I'd like to hear some thoughts on these two scenarios.

I was going through my contacts and found the email address of this girl I was seriously seeing a couple of years ago. When we were spending time together, we always had a great time, went camping together, had mind blowing sex all the time — and eventually parted ways. It didn't end badly, it just ended and we didn't keep in touch.

I've been back in the game thanks to ending a serious relationship recently and the whole time it was ending I kept remembering how much fun I had with this particular girl. Then, I stumble upon the fact I still have her email address.

I certainly do not want to send an email out of nowhere after 2 years saying something lame like "Hey, I was cleaning out my contacts and saw your email..."

I am not going to even DO this shit unless I can think of something good to send her way, and if I do, I will probably only send one email and delete the contact, and if she actually DOES respond — then I'll re-add her to my black book group.



Second scenario...

Last November I saw this smoking hot 9 in the grocery store right after I had gotten into a big fight with my now ex. I wanted to approach her so bad, and kept making eye contact, but had the composure to refrain since I was in a relationship I wanted to try and maintain.

So, long story short, when I got home and bitched out by the ex, I posted a "missed connection" on CL, without any expectation of getting a reply.

Well, about 2 weeks later I get a random email from the girl saying she saw my post on there and remembers seeing me too! We start emailing each other, and getting VERY flirty — she is absolutely gorgeous and fun, and sells sex toys for a living. She was giving me a lot of IOI and since I was in a relationship I never ended up giving her my phone number or asked for hers.

We talked about meeting at the bar she tends at night, but never made firm plans — and I sure as hell didn't want to meet her at a bar she WORKS at (when I should be taking her to a place where I am the one in control).

After speaking with a good friend about it, I dropped the conversation with her and didn't take it any further. I just flaked out as far as she was concerned.

I had a feeling that if I ended up meeting this girl one night I was sure to do something that I would feel guilty about!

So now that I am OUT of that bad relationship I could not help thinking about how I wished I had pursued that bombshell when it happened.

I still have her email address, so what might be a fun way to re-ignite that conversation without being weird or coming across as a desperate freak?

These are my 2 "missed" opportunities I would consider tossing out there to see if I get any response. However, I believe that is a situation that would not be very easy (if not impossible) to NOT come across as a weird creep if not done the right way.

Any thoughts would be awesome.

-peace-

the first one is pretty easy send her a message saying hey this is (your name here) not trying to be disrespectful or anything but I still remember you and I was wondering if I can get to know you again, if she comes at you cool just go with it if she doesn't remember just jog her memory you fucked her so she shouldn't forget you and if she comes at you on some bull shit just tell her ok we'll hope you have a great day and the sex was great lol

the second one is harder cause you really didn't build a relationship with her but I would say hey this is (your name here) how you been I know I never got to come see you at the bar but I've been pretty busy lately. but I have a free day on (put day here) and I was planning on buying a few bottles of drink and throwing a (group event with friends you trust) at ( should be a location were you can fuck preferably your place) and I was hoping I could get you to come. (don't take no for an answer) when she says yes make her drink alot and 90% chance of getting laid that night

be aware of guy friends trying to fuck her too though cause they will cock block

Good thoughts. I like the direct approach for the first one. I will certainly feel weird hitting the send button, but at the same time there is nothing to lose by doing it, only gain to be had if she responds favorably to it.

As for the second one, the whole "i've been pretty busy lately" is kinda funny since it has been 5 months since I emailed her last. BUT, it is actually the truth in most respects." I just don't feel like a girl would respond favorably to a random email 5 months later essentially saying "let's finally meet."

I always keep it in mind that if I see her in public I am going to just walk right up to her and strike it up. I am sure she would know who I am if I did. She lives in my neighborhood so it is not out of the realm of possibility. That was the main reason I never pursued her in the first place (in case my LTR girlfriend and I were out and all of a sudden ran into her after I had hooked up with her.... AWKWARD!!! Not to mention the spite of a woman scorned for some new drama in my life).

The other option would be to show up with some friends at the bar this girl works at after Yoga class or something (Yoga is only a block or two away so I could get the girls I go to Yoga with to hit the bar with me, and not even tell them why I am dragging them to it, and then use them as pivots to engage the girl if she is tending bar that night).

Either way with the 2nd girl, other than just running into her on the street or in the store again would be weird.

I'll give email a shot with the first girl, and then if something feels right with the 2nd one I'll give it a go.

I have a lot of things going on and a few girls going through auditions right now so I am not desperate. These are just 2 girls that had very high potential in my past that I regret not taking further.

I'll reply with what happens (if anything).

-peace-

alright keep me updated bro

It's done. The first one anyway. Took that advice and personalized it a little bit.

I said I was out at the store she worked at (when we dated) recently and it triggered some fond memories of her.

I reminded her that the last time I was there, it was actually in the parking lot behind the store in her vehicle and not technically INSIDE the store hahaha, but close enough right? If she doesn't know what I mean about THAT then I must not have been doing my job that day LMFAO...

Either way I think it was well done, regardless if I get a response or not. Better than I would have done without checking in here first.

Thanks.