The puzzled dilemma

There is an extremely cute woman who comes into my store from time to time. She has taste and is classy. She doesn't wear a ring. She does appear to be younger than i am.(I usually prefer older women.) We talk about things in the store and how she is decorating her house. No flirting. She hasn't made mention of her personal life yet. I am a working professional and maintain a composure. Being a store owner in a small town i find myself in a big dilemma. I cant ask her out. She is a steady off and on customer. If she said yes that's all fine and dandy. On the flip side it could create awkwardness, loose her as a customer. People do talk so it would cost me further business. I think its best i let this run a course and see where it goes rather than jeopardize everything. Tough call. Patience
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Comments (13)

Mr Fixes

Has she shown an interest in you, I mean other than as a customerdunno dunno if not start out as friends and see where it takes you from there. Best of luckhandshake handshake
that was my general idea. I should have elaborated a little more on letting it run its course. I am sure it will lead to nothing but you never know. I am blessed with a ridiculous amount of optimism and hope. So yeah.
jut get some good music and party on

Well 2 out of 3 ain't bad
Hi, I agree with Go Daniel. Start out as friends and if she shows no interest other than friendship... Well at least you made a friend. One can always use a good friend...;-). Well I don't mean use a friend.... You know what I mean....
Give her a little gift... something that she would want for her house decoration. Watch how she reacts.
Hi Princesswave
Thanks for supporting my commentwink wink wink
I agree with happy.

Let her finish her house then make a move! If you get together then you can gift her with other things for the home!
@ mr_fixes_it - When she comes into the shop you asked her how the reno is going, if she starts to expand on the subject let her talk for a while and let her know that you would love to see what she has got done so far..... maybe you might get an invite.... professor ..... cheers
Snooze, you lose is how the saying goes. Is it not possible seeing you and giving you a chance to be interested is the only reason she keeps coming back? Once, long ago, back when Unicorns roamed upstate NY, there was a woman I saw every day, but never said a romantic word to because I was shy. One day, after almost a year of seeing her daily I asked her out. She grew very upset and demanded to know why I had waited so long. It seems she had been single and available for many months of our meeting and turned down many in the expectation I would ask her out. I didn't (yet), so finally she accepted a date with someone else. Two days before I finally asked her out she had accepted a marriage proposal from the competition I had known nothing about. My lesson was learned the hard way. To yourself be true. Speak now, or forever hold your peace.

What is it you fear? Is your fear she will run screaming to everyone else in the small town saying don't go in that store? Is your business totally dependent on her patronage? If so, then a) rework your business plan and b) don't ask her out. If however the business will survive either way, speak from the heart, or start small as below.

If she comes in at the same time every day, call Dominoes tomorrow and arrange for a pizza delivery to arrive just at about the same time she does. Then offer her a slice. Accepted, this breaks some ice and you are eating together..

Afterwards maybe 2 or 3 days later, suggest a lunch tomorrow because you have some thoughts about her renovations and let that happen.
honestly, it does sound weird to me. i have never seen or heard in my entire life that a convenience store owner asking someone out. one of my friends does operate one. but i guess we all can do weird things as long as it does not harm others. and that is called personal freedom.

the doctors do not date their patients. the professors do not date their students. i guess the laws of professional ethics are less stringent in case of entrepreneurs like you, perhaps. you decide.

weave a convincing story first.

when she comes to your store - tell her that today you are running a lucky draw and there is a scratch card for every tenth customer. when she will scratch the card, she is supposed to get a nicely gift-wrapped chocolate and also a card, make sure that the card remains inside the wrap.

i am leaving the obvious for you. sound honest and natural. but do not forget to add the following.

tell ( write ) her that even if she does not want to go with you, it will be fine for you and you will always respect her decision. also assure her that you will not raise this topic in future or anything even remotely connected which may embarrass her.
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mr_fixes_it

mr_fixes_it

yankton, South Dakota, USA

I am a fairly simple man with simple needs. Laid back and very easy going. I enjoy the outdoors, hunting and fishing. I also enjoy movies, cooking spending time with friends, and fixing things. I am a welder and have a small sales business. I like tr [read more]

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created Sep 2013
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