Anal Newbie Needs Help

Hello Everyone!

Happy Monday,
I thought the wife and I would be taking a break this weekend because it was about time for her period, and we haven't done anything during that time of the month for years, but she jumped me Friday night, and we scarcely came up for air until Sunday afternoon.
I looked for a better butt plug Friday, but couldn't find exactly what I was hoping for, I came home with a vibe instead. It's long, and has an anal bead kind of progression to it. I showed it to her and she got very excited, after some pussy licking and playing with the new toy I slid in easily. No pain or drama.
It reminded me of my first time, not sure exactly what I was feeling down there, or how deep I was. I was gentle and went slow, but she had no pain. Her groans were pure encouragement, she took it all the way and loved it!
I'm no expert of course, but now that the ice has been broken I look forward to a repeat performance soon.
Thanks to everyone who posted!
Hubby Likes It!
 
Two posters have recommended she push, similar to having a bowel movement. This makes perfect sense, but I'm not sure how or when to bring up the idea to her. It just sounds so "bathroomy". Keep in mind we are pretty "square", inhibited people, it's amazing to me how far we have come sexually.
Okay, I'm quoting this post because it made me laugh.

Bathroom inhibited and yet you are asking about anal sex.

You DO realize what that orifice is designed for, yes? And you are asking about how you can comfortably shove your penis inside it. Inhibited?!?!

-grin-

Sorry, I couldn't help but have a little fun at your expense.

People have already said all that needs saying - you just need to put it into practice. I would also look up Mr. GGG's thread on this subject.

Fingers and toys are all wonderful ways to begin, but let's be honest....for the first few minutes, I don't care how prepped she is, it's GOING TO HURT. But pain control (see: distraction in soothing back rubs, soft labia massage, clit stimulation, etc.) patience on both your parts and cooperation go a long way to helping those muscles relax. Positioning is also a factor. Her on all fours, though excellent for display purposes is not the best way for a pair of beginners - experience has taught me this.

As for your difficulty in keeping Mr. Stiffy, stiff...well...that's one for the men of this board to answer.
 
Sorry, I couldn't help but have a little fun at your expense.
That's quite allright, we are all here to have fun, I hope. Also I have a perma-grin plastered on my face from last night's repeat performance.
I'm the type of person who likes to talk about things and (over) analyze them. My lovely wife is different, she likes to keep the dark desires and secrets hidden. Kind of a switch from the "average" marriage, if there is such a thing. So I find it useful to bounce ideas around here.
 
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