Dating my older boss

[kraytkiller]

Looking for a bit of advice here, just any advice in general really...

This is a new experience for me. I've dated plenty of women close to my age, and younger, one older I think... at 24. However this Friday I have set up a date with my boss at work.. who's 28. (I'm 21)

We get along fine. Very playful and joking... the sexual tension was strong for a while before we kind of blundered into agreeing into a date. With the whole co-worker thing the situation was very.. light footed for a while.

Anyways, now it's going down and I'm not sure what to expect... In my experience women stay the same from 18-30+, except they want more out of you. That's kind of something affecting my confidence, since I feel a woman in the 28 y/o range would be looking for a man with a adult-type job and not a college student with a **** job. But I feel that's all a mental block/insecurity of mine because... she agreed and wanted to go out after all.

Anyways, anyone have experience with such a situation? I could care less if it's bad for my job security. Not a concern...

More looking for people with experience/tips with dating a slightly older woman. Thanks

 

[Maximus Rex]

What do you do for a living and how much do you make? Also, read this this thread, I Pissed Off a Girl at Work and She Made a Harassment Compliant Against Me, http://www.sosuave.net/forum/index....mpliant-against-me.231272/page-2#post-2308913

 

[Huffman]

You're a college student and she's an older boss who prolly knows what she wants. If she's into you then she's NOT looking for an "adult-type" man, but for a college student.
Trust your gut, if you feel the attraction then keep doing what you do.

Not going to comment on dating your boss though, I'm sure the other posters will.

 

[Desdinova]

Don't stick your d1nk in the company ink.

 

[Building_and_Loan]

Well you said you couldn't care less about what it does for your job security, so there's your answer right there. If it's "just a job" as opposed to an adult-type job after college then I say definitely go for it, especially if she's really attractive.

 

[parkthebus]

General game applies. Try a bit more amused mastery than usual. I don't think dating them is much different. They tend to be better conversationalists. Just be confident and have fun. If there's already chemistry then you're doing something right.