She said she wanted to get him to buy her something expensive. I kept my mouth shut. It made me upset. How would she like it if I got some girl to buy me something, let alone an ex? I should have said something to point out her hypocrisy. She ended it with me shortly afterward.
Thank you for getting through my marathon dating history. It seems like a lesson I learned so long ago was unlearned and I have to learn it all over again. I have to freely express myself with the women I date. I also have to stick up for myself and not accept it when a girl crosses my boundaries. It's my right to do this. I feel like I'm ruining my chances with these women by keeping my mouth shut. After all, if I'm not willing to get jealous over a girl, how much can I really care about her? Speak up. Keep it real with them. Don't be this fake passive guy who always keeps things on the positive. That's not the real me.