Nerve Dating Confessions

After a few months I had found out him & his ex had split up, but by that time it was too late, because he had started dating someone else. I have tried to let it be & patiently waited for them to maybe break-up, but so far it has not happened and they seem to be kind of serious. I fear that they may never break-up and I missed my chance. Should I just let it be and move on or should I let him know that I tried and am still interested?

If you try, he might tell his lady and shame you. What are you expecting as the best case scenario? It's doubtful he'd just drop whatever he's in a move on. Would you be happy with an affair? Reach out as a friend, keep it light and not maudlin (that scares them) but let him define the boundaries.

It can't hurt to let him know you MIGHT be interested.

I must be old fashioned. how would you like it if you were in a serious relationship and women kept trying to take your boyfriend?

Really? He asked you out while you were seeing someone. Why can't you ask him out while seeing someone? Just ask him out, assuming he doesn't know that you know he is dating someone. If he is honest, like you were, he will decline. If he accepts, you don't want him anyway. Either way, you opened the discussion.

Not to prompt you to interrupt a happy relationship but I always think this is a hard part of humanity. Do you hold back and let your heartbreak while never knowing if he wanted to be a part of your life in that way? Or do you take a chance and tell him? First you should think really hard, was there any sign he'd pursued you after the first time? If not, you should let him be happy. If it seems like he's wanted you from afar all this time then maybe it's best to say something. I wouldn't approach him and tell him you're interested, that comes off very poorly I think. Instead tell him how you feel about him and then take a step back, a BIG step back and allow him to come to you from there. You do not want to infringe, but if you never say it you'll never know if he felt the same. In kind, if he doesn't respond to your confession, don't approach him anymore.

I am not interested in having an affair and I do not want to be the reason they break-up, however, I do want him to know that if he ever does become single, to look me up, because I would be interested. MGW-Thanks. asd-I thought about that as well and that is a big reason I am holding back. DM- he ask me out while I was going thru a break-up, I was completely single, just mending my broken heart. That's why I declined. I do know and he knows I know he has a girlfriend. I met her once and she was really nice & sweet, it actually made me feel bad that a part of me hoped they would break-up.

gxx-thats the thing, regardless of whether he would want to pursue me or not, I just want him to know I tried several times and it always seem like bad timing. Maybe its just not meant to be, but I just want to try for the last time and him know I tried. I think if he were single, I wouldn't even be asking this question and that from afar he is interested. Something just makes me feel like he isn't really happy, he is settling, but maybe thats just my mind playing tricks on me. When we see each other, we instantly smile at one another, in a flirty kind of way and just other small gestures he does lets me know. I just want him to know why I turned him down, that I had tried and if he becomes single, to look me up and I will walk away. It will all be left up to him, but I will have at least knowed I tried and that he knows as well. Thank you all for the advice. Now I just have to find the right way to do it, do I do it in person or text?

Definitely in person - at least over the the phone. You don't want to lose tone and feeling while you're doing this you want to convey a much of it as possible while still trying to respect his current relationship. Don't submit to text culture. Grab your little girly balls and go for it. Good luck.