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Married man curious about a tranny

Tagged as: Sex<< Previous question   Next question >>
Question - (15 January 2013) 5 Answers - (Newest, 17 January 2013)
A male United States age 51-59, anonymous writes:

I have been married for there years. I have become very curious about transsexuals and think I might want to try having sex with one. I am curious what anal sex feels like. I don't know if that makes me a bisexual?. My wife caught me looking at tranny porn and was absolutely disgusted, so I know she would never be on board with this. I know if I go through with this she would divorce me if she found out, but I just can't get it out of my head, I feel like I have to do it and I don't know why. Anybody else feel like this? Or if you followed through with it, how did it go?

View related questions: anal sex, divorce, porn

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A male reader, The Realist Canada +, writes (17 January 2013):

The Realist agony auntBe honest with your wife and tell her that you would like to experiment with anal play. It is not that uncommon and this may even strengthen your marriage. You don't want to bottle this up till your marriage falls apart when you have someone you trust right beside you who I am sure help you in this situation.

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A female reader, mrswaldhauser United Kingdom +, writes (16 January 2013):

mrswaldhauser agony auntIs this really worth losing your marriage over?

What problems do you have in your marriage? If you are seriously considering cheating on your wife with a man then it tells me you have some serious marital issues going on.

Surely when you married your wife you were aware of her feelings towards anal sex so the fact that she doesn't want to try it should not be a surprise to you. But you did marry her regardless of that so is this sexual fantasy worth all that stress on your marriage? Please remember that fantasties are for a reason...they are fantasy and very rarely work out the way you thought they would.

Do you want to be faithful to this lady for the rest of your life or do you want to enjoy a couple of hours of fun with a man dressed as a lady and lose all of that?

You could try talking to your wife and see what she says. She may come round to the idea of experimenting eventually or she may not. If she doesn't then you have to try and remember when you committed yourself to this lady sex is not just about pleasure, its about what both parties enjoy and feel comfortable doing.

If you really can't get this out of your head and your wife won't agree to trying then you shouldn't stay with her. It would be much crueler to do this behind her back than to let her go and try it when you're free and single. But just have a long hard think about how you will feel once you and your wife are separated...you have moved out and having to find a place of your own, any ties with her family will be pretty much gone and you may even be hated by them for what you are leaving for and when it is all over you may sit and think "Is that it? Did I really end my marriage for that?"

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A male reader, CMMP United States +, writes (16 January 2013):

Yeah try a strap-on. Is it the same? I doubt it, but it may help satisfy your curiosity. And really, is some tranny schlong worth losing your marriage?

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A female reader, So_Very_Confused United States +, writes (16 January 2013):

So_Very_Confused agony auntWhen my former husband wanted anal sex I would put on a strap on and give him anal. NO TRANNY needed.

how about you go to your wife and ask her to help you with your tranny fantasy.

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A female reader, janniepeg Canada +, writes (15 January 2013):

janniepeg agony auntI never tried a tranny. Some people say it's heaven while others say it's shit. It's not worth wrecking a marriage over. When you are married it's exhausting to live a double life and to lie to your wife.

It's something different. You want to try it because it's taboo. A tranny looks like a woman so you don't think you are that gay. He is also a man so you think you are more dominant than he is. You may also have the desire to be a bottom if all your life you had been dominant. You should have tried this before you got married. In marriage there isn't much room for experimentation. You can try all kinds of sex, animal even, and at the end, you still have to go to work the next morning. You just have a lot of hiding to do.

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