I've decided to make an actual account on here after some time lurking. This topic inspired me to reply
Being a little more than forty now, I will offer my perspective. As far as being approached/flirted with, it's awesome. As someone else said, it tends to make one feel young again. With that being said, it does raise red flags with me. Many questions come up:
Am I imagining this?
What does she want from me? Money?
Was she lacking a father figure growing up and is she looking for daddy now?
What the hell does she want with an old guy like me?
Is this a prank?
I'm sure that you get the idea.
I met a girl who was nearly half my age (and yes she was legal) awhile back through work. We ended up starting there at roughly the same time, although I ended up with a little more responsibility much more quickly than she. We became very close friends. We talked about anything, joked around a lot to pass the time, but as much as that was great, it was one-sided on certain topics. She would tell me about very personal things that she and her boyfriend had done, things that she never told anyone else She would also occasionally make some jokes about me spending all of my free time masturbating, and even confided in me that she owned a vibrator or two. She had no problem being open, playful, and sometimes even flirty, but if I made a joke about her wearing out her batteries, or if I flirted with or even complimented her, there was always an uncomfortable silence. I never figured out if she was embarrassed by what I knew about her, or if I reminded her that I was old enough to be her dad. She never stopped being open with me though, so I never got the impression that she regretted it.
One afternoon, she needed help with a project and she asked me to pick her up outside the door. We were planning to work on the project over lunch and then return. I pulled up and she hopped into the car, turned to me, smiled like she was perfectly happy to see me, and let out this big bubbly, "Hi!" I hadn't had anyone look at me like that since my former fiancee. I know she wasn't using me to finish the project, as I was getting paid to assist her. She had recently broken things off with her boyfriend as they weren't seeing eye-to-eye on some fundamental philosophical issues. She kept telling me how horny she was that day. She also loved how I made a pun that twisted something that she said into me making a compliment about her. The whole afternoon was pretty much like being on a date, for most of the afternoon.
Like I said, it became weird then later, perhaps when reality came crashing back down on her. I never made any advance on her (never tried to kiss her or anything), but things were very awkward after that. Since then, we both have gotten new jobs. If we run into each other, it's usually short-but-sweet with a promise by both of us to keep in touch. We have yet to do so. It's different now. I know she's only saying that to be kind. I don't mean the same to her as I once did, but I'm not 100% sure of what I did mean to her.
I think in our case, we made each other feel special, maybe when no one else was at the time, but the age difference was too much like father and daughter. Since younger people tend to not discuss relationships with the person whom they are in the relationship, she and I never discussed it, even though I did make an effort to talk to her.
I guess there's a communications gap between older and younger people. Maybe not so much a gap as it is a difference in the way that people communicate. With someone my own age, I could have discussed it, with my young friend, it would have made something awkward even more awkward.
I hope this helps you.
I've never met you, but since I'm male, you've already told me that I would annoy and frustrate you. hehe
