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CROSSED DRESSERS
BY DAN SAVAGE
LOVE
My wife has been seriously ill for three years, and I have been her sole caregiver. The doctors
here weren’t getting the job done, so we made the difficult decision for her to move 2,000 miles away
to start over and be near her family. Our sex life has been nonexistent since she became ill. She
offered me a “hall pass” with two rules: (1) It couldn’t be anyone I worked with and (2) she didn’t
want to know about it. She offered multiple times, but I was taking care of her 24/7 and never used
it. I started to consider using it after she moved. But I didn’t want to just find some random person
on Tinder. You see, I am a cross-dresser. My wife knows. She’s never seen me dressed and isn’t inter-
ested in knowing more about it. So instead of paying for a traditional escort, I found someone who
would dress me, do my makeup, go out to dinner with me, but no sex. We met three times. However,
one time I did hire a trans woman who dressed me and we did have sex. Obviously, I had to lie at times
about where I was when I was using my hall pass, but I considered it a white lie to meet Rule #2. But
my wife flew home unannounced to get her things (with her ex-husband along to help) and found
my clothes out and quickly got out of me what I had done. She was beyond pissed. She says I had a
hall pass for sex but not cross-dressing. She belittled me for the cross-dressing and said the sex was
supposed to be a one-and-done thing. She knew I was a cross-dresser, and I derived more pleasure
from this cross-dressing experience than having anonymous sex with an escort. My questions: Did I
violate the hall pass? Was I wrong to cross-dress?
Dude Relishing Erotic Sexcapades Suddenly Entertaining Divorce
P.S. I am quite convincing when dressed and blend well in public.
Your wife went home to get well and “start over.” And it sounds like she got well—at least well enough
to fly—and started over with her ex-husband.
I don’t think you were wrong to cross-dress, DRESSED, and if you violated that hall pass, it was only
because your soon-to-be-ex-wife didn’t share all the rules with you until after you used it. It looks like a
setup to me. Your soon-to-be-ex-wife gave you permission to fuck someone else—permission that came
with rules that were disclosed and secret bylaws and codicils that were not—because, consciously or
subconsciously, she wanted to catch you doing it wrong (in your case, DRESSED, doing it more than once,
cross-dressing when you did it, etc.). Because now she can divorce you with a clear conscience, since
she’s not to blame for the split—you and your dick and your dresses are to blame.
You might want to brace yourself for some hardcore blaming and kink-shaming, DRESSED, and for the
very real possibility she’ll out you as a cheat and a cross-dresser to family and friends. But however the
divorce plays out—and here’s hoping it doesn’t get ugly—at least you’ll soon be free to find a partner you
don’t have to hide your cross-dressing from.
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I’m a 22-year-old nonbinary person and I’m debating whether to come out to my father as nonbi-
nary. Complicating things is the fact that I tried to come out to him at 18 back when I thought I was
“only” a hetero-leaning bi cross-dresser. He did not take the news well. Today we don’t talk about it,
and I think he pretends it never happened. I’m wanting to move toward living in a less-gender-con-
forming way—including changing my name—and am considering making a second attempt. Pros:
not feeling like I’m hiding who I am, maybe I get him off my back about kids, being able to be out
on Facebook. Cons: screaming matches, strong possibility of being disowned and losing the mod-
est amount of financial support I get from him, small possibility of him telling my mom (they’re di-
vorced). Any advice?
One Foot Out
What’s more important to you, OFO, living authentically or living off your dad? If being your authentic
self means giving up the money he sends you and you don’t desperately need his money, the choice is
obvious. But if his money is all that stands between you and gender-nonconforming homelessness, you
might want to think through your options, the risks and the rewards, before going nonbinary official on
Facebook.
I’m a 25-year-old man who is mostly interested in women but I like to mess around with men
sometimes. I also love wearing high heels and makeup—not to “pass,” but just because I love it.
Most women seem to be instantly turned off by these two things. I usually do very well with women,
but they bolt when I tell them, and some have been quite hurtful. My family is very understanding
about the high heels and my sexuality—even my father—but the average woman doesn’t seem to
like it when I do something that they deem “theirs.” Which is so unfair. Women can do anything they
please—wear pants if they like, have same-sex experiences—but I must submit or face the life of an
outcast. Any advice on how to deal with this while also dealing with the bitterness and envy I feel?
Enraging Gender And Double Standards
Let’s start with those feelings of envy, shall we? While it’s true that women can wear pantsuits without
causing alarm (or winning the White House), and while it’s also true that women can have same-sex ex-
periences without freaking out the men in their lives (because straight men are likelier to be aroused than
repulsed), women’s choices and their bodies are subjected to much more scrutiny, control, and violence
than our male bodies are, EGADS. Until politicians legislate against your right to control your own body
(and wear your own heels), you can note the few areas where women enjoy more latitude than men, but
you aren’t allowed to bitch about them.
And this should put your pain in perspective: According to a new report from the Centers for Disease
Control and Prevention, more than half the women murdered in the United States every year—55 per-
cent—are killed by their husbands, boyfriends, or exes. It sucks to be dumped for your sexual orientation
or gender expression, I know. And people kink-shaming is more painful than non-kinksters realize. But
none of your exes have stalked and murdered you.
Now the good news: There are women out there who dig men in high heels, there are women out there
into bi guys, and there is a significant overlap between those two groups of women. If you succumb to
bitterness at your young age because you’ve been dumped a few times—if you despise all women be-
cause you were dumped by women you wouldn’t want to be with anyway—you’re going to scare off the
women who are genuinely attracted to guys like you. The women who bolted did you a painful favor, and
you should be grateful. Because with those average women out of your life, EGADS, you’re free to go find
an above-average woman who wants an above-average guy like you. Pro-tip: You’re likelier to find those
women at a fetish party or club, or via a kink social-media site or dating website. Good luck.
On the Lovecast, “sub space” with Mollena Williams: savagelovecast.com.
MAIL@SAVAGELOVE.NET • @FAKEDANSAVAGE • THE SAVAGE LOVECAST AT SAVAGELOVECAST.COM
eugeneweekly.com • A ugust 3, 2017
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