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Anal sex?

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Question - (28 June 2010) 4 Answers - (Newest, 30 June 2010)
A male United States age 30-35, *mith21 writes:

My girlfriend, of over a year, and I are curious about experimenting with anal sex. We are having a lot of trouble. I happen to be very well endowed, two+ inches wide. We are able to get an inch and a half diameter dildo in her, but I'm still unable to get penetration. I was hoping i might get some advice. We use lots of lube and we try things to help make her relax like massaging and rubbing. I'm really just not sure what else to do. I was hoping i might find some help here.

View related questions: anal sex, dildo

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A male reader, anonymous, writes (30 June 2010):

Tisha, that has got to be the nicest way I've ever heard anyone tell someone to go f*ck themselves :)

But I think she may have a point...you need to understand the mechanics here. I know for a fact that a bigger object than someones poo diameter can comfortably go up there...and offer significant pleasure. But she may not stretch like thos hos in a porno. And even if she did, she may not enjoy it. I think you have to be a little masochistic to love getting anal. Maybe she's not. If she likes anal otherwise, I'd say keep with the stretching. Unless she's insanely petite, it will get to 2" width. THat's big, but not insanely big. Besides...even a hard penis is soft to an extent compared to a dildo or butt plug.

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A female reader, Tisha-1 United States +, writes (28 June 2010):

Tisha-1 agony auntMy advice on these questions is to suggest that you figure out what works on yourself (as you have an anus as well) and perhaps you'll understand better what is happening with her. Basically, you are putting something into a tube that is designed to have fecal matter expelled the other way. Additionally, the anal canal produces no natural lubrication. So you are fighting nature, if you will.

Look at her stool in the toilet, notice the diameter. My bet is that it will be less than an inch. Look at your stool in the toilet, yours will likely be much much larger. So if your penis is 2+ diameter wide and her stool is 1 inch, then there's at least a 1 inch discrepancy. If your stool is 1.5 inch in diameter, then find a dildo that is at least 1 inch larger in diameter, and experiment with getting that inside your anus. It might help you understand the mechanics of your question.

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A female reader, anonymous, writes (28 June 2010):

simply, go very slowly coz u might hurt her, try and make it enjoyable for her e.g play with her clit and nipples, one u get it in dont go to far.....

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A female reader, Sincerely Yours United States +, writes (28 June 2010):

Sincerely Yours agony auntThe anal canal curves after about four inches, so please don't go passed that.

She sounds like she just needs more time to stretch out her butt hole.

Blech.

You might want to start buying butt plugs.

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