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how to have sex with a shemale? tips?


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#1 BlueVelvet8

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Posted 03 July 2016 - 02:39 AM

I'm attracted to feminine ladyboys and even went to see one, and it all started off pretty well. We both put on condoms and she was sucking my dick and I was sucking hers. But she got very horny and said "you have a very nice cock" and then begged me to fuck her. I have never done anal before, either with a woman or with a ladyboy, so I didn't really know how to do it and felt pretty uncomfortable, so I was unable to stay erect enough in order to enter her. How do I get over this, so that I will be able to be comfortable enough to have anal sex with a ladyboy?
 
Anyway, she finished me off with a handjob and I sprayed 4 times, so it was a pretty good cumshot. I'd like to go back to her but I want to know that I'll be able to satisfy her this time. WHat is you guys advice?


#2 Spyder Rocket

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Posted 03 July 2016 - 09:48 AM

Are you joking with us?
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#3 Torques Hit

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Posted 03 July 2016 - 05:12 PM

We are all really impressed with your cum shot ability...... Now please leave

Worry about the things you can affect and not the things you can't affect 


#4 BlueVelvet8

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Posted 04 July 2016 - 05:48 AM

well i thought this was a flame free zone. fuck both of you assholes. I'm asking a serious question. I asked the same question at a different ladyboy forum and didn't get this kind of asshole response.



#5 Torques Hit

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Posted 04 July 2016 - 04:01 PM

A couple of observations here:

1. Obviously you didn't get the response you were after on other forums otherwise you would not have posted the same question here.

2. Maybe on those other forums they don't have BMs that can read between the lines.

3. Judging by your colouful reply maybe Spyder Rocket and my initial suspicions were correct.

Good luck to you
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Worry about the things you can affect and not the things you can't affect 


#6 BlueVelvet8

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Posted 05 July 2016 - 04:18 AM

Kiss my ass you judgemental fuck. How about I kick your ass you fucking pussy?



#7 mikel1

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Posted 05 July 2016 - 04:37 PM

Can't fuck ass but loves to kick it and wants a guy to kiss his - so much work for the analyst 555
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#8 Torques Hit

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Posted 05 July 2016 - 04:51 PM

Thank you. We're all refreshed and challenged by your unique point of view.
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Worry about the things you can affect and not the things you can't affect 


#9 patrickfitsmichael

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Posted 22 July 2016 - 04:35 AM

We are all really impressed with your cum shot ability...... Now please leave

Disappointing guys, he did post it in the newbie section. Innocent until proven guilty I say. Have you all had the same knowledge about ladyboys that you have now, have you never asked a question? Fine line between arrogance and confidence.

 

To answer the original question.........yes I too have been once in this situation. For all of us there was a first. 

I found if you tell the ladyboy this is your first she will think this is cool just like breaking in a virgin. If you talk to them before taking them back home, make sure the chemistry is right so when it comes to the act they at least might understand your ability or lack of it. I have found that many are quite "human" in this regard and show a caring attitude.

Just my 2 cents.

Its funny how honest and open and thoughtful communication helps in so many situations.


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#10 guysnightlife

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Posted 28 August 2016 - 11:23 PM

relax and let the good times roll


For more talk on ladyboys, hookers, and travel check out http://guysnightlife.com

And for all things trans visit LadyboyWiki.com
 


#11 Surin Nix

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Posted 30 August 2016 - 12:11 AM

?...so I was unable to stay erect enough in order to enter her. How do I get over this, so that I will be able to be comfortable enough to have anal sex with a ladyboy?
 
Anyway, she finished me off with a handjob and I sprayed 4 times, so it was a pretty good cumshot. I'd like to go back to her but I want to know that I'll be able to satisfy her this time. WHat is you guys advice?


1. Viagra
2. Relax.
3. If it's not happening, sleep, then trust in the morning mahogany.
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Nix

#12 guysnightlife

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Posted 02 September 2016 - 04:02 PM

morning mahogany lol


For more talk on ladyboys, hookers, and travel check out http://guysnightlife.com

And for all things trans visit LadyboyWiki.com
 





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