Why Some Men Prefer Transvestites
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Why Some Men Prefer Transvestites free porn video
Why Some Men Prefer Transvestites
by
Michele Nylons
Copyright© 2009 by Michele Nylons
Introduction
To set the scene, I am a middle-aged, married, businessman who also
happens to be a part time transvestite. That is I like to dress like a
woman and experience sex with men, other transvestites, crossdressers
and women. I do NOT want to be woman, I don't stay dressed as a woman
all day every day, nor am I interested in sex with men unless I am
dressed as a woman. I used to consider myself a 'crossdresser' until a
few years ago. To explain; that means I used to dress in female
clothing, which I had acquired here and there, and wear a bit of makeup
occasionally, but I made no real effort to feminise myself when dressed.
I started to really like what I was doing and got turned on and started
to fantasise about having sex whilst dressed and I spent a lot of time
looking at TG websites on the web. After a year or so I got serious and
bought my own clothes, shoes, wigs, etcetera, and put some effort into
learning to use makeup and to feminise myself whilst dressed and I also
lost some weight. I now look quite passable (in my humble opinion) as a
transvestite, that is to say I no longer look like a bloke in his wife's
clothes.
I have always had a fetish for nylon stockings, pantyhose and lingerie
and this eventually grew into transvestism in my late thirties. I had
had numerous sexual experiences with my nylon and lingerie fetish,
including a few encounters with transsexuals, but I never experienced
sex with a man until I became the transvestite, "Michele".
Now; before I get all the feedback about most crossdressers being
heterosexual and that they don't dress for sexual stimulation, I concede
the point. I know a few crossdressers who don't dress for sex and belong
to an organisation called "The Seahorse Club", a support group for
crossdressers. I also know some of these individuals have "come out" to
their wives, who tolerate, and in some cases, support their husband's
crossdressing peccadilloes. I also know a couple of crossdressers who
profess to be hetero card-carrying members of the Seahorse Club who
secretly cant wait to get down on their knees and suck a nice juicy
cock!
There! I said it!!! May my stockings forever ladder if I'm telling a
lie!
Before I tell you of some of my encounters in the series of short
stories I have written (surprisingly titled "True Stories"); I thought I
might share with you some musings and inspirations that I have. Even
though I have only been 'active' as a transvestite for a few years and
am 'in the closet', I believe that some of the following is worthy of
discussion and would welcome any responses to my email address.
So why do men prefer transvestites! Well; let me sum it up for you (if
you are homophobic, now is the time for you to hit the return key or
close your browser on this page ? although most admirers don't consider
themselves homosexual and neither do I ? I'm just SEXUAL).
We like to wear sexy clothes and heavy makeup!
One of the main things that I think attracts men to transvestites is the
way we dress and make ourselves up; we wear the sort of clothing and
makeup that mature men find exciting. Most women's fashions today are
not sexy at all; too many pantsuits, walk-shorts, midriff tops, and
sensible shoes. Too much khaki, boring dresses; and what the fuck is
going on with the bare-leg brigade! It's like there is a crusade against
hosiery out there! I'm fed up of seeing women with lily-white legs with
splotches and blemishes that would look stunning encased in a pair of
sheer stockings or pantyhose! Women also wear bland makeup with natural
skin tones. Well fuck natural! Transvestites wear ruby red lipstick,
black eyeliner and mascara, bright-coloured eyeshadow and rouged cheek.
We like short skirts, high heels, stockings, pantyhose and silky
blouses; not jeans, shorts, long peasant skirts and pantsuits in boring
shades of brown.
We keep our high-heels, stockings, lingerie and makeup on during sex!
I don't know how many times I've been out with an attractive woman
dressed in sexy clothes, makeup, heels and hosiery; only to have her
insist on coming to bed with her face scrubbed clean and then covered in
moisturiser. Usually dressed in a frumpy cotton nightgown, bed-socks and
with her hair tied up. What a turn off! If you ask a woman to leave on
her stockings, heels and makeup she will usually accuse you of being a
perv or treating her like a whore! Transvestites always leave on their
makeup, heels and hose during sex.
We like to be groped and fondled!
Transvestites call Admirers, admirers because we like to be admired!
This includes being groped, fondled, stroked and kissed. Unlike women
who complain that men only want 'one thing' and see them only as sex
objects; transvestites are exactly that ? sex objects!
We really like to suck cock!
Now it's true that I have had the odd girlfriend who didn't mind giving
me a bit of head; but it's not the same as having a heavily madeup,
perfume-wearing, stocking-clad, mini-skirted, transvestite lovingly
sucking on your cock like it's an all-day sucker!
We have the same sex drive as men!
I read somewhere that men think about sex about a hundred time an hour
(or was that a day)? Anyway; men think about sex a lot and only have to
glance at a nice set of legs, a tight arse, or set of big tits to get
horny. Women on the other-hand mostly equate sex with romance and don't
generally go around like randy baboons like men do. They have to fancy a
guy before they will put out for him. Transvestites (being genetic
males) think about sex all the time and as we have a nice set of legs, a
tight arse and big tits we like men to take advantage of them and so
long as they are clean and polite we generally don't care what they look
like!
We like anal sex!
Well most of us anyway! Again, I have one girlfriend who really liked
anal sex and a couple that would grudgingly allow it. Most (not all) TVs
love to be anally fucked (its not like we can fuck any other way is
it!). But I really do enjoy it as long as the person fucking me is
clean, gentle at first, and of course wears protection.
Now a few of my musings on being an amateur part-time transvestite
Should A Girl Wear Pantyhose Or Stockings?
Both!
Arranging Encounters and Risk Management
The most exciting but also the most dangerous part of being a bisexual
transvestite is arranging meetings, especially when you first start
'playing the game'; for me it is doubly dangerous because I am married
and 'in the closet'. I advertise my availability on transgender
websites, matchmaking websites (such as ALT, Gaydar, TVChix, Adult
Matchmaker etc) and occasionally in local sex shops. I am contactable by
email or cellular telephone. (God, how did trannies meet before the
Internet and mobile cellular phones?) I keep my hotmail account separate
to my other email accounts and my 'Michele-phone' is never used for any
other purpose; that way I can ensure that Michele never enters into my
'real' life. If I am contacted by email I prefer to exchange pictures
and if possible to chat online before meeting. I always insist; I mean
ALWAYS INSIST on talking to the potential playmate on the phone at some
length before a meet. I have found that when talking to someone on the
phone you can usually tell if they are sincere and more importantly if
they might be dangerous or a potential loony. It's not foolproof, as I
can testify, but it works for me more often than not.
To start with I refuse to meet with anyone under 35, most Admirers and
other TVs tend to be older anyway but young men are often still confused
about their sexuality and are usually the ones who waste my time. Being
a transvestite (I'm sure other 'active' girls reading this will agree),
the reality is that you are plagued by timewasters; men who send you
emails or call you up on the phone looking for a meet but never show.
They either chicken out or just get excited looking at your pictures and
talking to you. Nothing pisses me off more than getting all dressed up
and sitting there waiting for the phone to ring to pass on the address
where we will meet and then ending up being stood up. It takes me from
one, to one and half-hours, to transform into Michele (read my stories
to see the ritual I go through to transform ? the ritual is pretty much
the same in all of my stories and that's what I do in real life). So to
all you timewasters out there; go to any of the websites listed above,
look at my pictures and have a wank; don't call me for a meet unless you
really want to!
Once I have established trust I will then arrange a first meeting;
always at a place of my choosing. I am fortunate enough to have a
discreet address that I can sometimes use, or I may use a hotel room. I
never meet at an Admirer's place for the first meeting. I also never
give out the address of the meet until I am dressed and ready to receive
the punter; I have the suitor call me to arrange the meet, get dressed,
and then provide the address by phone when I am ready to receive him.
Another thing that some of you Admirers need to get into your heads, is
that I do not sit around 24 hours a day dressed as Michele waiting to
satisfy your sexual fantasies; I lead a busy life and Michele's antics
have to be fitted in around it, and then only when I am in the mood. So
many punters ring up out of the blue and expect you to meet them right
there and then!
I always insist on a return phone number too. If the caller rings on a
'Private Number' cell phone or from a public phone box he is shit out of
luck as it's just too risky. I don't want to know too much about a
punter or another TV (except that they are clean and disease free), they
can use false names if they like; but I at least want to know that I can
call them to call off the meet if necessary and it's also another way to
verify their bonafides.
Some transvestites and punters like to meet in a public place like a bar
or caf? first and I can understand why; but I never meet Admirers unless
I am fully dressed and made up. I am lucky that when I am Michele I look
nothing like my male counterpart. I never ever, ever, ever, meet
Admirers whilst I am dressed in drab (as a man), as I do not want to
meet a punter at a social or business function and be recognised. I
will, and have met other transvestites at their place though, and of
course I have to go there in drab and dress at the venue. In this case
the other transvestite is taking most of the risk initially so I don't
mind. My advice to closet TVs and CDs who are yet to meet 'playmates'
but yearning to so, is to do the best you can to ensure your safety, and
the discretion and sincerity of the other party before you meet;
especially when meeting male Admirers for the first time.
Sex With Men, Women, Transvestites and Transsexuals
I have had intimate meetings with men, women, transvestites,
crossdressers and transsexuals in my exciting transvestite career. There
is nothing more erotic than kissing another transvestite; as your soft
lipsticked lips mesh and your hands disappear under each other's skirts
and slide up stockinged thighs; it's just the best. So sex with another
transvestite is my favourite; although I also love to be treated as a
woman by mature male Admirers. I think the other reason men like
transvestites is the old adage that "men know what men like" is true.
transvestites dress and wear makeup the way men fantasise that women
should, and also transvestites know exactly how men like to be turned on
and how to satisfy them; well in my humble opinion anyway.
I have been with transsexuals, but only 'professionals' (prostitutes)
and in my experience, except for prostitutes, transsexuals really don't
have much time for transvestites anyway. I have included an encounter I
had with a transsexual in one of my true stories. Michele has also been
with a woman; again a prostitute, and again I have included the
interlude later in this essay. I do like having sex with women whilst I
am dressed as Michele, but for most crossdressers, unless they have a
very understanding wife or girlfriend, their only chance to have sex
with woman whilst dressed may be engage a professional lady.
Top or Bottom?
When meeting someone for the first time I always ask if they prefer to
top or bottom. I prefer to bottom and in my experience most
transvestites usually like to bottom, but when together are usually very
compatible and will often change roles from top to bottom and back again
during a sexual encounter. I have one transvestite girlfriend who
prefers to remain the top or bottom throughout an encounter and then we
change roles when we next meet. I have only been with a couple of women,
but they were also willing to bottom or top; I prefer women to top as I
can always have a woman bottom in my male alter ego. Most men that I
have been with start out topping, and some prefer to top only; but
increasingly I find that they like to get a good fucking and are seldom
averse to sucking my cock (I refuse to refer to my sex organs as "my man
clitty" or "my ass pussy" and other such nonsense). When men play the
submissive role they will tend to 'top from the bottom' if you know what
I mean (that is they remain the dominant partner) even when being fucked
or performing fellatio.
Professional Care
I have had satisfactory sex with prostitutes; both transsexual and
female, but my one encounter with a male prostitute was a disaster. He
wanted me to undress and couldn't understand that I only like sex with
men whilst I am dressed as a woman. He couldn't keep hard because I was
a woman as far as he was concerned, and, as he was gay, he could only
have satisfactory sex with other men. Although flattered that I was
woman enough to turn off a gay man; it didn't do much for my sexual
frustration. For those girls out there still in the closet and that are
yet to have their first sexual encounter as a crossdresser, an
understanding Transsexual or transvestite prostitute is probably your
safest bet; also there is less worry about discretion or safety.
Kissing Sucking and Fucking
I love kissing; it is just so much the best foreplay! I have yet to have
an encounter where I didn't get involved in heavy petting and kissing
before engaging in sexual activity. Even those men I have met who were
having their first time with a transvestite have enjoyed kissing me. A
word of warning here to beginners, always ensure you shave as close as
possible before applying your makeup when you are about to have a meet.
Nothing is more off-putting than kissing a crossdresser with a 5 o'clock
shadow; make sure that you get every skerrick of hair removed off your
face, especially around the lips; run your fingers all around your face
and if there is any rasping at all, shave again. And for god sake trim
your nose hair!
Fellatio is probably the stock-in-trade for most transvestites; I won't
bore you with techniques as most of you will have your own tricks. I
like to 69 of course, but I sometimes find that being fellated
interferes with my concentration when I am sucking. My favourite
position is, like any good girl, on my knees sucking a hard cock and
looking lovingly up into my lover's eyes. Most Admirers love this and
will reward you with a mouthful. Another position Admirers like, is them
lying on their back whilst you straddle them top to tail so that they
can look up your skirt whilst you fellate them. When I am with another
transvestite I prefer to take turns fellating each other rather than 69.
I love it when the other person comes! Yes I swallow; if you haven't
tried it don't knock it! I also love it when my partner comes on me; I
love it over my face and love to see semen spattered on my skirt and
stockings. Just one thing for those of you who have never swallowed; yes
it's true that just like in my stories the penis you are sucking on will
throb just prior to and during ejaculation; but when he comes in your
mouth it feels like your mouth is just flooding with come, you can't
actually feel the individual spurts in your mouth as I describe in
detail in my fiction stories. Also semen is not salty; as it is so often
described in fiction, it is actually a bit starchy but quite pleasant to
taste. Obviously the subtleties of taste vary from man to man.
Ok the truth; fucking hurts! The first time I let myself be fucked it
took me ages to get relaxed enough to get a cock inside me and then it
was only achieved with a little pain and lots of lube. Ok the truth;
fucking is ecstasy! Once I get a cock into me and I am suitably
lubricated I just love being fucked; I can come whilst being fucked
without even being touched down there; in fact sometimes I come almost
straight away and then again a second time if the fucking lasts a while;
I don't even have to be hard! The advice I offer here is make sure you
take it slowly, especially the first time (I don't care if you regularly
ram a dildo up your arse; the real thing invokes a different mindset and
you will have to concentrate on relaxing) and use as much lube as
possible. Always make sure you are clean down there and of course: "If
it's not on; it's not on"! My preferred position is on my back looking
him or her in the eyes, although a good dose of 'doggy' in front of a
mirror is also a real turn on. I also like to ride him sitting down or
to be taken from behind whilst standing and leaning over a chair or
table. Oh lets just face it; I just love to be fucked any way I can get
it!
Group Sex
I have had the pleasure of several group sex encounters at both
transvestites only, and also transvestites and Admirers parties. Group
sex parties are not easily arranged but are well worth the effort. The
good thing about having many people engaging in sex is that you can
experience all those fantasises that us girls dream of: sucking two
cocks at once, sucking a cock whilst wanking another, giving and
receiving oral pleasure etc; the list goes on and is limited only by
your imagination. You will note that in just about all my stories (Be
Careful In The Park, Lady In The House, Michele And The Predator, My
Brother My Sister, etc) contain at least one group sex scene.
Another good thing about group sex is that most of the participants will
be at various stages of stimulation ranging from arousal to orgasm to
recovery and on to arousal again; this usually ensures there are enough
hard cocks to keep everyone satisfied. This is particularly the case
when there are several transvestites who usually prefer to bottom; it is
to the satisfaction of all participants when roles can be shared and
reversed. Also once you achieve orgasm, you can take a rest whilst
someone else satisfies the person who just satisfied you without feeling
guilty.
The only drawback I can think of at a group sex party was when there is
a transvestite present who is more attractive and feminine than the
others, and initially most of the punters want to be with her and are
not as attentive to the other girls present. The situation soon resolves
itself though; as men being men, their sexual desires override their
patience and soon everyone is happily servicing or being serviced.
Of course there are some risks involved in group sex, especially when
meeting Admirers for the first time, but the risks are mitigated when
there is more than one transvestite present (there is safety in numbers
girls). My preference is to meet in a nice big hotel room and for the
girls to get there first. That way we can dress, makeup (again you note
my rule of never meeting Admirers unless I am dressed and made up),
ensure we look as feminine as possible and have a drink and a natter
with the other girls before the Admirers arrive. I find this is more
relaxing, far less risky, and of course better for the Admirer who does
not need to see 'Steven' transform into 'Stephanie' before his eyes; far
better for Admirers not to know all of our secrets girls!
My True Stories
I will now go on to tell you about a few of my (Michele's) experiences,
encounters and adventures. I'll break them up into small vignettes and
set the scene at the beginning of each short story; I hope you enjoy
reading about them as much as I enjoyed having them (well most of them).
They are all factual, true experiences; of course some (not all) of the
names and places have been changed to protect both my male identity and
the identities of the participants. Anyone who reads these stories and
recognises themselves (they are all set in Australia so if you are not
an Aussie; sorry hun, it didn't happen to you) and not happy with the
way you are portrayed, you can contact me by email and I will remove the
story from this site or correct the story as appropriate.
Josephina
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