AskPhilippa the advice column for intelligent single adults In October 15, 2002, She published her last AskPhilippa letter :( More articles by this author
Did I Blow it with the Woman I Just Asked Out? September 03, 2002
Dear Philippa,
I met a wonderful woman at a bus stop recently. We both wait at the
same stop most mornings. We seem to have great rapport and laugh at the
same things. She could stand anywhere but she always stands next to me
so we can talk. After I asked her out she said she'd just started seeing
someone but we could have lunch or something. She even gave me her
email. So, I emailed her and told her more about myself and made fun of
the fact that I'm a lot older than she is. Then I stopped by the bus
stop one day and offered to drive her to work so she could see I drive a
decent car. The last email I sent her I invited her to go to a show with
me. No word back and she seemed quiet when I saw her at the bus stop the
next day. Did I do something wrong?
—Martin, San Francisco, CA
Dear Martin,
I had two immediate reactions to your letter. If I were this woman
I might feel a bit nervous by the intensity of your pursuit—you hardly
know each other and there are some nut cases out there. Second, why do
some older men who want to date younger women feel that they have to
apologize for their age? It implies that they are embarrassed by what
they are doing.
I emphasize with you because it must be difficult to find the
balance between showing enough interest in a woman yet giving her
enough room to breathe so she isn't scared her off.
It sounds like this woman enjoyed your conversations and liked what
she knew about you. But, just because a person is upbeat and friendly
and you can laugh together doesn't mean that she has the interest,
much less the comfort to pursue something romantic with you at this
time.
Women are wary and protective these days and you can understand
why. In the good old days a man could literally chat a woman up on the
street and she would tell him where she lived so he could pick her for
a date. A woman would be crazy to do that these days.
It may be difficult for a man to realize that a woman may even fear
undesirable phone calls and emails. Even your good intentions and
genuine interest can be misconstrued when the woman hasn't had the
chance to gain the right comfort level with you.
I believe that all women are flattered by a man's interest, once
they are interested. In the beginning it is better to error on the
side of showing casual interest than to be perceived as pursuing
someone too strongly.
Give a woman time to decide if she's interested. At first, offer
her the option to contact you without feeling a need to ask her for
contact information. When you establish contact use a light, friendly
tone. Frame things in her interest. For example: instead of just
saying you have tickets to a concert, comment on the fact she
mentioned that she was having a tough week at work and maybe she'd
enjoy some good music or some laughs at a comedy club. In other words
demonstrate that you are really paying attention to her and you are
not just pursuing her as some trophy.
Older men who seem to just go after younger women can turn them
off. Most women do not want a guy who sees their age as either an
enticement or a bonus. They do want a man who shows interest in them
as a whole person. So, making apologies or jokes about your age
difference just reinforces the very thing that she doesn't want. If
you feel insecure asking a younger woman out then maybe you shouldn't
be asking her out. On the other hand, if you recognize how your
maturity, sophistication, and worldliness could be very attractive to
a younger woman then she will probably feel that way too.
Neither of us can know what is causing Ms. Bus Stop's change in
attitude around you. It may not have anything to do with you—I hope
that is the case. The best thing you can do is stop—no emails, no
calls, no contact—give her space and let her make the next move. My
instinct is that you need to let some time go by before she will feel
comfortable initiating any contact with you.
It sounds like you have an engaging personality that women enjoy.
See this situation as a learning opportunity and the next time a Ms.
Right turns up you'll be better prepared to establish contact that you
both can feel comfortable participating in.