Alright to ask out co-worker 18-20 years older?

Question

Alright, I work at a regular store that sells norm stuff (like Best Buy, Target, Toys R Us, Walmart, etc). I have a co-worker there that I like a lot there and wanna ask her out, but there are some problems. One Being is that I've never asked someone out before despite me already being in my early-mid 20's (sad I know but....). So my confidence in that is very low, always refused to ask, do to the risk of being turned down and such.

That is one thing, the other thing is that she is about 18-20 years older then me (can't remember exactly) , but we get along just fine when talking and such. I wanna ask her out and such, but don't wanna make her uneasy and kinda make the buddy buddy friendship we have get a little odd/screwy cause of it. I'm sure there is more to it that I just cant think of atm, but If I can Ill add it in later on.

So help would be appreciated.

Another thing is, since Ive nevered asked any gal out before, I really have no clue as to what to say exactly. If Im gonna do it, I dont wanna go in all clueless and such, would like to go in acting like I know what Im doing....even though Im sure she would be able to tell >_>

Anyone have some advice on the asking? Also thanks for the answeres that have been giving out so far.

Answer 1

If she's single, ASK HER OUT!!! :) If she doesn't want to go out, it may be weird for a few days, but it will pass. :)

Here's what to do, sometime when you are talking, say "Hey, would you like to go to lunch with me on Saturday?" or "Would you like to go to dinner with me on ______?"

Don't say it's a date, but if she asks, "Is this a date?" say "If you'd like it to be" and give a big smile. :)

If she doesn't ask, just find out what time and where you can pick her up. Decide before you ask what restaurant you will go to and take enough $$ to pay. She may insist on paying for herself and if she does, let it go and let her pay. She may feel more comfortable that way. You can pay on the second date! :)

After your meal, how about driving to a local park or pond where you can watch the sun set? Or, take a loaf of bread and go feed the ducks. :)

You can sit on a park bench or play on the playground (if there's no kids around).

You'll make her feel young again! Good luck! :)

Answer 2

Lots of things, TV shows you watch (they might watch Grey's Anatomy or Desperate Housewives) or other shows you may like too), sports, most of them probably have grand kids, grandparents love to talk about their grand kids, something you really enjoyed doing over the weekend or a vacation you are planning or one you had, current events, talk about your family where you grew up older people love to hear stories, the list is endless. Just because they are a few years older doesn't mean they don't have some of the same interests you have. Just relax and talk to them like you would an older sister or your parents and you'll do fine.

Answer 3

Real love is a rare thing. There's a possibility this might be it.

It's a shame your confidence is low but know that many people have this. You can still change it by actually doing what you fear the most:

Asking women out.

If the friendship is true, it will survive a simple question like "Would you like to go out on a date?".

I'd say, take the chance. You'll know where you stand.

Good luck!

Answer 4

ASK HER OUT! What's the worse that can happen?.. either she says no or you guys go out on a fun date or not so fun date but at least you tried. You need to get the ball rollin' honey and start askin women out.. otherwise you're just gonna let every good woman pass you by.. Oh and don't worry bout the age thing.. if you like her go for it.. live your life the way you want not anyone else's standards. Good luck!

Answer 5

You have identified the obvious problems correctly. You are not the same age (by A LOT) and you work in the same place.

The age difference is far too great - you are starting your 40-40-40 plan while she is well into hers. This can only end badly.

Choose someone closer to your own age.

Answer 6

Why don't you ask her out to lunch if you both have the same break? Or out to coffee after work? You don't have to make it an official date, and you can kind of feel out the situation and see how she's reacting. Try to be aware of how she responds to the whole situation, if she's positive and seems comfortable, ask her to the movies or a concert or something.

Answer 7

Heck, ask her. There's nothing wrong with it, I have dated Women who were at least 20 years older than me. The best thing about it. There experienced, most are through with the bar/party crap, and many of them cannot have children. Go for it and have a good time.

Answer 8

well 1st of all that is a big age difference but she might be the one for you....? just ask her if she'd like to go to get a drink after work one night or go get lunch on a lunch break... your treat of course..just act normal don't act too nervous and just be a gentleman and be respect full...



..............wait if shes married or has problems or a man already you should just let it go you could find someone you age also.

Answer 9

dont do it man. office relationships lead to problems. i had one while working at Best Buy a few years back and she got passed over for a job and quit and threw this huge fit. they pulled me into the office and said that my job was on the line because you arent suppost to date in the office.

Answer 10

I really wouldn't do that. She is old enough to be your mother. That is greatly disturbing. Just let the crush pass and move on.