a straight guy with conventional tastes in women. But a few
years ago I accidentally ended up at a bar with drag queens.
I found myself surprisingly turned on by this drag queen in
a G-string that came over and shook her tits in my face. Ever
since then Ive had fantasies about male-to-female transsexuals
who still have their male parts.
want to find out what its like to be with a transsexual.
How can I meet some? Ive heard that they just want to
be treated like every other woman, so they try to blend in.
Im not just interested in sexId like to
have a real relationship. Any tips on how to meet transsexuals?
It seems a bit tricky because I live down South and people
are pretty conservative here.
Tits And Balls
arrived, STAB, on the same day that the snail mail brought
me a copy of the new book I Am Not Myself These Days (Harper
Collins) and a request to allow its author, Josh Kilmer-Purcell,
to serve as a guest expert in my column. Kilmer-Purcells
book is a memoir about his first year in New York City, where
he was an ad executive by day, a drag queen by night, and
shared his apartment with his boyfriend, a crack-addicted
BDSM escort. Kilmer-Purcell would, the pitch went, make an
excellent guest expert if the subjects of drag, trannies,
or escorting ever came up. There are no coincidences, STAB,
only miracles, so I passed your letter and a few others on
bit of advice? Stop lumping all the girly boys together.
are drag queens, trannies/she-males, and transvestites,
Josh says. Transvestites are generally straight, and
use womens clothing as a fetish. Trannies are generally
as demur as she-males are exotic, but under both their wigs
theyve got some of the same trapped in the wrong
body feelings. Drag queens are like rental birthday
clowns at gay parties. Were not women trapped in male
bodies. Were celebrities trapped in normal peoples
a guy who seeks a lady with tits and balls?
a tranny chaser, says Josh. And where do tranny
chasers find hot, horny trannies to hook up with? Online.
Try Craigslist, Casual Encounters, search M4T. Where do you
find hot, horny trannies that you can bring home to your mother
in the Deep South? You dont. The sequined, G-stringed
vixen that shook her tits in your face at the club is usually
not the marryin kind. They dont try to blend in.
The ones who do try to blend in dont have double-D tits.
Which means the reality is probably not gonna live up to your
happily married to a great woman. For a couple of years I
have had fantasies about fucking or being fucked by a she-male
(and occasionally, these fantasies have been augmented by
including my wife in the equation). I never fantasize about
men, and the gay porn Ive seen does nothing for me.
Does fantasizing about she-males make me gay? Also, Ive
never shared this fantasy with my wife. She has the ability
to be GGG, but I worry that if I ever bring this fantasy up,
it might be a complete turnoff. Is there a delicate way to
probe the waters with her? And are there a lot of guys out
there like me?
By Nutted Nymph
I first moved to New York City, there were about six ads for
tranny hookers in the back pages of the Village Voice,
says Josh. Now there are six pages of them. I never
believed in sexual fads, but Im quickly being converted.
So yes, if numbers console you, TBNN, there are a lot of guys
out there like you.
we get to the wife, a word about whether a thing for she-males
makes you gay: Yes, it does, says Josh, because
all gay men secretly desire to titty fuck, and are consistently
frustrated that there are not more butch men out there with
huge tits and collagen lips. (Mr. Kilmer-Purcell is
being sarcastic, TBNN. Gay men are not, as a general rule,
attracted to she-males. A taste for she-male cocksometimes
called, distressingly enough, stick pussyis
pretty much exclusive to straight-identified males.)
the wife: Getting your wife to play along might not
be as hard as you think, says Josh. Has she ever
watched a little lezzie porn with you? Has she indulged your
ass needs from time to time? Seems to me that a she-male might
be a good middle ground. If she knows you like getting your
ass pegged and she has no aversion to the occasional foreign
set of tits in your bed, bring up a threesome and leaf through
the sex ads with her. When you come to the tranny section,
just act surprised as you point out the benefits for you both.
to your wife signing off on a three-way with a she-male, Josh
presumes your wife watches lezzie porn, pegs your ass, and
has no aversion to another set of tits in your
bedor to prostitution. Those four assumptions taken
together rank up there with welcomed as liberators.
Nevertheless, Joshs last bit of adviceinnocently
flipping through the she-male ads togetherwould be a
good way to predict your wifes reaction to your fantasy.
Best of luck with that, TBNN.
a 40-year-old white male who has been with over 100 woman.
Now I am obsessed with she-males. In the past year, Ive
met a couple of she-males. They were both hookers, of course,
but I made out with both of them and got a blowjob from one
without having to pay. But I didnt get to the part I
wanted: giving them the big ram right up the anus. Am I obsessed
with anal sex? Or is my problem that I have some dark desire
to break my self-imposed one penis rule?
The T-Girls In Minneapolis
God, says Josh, just pay the nice ladies. It doesnt
matter whether youre obsessed with anal sex or multiple
penises. Youre obsessed with fucking she-males, and
theyre obsessed with paying the rent.
and I were less than impressed by your chiseling ways. Trying
to get free goods from a hooker is not terribly chivalrous,
says Josh. We all go to our different jobs every day,
and we all expect to get paid. If you really really
want to fuck she-males, and the ones youre meeting are
prostitutes, then do the polite thing and make everyone happy.
read more about Josh Kilmer-Purcells new book by going
advice for Just Another Silly Girl last week was great, but
I think you missed an important factor. She was having sex
with a boy who wasnt being particularly nice to her.
They can use each other till they get good and sore, but she
does need him to stop being an asshole about it. Heres
what Id recommend she say to him: You like to
fuck me, I like to fuck you, too; we have fun, Id like
to continue having fun. But if you ever insult me again, I
will tell everyone you know that Im using you for sex.
I like the kicks I get with you, but Im no longer willing
to trade my self-esteem for them.
CS, well said.