dating a shemale
 

I have started dating a shemale, I meet her a while back in a nightclub
at first we only talked and I like talking to her because she is highly
educated and we started going to restaurants and bars just
to socialise. After some time she told me she was attracted to me
so I kissed her but she was reluctant at first and finally she told me
she had a cock. She asked me if that was a problem because she had
earlier meet some men that were rather mean to her, when I said no
she was very relieved. She is very feminine and like to wear dresses
stockings and high heels. A few days ago she came to my home and
I prepared a dinner and we drank some wine and after that we started
to make out and she showed me her breasts for the first time. I undressed
her and she was wearing stockings and a garterbelt, She has an amazing
body and we had amazing sex that night. And get this she can actually
come just fondling her breasts she showed me I have never seen anything
like it, her breasts are hypersensitive.

Awesome, sounds like you two are having fun!!!

(I did feel a bit of trolling going on though)

Well I cannot complain, there are ofcourse some adjustments
one have to do. She is very selfconsious about her cock, she
would not let me touch it at first but I prevailed. She is talking
about removing it for good. I have told her that it is a serious step
that one should consider carefully so I suppose that I will see
what happens. The other night we went to a restaurant and
she was wearing thights and a dress and she had a lovely bulge so I cupped her under the table which annoyed her a bit because she got a hard on.

ahah yeah kissing a ts in public can be a bit problematic sometimes.
its good to see you talking about those things, but what would you do if she go chop?
its a very expensive procedure and tak her a long time to physically recover

Well as a regular male I shudder at the mere thought of castration as
you can imagine, as for her I just don?t know, she has asked me if I would
still date her if she did and I said I would which is probably true. It will
have lost some of its spice though, it will be like dating a ordinary woman.
One of the thrills is when we are at a restaurant or in a bar are my
knowledge about what she is hiding under her dress.

yesterday we went out to a bar and drank some beers and so on
afterwards she accompanied me to my flat and we sleeped together.
Today we were discussing are future relationship and we found out
that we liked eachother so much that we decided that we would be
a couple. I also found out that she is rich and have a nice house in
one of the posh neighbourhoods in this city. One other problem is
that I am a local politician, normaly that would not pose a problem
but I belong to a party that media and other parties hate so they
will exploit any weakness.

The other day she told me that she would get a visitor
from Britain whom is also a shemale and she wants us 3
to go out on a jazzclub thuesday. Now I am very curious
about this person, is she beautiful, has she large breasts
and long shapely legs and formost I just have to inquire
as to the possibility of a threesome. I will post a summary
of events on wednesday.

I did meet Melissa from Britain and she was lovely, however she
was into girls so no chance of any fun there. Yesterday my
company asked me if I wanted to take a course in how to
translate for HBT persons (I work as a translator English to
Swedish and the other way around) I explained to them that
it was not necessary since I socialise with transwomen.
I did not tell them that I was dating a transwoman because
frankly it does not concern them and I am somewhat of a
coward acknowledging that to other persons.

a little update, our relationship proceeds very well, and we are
learning more and more about each other and the sex is
amazing, she knows exactly what to do though she claims that
she is very short on sexualexperience. Perhaps it has something
to do with the fact that she has the same equipment as I do.
We have also tried analsex though she wanted me to stop
after a while, she claimed that I was to big and it hurt to much
I ofcourse took it very slowly bearing these facts in mind but still...
Afterwards we discussed it and she said she was willing to try again
because she liked the feeling when I was inside her, she said that it
made her feel like a real woman, she also likes to be submissive which
I also like her to be.

Now the big test looms in front of us. On friday it is midsummereve
a big holiday here with lots of partying and so on. She shall have a
party in her garden with her exwife, 2 daughters, her transfriends and
various other people and ofcourse me. Some of these people know about
our relationship but not everybody so the reaction should be interesting.

I got a textmessage today that stated that she had a little something
for me when I visit later tonight, she had noticed that I am very into
stockings and such, she has infact purchased today a garterbelt
and black stockings and she is planning to wear them when I come.
I can hardly wait, I am infact rather amazed that she can find all these
womanly garments, but ofcourse she is very slim a bit tall though.:yes:

I have to admit I was checking you profile in hopes of asking if you remembered the name of the TS place in the Castro. Now I am sitting here stroking away in envy with you and your GF. You are so lucky. Keep us informed and OMG don't fuck it up. It sounds great.

Well midsummereve went well but we were both quite hungover the
day after, her friends are a mixed crowd, 2 transvestites, one that is
castrated and 2 that have their equipment still, the last category includes
my girlfriend. She got quite drunk and started to cry, she could not explain why
blamed the hormones, well what do I know? As for the place in SF, sorry
but I do not remember the name of the place it was 12 years ago after
all, but it is not in the Castro district, when I was there all the homobars
were situated there.

We have had our first quarrel, I think she is way to submissive and I told
her so since I prefer some opposition, she say yes to whatever I suggest
which is boring, but we worked it out. talking about boring I have been
thinking if we break up in the future I probably have to start dating
women again which I think would be rather dull, think about it a
transwoman has everything. The probability that I will find another
transwoman that actually likes me in my town are slim to say the least.
What is the opinion among you after you have dated a transwoman have
you tried to date a ordinary woman after that?

for me personally if i started a new long term relationship after my current one with a ts, i dont know if it would be with gg or ts. i am attracted to woman... some woman have big tits, some woman have thin bodies, and some woman have cocks. If i was one of those ts lovers that likes to bottom, then maybe it would be hard to give up ts.

In our relationship I am the dominant one and we are both
comfortable with that arrangement and even if we break up in
the future and I manage to find another transwoman that likes
me I still want to be the dominant one, it is funny though that
they tend to grow on you, I think this relationship is almost perfect,
though I have somewhat limited experience with transwomen.
There is one thing that concerns me somewhat, her thoughts about
the OPERATION, she wants my advice and I have tried to explain to
her that I cannot give it but I will support her no matter what.

That is quite understandable. You can give her your opinion, but the most important thing is to give her your support. In the end it has to be her decision alone. As long as her decision is for herself and not for others then you will be both satisfied. More importantly since it will be her decision for what she wants she will be happy with herself.

We went out yesterday on a club for some dancing and drinking
and so on, afterwards we walked home and enjoyed ourselfes
because of the white night, after some walking I told her that
I wanted a hotdog so I went back to a kiosk about 100 meters
back and told her to wait. When I returned a few minutes later
she was hassled by 2 arabs quite severely so I intervened
and beat them up thoroughly. I really hate what depth my
country has sunk to.

We talked about the Operation today and the fact is that there are
much more theoretical complications that I suspected, necrosis and
so on so of course she is concerned. Is there anybody here that
can give some information regarding this?