Thanks for joining the convesation Jh1341,

Has she mentioned what she gets out of it ? Most couples I have heard from have had the same results. At first very hesitant and apprehensive. After seeing their man get pleasured, hooked. (oohs and aahs)

Women have been having their turn for yrs. Now some "return the favor"

If he really has never been penetrated by anything, you should start him off with something small... like you fingering him. Then get him a toy of some sort to play with when you aren't there. A non-toxic dildo or butt plug should accomplish do what needs to be done. His hole needs to become accustomed to being penetrated.

Mostly she likes seeing how much pleasure I get from her pegging me. My face, the moans, etc. she is also a bit of a control freak so I think that adds to her interest.

I liken it similar to performing oral, one does it with the sole purpose to pleasure the receiver, and in turn that gives you satisfaction too!

Jh1341,

Thanks for sharing. I've heard that from many couples.
btw, nice tux.

Sounds awesome blue. Hope yall have fun with it

Ask Tanya to finger your hole using plenty of lube. One finger then two after the one is comfortable. If Tanya is squeamish about getting poo on her fingers, she should use a thin latex glove or even a condom. Oh and if she has long pointy nails... that could be a problem.

Start with a finger and plenty of lube! But you could always buy a smaller plug for warming up, and use that before inserting the dildo. I'm a believer in "warm up toys"!

Dear Mugwump, please pay close attention to the comments before mine - all very valid points made in there.

Indeed, you should start any kind of anal play with a well-lubricated finger first - anything else comes later. You should pick toys that are gradually sizing up if you aspire to take in something big one day.

In fact, here is a lovely guide we have written on how to prepare for anal sex - you might find some parts of it helpful or even inspiring.

Another point I have to mention - the "soft dildo" part might be the problem. Soft jiggle toys are not the best when it comes to penetrating such tight holes as you bum. You need stiffness, and you need a good tapered end. So you might need to look into other toy options - but the warm-up and the abundance of lube need to be included, also.